Cyclohexanone by Asch

Reaxys

PubChem

eMolecules

Reactions (1470)

Yield

Substances (2)

Citations (3478)

Conditions

References

1 Synthesize Find similar

Synthesize Find similar

Rx-ID: 276534 Find similar reactions

98%

With methyltrifluoromethyldioxirane in dichloromethane

T=-22°C; 0.3 h;

Mello, Rossella; Fiorentino, Michele; Fusco, Caterina; Curci, Ruggero

Journal of the American Chemical Society, 1989 , vol. 111, # 17 p. 6749 - 6757 Title/Abstract Full Text View citing articles Show Details

89.3%

With iodosylbenzene; [Zn2(MnOH–tetrakis(4-carboxyphenyl)porphyrin)-(N,N’-di-(4pyridyl)-1,4,5,8-naphthalenetetracarboxydiimide)]·0.5DMF·EtOH·5.5H2O in acetonitrile

T=20°C; 20 h;

Xie, Ming-Hua; Yang, Xiu-Li; He, Yabing; Zhang, Jian; Chen, Banglin; Wu, Chuan-De

Chemistry - A European Journal, 2013 , vol. 19, # 42 p. 14316 - 14321 Title/Abstract Full Text View citing articles Show Details

88%

With tert.-butylhydroperoxide in water

T=60°C; 1.5 h; Green chemistry;

Bhardwaj, Madhvi; Sharma, Harsha; Paul, Satya; Clark, James H.

New Journal of Chemistry, 2016 , vol. 40, # 6 p. 4952 - 4961 Title/Abstract Full Text View citing articles Show Details

70%

With sodium hypochlorite; 1-glycyl-3-methylimidazolium chloride-copper(II) complex

T=20°C; 12 h; Neat (no solvent);

Karthikeyan, Parasuraman; Bhagat, Pundlik Rambhau; Kumar, S. Senthil

Chinese Chemical Letters, 2012 , vol. 23, # 6 p. 681 - 684 Title/Abstract Full Text View citing articles Show Details

66%

With dihydrogen peroxide in acetonitrile

T=40°C; 15 h; Reagent/catalyst;

Acharyya, Shankha Shubhra; Ghosh, Shilpi; Sharma, Sachin Kumar; Bal, Rajaram

New Journal of Chemistry, 2016 , vol. 40, # 4 p. 3812 - 3820 Title/Abstract Full Text View citing articles Show Details

62%

With lt;RuVL(O)gt;2+-complex lt;HL = lt;2-hydroxy-2-(2-pyridyl)ethylgt;bislt;2-(2pyridyl)ethylgt;aminegt; in acetonitrile

Che, Chi-Ming; Ho, Clare; Lau, Tai-Chu

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1991 , # 5 p. 1259 - 1263 Title/Abstract Full Text View citing articles Show Details

57%

With cis-lt;RuVI(6,6'-Cl2bpy)2O2gt;lt;ClO4gt; in acetonitrile

T=25°C; 1.5 h;

Che, Chi-Ming; Leung, Wai-Ho

Journal of the Chemical Society, Chemical Communications, 1987 , # 18 p. 1376 1377 Title/Abstract Full Text View citing articles Show Details

57%

With chromium(VI) oxide; tetrabutylammonium periodite in dichloromethane; acetonitrile

T=-20°C; 1 h;

Lee, Seongmin; Fuchs

Journal of the American Chemical Society, 2002 , vol. 124, # 47 p. 13978 - 13979 Title/Abstract Full Text View citing articles Show Details

57.55%

With Iron(III) nitrate nonahydrate; sodium hypochlorite; gold(III) tetrachloride trihydrate; acetic acid in water

T=70°C; 0.0416667 h; Microwave irradiationGreen chemistry; Catalytic behavior; Reagent/catalyst;

Srivastava, Manish; Srivastava, Anamika; Goyal, Ashu; Mishra, Aakanksha; Tomer, Preeti; Dwivedi, Jaya; Kishore

Journal of Physical Organic Chemistry, 2017 , vol. 30, # 2 art. no. E3602 Title/Abstract Full Text Show Details

56%

With water; oxygen; N -hydroxyphthalimide in acetonitrile

T=75°C; P=15201 Torr; 10 h; Product distribution / selectivity; Hide Experimental Procedure

Daicel Chemical Industries, Ltd.

Patent: US6642419 B1, 2003 ; Location in patent: Page/Page column 11-12 ; Title/Abstract Full Text Show Details

1; 1:

A mixed solution [N-hydroxyphthalimide:water=1:2.8 (molar ratio)] comprised of cyclohexane [840 g (10 mol); water content 0.042 g (2.3 mmol)], N-hydroxyphthalimide [160 g (0.98 mol); water content 5 g (0.28 mol)], and acetonitrile [10,000 g; water content 45 g (2.5 mol)] was stirred at 75° C. and under an oxygen pressure of 20 atm for 10 hours. The product in the reaction mixture was examined by gas chromatography and there was observed the presence of cyclohexanone converted from cyclohexane at a conversion of 56percent and a selectivity of 60percent. After the solvent acetonitrile and the catalyst N-hydroxyphthalimide have been separated from the reaction crude mixture, the resultant solution was treated such as to be neutral. After undergoing the recovering step of the starting material cyclohexane, from the solution was obtained the product cyclohexanone. The purity of the obtained product cyclohexanone was 99percent and the purification yield was 92percent.Comparative Example 1 [00072] Cyclohexanone was produced in the same manner as in Example 1 except that the water content of cyclohexanone was 0.050 g (2.8 mmol), the water content of N-hydroxyphthalimide was 8 g (0.44 mol), and that the water content of acetonitrile was 3,700 g (205 mol) [N-hydroxyphthalimide:water=1:210 (molar ratio)]. The purity of the obtained product cyclohexanone was 91percent, and the purification yield was 80percent. 56%

With water; oxygen; N -hydroxyphthalimide; cobalt(III) acetylacetonate in acetonitrile

T=75°C; P=15201 Torr; 10 h; Product distribution / selectivity; Hide Experimental Procedure

Daicel Chemical Industries, Ltd.

Patent: US6642419 B1, 2003 ; Location in patent: Page/Page column 12 ; Title/Abstract Full Text Show Details

2; 2:

A mixed solution [N-hydroxyphthalimide:water=1:3.5 (molar ratio)] of cyclohexane [840 g (10 mol); water content 0.032 g (1.7 mmol)], N-hydroxyphthalimide [160 g (0.98 mol); water content 3 g (0.17 mol)], cobaltacetylacetonato [64 g (0.025 mol)], and acetonirile [10,000 g; water content 60 g (3.3 mol)] was stirred at 75° C. and under an oxygen pressure of 20 atm for 10 hours. The product formed in the reaction solution was examined by gas chromatography and there was observed the presence of cyclohexanone converted from cyclohexane at a conversion of 56percent and a selectivity of 67percent. After the solvent acetonitrile and the catalyst N-hydroxyphthalimide have been separated from the crude reaction solution, the resultant mixture was treated such as to be neutral. Thereafter, the solution went through the recovering step of the starting material cyclohexane, and there was obtained the product cyclohexanone. The purity of the obtained product cyclohexanone was 99percent, and the purification yield was 93percent.Comparative Example 2 [00074] Cyclohexanone was formed in the same manner as in Example 2 except that the water content of cyclohexane was 0.048 g (2.7 mmol), the water content of N-hydroxyphthalimide was 9 g (0.5 mol), and that the water content of acetonitrile was 3,850 g (214 mol) [N-hydroxyphthalimide:water=1:219 (molar ratio)]. The purity of the product cycloexanone was 92percent and the purification yield was 81percent. 45%

With 30percent peracetic acid; resin-PPh2-Ru(PPh3)2Cl2 in ethyl acetate; 1,2-dichloro-ethane

2 h; Heating;

Leadbeater

Journal of Organic Chemistry, 2001 , vol. 66, # 6 p. 2168 - 2170 Title/Abstract Full Text View citing articles Show Details

42%

With potassium permanganate; borontrifluoride acetic acid in acetonitrile

T=23°C; 0.166667 h;

Lau, Tai-Chu; Wu, Zhi-Biao; Bai, Zi-Long; Mak, Chi-Keung

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1995 , # 4 p. 695 - 696 Title/Abstract Full Text View citing articles Show Details

38%

With dihydrogen peroxide; silica gel; iron(II) sulfate in chloroform

T=31°C; 24 h;

Monfared; Ghorbani

Monatshefte fur Chemie, 2001 , vol. 132, # 8 p. 989 - 992 Title/Abstract Full Text View citing articles Show Details

38.4%

With tert.-butylhydroperoxide

Zhou, Wen-Juan; Wischert, Raphael; Xue, Kai; Zheng, Yu-Ting; Albela,

T=140°C; 1.5 h; Catalytic behavior; TemperatureTimeConcentration;

Belen; Bonneviot, Laurent; Clacens, Jean-Marc; De Campo, Floryan; PeraTitus, Marc; Wu, Peng

ACS Catalysis, 2014 , vol. 4, # 1 p. 53 - 62 Title/Abstract Full Text View citing articles Show Details

35%

With [FeIV(O)(tris(2-quinolylmethyl)amine)(acetonitrile)](triflate)2 in acetonitrile T=-40°C; Inert atmosphere; Kinetics;

Biswas, Achintesh N.; Puri, Mayank; Meier, Katlyn K.; Oloo, Williamson N.; Rohde, Gregory T.; Bominaar, Emile L.; Münck, Eckard; Que, Lawrence

Journal of the American Chemical Society, 2015 , vol. 137, # 7 p. 2428 - 2431 Title/Abstract Full Text View citing articles Show Details

35%

With [oxoiron(IV)(tris-(quinolyl-2-methyl)amine)(bromide)](1+) in [D3]acetonitrile T=-40°C;

Puri, Mayank; Biswas, Achintesh N.; Fan, Ruixi; Guo, Yisong; Que, Lawrence

30%

With dihydrogen peroxide; sodium acetate; 2-pyridinecarboxylic acid; manganese(II) perchlorate hexahydrate in water; acetone

T=0 - 20°C; Hide Experimental Procedure

Journal of the American Chemical Society, 2016 , vol. 138, # 8 p. 2484 - 2487 Title/Abstract Full Text View citing articles Show Details

DSM IP Assets B.V.; BROWNE, Wesley Richard; ALSTERS, Paulus Lambertus; SUMMEREN VAN, Ruben Petrus; IJPEIJ, Edwin Gerard; BOER, Johannes Wietse; SAISAHA, Pattama; PIJPER, Dirk; FERINGA, Bernard Lucas

Patent: WO2011/104333 A1, 2011 ; Location in patent: Page/Page column 9-11 ; Title/Abstract Full Text Show Details

5.1:

Example 5:; C-H bond and heteroatom oxidation catalyzed by the Mn/picolinic acid system in acetoneThe following table provides examples that demonstrate the usefulness of the Mn/picolinic acid catalyst system for the oxidation of C-H bonds with H202 in acetone as the solvent, typically providing ketones or alcohols as the major products. The oxidation of pyridine-2-carbaldehyde (Entry 7) also demonstrates N- heteroatom oxidation with the Mn/picolinic acid catalyst system, with the picolinic acid being formed in situ from the pyridine-2-carbaldehyde and the required base being present in the form of the pyridine functionalities in the substrate. Entry 6 demonstrates the stereoselective C-H bond oxidation of cis-1 ,2-dimethylcyclohexane, which is transformed with retention of configuration into a racemic mixture of (1 R,2R)-1 ,2- dimethylcyclohexanol and (1 S,2S)-1 ,2-dimethylcyclohexanol.Table 2c: As 50 wtpercent aqueous solutiond: Added at 0°C, then bath allowed to warm to room temperature overnight e: Added at room temperature, then stirred additionally overnight: No NaOAc added; pyridine unit in the substrate functions as organic baseGeneral procedure (amounts as specified per substrate in Table 2): Aqueous NaOAc was added to a mixture of substrate, 1 ,2-dichlorobenzene (internal standard), Mn(CI04).6H20, and picolinic acid in acetone. At the temperature indicated in Table 2, 50 wtpercent H202 was subsequently added gradually. The mixture was stirred additionally overnight, with gradual warming to room temperature when relevant. Workup typically consisted of quenching with excess saturated aqueous NaHC03, extraction with dichloromethane, drying on Na2S04, and evaporation. Analysis was done by NMR and/or GC. 26%

With [Fe(OTf)2(mix-BPBP)]; dihydrogen peroxide; acetic acid in water; acetonitrile

T=0°C; Inert atmosphere; Reagent/catalyst;

Yazerski, Vital A.; Spannring, Peter; Gatineau, David; Woerde, Charlotte H.M.; Wieclawska, Sara M.; Lutz, Martin; Kleijn, Henk; Klein Gebbink, Robertus J.M. Organic and Biomolecular Chemistry, 2014 , vol. 12, # 13 p. 2062 - 2070 Title/Abstract Full Text View citing articles Show Details

22%

With PhIO in 1,2-dichloro-ethane; acetonitrile

T=25°C; 48 h; Sealed tubeGreen chemistry; Reagent/catalystTime; Hide Experimental Procedure

Araujo, Francielle R.; Baptista, Joel G.; Marcal, Liziane; Ciuffi, Katia J.; Nassar, Eduardo J.; Calefi, Paulo S.; Vicente, Miguel A.; Trujillano, Raquel; Rives, Vicente; Gil, Antonio; Korili, Sophia; De Faria, Emerson H.

Catalysis Today, 2014 , vol. 227, p. 105 - 115 Title/Abstract Full Text View citing articles Show Details

Oxidation of cis-cyclooctene and cyclohexane

General procedure: Catalytic oxidation reactions were carried out at 25°C in a 2.0 cm3 glass reactor, sealed with a Teflon-coated silicone sep-tum and equipped with a magnetic stirrer. When the oxidant was hydrogen peroxide, the Me-(Ka-dpa) catalyst was suspended in 1 cm3 of the solvent mixture (1,2-dichloroethane/acetonitrile, 1:1,v/v), and the substrate was added, resulting in a constant catalyst/oxidant/substrate molar ratio of 1:300:100. When the oxidant was iodosylbenzene (PhIO), it was first obtained through hydrolysis of iodosylbenzene diacetate [24], and its purity was evaluated by iodometric titration [25]. PhIO (0.023 mmol) was added to the reactor containing the catalyst (10 mg) and the dichloroethane/acetonitrile solvent mixture (1 cm3). Then, 1.15 mmol of the substrate (ciscyclooctene or cyclo-hexane) and 10−2 cm3 of di-n-butyl ether as internal standard were added. The evolution of the reactions was followed by analyzing the products at fixed times of 2, 4, 24, or 48 h. The products were identified using a HP 6890 Series GC System gas chromatograph (with aflame ionization detector) equipped with a HP-INNOWax-19091N-133 (polyethylene glycol length 30 m, internal diameter 0.25 m) capillary column. The products were quantified using a calibration curve obtained with a standard solution. When the oxidant was hydrogen peroxide, the conversion was based on the substrate, while when the oxidant was iodosylbenzene, the yield was based on the oxidant. At the end of the reactions, the catalysts were recovered by centrifugation, dried for 3 h at 60°C before being used again in a further catalytic cycle. The supernatant liquids were maintained in the reactor for 24 h, aftermost the possible products formed were quantified by GC. This simple test gave evidences of the leaching of active Me(II)species from the solid to the liquid. 21.2%

With FeII(DPAH)2; oxygen; diphenyl hydrazine in pyridine; acetic acid

T=24°C; P=760 Torr; 10 h; other hydrocarbons or c-C6H11OH, other activators and solvents; Product distribution;

Sheu, Ceshing; Sawyer, Donald T.

Journal of the American Chemical Society, 1990 , vol. 112, # 22 p. 8212 - 8214 Title/Abstract Full Text Show Details

20.5%

With pyridine N-oxide; lead(IV) acetate in chloroform

168 h;

Ryzhakov

Russian Journal of General Chemistry, 2002 , vol. 72, # 5 p. 729 - 730 Title/Abstract Full Text View citing articles Show Details

20%

With iodosylbenzene in dichloromethane; acetonitrile

Inert atmosphere;

Castro, Kelly A. D. F.; Halma, Matilte; Machado, Guilherme S.; Ricci, Gustavo P.; Ucoski, Geani M.; Ciuffi, Katia J.; Nakagaki, Shirley

Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 7 p. 1329 - 1340 Title/Abstract Full Text View citing articles Show Details

19.8%

With sodium ferrate(VI) in water

3 h;

Tandon, Praveen K.; Singh, Santosh B.; Singh, Satpal; Kesarwani, Bhawana

Journal of the Indian Chemical Society, 2012 , vol. 89, # 10 p. 1363 - 1367 Title/Abstract Full Text View citing articles Show Details

17.4%

With [Fe2(tetra-p-tolylporphyrinate)2(μ-O)]; oxygen in benzene

T=119.84°C; P=7600.51 Torr; 6 h; Hide Experimental Procedure

Tabor, Edyta; Połtowicz, Jan; Pamin, Katarzyna; Basąg, Sylwia; Kubiak, Władysław

Polyhedron, 2016 , vol. 119, p. 342 - 349 Title/Abstract Full Text Show Details

2.3. Catalytic experiments

General procedure: Oxidation of cycloalkanes by molecular oxygen was carried outin the stainless steel batch reactor at 393 K and under the air pressureof 10 atm. Cycloalkane to oxygen molar ratio was set at 6.5.The amount of iron μ-oxo or monomeric iron porphyrin givingthe final concentration 3.3 x 10-5 M of the catalyst in the reactionmixture was dissolved in 1 ml of benzene and added to 60 ml ofcycloalkane. Reactor filled with substrate and the catalyst waspre-treated under the argon flow to remove air and to provide aninert atmosphere. Then the rector was heated to 393 K and airwas introduced. After 6 h of reaction time the oxidation wasstopped by immersing the hot reactor in a cold water bath. Yieldsof products were calculated based on the oxygen quantity in thebatch reactor for all catalytic tests. Reaction products were analyzedusing Agilent Technologies 6890N chromatograph equippedwith Innovax chromatography column (30 m). The yield valueswere verified by an addition of internal standard, chlorobenzene,at the end of the reaction. Cycloalcohol and cycloketone were theonly oxygen-containing products, together with traces of cycloalkanehydroperoxide. The blank experiment confirmed that thecycloalkane was not oxidized by O2 in the absence of catalyst. 14.9%

With chloro[N,N'-bis(salicylaldehyde)cyclohexanodiminate]iron(III); dihydrogen peroxide; nitric acid in acetonitrile

T=65°C; P=760.051 Torr; 3 h; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Silva, Ana Rosa; Mourao, Teresa; Rocha, Joao

Catalysis Today, 2013 , vol. 203, p. 81 - 86 Title/Abstract Full Text View citing articles Show Details

2.4. Catalytic experiments

General procedure: The homogeneous phase catalytic studies were performed using 5.00 mmol of cyclohexane, 0.05 mmol of homogeneous catalyst(1 molpercent relative to cyclohexane), 0.5 mmol of nitric acid and25 mmol of hydrogen peroxide as sustainable oxidant in 20.00 mlof acetonitrile in batch reactors at room temperature, atmospheric pressure and under constant stirring (1300 rpm) (Scheme 2).Therefore, the ratio of cyclohexane/catalyst/HNO3/H2O2 was,respectively, 100/1/10/500 [18]. The reactions were performed at least twice 13.02%

With tert.-butylhydroperoxide; oxygen in acetonitrile

T=70°C; 2 h; Green chemistry; Mechanism; TemperatureTimeSolvent; Hide Experimental Procedure

Sun, Xiaoling; Zhang, Xinhui; Cao, Xiaoyan; Zhao, Xiaoyan

Journal of the Brazilian Chemical Society, 2016 , vol. 27, # 1 p. 202 - 208 Title/Abstract Full Text View citing articles Show Details

Catalytic activity measurement

In a 100 mL three-necked flask placed in a temperaturecontrolled chamber, the reaction catalyst was added to acyclohexane solution in acetonitrile. While there is noorganic solvent added, the catalytic activity would bedecreased. The mixture was stirred with a magnetic stirrerat 500 rpm for 30 min. The reaction was then initiated byadding TBHP in the presence of oxygen. The reactionstarted post-treatment after a certain period. 10.5%

With [Co(2-(2-(2,4,6-trioxotetrahydropyrimidin-5(2H)-ylidene)hydrazinyl)benzenesulfonic acid) (imidazole)3]; dihydrogen peroxide in acetonitrile

T=20°C; 6 h; Catalytic behavior; Reagent/catalyst;

Palmucci, Jessica; Mahmudov, Kamran T.; Guedes da Silva, M. Ftima C.; Martins, Lusa M. D. R. S.; Marchetti, Fabio; Pettinari, Claudio; Pombeiro, Armando J. L.

RSC Advances, 2015 , vol. 5, # 102 p. 84142 - 84152 Title/Abstract Full Text View citing articles Show Details

5.5%

With [MnIIIT(p-Cl)PP]Cl; oxygen; 4-(1,1-dimethylethyl)benzoic acid

T=140°C; P=10501.1 Torr; 3 h; Reagent/catalyst; Hide Experimental Procedure

Wang, Tao; She, Yuanbin; Fu, Haiyan; Li, Hui

Catalysis Today, 2016 , vol. 264, p. 185 - 190 Title/Abstract Full Text View citing articles Show Details

General procedures for cyclohexane oxidation

General procedure: The cyclohexane oxidation with oxygen as an oxidant catalyzedby manganese porphyrins and co-catalysts was conducted as fol-lows: Cyclohexane, manganese porphyrins and co-catalysts werecharged into a 100 mL autoclave equipped with an electromag-netic stirrer and a temperature-controlling device. The mixturewas heated to 3C below the set value (120/140C). The reactorwas then charged with O2once, or the reaction system pressurewas maintained at the set value. The mixture was stirred with thestirring rate of 800 rpm for certain time. The reactor was cooledto room temperature and the mixture was dissolve with acetoneafter completion of the reaction. The remaining reactants were ana-lyzed by GC (Agilent HP-5MS) with methylbenzene as an internalstandard. The oxidized products were derived through silylation(BSTFA: TMCS = 99:1) and monitored through GC (Agilent HP-5ms) and GC/MS; here, 2-ethylhexanoic acid was used as an internalstandard [38]. 5.2%

With bis(3,5-dimethylanilinium) trimolybdate; oxygen

T=119.84°C; P=7600.51 Torr; 6 h; Autoclave; Catalytic behavior; Hide Experimental Procedure

Szymańska, Anna; Nitek, Wojciech; Oszajca, Marcin; Łasocha, Wiesław; Pamin, Katarzyna; Połtowicz, Jan

Catalysis Letters, 2016 , vol. 146, # 5 p. 998 - 1010 Title/Abstract Full Text View citing articles Show Details

3 Catalytic Investigation

The liquid-phase oxidation of cycloalkanes (cyclopentane, cyclohexane or cyclooctane) was performed in a stainlees steel batch reactor system at the optimum temperature of 393 K and under the pressure of 10 atm. with the reagents molar ratio CnH2n (where n = 5, 6, 8):O2 = 13:2. A Teflon-lined reactor of 1 L volume equipped with a magnetic stirrer was used. In a typical experiment, molybdenum based catalyst having the concentration of 3.3 x 10-4 M was introduced into the reaction mixture. The catalyst together with the substrate were closed in the air-free autoclave and were heated together with the whole system until temperature of 393 K was reached. In due time air was added to the hot reaction mixture in such amount that final pressure of 10 atm was obtained and the reaction started. After 6 h of reaction time the oxidation was stopped by immersing the hot reactor in a cold water bath. Reaction products (cycloketone and cycloalcohol) were analyzed by means of Agilent Technologies 6890 N gas chromatograph equipped with Innowax (30 m) column in the presence of chlorobenzene as internal standard. Amounts of CO and CO were determined chromatographically using Perkin-Elmer Clarus 500 with

methanizer.

With di-tert-butyl peroxide; hydrogen bromide; oxygen

T=100 - 225°C;

Shell Devel. Co.

Patent: US2421392 , 1944 ;

Oxidieren mit Luft und Behandeln mit MoS3;

Du Pont de Nemours and Co.

Patent: US2851496 , 1954 ;

Full Text Show Details

With aluminium trinitrate

T=110 - 120°C; im Rohr;

Nametkin

Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1910 , vol. 42, p. 584 Chem. Zentralbl., 1910 , vol. 81, # II p. 1376 Full Text Show Details

With trans-lt;Ru(VI)(dmpipy)2O2gt;lt;ClO4gt;2 in acetonitrile

4 h; Ambient temperature;

Che, Chi-Ming; Leung, Wai-Ho; Li, Chi-Keung; Poon, Chung-Kwong

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1991 , # 3 p. 379 - 384 Title/Abstract Full Text View citing articles Show Details

With lithium hypochlorite; [Ru(2,9-di-(2'-pyridyl)-1,10-phenathroline)2]Cl2 in dichloromethane; water

T=22°C; 1 h;

Bressan, Mario; Morvillo, Antonino

Journal of the Chemical Society, Chemical Communications, 1989 , # 7 p. 421 - 423 Title/Abstract Full Text View citing articles Show Details

With ozone; Li12lt;Mn(II)2ZnW(ZnW9O34)2gt; in water; tert-butyl alcohol

T=2°C; 0.75 h;

Neumann, Ronny; Khenkin, Alexander M.

Chemical Communications, 1998 , # 18 p. 1967 - 1968 Title/Abstract Full Text View citing articles Show Details

With lt;Ru(VI)(dmbipy)2O2gt;lt;ClO4gt;2 in acetonitrile

4 h; Ambient temperaturecompetitive reaction with cyclopentane; kinetic isotope effect;

Che, Chi-Ming; Leung, Wai-Ho; Li, Chi-Keung; Poon, Chung-Kwong

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1991 , # 3 p. 379 - 384 Title/Abstract Full Text View citing articles Show Details

in pyridine

oxidation: GifIV-type reaction (acetic acid, FeCl3 * 6 H2O, Zn); other Gif-type systems and other oxidation systems; competition reaction with C6D6 (kinetic isotopic effects "KIE"); KineticsMechanism;

Barton, Derek H. R.; Doller, Dario; Geletii, Yurii V.

Tetrahedron Letters, 1991 , vol. 32, # 31 p. 3811 - 3814 Title/Abstract Full Text View citing articles Show Details

With methyltrifluoromethyldioxirane in dichloromethane

T=-23.9°C; other temp.; Rate constantMechanism;

Mello, Rossella; Fiorentino, Michele; Fusco, Caterina; Curci, Ruggero

Journal of the American Chemical Society, 1989 , vol. 111, # 17 p. 6749 - 6757 Title/Abstract Full Text View citing articles Show Details

With Fe(II)(PA)2; dihydrogen peroxide in pyridine; acetic acid

T=22°C; 12 h; other hydrocarbons and arylolefins, other iron and cobalt complexes, solvents, also t-BuOOH as oxidant; isotope effect; Product distributionMechanism;

Tung, Hui-Chan; Kang, Chan; Sawyer, Donald T.

Journal of the American Chemical Society, 1992 , vol. 114, # 9 p. 3445 - 3455 Title/Abstract Full Text Show Details

60 % Chromat.

With BaRu(O)2(OH)3; acetic acid in dichloromethane

T=23°C; 240 h; other alkanes, aromatic hydrocarbons and triphenylphosphine; also in the presence of var. Lewis acids; var. reaction times; Product distributionMechanism;

Lau, Tai-Chu; Mak, Chi-Keung

Journal of the Chemical Society, Chemical Communications, 1993 , # 9 p. 766 - 767 Title/Abstract Full Text View citing articles Show Details

With pyridine; 2-pyridinecarboxylic acid; diphenyl sulfide; dihydrogen peroxide; iron(III) chloride

T=0 - 20°C; other hydrocarbons; var. carboxylic acids; var. trapping reagents; Mechanism;

Barton, Derek H. R.; Hu, Bin; Taylor, Dennis K.; Wahl, Roy U. Rojas

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1996 , # 6 p. 1031 - 1042 Title/Abstract Full Text Show Details

With pyridine; 2-pyridinecarboxylic acid; dihydrogen peroxide; iron(III) chloride

16 h; Ambient temperatureGif ketonisation in pyridine;

Barton, Derek H. R.; Hu, Bin; Li, Tingsheng; MacKinnon, John

Tetrahedron Letters, 1996 , vol. 37, # 46 p. 8329 - 8332 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; oxygen; iron(III) chloride in pyridine; acetic acid

T=25°C; 2.5 h; Product distribution; Further Variations:Reagents;

Schuchardt; Jannini; Richens; Guerreiro; Spinace

Tetrahedron, 2001 , vol. 57, # 14 p. 2685 - 2688 Title/Abstract Full Text View citing articles Show Details

18 % Chromat.

With dihydrogen peroxide; Cu(II)*salen-H4 in acetonitrile

T=80°C; 10 h;

Velusamy, Subbarayan; Punniyamurthy

Tetrahedron Letters, 2003 , vol. 44, # 50 p. 8955 - 8957 Title/Abstract Full Text View citing articles Show Details

13 % Chromat.

With oxygen; chloroamine-T; meso-tetrakis(tetraphenyl)porphyrin iron(III) chloride in acetonitrile

Li, Shi-Jun; Wang, Yan-Guang

Tetrahedron Letters, 2005 , vol. 46, # 46 p. 8013 - 8015 Title/Abstract Full Text View citing articles Show Details

T=20°C; P=760 Torr; 24 h;

Multi-step reaction with 2 steps 1: 26 percent / Mn(TPP)Cl / benzene / 2 h / Ambient temperature; variations of pH, reagents, pO2, T 2: TOMA, HCl, O2, sodium ascorbate / Mn(TPP)Cl / benzene / Ambient temperature; pH=8.5, pO2= 1 atm View Scheme

Fontecave, Marc; Mansuy, Daniel

Tetrahedron, 1984 , vol. 40, # 21 p. 4297 - 4312 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: diluted nitric acid 2: glacial acetic acid; zinc dust View Scheme

Markownikow

Justus Liebigs Annalen der Chemie, 1898 , vol. 302, p. 20 Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1898 , vol. 30, p. 167 Chem. Zentralbl., 1898 , vol. 69, # II p. 578 Full Text Show Details

With cerium(IV) sulphate; acetic acid; iridium(III) chloride

T=100°C; 3 h; Product distribution; Further Variations:TemperaturesReagents;

Tandon, Praveen K.; Srivastava, Manish; Singh, Santosh B.; Srivastava, Nidhi

Synthetic Communications, 2008 , vol. 38, # 18 p. 3183 - 3192 Title/Abstract Full Text View citing articles Show Details

With N -hydroxyphthalimide; xanthone; oxygen; tetramethlyammonium chloride in acetonitrile

T=80°C; P=3750.38 Torr; 4 h; Autoclave;

Du, Zhongtian; Sun, Zhiqiang; Zhang, Wei; Miao, Hong; Ma, Hong; Xu, Jie

Tetrahedron Letters, 2009 , vol. 50, # 15 p. 1677 - 1680 Title/Abstract Full Text View citing articles Show Details

With oxygen in water; acetonitrile

T=5 - 10°C; P=759.826 Torr; Irradiation; chemoselective reaction;

Ni, Lingli; Ni, Ji; Lv, Yuan; Yang, Ping; Cao, Yong

Chemical Communications, 2009 , # 16 p. 2171 - 2173 Title/Abstract Full Text View citing articles Show Details

70 %Chromat.

With Fe(CF3SO3)2((S,S,R)-MCPP); dihydrogen peroxide; acetic acid in water; acetonitrile

T=0°C;

Gomez, Laura; Garcia-Bosch, Isaac; Company, Anna; Benet-Buchholz, Jordi; Polo, Alfonso; et al.

Angewandte Chemie, International Edition, 2009 , vol. 48, p. 5720 - 5723 Angewandte Chemie, 2009 , vol. 121, p. 5830 - 5833 Title/Abstract Full Text View citing articles Show Details

9.4 %Chromat.

With dipotassium peroxodisulfate; carbon dioxide; 2BF4(1-)*C24H53B4Cu4N4O17(2+) in water; acetonitrile

T=50°C; P=15201 Torr; 6 h; Autoclave;

Kirillova, Marina V.; Kirillov, Alexander M.; Pombeiro, Armando J. L.

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 17 p. 2936 - 2948 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; acetonitrile

T=150°C; 4 h; Autoclave;

Wang, Yong; Zhang, Jinshui; Wang, Xinchen; Antonietti, Markus; Li, Haoran

With tert.-butylhydroperoxide; C30H36Cl4Fe2N6O3(2+) in tert-butyl alcohol

T=50°C; 24 h;

Parrilha, Gabrieli L.; Ferreira, Sarah S.; Fernandes, Christiane; Silva, Giselle C.; Carvalho, Nakedia M.F.; Antunes; Drago, Valderes; Bortoluzzid, Adailton J.; Horn Jr., Adolfo

Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 4 p. 603 - 613 Title/Abstract Full Text View citing articles Show Details

With oxygen

UV-irradiation;

Almeida, Ana Rita; Carneiro, Joana T.; Moulijn, Jacob A.; Mul, Guido

Journal of Catalysis, 2010 , vol. 273, # 2 p. 116 - 124 Title/Abstract Full Text View citing articles Show Details

Angewandte Chemie - International Edition, 2010 , vol. 49, # 19 p. 3356 - 3359 Title/Abstract Full Text View citing articles Show Details

9 %Chromat.

With tert.-butylhydroperoxide; 5,10,15-tris(2,6-difluorophenyl)corrolato-manganese(III) in acetonitrile

T=20°C; 6 h;

Bose, Suranjana; Pariyar, Anand; Biswas, Achintesh Narayan; Das, Purak; Bandyopadhyay, Pinaki

Journal of Molecular Catalysis A: Chemical, 2010 , vol. 332, # 1-2 p. 1 - 6 Title/Abstract Full Text View citing articles Show Details

70 %Chromat.

With iodosylbenzene in dichloromethane; acetonitrile

T=20°C; 1 h; Inert atmosphere;

MacHado, Guilherme S.; Arizaga, Gregorio G.C.; Wypych, Fernando; Nakagaki, Shirley

Journal of Catalysis, 2010 , vol. 274, # 2 p. 130 - 141 Title/Abstract Full Text View citing articles Show Details

7 %Chromat.

Stage #1: With [Cu(H2O)(O-2-O2N-4-C6H3NN=CCOCH2C(Me)2CH2CO)]; dihydrogen peroxide; nitric acid; diphenylamine in water; acetonitrile

T=25°C; 6 h; Stage #2: With triphenylphosphine

Kopylovich, Maximilian N.; Mahmudov, Kamran T.; Da Silva, M. Fatima C. Guedes; Figiel, Pawel J.; Karabach, Yauhen Yu.; Kuznetsov, Maxim L.; Luzyanin, Konstantin V.; Pombeiro, Armando J.L.

Inorganic Chemistry, 2011 , vol. 50, # 3 p. 918 - 931 Title/Abstract Full Text View citing articles Show Details

With N -hydroxyphthalimide; oxygen in acetonitrile

T=60°C; P=760.051 Torr; 24 h; Irradiation; chemoselective reaction;

Zhang, Pengfei; Wang, Yong; Yao, Jia; Wang, Congmin; Yan, Chao; Antonietti, Markus; Li, Haoran

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 9 p. 1447 - 1451 Title/Abstract Full Text View citing articles Show Details

With oxygen

UV-irradiation;

Carneiro, Joana T.; Savenije, Tom J.; Moulijn, Jacob A.; Mul, Guido

Journal of Photochemistry and Photobiology A: Chemistry, 2011 , vol. 217, # 2-3 p. 326 - 332 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: iron(III) chloride hexahydrate; oxygen / acetonitrile / 12 h / 36 - 38 °C / 760.05 Torr / visible light irradiation 2: copper(II) choride dihydrate; oxygen / acetonitrile / 12 h / 36 - 38 °C / 760.05 Torr / visible light irradiation View Scheme

Wu, Wenfeng; He, Xiangling; Fu, Zaihui; Liu, Yachun; Wang, Yanlong; Gong, Xinglang; Deng, Xiaolin; Wu, Haitao; Zou, Yanhong; Yu, Ningya; Yin, Dulin

Journal of Catalysis, 2012 , vol. 286, p. 6 - 12 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: hydrogenchloride; copper(II) choride dihydrate; oxygen / acetonitrile / 12 h / 36 - 38 °C / 1520.1 Torr / visible light irradiation 2: copper(II) choride dihydrate; oxygen / acetonitrile / 12 h / 36 - 38 °C / 760.05 Torr / visible light irradiation View Scheme

Wu, Wenfeng; He, Xiangling; Fu, Zaihui; Liu, Yachun; Wang, Yanlong; Gong, Xinglang; Deng, Xiaolin; Wu, Haitao; Zou, Yanhong; Yu, Ningya; Yin, Dulin

Journal of Catalysis, 2012 , vol. 286, p. 6 - 12 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: tin (IV) chloride pentahydrate; oxygen / acetonitrile / 8 h / 36 - 38 °C / 760.05 Torr / visible light irradiation 2: copper(II) choride dihydrate; oxygen / acetonitrile / 12 h / 36 - 38 °C / 760.05 Torr / visible light irradiation View Scheme

Wu, Wenfeng; He, Xiangling; Fu, Zaihui; Liu, Yachun; Wang, Yanlong; Gong, Xinglang; Deng, Xiaolin; Wu, Haitao; Zou, Yanhong; Yu, Ningya; Yin, Dulin

Journal of Catalysis, 2012 , vol. 286, p. 6 - 12 Title/Abstract Full Text View citing articles Show Details

35.9 %Chromat.

With pyrazinecarboxylic acid; [FeCl2(Py2S2)]*0.5H2O in water; tert-butyl alcohol

T=80°C; 4 h; Microwave irradiation;

Fernandes, Ricardo R.; Lasri, Jamal; Da Silva, M. Fatima C. Guedes; Da Silva, Jose A.L.; Frausto Da Silva, Joao J.R.; Pombeiro, Armando J.L.

Applied Catalysis A: General, 2011 , vol. 402, # 1-2 p. 110 - 120 Title/Abstract Full Text View citing articles Show Details

Stage #1: T=25°C; 696 h; Stage #2: With water in methanol

1 h;

Schwerdtfeger, Eric; Buck, Richard; McDaniel, Max

Applied Catalysis A: General, 2012 , vol. 423-424, p. 91 - 99 Title/Abstract Full Text View citing articles Show Details

6.3 μmol

With carbon dioxide; oxygen in acetonitrile

T=42°C; P=382.538 Torr; 6 h; Sunlight irraiation;

Ide, Yusuke; Hattori, Hideya; Ogo, Shuhei; Sadakane, Masahiro; Sano, Tsuneji

Green Chemistry, 2012 , vol. 14, # 5 p. 1264 - 1267 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide

T=90°C; 24 h; Neat (no solvent);

Anand, Narani; Reddy, Kannapu Hari Prasad; Prasad, Ganjala Venkata Siva; Rama Rao, Kamaraju Seetha; Burri, David Raju

Catalysis Communications, 2012 , vol. 23, p. 5 - 9 Title/Abstract Full Text View citing articles Show Details

With iodosylbenzene in 1,1 -dichloroethane; acetonitrile

T=25°C;

De Faria, Emerson H.; Ricci, Gustavo P.; Marcal, Liziane; Nassar, Eduardo J.; Vicente, Miguel A.; Trujillano, Raquel; Gil, Antonio; Korili, Sophia A.; Ciuffi, Katia J.; Calefi, Paulo S.

Catalysis Today, 2012 , vol. 187, # 1 p. 135 - 149 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: dihydrogen peroxide / dichloromethane; acetonitrile / 25 °C 2: dihydrogen peroxide / dichloromethane; acetonitrile / 25 °C View Scheme

De Faria, Emerson H.; Ricci, Gustavo P.; Marcal, Liziane; Nassar, Eduardo J.; Vicente, Miguel A.; Trujillano, Raquel; Gil, Antonio; Korili, Sophia A.; Ciuffi, Katia J.; Calefi, Paulo S.

Catalysis Today, 2012 , vol. 187, # 1 p. 135 - 149 Title/Abstract Full Text View citing articles Show Details

With oxygen in acetonitrile

12 h; UV-irradiation; Catalytic behavior; Solvent;

Long, Jinlin; Wang, Sibo; Ding, Zhengxin; Zhou, Yangen; Wang, Xuxu; Wang, Shuchao; Huang, Ling

Chemical Communications (Cambridge, United Kingdom), 2012 , vol. 48, # 95 p. 11656 - 11658,3 Title/Abstract Full Text Show Details

With Bacillus megaterium P450 monooxygenase mutant BM-3 19A12; oxygen; NADPH; magnesium chloride in aq. phosphate buffer; glycerol

T=20°C; pH=7; 24 h; Enzymatic reaction;

Staudt, Svenja; Burda, Edyta; Giese, Carolin; Müller, Christina A.; Marienhagen, Jan; Schwaneberg, Ulrich; Hummel, Werner; Drauz, Karlheinz; Gröger, Harald

Angewandte Chemie - International Edition, 2013 , vol. 52, # 8 p. 2359 - 2363 Angew. Chem., 2013 , vol. 125, # 8 p. 2415 - 2419,5 Title/Abstract Full Text View citing articles Show Details

75 %Chromat.

With Δ-[Fe(CF3SO3)2((R,R,R)-MCPP)]; dihydrogen peroxide; acetic acid in acetonitrile

Reagent/catalyst; regioselective reaction;

Gómez, Laura; Canta, Merceì; Font, David; Prat, Irene; Ribas, Xavi; Costas, Miquel

Journal of Organic Chemistry, 2013 , vol. 78, # 4 p. 1421 - 1433 Title/Abstract Full Text View citing articles Show Details

62 %Chromat.

With Fe(triflate)2(1-(6-methyl-2-pyridylmethyl)-4,7-dimethyl-1,4,7-triazacyclononane); dihydrogen peroxide; acetic acid in water; acetonitrile

T=0°C; 0.666667 h;

Prat, Irene; Gomez, Laura; Canta, Merce; Ribas, Xavi; Costas, Miquel

Chemistry - A European Journal, 2013 , vol. 19, # 6 p. 1908 - 1913 Title/Abstract Full Text View citing articles Show Details

75 %Chromat.

With sodium periodate; [(.eta.5-pentamethylcyclopentadienyl)Ir(2-phenylpyridine(1-))Cl] in waterd2

T=23°C; 15 h; Inert atmosphere; Reagent/catalyst;

Zhou, Meng; Hintermair, Ulrich; Hashiguchi, Brian G.; Parent, Alexander R.; Hashmi, Sara M.; Elimelech, Menachem; Periana, Roy A.; Brudvig, Gary W.; Crabtree, Robert H.

Organometallics, 2013 , vol. 32, # 4 p. 957 - 965 Title/Abstract Full Text View citing articles Show Details

6.5 %Chromat.

With Ru(TPFPP)(CO); oxygen; acetaldehyde in dichloromethane

T=20°C; P=760.051 Torr; 24 h; Catalytic behavior; Reagent/catalystTime;

Hayashi, Yukiko; Komiya, Naruyoshi; Suzuki, Ken; Murahashi, Shun-Ichi

Tetrahedron Letters, 2013 , vol. 54, # 21 p. 2706 - 2709 Title/Abstract Full Text View citing articles Show Details

43 %Chromat.

With dihydrogen peroxide in water

T=60°C; 10 h; Catalytic behavior; Reagent/catalyst;

Islam, Sk. Manirul; Paul, Sumantra; Roy, Anupam Singha; Banerjee, Satabdi; Ghosh, Kajari; Dey, Ram Chandra; Santra

Transition Metal Chemistry, 2013 , vol. 38, # 6 p. 675 - 682 Title/Abstract Full Text View citing articles Show Details

34 %Spectr.

With 2-pyridinecarboxylic acid; manganese(II) perchlorate hexahydrate; dihydrogen peroxide; sodium acetate in acetonitrile

T=0 - 20°C;

Dong, Jia Jia; Unjaroen, Duenpen; Mecozzi, Francesco; Harvey, Emma C.; Saisaha, Pattama; Pijper, Dirk; De Boer, Johannes W.; Alsters, Paul; Feringa, Ben L.; Browne, Wesley R.

ChemSusChem, 2013 , vol. 6, # 9 p. 1774 - 1778 Title/Abstract Full Text View citing articles Show Details

With N -hydroxyphthalimide; iron(III)-acetylacetonate; oxygen; acetic acid

T=100°C; P=760.051 Torr; 6 h; Reagent/catalyst;

Iwahama, Takahiro; Syojyo, Kouichi; Sakaguchi, Satoshi; Ishii, Yasutaka

Organic Process Research and Development, 1998 , vol. 2, # 4 p. 255 - 260 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide

T=20°C; 48 h; IrradiationGreen chemistry; Reagent/catalyst;

Liu, Ruihua; Huang, Hui; Li, Haitao; Liu, Yang; Zhong, Jun; Li, Youyong; Zhang, Shuo; Kang, Zhenhui

ACS Catalysis, 2014 , vol. 4, # 1 p. 328 - 336 Title/Abstract Full Text View citing articles Show Details

61 %Chromat.

With C26H28F6MnN6O7S2; dihydrogen peroxide; acetic acid in water; acetonitrile

T=20°C; 0.5 h; Inert atmosphere;

Shen, Duyi; Miao, Chengxia; Wang, Shoufeng; Xia, Chungu; Sun, Wei

Organic Letters, 2014 , vol. 16, # 4 p. 1108 - 1111 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in neat (no solvent) T=29.84°C; 72 h; Green chemistry; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Pal, Nabanita; Pramanik, Malay; Bhaumik, Asim; Ali, Mahammad

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 392, p. 299 - 307 Title/Abstract Full Text View citing articles Show Details

Oxidation of cyclohexane

A mixture of cyclohexane (1.0 mmol) and 0.75 g of TBHP (indecane) was taken in a 25 ml round bottomed flask. Then 0.05g of pre-activated catalyst heated at 423 K for 2 h was poured intothe mixture. The mouth of the flask was closed with glass stopper and Teflon tape. Then the mixture was stirred vigorously usinga magnetic stirrer at 303 K for definite period of time. Progress ofthe reaction has been monitored by withdrawing aliquots from thereaction mixture at regular intervals and analyzing with help of an Agilent 7890A gas chromatograph (FID detector) fitted with a capil-lary column. The products were identified using known standardsand also by using a Perkin Elmer Clarus 680 gas chromatograph attached with Clarus SQ 8 T mass spectrometer (GC/MS) which records mass spectra of the sample in EI+mode.

Multi-step reaction with 2 steps 1: ozone / neat (no solvent) / 0.5 h / 20 °C / |UV-irradiation 2: ozone / neat (no solvent) / 8 h / 20 °C / |UV-irradiation View Scheme

Hwang, Kuo Chu; Sagadevan, Arunachalam

Science, 2014 , vol. 346, # 6216 p. 1495 - 1498 Title/Abstract Full Text View citing articles Show Details

With nitrosylchloride in neat liquid T=20°C; 2 h; IrradiationLarge scale; Time;

Toray Industries, Inc.; TAKAHASHI, Toru; NISHIKAWA, Yasuyoshi; MORITA, Shoji

Patent: EP2868655 A1, 2015 ; Location in patent: Paragraph 0057; 0065-0073 ; Title/Abstract Full Text Show Details

95 %Chromat.

With p-CF3C6H4Br(OAc)2; oxygen

T=25°C; 4 h;

Miyamoto, Kazunori; Ota, Taiga; Hoque, Md. Mahbubul; Ochiai, Masahito

Organic and Biomolecular Chemistry, 2015 , vol. 13, # 7 p. 2129 - 2133 Title/Abstract Full Text View citing articles Show Details

14.8 %Chromat.

With pyridine; [(Cu((2-pyridylmethyleneamino)benzenesulfonic acid-H))2(μ4-O,O',O'',O'''cyclohexane-1,4-dicarboxylate)]2*2H2O; dihydrogen peroxide in water

T=50°C; 1 h; Green chemistry; Catalytic behavior; Hide Experimental Procedure

Ribeiro, Ana P.C.; Martins, Luisa M.D.R.S.; Hazra, Susanta; Pombeiro, Armando J.L.

Comptes Rendus Chimie, 2015 , vol. 18, # 7 p. 758 - 765 Title/Abstract Full Text View citing articles Show Details

General procedure for the peroxidative oxidation of cyclohexane

General procedure: The cycloalkane oxidations were carried out under air, ina biphasic based IL system, contained in a round bottom flask, with vigorous stirring, and using [bmim][PF6] as asolvent (up to a total volume of 5.0 mL). Typically, the coppercatalyst was added to the solvent as a solid or in the form of a stock solution in the IL. Cyclohexane (2.3 mmol) was then introduced, and the reaction started when hydrogenperoxide (50percent in H2O, 0.68 mL, 11 mmol) was added in one portion. The final concentrations of the reactants in thereaction mixture were as follows: catalyst precursor(2104–2102 molL1), substrate (0.46 molL1), H2O2(2.2 molL1) and pyridine (0.005 molL1). The reaction wasstopped and 5 mL of diethylether were added for extraction of the organic products.

With tert.-butylhydroperoxide in water

Irradiation; Catalytic behaviorMechanism; Reagent/catalystWavelength;

Qiao, Shi; Fan, Baohu; Yang, Yanmei; Liu, Naiyun; Huang, Hui; Liu, Yang

RSC Advances, 2015 , vol. 5, # 54 p. 43058 - 43064 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: C16H16N4(2-)*2Cu(1+); dihydrogen peroxide / water; acetonitrile / 24 h / 20 °C / 760.05 Torr

Timokhin, Ivan; Pettinari, Claudio; Marchetti, Fabio; Pettinari, Riccardo; Condello, Francesca; Galli, Simona; Alegria, Elisabete C. B. A.; Martins, Lusa M.D.R.S.; Pombeiro, Armando J. L.

Crystal Growth and Design, 2015 , vol. 15, # 5 p. 2303 - 2317 Title/Abstract Full Text View citing articles Show Details

2: C16H16N4(2-)*2Cu(1+); dihydrogen peroxide / water; acetonitrile / 20 °C / 760.05 Torr

3: C16H16N4(2-)*2Cu(1+); tert.-butylhydroperoxide / water / 0.5 h / 120 °C / |Microwave irradiation View Scheme

With dihydrogen peroxide in acetonitrile

T=70°C; 12 h;

Acharyya, Shankha S.; Ghosh, Shilpi; Bal, Rajaram

Green Chemistry, 2015 , vol. 17, # 6 p. 3490 - 3499 Title/Abstract Full Text View citing articles Show Details

With water

T=59.84°C; 24 h; Inert atmosphereIrradiation; Catalytic behavior; Reagent/catalystWavelength;

Liu, Juan; Yang, Yanmei; Liu, Naiyun; Liu, Yang; Huang, Hui; Kang, Zhenhui

Green Chemistry, 2014 , vol. 16, # 10 p. 4559 - 4565 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in water

T=20°C; 9 h; Green chemistry; Reagent/catalystSolventTemperature;

Denicourt-Nowicki, Audrey; Lebedeva, Anastasia; Bellini, Clément; Roucoux, Alain

ChemCatChem, 2016 , vol. 8, # 2 p. 357 - 362 Title/Abstract Full Text View citing articles Show Details

With iron(III) chloride; thymidyl acetic acid; dihydrogen peroxide in water; acetonitrile

T=60°C; Kinetics;

Al-Hunaiti, Afnan; Räisänen, Minnä; Repo, Timo

Chemical Communications, 2016 , vol. 52, # 10 p. 2043 - 2046 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=60°C; 2 h;

Ghorbanloo, Massomeh; Tarasi, Roghayeh; Tao, Jun; Yahiro, Hidenori

Turkish Journal of Chemistry, 2014 , vol. 38, # 3 p. 488 - 503 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in N,N-dimethyl-formamide

T=100°C; 48 h; Schlenk technique; Hide Experimental Procedure

Zhou, Ying; Long, Jilan; Li, Yingwei

Chinese Journal of Catalysis, 2016 , vol. 37, # 6 p. 955 - 962 Title/Abstract Full Text Show Details

Oxidation of alkanes over Ni at C-N

General procedure: The oxidation of alkanes (e.g., ethylbenzene) was conducted in a 25-mL Schlenk tube. Typically, ethylbenzene (0.5 mmol), catalyst (10 molpercent based on Ni), tert-butyl hydroperoxide (TBHP; 1.5 mmol), and DMF (2 mL) were added to the tube and heated at 80 °C. After reaction, the catalyst was isolated from the mixture solution by centrifugation, then washed with DMF and methanol. The liquid mixtures were then analyzed by gas chromatography mass spectrometry (Agilent Technologies 7890B-5977A) on a chromatograph equipped with a 0.25 mm × 30 m HP-5MS capillary column.

With N -hydroxyphthalimide; oxygen in acetonitrile

T=60°C; P=7500.75 Torr; 24 h; Catalytic behavior;

Majumdar, Biju; Bhattacharya, Tamalika; Sarma, Tridib K.

ChemCatChem, 2016 , vol. 8, # 10 p. 1825 - 1835 Title/Abstract Full Text View citing articles Show Details

With peroxygenase; dihydrogen peroxide in aq. phosphate buffer; acetone

T=20°C; pH=6; 0.166667 h; Enzymatic reaction; pH-value; Hide Experimental Procedure

Novozymes A/S; Landvik, Sara; Oestergaard, Lars H.; Kalum, Lisbeth

Patent: US9382559 B2, 2016 ; Location in patent: Page/Page column 36-37 ; Title/Abstract Full Text Show Details

11:Example 11 Oxidation of Cyclohexane

Oxidations of 2 mM cyclohexane with 1 mM H2O2 were carried out with 20percent acetone and 5 mM acetate (pH 3-5), phosphate (pH 6-7) or borate (pH 9) buffer at specified pH values, using 0.01 mg/mL of purified peroxygenase (mature peroxygenase encoded by SEQ ID NO: 1) in a total reaction volume of 1 mL. Reactions were performed at room temperature for 10 minutes and samples were then inactivated by adding extraction solvent ethyl acetate. (0296) Samples were analyzed on an The Agilent 7890A Gas Chromatograph equipped with Agilent 5975C series MSD system (Agilent, Santa Clara Calif., USA) and a ZB-5HT (15×0.25 mm, 0.1 μm) column from Phenomenex (Torrance Calif., USA). Helium was used as carrier gas at a constant flow rate of 1.2 mL/min. (0297) For analysis 2 μL of ethyl acetate extract was injected into GC system at 250° C. in the split mode (50:1). Separations were run using temperature program starting with 45° C. held for 1 min, then increasing to 90° C. at a rate of 20° C./min, and then increasing to 160° C. at a rate of 35° C./min and holding for 0.5 min. (0298) Cyclohexane oxidation products were identified and quantified by external calibration using authentic standards, based on their retention times and electron impact MS at 70 eV. (0299) The peroxygenase oxidised cyclohexane yielding a single product cyclohexanone. TABLE 11 Comparison of cyclohexanone yields at various pH. Cyclohexanone pH (percent) 3 0.0 5 1.3 6 2.4 7 1.6 9 0.8

With tert.-butylhydroperoxide in water; acetonitrile

Reflux; Catalytic behavior; Hide Experimental Procedure

Sharbatdaran, Masoomeh; Farzaneh, Faezeh; Larijani, Majid Mojtahedzadeh; Salimi, Alireza; Ghiasi, Mina; Ghandi, Mehdi

Polyhedron, 2016 , vol. 115, p. 264 - 275 Title/Abstract Full Text View citing articles Show Details

2.8 Typical procedure for the oxidation of organic substrates catalyzed by Fe3O4APTMS[Co3(PDMT)Cl6] nanoparticles

General procedure: To a mixture of catalyst (25mg) in CH3CN (5ml) in a round bottom flask equipped with a magnetic stirrer bar and water-cooled condenser was added the desired organic substrates (10mmol) (in the cases of trans-stilbene (0.5mmol), (styrene and ethylbenzene, 1mmol), (fluorene, diphenylmethane and adamantane, 0.1mmol) and TBHP (1.37ml, 70percent in H2O, 10mmol). The suspension was then heated at reflux for 12h. After the separation of the catalyst by an external magnetic field, the solution was subjected to GC and GC–MS. 20 %Spectr.

With oxone in [(2)H6]acetone

15 h; Inert atmosphere; Hide Experimental Procedure

Yale University; Bloomfield, Aaron J.; Sheehan, Stafford W.; Collom, Samuel L.; Crabtree, Robert H.; Anastas, Paul T.

Patent: US2016/152648 A1, 2016 ; Location in patent: Paragraph 0208; 0209 ; Title/Abstract Full Text Show Details

A stock solution of KHSO5 was prepared in degassed D20 under N2. Catalyst (e.g., Co-dppe) was added to each reaction tube. The tubes were then evacuated under vacuum and refilled with N2 several times. 400 jtL of d5-acetone was added to each tube followed by the appropriate substrate. Reactions were initiated by the addition of 100 pL of KHSO5 stock solution. Reactions were monitored for 3 or 15 hrs depending on the substrate. The reactions were quenched by addition of a stock solution of d4-sodium trimethylsilyl propionate (NMR internal standard) and d5-dim- ethylsulfoxide (oxidant quench). The reactions stirred another 15 mm and then were filtered into NMR tubes. The reactions were quantified by NMR. (Control reactions were performed without catalyst and in each case the substrate conversion is >5percent)10209] For most of the substrates selective oxidation to a single product was observed. The catalyst system was able to oxidize unactivated alkanes to a single product but in low yield. Oxidation of 1 -butanol illustrates the difference the catalyst and simple cobalt salts. The catalyst selectively oxidizes butanol to butyric acid whereas the CoOl) salts tested were highly unselective, affording several different products.

With Ag3PW12O40/carbon nitride nanocomposites T=60°C; UV-irradiation; Catalytic behavior;

Zhang, Yalin; Hu, Lulu; Zhao, Shunyan; Liu, Naiyun; Bai, Liang; Liu, Juan; Huang, Hui; Liu, Yang; Kang, Zhenhui

RSC Advances, 2016 , vol. 6, # 65 p. 60394 - 60399 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=160°C; P=6000.6 Torr; 5 h;

Yang, Congqiang; Chen, Yuan; Zhao, Sufang; Zhu, Runliang; Liu, Zhigang

RSC Advances, 2016 , vol. 6, # 79 p. 75707 - 75714 Title/Abstract Full Text View citing articles Show Details

With cobalt(II) nitrate hexahydrate; oxygen

T=135°C; P=75007.5 Torr; 24 h; Autoclave; Catalytic behavior; Reagent/catalystPressureTemperature; Hide Experimental Procedure

YAMAGUCHI UNIVERSITY; YAMAMOTO, HIDETOSHI; SUGIMOTO, TSUNEMI

Patent: JP5822191 B2, 2015 ; Location in patent: Paragraph 0020; 0021 ; Title/Abstract Full Text Show Details

First, cyclohexane (10 mmol) and various cobalt compounds (10 molpercent) shown in Table 1 were added to a stainless steel autoclave (manufactured by Taiatsu Techno Glass Industry Co., Ltd., 10 ml), and a mixed gas of oxygen : nitrogen (21:79) After the system closed. the mixture was heated and stirred at 135 °C for 24 hours. Thereafter, the reaction mixture was sampled and measured by 1H-NMR, and the composition ratio of the product calculated from the integral ratio thereof is shown in Table 1. In addition, as a comparison, the results are shown in Table 1 also in the case of not using the catalyst.

6 μmol

With oxygen in acetonitrile

24 h; Irradiation; Catalytic behavior;

Ide; Iwata; Yagenji; Tsunoji; Sohmiya; Komaguchi; Sano; Sugahara

Journal of Materials Chemistry A, 2016 , vol. 4, # 41 p. 15829 - 15835 Title/Abstract Full Text Show Details

Stage #1: With [(C4Me4)Co(bipy)(MeCN)]PF6; 3-chloro-benzenecarboperoxoic acid in acetonitrile

Shul'pin, Georgiy B.; Loginov, Dmitriy A.; Shul'pina, Lidia S.; Ikonnikov, Nikolay S.; Idrisov, Vladislav O.; Vinogradov, Mikhail M.; Osipov, Sergey N.; Nelyubina, Yulia V.; Tyubaeva, Polina M.

Molecules, 2016 , vol. 21, # 11 art. no. 1593 Title/Abstract Full Text Show Details

2 h; Stage #2: With triphenylphosphine

Catalytic behavior; Reagent/catalyst; stereoselective reaction; Hide Experimental Procedure

3.4. Catalytic Oxidation of Alkanes and 1-Phenylethanol

Typically, catalyst and the co-catalyst (nitric or trifluoroacetic acid) were introduced into thereaction mixture in the form of stock solutions in acetonitrile. The reactions of alcohols andhydrocarbons were carried out in air in thermostated Pyrex cylindrical vessels with vigorous stirringand using MeCN as solvent. The substrate (alcohol or hydrocarbon) was then added and the reactionstarted when the oxidant was introduced in one portion. (CAUTION: The combination of air ormolecular oxygen and peroxides with organic compounds at elevated temperatures may be explosive).The reactions with 1-phenylethanol were analyzed by 1H-NMR method (solutions in acetone-d6;“Bruker AMX-400” instrument, 400 MHz). Areas of methyl group signals were measured to quantifyoxygenates formed in oxidations of 1phenylethanol. As we made previously, the samples obtained inthe alkane oxidation were typically analyzed twice (before and after their treatment with PPh3) by GC.This method (comparison of chromatograms of the same sample obtained before and after addition ofPPh3) was proposed by Shul’pin earlier [46–56] and allows us to estimate real concentration of alkylhydroperoxide, ketone (aldehyde and alcohol) present in the reaction solution. Samples of the reactionmixture were analyzed by GC (the chromatograph-3700; fused silica capillary column FFAP/OV-10120/80 w/w, 30 m 0.2 m 0.3 m; helium as a carrier gas). Attribution of peaks was made bycomparison with chromatograms of authentic samples and by GC–MS (INEOS, Moscow, Russia).

Synthesize Find similar

A: 100% B: 100%

Rx-ID: 276535 Find similar reactions

With Fe2(4,4″-dioxido-[1,1′:4′,1″-terphenyl]-3,3″-dicarboxylate); 1-(tert-butylsulfonyl)-2iodosylbenzene in [D3]acetonitrile

T=20°C; 1.5 h; Hide Experimental Procedure

The Regents of the University of California; Long, Jeffrey R.; Xiao, Dianne J. Patent: US2016/332948 A1, 2016 ; Location in patent: Paragraph 0121 ; Title/Abstract Full Text Show Details

Reactivity of Fe2(Dotpdc) with Cyclohexane and Iodosylarene:

At room temperature, 1 equiv. of Fe2(dotpdcR) was combined with 5 to 20 equiv. of the oxidant 2-(tert-butylsulfonyl)iodosylbenzene and 150 equiv. of cyclohexane in CD3CN (see FIG. 29a). After 1.5 hours,

analysis of the products shows that exclusively cyclohexanol and cyclohexanone were produced, in nearly quantitative yields based on oxidant. The alcohol:ketone (A:K) ratios depended on the identity of the organic ligand (see FIG. 29b). It was found that more hydrophobic, alkyl-containing ligand substituents led to higher A:K ratios. Solution- and gas-phase studies suggest the ligand substituents alter the pore environment and help modulate the cyclohexane concentration inside the pore. Briefly, alkyl substituents interact more favorably with cyclohexane, leading to higher local cyclohexane concentrations and greater A:K selectivities. This can be potentially extended from cyclohexane to other hydrocarbons

A: 7% B: 93%

With 3-chloro-benzenecarboperoxoic acid; [Ni2(L2H2)(OAc)2] T=20°C; 1 h;

Nagataki, Takayuki; Itoh, Shinobu

Chemistry Letters, 2007 , vol. 36, # 6 p. 748 - 749 Title/Abstract Full Text View citing articles Show Details

A: 2% B: 89%

With 3-chloro-benzenecarboperoxoic acid; (5,10,15,20tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride in dichloromethane; acetonitrile

1 h; Ambient temperatureother catalysts; kinetic isotope effect; Product distribution;

Lim, Mi Hee; Lee, Yoon Jung; Goh, Yeong Mee; Nam, Wonwoo; Kim, Cheal

Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 4 p. 707 - 713 Title/Abstract Full Text View citing articles Show Details

Hide Details

A: 88.7% B: 8.9%

With hydrogenchloride; oxygen in water; acetonitrile

T=0 - 5°C; Irradiation; Hide Experimental Procedure

Hunan Normal University; Fu, Zaihui; Wu, Wenfeng; Tang, Senpei; Yin, Dulin; Liu, Yachun; Zhang, Chao; Zou, Shuai

Patent: CN105218341 A, 2016 ; Location in patent: Paragraph 0023; 0024 ; Title/Abstract Full Text Show Details

24:Example 17-28

Dried HCl gas was introduced into 5 mL of analytical cyanide (HCl concentration 0.18 Mol.L-1) in an amount of 0 to 0.12 mL of distilled water, 1-3 mmol of analytical cyclohexane and a homemade HPW9V3 Catalyst 0.001-0.015 mmol.The photocatalytic oxidation reaction and the chromatographic analysis of the reaction product were then carried out according to the procedure described in [0022]. A: 75% B: 20%

With dihydrogen peroxide in acetonitrile

12 h; Irradiation;

Mohamed, Mohamed Mokhtar

RSC Advances, 2015 , vol. 5, # 57 p. 46405 - 46414 Title/Abstract Full Text View citing articles Show Details

A: 1.2% B: 73%

With 1,2,3,4,5-pentafluoro-6-iodosylbenzene; 5,10,15,20-tetra(2',6'dichlorophenyl)porphyrinatoiron(III) chloride in dichloromethane

Ambient temperature;

Traylor, Patricia S.; Dolphin, David; Traylor, Teddy G.

Journal of the Chemical Society, Chemical Communications, 1984 , # 5 p. 279 - 280 Title/Abstract Full Text View citing articles Show Details

A: 28% B: 69%

With (PPh4)2[Mn(N)(CN)4]; dihydrogen peroxide; acetic acid in 2,2,2-trifluoroethanol

T=23°C; 5 h; Inert atmosphere; Catalytic behaviorKinetics; SolventReagent/catalyst;

Ma, Li; Pan, Yi; Man, Wai-Lun; Kwong, Hoi-Ki; Lam, William W.Y.; Chen, Gui; Lau, Kai-Chung; Lau, Tai-Chu

Journal of the American Chemical Society, 2014 , vol. 136, # 21 p. 7680 - 7687 Title/Abstract Full Text View citing articles Show Details

A: 66% B: 27%

)*2Mn(2+)*4H(1+)*7Cl *2O(2-) in water; acetonitrile

With tert.-butylhydroperoxide; 4Cu(2+)*2Mn(3+)*6CH3O(1-)*4C11H13NO3(2-

Mehta, Akshay; Tembe, Gopal; Stephen, Shino

Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical and Analytical Chemistry, 2014 , vol. 53, # 12 p. 1500 - 1504 Title/Abstract Full Text View citing articles Show Details

T=20°C; 24 h; Inert atmosphere; Catalytic behavior; Reagent/catalyst; Overall yield = 93 percent; Hide Experimental Procedure

Oxidation Reaction

General procedure: In a typical reaction, metal cluster (1) (12.5 mg, 0.02 mmol) was suspended in distilled acetonitrile (15 mL) in 100 mL round bottom flask that was stirred magnetically under nitrogen atmosphere. Cyclohexene (20 mmol) and TBHP (2 mmol, 70 percent aqueous solution) were then added to the above solution. A nitrogen ballloon was fitted to the flask and the resulting solution was stirred at room temperature fro 24 h. At the end of 24 h, the contents of the flask was carefully filtered and the clear organic product mixture was analyzed by GC (10 percent Carbowax 2M, flame ionization detector) using chlorobenzene as an internal standard. The products were identified by GC comparison with the authentic samples. No oxidation of substrate occured int he absence of metal complexes. Similarly, osidation reactions were carried out for cluster (2) and cluster (3) also. A: 61% B: 1%

With Co(2,2'-bipyridine)(2+); dihydrogen peroxide in pyridine; acetonitrile

T=22°C; 6 h; other hydrocarbons, alcohols, or aldehydes; t-BuOOH instead of HOOH; Product distribution;

Tung, Hui-Chan; Sawyer, Donald T.

Journal of the American Chemical Society, 1990 , vol. 112, # 22 p. 8214 - 8215 Title/Abstract Full Text Show Details

A: 13% B: 59%

With 1H-imidazole; [bis(acetoxy)iodo]benzene; C50H26Br8ClMnN4O6 in dichloromethane

T=25°C; 1.5 h; Sealed tube; Reagent/catalyst; Hide Experimental Procedure

Da Silva, Vinicius Santos; Meireles, Alexandre Moreira; Martins, Dayse Carvalho Da Silva; Rebouas, Jlio Santos; DeFreitas-Silva, Gilson; Idemori, Ynara Marina

Applied Catalysis A: General, 2015 , vol. 491, # 1 p. 17 - 27 Title/Abstract Full Text Show Details

2.4. Cyclohexane oxidation reactions

All the catalytic reactions were performed in 2-mL Wheaton®vials sealed with Teflon-faced silicon septa. Reactions were per-formed under magnetic stirring, at 25C, for 90 min, usingprocedures adapted from de Sousa et al. [38]. Cyclohexane oxida-tion was carried out in air using either PhI(OAc)2or PhIO as oxygendonor. Reaction mixtures comprised 2.0 × 10−4mmol of the cata-lyst ([MnIIIP]+), 2.0 × 10−3mmol of the oxidant (PhIO or PhI(OAc)2),100 L of cyclohexane (0.93 mmol), and 200 L of DCM. The cata-lyst:oxidant:substrate molar ratio was 1:10:4650. When deemednecessary, the reaction was quenched by the addition of sulfite andborax solution [38]. The reaction mixtures were directly analyzedby capillary gas chromatography using bromobenzene as internalstandard, and the retention times of the products were confirmedby comparison with those of authentic product samples [39]. Theyields were based on either initial PhIO or PhI(OAc)2. Each reactionwas accomplished at least three times, and the reported data rep-resent the average of the results of these reactions; errors in yieldsand selectivity were calculated on the basis of the reproducibilityof the reactions. The degree of manganese porphyrin destruction(bleaching) was determined by UV–vis spectroscopy at the endof the catalytic run, considering the molar absorptivity of nonco-ordinated [MnIIIP]+specie even in the imidazole presence. Controlreactions were conducted in the absence of the catalyst, under thesame conditions as the catalytic runs. The effect of imidazole wasstudied by adding an aliquot of a 1.0 × 10−2mol L−1imidazole (Im)solution in DCM to the reaction medium. A: 12% B: 59%

With 1,1,1,3',3',3'-hexafluoro-propanol; 3,4-dihydro-2,4,4-trimethyl-1(trifluoromethyl)isoquinolinium tetrafluoroborate; dihydrogen peroxide in water

T=20°C; 24 h;

Wang, Daoyong; Shuler, William G.; Pierce, Conor J.; Hilinski, Michael K.

Organic Letters, 2016 , vol. 18, # 15 p. 3826 - 3829 Title/Abstract Full Text View citing articles Show Details

A: 56% B: 28%

With tert.-butylhydroperoxide; manganese Schiff base in acetonitrile

6 h; Ambient temperature;

Ganeshpure, Pralhad A.; Tembe, Gopal L.; Satish, Sheo

Tetrahedron Letters, 1995 , vol. 36, # 48 p. 8861 - 8864

Title/Abstract Full Text View citing articles Show Details

A: 56% B: 28%

With tert.-butylhydroperoxide; manganese Schiff base in acetonitrile

6 h; Ambient temperature;

Ganeshpure, Pralhad A.; Tembe, Gopal L.; Satish, Sheo

Tetrahedron Letters, 1995 , vol. 36, # 48 p. 8861 - 8864 Title/Abstract Full Text View citing articles Show Details

A: 56% B: 8%

With (PPh4)2[Mn(N)(CN)4]; dihydrogen peroxide; acetic acid in 2,2,2-trifluoroethanol

T=23°C; 48 h; Inert atmosphere; Catalytic behavior; SolventReagent/catalyst;

Ma, Li; Pan, Yi; Man, Wai-Lun; Kwong, Hoi-Ki; Lam, William W.Y.; Chen, Gui; Lau, Kai-Chung; Lau, Tai-Chu

Journal of the American Chemical Society, 2014 , vol. 136, # 21 p. 7680 - 7687 Title/Abstract Full Text View citing articles Show Details

B: 56%

With [bis(acetoxy)iodo]benzene; [MnIIIBr12T3,5DMPP]Cl in dichloromethane

T=25°C; 1.5 h; Sealed tube; Catalytic behavior; Reagent/catalyst;

Santos Da Silva, Vinicius; Nakagaki, Shirley; Ucoski, Geani Maria; Idemori, Ynara Marina; DeFreitas-Silva, Gilson

RSC Advances, 2015 , vol. 5, # 129 p. 106589 - 106598 Title/Abstract Full Text View citing articles Show Details

A: 52.4% B: 30.7%

With 1.5Au/M-SiO2; oxygen in acetone

T=149.84°C; P=11251.1 Torr; Solvent;

Wang, Cuihua; Chen, Lifang; Qi, Zhiwen

Catalysis Science and Technology, 2013 , vol. 3, # 4 p. 1123 - 1128 Title/Abstract Full Text View citing articles Show Details

A: 39.5% B: 51%

With dihydrogen peroxide in acetonitrile

T=50°C; 24 h;

Nayak, Sanjit; Gamez, Patrick; Kozlevcar, Bojan; Pevec, Andrej; Roubeau, Olivier; et al.

Polyhedron, 2010 , vol. 29, p. 2291 - 2296 Title/Abstract Full Text View citing articles Show Details

A: 51% B: 39.5%

With Fe(mqmp)(CH3OH)Cl2; dihydrogen peroxide in acetonitrile

T=50°C; 24 h;

Nayak, Sanjit; Gamez, Patrick; Kozlevcar, Bojan; Pevec, Andrej; Roubeau, Olivier; et al.

Polyhedron, 2010 , vol. 29, p. 2291 - 2296 Title/Abstract Full Text View citing articles Show Details

A: 6% B: 51%

With [(hydrotris(3,5-diphenyl-pyrazol-1-yl)borate)FeII(benzilate)]; tetrabutyl-ammonium chloride; oxygen; pyridinium perchlorate in acetonitrile

T=20°C; Reagent/catalyst;

Chatterjee, Sayanti; Paine, Tapan Kanti

Angewandte Chemie - International Edition, 2016 , vol. 55, # 27 p. 7717 - 7722 Angew. Chem., 2016 , vol. 128, # 27 p. 7848 - 7853,6 Title/Abstract Full Text View citing articles Show Details

A: 30.5% B: 43.1%

With hydrogenchloride; oxygen in water; acetonitrile

T=0 - 5°C; Irradiation; Hide Experimental Procedure

Hunan Normal University; Fu, Zaihui; Wu, Wenfeng; Tang, Senpei; Yin, Dulin; Liu, Yachun; Zhang, Chao; Zou, Shuai

Patent: CN105218341 A, 2016 ; Location in patent: Paragraph 0023; 0024 ; Title/Abstract Full Text Show Details

17:Example 17-28

With tert.-butylhydroperoxide; [Ni(II)(OOtBu)(Tp(iPr))] in decane

T=39.84°C; 2 h; Inert atmosphere;

Hikichi, Shiro; Okuda, Hideho; Ohzu, Yoshiko; Akita, Munetaka

Angewandte Chemie - International Edition, 2009 , vol. 48, # 1 p. 188 - 191 Title/Abstract Full Text View citing articles Show Details

A: 6% B: 40%

With 1H-imidazole; dihydrogen peroxide; Mn(TDCPP)Cl in dichloromethane; acetonitrile

2 h; Ambient temperature;

Battioni, P.; Renaud, J. P..; Bartoli, J. F.; Reina-Artiles, M.; Fort, M.; Mansuy, D.

Journal of the American Chemical Society, 1988 , vol. 110, # 25 p. 8462 - 8470 Title/Abstract Full Text View citing articles Show Details

A: 6% B: 40%

With 1H-imidazole; dihydrogen peroxide; Mn(TDCPP)Cl in dichloromethane; acetonitrile

2 h; Ambient temperature;

Battioni, P.; Renaud, J. P..; Bartoli, J. F.; Reina-Artiles, M.; Fort, M.; Mansuy, D.

Journal of the American Chemical Society, 1988 , vol. 110, # 25 p. 8462 - 8470 Title/Abstract Full Text View citing articles Show Details

A: 6% B: 40%

With 1H-imidazole; dihydrogen peroxide; Mn(TDCPP)(Cl) in dichloromethane; acetonitrile

T=20°C; 2 h;

Battioni, Pierrette; Renaud, Jean-Paul; Bartoli, Jean Francois; Mansuy, Daniel

Journal of the Chemical Society, Chemical Communications, 1986 , # 4 p. 341 - 343 Title/Abstract Full Text View citing articles Show Details

A: 20% B: 40%

With Cumene hydroperoxide; meso-tetrakis(tetraphenyl)porphyrin iron(III) chloride in benzene

T=20°C; 0.25 h; t1/2, further metalloporphyrin-cat. and TPPH2, (also tBuOOH, C6H5IO);

Mansuy, Daniel; Bartoli, Jean-Francois; Chottard, Jean-Claude; Lange, Marc

A: 38% B: 14%

With tert.-butylhydroperoxide; Mn(4,5-Cl2-1,2-bis(pyridine-2-carboxamido)benzene)OAc in acetonitrile

T=20°C; Oxidation; 3 h;

Tembe, Gopal L.; Ganeshpure, Pralhad A.

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999 , vol. 38, # 5 p. 611 - 613 Title/Abstract Full Text View citing articles Show Details

A: 12% B: 38%

With 1H-imidazole; Mn(TDCPP)Cl; dihydrogen peroxide in dichloromethane; acetonitrile

T=20°C; 4 h;

Segrestaa, Jerome; Verite, Philippe; Estour, Francois; Menager, Sabine; Lafont, Olivier

Chemical and pharmaceutical bulletin, 2002 , vol. 50, # 6 p. 744 - 748 Title/Abstract Full Text View citing articles Show Details

A: 32% B: 37%

With iodosylbenzene; (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride in benzene

3 h;

Smith, John R. Lindsay; Nee, Michael W.; Noar, J. Barry; Bruice, Thomas C.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984 , # 2 p. 255 - 260 Title/Abstract Full Text Show Details

A: 32% B: 37%

With iodosylbenzene; (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride in benzene

3 h;

Smith, John R. Lindsay; Nee, Michael W.; Noar, J. Barry; Bruice, Thomas C.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984 , # 2 p. 255 - 260 Title/Abstract Full Text Show Details

A: 10.5% B: 35.3%

With chloro[N,N'-bis(5-methylsalicylaldehyde)cyclohexanodiminate]iron(III); dihydrogen peroxide; nitric acid in acetonitrile

T=20°C; P=760.051 Torr; 3 h; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Silva, Ana Rosa; Mourao, Teresa; Rocha, Joao

Catalysis Today, 2013 , vol. 203, p. 81 - 86 Title/Abstract Full Text View citing articles Show Details

Angewandte Chemie, 1980 , vol. 92, # 11 p. 938 - 939 Title/Abstract Full Text Show Details

2.4. Catalytic experiments

With dihydrogen peroxide; MnTPPCl; (Im)SiO2

T=50°C; 2 h; other catalysts; Product distribution;

Tatsumi, Takashi; Nakamura, Makoto; Tominaga, Hiro-o

Chemistry Letters, 1989 , p. 419 - 420 Title/Abstract Full Text Show Details

A: 31% B: 7%

With ammonium cerium (IV) nitrate; C15H26F6FeN4O6S2; water in acetonitrile

T=0°C;

Garcia-Bosch, Isaac; Codola, Zoel; Prat, Irene; Ribas, Xavi; Lloret-Fillol, Julio; Costas, Miquel

Chemistry--A European Journal, 2012 , vol. 18, # 42 p. 13269 - 13273,5 Title/Abstract Full Text Show Details

A: 10% B: 30%

With dihydrogen peroxide; 1H-imidazole; Mn(TDCPP)(Cl) in dichloromethane; acetonitrile

T=20°C;

Battioni, Pierrette; Renaud, Jean-Paul; Bartoli, Jean Francois; Mansuy, Daniel

Journal of the Chemical Society, Chemical Communications, 1986 , # 4 p. 341 - 343 Title/Abstract Full Text View citing articles Show Details

A: 10% B: 30%

With 1H-imidazole; dihydrogen peroxide; Mn(TDCPP)(Cl) in dichloromethane; acetonitrile

T=20°C; 2 h; other solvent, anaerobic conditions, without imidazole, without Mn(TDCPP) (Cl); Product distribution;

Battioni, Pierrette; Renaud, Jean-Paul; Bartoli, Jean Francois; Mansuy, Daniel

Journal of the Chemical Society, Chemical Communications, 1986 , # 4 p. 341 - 343 Title/Abstract Full Text View citing articles Show Details

A: 1% B: 30%

With meso-tetrakis(pentafluorophenyl)porphirinato Fe(IV) nitrate; dihydrogen peroxide in dichloromethane; acetonitrile

T=20°C; Oxidation; Hydroxylation; 0.0833333 h; Product distribution; Further Variations:Reagents;

Nam, Wonwoo; Lim, Mi H.; Oh, So-Young; Lee, Jung H.; Lee, Ha J.; Woo, Seung K.; Kim, Cheal; Shin, Woonsup

Angewandte Chemie - International Edition, 2000 , vol. 39, # 20 p. 3646 - 3649 Title/Abstract Full Text View citing articles Show Details

A: 18.2% B: 29.3%

With C44H68Cu4N10O11; dihydrogen peroxide; nitric acid in water; acetonitrile

T=20°C; P=760.051 Torr; 48 h; Reagent/catalyst; Overall yield = 47.5 percent; Hide Experimental Procedure

Nandi, Mahasweta; Roy, Partha

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2013 , vol. 52, # 10 p. 1263 - 1268 Title/Abstract Full Text View citing articles Show Details

Peroxidative oxidation of cycloalkanes

General procedure: Oxidation reactions of cyclohexane and cycloheptane were carried out following a general experimental procedure. Typically, 2.5-10.0 mmol of hydrogen peroxide (30percent in H2O) was added to the metal complex (0.025 mmol) in 3.0 mL of acetonitrile in a two-neck round bottom flask fitted with a condenser. To this, HNO3 (0.25 mmol) was added followed by the addition of 1.25 mmol substrate. The reaction was initiated by stirring the above mixture for 48 h at room temperature under atmospheric pressure. Aliquots were collected fater regular time intervals. The substrate and products from the reaction mixture were extracted with 10 mL diethyl ether. Nitrobenzene (90.0 μL) was added as the internal standard and analyzed by gas chromatography. The identification was achieved by comparison with known standards. A: 5% B: 26%

With iodosylbenzene; MnTPPCl in benzene

2 h; Ambient temperaturepAr = 1 atm;

Fontecave, Marc; Mansuy, Daniel

Tetrahedron, 1984 , vol. 40, # 21 p. 4297 - 4312 Title/Abstract Full Text View citing articles Show Details

A: 5% B: 26%

With MnTPPCl in benzene

2 h; Ambient temperaturevariations of pH, reagents, pO2, T; Product distributionMechanism;

Fontecave, Marc; Mansuy, Daniel

Tetrahedron, 1984 , vol. 40, # 21 p. 4297 - 4312 Title/Abstract Full Text View citing articles Show Details

A: 14.2% B: 24.3%

With dihydrogen peroxide; nitric acid; [Olt;*gt;Cu4(triethanolamine)4(BOH)4][BF4]2 in acetonitrile

T=20°C; 6 h; atmospheric pressure; KineticsProduct distribution; Further Variations:CatalystsReagentstime, ratios;

Kirillov, Alexander M.; Kopylovich, Maximilian N.; Kirillova, Marina V.; Karabach, Evgeny Yu.; Haukka, Matti; Guedes Da Silva, M. Fatima C.; Pombeiro, Armando J. L.

Advanced Synthesis and Catalysis, 2006 , vol. 348, # 1-2 p. 159 - 174 Title/Abstract Full Text View citing articles Show Details

A: 23% B: 13%

With pyridine; [Cu(2-(2-pyridylmethyleneamino)benzenesulfonate)(benzene-1,3,5tricarboxylate)]n; dihydrogen peroxide; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate in water; acetonitrile

T=40°C; 2 h; Catalytic behaviorKinetics; Reagent/catalystTime;

Hazra, Susanta; Ribeiro, Ana P. C.; Guedes Da Silva, M. Fátima C.; Nieto De Castro, Carlos A.; Pombeiro, Armando J. L.

Dalton Transactions, 2016 , vol. 45, # 35 p. 13957 - 13968 Title/Abstract Full Text Show Details

A: 11% B: 22%

With iodosylbenzene; MnTPPCl in benzene

2 h; Ambient temperaturepO2 = 1 atm;

Fontecave, Marc; Mansuy, Daniel

Tetrahedron, 1984 , vol. 40, # 21 p. 4297 - 4312 Title/Abstract Full Text View citing articles Show Details

A: 18% B: 21%

With 1H-imidazole; sodium periodate; Mn(TDCPP)OAc; Mn(TDCPP)OAc in dichloromethane

24 h; Ambient temperatureother manganese porphyrins; other cycloalkanes; Product distribution;

Mohajer, Daryoush; Tayebee, Reza; Goudarziafshar, Hameed

Journal of Chemical Research - Part S, 1998 , # 12 p. 822 - 823 Title/Abstract Full Text View citing articles Show Details

A: 21.6%

With tert.-butylhydroperoxide in acetonitrile

T=69.84°C; 7 h;

Zhu, Mingxia; Wei, Xin; Li, Bodong; Yuan, Youzhu

Tetrahedron Letters, 2007 , vol. 48, # 52 p. 9108 - 9111 Title/Abstract Full Text View citing articles Show Details

A: 21% B: 16%

With C30H30FeN7O(2+); oxygen in acetonitrile

T=-40°C; Inert atmosphere;

Bae, Seong Hee; Seo, Mi Sook; Lee, Yong-Min; Cho, Kyung-Bin; Kim, WonSuk; Nam, Wonwoo

Angewandte Chemie - International Edition, 2016 , vol. 55, # 28 p. 8027 - 8031 Angew. Chem., 2016 , vol. 128, p. 8159 - 8163,5 Title/Abstract Full Text Show Details

B: 20.9%

With iodosylbenzene

T=30°C;

Liu, Chang-Xiang; Liu, Qiang; Guo, Can-Cheng

Catalysis Letters, 2010 , vol. 138, # 1-2 p. 96 - 103 Title/Abstract Full Text View citing articles Show Details

A: 20% B: 15%

With C29H33FeN5O3(2+)*2CF3O3S(1-) in acetonitrile

24 h;

Rana, Sujoy; Dey, Aniruddha; Maiti, Debabrata

Chemical Communications, 2015 , vol. 51, # 77 p. 14469 - 14472 Title/Abstract Full Text View citing articles Show Details

A: 6% B: 16%

)]*4Na(1+); iodosylbenzene in acetonitrile

With [5,10,15,20-tetrakis(2,6-difluoro-3-sulfonatophenyl)porphirinato iron(III) chloride(4-

MacHado, Guilherme Sippel; Wypych, Fernando; Nakagaki, Shirley

Applied Catalysis A: General, 2012 , vol. 413-414, p. 94 - 102 Title/Abstract Full Text View citing articles Show Details

A: 9.7% B: 15.1%

T=20°C; 1 h; Inert atmosphere;

Stage #1: With C24H28Cu2N4O8; dihydrogen peroxide; nitric acid in water; acetonitrile

T=25°C; P=760.051 Torr; 6 h; Stage #2: With triphenylphosphine

Kopylovich, Maximilian N.; Mahmudov, Kamran T.; Da Silva, M. Fatima C. Guedes; Figiel, Pawel J.; Karabach, Yauhen Yu.; Kuznetsov, Maxim L.; Luzyanin, Konstantin V.; Pombeiro, Armando J.L.

Inorganic Chemistry, 2011 , vol. 50, # 3 p. 918 - 931 Title/Abstract Full Text View citing articles Show Details

A: 10% B: 15%

With ozone in neat (no solvent) T=20°C; 0.5 h; UV-irradiation;

Hwang, Kuo Chu; Sagadevan, Arunachalam

Science, 2014 , vol. 346, # 6216 p. 1495 - 1498 Title/Abstract Full Text View citing articles Show Details

A: 14.6% B: 10.8%

With C11H14FeN3O11S*3H2O; dihydrogen peroxide; nitric acid in water; acetonitrile

T=25°C; P=760.051 Torr; 6 h; Catalytic behavior; Reagent/catalyst; Overall yield = 25.4 percent;

Kopylovich, Maximilian N.; Mac Leod, Tatiana C. O.; Mahmudov, Kamran T.; Pombeiro, Armando J. L.; Haukka, Matti; Amanullayeva, Gunel I.

Journal of Inorganic Biochemistry, 2012 , vol. 115, p. 72 - 77,6 Title/Abstract Full Text Show Details

A: 4% B: 14%

With [Cu4OCl6(benzylamine)4]2[CuCl2(benzylamine)2]; dihydrogen peroxide in water; acetonitrile

Loew, Sabine; Becker, Jonathan; Wuertele, Christian; Miska, Andreas; Kleeberg, Christian; Behrens, Ulrich; Walter, Olaf; Schindler, Siegfried

Chemistry - A European Journal, 2013 , vol. 19, # 17 p. 5342 - 5351 Title/Abstract Full Text View citing articles Show Details

T=20°C; 16 h; Catalytic behavior; ConcentrationReagent/catalyst;

A: 11% B: 14%

With dihydrogen peroxide in acetone

T=24.84°C; 4 h; Inert atmosphereSchlenk technique;

Xiang, Jing; Li, Hao; Wu, Jia-Shou

Zeitschrift fur Anorganische und Allgemeine Chemie, 2014 , vol. 640, # 8-9 p. 1670 - 1674 Title/Abstract Full Text View citing articles Show Details

A: 14.7% B: 9.4%

With [Cu(5-(2-(2-hydroxyphenyl)hydrazono)pyrimidine-2,4,6(1H,3H,5H)trione)(H2O) (imidazole)]*3H2O; dihydrogen peroxide in acetonitrile

T=20°C; 6 h; Catalytic behavior; Reagent/catalyst;

Palmucci, Jessica; Mahmudov, Kamran T.; Guedes da Silva, M. Ftima C.; Martins, Lusa M. D. R. S.; Marchetti, Fabio; Pettinari, Claudio; Pombeiro, Armando J. L.

RSC Advances, 2015 , vol. 5, # 102 p. 84142 - 84152 Title/Abstract Full Text View citing articles Show Details

A: 13.39% B: 10.36%

With tert.-butylhydroperoxide; oxygen; copper dichloride in acetonitrile

T=50°C; 8 h;

Sun, Xiaoling; Zhang, Xinhui; Cao, Xiaoyan; Zhao, Xiaoyan

Journal of the Brazilian Chemical Society, 2016 , vol. 27, # 1 p. 202 - 208 Title/Abstract Full Text View citing articles Show Details

A: 9% B: 12%

With oxygen

other substrates; Mechanism;

Tezuka, Meguru; Yajima, Tatsuhiko

Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 3 p. 1063 - 1065 Title/Abstract Full Text Show Details

A: 11.2% B: 2.2%

With tert.-butylhydroperoxide; 4 A molecular sieve; fluorotetrasilicic mica; manganese(II) in benzene

T=60°C; 48 h; var. of catalyst, without molecular sieves, further cycloalkanes, octane; Product distribution;

Tateiwa, Jun-ichi; Horiuchi, Hiroki; Uemura, Sakae

Journal of the Chemical Society, Chemical Communications, 1994 , # 22 p. 2567 2568 Title/Abstract Full Text View citing articles Show Details

A: 10% B: 5%

With Fe(TSPP)Cl; iodosylbenzene in dichloromethane; acetonitrile

T=20°C; 1 h; Inert atmosphere;

Halma, Matilte; Aparecida Dias de Freitas Castro, Kelly; Taviot-Gueho, Christine; Prevot, Vanessa; Forano, Claude; Wypych, Fernando; Nakagaki, Shirley

Journal of Catalysis, 2008 , vol. 257, # 2 p. 233 - 243 Title/Abstract Full Text View citing articles Show Details

A: 6.2% B: 10.8%

With 4C12H6N4O7(2-)*4Cu(2+); dihydrogen peroxide; nitric acid in water; acetonitrile

T=20°C; P=760.051 Torr; 6 h; Overall yield = 17 percent; Hide Experimental Procedure

Sutradhar, Manas; Alegria, Elisabete C.B.A.; Roy Barman, Tannistha; Guedes da Silva, M. Fátima C.; Mahmudov, Kamran T.; Guseynov, Firuddin I.; Pombeiro, Armando J.L.

Polyhedron, 2016 , vol. 117, p. 666 - 671 Title/Abstract Full Text View citing articles Show Details

2.5. Peroxidative oxidation of alkanes

General procedure: Typical reaction mixtures were prepared as follows: to 5 lmolof the Cu(II) complex 1 contained in the reaction flask, 5 mmol ofcyclic alkane (C5–C8), 10 mmol of H2O2 solution (30percent in H2O), anacid cocatalyst (0.025–0.125 mmol) such as nitric acid (HNO3),chloridric acid (HCl), sulfuric acid (H2SO4) or trifluoroacetic acid(TFA, in the form of a stock solution in acetonitrile) and acetonitrile(MeCN) as the solvent (up to 5.0 mL total volume), were added. Thereaction mixture was stirred for 6 h at room temperature and airatmospheric pressure, whereafter 90 lL of cycloheptanone (as internal standard) and 10 mL of diethyl ether (to extract the substrateand the products from the reaction mixture) were added.The resulting mixture was stirred for 10 min and then a samplefrom the organic phase was taken and usually treated with PPh3(to reduce the alkyl hydroperoxides, typically the major primaryproducts formed in alkane oxidation) according to Shul’pin’smethod [15] and finally analyzed by gas chromatography (GC).Blank experiments were performed and confirmed that no alkaneoxidation products were obtained in the absence of the metal catalystprecursor. A: 9.4% B: 8.5%

With 4C12H6N4O7(2-)*4Cu(2+); dihydrogen peroxide; trifluoroacetic acid in water; acetonitrile

T=20°C; P=760.051 Torr; 6 h; Overall yield = 18 percent; Hide Experimental Procedure

2.5. Peroxidative oxidation of alkanes

Sutradhar, Manas; Alegria, Elisabete C.B.A.; Roy Barman, Tannistha; Guedes da Silva, M. Fátima C.; Mahmudov, Kamran T.; Guseynov, Firuddin I.; Pombeiro, Armando J.L.

Polyhedron, 2016 , vol. 117, p. 666 - 671 Title/Abstract Full Text View citing articles Show Details

A: 8% B: 6%

With 1,2,3,4,5-pentafluoro-6-iodosylbenzene; C28H18ClMnN6O10

T=25°C; 1 h; Inert atmosphere;

Biswas, Achintesh Narayan; Das, Purak; Kandar, Sujit Kumar; Agarwala, Arunava; Bandyopadhyay, Debkumar; Bandyopadhyay, Pinaki

Transition Metal Chemistry, 2010 , vol. 35, # 5 p. 527 - 530 Title/Abstract Full Text View citing articles Show Details

A: 6.6% B: 5.2%

With chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III); iodosylbenzene in dichloromethane

20 h; Ambient temperature;

Volz, Heinrich; Barth, Thomas

Liebigs Annalen der Chemie, 1989 , p. 171 - 176 Title/Abstract Full Text Show Details

A: 6.6% B: 5.2%

With chloro(meso-tetrakis(2,6-dichlorophenyl)porphyrinato)manganese(III); iodosylbenzene in dichloromethane

20 h; Ambient temperature;

Volz, Heinrich; Barth, Thomas

Liebigs Annalen der Chemie, 1989 , p. 171 - 176 Title/Abstract Full Text Show Details

A: 6% B: 6%

With hydrogenchloride; oxygen; [Acr+-Mes]ClO4- in acetonitrile

T=24.84°C; P=760.051 Torr; 170 h; UV-irradiation;

Ohkubo, Kei; Fujimoto, Atsushi; Fukuzumi, Shunichi

Chemical Communications, 2011 , vol. 47, # 30 p. 8515 - 8517 Title/Abstract Full Text View citing articles Show Details

B: 5%

With tert.-butylhydroperoxide; manganese(II) acetate; trifluoroacetic acid in acetonitrile

T=70°C; 16 h; Mechanism; chemoselective reaction;

Raeisaenen, Minna T.; Al-Hunaiti, Afnan; Atosuo, Elisa; Kemell, Marianna; Leskelae, Markku; Repo, Timo

Catalysis Science and Technology, 2014 , vol. 4, # 8 p. 2564 - 2573 Title/Abstract Full Text View citing articles Show Details

A: 0.49% B: 2.89%

With hydrogen; oxygen; iron(III) chloride; palladium/alumina; palladium in acetic acid; acetone

T=30°C; 3 h; var. catalyst; var. solvent mixtures; var. time; Product distributionMechanism;

Kim, Sang-Bum; Jun, Ki-Won; Kim, Seong-Bo; Lee, Kyu-Wan

Chemistry Letters, 1995 , # 7 p. 535 - 536 Title/Abstract Full Text Show Details

beim Behandeln mit Luft unter Einwirkung von stillen elektrischen Entladungen;

Sugino; Inoue

Bulletin of the Chemical Society of Japan, 1951 , vol. 24, p. 93,97 Full Text Show Details

Inoue

Bl. Tokyo Inst. Technol. <A>Chem.Abstr., 1957 , p. 103,113 Bl. Tokyo Inst. Technol. <A>Chem.Abstr., 1959 , p. 4974 Full Text Show Details

Sugino et al.

J. electroch. Soc. JapanChem.Abstr., 1957 , vol. 25, p. 70 J. electroch. Soc. JapanChem.Abstr., 1958 , p. 2763 Full Text Show Details

With cobalt naphthenate

T=150°C; P=14710.2 Torr;

Ohta; Tezuka

Kogyo Kagaku Zasshi, 1954 , vol. 57, p. 723,725 Chem.Abstr., 1955 , p. 10201 Full Text Show Details

Du Pont de Nemours and Co.

Patent: US2557281 , 1948 ; Full Text Show Details

Du Pont de Nemours and Co.

Patent: US2825742 , 1954 ; Full Text Show Details

With dihydrogen peroxide; hexaaquairon(II) perchlorate in pyridine

T=20°C; 3 h; Title compound not separated from byproducts;

Balavoine; Barton; Boivin; Gref

Tetrahedron Letters, 1990 , vol. 31, # 5 p. 659 - 662 Title/Abstract Full Text View citing articles Show Details

A: 0.0316 mmol B: 0.0412 mmol

With sodium vanadate; N-benzyl-N,N,N-triethylammonium chloride; oxygen

T=10°C; 3 h; Irradiation;

Shul'pin, G. B.; Kats, M. M.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1989 , vol. 38, # 10 p. 2202 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1989 , # 10 p. 2390 - 2391 Title/Abstract Full Text View citing articles Show Details

With oxygen; chloroauric acid in acetonitrile

T=15°C; 20 h; Irradiation; Yield given. Yields of byproduct given;

Nizova, G. V.; Shul'pin, G. B.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1989 , vol. 38, # 10 p. 2205 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1989 , # 10 p. 2393 Title/Abstract Full Text View citing articles Show Details

A: 21 % Chromat. B: 0.8 % Chromat.

With oxygen; acetic acid; zinc; lt;Fe3O(O2CCH3)6(C5H5N)3gt;2C5H5N in pyridine; water

T=20°C; 4 h; Title compound not separated from byproducts;

Barton, Derek H. R.; Boivin, Jean; Gastiger, Michel; Morzycki, Jacek; HayMotherwell, Robyn S.; et al.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1986 , p. 947 - 956 Title/Abstract Full Text Show Details

With (Fe3O(OAc)6)(C6H5N)3.5 in pyridine; water; trifluoroacetic acid

T=25 - 30°C; 15-20 mA/cm2; Yield given. Yields of byproduct given;

Belavoine, Gilbert; Barton, Derek H. R.; Boivin, Jean; Gref, Aurore; Coupanec, Pascale Le; et al.

Tetrahedron, 1988 , vol. 44, # 4 p. 1091 - 1106 Title/Abstract Full Text View citing articles Show Details

With pyridine N-oxide; oxygen in acetonitrile

electrochemical oxidation; Title compound not separated from byproducts;

Geletii, Yurii V.; Strelets, Vladimir V.; Shafirovich, Vladimir Ya.; Shilov, Alexander E.

Heterocycles, 1989 , vol. 28, # 2 p. 677 - 685 Title/Abstract Full Text View citing articles Show Details

A: 18 % Chromat. B: 7 % Chromat.

With (2-diethylaminocarbonylpyridine)2VO(O2) in dichloromethane

T=20°C; 12 h; further reagents (pyridine-2-carboxylate)VO(O2)(H2O)2, <(pyridine-2carboxylate)2VO(O2)>-H+*HMPT, further solvent CH3CN;

Mimoun; Saussine; Daire; Postel; Fischer; Weiss

Journal of the American Chemical Society, 1983 , vol. 105, # 10 p. 3101 - 3110 Title/Abstract Full Text Show Details

With dihydrogen peroxide; MnTPPCl; (Im)SiO2

T=50°C; 2 h; Yield given. Yields of byproduct given;

Tatsumi, Takashi; Nakamura, Makoto; Tominaga, Hiro-o

Chemistry Letters, 1989 , p. 419 - 420 Title/Abstract Full Text Show Details

With ammonium metavanadate; dihydrogen peroxide in water

T=20 - 50°C; further reagent VO(acac)2;

Gekhman, A. E.; Shishkin, D. I.; Moiseev, I. I.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1987 , vol. 36, # 6 p. 1330 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1987 , vol. 36, # 6 p. 1436 Title/Abstract Full Text View citing articles Show Details

With iodosylbenzene; lt;silica-O-Si-(CH2)3NHC6F4gt;(C6F5)3PMnCl (P = porphyrin) in dichloromethane

T=20°C; 1 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Battioni, P.; Bartoli, J. F.; Mansuy, D.; Byun, Y. S.; Traylor, T. G.

Journal of the Chemical Society, Chemical Communications, 1992 , # 15 p. 1051 1053 Title/Abstract Full Text View citing articles Show Details

With lt;FeTPP(O2)gt;(1-); acetic anhydride in benzene

T=20°C;

Khenkin, A. M.; Shteinman, A. A.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1982 , vol. 31, # 7 p. 1486 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1982 , # 7 p. 1668 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; [(TPP)AlIIIOH] in benzene

0.5 h; Heating;

Vedernikov, A. N.; Kochnev, D. O.; Suslov, D. A.; Solomonov, B. N.

Doklady Chemistry, 1993 , vol. 330, # 1-3 p. 111 - 115 Dokl. Akad. Nauk SSSR Ser. Khim., 1993 , vol. 330, # 2 p. 200 - 203 Title/Abstract Full Text Show Details

A: 5.10 mmol B: 0.56 mmol

With tert.-butylhydroperoxide; 2-pyridinecarboxylic acid; ferric nitrate in pyridine; water; acetic acid; tert-butyl alcohol

16 h; Ambient temperature;

Barton, Derek H. R.; Chavasiri, Warinthorn

Tetrahedron, 1994 , vol. 50, # 1 p. 19 - 30 Title/Abstract Full Text View citing articles Show Details

With sodium L-ascorbate; oxygen; Aliquatreg; 336; MnTPPCl

T=20°C; P=760 Torr; pH 8.5 (tris buffer); Yield given. Yields of byproduct given;

Mansuy, Daniel; Fontecave, Marc; Bartoli, Jean-Francois

Journal of the Chemical Society, Chemical Communications, 1983 , # 6 p. 253 - 254 Title/Abstract Full Text View citing articles Show Details

With pyridine; (4,4'-bpy); water; oxygen; trifluoroacetic acid; Fe3O(OAc)6Pyr.3

T=20°C; electrolyse: E -0.5 V (vs. S.C.E.), i ca. 17 mA/cm2, anode: platinum, cathode:

Balavoine, Gilbert; Barton, Derek H. R.; Boivin, Jean; Gref, Aurore; Ozbalik, Nubar; Riviere, Henriette

Journal of the Chemical Society, Chemical Communications, 1986 , # 23 p. 1727 -

mercury; Yield given. Yields of byproduct given;

1729 Title/Abstract Full Text View citing articles Show Details

With lt;Fe(III)(tetraphenylporphyrin)(O2(2-))gt;; acetic anhydride

Yield given. Yields of byproduct given;

Khenkin, Alexander M.; Shteinman, Albert A.

Journal of the Chemical Society, Chemical Communications, 1984 , # 18 p. 1219 1220 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; binuclear oxo-bridged non heme iron in acetonitrile

0.166667 h; Ambient temperature;

Vincent, Jean Marc; Menage, Stephane; Lambeaux, Claude; Fontecave, Marc

With iodosylbenzene; Mn-porphyrin on silica in dichloromethane; acetonitrile

T=20°C; 2 h; Yield given. Yields of byproduct given;

Battioni, Pierette; Lallier, Jean-Pierre; Barloy, Laurent; Mansuy, Daniel

Journal of the Chemical Society, Chemical Communications, 1989 , # 16 p. 1149 1151 Title/Abstract Full Text View citing articles Show Details

A: 25 % Spectr. B: 10 % Spectr.

With lt;Ph4Asgt;2lt;OsVI(CN)4(O)2gt; in acetonitrile

T=25°C; 4.5 h; Irradiation;

Wing-Wah Yam, Vivian; Che, Chi-Ming; Tang, Wai-Tong

Journal of the Chemical Society, Chemical Communications, 1988 , # 2 p. 100 - 102 Title/Abstract Full Text Show Details

With 18-crown-6 ether; oxygen; acetaldehyde; copper dichloride

1.) CH2Cl2, 20 min, 2.) CH2Cl2, 1 atm, 24 h, 70 deg C; Yield given. Multistep reaction. Yields of byproduct given;

Komiya, Naruyoshi; Naota, Takeshi; Murahashi, Shun-Ichi

Tetrahedron Letters, 1996 , vol. 37, # 10 p. 1633 - 1636 Title/Abstract Full Text View citing articles Show Details

A: 7 % Chromat. B: 1 % Chromat.

With N -hydroxyphthalimide; oxygen; acetaldehyde in acetonitrile

Ambient temperature;

Einhorn, Cathy; Einhorn, Jacques; Marcadal, Celine; Pierre, Jean-Louis

Chemical Communications, 1997 , # 5 p. 447 - 448 Title/Abstract Full Text View citing articles Show Details

With Fe2Olt;(-)4,5 pinene bipyridinegt;4(H2O)2(ClO4)4; dihydrogen peroxide in acetonitrile

0.166667 h; Ambient temperature; Yield given;

Duboc-Toia, Carole; Menage, Stephane; Lambeaux, Claude; Fontecave, Marc

Tetrahedron Letters, 1997 , vol. 38, # 21 p. 3727 - 3730 Title/Abstract Full Text View citing articles Show Details

With (5,10,15,20-tetrakis(p-methoxyphenyl)-21H,23Hporphyrinate)cobalt(II); oxygen; isobutyraldehyde in acetonitrile

P=760 Torr; 3 h; Ambient temperature; Yield given. Yields of byproduct given;

Mandal, Ajay Kumar; Iqbal, Javed

Tetrahedron, 1997 , vol. 53, # 22 p. 7641 - 7648 Title/Abstract Full Text View citing articles Show Details

A: 79 % Turnov. B: 21 % Turnov.

With lt;bis(salicylidene-N-methyl 3-hydroxypropionate)gt;cobalt; oxygen; isobutyraldehyde in acetonitrile

P=760 Torr; Ambient temperature;

Punniyamurthy; Bhatia, Beena; Reddy, M. Madhava; Maikap, Golak C.; Iqbal, Javed

Tetrahedron, 1997 , vol. 53, # 22 p. 7649 - 7670 Title/Abstract Full Text View citing articles Show Details

With air; trans-lt;OsO2(CN)2(4,7-diphenyl-1,10-phenanthroline)gt; in acetonitrile

12 h; Irradiation; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Cheng, Jack Y. K.; Cheung, Kung-Kai; Che, Chi-Ming; Lau, Tai-Chu

Chemical Communications, 1997 , # 15 p. 1443 - 1444 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; oxygen; Mn(O2C(CH2)2C8F17)2; tris-N,N',N''(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)-1,4,7-triazacyclononane in various solvent(s) T=24.9°C; P=760 Torr; 24 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Vincent, Jean-Marc; Rabion, Alain; Yachandra, Vittal K.; Fish, Richard H.

Angewandte Chemie, International Edition in English, 1997 , vol. 36, # 21 p. 2346 - 2349 Angewandte Chemie, 1997 , vol. 109, p. 2438 - 2440 Title/Abstract Full Text Show Details

With dihydrogen peroxide; acetic acid; [Mn2(1,4,7-trimethyl-1,4,7-triazacyclononane)2(μ-O)3] (PF6)2 in acetonitrile

T=30°C; 1 h; Yield given. Yields of byproduct given;

Lindsay Smith, John R.; Shul'pin, Georgiy B.

Tetrahedron Letters, 1998 , vol. 39, # 27 p. 4909 - 4912 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; Fe3O(OAc)6Py3.5 + PicH in pyridine

T=20°C; 3 h; Title compound not separated from byproducts;

Balavoine; Barton; Boivin; Gref

Tetrahedron Letters, 1990 , vol. 31, # 5 p. 659 - 662

Tetrahedron Letters, 1994 , vol. 35, # 34 p. 6287 - 6290 Title/Abstract Full Text View citing articles Show Details

Title/Abstract Full Text View citing articles Show Details

A: 0.0316 mmol B: 0.0412 mmol

With sodium vanadate; N-benzyl-N,N,N-triethylammonium chloride; oxygen

T=10°C; 3 h; Irradiation;

Shul'pin, G. B.; Kats, M. M.

With (Fe3O(OAc)6)(C6H5N)3.5 in water; acetone; trifluoroacetic acid

T=25 - 30°C; 15-20 mA/cm2; Yield given. Yields of byproduct given;

Belavoine, Gilbert; Barton, Derek H. R.; Boivin, Jean; Gref, Aurore; Coupanec, Pascale Le; et al.

Tetrahedron, 1988 , vol. 44, # 4 p. 1091 - 1106 Title/Abstract Full Text View citing articles Show Details

A: 8 % Chromat. B: 17 % Chromat.

With (pyridine-2-carboxylate)2VO(O2)(H2O)2 in acetonitrile

T=20°C; 4.66667 h; further reagents (2-diethylaminocarbonylpyridine)2VO(O2), <(pyridine-2carboxylate)2VO(O2)>-H+*HMPT, further solvent CH2Cl2;

Mimoun; Saussine; Daire; Postel; Fischer; Weiss

Journal of the American Chemical Society, 1983 , vol. 105, # 10 p. 3101 - 3110 Title/Abstract Full Text Show Details

With 4-tert-butylpyridine; oxone; chloro(meso-tetrakis(2,6dichlorophenyl)porphyrinato)manganese(III)

2 h;

Robert, Anne; Meunier, Bernard

Recueil des Travaux Chimiques des Pays-Bas, 1987 , vol. 106, p. 333 Title/Abstract Full Text Show Details

A: 5.10 mmol B: 0.56 mmol

With tert.-butylhydroperoxide; 2-pyridinecarboxylic acid; ferric nitrate in pyridine; water; acetic acid; tert-butyl alcohol

16 h; Ambient temperature;

Barton, Derek H. R.; Chavasiri, Warinthorn

Tetrahedron, 1994 , vol. 50, # 1 p. 19 - 30 Title/Abstract Full Text View citing articles Show Details

With pyridine; (4,4'-bpy); water; oxygen; trifluoroacetic acid; Fe3O(OAc)6Pyr.3

T=20°C; electrolyse: E -0.5 V (vs. S.C.E.), i ca. 17 mA/cm2, anode: platinum, cathode:

Balavoine, Gilbert; Barton, Derek H. R.; Boivin, Jean; Gref, Aurore; Ozbalik, Nubar; Riviere, Henriette

Journal of the Chemical Society, Chemical Communications, 1986 , # 23 p. 1727 1729 Title/Abstract Full Text View citing articles Show Details

A: 25 % Spectr. B: 25 % Spectr.

With lt;Ph4Asgt;2lt;OsVI(CN)4(O)2gt; in acetonitrile

T=25°C; 4.5 h; Irradiation;

Wing-Wah Yam, Vivian; Che, Chi-Ming; Tang, Wai-Tong

Journal of the Chemical Society, Chemical Communications, 1988 , # 2 p. 100 - 102 Title/Abstract Full Text Show Details

A: 7 % Chromat. B: 1 % Chromat.

With N -hydroxyphthalimide; oxygen; acetaldehyde in acetonitrile

Ambient temperature;

Einhorn, Cathy; Einhorn, Jacques; Marcadal, Celine; Pierre, Jean-Louis

Chemical Communications, 1997 , # 5 p. 447 - 448 Title/Abstract Full Text View citing articles Show Details

A: 79 % Turnov. B: 21 % Turnov.

With lt;bis(salicylidene-N-methyl 3-hydroxypropionate)gt;cobalt; oxygen; isobutyraldehyde in acetonitrile

P=760 Torr; Ambient temperature;

Punniyamurthy; Bhatia, Beena; Reddy, M. Madhava; Maikap, Golak C.; Iqbal, Javed

Tetrahedron, 1997 , vol. 53, # 22 p. 7649 - 7670 Title/Abstract Full Text View citing articles Show Details

With trans-lt;OsO2(CN)2(4,7-diphenyl-1,10-phenanthroline)gt; in dichloromethane; acetonitrile

12 h; Irradiation; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Cheng, Jack Y. K.; Cheung, Kung-Kai; Che, Chi-Ming; Lau, Tai-Chu

Chemical Communications, 1997 , # 15 p. 1443 - 1444 Title/Abstract Full Text View citing articles Show Details

With oxygen; lt;Ru3O(CF3CF2CF2CO2)6(Et2O)3gt;+ in acetonitrile

T=75°C; P=2280 Torr; 12 h; also methylcyclohexane and n-hexane; other solvent; var. additives to ruthenium-catalyst; Product distributionMechanism;

Davis, Shannon; Drago, Russell S.

Journal of the Chemical Society, Chemical Communications, 1990 , # 3 p. 250 - 251 Title/Abstract Full Text View citing articles Show Details

With bis{(2-carboxy-6-carboxylato)pyridine}iron(II); oxygen in pyridine; acetic acid

T=22°C; P=760 Torr; 4 h; var. reag. conc., other reagents; Product distribution;

Sheu; Sobkowiak; Jeon; Sawyer

Journal of the American Chemical Society, 1990 , vol. 112, # 2 p. 879 - 881 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; Fe(pyridine-2,6-dicarboxylic acid(-2H)) in pyridine; acetic acid

T=22°C; 4 h; other hydrocarbons, var. catalyst, hydroperoxide, solvent; Product distribution;

Sheu, Ceshing; Richert, Silvia A.; Cofre, Pablo; Ross Jr., Blango; Sobkowiak, Andrzej; Sawyer, Donald T.; Kanofsky, Jeffrey R.

Journal of the American Chemical Society, 1990 , vol. 112, # 5 p. 1936 - 1942

mercury; Yield given. Yields of byproduct given;

Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; Fe3O(OAc)6Py3.5 + PicH in pyridine

T=20°C; 3 h; other catalysts, other times; Product distribution;

Balavoine; Barton; Boivin; Gref

Tetrahedron Letters, 1990 , vol. 31, # 5 p. 659 - 662 Title/Abstract Full Text View citing articles Show Details

A: 0.0316 mmol B: 0.0412 mmol

With sodium vanadate; N-benzyl-N,N,N-triethylammonium chloride; oxygen in dichloromethane

T=10°C; 3 h; Irradiationother reagents;

Shul'pin, G. B.; Kats, M. M.

With oxygen; chloroauric acid in acetonitrile

T=15°C; 20 h; Irradiationother alkanes, other catalyst;

Nizova, G. V.; Shul'pin, G. B.

in benzene

T=20°C; oxidation with cumylhydroperoxide or with iodosobenzene in the presence of various metalloporphyrins as catalysts; Product distributionMechanism;

Mansuy, D.; Bartoli, J-F.; Momenteau, M.

Tetrahedron Letters, 1982 , vol. 23, # 27 p. 2781 - 2784 Title/Abstract Full Text View citing articles Show Details

With oxygen; oxalic acid; MDAP(2+)*2BF4(1-); iron(III) in water; acetonitrile

7 h; Ambient temperatureIrradiationkinetic isotope effect; Product distribution;

Saito, Isao; Takayama, Masami; Matsuura, Teruo

Tetrahedron Letters, 1989 , vol. 30, # 17 p. 2237 - 2240 Title/Abstract Full Text View citing articles Show Details

With lt;Mn2(N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamine)2(μOAc)2gt;lt;ClO4gt;2; iodosylbenzene in acetonitrile

T=25°C; 5 h; or t-butyl hydroperoxide, var. solvents; other alkanes;

Che, Chi-Ming; Tang, Wai-Tong; Wong, Kwok-Yin; Wong, Wing-Tak; Lai, Ting-Fong

Journal of Chemical Research, Miniprint, 1991 , # 2 p. 401 - 427 Title/Abstract Full Text Show Details

With hemin polymer 1; 1,2,3,4,5-pentafluoro-6-iodosylbenzene in dichloromethane

0.05 h; var. reaction partner systems; Product distribution;

Traylor, Teddy G.; Byun, Young S.; Traylor, Patricia S.; Battioni, Pierrette; Mansuy, Daniel

Journal of the American Chemical Society, 1991 , vol. 113, # 20 p. 7821 - 7823 Title/Abstract Full Text View citing articles Show Details

With 1H-imidazole; tert.-butylhydroperoxide; tetraethylammonium .mu.oxohexachlorodiferrate(III) in acetonitrile

T=25°C; P=760 Torr; 3 h; var. concentrations of imidazole; other binuclear or trinuclear iron complexes; Product distribution;

Fontecave, Marc; Roy, Beatrice; Lambeaux, Claude

Journal of the Chemical Society, Chemical Communications, 1991 , # 14 p. 939 940 Title/Abstract Full Text View citing articles Show Details

With lt;lt;Fe(hydrotris-1-pyrazolylborate3) (hexafluoroacetylacetone)gt;2Ogt;; hexafluoroacetylacetone (Hhfacac); oxygen; zinc in dichloromethane

T=25°C; P=760 Torr; 30 h; other alkanes and arenes; Product distribution;

Kitajima, Nobumasa; Ito, Masami; Fukui, Hideno; Moro-oka, Yoshihiko

Journal of the Chemical Society, Chemical Communications, 1991 , # 2 p. 102 - 104 Title/Abstract Full Text View citing articles Show Details

With 5,10,15,20-tetra(2',6'-dichlorophenyl)porphyrinatoiron(III) chloride; oxygen

T=22°C; P=200 Torr; Irradiationother iron-porphyrin complexes; MechanismQuantum yield;

Maldotti, A.; Bartocci, C.; Amadelli, R.; Polo, E.; Battioni, P.; Mansuy, D.

Journal of the Chemical Society, Chemical Communications, 1991 , # 20 p. 1487 1489 Title/Abstract Full Text View citing articles Show Details

With oxygen; acetic acid; zinc; functionalized silica gel

Ambient temperaturevariation of condition; Product distribution;

Kurusu, Yasuhiko; Neckers, D. C.

Journal of Organic Chemistry, 1991 , vol. 56, # 6 p. 1981 - 1983 Title/Abstract Full Text View citing articles Show Details

With oxygen; iron(III) chloride in acetonitrile

Irradiationvariation of concentration; effect of added anthraquinone; other solvents; Product distribution;

Shul'pin, G. B.; Nizova, G. V.; Kats, M. M.

J. Gen. Chem. USSR (Engl. Transl.), 1990 , vol. 60, # 12.2 p. 2730 - 2733,2447 2449 Title/Abstract Full Text Show Details

A: 8 % Chromat. B: 48 %

With iodosylbenzene; lt;Mn(bpc)(O2CMe)gt; in acetonitrile

also in benzene; Product distribution;

Leung, Wa-Hung; Ma, Ji-Xiang; Yam, Vivian Wing-Wah; Che, Chi-Ming; Poon, Chung-Kwong

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-

Chromat.

1999), 1991 , # 4 p. 1071 - 1076 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; chromium(VI) oxide in acetonitrile

T=20°C; 24 h; other Cr(VI) oxo cathalysts, variation of time; Product distribution;

Druzhinina, A. N.; Nizova, G. V.; Shul'pin, G. B.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990 , vol. 39, # 1.2 p. 194 - 195 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990 , # 1 p. 210 - 211 Title/Abstract Full Text View citing articles Show Details

With (Bu4N)2Cr4O13 in acetonitrile

T=15°C; Irradiationother solvent, with or without air; Product distribution;

Shul'pin, G. B.; Druzhinina, A. N.; Nizova, G. V.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990 , vol. 39, # 1.2 p. 195 - 196 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990 , # 1 p. 212 - 213 Title/Abstract Full Text View citing articles Show Details

With oxygen; copper dichloride in acetonitrile

6 h; IrradiationEa; kinetic isotope effect (also for the reaction catalyzed by FeCl3*6H2O); competitive reaction with ethylbenzene (relative reactivity); Product distributionThermodynamic data;

Nizova, G. V.; Kats, M. M.; Shul'pin, G. B.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990 , vol. 39, # 3.2 p. 618 - 619 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990 , # 3 p. 698 - 699 Title/Abstract Full Text View citing articles Show Details

With water; trifluoroacetic acid; Fe3O(OAc)6Pyr3.5 in pyridine; methanol

T=25 - 30°C; 15-20 mA/cm2; in futher solvents; Product distribution;

Belavoine, Gilbert; Barton, Derek H. R.; Boivin, Jean; Gref, Aurore; Coupanec, Pascale Le; et al.

Tetrahedron, 1988 , vol. 44, # 4 p. 1091 - 1106 Title/Abstract Full Text View citing articles Show Details

With oxygen; trifluoroacetic acid; Fe3O(OAc)6Pyr3.5 in pyridine; acetone

T=20 - 30°C; 16 mA/cm2; various ratio of solvents; Product distribution;

Belavoine, Gilbert; Barton, Derek H. R.; Boivin, Jean; Gref, Aurore; Coupanec, Pascale Le; et al.

Tetrahedron, 1988 , vol. 44, # 4 p. 1091 - 1106 Title/Abstract Full Text View citing articles Show Details

oxidation in air with various oxidants, in various solvent and in the presence of various catalysators; Product distribution;

Smith, John R. Lindsay; Nee, Michael W.; Noar, J. Barry; Bruice, Thomas C.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984 , # 2 p. 255 - 260 Title/Abstract Full Text Show Details

With pyridine; Oxonereg;; benzyldimethyltetradecylammonium chloride; Mn(TFPP)Cl in dichloromethane

Ambient temperatureother manganese-phorphyrin complexes; Product distribution;

Poorter, Bertha de; Ricci, Marko; Meunier, Bernard

Tetrahedron Letters, 1985 , vol. 26, # 37 p. 4459 - 4462 Title/Abstract Full Text View citing articles Show Details

With oxygen

Orther N-oxides; Rate constantMechanism;

Geletii, Yurii V.; Strelets, Vladimir V.; Shafirovich, Vladimir Ya.; Shilov, Alexander E.

Heterocycles, 1989 , vol. 28, # 2 p. 677 - 685 Title/Abstract Full Text View citing articles Show Details

With Cumene hydroperoxide; cobalt tetra-4-tert-butylphthalocyanine in benzene

T=20°C; 0.25 h; or in presence of an inhibitor, in presence or absence of oxygen, N-phenyl-βnaphthylamine; Product distributionMechanism;

Barkanova, S. V.; Zheltukhin, I. A.; Kaliya, O. L.

Journal of Organic Chemistry USSR (English Translation), 1983 , vol. 19, # 10 p. 1927 - 1928 Zhurnal Organicheskoi Khimii, 1983 , vol. 19, # 10 p. 2212 - 2213 Title/Abstract Full Text Show Details

With Cumene hydroperoxide; μ-oxo dimer of iron tetra-tert-butyltetraazaporphine

oth. azaporphine and phthalocyanine catalysts; Rate constant;

Barkanova, S. V.; Derkacheva, V. M.; Zheltukhin, I. A.; Kaliya, O. L.; Kopranenkov, V. N.; Luk'yanets, E. A.

Journal of Organic Chemistry USSR (English Translation), 1985 , vol. 21, # 9 p. 1848 - 1849 Zhurnal Organicheskoi Khimii, 1985 , vol. 21, # 9 p. 2018 - 2019 Title/Abstract Full Text Show Details

With 5,10,15,20-tetra(o-tolyl)porphyrin iron(III) chloride; iodosylbenzene in dichloromethane

influence of the amount and nature of catalyst; Product distribution;

Groves, John T.; Nemo, Thomas E.

Journal of the American Chemical Society, 1983 , vol. 105, # 20 p. 6243 - 6248 Title/Abstract Full Text View citing articles Show Details

A: 66 % Chromat. B: 29 %

With heptanal; oxygen; iron; acetic acid in dichloromethane

P=760 Torr; 15 h; Ambient temperaturevar. pressure and aldehyde, without solvent; other alkanes; or in the presence of RuCl3*nH2O; Product distribution;

Murahashi, Shun-Ichi; Oda, Yoshiaki; Naota, Takeshi

Journal of the American Chemical Society, 1992 , vol. 114, # 20 p. 7913 - 7914 Title/Abstract Full Text Show Details

Chromat.

With Fe(meso-tetrakis(2,6-dichlorophenylporphyrin-β-octabromo))Cl; 1,2,3,4,5-pentafluoro-6iodobenzene in dichloromethane

T=25°C; Rate constant;

Traylor, Teddy G.; Hill, Kenneth W.; Fann, Wen-Pang; Tsuchiya, Shinji; Dunlap, Beth E.

Journal of the American Chemical Society, 1992 , vol. 114, # 4 p. 1308 - 1312 Title/Abstract Full Text View citing articles Show Details

With tetra(n-butyl)ammonium dichromate(VI) in dichloromethane

T=5°C; Irradiationother alkane and arene, var. terabutylammoniumpolychromates;

Shul'pin, G. B.; Druzhinina, A. N.; Nizova, G. V.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1991 , vol. 40, # 11.1 p. 2145 - 2149 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1991 , # 11 p. 2463 - 2468 Title/Abstract Full Text View citing articles Show Details

A: 0.002 mmol B: 0.0006 mmol

With chromium(VI) oxide; tetrabutylammomium bromide; dihydrogen peroxide in water

T=20°C; 18 h; other hydrocarbons, other Cr(VI) oxo compounds, other phase transfer agents, var. solvents; Product distribution;

Muzart, Jacques; Ajjou, A. N'ait; Nizova, G. V.; Shul'pin, G. B.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1991 , vol. 40, # 6.2 p. 1294 - 1296 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1991 , # 6 p. 1454 - 1457 Title/Abstract Full Text View citing articles Show Details

With oxygen; iron(III) chloride in acetonitrile

T=25°C; 1 h; Irradiationother transition metal chlorides, var. time, var. radiation wavelenght; Product distributionMechanismQuantum yield;

Lederer, Pavel; Nizova, Galina V.; Kats, Marina M.; Shul'pin, Georgii B.

Collection of Czechoslovak Chemical Communications, 1992 , vol. 57, # 1 p. 107 112 Title/Abstract Full Text Show Details

With ferrocene; perchloric acid; cobalt(II) porphyrin; oxygen in water; acetonitrile

T=20°C; other porphyrin derivative, other hydrocarbons; Product distributionMechanism;

Shul'pin, G. B.; Druzhinina, A. N.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1991 , # 12 p. 2385 - 2389 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1991 , vol. 40, # 12 p. 2739 - 2744 Title/Abstract Full Text View citing articles Show Details

With air; (.eta.5-cyclopentadienyl)(.eta.6-benzene)iron(II) tetrafluoroborate in acetonitrile

Irradiationother catalysts; other hydrocarbons; Mechanism;

Druzhinina, A. N.; Shul'pina, L. S.; Shul'pin, G. B.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1991 , vol. 40, # 7.2 p. 1492 - 1494 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1991 , # 7 p. 1680 - 1683 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; copper diacetate in pyridine; acetic acid

Ambient temperature<1-13C>-cyclohexane; under an 18O2 atmosphere or under reduced

Barton, Derek H. R.; Beviere, Stephanie D.; Chavasiri, Warinthorn; Csuhai, Eva; Doller, Dario

Tetrahedron, 1992 , vol. 48, # 14 p. 2895 - 2910 Title/Abstract Full Text View citing articles Show Details

pressure; presence of H218O; quenching with PPh3; trapping with Tempo; or FeCl3*6H2O; further

cycloalkanes and adamantane; effect of water; MechanismProduct distribution;

With oxygen; copper in pyridine; acetic acid

Ambient temperatureor adamantane (oxidation products and pyridine coupled adamantyl derivatives); effect of PPh3 and further reagents; MechanismProduct distribution;

Barton, Derek H. R.; Beviere, Stephanie D.; Chavasiri, Warinthorn; Csuhai, Eva; Doller, Dario

Tetrahedron, 1992 , vol. 48, # 14 p. 2895 - 2910 Title/Abstract Full Text View citing articles Show Details

With 4-tert-butylpyridine; oxone; water; benzyldimethyltetradecylammonium chloride; Mn(Cl12TMP)Cl in dichloromethane

0.5 h; Ambient temperatureother catalyst, other reagent, other substrate, isotope effect; Product distribution;

Hoffmann, P.; Robert, A.; Meunier, B.

Bulletin de la Societe Chimique de France, 1992 , # 1 p. 85 - 97 Title/Abstract Full Text Show Details

With pyridine; oxygen; iron(III) chloride; benzene-1,2-diol; tert-butylhydroquinone in acetonitrile

T=45°C; P=1 Torr; Product distribution;

Funabiki, Takuzo; Ishida, Hiroyuki; Yoshida, Satohiro

Chemistry Letters, 1991 , # 10 p. 1819 - 1822 Title/Abstract Full Text Show Details

With tert.-butylhydroperoxide; Tributoxyoxovanadium

T=50 - 80°C; oxidation of saturated hydrocarbons (octane, nonane, cyclohexane and diphenylmethane) by t-BuOOH in the presence of transition metal compounds (acetylacetonates, stearates, caproates, carbonyls); Product distribution;

Glushakova, V. N.; Skorodumova, N. A.; Grysina, O. Yu.; Razuvaev, G. A.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1983 , vol. 32, # 5 p. 1078 - 1079 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1983 , # 5 p. 1193 - 1195 Title/Abstract Full Text View citing articles Show Details

With palladium (II) tert-butyl peroxide acetate in dichloromethane

T=15°C; 3 h; Irradiationvar. peroxide complexes of palladium, var. solvents, var. times; Product

Muzart, J.; Nizova, G. V.; Riahi, A.; Shul'pin, G. B.

J. Gen. Chem. USSR (Engl. Transl.), 1992 , vol. 62, # 5.2 p. 1177 - 1178,964

distribution;

Title/Abstract Full Text Show Details

A: 5 % Chromat. B: 24 % Chromat.

With Ru(V)(EDTA); sodium perchlorate

T=30°C; ΔH(excit.), ΔS(excit.); other Ru(V) oxo complexes; Rate constantThermodynamic data;

Khan, M M Taqui; Chatterjee, Debabrata; Rao, A Prakash; Mehta S H

Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical and Analytical Chemistry, 1992 , vol. 31, # 3 p. 146 - 151 Title/Abstract Full Text Show Details

With oxygen

T=24.9°C; 20 h; H2-O2 fuel cell system, other metal chlorides, effect of O2 pressure, of cathode potential, of reaction temperature; Product distributionMechanismKinetics;

Yamanaka, Ichiro; Otsuka, Kiyoshi

Journal of the Chemical Society, Faraday Transactions, 1993 , vol. 89, # 11 p. 1791 - 1798 Title/Abstract Full Text View citing articles Show Details

A: 47 % Chromat. B: 7 % Chromat.

With tert.-butylhydroperoxide; tris(triphenylphosphine)ruthenium(II) chloride in benzene

2 h; Ambient temperatureother alkanes; MechanismProduct distribution;

Murahashi; Oda; Naota; Kuwabara

Tetrahedron Letters, 1993 , vol. 34, # 8 p. 1299 - 1302 Title/Abstract Full Text View citing articles Show Details

With oxygen; dinitrogen monoxide in water

IrradiationpH=6.5; Product distribution;

Zegota, Henryk; Schuchmann, Man Nien; von Sonntag, Clemens

Journal of Physical Chemistry, 1984 , vol. 88, # 23 p. 5589 - 5593 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; meso-tetraphenylporphyrinatoAl(III) in benzene

30 h; Heatingother saturated and aromatic hydrocarbons; var. catalysts; MechanismProduct distribution;

Vedernikov, A. N.; Kochnev, D. O.; Suslov, D. A.; Solomonov, B. N.

Doklady Chemistry, 1993 , vol. 330, # 1-3 p. 111 - 115 Dokl. Akad. Nauk SSSR Ser. Khim., 1993 , vol. 330, # 2 p. 200 - 203 Title/Abstract Full Text Show Details

With tert.-butylhydroperoxide; air; ferric nitrate in pyridine

T=70°C; 18 h; oxidation using various soluble iron(III) chelates; Product distribution;

Barton, Derek H. R.; Beviere, Stephane D.; Hill, David R.

Tetrahedron, 1994 , vol. 50, # 9 p. 2665 - 2670 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=24.9°C; 3 h; electrochemical conditions: cathode, Sm/Gr, Fe/Gr, or Pd/Gr; P(O2)=101.3 kPa; anode, Pt-black/Gr, P(H2)=98 kpA, P(H2O)=3.3 kPa; electrolyte, H3PO4; kinetic isotope effect; 18O incorporation in products; addition of CCl4 or (CH3)2S; other hydrocarbons; Product distributionMechanism;

Yamanaka, Ichiro; Otsuka, Kiyoshi

Journal of the Chemical Society, Faraday Transactions, 1994 , vol. 90, # 3 p. 451 458 Title/Abstract Full Text View citing articles Show Details

A: 5 % Chromat. B: 36 % Chromat.

With iodosylbenzene; (α,α,α,α)-5,10,15,20-tetrakis(3,5-di-t-butyl-2-nitrophenyl)porphyrin Fe salt in dichloromethane

T=15 - 17°C; 3 h; oxidant, catlyst; Product distribution;

Miyamoto, T. Ken; Takagi, Shigeru; Hasegawa, Tai; Tsuzuki, Seizi; Takahashi, Eitaro; et al.

Bulletin of the Chemical Society of Japan, 1987 , vol. 60, # 5 p. 1649 - 1660 Title/Abstract Full Text Show Details

With 2,3,4,5,6-pentachloroaniline; dihydrogen peroxide; [n-Bu4N]VO3 in acetonitrile

T=50°C; oxidation, various substrates underdifferent reaction conditions; Thermodynamic dataKineticsProduct distribution;

Shul'pin, G. B.; Attanasio, D.; Suber, L.

Russian Chemical Bulletin, 1993 , vol. 42, # 1 p. 55 - 59 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 1 p. 64 - 68 Title/Abstract Full Text View citing articles Show Details

With Fe(TDCPN6P)Cl; oxygen in benzene

T=90°C; P=7500.6 Torr; 2 h; other hydrocarbons; other iron porphyrins; other oxidants; var. reaction conditions; Product distribution;

Bartoli, J. F.; Battoni, P.; Foor, W. R. De; Mansuy, D.

Journal of the Chemical Society, Chemical Communications, 1994 , # 1 p. 23 - 24 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; Fe Me-bipy in acetonitrile

0.166667 h; Ambient temperaturethe oxidation is catalyzed by binuclear oxo-bridged non heme iron and dinuclear manganese complexes. The effects of varying the coordination sphere of iron on catalytic activity; Product distribution;

Vincent, Jean Marc; Menage, Stephane; Lambeaux, Claude; Fontecave, Marc

A: 6.9 % Chromat. B: 6.3 % Chromat.

With tert.-butylhydroperoxide; tetra(n-butyl)ammonium hydrogensulfate; <(C6H13)4N>5SiRu(H2O)W11O39 in water; 1,2-dichloro-ethane

T=60°C; 3 h; var. oxidants; Product distribution;

Neumann, Ronny; Abu-Gnim, Chalil

Journal of the Chemical Society, Chemical Communications, 1989 , # 18 p. 1324 1325 Title/Abstract Full Text View citing articles Show Details

A: 47.03 % Chromat.

With oxygen; titanium silicate; titanium(IV) oxide in acetonitrile

3 h; Ambient temperatureIrradiationvar. of catalyst, solvent, time; Product distribution;

Lu, Gongxuan; Gao, Huanxing; Suo, Jishuan; Li, Shuben

Journal of the Chemical Society, Chemical Communications, 1994 , # 21 p. 2423 -

Tetrahedron Letters, 1994 , vol. 35, # 34 p. 6287 - 6290 Title/Abstract Full Text View citing articles Show Details

B: 49.7 % Chromat.

2424 Title/Abstract Full Text View citing articles Show Details

With air; dihydrogen peroxide; pyridinium perchlorate; CuClO4 in pyridine; water

T=18°C; 2 h; effect of HClO4 conc.; Product distribution;

Geletii, Yurii V.; Lavrushko, Valentina V.; Lubimova, Galina V.

Journal of the Chemical Society, Chemical Communications, 1988 , p. 936 - 937 Title/Abstract Full Text View citing articles Show Details

With oxygen; acetic acid; zinc; μ-oxo binuclear iron in dichloromethane

30 h; Ambient temperature; Product distribution;

Kitajima, Nobumasa; Fukui, Hideno; Moro-Oka, Yoshihiko

Journal of the Chemical Society, Chemical Communications, 1988 , # 7 p. 485 - 486 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; cis-[RuII(6,6'-Cl2bpy)2(OH)2](CF3SO3)2 in acetone

T=20°C; 3 h; oxidation of several alkanes, further catalysts, kinetic H/D isotope effect; Product distribution;

Lau, Tai-Chu; Che, Chi-Ming; Lee, Wai-On; Poon, Chung-Kwong

Journal of the Chemical Society, Chemical Communications, 1988 , # 21 p. 1406 1407 Title/Abstract Full Text View citing articles Show Details

A: 36 % Spectr. B: 60 % Spectr.

With tert.-butylhydroperoxide; Mn3O(O2CMe)6(py)3 in acetonitrile

Ambient temperaturehydroxylation of C2, C3 and cyclo C6 hydrocarbons by var. Mn cluster catalysts; Product distributionMechanism;

Fish, Richard H.; Fong, Raymond H.; Vincent, John B.; Christou, George

Journal of the Chemical Society, Chemical Communications, 1988 , p. 1504 - 1506 Title/Abstract Full Text View citing articles Show Details

With peracetic acid; Ru-carbon in ethyl acetate

2 h; Ambient temperatureoxidation of alkanes under var. conditions; Product distributionMechanism;

Murahashi, Shun-Ichi; Oda, Yoshiaki; Komiya, Naruyoshi; Naota, Takeshi

Tetrahedron Letters, 1994 , vol. 35, # 43 p. 7953 - 7956 Title/Abstract Full Text View citing articles Show Details

With oxygen; zinc; lanthanum(III) chloride in 1,4-dioxane

T=40°C; 1 h; other rare earth salts, other alkanes, var. solvents;

Yamanaka, Ichiro; Akimoto, Takashi; Otsuka, Kiyoshi

Chemistry Letters, 1994 , # 8 p. 1511 - 1514 Title/Abstract Full Text Show Details

With tert.-butylhydroperoxide; Mn2L(OH)(ClO4)3 in acetonitrile

T=25°C; L = <4,7,13,16-tetrakis(pyrid-2-ylmethyl)-4,7,13,16-tetraaza-1,10dioxacyclooctadecane>, var. of catalyst; Product distribution;

Tetard, David; Rabion, Alain; Verlhac, Jean-Baptiste; Guilhem, Jean

Journal of the Chemical Society, Chemical Communications, 1995 , # 5 p. 531 - 532 Title/Abstract Full Text View citing articles Show Details

With copper diacetate; air; triphenylphosphine; p-benozquinone

multistep reaction; other hydrocarbons and alcohols; also in the presence of Cu and Fe salts; MechanismProduct distribution;

Shul'pin, Georgiy B.; Bochkova, Marina M.; Nizova, Galina V.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1995 , # 7 p. 1465 - 1470 Title/Abstract Full Text View citing articles Show Details

A: 72 % Chromat. B: 18 % Chromat.

With oxygen; acetaldehyde; Co(II)(TPFPP) in ethyl acetate

T=70°C; P=760 Torr; 24 h; various metallo<5,10,15,20-tetrakis(pentafluorophenyl)porphyrin> catalysts; Product distribution;

Murahashi, Shun-Ichi; Naota, Takeshi; Komiya, Naruyoshi

Tetrahedron Letters, 1995 , vol. 36, # 44 p. 8059 - 8062 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; manganese in acetonitrile

6 h; Ambient temperaturedepends on type of manganese Schiff base complex; Product distribution;

Ganeshpure, Pralhad A.; Tembe, Gopal L.; Satish, Sheo

Tetrahedron Letters, 1995 , vol. 36, # 48 p. 8861 - 8864 Title/Abstract Full Text View citing articles Show Details

A: 79 % Turnov. B: 21 % Turnov.

With oxygen; isobutyraldehyde; cobalt(II) Schiff base in acetonitrile

P=760 Torr; Ambient temperatureoxidation of various hydrocarbons; effect of amount of 2methylpropanal, of pressure of oxygen, and of conversion; ESR and UV investigation of Co(III) species; Product distributionMechanism;

Punniyamurthy, T.; Kalra, Swinder Jeet Singh; Iqbal, Javed

Tetrahedron Letters, 1995 , vol. 36, # 46 p. 8497 - 8500 Title/Abstract Full Text View citing articles Show Details

With potassium tert-butylperoxide; zeolite NaX-encapsulated RuF16Pc in acetone

Balkus, Kenneth J.; Eissa, Mona; Levado, Rosario

Journal of the American Chemical Society, 1995 , vol. 117, # 43 p. 10753 - 10754 Title/Abstract Full Text Show Details

With dihydrogen peroxide; titanium silicate in water; acetone

T=100°C; 24 h; also oxidation of cyclohexanol and cyclohexanone, var. oxidation systems; Product distribution;

Spinace, Estevam V.; Pastore, Heloise O.; Schuchardt, Ulf

Journal of Catalysis, 1995 , vol. 157, # 2 p. 631 - 635 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; CrAlC in butanone

Yuvaraj; Palanichamy; Krishnasamy

T=84.9°C; 12 h; other catalyst; Product distribution;

Chemical Communications, 1996 , # 24 p. 2707 - 2708 Title/Abstract Full Text View citing articles Show Details

With oxygen; isobutyraldehyde; cobalt(II) porphyrin in acetonitrile

12 h; Ambient temperatureeffect of the porphyrin substituent and the oxygen pressure; Product distribution;

Mandal; Khanna; Iqbal

Tetrahedron Letters, 1996 , vol. 37, # 21 p. 3769 - 3772 Title/Abstract Full Text View citing articles Show Details

With pyridine; 2-pyridinecarboxylic acid; dihydrogen peroxide; iron(III) chloride in acetonitrile

16 h; Ambient temperatureGif oxidation in pyridine/MeCN mixtures, effect of various pyridine bases; Product distribution;

Barton, Derek H. R.; Hu, Bin; Li, Tingsheng; MacKinnon, John

Tetrahedron Letters, 1996 , vol. 37, # 46 p. 8329 - 8332 Title/Abstract Full Text View citing articles Show Details

With pyrazinecarboxylic acid; air; dihydrogen peroxide; [n-Bu4N]VO3 in acetonitrile

T=40°C; effect of air pressure; Product distributionMechanism;

Nizova, Galina V.; Suess-Fink, Georg; Shul'pin, Georgiy B.

Tetrahedron, 1997 , vol. 53, # 10 p. 3603 - 3614 Title/Abstract Full Text View citing articles Show Details

With 4-tert-butylpyridine; 2-pyridinecarboxylic acid; hydrogen sulfide; oxygen; iron(III) chloride in acetonitrile

3 h; Ambient temperatureother times, ligand and reagent; Product distribution;

Barton, Derek H. R.; Li, Tingsheng; MacKinnon, John

Chemical Communications, 1997 , # 6 p. 557 - 558 Title/Abstract Full Text View citing articles Show Details

With Fe2OCl2(tfpy)2(ClO4)2; dihydrogen peroxide in acetonitrile

2 h; Ambient temperatureother catalysts; Product distribution;

Ito, Sayo; Okuno, Takashi; Itoh, Hiroki; Ohba, Shigeru; Matsushima, Hideaki; Tokii, Tadashi; Nishida, Yuzo

Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 1997 , vol. 52, # 6 p. 719 - 727 Title/Abstract Full Text View citing articles Show Details

With (5,10,15,20-tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride; carbon dioxide; oxygen; acetaldehyde

T=31.9 - 69.9°C; P=45003.6 Torr; 2.33333 h; influence of reaction time, pressure of CO2, amount of catalyst;

Wu, Xiao-Wen; Oshima, Yoshito; Koda, Seiichiro

Chemistry Letters, 1997 , # 10 p. 1045 - 1046 Title/Abstract Full Text View citing articles Show Details

With oxygen; bis(acetylacetonate)oxovanadium; oligosilesesquioxane in acetonitrile

T=31.9°C; 6 h; Irradiationvarious vanadium-containing catalysts; Pyrex or quartz glass reactor, various turnover numbers; Product distribution;

Wada, Kenji; Nakashita, Masashi; Yamamoto, Akihiro; Wada, Hiroshi; Mitsudo, Take-Aki

Chemistry Letters, 1997 , # 12 p. 1209 - 1210 Title/Abstract Full Text View citing articles Show Details

With 4-tert-butylpyridine; 2-pyridinecarboxylic acid; dihydrogen peroxide; iron(III) chloride in acetonitrile

T=0 - 20°C; Gif oxidation of cyclohexane in the presence of pyridine and substituted pyridines; effect of solvents (Me2CO, MeCN, t-BuOH, AcOEt, AcOH, pyridine); kinetics of reaction; selective functionalization of saturated hydrocarbons; Product distribution;

Barton, Derek H.R.; Li, Tingsheng

Tetrahedron, 1998 , vol. 54, # 9 p. 1735 - 1744 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; copper(II) perchlorate in pyridine

T=0 - 20°C; selective functionalization of saturated hydrocarbons by CuII/H2O2 and CuI/H2O2

Barton, Derek H. R.; Delanghe, Nathalie C.; Patin, Henri

Tetrahedron, 1997 , vol. 53, # 47 p. 16017 - 16028 Title/Abstract Full Text View citing articles Show Details

With 1H-imidazole; [5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrinato]manganese(III) chloride; dihydrogen peroxide in acetonitrile

1 h; Ambient temperatureother metalloporphyrins and N-bases; Product distribution;

Iwanejko, Ryszard; Mlodnicka, Teresa; Poltowicz, Jan

Bulletin of the Polish Academy of Sciences, Chemistry, 1995 , vol. 43, # 4 p. 325 336 Title/Abstract Full Text Show Details

With pyridine; hydrogen sulfide; oxygen; Fe2lt;24gt;RBPyBC in acetonitrile

T=25°C; 2 h; various time and catalysts; Product distribution;

Wang, Zheng; Martell, Arthur E.; Motekaitis

Chemical Communications, 1998 , # 15 p. 1523 - 1524 Title/Abstract Full Text View citing articles Show Details

With iodosylbenzene; pentachlorophenyl iron porphyrin in benzene

var. solv.: CH2Cl2; var. iron porphyrins; Product distributionRate constant;

Gross, Zeev; Simkhovich, Liliya

Tetrahedron Letters, 1998 , vol. 39, # 44 p. 8171 - 8174 Title/Abstract Full Text View citing articles Show Details

With lt;Co(PyPz2P)(OOtBu)gt; in dichloromethane

T=70°C; 2 h; other hydroperoxides cobalt complexes; other hydrocarbons; other solvents; var. temp.; Product distribution;

Chavez, Ferman A.; Rowland, John M.; Olmstead, Marilyn M.; Mascharak, Pradip K.

Journal of the American Chemical Society, 1998 , vol. 120, # 35 p. 9015 - 9027

systems in pyridine; formation of intermediate hydroperoxide; effect of various ligands; kinetics; mechanism; Product distribution;

Title/Abstract Full Text View citing articles Show Details

With oxygen; cyclohexene; lt;RuCl(tris(2-pyridylmethyl)amine)gt;2(2+) in acetonitrile

186 h; Ambient temperature; Yield given;

Kojima, Takahiko; Matsuda, Yoshihisa

Chemistry Letters, 1999 , # 1 p. 81 - 82 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; AMM-V5Si in various solvent(s) T=70°C; 70 h; other catalysts; Product distribution;

Oldroyd, Richard D.; Sankar, Gopinathan; Thomas, John Meurig; Hunnius, Matthias; Maier, Wilhelm F.

Journal of the Chemical Society - Faraday Transactions, 1998 , vol. 94, # 20 p. 3177 - 3182 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; tetraethylammonium chloride in acetonitrile

T=20°C; Yield givenYields of byproduct given;

Kojima, Takahiko; Matsuo, Hidenobu; Matsuda, Yoshihisa

Chemistry Letters, 1998 , # 11 p. 1085 - 1086 Title/Abstract Full Text View citing articles Show Details

With peracetic acid; Mn2O3(N,N',N''-trimethyl-1,4,7-triazacyclononane)2; dihydrogen peroxide in acetonitrile

T=30°C; 1 h; reaction in the presence of m-CPBA as peroxy acid; oxidation of saturated hydrocarbons with "H2O2-manganese(IV)complex-peroxycarboxylic acid" reagent; selectivity; effect of peroxy acid; effect of reaction conditions, additives; Product distribution;

Shul'pin; Lindsay-Smith

Russian Chemical Bulletin, 1998 , vol. 47, # 12 p. 2379 - 2386 Title/Abstract Full Text View citing articles Show Details

With meso-tetraphenylporphyrin iron(III) chloride; iodosylbenzene in benzene

T=29.85°C; other reagents, other solvent; Product distributionRate constant;

Guo, Can-Cheng

Journal of Catalysis, 1998 , vol. 178, # 1 art. no. CA982138, p. 182 - 187 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; titanium aluminophosphate TAPO-5 in acetone

T=76.85°C; 1 h; other hydrocarbons and alcohols; var. titanium aluminophosphate molecular sieves as catalysts; var. time; Product distribution;

Hassan Zahedi-Niaki; Kapoor, Mahendra Parkash; Kaliaguine, Serge

Journal of Catalysis, 1998 , vol. 177, # 2 p. 231 - 239 Title/Abstract Full Text View citing articles Show Details

A: 1040 mmol B: 72 mmol

With air; dihydrogen peroxide; 2,3-Pyrazinedicarboxylic acid; [NBu4][VO3] in acetonitrile

T=40°C; Oxidation; 24 h;

Suess-Fink, Georg; Stanislas, Sandrine; Shul'pin, Georgiy B.; Nizova, Galina V.; Stoeckli-Evans, Helen; Neels, Antonia; Bobillier, Christiane; Claude, Saturnin

Journal of the Chemical Society - Dalton Transactions, 1999 , # 18 p. 3169 - 3175 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; [FeII(N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamine) (CH3CN)2](ClO4)2

Oxidation; 0.5 h;

Chen, Kui; Que Jr., Lawrence

Chemical Communications, 1999 , # 15 p. 1375 - 1376 Title/Abstract Full Text View citing articles Show Details

With air; 2,3-Pyrazinedicarboxylic acid; dihydrogen peroxide; [NBu4][VO3] in acetonitrile

T=40°C; Oxidation; 24 h; Product distribution; Further Variations:Catalysts;

Suess-Fink, Georg; Stanislas, Sandrine; Shul'pin, Georgiy B.; Nizova, Galina V.; Stoeckli-Evans, Helen; Neels, Antonia; Bobillier, Christiane; Claude, Saturnin

Journal of the Chemical Society - Dalton Transactions, 1999 , # 18 p. 3169 - 3175 Title/Abstract Full Text View citing articles Show Details

With iodosylbenzene; μ-oxo-bis[tetraphenylporphinatomanganese(III)] chloride in benzene

T=29.85°C; Oxidation; 2 h; Kinetics; Further Variations:Catalysts;

Guo, Can-Cheng; Li, He-Ping; Xu, Jian-Bing

Journal of Catalysis, 1999 , vol. 185, # 2 p. 345 - 351 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; iron-yttrium in pyridine; acetonitrile

T=20°C; Oxidation; 120 h; Product distribution; Further Variations:Catalysts;

Alvaro, Mercedes; Ferrer, Belen; Garcia, Hermenegildo; Sanjuan, Ana

Tetrahedron, 1999 , vol. 55, # 40 p. 11895 - 11902 Title/Abstract Full Text View citing articles Show Details

A: 13.0 % Chromat. B: 75.5 % Chromat.

With oxygen; nitric acid; titanium(IV) oxide in acetonitrile

Oxidation; 8 h; Irradiation; Product distribution;

Su, Bitao; He, Yufeng; Li, Xingyong; Lin, Enhui; Li, Qinlin

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 1997 , vol. 36, # 9 p. 785 - 788 Title/Abstract Full Text View citing articles Show Details

With [Cu2(Py2SSPy2)](ClO4)2; dihydrogen peroxide in acetonitrile

T=25°C; Oxidation; 0.5 h;

Ohta, Takehiro; Tachiyama, Takashi; Yoshizawa, Kazunari; Yamabe, Tokio

Tetrahedron Letters, 2000 , vol. 41, # 15 p. 2581 - 2585 Title/Abstract Full Text View citing articles Show Details

With oxygen; acetic acid; isobutyraldehyde; carbon monoxide

T=28°C; Oxidation; Aerobic oxidation; P=30400 Torr; Product distribution; Further Variations:CatalystsTemperatures;

Kesavan, Venkitasamy; Sivanand, Pennadam S.; Chandrasekaran, Srinivasan; Koltypin, Yuri; Gedanken, Aharon

Angewandte Chemie - International Edition, 1999 , vol. 38, # 23 p. 3521 - 3523 Title/Abstract Full Text View citing articles Show Details

Stage #1: With air; dihydrogen peroxide; pyrazinecarboxylic acid; [n-Bu4N]VO3 in water; acetonitrile

T=70°C; Oxidation; 2 h; Stage #2: With triphenylphosphine in water; acetonitrile

Reduction;

Guerreiro; Schuchardt; Shul'pin

Russian Chemical Bulletin, 1997 , vol. 46, # 4 p. 749 - 754 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; [(N4Py)Fe(CH3CN)]*2(ClO4) in acetonitrile

T=25°C; Oxidation; 1.5 h; Product distribution; Further Variations:SolventsReagentstime;

Roelfes, Gerard; Lubben, Marcel; Hage, Ronald; Que Jr., Lawrence; Feringa, Ben L.

Chemistry - A European Journal, 2000 , vol. 6, # 12 p. 2152 - 2159 Title/Abstract Full Text View citing articles Show Details

A: 52 % Chromat. B: 33 % Chromat.

With tert.-butylhydroperoxide; cis-[RuII(6,6'-Cl2bpy)2(OH)2](CF3SO3)2 in acetone

T=20°C; Oxidation; 24 h;

Che; Cheng; Chan; Lau; Mak

Journal of Organic Chemistry, 2000 , vol. 65, # 23 p. 7996 - 8000 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; nitric acid; Ca[V(HIDA)2] in acetonitrile

T=20°C; Oxidation; 6 h; Product distribution; Further Variations:Catalysts;

Reis; Silva; Frausto da Silva; Pombeiro

Chemical Communications, 2000 , # 19 p. 1845 - 1846 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; [Fe(L)Cl2]*0.25H2O in acetonitrile

Mekmouche, Yasmina

Angewandte Chemie - International Edition, 2001 , vol. 40, # 5 p. 949 - 952 Title/Abstract Full Text View citing articles Show Details

Hide Details

With ozone in tetrachloromethane

T=20°C; Kinetics;

Razumovskii

Russian Journal of Physical Chemistry A, 2001 , vol. 75, # 2 p. 170 - 173 Title/Abstract Full Text View citing articles Show Details

With oxygen; acetic acid; isobutyraldehyde; iron(III) oxide; titanium(IV) oxide

T=70°C; P=760 Torr;

Perkas; Wang; Koltypin; Gedanken; Chandrasekaran

Chemical Communications, 2001 , # 11 p. 988 - 989 Title/Abstract Full Text View citing articles Show Details

With perchloric acid; 2,3,4,5,6-pentachloroaniline; dihydrogen peroxide; [n-Bu4N]VO3 in acetonitrile

T=40°C; Product distributionKinetics; Further Variations:ReagentsTemperatures;

Shul'pin, Georgiy B.; Kozlov, Yuriy N.; Nizova, Galina V.; Suess-Fink, Georg; Stanislas, Sandrine; Kitaygorodskiy, Alex; Kulikova, Vera S.

Journal of the Chemical Society. Perkin Transactions 2, 2001 , # 8 p. 1351 - 1371 Title/Abstract Full Text View citing articles Show Details

With 3-chloro-benzenecarboperoxoic acid; Co(TPFPP)(CF3SO3) in dichloromethane; acetonitrile

T=20°C; 1 h; Title compound not separated from byproducts;

Nam; Kim

Chemical Communications, 2001 , # 14 p. 1262 - 1263 Title/Abstract Full Text View citing articles Show Details

A: 5.4 % Chromat. B: 3.5 % Chromat.

With tert.-butylhydroperoxide; (Ph4P)2[Mn2(ophenylenebis(oxamato))2(H2O)3]*3H2O*MeCN; oxygen in dichloromethane

T=20°C; 72 h;

Blay; Fernandez; Gimenez; Pedro; Ruiz; Pardo; Lloret; Munoz

Chemical Communications, 2001 , # 20 p. 2102 - 2103 Title/Abstract Full Text View citing articles Show Details

With [FeII(tris(2-pyridylmethyl)amine)(CH3CN)2](ClO4)2; dihydrogen peroxide in acetonitrile

T=25°C; 0.5 h; Product distribution; Further Variations:ReagentsReaction partners;

Chen; Que Jr.

Journal of the American Chemical Society, 2001 , vol. 123, # 26 p. 6327 - 6337 Title/Abstract Full Text View citing articles Show Details

A: 50 % Chromat. B: 4 % Chromat.

With 1H-imidazole; sodium periodate; Mn(III)meso-(p-sulfonato-Ph)4-β-Br8porphyrin*Amberl.IRA400 in water; acetonitrile

T=20°C; 10 h;

Tangestaninejad; Habibi; Mirkhani; Moghadam

Molecules, 2002 , vol. 7, # 2 p. 264 - 270 Title/Abstract Full Text View citing articles Show Details

A: 0.0055 mmol B: 0.007 mmol

With tert.-butylhydroperoxide; oxygen; tris-N,N',N''-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11heptadecafluoroundecyl)-1,4,7-triazacyclononane; [Co(n-C8F17(CH2)2COO)2(H2O)2] in various solvent(s) T=24.85°C; P=760 Torr; 24 h;

Vincent; Rabion; Yachandra; Fish

Canadian Journal of Chemistry, 2001 , vol. 79, # 5-6 p. 888 - 895 Title/Abstract Full Text View citing articles Show Details

With air; dihydrogen peroxide; β-[Fe(II)-(bpmcn)(OTf)2] in acetonitrile

T=20°C; Product distribution; Further Variations:Catalysts;

Costas, Miquel; Que Jr., Lawrence

Angewandte Chemie - International Edition, 2002 , vol. 41, # 12 p. 2179 - 2181 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; acetic acid; [(1,4,7-trimethyl-1,4,7-triazacyclononaneMn(IV))2(O)3] (PF6)2 in acetonitrile

T=22°C; Product distribution; Further Variations:CatalystsTemperaturesReagents;

Shul'Pin

Petroleum Chemistry, 2001 , vol. 41, # 6 p. 405 - 412 Title/Abstract Full Text View citing articles Show Details

With phosphomolybdic acid; hydrogen; oxygen; platinum on activated charcoal in acetonitrile

T=35°C; 1 h; atmospheric pressure; Product distribution; Further Variations:CatalystsReagentsSolventsTemperaturesreaction time;

Kirillova; Kuznetsova; Likholobov

Russian Chemical Bulletin, 2002 , vol. 51, # 6 p. 975 - 981 Title/Abstract Full Text View citing articles Show Details

With oxygen; (n-Bu4N)4W10O32 in dichloromethane

T=24.85°C; P=759.811 Torr; 2 h; Irradiation; Product distribution; Further Variations:CatalystsSolvents;

Maldotti, Andrea; Molinari, Alessandra; Varani, Graziano; Lenarda, Maurizio; Storaro, Loretta; Bigi, Franca; Maggi, Raimondo; Mazzacani, Alessandro; Sartori, Giovanni

Journal of Catalysis, 2002 , vol. 209, # 1 p. 210 - 216 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; vandium phosphorus oxide in acetonitrile

T=65°C; 8 h; Product distribution; Further Variations:SolventsReagentsreaction time;

Pillai, Unnikrishnan R.; Sahle-Demessie, Endalkachew

Chemical Communications, 2002 , # 18 p. 2142 - 2143 Title/Abstract Full Text View citing articles Show Details

A: 29 % Spectr. B: 28 % Spectr.

With cobalt(II) perchlorate; 3-chloro-benzenecarboperoxoic acid in dichloromethane; acetonitrile

T=20°C; 1 h; Product distribution; Further Variations:Reagents;

Nam, Wonwoo; Ryu, Ju Yeon; Kim, Inwoo; Kim, Cheal

Tetrahedron Letters, 2002 , vol. 43, # 31 p. 5487 - 5490 Title/Abstract Full Text View citing articles Show Details

With oxygen; [(n-C4H9)4N]4H[SiW11Ru(III)(H2O)O39]*2H2O

T=99.85°C; 48 h; Product distribution; Further Variations:time;

Yamaguchi, Kazuya; Mizuno, Noritaka

New Journal of Chemistry, 2002 , vol. 26, # 8 p. 972 - 974 Title/Abstract Full Text View citing articles Show Details

With [Fe22+(H2Hbamb)2(N-MeIm)2]; 2-methyl-1-phenyl-2-propylhydroperoxide in dichloromethane; N,N-dimethyl-formamide

6 h;

Foster, Trina L.; Caradonna, John P.

Journal of the American Chemical Society, 2003 , vol. 125, # 13 p. 3678 - 3679 Title/Abstract Full Text View citing articles Show Details

A: 45 % Chromat. B: 36 % Chromat.

With 1H-imidazole; [bis(acetoxy)iodo]benzene; [bmim]PF6; MnTFPPCl in dichloromethane

T=20°C;

Li, Zhen; Xia, Chun-Gu; Xu, Chuan-Zhi

Tetrahedron Letters, 2003 , vol. 44, # 51 p. 9229 - 9232 Title/Abstract Full Text Show Details

With iodosylbenzene; {[Fe(IV)(O)(N4Py)](ClO4)}+ in acetonitrile

T=25°C; Product distributionKinetics; Further Variations:Reagents;

Kaizer, Jozsef; Klinker, Eric J.; Oh, Na Young; Rohde, Jan-Uwe; Song, Woon Ju; Stubna, Audria; Kim, Jinheung; Muenck, Eckard; Nam, Wonwoo; Que Jr., Lawrence

Journal of the American Chemical Society, 2004 , vol. 126, # 2 p. 472 - 473 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; oxygen; [Cu(1,4,7-(C8F17(CH2)3)3-triazacyclononane)Cl] in various solvent(s) T=24.85°C; P=760 Torr; 24 h;

Contel, Maria; Izuel, Cristina; Laguna, Mariano; Villuendas, Pedro R.; Alonso, Pablo J.; Fish, Richard H.

Chemistry - A European Journal, 2003 , vol. 9, # 17 p. 4168 - 4178 Title/Abstract Full Text View citing articles Show Details

With air; [N3Py-Bn)Fe(CH3CN)2](ClO4)2 in acetone

T=25°C; Product distribution; Further Variations:CatalystsSolvents;

Klopstra, Marten; Roelfes, Gerard; Hage, Ronald; Kellogg, Richard M.; Feringa, Ben L.

European Journal of Inorganic Chemistry, 2004 , # 4 p. 846 - 856 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; acetic acid; butanone; mesoporous VMCM-41 vanadium catalyst

T=99.85°C; 12 h; Product distribution; Further Variations:CatalystsReagents;

Selvam; Dapurkar

Journal of Catalysis, 2005 , vol. 229, # 1 p. 64 - 71 Title/Abstract Full Text View citing articles Show Details

With air

P=900.072 Torr; electrical discharges; Product distribution;

Kudryashov; Ryabov; Shchegoleva; Sirotkina; Velichkina

Petroleum Chemistry, 2004 , vol. 44, # 6 p. 438 - 440 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; vanadium phosphorus oxide in acetonitrile

T=65°C; 20 h;

Pillai, Unnikrishnan R.; Sahle-Demessie, Endalkachew

New Journal of Chemistry, 2003 , vol. 27, # 3 p. 525 - 528 Title/Abstract Full Text View citing articles Show Details

With [2,2]bipyridinyl; dihydrogen peroxide; triphenylphosphine; iron(III) chloride in acetonitrile

T=60°C; Product distribution; Further Variations:reaction times;

Shul'pin, Georgiy B.; Golfeto, Camilla C.; Suess-Fink, Georg; Shul'pina, Lidia S.; Mandelli, Dalmo

Tetrahedron Letters, 2005 , vol. 46, # 27 p. 4563 - 4567 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; [Fe(tpoen)Cl]PF6 in acetonitrile

T=20°C; 1.5 h; Product distribution; Further Variations:CatalystsReagents;

Li, Fei; Wang, Mei; Ma, Chengbing; Gao, Aiping; Chen, Hongbo; Sun, Licheng

Dalton Transactions, 2006 , # 20 p. 2427 - 2434 Title/Abstract Full Text View citing articles Show Details

With [OCu4(tea)4(BOH)4][BF4]2; dihydrogen peroxide; nitric acid in acetonitrile

T=20°C; 72 h; atmospheric pressure; Product distribution; Further Variations:Reagentsreaction times;

Kirillov, Alexander M.; Kopylovich, Maximilian N.; Kirillova, Marina V.; Haukka, Matti; Da Silva, M. Fatima C. Guedes; Pombeiro, Armando J. L.

Angewandte Chemie - International Edition, 2005 , vol. 44, # 28 p. 4345 - 4349 Title/Abstract Full Text View citing articles Show Details

A: 73 % Chromat. B: 8 % Chromat.

With potassium permanganate; boron trifluoride acetonitrile complex in acetonitrile

T=24.85°C; Kinetics;

Lam, William W. Y.; Yiu, Shek-Man; Lee, Joyce M. N.; Yau, Sammi K. Y.; Kwong, Hoi-Ki; Lau, Tai-Chu; Liu, Dan; Lin, Zhenyang

Journal of the American Chemical Society, 2006 , vol. 128, # 9 p. 2851 - 2858 Title/Abstract Full Text View citing articles Show Details

With chromium; oxygen; silica gel in acetonitrile

T=41.85°C; P=760 Torr; 5 h; Irradiation; Product distribution; Further Variations:Reagents;

Shiraishi, Yasuhiro; Teshima, Yugo; Hirai, Takayuki

Chemical Communications, 2005 , # 36 p. 4569 - 4571 Title/Abstract Full Text View citing articles Show Details

With [NiII(tris(2-(pyridin-2-yl)ethyl)amine)(OAc)]BPh4; nitrobenzene; 3-chlorobenzenecarboperoxoic acid in dichloromethane; acetonitrile

T=20°C;

Nagataki, Takayuki; Ishii, Kenta; Tachi, Yoshimitsu; Itoh, Shinobu

Dalton Transactions, 2007 , # 11 p. 1120 - 1128 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; polymeric ferric bipyridine in acetonitrile

T=20°C; Product distribution; Further Variations:ReagentsCatalysts;

Luo; Zhang; Zong; Menage; Fontecave

Polish Journal of Chemistry, 2006 , vol. 80, # 8 p. 1407 - 1414 Title/Abstract Full Text View citing articles Show Details

With carbon dioxide; dihydrogen peroxide; acetic acid; zeolite TS-1 T=80°C; P=91509.2 Torr; 8 h; Product distribution; Further Variations:SolventsPressuresReagentsTemperaturesreaction times;

Gao, Liang; Jiang, Tao; Han, Buxing; Zong, Baoning; Zhang, Xiaoxin; Zhang, Jicheng

Australian Journal of Chemistry, 2006 , vol. 59, # 3 p. 225 - 228 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; [Fe6O3(OH)(p-NO2C6H4COO)11(DMF)4] in water; acetonitrile

Product distribution; Further Variations:CatalystsReagents;

Trettenhahn, Guenter; Nagl, Michael; Neuwirth, Norbert; Arion, Vladimir B.; Jary, Walther; Poechlauer, Peter; Schmid, Walther

Angewandte Chemie - International Edition, 2006 , vol. 45, # 17 p. 2794 - 2798 Title/Abstract Full Text View citing articles Show Details

With pyrazinecarboxylic acid; dihydrogen peroxide; [n-Bu4N]VO3 in water; acetonitrile

T=40°C; Kinetics;

Romakh; Kozlov; Suess-Fink; Shul'pin

Russian Journal of Physical Chemistry A, 2007 , vol. 81, # 8 p. 1221 - 1229 Title/Abstract Full Text View citing articles Show Details

With oxygen; bismuth-containing SBA-15 mesoporous silica T=139.84°C; P=7500.75 Torr; 4 h; Product distribution; Further Variations:Catalysts;

Wang, Huan-Ling; Li, Rong; Zheng, Yun-Feng; Chen, Hang-Ning; Jin, Jun; Wang, Fu-Shan; Ma, Jian-Tai

Helvetica Chimica Acta, 2007 , vol. 90, # 9 p. 1837 - 1847 Title/Abstract Full Text View citing articles Show Details

With oxygen; polymer-supported Co(II) T=140°C; Kinetics; Further Variations:Temperatures;

Loncarevic; Krstic; Bankovic; Anic; Cupic

Russian Journal of Physical Chemistry A, 2007 , vol. 81, # 9 p. 1398 - 1401 Title/Abstract Full Text View citing articles Show Details

A: 28 - 54 %Chromat. B: 13 - 41 %Chromat.

With oxygen; acetaldehyde; acetonitrile; copper diacetate in 1,2-dichloro-ethane

T=70°C; P=6840.46 Torr; 24 h;

OSAKA UNIVERSITY

Patent: EP1174410 A2, 2002 ; Location in patent: Example 1 ;

A: 10 %Chromat. B: 7 %Chromat.

With 1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane; oxygen; benzaldehyde; copper dichloride in dichloromethane

T=25°C; P=760.051 Torr; 24 h;

OSAKA UNIVERSITY

Patent: EP1174410 A2, 2002 ; Location in patent: Example 4 ;

A: 34 %Chromat. B: 10 %Chromat.

With oxygen; acetaldehyde; acetonitrile; copper in dichloromethane

T=25°C; P=760.051 Torr; 48 h;

OSAKA UNIVERSITY

Patent: EP1174410 A2, 2002 ; Location in patent: Example 4 ;

A: 34 %Chromat. B: 10 %Chromat.

With oxygen; acetaldehyde; acetonitrile; copper (I) acetate in dichloromethane

T=25°C; P=760.051 Torr; 48 h;

A: 33 %Chromat. B: 9 %Chromat.

With oxygen; acetaldehyde; acetonitrile; copper diacetate in dichloromethane

T=25°C; P=760.051 Torr; 48 h;

A: 21 %Chromat. B: 9 %Chromat.

With pyridine; oxygen; acetaldehyde; copper diacetate in dichloromethane

T=25°C; P=760.051 Torr; 36 h;

A: 27 %Chromat. B: 11 %Chromat.

With Glutaronitrile; oxygen; acetaldehyde; copper diacetate in dichloromethane

T=25°C; P=760.051 Torr; 48 h;

A: 29 %Chromat. B: 9 %Chromat.

With oxygen; acetaldehyde; benzonitrile; copper diacetate in dichloromethane

T=25°C; P=760.051 Torr; 48 h;

With oxygen in water

T=155 - 165°C; Hide Experimental Procedure

Title/Abstract Full Text Show Details

OSAKA UNIVERSITY

Patent: EP1174410 A2, 2002 ; Location in patent: Example 4 ; Title/Abstract Full Text Show Details

OSAKA UNIVERSITY

Patent: EP1174410 A2, 2002 ; Location in patent: Example 4 ; Title/Abstract Full Text Show Details

OSAKA UNIVERSITY

Patent: EP1174410 A2, 2002 ; Location in patent: Example 4 ; Title/Abstract Full Text Show Details

OSAKA UNIVERSITY

Patent: EP1174410 A2, 2002 ; Location in patent: Example 4 ; Title/Abstract Full Text Show Details

OSAKA UNIVERSITY

Patent: EP1174410 A2, 2002 ; Location in patent: Example 4 ; Title/Abstract Full Text Show Details

Chinese Petrochemical Development Co., Ltd.

Patent: US2004/162445 A1, 2004 ; Location in patent: Page 3-4 ; Title/Abstract Full Text Show Details

1; 2; 3; 4; 5:Example 1

In a high temperature and high pressure reactor such as autoclave, 1500 ml of a mixture of cyclohexane and water (volume ratio is 95:5, weight ratio is 93.7:6.3) is added, and upon the temperature reaching 165° C., pure oxygen having a feed pressure higher than a vapor pressure of the mixture by 1 bar is introduced in a closed manner when gas insufficiency is incurred, and stirred to perform the oxidation reaction. The space-time-yield of cyclohexanone, total usable yield for cyclohexanone, cyclohexanol and cyclohexyl hydroperoxides, and a ratio of cyclohexanone to cyclohexanol are recorded as shown in Table 1 below:; In an autoclave, 1500 ml of a mixture of cyclohexane and water (volume ratio is 95:5, weight ratio is 93.7:6.3) is added, and upon the temperature reaching 160° C., pure oxygen having a feed pressure higher than a vapor pressure of the mixture by 1 bar is introduced in a closed manner when gas insufficiency is incurred, and stirred to perform the oxidation reaction. The space-time-yield of cyclohexanone, total usable yield for cyclohexanone, cyclohexanol and cyclohexyl hydroperoxides, and a ratio of cyclohexanone to cyclohexanol are recorded as shown in Table 2 below:; In an autoclave, 1500 ml of a mixture of cyclohexane and water (volume ratio is 95:5, weight ratio is 93.7:6.3) is added, and upon the temperature reaching 155° C., pure oxygen having a feed pressure higher than a vapor

pressure of the mixture by 1 bar is introduced in a closed manner when gas insufficiency is incurred, and stirred to perform the oxidation reaction. The space-time-yield of cyclohexanone, total usable yield for cyclohexanone, cyclohexanol and cyclohexyl hydroperoxides, and a ratio of cyclohexanone to cyclohexanol are recorded as shown in Table 3 below:; In an autoclave, 1500 ml of a mixture of cyclohexane and water (volume ratio is 75:25, weight ratio is 70.3:29.7) is added, and upon the temperature reaching 165° C., pure oxygen having a feed pressure higher than a vapor pressure of the mixture by 1 bar is introduced in a closed manner when gas insufficiency is incurred, and stirred to perform the oxidation reaction. The space-time-yield of cyclohexanone, total usable yield for cyclohexanone, cyclohexanol and cyclohexyl hydroperoxides, and a ratio of cyclohexanone to cyclohexanol are recorded as shown in Table 4 below:; In an autoclave, 1500 ml of a mixture of cyclohexane and water (volume ratio is 75:25, weight ratio is 70.3:29.7) is added, and upon the temperature reaching 160° C., pure oxygen having a feed pressure higher than a vapor pressure of the mixture by 1 bar is introduced in a closed manner when gas insufficiency is incurred, and stirred to perform the oxidation reaction. The space-time-yield of cyclohexanone, total usable yield for cyclohexanone, cyclohexanol and cyclohexyl hydroperoxides, and a ratio of cyclohexanone to cyclohexanol are recorded as shown in Table 5 below:; In an autoclave, 600 ml of cyclohexane is added, and upon the temperature reaching 165° C., air is introduced in a continuous one-in-one-out manner to read a pressure of 12 bar and stirred to perform the oxidation reaction. The space-time-yield of cyclohexanone, total usable yield for cyclohexanone, cyclohexanol and cyclohexyl hydroperoxides, and a ratio of cyclohexanone to cyclohexanol are recorded as shown in Table 6 below:

With oxygen; cobalt naphthenate

T=150°C; P=7500.75 Torr; 1.16667 h; Gas phase; Hide Experimental Procedure

Suzuki, Ken; Nagahara, Hajime

Patent: US2004/176592 A1, 2004 ; Location in patent: Page 15 ; Title/Abstract Full Text Show Details

1.1:1) Step of Subjecting Cyclohexane to Oxidation with Air to Obtain a Mixture of Ccyclohexanone and Cyclohexanol

600 g of cyclohexane and cobalt naphthenate as a catalyst (amount of the catalyst in terms of cobalt atom: 1 ppm by weight, based on the weight of cyclohexane) was charged into an autoclave having an inner volume of 1,000 ml, which was made of glass and had an inlet for gas. A gaseous mixture of oxygen and nitrogen (O2/N2 volume ratio: 1/9) was flowed to the autoclave at a rate of 1,000 ml/min (N.T.P., that is, under normal temperature and pressure conditions) to effect a reaction at 150° C. under 1 MPa for 40 minutes while stirring. Then, the resultant reaction mixture was allowed to stand still for 30 minutes while flowing nitrogen gas to the autoclave. Gas withdrawn from the autoclave, which entrained the reaction mixture, was cooled to separate the reaction mixture as a condensate from the gas. The condensate reaction mixture was returned to the autoclave. The gas having the reaction mixture removed therefrom was discarded as a waste. The reaction mixture was analyzed by GC. The results of the analysis of the reaction mixture by GC showed that the conversion of cyclohexane was 4.0percent, and the total selectivity for cyclohexanol and cyclohexanone was 75.8percent (the weight ratio of the produced cyclohexanol to the produced cyclohexanone was 6/4). The analysis by GC was conducted in substantially the same manner as in the case of the hydration of cyclohexene in the above-mentioned step 2) in Example 1.

With oxygen; HAuCl4; silicalite-1; mixture of, calcined T=150 - 170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 3; 4 ; Title/Abstract Full Text Show Details

9; 10; 11:EXAMPLES 9-23

[0038] Examples 9-23 illustrate using the catalysts of Examples 1-7 for the oxidation of cyclohexane. [0039] Each of the catalysts according to Examples 1-7 (0.8-0.9 g) was loaded into 300 ml Parr pressure reactor containing cyclohexane (160 g) and cyclohexanone (0 or 0.70 g). The reactor was purged for 20 minutes with helium (300 cc/min at atmospheric pressure) and, after that, pressurized with helium to 130-140 psig. [0040] The contents of the reactor were heated to 150° C. or 170° C., helium flow was shut down, and air was fed to the reactor at the rate of 300 cc/min. until desired cyclohexane conversion was achieved. Results of the tests are indicated in Table 1. [TABLE-US-00001] TABLE 1 Catalyst (amount of Au Cyclohexanone Cyclohexane Selectivity to Product is indicated as molar Support T in reactor conversion K + A + CHP distribution (percent) Ex. fraction) Structure (° C.) charge (g) (percent) (percent) K A CHP 94.6 * 10-3 Au on SiO2 MFI 170 0.7 3.39 91.4 52 45 4 104.6 * 10-3 Au on SiO2 MFI 150 0 2.93 95.9 17.3 34.3 49.4 114.6 * 10-3 Au on SiO2 MFI 150 0 6.09 88 22.4 43.4 34.2 125.7 * 10-3 Au on MFI 170 0.7 3.56 90 52 42 6 (Al2O3)0.0025SiO2 135.0 * 10-3 Au on MFI 170 0.7 3.83 84 35.3 53.7 11 (Al2O3)0.086SiO2 145.7 * 10-3 Au on MFI 170 0.7 3.2 92 50 47 3 (TiO2)0.025(SiO2) 155.7 * 10-3 Au on MFI 170 0.7 4.21 90.6 50 47 4 (TiO2)0.025(SiO2) 165.7 * 10-3 Au on MFI 170 0.7 6.66 88.1 53 47 0 (TiO2)0.025(SiO2) 175.7 * 10-3 Au on MFI 150 0 4.11 91.2 28.5 52.4 19.1 (TiO2)0.025(SiO2) 185.3 * 10-3 Au on MFI 170 0.7 2.53 90.3 38 45 16 (B2O3)0.0083(SiO2) 195.3 * 10-3 Au on MFI 170 0.7 3.11 86.6 34 51 15 (B2O3)0.0083(SiO2) 205.3 * 10-3 Au on MFI 170 0.7 4.88 87.9 46 48 6 (B2O3)0.0083(SiO2) 21 2 * 10-2 Au on FAU 170 0.7 3.98 83.7 27 55 18 (Na2O)0.026(Al2O3)0.15 (SiO2) 223.2 * 10-3 Au on FAU 170 0.7 2.6 85 32.2 62.5 5.3 (Na2O)0.0025(Al2O3)0.023 (SiO2) 232.4 * 10-2 Au on ATS 170 0.7 2.9 87 28 55 17 Al2O3.P2O5 24 None - 170 0 1.63 87.3 7 11 8 25 None - 170 0 4.77 87.9 14 27 59 26 None - 170 0 7.35 81.5 20 44 36 27 None - 170 0.7 2.76 87.5 14 29 57 28 None - 170 0.7 3.68 84.5 16 41 43 29 None - 170 0.7 4.94 83 19 55 26 30 None - 170 0.7 6.32 80.2 23 57 21 31 None - 150 0 3.56 96.6 8.2 14.9 77 32 None - 150 0 8.45 88.4 14.8 27.1 58.1 33(B2O3)0.0083(SiO2) MFI 170 0.7 2.78 87.3 15 36 49 34SiO2 MFI 170 0.7 3.7 88 8 44 48 35(TiO2)0.025(SiO2) MFI 170 0.7 3.7 86 11 43 46 36Al2O3.P2O5 ATS 170 0.7 3.2 85.4 10 43 48 374.5 * 10-3 Au on SiO2 amorphous 170 0.7 3.19 89.4 19 32 48 384.3 * 10-3 Au on Al2O3 boehmite 170 0.7 2.56 87.7 7 31 62

With oxygen; Au on Al2O3 - boehmite T=170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 4; 5 ; Title/Abstract Full Text Show Details

38:COMPARATIVE EXAMPLE 38

[0052] This comparative example illustrates preparing an Au/Al2O3 catalyst having a boehmite structure, and using the catalyst in cyclohexane oxidation. [0053] y-Al2O3 (basic, Alpha Aesar, 5.984 g) was suspended in 117.3 g solution of 0.1percent AuCl3 in 0.5percent HCl. The slurry was titrated with 9percent NH3 to pH 7.0. The agitation continued for 4 hours at ambient temperature. The slurry was filtered, and the precipitate was washed on a filter with 50 ml water, dried overnight at 110° C., and calcined 3 hours at 450° C. The catalyst, Au/Al203 was tested in cyclohexane oxidation as in Examples 8-23. Results of the test are indicated in Table 1.[TABLE-US-00001] TABLE 1 Catalyst (amount of Au Cyclohexanone Cyclohexane Selectivity to Product is indicated as molar Support T in reactor conversion K + A + CHP distribution (percent) Ex. fraction) Structure (° C.) charge (g) (percent) (percent) K A CHP 94.6 * 10-3 Au on SiO2 MFI 170 0.7 3.39 91.4 52 45 4 104.6 * 10-3 Au on SiO2 MFI 150 0 2.93 95.9 17.3 34.3 49.4 114.6 * 10-3 Au on SiO2 MFI 150 0 6.09 88 22.4 43.4 34.2 125.7 * 10-3 Au on MFI 170 0.7 3.56 90 52 42 6 (Al2O3)0.0025SiO2 135.0 * 10-3 Au on MFI 170 0.7 3.83 84 35.3 53.7 11 (Al2O3)0.086SiO2 145.7 * 10-3 Au on MFI 170 0.7 3.2 92 50 47 3 (TiO2)0.025(SiO2) 155.7 * 10-3 Au on MFI 170 0.7 4.21 90.6 50 47 4 (TiO2)0.025(SiO2) 165.7 * 10-3 Au on MFI 170 0.7 6.66 88.1 53 47 0 (TiO2)0.025(SiO2) 175.7 * 10-3 Au on MFI 150 0 4.11 91.2 28.5 52.4 19.1 (TiO2)0.025(SiO2) 185.3 * 10-3 Au on MFI 170 0.7 2.53 90.3 38 45 16 (B2O3)0.0083(SiO2) 195.3 * 10-3 Au on MFI 170 0.7 3.11 86.6 34 51 15 (B2O3)0.0083(SiO2) 205.3 * 10-3 Au on MFI 170 0.7 4.88 87.9 46 48 6 (B2O3)0.0083(SiO2) 21 2 * 10-2 Au on FAU 170 0.7 3.98 83.7 27 55 18 (Na2O)0.026(Al2O3)0.15 (SiO2) 223.2 * 10-3 Au on FAU 170 0.7 2.6 85 32.2 62.5 5.3 (Na2O)0.0025(Al2O3)0.023 (SiO2) 232.4 * 10-2 Au on ATS 170 0.7 2.9 87 28 55 17 Al2O3.P2O5 24 None - 170 0 1.63 87.3 7 11 8 25 None - 170 0 4.77 87.9 14 27 59 26 None - 170 0 7.35 81.5 20 44 36 27 None - 170 0.7 2.76 87.5 14 29 57 28 None - 170 0.7 3.68 84.5 16 41 43 29 None - 170 0.7 4.94 83 19 55 26 30 None - 170 0.7 6.32 80.2 23 57 21 31 None - 150 0 3.56 96.6 8.2 14.9 77 32 None - 150 0 8.45 88.4 14.8 27.1 58.1 33(B2O3)0.0083(SiO2) MFI 170 0.7 2.78 87.3 15 36 49 34SiO2 MFI 170 0.7 3.7 88 8 44 48 35(TiO2)0.025(SiO2) MFI 170 0.7 3.7 86 11 43 46 36Al2O3.P2O5 ATS 170 0.7 3.2 85.4 10 43 48 374.5 * 10-3 Au on SiO2 amorphous 170 0.7 3.19 89.4 19 32 48 384.3 * 10-3 Au on Al2O3 boehmite 170 0.7 2.56 87.7 7 31 62

With oxygen; Au on SiO2 - amorphous T=170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

37:COMPARATIVE EXAMPLE 37

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 4; 5 ; Title/Abstract Full Text Show Details

[0050] This comparative example illustrates preparing an Au/SiO2 catalyst having an amorphous structure, and using the catalyst in cyclohexane oxidation. [0051] Au/SiO2 catalyst was prepared using a solgel method. Tetraethylorthosilicate (10.5 g) and 1.3 ml of 0.12 M HAuCl4 solution were dissolved in ethanol, and dilute aqueous NH3 solution was added until the mixture became turbid. The mixture was held for 15 hours, and then the precipitate was filtered, washed, and dried. The catalyst was tested in cyclohexane oxidation as in Examples 8-23. Results of the tests are indicated in Table 1.[TABLE-US-00001] TABLE 1 Catalyst (amount of Au Cyclohexanone Cyclohexane Selectivity to Product is indicated as molar Support T in reactor conversion K + A + CHP distribution (percent) Ex. fraction) Structure (° C.) charge (g) (percent) (percent) K A CHP 94.6 * 10-3 Au on SiO2 MFI 170 0.7 3.39 91.4 52 45 4 104.6 * 10-3 Au on SiO2 MFI 150 0 2.93 95.9 17.3 34.3 49.4 114.6 * 10-3 Au on SiO2 MFI 150 0 6.09 88 22.4 43.4 34.2 125.7 * 10-3 Au on MFI 170 0.7 3.56 90 52 42 6 (Al2O3)0.0025SiO2 135.0 * 10-3 Au on MFI 170 0.7 3.83 84 35.3 53.7 11 (Al2O3)0.086SiO2 145.7 * 10-3 Au on MFI 170 0.7 3.2 92 50 47 3 (TiO2)0.025(SiO2) 155.7 * 10-3 Au on MFI 170 0.7 4.21 90.6 50 47 4 (TiO2)0.025(SiO2) 165.7 * 10-3 Au on MFI 170 0.7 6.66 88.1 53 47 0 (TiO2)0.025(SiO2) 175.7 * 10-3 Au on MFI 150 0 4.11 91.2 28.5 52.4 19.1 (TiO2)0.025(SiO2) 185.3 * 10-3 Au on MFI 170 0.7 2.53 90.3 38 45 16 (B2O3)0.0083(SiO2) 195.3 * 10-3 Au on MFI 170 0.7 3.11 86.6 34 51 15 (B2O3)0.0083(SiO2) 205.3 * 10-3 Au on MFI 170 0.7 4.88 87.9 46 48 6 (B2O3)0.0083(SiO2) 21 2 * 10-2 Au on FAU 170 0.7 3.98 83.7 27 55 18 (Na2O)0.026(Al2O3)0.15 (SiO2) 223.2 * 10-3 Au on FAU 170 0.7 2.6 85 32.2 62.5 5.3 (Na2O)0.0025(Al2O3)0.023 (SiO2) 232.4 * 10-2 Au on ATS 170 0.7 2.9 87 28 55 17 Al2O3.P2O5 24 None - 170 0 1.63 87.3 7 11 8 25 None - 170 0 4.77 87.9 14 27 59 26 None - 170 0 7.35 81.5 20 44 36 27 None - 170 0.7 2.76 87.5 14 29 57 28 None - 170 0.7 3.68 84.5 16 41 43 29 None - 170 0.7 4.94 83 19 55 26 30 None - 170 0.7 6.32 80.2 23 57 21 31 None - 150 0 3.56 96.6 8.2 14.9 77 32 None - 150 0 8.45 88.4 14.8 27.1 58.1 33(B2O3)0.0083(SiO2) MFI 170 0.7 2.78 87.3 15 36 49 34SiO2 MFI 170 0.7 3.7 88 8 44 48 35(TiO2)0.025(SiO2) MFI 170 0.7 3.7 86 11 43 46 36Al2O3.P2O5 ATS 170 0.7 3.2 85.4 10 43 48 374.5 * 10-3 Au on SiO2 amorphous 170 0.7 3.19 89.4 19 32 48 384.3 * 10-3 Au on Al2O3 boehmite 170 0.7 2.56 87.7 7 31 62

With oxygen; HAuCl4; titanosilicate; mixture of, calcined, TiO2 : SiO2 = 0.025 : 1 T=150 - 170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 3; 4 ; Title/Abstract Full Text Show Details

14; 15; 16; 17:EXAMPLES 9-23

With oxygen; silica gel

T=170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 4; 5 ; Title/Abstract Full Text Show Details

34:COMPARATIVE EXAMPLE 34

[0044] This comparative example illustrates oxidizing cyclohexane using silicalite-1 with MFI structure as a catalyst (without gold). [0045] Silicalite-1 was prepared according to Example 1 (the catalyst did not contain gold). The catalyst was tested in cyclohexane oxidation as in Examples 8-23. Results of the test are shown in Table 1.[TABLE-US-00001] TABLE 1 Catalyst (amount of Au Cyclohexanone Cyclohexane Selectivity to Product is indicated as molar Support T in reactor conversion K + A + CHP distribution (percent) Ex. fraction) Structure (° C.) charge (g) (percent) (percent) K A CHP 94.6 * 10-3 Au on SiO2 MFI 170 0.7 3.39 91.4 52 45 4 104.6 * 10-3 Au on SiO2 MFI 150 0 2.93 95.9 17.3 34.3 49.4 114.6 * 10-3 Au on SiO2 MFI 150 0 6.09 88 22.4 43.4 34.2 125.7 * 10-3 Au on MFI 170 0.7 3.56 90 52 42 6 (Al2O3)0.0025SiO2 135.0 * 10-3 Au on MFI 170 0.7 3.83 84 35.3 53.7 11 (Al2O3)0.086SiO2 145.7 * 10-3 Au on MFI 170 0.7 3.2 92 50 47 3 (TiO2)0.025(SiO2) 155.7 * 10-3 Au on MFI 170 0.7 4.21 90.6 50 47 4 (TiO2)0.025(SiO2) 165.7 * 10-3 Au on MFI 170 0.7 6.66 88.1 53 47 0 (TiO2)0.025(SiO2) 175.7 * 10-3 Au on MFI 150 0 4.11 91.2 28.5 52.4 19.1 (TiO2)0.025(SiO2) 185.3 * 10-3 Au on MFI 170 0.7 2.53 90.3 38 45 16 (B2O3)0.0083(SiO2) 195.3 * 10-3 Au on MFI 170 0.7 3.11 86.6 34 51 15 (B2O3)0.0083(SiO2) 205.3 * 10-3 Au on MFI 170 0.7 4.88 87.9 46 48 6 (B2O3)0.0083(SiO2) 21 2 * 10-2 Au on FAU 170 0.7 3.98 83.7 27 55 18 (Na2O)0.026(Al2O3)0.15 (SiO2) 223.2 * 10-3 Au on FAU 170 0.7 2.6 85 32.2 62.5 5.3 (Na2O)0.0025(Al2O3)0.023 (SiO2) 232.4 * 10-2 Au on ATS 170 0.7 2.9 87 28 55 17 Al2O3.P2O5 24 None - 170 0 1.63 87.3 7 11 8 25 None - 170 0 4.77 87.9 14 27 59 26 None - 170 0 7.35 81.5 20 44 36 27 None - 170 0.7 2.76 87.5 14 29 57 28 None - 170 0.7 3.68 84.5 16 41 43 29 None - 170 0.7 4.94 83 19 55 26 30 None - 170 0.7 6.32 80.2 23 57 21 31 None - 150 0 3.56 96.6 8.2 14.9 77 32 None - 150 0 8.45 88.4 14.8 27.1 58.1 33(B2O3)0.0083(SiO2) MFI 170 0.7 2.78 87.3 15 36 49 34SiO2 MFI 170 0.7 3.7 88 8 44 48 35(TiO2)0.025(SiO2) MFI 170 0.7 3.7 86 11 43 46 36Al2O3.P2O5 ATS 170 0.7 3.2 85.4 10 43 48 374.5 * 10-3 Au on SiO2 amorphous 170 0.7 3.19 89.4 19 32 48 384.3 * 10-3 Au on Al2O3 boehmite 170 0.7 2.56 87.7 7 31 62

With oxygen; alumophosphate, Al2O3*P2O5

T=170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 4; 5 ; Title/Abstract Full Text Show Details

36:COMPARATIVE EXAMPLE 36

[0048] This comparative example illustrates oxidizing cyclohexane using crystalline alumophosphate as a catalyst (without gold). [0049] Crystalline alumophosphate was prepared according to the first part of Example 7 (the catalyst did not contain gold). The catalyst was tested in cyclohexane oxidation as in Examples 8-23. Results of the test are shown in Table 1.[TABLE-US-00001] TABLE 1 Catalyst (amount of Au Cyclohexanone Cyclohexane Selectivity to Product is indicated as molar Support T in reactor conversion K + A + CHP distribution (percent) Ex. fraction) Structure (° C.) charge (g) (percent) (percent) K A CHP 94.6 * 10-3 Au on SiO2 MFI 170 0.7 3.39 91.4 52 45 4 104.6 * 10-3 Au on SiO2 MFI 150 0 2.93 95.9 17.3 34.3 49.4 114.6 * 10-3 Au on SiO2 MFI 150 0 6.09 88 22.4 43.4 34.2 125.7 * 10-3 Au on MFI 170 0.7 3.56 90 52 42 6 (Al2O3)0.0025SiO2 135.0 * 10-3 Au on MFI 170 0.7 3.83 84 35.3 53.7 11 (Al2O3)0.086SiO2 145.7 * 10-3 Au on MFI 170 0.7 3.2 92 50 47 3 (TiO2)0.025(SiO2) 155.7 * 10-3 Au on MFI 170 0.7 4.21 90.6 50 47 4 (TiO2)0.025(SiO2) 165.7 * 10-3 Au on MFI 170 0.7 6.66 88.1 53 47 0 (TiO2)0.025(SiO2) 175.7 * 10-3 Au on MFI 150 0 4.11 91.2 28.5 52.4 19.1 (TiO2)0.025(SiO2) 185.3 * 10-3 Au on MFI 170 0.7 2.53 90.3 38 45 16 (B2O3)0.0083(SiO2) 195.3 * 10-3 Au on MFI 170 0.7 3.11 86.6 34 51 15 (B2O3)0.0083(SiO2) 205.3 * 10-3 Au on MFI 170 0.7 4.88 87.9 46 48 6 (B2O3)0.0083(SiO2) 21 2 * 10-2 Au on FAU 170 0.7 3.98 83.7 27 55 18 (Na2O)0.026(Al2O3)0.15 (SiO2) 223.2 * 10-3 Au on FAU 170 0.7 2.6 85 32.2 62.5 5.3 (Na2O)0.0025(Al2O3)0.023 (SiO2) 232.4 * 10-2 Au on ATS 170 0.7 2.9 87 28 55 17 Al2O3.P2O5 24 None - 170 0 1.63 87.3 7 11 8 25 None - 170 0 4.77 87.9 14 27 59 26 None - 170 0 7.35 81.5 20 44 36 27 None - 170 0.7 2.76 87.5 14 29 57 28 None - 170 0.7 3.68 84.5 16 41 43 29 None - 170 0.7 4.94 83 19 55 26 30 None - 170 0.7 6.32 80.2 23 57 21 31 None - 150 0 3.56 96.6 8.2 14.9 77 32 None - 150 0 8.45 88.4 14.8 27.1 58.1 33(B2O3)0.0083(SiO2) MFI 170 0.7 2.78 87.3 15 36 49 34SiO2 MFI 170 0.7 3.7 88 8 44 48 35(TiO2)0.025(SiO2) MFI 170 0.7 3.7 86 11 43 46 36Al2O3.P2O5 ATS 170 0.7 3.2 85.4 10 43 48 374.5 * 10-3 Au on SiO2 amorphous 170 0.7 3.19 89.4 19 32 48 384.3 * 10-3 Au on Al2O3 boehmite 170 0.7 2.56 87.7 7 31 62

With oxygen; alumophosphate; HAuCl4; mixture of, calcined, Al2O3 : P2O5 = 1 : 1 T=170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 3; 4; 5 ;

Title/Abstract Full Text Show Details

23:EXAMPLES 9-23

With oxygen; alumosilicate; HAuCl4; mixture of, calcined, Al2O3 : SiO2 = 0.00025 : 1, 0.086 : 1 T=170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 3; 4 ; Title/Abstract Full Text Show Details

12; 13:EXAMPLES 9-23

With oxygen; alumosilicate; HAuCl4; mixture of, calcined, Na2O : Al2O3 : SiO2 = 0.026 : 0.15 :1, 0.025 : 0.023 : 1 T=170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 3; 4; 5 ; Title/Abstract Full Text Show Details

21; 22:EXAMPLES 9-23

With oxygen; borosilicate, (B2O3)0.0083(SiO2) T=170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 4; 5 ; Title/Abstract Full Text Show Details

33:COMPARATIVE EXAMPLE 33

[0042] This comparative example illustrates oxidizing cyclohexane using borosilicate B-ZSM-5 with MFI structure as a catalyst (without gold). [0043] Boron-containing ZSM-5 (B-ZSM-5) was prepared according to the first part of Example 3 (the catalyst did not contain gold). The catalyst was tested in cyclohexane oxidation as in Examples 8-23. Results of the test are shown in Table 1.[TABLE-US-00001] TABLE 1 Catalyst (amount of Au Cyclohexanone Cyclohexane Selectivity to Product is indicated as molar Support T in reactor conversion K + A + CHP distribution (percent) Ex. fraction) Structure (° C.) charge (g) (percent) (percent) K A CHP 94.6 * 10-3 Au on SiO2 MFI 170 0.7 3.39 91.4 52 45 4 104.6 * 10-3 Au on SiO2 MFI 150 0 2.93 95.9 17.3 34.3 49.4 114.6 * 10-3 Au on SiO2 MFI 150 0 6.09 88 22.4 43.4 34.2 125.7 * 10-3 Au on MFI 170 0.7 3.56 90 52 42 6 (Al2O3)0.0025SiO2 135.0 * 10-3 Au on MFI 170 0.7 3.83 84 35.3 53.7 11 (Al2O3)0.086SiO2 145.7 * 10-3 Au on MFI 170 0.7 3.2 92 50 47 3 (TiO2)0.025(SiO2) 155.7 * 10-3 Au on MFI 170 0.7 4.21 90.6 50 47 4 (TiO2)0.025(SiO2) 165.7 * 10-3 Au on MFI 170 0.7 6.66 88.1 53 47 0 (TiO2)0.025(SiO2) 175.7 * 10-3 Au on MFI 150 0 4.11 91.2 28.5 52.4 19.1 (TiO2)0.025(SiO2) 185.3 * 10-3 Au on MFI 170 0.7 2.53 90.3 38 45 16 (B2O3)0.0083(SiO2) 195.3 * 10-3 Au on MFI 170 0.7 3.11 86.6 34 51 15 (B2O3)0.0083(SiO2) 205.3 * 10-3 Au on MFI 170 0.7 4.88 87.9 46 48 6 (B2O3)0.0083(SiO2) 21 2 * 10-2 Au on FAU 170 0.7 3.98 83.7 27 55 18 (Na2O)0.026(Al2O3)0.15 (SiO2) 223.2 * 10-3 Au on FAU 170 0.7 2.6 85 32.2 62.5 5.3 (Na2O)0.0025(Al2O3)0.023 (SiO2) 232.4 * 10-2 Au on ATS 170 0.7 2.9 87 28 55 17 Al2O3.P2O5 24 None - 170 0 1.63 87.3 7 11 8 25 None - 170 0 4.77 87.9 14 27 59 26 None - 170 0 7.35 81.5 20 44 36 27 None - 170 0.7 2.76 87.5 14 29 57 28 None - 170 0.7 3.68 84.5 16 41 43 29 None - 170 0.7 4.94 83 19 55 26 30 None - 170 0.7 6.32 80.2 23 57 21 31 None - 150 0 3.56 96.6 8.2 14.9 77 32 None - 150 0 8.45 88.4 14.8 27.1 58.1

33(B2O3)0.0083(SiO2) MFI 170 0.7 2.78 87.3 15 36 49 34SiO2 MFI 170 0.7 3.7 88 8 44 48 35(TiO2)0.025(SiO2) MFI 170 0.7 3.7 86 11 43 46 36Al2O3.P2O5 ATS 170 0.7 3.2 85.4 10 43 48 374.5 * 10-3 Au on SiO2 amorphous 170 0.7 3.19 89.4 19 32 48 384.3 * 10-3 Au on Al2O3 boehmite 170 0.7 2.56 87.7 7 31 62

With oxygen; borosilicate; HAuCl4; mixture of, calcined, B2O3 : SiO2 = 0.0083 : 1 T=170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 3; 4; 5 ; Title/Abstract Full Text Show Details

18; 19; 20:EXAMPLES 9-23

With oxygen; titanosilicate, (TiO2)0.025(SiO2) T=170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 4; 5 ; Title/Abstract Full Text Show Details

35:COMPARATIVE EXAMPLE 35

[0046] This comparative example illustrates oxidizing cyclohexane using titanosilicate TS-1 with MFI structure as a catalyst (without gold). [0047] Titanosilicate TS-1 was prepared according to the first part of Example 2 (the catalyst did not contain gold). The catalyst was tested in cyclohexane oxidation as in Examples 8-23. Results of the test are shown in Table 1.[TABLE-US-00001] TABLE 1 Catalyst (amount of Au Cyclohexanone Cyclohexane Selectivity to Product is indicated as molar Support T in reactor conversion K + A + CHP distribution (percent) Ex. fraction) Structure (° C.) charge (g) (percent) (percent) K A CHP 94.6 * 10-3 Au on SiO2 MFI 170 0.7 3.39 91.4 52 45 4 104.6 * 10-3 Au on SiO2 MFI 150 0 2.93 95.9 17.3 34.3 49.4 114.6 * 10-3 Au on SiO2 MFI 150 0 6.09 88 22.4 43.4 34.2 125.7 * 10-3 Au on MFI 170 0.7 3.56 90 52 42 6 (Al2O3)0.0025SiO2 135.0 * 10-3 Au on MFI 170 0.7 3.83 84 35.3 53.7 11 (Al2O3)0.086SiO2 145.7 * 10-3 Au on MFI 170 0.7 3.2 92 50 47 3 (TiO2)0.025(SiO2) 155.7 * 10-3 Au on MFI 170 0.7 4.21 90.6 50 47 4 (TiO2)0.025(SiO2) 165.7 * 10-3 Au on MFI 170 0.7 6.66 88.1 53 47 0 (TiO2)0.025(SiO2) 175.7 * 10-3 Au on MFI 150 0 4.11 91.2 28.5 52.4 19.1 (TiO2)0.025(SiO2) 185.3 * 10-3 Au on MFI 170 0.7 2.53 90.3 38 45 16 (B2O3)0.0083(SiO2) 195.3 * 10-3 Au on MFI 170 0.7 3.11 86.6 34 51 15 (B2O3)0.0083(SiO2) 205.3 * 10-3 Au on MFI 170 0.7 4.88 87.9 46 48 6 (B2O3)0.0083(SiO2) 21 2 * 10-2 Au on FAU 170 0.7 3.98 83.7 27 55 18 (Na2O)0.026(Al2O3)0.15 (SiO2) 223.2 * 10-3 Au on FAU 170 0.7 2.6 85 32.2 62.5 5.3 (Na2O)0.0025(Al2O3)0.023 (SiO2) 232.4 * 10-2 Au on ATS 170 0.7 2.9 87 28 55 17 Al2O3.P2O5 24 None - 170 0 1.63 87.3 7 11 8 25 None - 170 0 4.77 87.9 14 27 59 26 None - 170 0 7.35 81.5 20 44 36 27 None - 170 0.7 2.76 87.5 14 29 57 28 None - 170 0.7 3.68 84.5 16 41 43 29 None - 170 0.7 4.94 83 19 55 26 30 None - 170 0.7 6.32 80.2 23 57 21 31 None - 150 0 3.56 96.6 8.2 14.9 77 32 None - 150 0 8.45 88.4 14.8 27.1 58.1 33(B2O3)0.0083(SiO2) MFI 170 0.7 2.78 87.3 15 36 49 34SiO2 MFI 170 0.7 3.7 88 8 44 48 35(TiO2)0.025(SiO2) MFI 170 0.7 3.7 86 11 43 46 36Al2O3.P2O5 ATS 170 0.7 3.2 85.4 10 43 48 374.5 * 10-3 Au on SiO2 amorphous 170 0.7 3.19 89.4 19 32 48 384.3 * 10-3 Au on Al2O3 boehmite 170 0.7 2.56 87.7 7 31 62

With oxygen

T=150 - 170°C; Pressure; Conversion of starting material; Hide Experimental Procedure

Solutia Inc.

Patent: US2004/158103 A1, 2004 ; Location in patent: Page 4; 5 ; Title/Abstract Full Text Show Details

24-32:COMPARATIVE EXAMPLES 24-32

[0041] Comparative examples 24-32 illustrate oxidizing cyclohexane without a catalyst. Cyclohexane (160 g) and cyclohexanone (0 or 0.70 g) were loaded into 300 ml Parr pressure reactor. The reactor was purged for 20 minutes with 300 cc/min. helium at atmospheric pressure and, after that, pressurized with helium to 130-140 psig. The contents of the reactor were heated to 150° C. or 170° C., helium flow was shut down, and air was fed to the reactor at the rate of 300 cc/min. until desired cyclohexane conversion was achieved. Results of the tests are indicated in Table 1. [TABLE-US-00001] TABLE 1 Catalyst (amount of Au Cyclohexanone Cyclohexane Selectivity to Product is indicated as molar Support T in reactor conversion K + A + CHP distribution (percent) Ex. fraction) Structure (° C.) charge (g) (percent) (percent) K A CHP 94.6 * 10-3 Au on SiO2 MFI 170 0.7 3.39 91.4 52 45 4 104.6 * 10-3 Au on SiO2 MFI 150 0 2.93 95.9 17.3 34.3 49.4 114.6 * 10-3 Au on SiO2 MFI 150 0 6.09 88 22.4 43.4 34.2 125.7 * 10-3 Au on MFI 170 0.7 3.56 90 52 42 6 (Al2O3)0.0025SiO2 135.0 * 10-3 Au on MFI 170 0.7 3.83 84 35.3 53.7 11 (Al2O3)0.086SiO2 145.7 * 10-3 Au on MFI 170 0.7 3.2 92 50 47 3 (TiO2)0.025(SiO2) 155.7 * 10-3 Au on MFI 170 0.7 4.21 90.6 50 47 4 (TiO2)0.025(SiO2) 165.7 * 10-3 Au on MFI 170 0.7 6.66 88.1 53 47 0 (TiO2)0.025(SiO2) 175.7 * 10-3 Au on MFI 150 0 4.11 91.2 28.5 52.4 19.1 (TiO2)0.025(SiO2) 185.3 * 10-3 Au on MFI 170 0.7 2.53 90.3 38 45 16 (B2O3)0.0083(SiO2) 195.3 * 10-3 Au on MFI 170 0.7 3.11 86.6 34 51 15 (B2O3)0.0083(SiO2) 205.3 * 10-3 Au on MFI 170 0.7 4.88 87.9 46 48 6 (B2O3)0.0083(SiO2) 21 2 * 10-2 Au on FAU 170 0.7 3.98 83.7 27 55 18 (Na2O)0.026(Al2O3)0.15 (SiO2) 223.2 * 10-3 Au on FAU 170 0.7 2.6 85 32.2 62.5 5.3 (Na2O)0.0025(Al2O3)0.023 (SiO2) 232.4 * 10-2 Au on ATS 170 0.7 2.9 87 28 55 17 Al2O3.P2O5 24 None - 170 0 1.63 87.3 7 11 8 25 None - 170 0 4.77 87.9 14 27 59 26 None - 170 0 7.35 81.5 20 44 36 27 None - 170 0.7 2.76 87.5 14 29 57 28 None 170 0.7 3.68 84.5 16 41 43 29 None - 170 0.7 4.94 83 19 55 26 30 None - 170 0.7 6.32 80.2 23 57 21 31 None - 150 0 3.56 96.6 8.2 14.9 77 32 None - 150 0 8.45 88.4 14.8 27.1 58.1 33(B2O3)0.0083(SiO2) MFI 170 0.7 2.78 87.3 15 36 49 34SiO2 MFI 170 0.7 3.7 88 8 44 48 35(TiO2)0.025(SiO2) MFI 170 0.7 3.7 86 11 43 46 36Al2O3.P2O5 ATS 170 0.7 3.2 85.4 10 43 48 374.5 * 10-3 Au on SiO2 amorphous 170 0.7 3.19 89.4 19 32 48 384.3 * 10-3 Au on Al2O3 boehmite 170 0.7 2.56 87.7 7 31 62

With oxygen; cobalt naphthenate

T=150°C; P=7500.75 Torr; 1.16667 h; Product distribution / selectivity; Hide Experimental Procedure

Asahi Kasei Kabushiki Kaisha

Patent: EP1364940 A1, 2003 ; Location in patent: Page/Page column 17-18 ; Title/Abstract Full Text Show Details

1.1:

The condensate reaction mixture was returned to the autoclave. The gas having the reaction mixture removed therefrom was discarded as a waste. The reaction mixture was analyzed by GC. The analysis of the reaction mixture by GC showed that the conversion of cyclohexane was 4.0 percent, and the total selectivity for cyclohexanol and cyclohexanone was 75.8 percent (the weight ratio of the produced cyclohexanol to the produced cyclohexanone was 6/4). The analysis by GC was conducted in substantially the same manner as in the case of the hydration of cyclohexene in the above-mentioned step 2-2a) in Example 1. Further, the reaction mixture was analyzed by GC under the below-mentioned conditions, and it was found that the reaction mixture contained, as by-products, a carboxylic acid, an aldehyde, a ketone other than cyclohexanone, an ester, an ether, an alcohol other than cyclohexanol, a hydrocarbon other than cyclohexane, and the like. Apparatus: Gas chromatograph Model GC-14A, manufactured and sold by Shimadzu Corporation, Japan (this apparatus was provided with a flame ionization detector (FID)) Column: Capillary column DB-1, manufactured and sold by JW Scientific, Germany (inner diameter: 0.25 mm, length: 30 m) Carrier gas: helium Flow rate of an eluent: 20 ml/min Temperature programming: initially, the temperature was maintained at 50 °C for 5 minutes, then the temperature was elevated at a rate of 10 °C/min to 350 °C, and then the temperature was maintained at 350 °C for 5 minutes. The reaction mixture was washed with an alkali solution by a conventional method, followed by distillation by a conventional method to thereby remove the cyclohexane remaining unreacted and by-products, thereby obtaining a mixture containing cyclohexanol and cyclohexanone. From the mixture was removed cyclohexanone by distillation to obtain a distillation residue containing cyclohexanol. The distillation residue containing cyclohexanol was further subjected to dehydrogenation to obtain cyclohexanone. The obtained cyclohexanone was purified by distillation to obtain a purified cyclohexanone product having a purity of 99.5 percent. However, the purified cyclohexanone product contained, as impurities, 2,500 ppm by weight of butyl cyclohexyl ether, 500 ppm by weight of n-pentylcyclohexane, 450 ppm by weight of cyclohexyl acetate and 200 ppm by weight of hexahydrobenzaldehyde, wherein each of these impurities has a boiling point which is very close to that of cyclohexanone. It is well-known that these impurities remain not only in a subsequent step of oximation of the cyclohexanone for obtaining cyclohexanone oxime, but also in a rearrangement step for producing ε-caprolactam from the obtained cyclohexanone oxime, leading to a lowering of the quality of the produced ε-caprolactam.

With oxygen; gold-supporting ceric oxide

T=20 - 120°C; P=11251.1 Torr; 24 h; Autoclave; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1707551 A2, 2006 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

2.5 g (30 mmol) of cyclohexane and 0.10 g of gold-supporting ceric oxide obtained in Reference Example 1 as a catalyst were put in a 12-ml autoclave, and the inside of the system was pressurized up to 1.5MPa with oxygen at room temperature and thereafter heated up to a temperature of 120°C and reacted for 24 hours. As a result of analyzing the reaction liquid, degree of conversion of cyclohexane was 2.0percent, selectivity coefficient of cyclohexanone was 25.3 percent and selectivity coefficient of cyclohexanol was 35.9 percent.

With 2,2'-azobis(isobutyronitrile); oxygen; 4.5 weight percent gold-supporting MCM-41 T=20 - 120°C; P=11251.1 Torr; 24 h; Autoclave; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1707551 A2, 2006 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

The reaction was performed in the same manner as Example 2 except for replacing gold-supporting ceric oxide obtained in Reference Example 1 with gold-supporting MCM-41 obtained in Reference Example 2 as a catalyst. As a result of analyzing the reaction liquid, degree of conversion of cyclohexane was 10.5percent, selectivity coefficient of cyclohexanone was 31.3 percent and selectivity coefficient of cyclohexanol was 48.5 percent.

With 2,2'-azobis(isobutyronitrile); oxygen; gold-supporting ceric oxide

T=20 - 120°C; P=11251.1 Torr; 24 h; Autoclave; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1707551 A2, 2006 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

2; 3:

2.5 g (30 mmol) of cyclohexane and 0.10 g of gold-supporting ceric oxide obtained in Reference Example 1 as a catalyst were put in a 12-ml autoclave, to which 0.075 g (0.46 mmol) of 2,2'azobis(isobutyronitrile) was further added as a free-radical initiator, and the inside of the system was pressurized up to 1.5MPa with oxygen at room temperature and thereafter heated up to a temperature of 120°C and reacted for 24 hours. As a result of analyzing the reaction liquid, degree of conversion of cyclohexane was 20.8 percent, selectivity coefficient of cyclohexanone was 37.8 percent and selectivity coefficient of cyclohexanol was 52.5 percent.; Example 3 The reaction was performed in the same manner as Example 2 except for pressurizing the inside of the system by using air instead of oxygen. As a result of analyzing the reaction liquid, degree of conversion of cyclohexane was 14.0 percent, selectivity coefficient of cyclohexanone was 28.5 percent and selectivity coefficient of cyclohexanol was 64.8 percent.

With oxygen; 4.5 weight percent gold-supporting MCM-41 T=20 - 120°C; P=11251.1 Torr; 24 h; Autoclave; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1707551 A2, 2006 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

The reaction was performed in the same manner as Example 1 except for replacing gold-supporting ceric oxide obtained in Reference Example 1 with gold-supporting MCM-41 obtained in Reference Example 2 as a catalyst. As a result of analyzing the reaction liquid, degree of conversion of cyclohexane was 1.7 percent, selectivity coefficient of cyclohexanone was 16.6 percent and selectivity coefficient of cyclohexanol was 28.5 percent.

Stage #1: With oxygen

T=160°C; P=11251.1 Torr; 1 h; Stage #2: With sodium hydroxide; cobalt(II) sulfate in water

T=95°C; P=7500.75 Torr; 1 h; Product distribution / selectivity; Hide Experimental Procedure

DSM IP ASSETS B.V.

Patent: WO2006/46852 A1, 2006 ; Location in patent: Page/Page column 13-18 ; Title/Abstract Full Text Show Details

A; 4; 8; 11:

Oxidation of cyclohexane; 170 g cyclohexane obtained by hydrogenation of benzene was charged to a batch reactor with a reflux condenser. The cyclohexane mixture was stirred at 1300 rpm and heated to 16O0C under a continuous flow of 8percent O2 in N2 at a reactor pressure 1.5 MPa. After 1 hour of supplying oxygen as a mixture of 8percent O2 in N2 , in an amount of 80 Nl/hr nitrogen was supplied and the

reactor was cooled to room temperature. After releasing the pressure 35 ml of a 1 N aqueous NaOH solution, comprising 20 ppm cobalt, added as cobaltous sulphate, was added to the reaction mixture. Subsequently the reactor was pressurized with nitrogen to 1 MPa and stirred for one hour at 1000 rpm at a EPO <DP n="15"/>temperature of 95 0C. After cooling down the reaction mixture and release of the

pressure the reaction mixture was acidified with diluted sulphuric acid. Subsequently the organic layer was separated off. Analysis by gas chromatography of the separated organic layer shows the presence of 43.1 mMoles of cyclohexanone, 33.2 mMoles of cyclohexanol and 8.9 mMoles of C6 type by-products.This relates to a selectivity towards cyclohexanone and cyclohexanol from cyclohexane of 89.6percent (=100percent*(43.1+33.2)/(43.1+33.2+8.9)).The overall selectivity into cyclohexanol and cyclohexanone, calculated on the initial amount of benzene is 89,5percent.; Oxidation of cyclohexane 165 g of cyclohexane was charged to a batch reactor with a reflux condenser. The cyclohexane was stirred at 1300 rpm and heated to 1600C under a continuous flow of 80 Nl/hr of 8percent O2 in N2 at a pressure of

1.5 MPa. After 1 hour the oxygen supply was replaced by nitrogen and the reactor was cooled to room temperature. After releasing the pressure 35 ml of a 1 N aqueous NaOH solution, comprising 20 ppm cobalt, added as cobaltous sulphate, was added to the reaction mixture in order to decompose the cyclohexyl hydroperoxide formed in the oxidation reaction. Therefore the reactor was pressurized with nitrogen to 1 MPa and the reaction mixture was stirred at 1000 rpm for one more hour at 95°C. After cooling down the reaction mixture was acidified with diluted sulphuric acid the organic layer was separated. Gas chromatographic analysis showed that 42.7 mMoles cyclohexanone, 32.6 mMoles cyclohexanol and 8.2 mMoles C6 type by-products were obtained. This relates to a selectivity towards cyclohexanone and cyclohexanol from cyclohexane of 90.2percent.; Oxidation of cyclohexane Example 4 was repeated with 167 g obtained from example 7. Gas chromatographic EPO <DP n="18"/>analysis showed that 43.0 mMoles cyclohexanone, 32.8 mMoles cyclohexanol and 8.6 mMoles C6 type by-products were obtained. This relates to a selectivity towards cyclohexanone and cyclohexanol from cyclohexane of 89.9percent; Oxidation of cyclohexane Example 4 was repeated with 170 g cyclohexane obtained from example 10. Gas EPO <DP n="19"/>chromatographic analysis showed that 42.9 mMoles cyclohexanone, 32.8 mMoles cyclohexanol and 8.1 mMoles C6 type by-products were obtained.

With oxygen; mesoporous silica catalyst of Reference Example 3 T=20 - 140°C; P=6975.7 Torr; 8 h; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1903022 A1, 2008 ; Location in patent: Page/Page column 5; 6 ; Title/Abstract Full Text Show Details

Example 4 The same operation as in Example 3 was carried out except that the reaction temperature was 140°C. At the time point of 8 hours after the reaction was initiated, the degree of conversion of cyclohexane was 10.1percent, the selectivity for cyclohexanone was 39.8percent, the selectivity for cyclohexanol was 44.2percent, and the selectivity for cyclohexyl hydroperoxide was 0percent (total selectivity: 84.0percent).

With dihydrogen peroxide; oxalic acid; 1,4,7-triazacyclononane-based dinuclear manganese catalyst in acetonitrile

T=25°C; KineticsProduct distribution; Further Variations:ReagentsSolvents;

Shul'pin, Georgiy B.; Matthes, Marianne G.; Romakh, Vladimir B.; Barbosa, Marilia I.F.; Aoyagi, Jonatas L.T.; Mandelli, Dalmo

Tetrahedron, 2008 , vol. 64, # 9 p. 2143 - 2152 Title/Abstract Full Text View citing articles Show Details

A: 29 %Chromat. B: 62.5 %Chromat.

With tert.-butylhydroperoxide; Mn-TMPyP

T=65°C; 24 h;

Alkordi, Mohamed H.; Liu, Yunling; Larsen, Randy W.; Eubank, Jarrod F.; Eddaoudi, Mohamed

Journal of the American Chemical Society, 2008 , vol. 130, # 38 p. 12639 - 12641 Title/Abstract Full Text View citing articles Show Details

With VCl3[HC(pz)3]; dihydrogen peroxide; nitric acid in water; acetonitrile

T=20°C; 6 h; Inert atmosphere; Reactivity; Reagent/catalystTimeConcentration;

Silva, Telma F. S.; Alegria, Elisabete C. B. A.; Martins, Luisa M. D. R. S.; Pombeiro, Armando J. L.

Advanced Synthesis and Catalysis, 2008 , vol. 350, # 5 p. 706 - 716 Title/Abstract Full Text View citing articles Show Details

With Li[FeCl2{SO3C(pz)3}]; dihydrogen peroxide; nitric acid in water; acetonitrile

T=20°C; 6 h; Inert atmosphere; Reactivity; Reagent/catalystTimeConcentrationSolvent;

Silva, Telma F. S.; Alegria, Elisabete C. B. A.; Martins, Luisa M. D. R. S.; Pombeiro, Armando J. L.

Advanced Synthesis and Catalysis, 2008 , vol. 350, # 5 p. 706 - 716 Title/Abstract Full Text View citing articles Show Details

With C22H20Cl2F6FeN4O6S2; dihydrogen peroxide in water; acetonitrile

T=20°C; Reactivity; Reagent/catalyst;

England, Jason; Davies, Catherine R.; Banaru, Maria; White, Andrew J. P.; Britovseka, George J. P.

Advanced Synthesis and Catalysis, 2008 , vol. 350, # 6 p. 883 - 897 Title/Abstract Full Text View citing articles Show Details

With [Fe(CF3SO3)2(1-[2′-(6'-methylpyridyl)methyl]-4,7-dimethyl-1,4,7triazacyclononane)]; water; dihydrogen peroxide; oxygen in acetonitrile

T=25°C;

Company, Anna; GoI mez, Laura; Fontrodona, Xavier; Ribas, Xavi; Costas, Miquel

Chemistry - A European Journal, 2008 , vol. 14, # 19 p. 5727 - 5731 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=19.84°C; Neat (no solvent)UV-irradiation;

Tada, Mizuki; Akatsuka, Yusaku; Yang, Yong; Sasaki, Takehiko; Kinoshita, Mutsuo; Motokura, Ken; Iwasawa, Yasuhiro

Angewandte Chemie - International Edition, 2008 , vol. 47, # 48 p. 9252 - 9255 Title/Abstract Full Text View citing articles Show Details

With 2CHO2(1-)*2C3H4N2*C9H10Cu3N6O(2+); dihydrogen peroxide; nitric acid in water; acetonitrile

T=25°C; P=760.051 Torr; 6 h;

Di Nicola, Corrado; Garau, Federica; Karabach, Yauhen Y.; Martins, Luisa M. D. R. S.; Monari, Magda; Pandolfo, Luciano; Pettinari, Claudio; Pombeiro, Armando J. L.

European Journal of Inorganic Chemistry, 2009 , # 5 p. 666 - 676 Title/Abstract Full Text View citing articles Show Details

A: 1.8 %Chromat. B: 9.3

With dihydrogen peroxide in water; acetonitrile

T=50°C; P=760.051 Torr; 5 h;

Kirillova, Marina V.; Kirillov, Alexander M.; Guedes Da Silva, M. Fatima C.; Pombeiro, Armando J. L.

European Journal of Inorganic Chemistry, 2008 , # 22 p. 3423 - 3427

%Chromat.

Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; [(pymox-Me2)2RuCl2]+BF4- in water

T=20°C; 24 h;

Yi, Chae S.; Kwon, Ki-Hyeok; Lee, Do W.

Organic Letters, 2009 , vol. 11, # 7 p. 1567 - 1569 Title/Abstract Full Text View citing articles Show Details

A: < 0.1 μmol B: 4.3 μmol

With tert.-butylhydroperoxide in acetonitrile

T=20°C;

Shan; Qian; Zhang; Luo

Polish Journal of Chemistry, 2009 , vol. 83, # 1 p. 163 - 168 Title/Abstract Full Text View citing articles Show Details

With oxygen

Product distribution / selectivity; Hide Experimental Procedure

CHINA PETROCHEMICAL DEVELOPMENT CORPORATION

Patent: US2009/264682 A1, 2009 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

Example 1; Cyclohexane was used for oxidization with an oxygen-containing gas. An aqueous sodium hydroxide solution having alkalinity of 1350 meq/kg was added to the oxidized cyclohexyl mixture. The obtained mixture was pumped out at a flow rate of 26 M3/hr from the bottom of the mixing tank, and was analyzed by a coulometric moisture meter and an atomic adsorption spectrometer. The water and sodium contents were 10.7 wt percent and 1105 ppm, respectively.The mixture was then delivered to a horizontal separation tank and retained for about 6 minutes before discharging the aqueous phase and delivering the organic phase to the bottom of the extraction tower. The organic phase was analyzed. The analysis showed that the organic phase contained 35.4 wt percent of cyclohexanone, 25.1 wt percent of cyclohexanol, 5 wt percent of water, and 850 ppm of sodium ion. Deionized water was delivered to the extraction tower at a flow rate of 9 M3/hr to perform countercurrent extraction, during which the deionized water flowed in adirection opposite to the flow of the organic phase. After extraction, the organic solution was analyzed to obtain a result showing that the organic solution contains 41.3 wt. percent of cyclohexanone, 31 wt percent of cyclohexanol, 3.2 wt percent of water, and 4.7 ppm of sodium ions. Finally, the organic solution was delivered to a distillation tower to separate out cyclohexanone.

With oxygen

Product distribution / selectivity; Hide Experimental Procedure

China Petrochemical Development Corporation

Patent: EP2110371 A1, 2009 ; Location in patent: Page/Page column 7 ; Title/Abstract Full Text Show Details

EXAMPLE 1; Cyclohexane was used for oxidization with an oxygen-containing gas. An aqueous sodium hydroxide solution having alkalinity of 1350 meq/kg was added to the oxidized cyclohexyl mixture. The obtained mixture was pumped out at a flow rate of 26 M3/hr from the bottom of the mixing tank, and was analyzed by a coulometric moisture meter and an atomic adsorption spectrometer. The water and sodium contents were 10.7 wtpercent and 1105 ppm, respectively. The mixture was then delivered to a horizontal separation tank and retained for about 6 minutes before discharging the aqueous phase and delivering the organic phase to the bottom of the extraction tower. The organic phase was analyzed. The analysis showed that the organic phase contained 35.4 wtpercent of cyclohexanone, 25.1 wtpercent of cyclohexanol, 5 wtpercent of water, and 850 ppm of sodium ion. Deionized water was delivered to the extraction tower at a flow rate of 9 M3/hr to perform countercurrent extraction, during which the deionized water flowed in a direction opposite to the flow of the organic phase. After extraction, the organic solution was analyzed to obtain a result showing that the organic solution contains 41.3 wt. percent of cyclohexanone, 31 wtpercent of cyclohexanol, 3.2 wtpercent of water, and 4.7 ppm of sodium ions. Finally, the organic solution was delivered to a distillation tower to separate out cyclohexanone. A: 16.7 %Chromat. B: 7.7 %Chromat.

With [Ru3(μ3-O)(-CH3COO)6(pyridine)2(CH3OH)](PF6); iodosylbenzene in dichloromethane

2 h; Inert atmosphere;

Nunes, Genebaldo S.; Alexiou, Anamaria D.P.; Toma, Henrique E.

Journal of Catalysis, 2008 , vol. 260, # 1 p. 188 - 192 Title/Abstract Full Text View citing articles Show Details

With NaO32W10; oxygen; silica gel

T=5 - 10°C; P=759.826 Torr; IrradiationNeat (no solvent); chemoselective reaction;

Ni, Lingli; Ni, Ji; Lv, Yuan; Yang, Ping; Cao, Yong

Chemical Communications, 2009 , # 16 p. 2171 - 2173 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=139.84°C; P=15001.5 Torr; 6 h;

Hao, Jianmin; Liu, Baozhong; Cheng, Haiyang; Wang, Qiang; Wang, Jinyao; Cai, Shuxia; Zhao, Fengyu

Chemical Communications, 2009 , # 23 p. 3460 - 3462 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=139.84°C; P=15001.5 Torr; 4 h;

Hao, Jianmin; Liu, Baozhong; Cheng, Haiyang; Wang, Qiang; Wang, Jinyao; Cai, Shuxia; Zhao, Fengyu

Chemical Communications, 2009 , # 23 p. 3460 - 3462 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in water; acetonitrile

T=80°C; 24 h; Molecular sieve;

Kumar, Ranjit; Sithambaram, Shanthakumar; Suib, Steven L.

Journal of Catalysis, 2009 , vol. 262, # 2 p. 304 - 313 Title/Abstract Full Text View citing articles Show Details

With C46H52Fe2N6O5(2+)*2ClO4(1-); 3-chloro-benzenecarboperoxoic acid in dichloromethane; acetonitrile

T=20°C; 0.5 h; chemoselective reaction;

Visvaganesan, Kusalendiran; Suresh, Eringathodi; Palaniandavar, Mallayan

Dalton Transactions, 2009 , # 19 p. 3814 - 3823 Title/Abstract Full Text View citing articles Show Details

With molybdenum(VI) oxide

T=180°C; Mechanism; Reagent/catalyst;

Conte, Marco; Chechik, Victor

Chemical Communications, 2010 , vol. 46, # 22 p. 3991 - 3993 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; acetonitrile

T=150°C; 4 h; Autoclave;

Wang, Yong; Zhang, Jinshui; Wang, Xinchen; Antonietti, Markus; Li, Haoran

With tert.-butylhydroperoxide; C30H36Cl2Fe2N6O11S2 in acetonitrile

T=50°C; 24 h;

Parrilha, Gabrieli L.; Ferreira, Sarah S.; Fernandes, Christiane; Silva, Giselle C.; Carvalho, Nakedia M.F.; Antunes; Drago, Valderes; Bortoluzzid, Adailton J.; Horn Jr., Adolfo

Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 4 p. 603 - 613 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=100°C; P=22502.3 Torr; 0.5 h; Microwave irradiation;

Dolaz, Mustafa; McKee, Vickie; Urus, Serhan; Demir, Necmettin; Sabik, Ali E.; Goelcue, Ayseguel; Tuemer, Mehmet

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2010 , vol. 76, # 2 p. 174 - 181 Title/Abstract Full Text View citing articles Show Details

With oxygen; chromium(III) acetylacetonate; cobalt(II) 2-ethylhexanoate

T=156°C; P=7500.75 - 8250.83 Torr; Product distribution / selectivity; Hide Experimental Procedure

DSM IP Assets B.V.; DAGUENET, Corinne; PARTON, Rudy Francois Maria Jozef; TINGE, Johan Thomas

Patent: WO2010/69870 A1, 2010 ; Location in patent: Page/Page column 8; 11-13 ;

Angewandte Chemie - International Edition, 2010 , vol. 49, # 19 p. 3356 - 3359 Title/Abstract Full Text View citing articles Show Details

Title/Abstract Full Text Show Details

Example 1A mixture of 95.52 g of CHx feed, 1.0189 g of biphenyl (internal standard), 0.74260 g of a solution of Cr(acac)3 in cyclohexane (60.52 ppm Cr) and 0.10880 g of a solution of Co(EH)2 in cyclohexane (149 ppm Co) was placed in the same reactor as comparative example A. In the present example the chromium and cobalt concentrations used were 0.47 ppm and 0.07 ppm in the CHx feed, respectively, giving a molar ratio of 0.13. The reaction was carried out using the same conditions and in the same way as in Comparative Example A.Example 2 A mixture of 96.02 g of CHx feed, 1.0041 g of biphenyl (internal standard), 0.6913 g of a solution of Cr(acac)3 in cyclohexane (60.52 ppm Cr) and 0.16721 g of a solution of Co(EH)2 in cyclohexane (149 ppm Co) was placed in the same reactor as comparative example A. In the present example the chromium and cobalt concentrations used were 0.44 ppm and 0.26 ppm in the CHx feed, respectively, giving a molar ratio of 0.52. The reaction was carried out using the same conditions and in the same way as in Comparative Example A.

With tert.-butylhydroperoxide; OCu4(N(CH2CH2O)3)4(BOH)4(2+)*2BF4(1-)= [OCu4(N(CH2CH2O)3)4(BOH)4][BF4]2 in water; acetonitrile

T=50°C; 5 h;

Kirillova, Marina V.; Kirillov, Alexander M.; Mandelli, Dalmo; Carvalho, Wagner A.; Pombeiro, Armando J.L.; Shul'Pin, Georgiy B.

Journal of Catalysis, 2010 , vol. 272, # 1 p. 9 - 17 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in acetonitrile

T=20°C;

Biswas, Achintesh Narayan; Pariyar, Anand; Bose, Suranjana; Das, Purak; Bandyopadhyay, Pinaki

Catalysis Communications, 2010 , vol. 11, # 12 p. 1008 - 1011 Title/Abstract Full Text View citing articles Show Details

A: 18.8 %Chromat. B: 7.8 %Chromat.

With [Cu2(H2O)2(.mu.-O-2-O2N-4-C6H3NN=C(COMe)COMe)2]; dihydrogen peroxide; nitric acid in water; acetonitrile

T=24.84°C; 6 h;

Mahmudov, Kamran T.; Kopylovich, Maximilian N.; Silva, M. Fatima C. Guedes da; Figiel, Pawel J.; Karabach, Yauhen Yu.; Pombeiro, Armando J.L.

Journal of Molecular Catalysis A: Chemical, 2010 , vol. 318, # 1-2 p. 44 - 50 Title/Abstract Full Text View citing articles Show Details

A: 31 %Chromat. B: 31 %Chromat.

With 1H-imidazole; sodium periodate in water; acetonitrile

T=20°C; 0.5 h; Sonication;

Tangestaninejad; Moghadam; Mirkhani; Mohammadpoor-Baltork; Hoseini

Journal of the Iranian Chemical Society, 2010 , vol. 7, # 3 p. 663 - 672 Title/Abstract Full Text View citing articles Show Details

With C24H28Cu2N6O2(2+)*2Cl(1-); dihydrogen peroxide in water; acetonitrile

T=20°C; 24 h; Inert atmosphere;

Martins, Luciana R.; Souza, Elizabeth T.; Fernandez, Tatiana L.; Souza, Bernardo De; Rachinski, Silvio; Pinheiro, Carlos B.; Faria, Roberto B.; Casellato, Annelise; Machado, Sergio P.; Mangrich, Antonio S.; Scarpellini, Marciela

Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 7 p. 1218 - 1229 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=70°C; 8 h;

Parida; Sahoo, Mitarani; Singha, Sudarshan

Journal of Molecular Catalysis A: Chemical, 2010 , vol. 329, # 1-2 p. 7 - 12 Title/Abstract Full Text View citing articles Show Details

With C33H49F3FeN8O7S(2+); dihydrogen peroxide in water; acetonitrile

T=25°C; 0.5 h;

Guisado-Barrios, Gregorio; Slawin, Alexandra M. Z.; Richens, David T.

Journal of Coordination Chemistry, 2010 , vol. 63, # 14-16 p. 2642 - 2658 Title/Abstract Full Text View citing articles Show Details

A: 16 %Chromat. B: 6 %Chromat.

With tert.-butylhydroperoxide; 2,3,7,8,12,13,17,18-octabromo-5,10,15tris(pentafluorophenyl)corrolato-manganese(III) in acetonitrile

T=20°C; 6 h;

Bose, Suranjana; Pariyar, Anand; Biswas, Achintesh Narayan; Das, Purak; Bandyopadhyay, Pinaki

Journal of Molecular Catalysis A: Chemical, 2010 , vol. 332, # 1-2 p. 1 - 6 Title/Abstract Full Text View citing articles Show Details

A: 8 %Chromat. B: 14 %Chromat.

Stage #1: With tert.-butylhydroperoxide; 2,3,7,8,12,13,17,18-octabromo-5,10,15tris(pentafluorophenyl)corrolato-manganese(III) in acetonitrile

T=20°C; 6 h; Stage #2: With triphenylphosphine in acetonitrile

Bose, Suranjana; Pariyar, Anand; Biswas, Achintesh Narayan; Das, Purak; Bandyopadhyay, Pinaki

Journal of Molecular Catalysis A: Chemical, 2010 , vol. 332, # 1-2 p. 1 - 6 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in water; acetonitrile

T=60°C; 5 h;

Chattopadhyay, Tanmay; Kogiso, Masaki; Asakawa, Masumi; Shimizu, Toshimi; Aoyagi, Masaru

Catalysis Communications, 2010 , vol. 12, # 1 p. 9 - 13 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=308°C; P=7500.75 Torr; 5 h; Autoclave;

Wang, Deqiang; Zhang, Yi Bo; Li, Jing; Yang, Xiangguang

Zeitschrift fur Physikalische Chemie, 2010 , vol. 224, # 9 p. 1363 - 1370 Title/Abstract Full Text View citing articles Show Details

With [FeIV(O)(Me,HPytacn)(S)](2+) in acetonitrile

T=24.84°C; Kinetics;

Company, Anna; Prat, Irene; Frisch, Jonathan R.; Mas-Balleste, Dr Ruben; Gueell, Mireia; Juhasz, Gergely; Ribas, Xavi; Muenck, Dr Eckard; Luis, Josep M.; Que Jr., Lawrence; Costas, Miquel

Chemistry - A European Journal, 2011 , vol. 17, # 5 p. 1622 - 1634 Title/Abstract Full Text View citing articles Show Details

A: 7 %Chromat. B: 19 %Chromat.

With iodosylbenzene; [Fe(TDFSPP)Na4]+ in dichloromethane; acetonitrile

T=20°C; 1 h; Inert atmosphere;

MacHado, Guilherme S.; Arizaga, Gregorio G.C.; Wypych, Fernando; Nakagaki, Shirley

Journal of Catalysis, 2010 , vol. 274, # 2 p. 130 - 141 Title/Abstract Full Text View citing articles Show Details

A: 21.1 %Chromat. B: 76.2 %Chromat.

With dihydrogen peroxide; C16H16Cl4Cu2N8 in acetonitrile

1 h; Product distribution / selectivity; Hide Experimental Procedure

UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; ELGAMMAL, Ramez, A.; FOISTER, Shane

Patent: WO2011/35064 A2, 2011 ; Location in patent: Page/Page column 83-85 ;

Title/Abstract Full Text Show Details

Example 2; Oxidation of CyclohexaneInitial screening of catalyst activity was performed using cyclohexane as a substrate. Copper pre-catalysts were prepared as described hereinabove in Example 1 using ligands C and D from Scheme 4 above, and ligands G- shown in Scheme 6, below. More specifically, 1 μηηοΙ of copper pre-catalyst was dissolved in 250 μΙ_ of acetonitrile followed by addition of H2O2 and then cyclohexane. The oxidation reactions were allowed to proceed for 1 hour and then quenched with triphenylphosphine (PPh3). Following quenching, yields of cyclohexanol and cyclohexanone were determined by gas chromatography-mass spectroscopy (GC-MS). Data for the oxidation of cyclohexane is provided in Table 1. Total yield (i.e., "Total" in Table 1) represents all oxidation products, while TON is the turnover number defined as the ratio of moles of oxidized products to moles of catalyst. G H I JScheme 6. Further Exemplary 1 ,2,4-Triazole Ligands.Very high turnover numbers were observed for this set of catalysts. The most efficient copper catalysts for cyclohexane oxidation in the literature have conversions of 30percent or less and require much higher oxidant loadings. See Kirillov et al.. Angewandte Chemie-lnternational Edition, 44, 4345-4349 (2005). In the study described by Kirillov et al., using the presently described definition of turnover number, the observed values are roughly two levels of magnitude lower than those for the presently disclosed catalysts. The present results further suggest that simple tuning of ligand substituents can provide selectivity for the degree of oxidation.Table 1. Catalytic Oxidation of Cyclohexane. A: 61.6 %Chromat. B: 28.7 %Chromat.

With dihydrogen peroxide; C28H22Cl4Cu2N6 in acetonitrile

1 h; Product distribution / selectivity; Hide Experimental Procedure

UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; ELGAMMAL, Ramez, A.; FOISTER, Shane

Patent: WO2011/35064 A2, 2011 ; Location in patent: Page/Page column 83-85 ; Title/Abstract Full Text Show Details

then cyclohexane. The oxidation reactions were allowed to proceed for 1 hour and then quenched with triphenylphosphine (PPh3). Following quenching, yields of cyclohexanol and cyclohexanone were determined by gas chromatography-mass spectroscopy (GC-MS). Data for the oxidation of cyclohexane is provided in Table 1. Total yield (i.e., "Total" in Table 1) represents all oxidation products, while TON is the turnover number defined as the ratio of moles of oxidized products to moles of catalyst. G H I JScheme 6. Further Exemplary 1 ,2,4-Triazole Ligands.Very high turnover numbers were observed for this set of catalysts. The most efficient copper catalysts for cyclohexane oxidation in the literature have conversions of 30percent or less and require much higher oxidant loadings. See Kirillov et al.. Angewandte Chemie-lnternational Edition, 44, 4345-4349 (2005). In the study described by Kirillov et al., using the presently described definition of turnover number, the observed values are roughly two levels of magnitude lower than those for the presently disclosed catalysts. The present results further suggest that simple tuning of ligand substituents can provide selectivity for the degree of oxidation.Table 1. Catalytic Oxidation of Cyclohexane.

With (Fe(2,2,2-tris(1-pyrazolyl)ethanol)2)(FeCl4)Cl; dihydrogen peroxide; nitric acid in water; acetonitrile

T=20°C; 6 h; Inert atmosphere; Mechanism; Reagent/catalystConcentration;

Silva, Telma F.S.; Guedes Da Silva, M. Fatima; Mishra, Gopal S.; Martins, Luisa M.D.R.S.; Pombeiro, Armando J.L.

Journal of Organometallic Chemistry, 2011 , vol. 696, # 6 p. 1310 - 1318 Title/Abstract Full Text View citing articles Show Details

With [{Fe(H-IPCPMP)}2(l-O)(Piv)]ClO4; dihydrogen peroxide in acetonitrile

T=20°C; 2 h;

Jarenmark, Martin; Turitsyna, Elena A.; Haukka, Matti; Shteinman, Albert A.; Nordlander, Ebbe

New Journal of Chemistry, 2010 , vol. 34, # 10 p. 2118 - 2121 Title/Abstract Full Text View citing articles Show Details

A: 16.6 %Chromat. B: 7.1 %Chromat.

With C24H28Cu2N4O8; dihydrogen peroxide; nitric acid in water; acetonitrile

T=25°C; P=760.051 Torr; 6 h;

Kopylovich, Maximilian N.; Mahmudov, Kamran T.; Da Silva, M. Fatima C. Guedes; Figiel, Pawel J.; Karabach, Yauhen Yu.; Kuznetsov, Maxim L.; Luzyanin, Konstantin V.; Pombeiro, Armando J.L.

Inorganic Chemistry, 2011 , vol. 50, # 3 p. 918 - 931 Title/Abstract Full Text View citing articles Show Details

With 1-(tert-butylsulfonyl)-2-iodosylbenzene in dichloromethane

Farha, Omar K.; Shultz, Abraham M.; Sarjeant, Amy A.; Nguyen, Sonbinh T.; Hupp, Joseph T.

Journal of the American Chemical Society, 2011 , vol. 133, # 15 p. 5652 - 5655 Title/Abstract Full Text View citing articles Show Details

A: 9.1 μmol B: 4 μmol

With oxygen in acetonitrile

T=-0.16 - 39.84°C; P=760.051 Torr; 5 h; Irradiation;

Shiraishi, Yasuhiro; Ohara, Hiroshi; Hirai, Takayuki

New Journal of Chemistry, 2010 , vol. 34, # 12 p. 2841 - 2846 Title/Abstract Full Text View citing articles Show Details

With C18H18Cl2FeN4; dihydrogen peroxide in water; acetonitrile

T=25°C; 4.5 h; Inert atmosphere;

Jaafar, Hassen; Vileno, Bertrand; Thibon, Aurore; Mandon, Dominique

Dalton Transactions, 2011 , vol. 40, # 1 p. 92 - 106 Title/Abstract Full Text View citing articles Show Details

Stage #1: With [CuCo3(MeDea)3Cl3(CH3OH)0.55(H2O)0.45](H2O)0.45; dihydrogen peroxide; nitric acid in water; acetonitrile

T=20°C; P=760.051 Torr; 5 h; Stage #2: With triphenylphosphine in diethyl ether; water; acetonitrile

0.25 h;

Nesterov, Dmytro S.; Kokozay, Volodymyr N.; Jezierska, Julia; Pavlyuk, Oleksiy V.; Boca, Roman; Pombeiro, Armando J. L.

Inorganic Chemistry, 2011 , vol. 50, # 10 p. 4401 - 4411 Title/Abstract Full Text View citing articles Show Details

A: 28 %Chromat. B: 69 %Chromat.

With C26H30N4O8V2; dihydrogen peroxide; chlorobenzene in acetonitrile

T=80°C; P=760.051 Torr; 5 h; chemoselective reaction;

Hosseini Monfared, Hassan; Kheirabadi, Samaneh; Asghari Lalami, Nasim; Mayer, Peter

Polyhedron, 2011 , vol. 30, # 8 p. 1375 - 1384 Title/Abstract Full Text View citing articles Show Details

With boehmite-supported 5,10,15,20-tetrakis(4-nitrophenyl)porphyrinate iron(III) T=145°C; P=6750.68 Torr; In airAutoclave;

Huang, Guan; Luo, Zong-Chang; Xiang, Feng; Cao, Xuan; Guo, Yong-An; Jiang, Yue-Xiu

Journal of Molecular Catalysis A: Chemical, 2011 , vol. 340, # 1-2 p. 60 - 64 Title/Abstract Full Text View citing articles Show Details

With oxygen in acetonitrile

T=150°C; P=7500.75 Torr; 4 h; Autoclave; chemoselective reaction;

Li, Xin-Hao; Chen, Jie-Sheng; Wang, Xinchen; Sun, Jianhua; Antonietti, Markus

Journal of the American Chemical Society, 2011 , vol. 133, # 21 p. 8074 - 8077 Title/Abstract Full Text View citing articles Show Details

A: 9 %Chromat. B: 64 %Chromat.

With C42H22FeN9; dihydrogen peroxide in dichloromethane; water; acetonitrile

T=20°C; 5 h; Inert atmosphere; chemoselective reaction;

Brown, Elizabeth S.; Robinson, Jerome R.; McCoy, Aaron M.; McGaff, Robert W.

Dalton Transactions, 2011 , vol. 40, # 22 p. 5921 - 5925 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in dichloromethane; water; acetonitrile

T=50 - 55°C; 48 h;

Ricci, Gustavo P.; Rocha, Zenis N.; Nakagaki, Shirley; Castro, Kelly A.D.F.; Crotti, A.E. Miller; Calefi, Paulo S.; Nassar, Eduardo J.; Ciuffi, Katia J.

Applied Catalysis A: General, 2010 , vol. 389, # 1-2 p. 147 - 154

Title/Abstract Full Text View citing articles Show Details

With [VO((R,R)-N,N-disalicylidenecyclohexane-1,2-diamine-2H)(methanol)]ClO4; dihydrogen peroxide in acetonitrile

T=60 - 80°C; 10 h; High-pressure reactor;

Si, Tapan Kumar; Drew, Michael G.B.; Mukherjea, Kalyan Kumar

Polyhedron, 2011 , vol. 30, # 13 p. 2286 - 2293 Title/Abstract Full Text View citing articles Show Details

With pyridine; tert.-butylhydroperoxide; [Fe(triflate)2(N-(pyridin-2-ylmethylene)aniline)2] in water

24 h; Inert atmosphere;

Shejwalkar, Pushkar; Rath, Nigam P.; Bauer, Eike B.

Dalton Transactions, 2011 , vol. 40, # 29 p. 7617 - 7631 Title/Abstract Full Text View citing articles Show Details

With water; oxygen; 2-mercaptobenzoic Acid in acetone

T=30°C; P=757.576 Torr; 4 h;

Ye, Yuan-Jian; Huang, Jin-Wang; Cai, Jin-Hua; Yu, Han-Cheng; Wu, WenHai; Zhou, Xian-Tai; Ji, Hong-Bin; Ji, Liang-Nian

Transition Metal Chemistry, 2010 , vol. 35, # 5 p. 627 - 632 Title/Abstract Full Text View citing articles Show Details

Stage #1: With bis(acetylacetonate)oxovanadium; Glyoxal; oxalic acid in acetonitrile

T=40°C; 0.0833333 h; Stage #2: With dihydrogen peroxide in acetonitrile

5 h;

Pokutsa, Alexander; Kubaj, Yulia; Zaborovskyi, Andriy; Maksym, Dariya; Muzart, Jacques; Sobkowiak, Andrzej

Applied Catalysis A: General, 2010 , vol. 390, # 1-2 p. 190 - 194 Title/Abstract Full Text View citing articles Show Details

With MnIII(5,10,15-tris(pentafluorophenyl)corrole); 3-chloro-benzenecarboperoxoic acid in acetonitrile

T=25°C; 2 h;

Bose, Suranjana; Pariyar, Anand; Biswas, Achintesh Narayan; Das, Purak; Bandyopadhyay, Pinaki

Catalysis Communications, 2011 , vol. 12, # 13 p. 1193 - 1197 Title/Abstract Full Text View citing articles Show Details

Stage #1: With tert.-butylhydroperoxide; (OC2H4)(OHC2H4)NC2H4N(C2H4OH)Cu(thiocyanate) in water; acetonitrile

T=50°C; P=760.051 Torr; 8.5 h; Stage #2: With triphenylphosphine in water; acetonitrile

Kirillov, Alexander M.; Kirillova, Marina V.; Shul'Pina, Lidia S.; Figiel, Pawel J.; Gruenwald, Katrin R.; Guedes Da Silva, M. Fatima C.; Haukka, Matti; Pombeiro, Armando J.L.; Shul'Pin, Georgiy B.

Journal of Molecular Catalysis A: Chemical, 2011 , vol. 350, # 1-2 p. 26 - 34 Title/Abstract Full Text View citing articles Show Details

With iodosylbenzene; C50H31MnN4O10 in dichloromethane; acetonitrile

T=20°C; 1 h; DarknessInert atmosphere;

Ucoski, Geani Maria; Castro, Kelly Aparecida Dias De Freitas; Ciuffi, Katia Jorge; Ricci, Gustavo Pimenta; Marques, Jacqueline Aparecida; Nunes, Fabio Souza; Nakagaki, Shirley

Applied Catalysis A: General, 2011 , vol. 404, # 1-2 p. 120 - 128 Title/Abstract Full Text View citing articles Show Details

With oxygen; copper(ll) bromide in acetonitrile

T=36 - 38°C; P=760.051 Torr; 8 h; visible light irradiation;

Wu, Wenfeng; He, Xiangling; Fu, Zaihui; Liu, Yachun; Wang, Yanlong; Gong, Xinglang; Deng, Xiaolin; Wu, Haitao; Zou, Yanhong; Yu, Ningya; Yin, Dulin

Journal of Catalysis, 2012 , vol. 286, p. 6 - 12 Title/Abstract Full Text View citing articles Show Details

With C38H40CoN6O6S2

T=139.84°C; P=5250.53 Torr; 4.5 h; Autoclave;

Sun, Cheng-Guo; Hu, Bing-Cheng; Zhou, Wei-You; Xu, Shi-Chao; Liu, ZuLiang

Journal of Chemical Research, 2011 , vol. 35, # 12 p. 681 - 685 Title/Abstract Full Text View citing articles Show Details

With C40H40Fe2N8O8; 2-methyl-1-phenyl-2-propylhydroperoxide

Kinetics; Reagent/catalyst;

Gregor, Lauren C.; Rowe, Gerard T.; Rybak-Akimova, Elena; Caradonna, John P.

Dalton Transactions, 2012 , vol. 41, # 3 p. 777 - 782 Title/Abstract Full Text View citing articles Show Details

Stage #1: With 1,2-diazine; Cu(C5H4N)CH2CH2SCH2CH2N(CH3)CH2(C5H4N)

Fernandes, Ricardo R.; Lasri, Jamal; Guedes Da Silva, M. Fatima C.; Da Silva, Jose A.L.; Frausto Da Silva, Joao J.R.; Pombeiro, Armando J.L.

Journal of Molecular Catalysis A: Chemical, 2011 , vol. 351, p. 100 - 111 Title/Abstract Full Text View citing articles Show Details

(CF3SO3)(1+)*CF3SO3(1-)=[Cu(C5H4N)CH2CH2SCH2CH2N(CH3)CH2(C5H4N) (CF3SO3)]CF3SO3; dihydrogen peroxide in water; acetonitrile

T=25°C; 6 h; Stage #2: With triphenylphosphine in water; acetonitrile

With [FeCl2(Py2S2)]*0.5H2O; dihydrogen peroxide; trifluoroacetic acid in water; acetonitrile

T=25°C; 1 h;

Fernandes, Ricardo R.; Lasri, Jamal; Da Silva, M. Fatima C. Guedes; Da Silva, Jose A.L.; Frausto Da Silva, Joao J.R.; Pombeiro, Armando J.L.

Applied Catalysis A: General, 2011 , vol. 402, # 1-2 p. 110 - 120 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; acetonitrile

2 h;

Modi; Trivedi, Parthiv M.

Journal of Coordination Chemistry, 2012 , vol. 65, # 3 p. 525 - 538 Title/Abstract Full Text View citing articles Show Details

A: 78.8 μmol B: 60.7 μmol

With carbon dioxide; oxygen in acetonitrile

T=42°C; P=382.538 Torr; 24 h; Sunlight irraiation;

Ide, Yusuke; Hattori, Hideya; Ogo, Shuhei; Sadakane, Masahiro; Sano, Tsuneji

Green Chemistry, 2012 , vol. 14, # 5 p. 1264 - 1267 Title/Abstract Full Text View citing articles Show Details

With [Cu(L-prolinate)2]; dihydrogen peroxide in water; acetonitrile

T=22°C; 48 h; Inert atmosphere;

Goberna-Ferron, Sara; Lillo, Vanesa; Galan-Mascaros, Jose Ramon

Catalysis Communications, 2012 , vol. 23, p. 30 - 33 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=110 - 140°C; P=22502.3 - 26252.6 Torr; 1.25 h; Microwave irradiation;

Urus, Serhan; Oezdemir, Mecit; Ceyhan, Goekhan; Tuemer, Mehmet

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2012 , vol. 42, # 3 p. 382 - 391 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=110 - 140°C; P=22502.3 - 26252.6 Torr; 1.25 h; Microwave irradiation;

Urus, Serhan; Oezdemir, Mecit; Ceyhan, Goekhan; Tuemer, Mehmet

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2012 , vol. 42, # 3 p. 382 - 391 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; oxygen in decane

T=70°C; P=760.051 Torr; 8 h; Inert atmosphere;

Maksimchuk, Nataliya V.; Kovalenko, Konstantin A.; Fedin, Vladimir P.; Kholdeeva, Oxana A.

Chemical Communications, 2012 , vol. 48, # 54 p. 6812 - 6814 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in dichloromethane; acetonitrile

T=25°C;

De Faria, Emerson H.; Ricci, Gustavo P.; Marcal, Liziane; Nassar, Eduardo J.; Vicente, Miguel A.; Trujillano, Raquel; Gil, Antonio; Korili, Sophia A.; Ciuffi, Katia J.; Calefi, Paulo S.

Catalysis Today, 2012 , vol. 187, # 1 p. 135 - 149 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; acetonitrile

T=20°C; 6 h;

Di Nicola, Corrado; Garau, Federica; Gazzano, Massimo; Guedes Da Silva, M. Fatima C.; Lanza, Arianna; Monari, Magda; Nestola, Fabrizio; Pandolfo, Luciano; Pettinari, Claudio; Pombeiro, Armando J. L.

Crystal Growth and Design, 2012 , vol. 12, # 6 p. 2890 - 2901 Title/Abstract Full Text View citing articles Show Details

With VO(C5H7O2)(BC9H7N6I3); dihydrogen peroxide; nitric acid in water; acetonitrile

T=40°C; P=760.051 Torr; 3 h;

Xing, Na; Shan, Hui; Zhao, Hai-Yan; Xing, Yong-Heng

Journal of Coordination Chemistry, 2012 , vol. 65, # 5 p. 898 - 910 Title/Abstract Full Text View citing articles Show Details

With 4C12H28N(1+)*CuHO39PW11(4-); dihydrogen peroxide in water

T=80°C; 12 h;

Jatupisarnpong, Jirarot; Trakarnpruk, Wimonrat

Mendeleev Communications, 2012 , vol. 22, # 3 p. 152 - 153 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

T=80°C; 8 h;

Jatupisarnpong, Jirarot; Trakarnpruk, Wimonrat

Mendeleev Communications, 2012 , vol. 22, # 3 p. 152 - 153 Title/Abstract Full Text View citing articles Show Details

With C15H19CuN3O7; dihydrogen peroxide; trifluoroacetic acid in water; acetonitrile

T=50°C;

Kopylovich, Maximilian N.; Gajewska, Malgorzata J.; Mahmudov, Kamran T.; Kirillova, Marina V.; Figiel, Pawel J.; Guedes Da Silva, M. Fatima C.; GilHernandez, Beatriz; Sanchiz, Joaquin; Pombeiro, Armando J. L.

New Journal of Chemistry, 2012 , vol. 36, # 8 p. 1646 - 1654 Title/Abstract Full Text View citing articles Show Details

With [Zn(2,6-di-(5-methyl-1H-pyrazol-3-yl)pyridine)(H2O)2][SO4]*0.87H2O; dihydrogen peroxide; nitric acid in acetonitrile

T=40°C; P=760.051 Torr; 4 h;

Wan, Lijuan; Zhang, Caishun; Xing, Yongheng; Li, Zhen; Xing, Na; Wan, Liying; Shan, Hui

Inorganic Chemistry, 2012 , vol. 51, # 12 p. 6517 - 6528 Title/Abstract Full Text View citing articles Show Details

A: 25.3 %Chromat. B: 30.9 %Chromat.

With [Cu(I)Cu(I)Cu(I)(7-Dipy)](1+); water; dihydrogen peroxide in acetonitrile

T=20°C; 3 h; Kinetics; ConcentrationReagent/catalystTime; Hide Experimental Procedure

Chan, Sunney I.; Chien, Claire Y.-C.; Yu, Cinda S.-C.; Nagababu, Penumaka; Maji, Suman; Chen, Peter P.-Y.

Journal of Catalysis, 2012 , vol. 293, p. 186 - 194 Title/Abstract Full Text View citing articles Show Details

2.4. Catalytic oxidations

Oxidations of cyclohexane mediated by the tricopper complexes were carried out as follows. For tricopper catalyst 1, 3 ml acetonitrile, 0.88 ml cyclohexane (500 equiv), and 1.64 .x. 10-5 mol catalyst were mixed with various amounts of 35percent H2O2 ranging from 50 equiv. (72 μl) to 200 equiv. (289 μl) in increments of 50 equiv. Since cyclohexane is not miscible with acetonitrile, the cyclohexane-acetonitrile solution containing the tricopper complexes was stirred vigorously with a magnetic stirring bar in a 5 ml vessel sealed with a rubber cap. When the solution appeared physically homogeneous, the appropriate aliquot of H2O2 solution was injected into the mixture via the rubber cap by using a needle syringe. At different times, and at the end of the reaction, the magnetic stirrer was turned off. The solution gradually developed into two layers, with cyclohexane forming the upper layer. Products were found in both layers. Accordingly, aliquots of the total solution were withdrawn for product analysis by GC-MS after adding methanol to homogenize the two layers. A similar procedure was adopted in the catalytic oxidations with tricopper catalyst 5. In these experiments, 2.4 .x. 10-5 mol catalyst was used together with appropriate amounts of 35percent H2O2.At the highest concentration of H2O2 used in these experiments, the molar ratio of acetonitrile/water is .similar.5. Apparently, this water content is not sufficiently high to affect the stability of the tricopper complexes, as we have noted no evidence of disproportionation of these tricopper CuICuICuI complexes into CuII and Cu0 species, as is known for many CuI complexes in water and methanol.

With Oxonereg;; [Mn2(1,4,7-trimethyl-1,4,7-triazacyclononane)2(μ-O)3](PF6)2; oxalic acid in water; acetonitrile

T=50°C; Kinetics; Concentration;

Shul'pin, Georgiy B.; Kozlov, Yuriy N.; Shul'Pina, Lidia S.; Pombeiro, Armando J.L.

Tetrahedron, 2012 , vol. 68, # 41 p. 8589 - 8599 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=129.84°C; P=9000.9 Torr; 6 h; Autoclave; chemoselective reaction;

Sun, Zhiguo; Li, Gang; Liu, Liping; Liu, Hai-Ou

Catalysis Communications, 2012 , vol. 27, p. 200 - 205 Title/Abstract Full Text View citing articles Show Details

With [Mn(II)[(S,S)-pdp](CF3SO3)2]; dihydrogen peroxide in water; acetic acid; acetonitrile

T=0°C; 2 h; Inert atmosphere;

Ottenbacher, Roman V.; Samsonenko, Denis G.; Talsi, Evgenii P.; Bryliakov, Konstantin P.

Organic Letters, 2012 , vol. 14, # 17 p. 4310 - 4313 Title/Abstract Full Text View citing articles Show Details

A: 16.4 %Chromat. B: 10.3 %Chromat.

With pyrazinecarboxylic acid; [V3O3(OEt)(N-acetylsalicylhydrazidate(3-))2(μ-OEt)]2; dihydrogen peroxide in acetonitrile

T=50°C; 2.66667 h; Kinetics; ConcentrationTime;

Sutradhar, Manas; Kirillova, Marina V.; Guedes Da Silva, M. Fátima C.; Martins, Luísa M.D.R.S.; Pombeiro, Armando J. L.

Inorganic Chemistry, 2012 , vol. 51, # 21 p. 11229 - 11231 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=20°C; Catalytic behavior;

Sarkar, Bipul; Prajapati, Pragati; Tiwari, Rahul; Tiwari, Ritesh; Ghosh, Shilpi; Shubhra Acharyya, Shankha; Pendem, Chandrashekar; Kumar Singha, Rajib; Sivakumar Konathala; Kumar, Jagdish; Sasaki, Takehiko; Bal, Rajaram

Green Chemistry, 2012 , vol. 14, # 9 p. 2600 - 2606 Title/Abstract Full Text View citing articles Show Details

A: 14.4 %Chromat. B: 31.5 %Chromat.

With [Cu(I)Cu(I)Cu(I)(3,3'-(1,4-diazepane-1,4-diyl)bis(1-morpholinopropan-2-olate))] (ClO4); dihydrogen peroxide in water; acetonitrile

T=20°C; 1 h; Inert atmosphere; ConcentrationReagent/catalyst;

Nagababu, Penumaka; Maji, Suman; Kumar, Manyam Praveen; Chen, Peter P.-Y.; Yu, Steve S.-F.; Chan, Sunney I.

Advanced Synthesis and Catalysis, 2012 , vol. 354, # 17 p. 3275 - 3282 Title/Abstract Full Text View citing articles Show Details

With [VOCl2{2,2,2-tris(l-pyrazolyl)ethanol}]; nitric acid; 3-chloro-benzenecarboperoxoic acid in acetonitrile

T=20°C; P=760.051 Torr; 24 h; Catalytic behavior; Reagent/catalystConcentrationTime; Hide Experimental Procedure

Silva, Telma F.S.; Leod, Tatiana C.O. Mac; Martins, Luisa M.D.R.S.; Guedes Da Silva, M. Fatima C.; Schiavon, Marco A.; Pombeiro, Armando J.L.

Journal of Molecular Catalysis A: Chemical, 2013 , vol. 367, p. 52 - 60 Title/Abstract Full Text View citing articles Show Details

2.4.1 Homogeneous and heterogeneous systems

In typical conditions the reaction mixtures were prepared as follows: 1 and 2 (3.65 × 10−5 mol), as a 0.018 M stock solution in acetonitrile or immobilized on a polymeric membrane (1-PDMS or 2-PDMS), were diluted with NCMe until a total solution volume of 3.00 mL, where after 6.00 mmol of oxidant, HNO3 (0.08 mL) and 5.00 mmol of cyclohexane (0.54 mL) were added (in this order) and the reaction solution was stirred for 24 h, at the desired temperature (commonly room temperature) and normal pressure. In heterogeneous systems, in order to investigate the effect of the amount of catalyst (0.1–0.5 μmol) and membrane sorption capability on the oxidation reaction, membrane pieces of different sizes, but with the same catalyst concentration, were used. For the products analysis, 90 μL of cycloheptanone (internal standard) and 5.0 mL of diethyl ether (to extract the substrate and the organic products from the reaction mixture) were added. The obtained mixture was stirred during 10 min and then a sample (1 μL) was taken from the organic phase and analyzed by GC by the internal standard method. Blank experiments confirmed that no cyclohexanol or cyclohexanone are formed without the metal catalyst.

With dihydrogen peroxide; nitric acid in acetonitrile

T=20°C; P=760.051 Torr; 24 h; Catalytic behavior; Reagent/catalystConcentrationTime; Hide Experimental Procedure

2.4.1 Homogeneous and heterogeneous systems

Silva, Telma F.S.; Leod, Tatiana C.O. Mac; Martins, Luisa M.D.R.S.; Guedes Da Silva, M. Fatima C.; Schiavon, Marco A.; Pombeiro, Armando J.L.

Journal of Molecular Catalysis A: Chemical, 2013 , vol. 367, p. 52 - 60 Title/Abstract Full Text View citing articles Show Details

With [2,2]bipyridinyl; iron(III) chloride; dihydrogen peroxide in water; acetonitrile

T=49.84°C; P=760.051 Torr; 5 h; TimeConcentrationTemperature; Overall yield = 20 percentChromat.;

Maksimov; Kardasheva; Predeina; Kluev; Ramazanov; Talanova; Karakhanov

Petroleum Chemistry, 2012 , vol. 52, # 5 p. 318 - 326 Neftekhimiya, 2012 , vol. 52, # 5 p. 353 - 361 Title/Abstract Full Text View citing articles Show Details

With [Fe(IV)(O)(Bn-Tpen)]2+ in acetonitrile

T=25°C; Inert atmosphere; Kinetics;

Cho, Kyung-Bin; Wu, Xiujuan; Lee, Yong-Min; Kwon, Yoon Hye; Shaik, Sason; Nam, Wonwoo

Journal of the American Chemical Society, 2012 , vol. 134, # 50 p. 20222 - 20225 Title/Abstract Full Text View citing articles Show Details

With [(TpMoO2)2(μ-O)]·H2O; dihydrogen peroxide; nitric acid in acetonitrile

T=20°C; 16 h; Catalytic behavior; ConcentrationReagent/catalystSolventTime;

Xing, Na; Shan, Hui; Tian, Xing; Yao, Qiang; Xu, Li-Ting; Xing, Yong-Heng; Shi, Zhan

Dalton Transactions, 2013 , vol. 42, # 2 p. 359 - 363 Title/Abstract Full Text View citing articles Show Details

With oxygen; 20percentMo1Cs1On/SiO2

T=370°C; P=760.051 Torr; Hide Experimental Procedure

EVERNU TECHNOLOGY LLC; LIN, Manhua; WANG, Xiang; YEOM, Younghoon

Patent: WO2012/158418 A1, 2012 ; Location in patent: Page/Page column 12-13 ; Title/Abstract Full Text Show Details

E-6:

EXAMPLE 6; Catalyst-6 (20percentMoiCsiO/SiO2) with composition according to Table-2 was prepared in the same manner as described in Example- 1, except cesium hydroxide (50percent CsOH solution) was used as the source of Cs and the catalyst precursor was calcined at 450°C under argon. The catalyst thus obtained was tested in the same manner as described in Example-4 and the specific reaction condition and results are shown in Table 2. A: 17 %Chromat. B: 20 %Chromat.

With [(N-(1-(4-methoxy-phenyl)-1H-[1,2,3]triazol-4-ylmethyl)-N,N′,N′-tris(pyridin-2-ylmethyl)ethane-1,2-diamine)Fe](PF6)2; dihydrogen peroxide in acetonitrile

T=20°C; Catalytic behavior;

Ségaud, Nathalie; Rebilly, Jean-Noël; Sénéchal-David, Katell; Guillot, Régis; Billon, Laurianne; Baltaze, Jean-Pierre; Farjon, Jonathan; Reinaud, Olivia; Banse, Frédéric

Inorganic Chemistry, 2013 , vol. 52, # 2 p. 691 - 700 Title/Abstract Full Text View citing articles Show Details

A: 23 %Chromat. B: 17 %Chromat.

With [(N-(1-(4-methoxy-phenyl)-1H-[1,2,3]triazol-4-ylmethyl)-N,N′,N′-tris(pyridin-2-ylmethyl)propane-1,3-diamine)Fe](PF6)2; dihydrogen peroxide in acetonitrile

T=20°C; Catalytic behavior;

Ségaud, Nathalie; Rebilly, Jean-Noël; Sénéchal-David, Katell; Guillot, Régis; Billon, Laurianne; Baltaze, Jean-Pierre; Farjon, Jonathan; Reinaud, Olivia; Banse, Frédéric

Inorganic Chemistry, 2013 , vol. 52, # 2 p. 691 - 700 Title/Abstract Full Text View citing articles Show Details

A: 516.5 μmol B: 90.7 μmol

With oxygen

T=20°C; 12 h; Irradiation; Reagent/catalystTimeSolventPressure;

Yuan, Rusheng; Fan, Shaolong; Zhou, Huaxi; Ding, Zhengxin; Lin, Sen; Li, Zhaohui; Zhang, Zizhong; Xu, Chao; Wu, Ling; Wang, Xuxu; Fu, Xianzhi

Angewandte Chemie - International Edition, 2013 , vol. 52, # 3 p. 1035 - 1039 Angew. Chem., 2013 , vol. 125, # 3 p. 1069 - 1073 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; pyrazinecarboxylic acid; ferrocene; triphenylphosphine in water; acetonitrile

T=50°C; 4.5 h;

Shul'pin, Georgiy B.; Kirillova, Marina V.; Shul'pina, Lidia S.; Pombeiro, Armando J.L.; Karslyan, Eduard E.; Kozlov, Yuriy N.

Catalysis Communications, 2013 , vol. 31, p. 32 - 36 Title/Abstract Full Text View citing articles Show Details

A: 53%Chromat. B: 5 %Chromat.

With sodium periodate; water in acetonitrile

6 h;

Saeedi, Mohammad Saleh; Tangestaninejad, Shahram; Moghadam, Majid; Mirkhani, Valiollah; Mohammadpoor-Baltork, Iraj; Khosropour, Ahmad Reza

A: 15 %Chromat. B: 15 %Chromat.

With C57H68CuN4O9(2+)*2ClO4(1-); dihydrogen peroxide in acetonitrile

T=20°C; 6 h; Schlenk techniqueInert atmosphere;

Polyhedron, 2013 , vol. 49, # 1 p. 158 - 166 Title/Abstract Full Text View citing articles Show Details

Perraud, Olivier; Sorokin, Alexander B.; Dutasta, Jean-Pierre; Martinez, Alexandre

Chemical Communications, 2013 , vol. 49, # 13 p. 1288 - 1290 Title/Abstract Full Text View citing articles Show Details

A: 15 %Chromat. B: 16 %Chromat.

With C57H68CuN4O9(2+)*2ClO4(1-); dihydrogen peroxide in acetonitrile

T=20°C; 6 h; Schlenk techniqueInert atmosphere; Catalytic behavior; Reagent/catalystTemperatureTime;

Perraud, Olivier; Sorokin, Alexander B.; Dutasta, Jean-Pierre; Martinez, Alexandre

Chemical Communications, 2013 , vol. 49, # 13 p. 1288 - 1290 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; C27H16CoF4N4O2(1+)*NO3(1-)

T=70°C; 24 h;

Zhang, Shi-Yuan; Shi, Wei; Ma, Jian-Gong; Zhang, Yu-Qi; Zhang, Zhen-Jie; Cheng, Peng

Dalton Transactions, 2013 , vol. 42, # 12 p. 4313 - 4318 Title/Abstract Full Text View citing articles Show Details

With hydrotris(3,4,5-tribromo)pyrazolylborate Cu(NCMe); dihydrogen peroxide in water; acetonitrile

T=60°C; 1 h;

Conde, Ana; Vilella, Laia; Balcells, David; Díaz-Requejo, M. Mar; Lledós, Agustí; Pérez, Pedro J.

Journal of the American Chemical Society, 2013 , vol. 135, # 10 p. 3887 - 3896 Title/Abstract Full Text View citing articles Show Details

With hydrotris(3,4,5-tribromo)pyrazolylborate Cu(NCMe); dihydrogen peroxide in water; acetonitrile

T=20°C; 12 h;

Conde, Ana; Vilella, Laia; Balcells, David; Díaz-Requejo, M. Mar; Lledós, Agustí; Pérez, Pedro J.

Journal of the American Chemical Society, 2013 , vol. 135, # 10 p. 3887 - 3896 Title/Abstract Full Text View citing articles Show Details

With boehmite immobilized cobalt tetra(4-carboxyl)phenylporphyrin; oxygen

T=150°C; P=6750.68 Torr; 3.5 h; Autoclave; Catalytic behavior; ConcentrationTemperaturePressureTime; Overall yield = 14.3 percent; Hide Experimental Procedure

Huang, Guan; Shen, Li; Luo, Zong-Chang; Hu, Yao-Dong; Guo, Yong-An; Wei, Su-Juan

Catalysis Communications, 2013 , vol. 32, p. 108 - 112 Title/Abstract Full Text View citing articles Show Details

Cyclohexane oxidation over CoIITCPP/AlOOH with O2

A 250-mL autoclave reactor was charged with a measured amount of CoIITCPP/AlOOH and cyclohexane (200 mL). The mixture was stirred at 200 rpm and heated to 150 °C. Air was then continuously pumped into the reaction system and the pressure was kept at 0.9 MPa. The airflow was measured with a rotameter, and the oxygen concentration of the tail gas was determined with a CYS-1 digital oxygen detector. Samples of the reaction mixture were analyzed by GC–MS and components therein were quantified by GC using an internal standard method with chlorobenzene as the standard substance [19]. To study the subsequent reuse of the CoIITCPP/AlOOH catalyst, itwas separated from the reaction mixture immediately after use, allowed to dry naturally at R.T., and then deployed in the next catalytic cyclohexane oxidation.

With C46H42Fe2N10O(4+)*4ClO4(1-); dihydrogen peroxide

Catalytic behavior; Reagent/catalyst;

Wong, Emma; Jeck, Jonathan; Grau, Michaela; White, Andrew J. P.; Britovsek, George J. P.

Catalysis Science and Technology, 2013 , vol. 3, # 4 p. 1116 - 1122 Title/Abstract Full Text View citing articles Show Details

With iodosylbenzene; [(CH3)2NH2][Zn2(formate)2(MnIII(tetrakis(4-carboxyphenyl)porphyrin(6-)))] ·5DMF·2H2O in dichloromethane

T=20°C; 6 h; Sealed tube;

Zou, Chao; Zhang, Tianfu; Xie, Ming-Hua; Yan, Lijun; Kong, Guo-Qiang; Yang, Xiu-Li; Ma, An; Wu, Chuan-De

Inorganic Chemistry, 2013 , vol. 52, # 7 p. 3620 - 3626 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=160°C; P=11251.1 Torr; 4 h;

Long, Jilan; Liu, Hongli; Wu, Shijian; Liao, Shijun; Li, Yingwei

ACS Catalysis, 2013 , vol. 3, # 4 p. 647 - 654 Title/Abstract Full Text View citing articles Show Details

With [V(1,3-benzenedicarboxyliate)(2,6-pyridinedicarboxylate)(H2O)2]; dihydrogen peroxide; nitric acid in methanol

T=40°C; Kinetics; Reagent/catalystSolventTemperatureConcentration;

Ren, Dong Xue; Xing, Na; Shan, Hui; Chen, Chen; Cao, Yun Zhu; Xing, Yong Heng

Dalton Transactions, 2013 , vol. 42, # 15 p. 5379 - 5389 Title/Abstract Full Text View citing articles Show Details

A: 42 %Chromat. B: 50 %Chromat.

With oxygen; copper diacetate; acetaldehyde in dichloromethane; acetonitrile

T=70°C; P=760.051 Torr; 12 h; Inert atmosphere; Catalytic behavior; Reagent/catalystTemperatureTime;

Hayashi, Yukiko; Komiya, Naruyoshi; Suzuki, Ken; Murahashi, Shun-Ichi

Tetrahedron Letters, 2013 , vol. 54, # 21 p. 2706 - 2709 Title/Abstract Full Text View citing articles Show Details

With N -hydroxyphthalimide; oxygen; cobalt acetylacetonate in acetic acid

T=65°C; 6 h; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Kaza, Arati; Jensen, Paul; Clegg, Jack; Masters, Anthony F.; Maschmeyer, Thomas; Yuen, Alex K.L.

Polyhedron, 2013 , vol. 52, p. 909 - 916 Title/Abstract Full Text View citing articles Show Details

2.5.2 Cyclohexane oxidation

A glacial acetic acid solution (12.5 mL) of cyclohexane (420 mg, 5.0 mmol), NHPI (82.0 mg, 10 molpercent), cobalt catalyst (0.5 molpercent) and chlorobenzene (internal standard) were placed in a threenecked flask equipped with a reflux condenser. The reaction was carried out under an atmosphere of 100percent O2, passed over the top of a water-cooled condenser and vented through an oil bubbler. The

mixture was stirred in an oil bath at 65 °C for 6 h. Samples (0.1 mL) were taken at t = 0 and 6 h and to each, BF3 (14percent in methanol, 1.0 mL) was added and the solution heated at 70 °C for 3 h in a sealed vessel. The solutions were cooled to room temperature and Mill-Q water (1 mL) was added followed by 1 mL of dichloromethane (1 mL). The organic layer was extracted and analyzed by gas chromatography as detailed in the Supplementary material.

Stage #1: With [Fe[(S)-N-benzyl-2-phenyl-2-(pyridin-2-ylmethoxy)-N-(pyridin-2ylmethyl)ethanamine](OTf)2] in acetonitrile

0.25 h; Inert atmosphere; Stage #2: With dihydrogen peroxide in water; acetonitrile

0.666667 h; Inert atmosphere; Reagent/catalyst; Hide Experimental Procedure

Lenze, Matthew; Sedinkin, Sergey L.; Bauer, Eike B.

Journal of Molecular Catalysis A: Chemical, 2013 , vol. 373, p. 161 - 171 Title/Abstract Full Text View citing articles Show Details

7.3. Determination of alcohol/ketone ratios (Scheme 4)

With H2O2, slow addition. Cyclohexane (0.361 g, 4.3 mmol) and the complex (0.004 mmol) were mixed in CH3CN (4.0 mL). The mixture was stirred for 15 min until homogenous. A syringe was filled with a dilute solution of hydrogen peroxide (0.0067 g, 30 wt.percent in H2O, 0.059 mmol) in CH3CN (0.6 mL). This hydrogen peroxide solution (98 mM) was added dropwise by syringe pump to the substrate/catalyst mixture with constant stirring over 25 min. The mixture was stirred for 15 min after the addition. A sample of approximately 0.5 mL was then filtered through a short pad of silica gel and analyzed by GC.

With oxygen in acetonitrile

T=150°C; P=7500.75 Torr; 4 h;

Sun, Li-Wei; Zhao, Jun; Zhou, Li-Jing; Li, Guo-Dong

Chemical Communications, 2013 , vol. 49, # 54 p. 6087 - 6089 Title/Abstract Full Text View citing articles Show Details

A: 20.4 μmol B: 35.9 μmol

With C30H40B2Br6N12Ni2O2; 3-chloro-benzenecarboperoxoic acid in dichloromethane

T=39.84°C; 2 h; Inert atmosphere; Catalytic behavior; Reagent/catalystSolvent;

Hikichi, Shiro; Hanaue, Kento; Fujimura, Takako; Okuda, Hideho; Nakazawa, Jun; Ohzu, Yoshiko; Kobayashi, Chiho; Akita, Munetaka

Dalton Transactions, 2013 , vol. 42, # 10 p. 3346 - 3356 Title/Abstract Full Text View citing articles Show Details

With oxygen; titanium(IV) oxide

Molecular sieveSealed tubeUV-irradiation;

Choi, Jongmyung; Kang, Donghyeon; Lee, Kyu Hyung; Lee, Byeongno; Kim, Kyung Joong; Hur, Nam Hwi

RSC Advances, 2013 , vol. 3, # 24 p. 9402 - 9407 Title/Abstract Full Text View citing articles Show Details

With oxygen in acetone

T=124.84°C; P=11251.1 Torr; AutoclaveInert atmosphere; KineticsMechanismCatalytic behavior; TemperatureReagent/catalyst;

Yang, Xixian; Wang, Hongjuan; Li, Jing; Zheng, Wenxu; Xiang, Rong; Tang, Zikang; Yu, Hao; Peng, Feng

Chemistry - A European Journal, 2013 , vol. 19, # 30 p. 9818 - 9824 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=70°C; 8 h;

Makgwane, Peter R.; Ray, Suprakas Sinha

Journal of Nanoscience and Nanotechnology, 2013 , vol. 13, # 7 p. 5053 - 5060 Title/Abstract Full Text View citing articles Show Details

With [Co(tris[2-(dimethylamino)ethyl]amine )(CH3COO)][PF6]*H2O; 3-chlorobenzenecarboperoxoic acid in dichloromethane; acetonitrile

T=20°C; Inert atmosphere; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Tordin, Elisa; List, Manuela; Monkowius, Uwe; Schindler, Siegfried; Knoer, Guenther

Inorganica Chimica Acta, 2013 , vol. 402, p. 90 - 96 Title/Abstract Full Text View citing articles Show Details

Reaction conditions: catalyst (0.35 103 M), substrate (1.85 M), m-CPBA (0.30 M) in CH3CN:CH2Cl2 (v/v 1/3)

With pyrazinecarboxylic acid; dihydrogen peroxide in water; acetonitrile

T=20°C; P=760.051 Torr; 10 h; Inert atmosphereSchlenk techniqueGreen chemistry; Catalytic behavior; TimeReagent/catalystSolvent; Overall yield = 37.5 percent; Hide Experimental Procedure

Martins; Alegria; Carvalho; Pombeiro

Applied Catalysis A: General, 2013 , vol. 464-465, p. 43 - 50 Title/Abstract Full Text View citing articles Show Details

2.4. Typical procedure for the catalytic oxidation of cyclohexaneand products analysis

The peroxidative oxidation reactions were carried out in Schlenktubes and under dinitrogen atmosphere as follows: 0.43–6.6 molof MOR/Fe and MOR-D/Fe catalysts and 0.08–1.6 mmol of pyrazinecarboxylic acid (Hpca) (Aldrich) or of nitric acid (Fluka) (i.e. cata-lyst:acid molar ratio of 1:100 to 1:2500) were added to 3.00 mLof NCMe (Riedel-de-Han) with vigorous stirring, whereafter5.00 mmol of cyclohexane (Aldrich) (0.54 mL) and 10.00 mmol ofH2O2in a 30percent H2O solution (Fluka) (1.02 mL) were added andthe reaction solution was stirred for 10 h, at room temperatureand normal pressure. For the products analysis, 90 L of cyclo-heptanone (Aldrich, internal standard), 10.00 mL of diethyl ether(Riedel-de-Han, to extract the substrate and the organic productsfrom the reaction mixture) were added. The obtained mixture wasstirred during 10 min and then a sample (1 L) was taken from theorganic phase and analysed by gas chromatography (GC) by theinternal standard method. Subsequently, an excess of solid triphenylphosphine was added to the final organic phase (to reduce the cyclohexyl hydroperoxide, if formed, to the corresponding alcohol,and hydrogen peroxide to water), and the mixture was analysedagain to estimate the amount of cyclohexyl hydroperoxide, fol-lowing a method developed by Shul’pin [22]. For determinationof oxygenate concentrations only data obtained after treatment ofthe reaction sample with PPh3were used. Authentic samples ofall oxygenated products were used to attribute the peaks in chro-matograms. Blank tests indicate that no oxidation takes place in theabsence of the metal catalyst or the oxidant. Eventual leaching ofthe supported complex was also tested.

With pyrazinecarboxylic acid; C16H10N4O4(4-)*2Cs(1+)*V2O4(2+)*4H2O; dihydrogen peroxide in acetonitrile

T=50°C; 2 h; Catalytic behavior; Reagent/catalystTime;

Gupta, Samik; Kirillova, Marina V.; Guedes Da Silva, M. Fatima C.; Pombeiro, Armando J. L.; Kirillov, Alexander M.

Inorganic Chemistry, 2013 , vol. 52, # 15 p. 8601 - 8611 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; oxygen in neat (no solvent) T=129.84°C; P=7500.75 Torr; 6 h; Reagent/catalyst; Hide Experimental Procedure

Sun, Zhiguo; Li, Gang; Liu, Hai-Ou; Liu, Liping

Applied Catalysis A: General, 2013 , vol. 466, p. 98 - 104 Title/Abstract Full Text View citing articles Show Details

Catalytic test

Typically, the selective oxidation of cyclohexane was carried outin a 100 mL stainless steel autoclave with a polytetrafluoroethyleneliner. 10 mL of cyclohexane, 60 L TBHP and 0.1 g solid catalystwere added into the reactor. The autoclave was charged with1.0 MPa oxygen, stirred and heated to 403 K and kept on reactingfor 6 h. Afterward, the reactor was cooled down to room temper-ature and the pressure was released slowly. The products were diluted with acetone and transferred to a 50 mL volumetric flasktotally. An aliquot was removed and the concentration of cyclo-hexyl hydroperoxide (CHHP), which is an intermediate product inthe reaction, was determined by iodometric titration as describedelsewhere [30]. Then an excessive amount of PPh3was added intovolumetric flask to reduce CHHP to cyclohexanol completely. Afterstanding 1 h, the sample was analyzed by Agilent GC-6890 N (HP-5capillary column, Flame Ionization Detector). In this case, the realconcentration of cyclohexanol was calculated by subtracting con-centration of CHHP from the value of cyclohexanol concentrationgiven by GC analysis. The products were then identified by GC-MS(HP6890/5973MS) equipped with a HP-5 capillary column. Conver-sion was calculated on the basis of the initial and final amounts ofcyclohexane. KA selectivity was determined as the ratio of the yieldof KA-oil to the total yield of products

With C18H28F6FeN4O6S2; dihydrogen peroxide in water; acetonitrile

T=25°C; 0.666667 h; Reagent/catalyst;

Prat, Irene; Company, Anna; Corona, Teresa; Parella, Teodor; Ribas, Xavi; Costas, Miquel

Inorganic Chemistry, 2013 , vol. 52, # 16 p. 9229 - 9244 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=140°C; P=2250.23 Torr; 17 h; Reagent/catalystConcentration; Hide Experimental Procedure

INVISTA TECHNOLOGIES S.A R.L.; WHISTON, Keith; LIU, Xi; HUTCHINGS, Graham

Patent: WO2013/114330 A1, 2013 ; Location in patent: Page/Page column 11; 12; 13; 14; 15; 16 ; Title/Abstract Full Text Show Details

Oxidation of cyclohexane

Oxidation of cyclohexane The catalytic activity of the prepared catalysts in the oxidation of cyclohexane oxidation was studied on a laboratory scale by the method described below. Catalytic oxidation tests were performed using a glass bench reactor, which was connected to a cylinder of 02 gas. After the addition of cyclohexane (10 ml_) and desired amount of catalyst had been added to the unit, reactants were magnetically stirred at 140°C and 3 bar C^for 17 hours. After reaction was complete, the desired amount of chlorobenzene was added into the product as an external standard. The liquid products were then injected into a Gas Chromatograph (Varian 3200) with a CP-Wax 42 column and FID detector for ketone, alcohol, peroxide, ether and ester quantification. Any solid products of the reaction present in the final mixture were collected by filtration, washed with cyclohexane and subsequently dissolved in a known weight of methanol. Subsequently, 300 μΙ_ of sample out of the 10 ml_ product solution was mixed with 2 ml of 14percent boron tri-fluoride (BF3) in methanol, which was subsequently heated at 70°C and magnetically stirred for half hour. After complete conversion of the acid products to corresponding methyl esters, the reaction was stopped by adding 2 ml_ water. Finally, the esters formed were extracted from the mixture using a known volume of dichloromethane and injected into GC for quantification. The results are described below

With dihydrogen peroxide in water; acetonitrile

T=70°C; P=760.051 Torr; 8 h; Hide Experimental Procedure

Antony; Theodore David Manickam; Saravanan; Karuppasamy; Balakumar

Journal of Molecular Structure, 2013 , vol. 1050, p. 53 - 60 Title/Abstract Full Text View citing articles Show Details

2.4. Catalytic reaction procedure

The oxidation of cyclohexane was performed under the aerobicconditions. 10 mmol 30percent hydrogen peroxide solution was added tothe metal complex (0.05 g) in 10 ml of acetonitrile in a 25 ml flaskequipped with a magnetic stirrer and fitted with water condenser.With this reaction mixture, 5 mmol of cyclohexane was added andallowed to stir magnetically under 70 C at atmospheric pressureconditions for 12 h. Aliquots were collected separately at 8 h and12 h for the product analyses. Two separate blank experimentswere also carried out, one without metal complex and one withoutH2O2, by keeping other experimental conditions unaltered to provethe importance of catalyst and H2O2 in the reaction. The collectedproduct samples were analyzed witha Hewlett–Packard gas chromatogram(HP 6890) having FID detector. The conditions followedin the product analysis were, capillary column: HP-5; carrier gas:nitrogen; and flow rate: 0.5 cm3 min1. The conversion percentageof cyclohexane and the product (cyclohexanol/cyclohexanone)selectivity in the cyclohexane oxidation was calculated as below:

With dihydrogen peroxide in water; acetonitrile

T=70°C; P=760.051 Torr; 12 h; Hide Experimental Procedure

Antony; Theodore David Manickam; Saravanan; Karuppasamy; Balakumar

Journal of Molecular Structure, 2013 , vol. 1050, p. 53 - 60 Title/Abstract Full Text View citing articles Show Details

2.4. Catalytic reaction procedure

With bis(acetonitrile)(tris(2-pyridylmethyl)amine)iron(II)(2+); dihydrogen peroxide in water; acetonitrile

T=20°C; Quantum yieldCatalytic behavior; Reagent/catalyst;

Cheng, Shi; Li, Jing; Yu, Xiaoxiao; Chen, Chuncheng; Ji, Hongwei; Ma, Wanhong; Zhao, Jincai

New Journal of Chemistry, 2013 , vol. 37, # 10 p. 3267 - 3273 Title/Abstract Full Text View citing articles Show Details

With [Fe(N,N’-di(ethylacetate)-N,N'-bis(2-pyridylmethyl)-1,2-ethanediamine)(H2O)] (OTf)2; dihydrogen peroxide in water; acetonitrile

T=24.84°C; Inert atmosphere; Catalytic behavior;

Zhang, Qiao; Goldsmith, Christian R.

Inorganica Chimica Acta, 2013 , vol. 406, p. 301 - 306 Title/Abstract Full Text View citing articles Show Details

A: 14

With FeCl3(5-chlorobenzotriazole)2·2(5-chlorobenzotriazole); dihydrogen peroxide in

Anastasiadis, Nikolaos C.; Bilis, George; Plakatouras, John C.; Raptopoulou,

%Chromat. B: 27 %Chromat.

water; acetonitrile

T=26°C; 2 h; Inert atmosphere; Reagent/catalystTime; Hide Experimental Procedure

Catherine P.; Psycharis, Vassilis; Beavers, Christine; Teat, Simon J.; Louloudi, Maria; Perlepes, Spyros P.

Polyhedron, 2013 , vol. 64, p. 189 - 202 Title/Abstract Full Text View citing articles Show Details

2.2. Catalytic experiments

General procedure: All substrates were purchased from Aldrich, in their highest commercial purity, stored at 5 °C and purified by passage through a column of basic alumina prior to use. A 30percent aqueous solution of H2O2 was used as oxidant. For the catalytic evaluation, H2O2 (30percent)diluted in MeCN (1:10 v/v) was slowly added (within a period of10 min) to an MeCN solution of the iron(III) complex (the catalyst) and the substrate under an Ar atmosphere at room temperature (26 °C). Acetophenone or bromobenzene were used as internal standard. Catalytic reactions started by adding the oxidant into the reaction mixture. The catalyst:oxidant:substrate ratio was 1:20:1000 μmol for cyclohexene, 1-methylcyclohexene, cyclooctene, limonene, cyclohexane and n-hexane, and 1:50:1000 μmol for styrene, trans-βmethyl styrene and cis-stilbene. The total volume of the catalytic reaction solution was 1 ml. The large excess of the substrate was expected to minimize over-oxidation of oxidation products and to protect the catalyst from oxidative destruction. The oxidant was added slowly in order to minimize potential iron-catalyzed H2O2 decomposition via catalase activity.The progress of the catalytic reaction was monitored using GC–MS by removing small samples of the reaction mixture. GC analysis was performed using a 8000 Fisons chromatograph witha flame ionization detector and a Shimadzu GC-17A gas chromatograph coupled with a GCMS-QP5000 mass spectrometer. The yields reported herein are based on the amount of H2O2 oxidant converted into oxygenated products. Reactions were complete within 6 h. In some cases, oxidations catalyzed by [FeCl3(5ClbtaH)2]*2(5ClbtaH) were accomplished within 2 h (vide infra). To establish the identity of the products unequivocally, the retention times and spectral data were compared to those of the commercially available compounds. Black experiments revealed that no oxidative reactions took place without the catalyst.

With nickel(II) chloride hexahydrate in acetonitrile

T=34.84°C; P=760.051 Torr; 8 h; Inert atmosphereIrradiation; Hide Experimental Procedure

Wu, Wenfeng; Fu, Zaihui; Wen, Xu; Wang, Yongjun; Zou, Shuai; Meng, Yue; Liu, Yachun; Kirk, Steven Robert; Yin, Dulin

Applied Catalysis A: General, 2014 , vol. 469, p. 483 - 489 Title/Abstract Full Text View citing articles Show Details

2.3. Procedure of photo-oxy-chlorination of cyclohexane

General procedure: Light-driven oxy-chlorination of cyclohexane with metal chlo-ride was performed in a self-assembled photo-reactor equipped with a water-cooled condenser (see Fig. 1 left), and a 35 Wtungsten-bromine lamp equipped with an UV light filter was immersed in the acetonitrile or acetone (5 mL) solution containing cyclohexane (1 mmol) and metal chloride (0.1–3.0 mmol). The reaction mixture was stirred magnetically under an N2or air atmosphere (1 atm) and sustained visible light irradiation, and the temperature of the reaction solution increased to 35C because of the heating effect of light irradiation. Additionally, in the experi-ments of UV-driven oxy-chlorination of cyclohexane with FeCl3, the above-mentioned reaction mixture was irradiated continuously by a 300 W high-pressure mercury lamp from its side face at 35C(see Fig. 1 right). After the desired irradiation time had elapsed, a small portion of the reaction mixture (0.5 mL) was sampled from the reactor, and the products were quantitatively analyzed on an Agilent 6890N gas chromatograph (GC) with a SE-54 quartz capillary column (30 m × 0.32 mm × 0.25 m) and a flame ionization detector (FID) using n-hexanol as an internal standard. Both theinjector and detector temperature were 250C, and the column temperature was 80C. The isolated products were satisfactorily identified by comparing the MS spectra with those of the authentic samples. Each experiment was repeated in duplicate, the data deviation between two parallel experiments was lower than ca. 5percent.

With dihydrogen peroxide; nitric acid in water; acetonitrile

T=20°C; 5 h; Green chemistry; Catalytic behavior; Reagent/catalyst; Overall yield = 33 percentChromat.; Hide Experimental Procedure

Silva, Ana Rosa; Botelho, Joao

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 381, p. 171 - 178 Title/Abstract Full Text View citing articles Show Details

C:Catalysis experiments

General procedure: The oxidation of cyclohexane and n-hexane was carried outin acetonitrile (ACN), at room temperature, with constant stirring. The composition of the reaction medium was 0.0125 mmol of heterogeneous catalyst, 1.25 mmol of substrate (cyclohexane or n-hexane) and 0.125 mmol of nitric acid in 5.0 mL of ACN. The oxidant, hydrogen peroxide (6.25 mmol), was progressively added to the reaction medium using a syringe pump at a rate of 1.28 mL/h. The molar ratio of metal catalyst/alkane/HNO3/H2O2 was 1:100:10:500 [7]. Aliquots (100.0 L) were periodically withdrawn from the reaction mixture, the alkylhydroperoxides were reduced with excess of triphenylphosphine [7] and filtered through 0.2 m PTFE syringe filters and 20.0 L of chlorobenzene (external standard; 0.272 mol dm−3 in acetonitrile) was added. Cyclohexanol and cyclohexanone were identified by comparison of their retention times with commercially available samples and their quantification by interpolation into multipoint calibration curves. Other oxygenated products were identified by a Finnigan Trace GC–MS. It is noteworthy that no alkane oxidation products were detected in control experiments using the same experimental conditions, but without addition of homogeneous catalyst. The catalysts were then filtered and washed sequentially with 100 mL of ACN for 3 h, and dried overnight in an oven at 60C, under vacuum. The catalysts were then reused using the same experimental conditions. Control experiments in homogeneous phase using their on acetylacetonate salts in identical reaction conditions were also performed.

With [AuCl2(η2-TpmOH)]Cl; dihydrogen peroxide in acetonitrile

T=20°C; 6 h; Inert atmosphere; Mechanism; ConcentrationReagent/catalystTime;

De Almeida, M. Peixoto; Martins; Carabineiro; Lauterbach; Rominger; Hashmi; Pombeiro; Figueiredo

Catalysis Science and Technology, 2013 , vol. 3, # 11 p. 3056 - 3069 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; nitric acid in water; acetonitrile

T=20°C; ConcentrationReagent/catalystTime;

Nesterova, Oksana V.; Chygorin, Eduard N.; Kokozay, Vladimir N.; Bon, Volodymyr V.; Omelchenko, Irina V.; Shishkin, Oleg V.; Titis, Jan; Boca, Roman; Pombeiro, Armando J. L.; Ozarowski, Andrew

Dalton Transactions, 2013 , vol. 42, # 48 p. 16909 - 16919 Title/Abstract Full Text View citing articles Show Details

With [(1-[2’-(pyridyl)methyl]-4,7-dimethyl-1,4,7-triazacyclononane)Fe(OTf)2]; dihydrogen peroxide; N-butylpyridinium bis(trifluoromethanesulfonyl)imide in acetonitrile

T=25°C; 0.666667 h; Schlenk technique; Catalytic behavior; Solvent; Overall yield = 7 percentChromat.; Hide Experimental Procedure

Lentini, Sara; Galloni, Pierluca; Garcia-Bosch, Isaac; Costas, Miquel; Conte, Valeria

Inorganica Chimica Acta, 2014 , vol. 410, p. 60 - 64 Title/Abstract Full Text View citing articles Show Details

General catalytic procedures

General procedure: In a Schlenk tube containing catalyst (2.5μmol, 0.1percent mol), 2ml of IL, previously dried with a high vacuum pump, and cyclohexane (2.5mmol) were added and kept under vigorous magnetic stirring at 25°C. A solution of 0.4ml of H2O2 30percent (0.25mmol, 25μl) in CH3CN was gradually injected within half an hour. The mixture was then stirred for an additional 10min and repeatedly extracted with diethyl ether. The organic phase was filtered on silica gel to remove traces of the IL and analyzed by gas chromatography after the addition of naphthalene as internal standard.

With [Fe(CF3SO3)2(1-[2′-(6'-methylpyridyl)methyl]-4,7-dimethyl-1,4,7triazacyclononane)]; dihydrogen peroxide; N-butylpyridinium bis(trifluoromethanesulfonyl)imide in

Lentini, Sara; Galloni, Pierluca; Garcia-Bosch, Isaac; Costas, Miquel; Conte, Valeria

acetonitrile

T=25°C; 0.666667 h; Schlenk technique; Catalytic behavior; Solvent; Overall yield = 20 percentChromat.; Hide Experimental Procedure

Inorganica Chimica Acta, 2014 , vol. 410, p. 60 - 64 Title/Abstract Full Text View citing articles Show Details

General catalytic procedures

T=35°C; 6 h; MechanismCatalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Wang, Yongjun; Fu, Zaihui; Wen, Xu; Rong, Chunying; Wu, Wenfeng; Zhang, Chao; Deng, Jie; Dai, Baohua; Kirk, Steven Robert; Yin, Dulin

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 383-384, p. 46 - 52 Title/Abstract Full Text View citing articles Show Details

General procedure for oxygenation of organic compounds under thermal or visible light conditions

General procedure: Thermal reaction procedure: 30percent aqueous H2O2 (4 mmol) was added to a mixture of acetonitrile (MeCN, 3 ml), organic substrate (1 or 2 mmol) and catalyst Q3FeIII (0.01 mmol) all at

once and the reaction mixture was stirred magnetically for an appointed time at 35 °C. The photoreaction procedure used was as follows: the visible light-driven oxygenation was carried out with a selfassembled photo-reactor equipped with a water-cooled condenser (see our published work [30]). The above-mentioned reaction mixture was irradiated continuously by a 35 W tungsten-bromine lamp equipped with an UV light filter (Osram brand) from its inside at room temperature (20 °C). During irradiation, the temperature of the reaction solution increased to 35 °C because of the heating effect of light irradiation. After the appointed heating or light irradiation time had elapsed, the unreacted H2O2 was decomposed by MnO2 and the reaction mixture obtained from heating or light reaction was filtrated to remove the catalyst and MnO2, the resulting filtrate was analyzed using an Agilent 6890N gas chromatograph with a DB-17 polysiloxane capillary column (30 m × 0.32 mm × 0.50 μm) and flame ionization detector (FID) using n-hexanol as an internal standard. Both the injector and detector temperature were 250 °C, and the column temperature was 80–120 °C. The isolated products were satisfactorily identified by comparing the MS spectra with those of the authentic samples

Xing, Na; Xu, Li Ting; Bai, Feng Ying; Shan, Hui; Xing, Yong Heng; Shi, Zhan

Inorganica Chimica Acta, 2014 , vol. 409, # PART B p. 360 - 366 Title/Abstract Full Text View citing articles Show Details

Experimental for catalytic oxidation

The oxidation reactions were carried out under air condition(atmospheric pressure) in a two-necked glass flask, fitted with awater condenser. In a typical experiment, 0.0004 g (6.61 107 -mol) of the catalyst 1 or 2 was dissolved in 3 mL of desired solvent.Then the required amounts of H2O2 and HNO3 were added in thesequence, followed by 0.85 g (0.01 mol) of Cy. The reaction solutionwas stirred for 5 h at 40 C.For the products analysis, 0.05 g (5.43 104 mol) of methylbenzene(internal standard) and 3 mL of diethyl ether (to extractthe substrate and the organic products from the reaction mixture)were added. The obtained mixture was stirred for 10 min and thena sample (0.2 lL) was taken from the organic phase and analyzedby a GC equipped with a capillary column and a flame ionizationdetector by the internal standard method. Blank experiments confirmthat no cyclohexanol (Cynol) or cyclohexanone (Cyone) are formed in thein the absence of the metal catalysts under the same conditions.

With Oxonereg;; [FeIII(1,4,7-trimethyl-1,4,7-triazacyclononane)(acac)Cl]ClO4; sodium hydrogencarbonate in water; acetone

T=20°C; 0.0833333 h; Catalytic behavior; Reagent/catalyst;

Tse, Chun-Wai; Chow, Toby Wai-Shan; Guo, Zhen; Lee, Hung Kay; Huang, Jie-Sheng; Che, Chi-Ming

Angewandte Chemie - International Edition, 2014 , vol. 53, # 3 p. 798 - 803 Angew. Chem., 2014 , vol. 126, # 3 p. 817 - 822,6 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; 3C48H24N4O8(6-)*3Fe(2+)*Zr8O6(12+)

T=65°C; 11 h; Catalytic behavior;

Feng, Dawei; Jiang, Hai-Long; Chen, Ying-Pin; Gu, Zhi-Yuan; Wei, Zhangwen; Zhou, Hong-Cai

Inorganic Chemistry, 2013 , vol. 52, # 21 p. 12661 - 12667 Title/Abstract Full Text View citing articles Show Details

With iodosylbenzene; (TPFPP)Mn(III)(CH3COO) in acetonitrile

1 h; Darkness;

Castro, Kelly A. D. F.; Simoes, Mario M. Q.; Neves, M. Graca P. M. S.; Cavaleiro, Jose A. S.; Wypych, Fernando; Nakagaki, Shirley

Catalysis Science and Technology, 2014 , vol. 4, # 1 p. 129 - 141 Title/Abstract Full Text View citing articles Show Details

A: 56 %Chromat. B: 7.5 %Chromat.

Stage #1: With C22H30FeN4O2(2+)*2CF3O3S(1-); acetic acid in acetonitrile

T=20°C; Stage #2: With dihydrogen peroxide in water; acetonitrile

T=20°C; 0.5 h; Reagent/catalyst;

Olivo, Giorgio; Lanzalunga, Osvaldo; Mandolini, Luigi; Di Stefano, Stefano

Journal of Organic Chemistry, 2013 , vol. 78, # 22 p. 11508 - 11512 Title/Abstract Full Text View citing articles Show Details

With Zn3(2,6-di(5-methyl-1H-pyrazol-3-yl)pyridine)2(oxalate)3(H2O)2*4H2O; nitric acid in water; acetonitrile

T=40°C; 4 h; Catalytic behavior; Reagent/catalystTemperatureSolvent;

Zhang, Xiaoxi; Xing, Na; Bai, Fengying; Wan, Lijuan; Shan, Hui; Hou, Yanan; Xing, Yongheng; Shi, Zhan

CrystEngComm, 2013 , vol. 15, # 44 p. 9135 - 9147 Title/Abstract Full Text View citing articles Show Details

With oxygen in neat (no solvent) T=149.84°C; P=7500.75 Torr; 4 h; Catalytic

Machado, Kelly; Tavares, Pedro B.; Mishra, Gopal S.

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 383-384, p. 159 - 166

With Co(indoleacetic acid)2(1,10-phenanthroline)(H2O); dihydrogen peroxide; nitric acid in water; acetonitrile

T=40°C; P=760.051 Torr; 5 h; Catalytic behavior; Reagent/catalystSolvent; Hide Experimental Procedure

Hide Details

behaviorMechanism; Reagent/catalystTimeTemperature; Hide Experimental Procedure

Title/Abstract Full Text View citing articles Show Details

Catalytic oxidation study of cyclohexane

Three types of heterogeneous uniform porous texture HMSsupported complex catalysts HMS/Fe[Sal(PMeO-Si)DPTA], 4.a,HMS/Ni[Sal(PMeO-Si)DPTA], 4.b and HMS/Mn[Sal(PMeO-Si)DPTA],4.c have been applied the in the oxidation reaction of neat cyclohexane by molecular O2and obtained ketone in higheramount and alcohol in lower amount. It was also found thatthey serve as effective heterogeneous catalysts (typical high TONs4.2 × 103with 4.a, 3.4 × 103with 4.b and 2.9 × 103with 4.c) forsuch a reaction without the need of using any additive. All thereactions were performed under relatively mild and solvent freeconditions in a SS rocking type batch reactor. The Cat.4.a providesthe best conversion result of the cycloalkane 40.7percent with overallKA oil selectivity of 70percent in comparison with the other catalysts (4.b and 4.c compare in Fig. 5, that lead to 29.5 and 26.2percent conver-sion s, respectively). Therefore, we focused our detailed catalyticstudies on the Fe based Cat.4.a. At the end of oxidation reaction, thecolour of Cat.4.a was turned from reddish to dark brown, substratecolour from colourless to light yellow and a strong smell of productwas also observed. The final reaction mixture was confirmed firstin GC and then in GC–MS for identification of products

With tert.-butylhydroperoxide

T=80°C; 1 h; Reagent/catalyst; Overall yield = 22.91 percent;

RHODIA OPERATIONS; RHODIA (CHINA) CO., LTD.; ECOLE NORMALE SUPÈRIEURE DE LYON; EAST CHINA NORMAL UNIVERSITY; DECAMPO, Floryan; ZHOU, Wenjuan; WU, Peng; XUE, Kai; LIU, Yueming; HE, Mingyuan Patent: WO2014/15491 A1, 2014 ; Location in patent: Page/Page column 8; 9 ; Title/Abstract Full Text Show Details

With dihydrogen peroxide in water; acetonitrile

T=20°C; 6 h; Schlenk techniqueInert atmosphere; Catalytic behavior; Reagent/catalyst;

Martins; De Almeida, M. Peixoto; Carabineiro; Figueiredo; Pombeiro

ChemCatChem, 2013 , vol. 5, # 12 p. 3847 - 3856 Title/Abstract Full Text View citing articles Show Details

With gold; graphene; dihydrogen peroxide

T=20°C; IrradiationGreen chemistry; Reagent/catalyst;

Liu, Ruihua; Huang, Hui; Li, Haitao; Liu, Yang; Zhong, Jun; Li, Youyong; Zhang, Shuo; Kang, Zhenhui

ACS Catalysis, 2014 , vol. 4, # 1 p. 328 - 336 Title/Abstract Full Text View citing articles Show Details

With Co(II)(5,10,15,20-tetra-(p-chlorophenyl)porphyrin); oxygen

T=155°C; P=15001.5 Torr; 1 h; AutoclaveHigh pressure; Catalytic behavior; Reagent/catalyst;

Xie, Yujia; Zhang, Fengyong; Liu, Pingle; Hao, Fang; Luo, He'An

Canadian Journal of Chemistry, 2014 , vol. 92, # 1 p. 49 - 53 Title/Abstract Full Text View citing articles Show Details

Stage #1: With titanium dioxide in neat (no solvent) T=20°C; 0.333333 h; Autoclave; Stage #2: With tert.-butylhydroperoxide; oxygen in neat (no solvent) T=100°C; P=3750.38 Torr; 4 h; Autoclave; Hide Experimental Procedure

Qadir, Muhammad I.; Scholten, Jackson D.; Dupont, Jairton

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 383-384, p. 225 - 230 Title/Abstract Full Text View citing articles Show Details

4:2.11 Oxidation of cyclohexane

The oxidation of cyclohexane was also carried out in a modified Fischer-Porter gas reactor, filled with 6 mg catalyst (0.075 mmol), 7.15 mmol cyclohexane, stirred at room temperature for 20 min. Then, 0.67 mmol TBHP was added and the reactor was filled with 5 bar O2. The system was heated to 100 °C with a stirring rate of 700 rpm. After 4 h, the reactor was cooled to 25 °C. The products were quantitatively analysed and confirmed by authentic compounds using GC and GC–MS.

With oxygen in neat (no solvent) T=140°C; P=7500.75 Torr; 3 h; Catalytic behavior; Reagent/catalystTemperaturePressure;

Zhu, Xiaohang; Chen, Yuanzhe; Zhang, Fengwei; Niu, Jianrui; Xie, Miao; Ma, Jiantai

RSC Advances, 2014 , vol. 4, # 5 p. 2509 - 2514 Title/Abstract Full Text View citing articles Show Details

With 1H-imidazole; [bis(acetoxy)iodo]benzene; 5-(3-bromo-4-aminophenyl)-10,15,20tris(phenyl)-2,3,7,8,12,13,17,18-octabromoporphyrinmanganese(III) chloride in dichloromethane

T=25°C; 1.5 h; Green chemistry; Reagent/catalyst; Hide Experimental Procedure

Da Silva, Vinicius Santos; Teixeira, Lorena Infante; Do Nascimento, Eliane; Idemori, Ynara Marina; Defreitas-Silva, Gilson

Applied Catalysis A: General, 2014 , vol. 469, p. 124 - 131 Title/Abstract Full Text View citing articles Show Details

2.3. Cyclohexane oxidation reactions

reactionsAll the catalytic reactions were performed in 2-mL Wheaton®vials sealed with teflon-faced silicon septa. Reactions were per-formed under magnetic stirring, at 25C, for 90 min, usingprocedures adapted from de Sousa et al. [31]. Cyclohexane oxida-tion was carried out in air using either PhI(OAc)2or PhIO as oxygendonor. Reaction mixtures comprised 2.0 × 10−4mmol of the cata-lyst (MnIIITPPCl, MnIIIAPTPPCl, or MnIIIBr9APTPPCl), 2 × 10−3mmolof the oxidant (PhIO or PhI(OAc)2), 100 L of cyclohexane cyclohexane(0.93 mmol) and 200 L of CH2Cl2. The catalyst/oxidant/substratemolar ratio was 1:10:4650. When deemed necessary, the reactionwas quenched by addition of sulfite and borax [31]. The reactionmixtures were directly analyzed by capillary gas chromatographyusing bromobenzene as internal standard, and the retention timesof the products were confirmed by comparison with that of authen-tic product samples [40]. The yields were based on either initialPhIO or PhI(OAc)2. Each reaction was accomplished at least threetimes, and the reported data represent the average of the results ofthese reactions. The errors in yields and selectivity were calculatedbased on the reproducibility of the reactions. The degree of destruc-tion of the manganese porphyrin (bleaching) was determined byUV–vis spectroscopy at the end of the catalytic run. Control reac-tions were conducted in the absence of the catalyst, under the sameconditions as the catalytic runs. The effect of imidazole was studiedby adding a 20 L aliquot of a 1.0 × 10−2M imidazole (Im) solutionin CH2Cl2to the reaction medium. The effect of H2O was studiedby adding a 0.5 L aliquot to the reaction medium.

With [FeII(CF3SO3)2(Me2,BzImTACN)]; water; dihydrogen peroxide in acetonitrile

T=20°C; Catalytic behavior; Overall yield = 93 percent;

Mitra, Mainak; Lloret-Fillol, Julio; Haukka, Matti; Costas, Miquel; Nordlander, Ebbe

Chemical Communications, 2014 , vol. 50, # 12 p. 1408 - 1410 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

T=69°C; P=750.075 Torr; 15 h; Industrial scale; ConcentrationPressureSolventTemperatureTimeReagent/catalyst; Hide Experimental Procedure

China Petroleum and Chemical Corporation; Research Institute Of Petroleum Processing, Sinopec; LIN, Min; SHI, Chunfeng; ZHU, Bin; RU, Yingchun

Patent: EP2706051 A1, 2014 ; Location in patent: Paragraph 0068 ; Title/Abstract Full Text Show Details

11:

Example 11 Cyclohexane, hydrogen peroxide solution (with a concentration of 50 wtpercent) and the solvent water were fed through the feed inlets of the reaction zone with a mass ratio of 2:3:1, wherein the cyclohexane was fed through the second feed inlet, while the hydrogen peroxide solution and the solvent water were fed through the first feed inlet. The temperature of the reaction zone was controlled to be 69±2 degrees C. The pressure in the reaction zone was 0.10±0.02MPa. The space velocity of cyclohexane was 4 h-1. The reflux ratio in the reaction zone was 10:1. The plate number of the reaction zone was 35. The plate number between the first feed inlet and the column bottom was 30. The plate number between the second feed inlet and the column bottom was 10. The packing was 100 wtpercent of the titanium silicate molecular sieve catalyst obtained according to the process of preparation example 1. Sample analysis was made after 15h of stable operation. The conversion of cyclohexane, the selectivity to ketone and alcohol and the effective utility of hydrogen peroxide were listed in table 1.

With [CuICuICuI(3,3′-(1,4-diazepane-1,4-diyl)bis[1-(4-ethyl piperazine-1-yl)propan-2-ol])] (ClO4); dihydrogen peroxide in water; acetonitrile

T=20°C; 1 h; Inert atmosphereGlovebox; Catalytic behavior; regiospecific reaction;

Nagababu, Penumaka; Yu, Steve S.-F.; Maji, Suman; Ramu, Ravirala; Chan, Sunney I.

Catalysis Science and Technology, 2014 , vol. 4, # 4 p. 930 - 935 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide

T=69.84°C; 7 h; Hide Experimental Procedure

Wu, Kai; Li, Baoshan; Han, Chunying; Liu, Jianjun

Applied Catalysis A: General, 2014 , vol. 479, p. 70 - 75 Title/Abstract Full Text View citing articles Show Details

Catalytic performance test

The selective oxidation of cyclohexane was carried out in athree-necked flask at the temperature of 343 K for 7 h using a com-position of reactants: 30 ml of cyclohexane, 16 ml of 30percent H2O2and0.15 g of catalyst. At the end of reaction, the solid catalyst was fil-tered, and the organic products were analyzed by a HP5890 seriesgas chromatography equipped with a SPB-50 coated capillary col-umn (30 m × 0.32 mm × 0.25 m) and FID. The main products ofthe reaction were cyclohexanone and cyclohexanol, which wereconfirmed by GC–MS

With C36H38Cl3Mn2N6O4(1-)*Cl(1-)*H2O*2CH4O*2H(1+); dihydrogen peroxide in octanol; acetonitrile

T=80°C; 5 h; Catalytic behavior;

Hosseini-Monfared, Hassan; Alavi, Sohaila; Mayer, Peter

Inorganica Chimica Acta, 2014 , vol. 419, p. 89 - 95 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in acetonitrile

T=70°C; 6 h; Catalytic behavior; Reagent/catalyst;

Bellifa; Choukchou-Braham; Kappenstein; Pirault-Roy

RSC Advances, 2014 , vol. 4, # 43 p. 22374 - 22379 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=70°C; P=760.051 Torr; 12 h;

Antony; David Manickam, S. Theodore; Kollu, Pratap; Chandrasekar; Karuppasamy; Balakumar

RSC Advances, 2014 , vol. 4, # 47 p. 24820 - 24830 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=70°C; P=760.051 Torr; 2 h; Temperature;

Antony; David Manickam, S. Theodore; Kollu, Pratap; Chandrasekar; Karuppasamy; Balakumar

RSC Advances, 2014 , vol. 4, # 47 p. 24820 - 24830 Title/Abstract Full Text View citing articles Show Details

A: 49 %Chromat. B: 9 %Chromat.

With sodium periodate in water; acetonitrile

T=20°C; 4 h; Catalytic behavior; Hide Experimental Procedure

Zadehahmadi, Farnaz; Tangestaninejad, Shahram; Moghadam, Majid; Mirkhani, Valiollah; Mohammadpoor-Baltork, Iraj; Khosropour, Ahmad R.; Kardanpour, Reihaneh

Journal of Solid State Chemistry, 2014 , vol. 218, p. 56 - 63 Title/Abstract Full Text View citing articles Show Details

2.3 Catalytic experiments

General procedure: All of the reactions were carried out at room temperature with magnetic stirring. To a mixture of alkene or alkane (1 mmol), Mn(TPP)ClIm-MIL-101(100 mg) in CH3CN (10 ml), a solution of NaIO4 (2 mmol) in H2O (10 ml) was added. The reaction mixture was stirred at room temperature. The progress of the reaction was monitored by GC. At the end of the reaction, the mixture was diluted with Et2O (20 ml) and filtered. The catalyst was thoroughly washed with Et2O and the combined washings and filtrates were purified on a silica gel plates or a silica gel column to afford the product.

With C17H19FeN5O5(1-)*2C8H20N(1+); oxygen in acetonitrile

T=25°C; Kinetics;

Ghosh, Munmun; Singh, Kundan K.; Panda, Chakadola; Weitz, Andrew; Hendrich, Michael P.; Collins, Terrence J.; Dhar, Basab B.; Sen Gupta, Sayam

Journal of the American Chemical Society, 2014 , vol. 136, # 27 p. 9524 - 9527 Title/Abstract Full Text View citing articles Show Details

With tri-n-propylamine; oxygen

T=150°C; P=11251.1 Torr; 4 h; Catalytic behaviorMechanism; Reagent/catalyst;

Zhang, Yicheng; Dai, Weili; Wu, Guangjun; Guan, Naijia; Li, Landong

Chinese Journal of Catalysis, 2014 , vol. 35, # 3 p. 279 - 285 Title/Abstract Full Text Show Details

With cadmium peroxide in neat (no solvent) T=160°C; 12 h; Autoclave; TemperatureTime;

Lingampalli; Gupta, Uttam; Gautam, Ujjal K.; Rao

ChemPlusChem, 2013 , vol. 78, # 8 p. 837 - 842 Title/Abstract Full Text View citing articles Show Details

With iron(II) triflate; N-(2-pyridylmethyl)-2-pyridylmethanimine; dihydrogen peroxide; acetic acid in acetonitrile

T=30°C; 1.5 h; Reagent/catalyst;

Olivo, Giorgio; Arancio, Giorgio; Mandolini, Luigi; Lanzalunga, Osvaldo; Di Stefano, Stefano

Catalysis Science and Technology, 2014 , vol. 4, # 9 p. 2900 - 2903 Title/Abstract Full Text View citing articles Show Details

With Cu0.03Fe0.97Al2O4; dihydrogen peroxide in acetonitrile

T=70°C; 4 h; Catalytic behavior; Reagent/catalystTemperatureSolvent; Hide Experimental Procedure

Mistri, Rajib; Maiti, Sayantani; Llorca, Jordi; Dominguez, Montserrat; Mandal, Tapas Kumar; Mohanty, Paritosh; Ray, Bidhan Chandra; Gayen, Arup

Applied Catalysis A: General, 2014 , vol. 485, p. 40 - 50 Title/Abstract Full Text View citing articles Show Details

Catalytic test

General procedure: The oxidation of cyclohexane by H2O2 was carried out from RT to 80°C at atmospheric pressure. In a typical reaction, the catalyst (0.05 g), reactant (8 mmol (0.865 mL) cyclohexane (Merck India, 99.5percent)), 10 mL acetonitrile (Merck India, 99.5percent) and oxidant (24 mmol (2.45 mL) 30percent H2O2(Merck India)) were introduced into a 250 mL two-necked round bottom flask. Uniform mixing of the contents was ensured by continuous stirring (rpm = 900) during the course of reaction by a magnetic stirrer. The reaction system initially consisted of two liquid phases-an organic phase containing reactant and solvent and an aqueous phase containing solvent and oxidant. However within a short period of time after the commencement of reaction, the mixture becomes essentially homogeneous. The homogenized reaction compositions were analyzed using a gas chromatograph (Nucon 5765, New Delhi) using a fused silica capillary column (EC5) of 30 m × 0.25 mm × 0.25 m film thickness from Alltech and equipped with a FID detector. The injector and detector temperatures were 220°C and 240°C, respectively. The initial and final column temperatures were 110°C and 150°C, respectively with a temperature programmed rate of 80°C min-1.

With dihydrogen peroxide in acetonitrile

Reagent/catalyst;

Pariyar, Anand; Bose, Suranjana; Biswas, Achintesh Narayan; Barman, Sudip; Bandyopadhyay, Pinaki

Catalysis Science and Technology, 2014 , vol. 4, # 9 p. 3180 - 3185 Title/Abstract Full Text View citing articles Show Details

A: 8 %Chromat. B: 31 %Chromat.

With iodosylbenzene in dichloromethane; acetonitrile

T=20°C; 1 h; Inert atmosphere; Reagent/catalyst; Hide Experimental Procedure

Machado, Guilherme Sippel; Ucoski, Geani Maria; Lima, Omar Jose De; Ciuffi, Katia Jorge; Wypych, Fernando; Nakagaki, Shirley

Applied Catalysis A: General, 2013 , vol. 460-461, p. 124 - 131 Title/Abstract Full Text View citing articles Show Details

2.4. Oxidation of cyclooctene, cyclohexane, and n-heptane by PhIO catalyzed by FeMn-Hallo

General procedure: The oxidation reactions were carried out in a thermostatic glassvessel (2.0 mL) equipped with a magnetic stirrer bar [6,8]. FeMn-Hallo (3.0 mg) and PhIO (0.22 mol) were suspended in the solvent(0.200 mL of dichloromethane/acetonitrile 1:1, v/v); the substrate(cyclooctene, cyclohexane, or n-heptane) was added to the reaction mixture, to give a constant metalloporphyrin/oxidant/substrate molar ratio of 1:20:2000. The oxidation reaction was allowed toproceed for 1 h, under magnetic stirring. At the end of this period,sodium sulfite was added to the reaction mixture, to quench there action and to eliminate excess PhIO. The reaction products were separated from FeMn-Hallo by centrifugation and transferred to a volumetric flask. Next, FeMn-Hallo was washed several times with methanol and acetonitrile, to extract any reaction product that might have been retained in the solid catalyst. The solution containing the final reaction products and the solvents from theFeMn-Hallo washing process were combined and analyzed by gas chromatography. Product yields were quantified on the basis of PhIO; high-purity n-octanol (99.9percent) was the internal standard.

With [Ni(2,6-di(5-methyl-1H-pyrazol-3-yl)pyridine)2] ethanol solvate; dihydrogen peroxide; nitric acid in acetonitrile

T=40°C; 5 h; Catalytic behavior; ConcentrationSolventTimeTemperatureReagent/catalyst;

Xing, Na; Xu, Li Ting; Liu, Xin; Wu, Qiong; Ma, Xi Tong; Xing, Yong Heng

ChemPlusChem, 2014 , vol. 79, # 8 p. 1198 - 1207 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=110°C; P=22502.3 Torr; 1.25 h; Microwave irradiation; Hide Experimental Procedure

Ozdemir, Mecit

Inorganica Chimica Acta, 2014 , vol. 421, p. 1 - 9 Title/Abstract Full Text View citing articles Show Details

Catalytic Oxidation of Cyclohexane under Microwave Irradiation

The catalytic oxidation of cyclohexane under microwave irradiation was performed as follows: 0.02 mmol synthesized complex, 2 mmol cyclohexane (Carlo Erba, 99.8percent) and 4 mmol H2O2 (Merck, 35percent) were microwaved for 75 min at 400 watt (40percent of maximum output power). The catalyst:substrate:oxidant ratio was 1:100:200. The complexes were individually suspended in 5 mL of acetonitrile, and cyclohexane and H2O2 were added to the microwave vessels, respectively, for each of the oxidation experiments. The vessels were rapidly closed with their captures and the caps and placed inside the Berghof MWS3+ microwave oven. For each catalytic oxidation experiment, 400 watt microwave power was applied for 75 min. The temperature was controlled automatically by the microwave instrument at about 110°C; however, sometimes the temperature increased to 130–140°C in a short time during the reaction in the microwave oven and the pressure also increased to 30–35bar, due to the evaporation of the solvent. In order to stop the oxidation before analysis, 1mL H2O was added to the vessels. The oxidized organic products were extracted with 10mL CH2Cl2 and injected into GC and GC–MS for analysis and characterisation. The amount of CyH, Cy–OH, and Cy=O were calculated from the external calibration curves that were prepared before the analyses.

With dihydrogen peroxide in acetonitrile

T=110°C; P=22502.3 Torr; 1.25 h; Microwave irradiation; Reagent/catalyst; Hide Experimental Procedure

Ozdemir, Mecit

Inorganica Chimica Acta, 2014 , vol. 421, p. 1 - 9 Title/Abstract Full Text View citing articles Show Details

Catalytic Oxidation of Cyclohexane under Microwave Irradiation

With tert.-butylhydroperoxide; iron(III) trifluoromethanesulfonate

T=80°C; 1 h; Catalytic behavior; Reagent/catalyst; Overall yield = 30.2 percent; Hide Experimental Procedure

RHODIA OPERATIONS; ECOLE NORMALE SUPERIEURE DE LYON; DECAMPO, Floryan; ZHOU, Wenjuan

Patent: WO2014/170422 A1, 2014 ; Location in patent: Page/Page column 7 ; Title/Abstract Full Text Show Details

1:Example 1

Several catalysts have been used to catalyze the oxidation of cylcohexane using t-butyl hydroperoxide (TBHP) at 80°C for 1.0 h with 0.02 g catalyst and 7.7 wt.percent TBHP in cyclohexane. Molar ratio TBHP/catalyst is 79.3. Results are mentioned in Table 1.

With dihydrogen peroxide in acetonitrile

T=80°C; 4 h; Inert atmosphere; Catalytic behavior;

Cele, Mduduzi N.; Friedrich, Holger B.; Bala, Muhammad D.

Catalysis Communications, 2014 , vol. 57, p. 99 - 102 Title/Abstract Full Text View citing articles Show Details

With [Cu4(1,3-pdta)2(H2O)4]·H2O; dihydrogen peroxide; nitric acid in acetonitrile

T=20°C; 24 h; Reagent/catalyst; Hide Experimental Procedure

Chen, Mao-Long; Zhou, Zhao-Hui

Polyhedron, 2014 , vol. 81, p. 142 - 146 Title/Abstract Full Text View citing articles Show Details

2.5 Peroxidative reaction of cyclohexane

The peroxidative reaction of cyclohexane were carried out in a similar method reported [2]. To the copper catalyst (0.025 mmol) in a reaction flask was added with 3.00 mL acetonitrile, 10.00 mmol H2O2 (30percent in H2O), HNO3 (acid-to-catalyst molar ratio = 10:1), and 0.20 mL (1.85 mmol) of C6H12 in order. The reaction mixture was stirred for 24 h at room temperature and normal pressure.

With dihydrogen peroxide in acetonitrile

T=80°C; 4 h; Inert atmosphere;

Cele, Mduduzi N.; Friedrich, Holger B.; Bala, Muhammad D.

Catalysis Communications, 2014 , vol. 57, p. 99 - 102 Title/Abstract Full Text Show Details

A: 7 %Chromat. B: 20.6 %Chromat.

Stage #1: With pyrazinecarboxylic acid; [{VO(EtO)(EtOH)}2(1κ2O,κN:2κ2O,κN-bis(2hydroxybenzylidene)oxalohydrazonic acid)]·2H2O; dihydrogen peroxide in water; acetonitrile

T=50°C; 0.75 h; Stage #2: With triphenylphosphine

Gupta, Samik; Kirillova, Marina V.; Guedes Da Silva, M. Fatima; Pombeiro, Armando J.L.

Applied Catalysis A: General, 2013 , vol. 460-461, p. 82 - 89 Title/Abstract Full Text View citing articles Show Details

Hide Experimental Procedure

2.5. Peroxidative oxidation of alkanes

General procedure: The alkane oxidations were typically carried out in air in thermostated (50° C) Pyrex cylindrical vessels or round bottom flasks with vigorous stirring and using MeCN as solvent (up to 5.0 mL totalvolume). Typically, the catalyst precursor 1 was introduced intothe reaction mixture in the form of a stock solution in acetonitrile(2.5×10−4 M). Then PCA (optional) was added as a solid or in theform of a stock solution in MeCN (0.44 M). The alkane substrate, typically cyclohexane (0.25 mL, 2.3 mmol) was then introduced, andthe reaction started when hydrogen peroxide (50percent in H2O, 0.68 mL,11 mmol) was added in one portion. The final concentrations of the reactants in the reaction mixture were as follows: catalystprecursor 1 (5×10−6 −5×10−4 M), PCA (0−0.005 M), substrate(0.46 M) and H2O2 (2.2 M). The samples were analysed by GC using nitromethane (0.05 mL) as an internal standard. Attribution of peaks was made by comparison with chromatograms of authenticsamples. Chromatographic analyses were undertaken by usinga Fisons Instruments GC 8000 series gas chromatograph (He ascarrier gas) with a BP20/SGE (30 m×0.22 mm×0.25 m) capillarycolumn (FID detector) and the Jasco-Borwin v.1.50 software. Since the oxygenation of alkanes often gives rise to the formationof the corresponding alkyl hydroperoxides as the main primaryproducts, the quantification was performed by a method developedby Shul’pin [12–14]. For precise determination of oxygenate concentrations only data obtained after reductions of the reactionsample with PPh3 were usually used, taking into account that theoriginal reaction mixture typically contained the three products:alkyl hydroperoxide (as the primary product), ketone and alcohol.The oxidations of gaseous alkanes were carried out in a 13 mLstainless steel autoclave, equipped with a Teflon-coated magneticstirring bar. In a typical experiment, after additions of all liquid (inthe form of stock solutions in acetonitrile) and solid reagents, theautoclave was closed and pressurized with 0.7–20.0 atm of gaseous alkane (typically 20.0, 6.0, or 0.7 atm of CH4 and C2H6, C3H8, or n-C4H10, respectively). The reaction mixture was stirred for 4 h at 50° C using a magnetic stirrer and an oil bath, whereupon it wascooled in an ice bath, degassed, opened and transferred to a flaskfor GC analysis. In the oxidations of gaseous alkanes, traces of acetic acid were also detected due to partial oxidation of the MeCN solvent

With oxygen

T=149.84°C; P=7500.75 Torr; 6 h; Autoclave; Catalytic behavior; Reagent/catalystTemperaturePressure;

Machado, Kelly; Mishra, Jaya; Suzuki, Shinzo; Mishra, Gopal S.

Dalton Transactions, 2014 , vol. 43, # 46 p. 17475 - 17482 Title/Abstract Full Text View citing articles Show Details

With Cr2O4(2-)*Cu(2+); dihydrogen peroxide in acetonitrile

T=50°C; 10 h;

Acharyya, Shankha S.; Ghosh, Shilpi; Adak, Shubhadeep; Tripathi, Deependra; Bal, Rajaram

Catalysis Communications, 2015 , vol. 59, p. 145 - 150 Title/Abstract Full Text View citing articles Show Details

With oxygen; titanium(IV) oxide in acetonitrile

Hattori; Ide; Sano

T=20°C; 24 h; IrradiationAutoclave;

Journal of Materials Chemistry A, 2014 , vol. 2, # 39 p. 16381 - 16388 Title/Abstract Full Text View citing articles Show Details

With hydrogen; oxygen

Catalytic behavior; Reagent/catalyst;

Nakatsuka, Kazuki; Mori, Kohsuke; Okada, Shusuke; Ikurumi, Shohei; Kamegawa, Takashi; Yamashita, Hiromi

Chemistry - A European Journal, 2014 , vol. 20, # 27 p. 8348 - 8354 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=40°C; 1.5 h; Catalytic behavior;

Feng, Yan; Moschetta, Eric G.; Jones, Christopher W.

Chemistry - An Asian Journal, 2014 , vol. 9, # 11 p. 3142 - 3152 Title/Abstract Full Text View citing articles Show Details

Stage #1: With oxygen

T=165°C; P=9000.9 Torr; Stage #2: With water; sodium hydroxide

DSM IP ASSETS B.V.; PARTON, Rudy Francois Maria Jozef; TINGE, Johan Thomas

Patent: WO2015/10928 A1, 2015 ; Location in patent: Page/Page column 19; 20 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

EXAMPLE 3 This example 3 describes an embodiment of the invention as depicted in Figure 1 . The experiment described in Example 2 was repeated, the sole difference being that now the washing section [E] contained two washing steps in- series. The first washing step comprised a mixer-settler and the second washing step comprised a packed column. Residue comprising cyclohexanone, cydohexanol and alkali metal salts that were formed in the first distillation section [D] were fed to washing section [E] via line [1 1 ]. In the first washing step about 27 wt. percent water relative to the amount of residue comprising cyclohexanone, cydohexanol and alkali metal salts that was formed in the first distillation section [D] was fed via line [12] at atmospheric pressure. The water phase that was obtained after separating of the water phase and the washed residue comprising cyclohexanone, cydohexanol and alkali metal salts was exited. The washed residue comprising cyclohexanone, cydohexanol and alkali metal salts obtained in the first washing step was fed to the bottom section of the packed column for a second washing step. To the top section of this packed column about 50 wt. percent water relative to the residue comprising cyclohexanone, cydohexanol and alkali metal salts was fed via line [12] at atmospheric pressure. The water phase that is obtained after this washing exited from the bottom of the packed column. Both water phases that were obtained after the washings were exited via line [13] and were partly used for the preparation of aqueous NaOH solution that was charged to the decomposition section [B]. The obtained washed residue comprising cyclohexanone, cydohexanol and alkali metal salts exited from the top section of the packed column and was fed to the first distillation column in the second distillation section [F] via line [14]. In the first distillation section [D] about 98 percent by weight of the cyclohexane is removed from the organic phase resulting from the decomposition section [B]. The residue comprising cyclohexanone, cyclohexanol and alkali metal salts that was formed in the first distillation section [D] and exited via line [1 1] comprised: Cyclohexanone ca. 42 wt. percent Cyclohexanol ca. 28 wt. percent Cyclohexane ca. 29 wt. percent Sodium salts ca. 20 ppm (only Na) The obtained washed residue comprising cyclohexanone, cyclohexanol and alkali metal salts exited from the top section of the packed column contained on average less than 10 ppm alkali metal salts. The content of sodium salts in the bottom flow that exited the first distillation column in the second distillation section [F] was on average less than 1 ppm (only Na). The amounts of water used for the first and second washing step in washing section [E] were about 0.39 and 0.71 kg water / kg cyclohexanone and cyclohexanol in the residue comprising cyclohexanone, cyclohexanol and alkali metal salts that was formed in the first distillation section [D], respectively. Example 3 in comparison to Comparative Example 2 clearly shows that by introducing washing section [E] contained two washing steps in- series the amount of sodium salts in the bottom flow that exited the first distillation column in the second distillation section [F] was reduced from on average about 27 ppm to on average less than 1 ppm (only Na). So, due to the introduction of washing section [E] the reduction of the amount of sodium salts in the bottom flow that exited the first distillation column in the second distillation section [F] was more than 96percent.

With oxygen

T=140°C; P=2250.23 Torr; 17 h; Reagent/catalyst; Hide Experimental Procedure

INVISTA NORTH AMERICA S.A R.L.; Whiston, Keith; Liu, Xi; Hutchings, Graham

Patent: US2015/11797 A1, 2015 ; Location in patent: Paragraph 0060-0061; 0076 ; Title/Abstract Full Text Show Details

27.c:Oxidation of Cyclohexane

The catalytic activity of the prepared catalysts in the oxidation of cyclohexane oxidation was studied on a laboratory scale by the method described below. Catalytic oxidation tests were performed using a glass bench reactor, which was connected to a cylinder of O2 gas. After the addition of cyclohexane (10 mL) and desired amount of catalyst had been added to the unit, reactants were magnetically stirred at 140° C. and 3 bar O2 for 17 hours. After reaction was complete, the desired amount of chlorobenzene was added into the product as an external standard. The liquid products were then injected into a Gas Chromatograph (Varian 3200) with a CP-Wax 42 column and FID detector for ketone, alcohol, peroxide, ether and ester quantification. Any solid products of the reaction present in the final mixture were collected by filtration, washed with cyclohexane and subsequently dissolved in a known weight of methanol. Subsequently, 300 μL of sample out of the 10 mL product solution was mixed with 2 ml of 14percent boron tri-fluoride (BF3) in methanol, which was subsequently heated at 70° C. and magnetically stirred for half hour. After complete conversion of the acid products to corresponding methyl esters, the reaction was stopped by adding 2 mL water. Finally, the esters formed were extracted from the mixture using a known volume of dichloromethane and injected into GC for quantification. The results are described below.

With Cumene hydroperoxide in dichloromethane

24 h; Inert atmosphere;

Singh, Manoj Kumar; Bandyopadhyay, Debkumar

Journal of Chemical Sciences, 2014 , vol. 126, # 6 p. 1707 - 1713 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

T=70°C; 3 h; Autoclave; Catalytic behavior; Reagent/catalystTemperatureTime; Hide Experimental Procedure

Chen, Yanfeng; Fan, Binbin; Lu, Ningyue; Li, Ruifeng

Catalysis Communications, 2015 , vol. 64, p. 91 - 95 Title/Abstract Full Text View citing articles Show Details

Catalytic reaction

General procedure: The liquid-phase oxidation of cycloalkane with H2O2 (30percent in aqueous solution) was carried out under a stirring condition in a sealed autoclave. A typical reaction mixture is as follows: 0.05 g catalyst, 10 mL solvent, 9.5 mmol substrate, and 38 mmol H2O2 (30percent in aqueous solution). Unless otherwise stated, the reaction temperature is 70 °C and time is 3 h. After reaction, the liquid product was separated by centrifugation and analyzed by a GC-7890F gas chromatograph equipped with a polyethylene glycol packed column and a flame ionization detector with benzyl chloride as an internal standard.

A: 64.9 %Chromat. B: 24.4 %Chromat.

With oxygen

T=160°C; P=6000.6 Torr; 4 h; Autoclave; Catalytic behavior; Reagent/catalystTemperaturePressure;

Jiang, Yue-Xiu; Su, Tong-Ming; Qin, Zu-Zeng; Huang, Guan

RSC Advances, 2015 , vol. 5, # 31 p. 24788 - 24794 Title/Abstract Full Text View citing articles Show Details

With oxygen in neat (no solvent) T=125°C; P=2250.23 Torr; 24 h;

Liu, Xi; Conte, Marco; Weng, Weihao; He, Qian; Jenkins, Robert L.; Watanabe, Masashi; Morgan, David J.; Knight, David W.; Murphy, Damien M.; Whiston, Keith; Kiely, Christopher J.; Hutchings, Graham J.

Catalysis Science and Technology, 2015 , vol. 5, # 1 p. 217 - 227 Title/Abstract Full Text View citing articles Show Details

Stage #1: With oxygen

RefluxLarge scale; Stage #2: With 1-hydroxyethylidene-1,1-diphosphonic acid (di)octyl ester; di-tert-butyl chromate

T=91°C; P=225.023 Torr; 0.416667 h; Large scale; Reagent/catalyst; Hide Experimental Procedure

Xiao, Zaosheng

Patent: US2015/105589 A1, 2015 ; Location in patent: Paragraph 0027; 0029 ; Title/Abstract Full Text Show Details

2:Example 2

Phosphoric acid octyl ester is used as a scale inhibitor. 142.178 ton/hour of a cyclohexane oxidized mixture liquid flow out of an oxidation reactor, comprising 134.038 ton/hour of cyclohexane, 1.164 ton/hour of cyclohexanol, 0.534 ton/hour of cyclohexanone, 4.339 ton/hour of peroxide (CHHP), 1.698 ton/hour of acid and 0.405 ton/hour of impurity. Then the cyclohexane oxidized mixture liquid is processed with flash vaporization, condensation and rectification, wherein 76.51 ton/hour of the cyclohexane are evaporated through a tower top; 15.136 ton/hour of a reflux liquid are applied; 61.374 ton/hour of the rest return to the oxidation reactor after rinsing, in such a manner that a tower bottom obtains 80.804 ton/hour of a condensation liquid of the cyclohexane oxidized mixture. The obtained condensation liquid is rinsed with deionized water in a rinsing tower, so as to remove most of organic acid therein. 83.543 ton/hour of the condensation liquid are obtained at a top of the rinsing tower, then enter a dehydrating tower, and next enter a decomposition reactor. In the meantime, 34 kilo/hour of bis(tert-butyl) chromate cyclohexane solution having 3percent of chromium are added to the decomposition reactor as a homogeneous catalyst. A stirrer of the decomposition reactor is activated to stir, for uniformly distributing the catalyst into the liquid inside the decomposition reactor and thus catalyzing the peroxide to decompose into cyclohexanol and cyclohexanone. In order to prevent the catalyst from scaling and depositing, in the meantime, 14 kilo/hour of the phosphoric acid octyl ester are added to the decomposition reactor as the scale inhibitor. Under a pressure of 0.03 MPa and at a temperature of 91° C., a homogeneous catalytic decomposition of the peroxide is performed at a residence time of 25 minutes, which results in a decomposition molar conversion rate of 91percent, a total molar yield of around 94percent and a continuous production cycle of four months. Then, after stalling, the decomposition reactor and correspondent pipelines are cleaned by a NaOH aqueous solution, as well as cyclohexane recycling towers at a subsequent step. The Example 2 of the present invention only differs from the Comparison Example in that the amount of the phosphoric acid octyl ester as the scale inhibitor is completely stopped and wholly replaced by 1 kilo/hour of 1-hydroxy ethidene-1,1-diphosphonic acid (di)octyl ester, without changing other reaction conditions. According to the Example 2 of the present invention, a decomposition molar conversion rate reaches 93percent; a total molar yield reaches 94percent; and a continuous production cycle lasts for one year.

With 1H-imidazole; (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride; iodosylbenzene in dichloromethane

Catalytic behavior; Reagent/catalyst;

Da Silva, Vinicius Santos; Meireles, Alexandre Moreira; Da Silva Martins, Dayse Carvalho; Rebouas, Jlio Santos; Defreitas-Silva, Gilson; Idemori, Ynara Marina

Applied Catalysis A: General, 2015 , vol. 491, p. 17 - 27 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; 1,2-dichloro-benzene; acetonitrile

T=0°C; 24.3 h; Sealed tube; Time; Hide Experimental Procedure

Northwestern University; Notestein, Justin M.; Schoenfeldt, Nicholas J.; Korinda, Andrew W.

Patent: US9024076 B2, 2015 ; Location in patent: Page/Page column 4 ; Title/Abstract Full Text Show Details

1:Example (Ex) 1

General procedure: Synthesize alkane oxidation catalyst in situ and oxidize alkane (cyclohexane) as follows. Add SiO2—C (3.3 mg, 0.6 groups/nm2) in acetonitrile (2 mL) and ([(C6H12N3R3)Mn2O3]Z2) (0.2 mM)

to a container. The carboxylate group to Mn atom ratio is 0.50:1.0. Add o-dichlorobenzene (100 microliter (μL), 390 mmol) and cyclohexane (50 μL, 200 mmol) to the contents of container and maintain at 0° C. Add H2O2 (30 weight percent (wt percent), 130 μL) to the contents of container. Seal the container and react to produce an alkane oxidation product (cyclohexanone (CyO), cyclohexanol (CyOH), and/or cyclohexyl hydroperoxide (Cy-OOH)). The concentrations of these species are determined as a function of time using gas chromatography and are shown in Table 1.

With dihydrogen peroxide in water; 1,2-dichloro-benzene; acetonitrile

T=0°C; 0.3 h; Sealed tube; Hide Experimental Procedure

Northwestern University; Notestein, Justin M.; Schoenfeldt, Nicholas J.; Korinda, Andrew W.

Patent: US9024076 B2, 2015 ; Location in patent: Page/Page column 4; 5 ; Title/Abstract Full Text Show Details

1:Example (Ex) 1

Stage #1: With [(H2O)Cu0.5{(μ-(2-[2-(2,4-dioxopentan-3-ylidene)hydrazinyl]terephthalate(-

H))-1κO:2κ3N,O',O'')Cu(H2O)2}]2; dihydrogen peroxide in water

T=50°C; 1.5 h; Ionic liquid; Stage #2: With triphenylphosphine in water

Ionic liquid; Catalytic behavior; Reagent/catalystSolvent;

Jlassi, Raja; Ribeiro, Ana P. C.; Guedes Da Silva, M. Ftima C.; Mahmudov, Kamran T.; Kopylovich, Maximilian N.; Anisimova, Tatiana B.; Nali, Houcine; Tiago, Gonalo A. O.; Pombeiro, Armando J. L.

European Journal of Inorganic Chemistry, 2014 , vol. 2014, # 27 p. 4541 - 4550 Title/Abstract Full Text View citing articles Show Details

With [FeIII(2-[{[(2-piperazin-1-yl)ethyl]imino}methyl]phenol)Cl2(N,N-dimethylformamide)]Cl* (N,N-dimethylformamide); nitric acid in water; dihydrogen peroxide; acetonitrile

5 h; Catalytic behaviorKinetics; Concentration; Overall yield = 37 percent;

Nesterov, Dmytro S.; Nesterova, Oksana V.; Guedes Da Silva, M. Ftima C.; Pombeiro, Armando J. L.

Catalysis Science and Technology, 2015 , vol. 5, # 3 p. 1801 - 1812 Title/Abstract Full Text View citing articles Show Details

With [VO(O)2(2,4-bis(3,5-dimethyl-1H-pyrazol-1-yl)-6-diethylamino-1,3,5triazine)*VO(C4H4O6)]*H2O; dihydrogen peroxide; nitric acid in acetonitrile

T=40°C; P=760.051 Torr; 24 h; Catalytic behavior; Reagent/catalystTime;

Ma, Xi Tong; Xing, Na; Yan, Zhi Dan; Zhang, Xiao Xi; Wu, Qiong; Xing, Yong Heng

New Journal of Chemistry, 2015 , vol. 39, # 2 p. 1067 - 1074 Title/Abstract Full Text View citing articles Show Details

With 2,3-Pyrazinedicarboxylic acid; 1.25C14H20N4(2+)*2.5H(1+)*PMo10V2O40; dihydrogen peroxide in acetonitrile

T=80°C; 5 h; Catalytic behavior; Reagent/catalyst;

Xue, Shuang; Chen, Guojian; Long, Zhouyang; Zhou, Yu; Wang, Jun

RSC Advances, 2015 , vol. 5, # 25 p. 19306 - 19314 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; ethyl acetate; tert-butyl alcohol

T=59.84°C; P=760.051 Torr; 2 h; Overall yield = 90 percentChromat.;

Wang, Ye; Kamata, Keigo; Ishimoto, Ryo; Ogasawara, Yoshiyuki; Suzuki, Kosuke; Yamaguchi, Kazuya; Mizuno, Noritaka

Catalysis Science and Technology, 2015 , vol. 5, # 5 p. 2602 - 2611 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=70°C; P=760.051 Torr; 12 h; Irradiation; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Antony; Suja Pon Mini; Theodore David Manickam; Sanjeev, Ganesh; Mitu, Liviu; Balakumar

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2015 , vol. 149, art. no. 13557, p. 550 - 557 Title/Abstract Full Text View citing articles Show Details

Oxidation procedure

The aerobic cyclohexane oxidation reaction was accomplished using hydrogen peroxide oxidant by following the reported procedure [30]. 0.05 g of catalyst was taken in 10 ml acetonitrile in 25 ml flask. To this mixture, 10 mmol of 30percent H2O2 solution and 5 mmol cyclohexane substrate were added. This catalytic reaction mixture was magnetically stirred for 12 h at 70 °C under atmospheric pressure conditions. Aliquots from the reaction mixture were sequentially removed at 8 and 12 h for the product analysis. The blank experiments were also done separately without catalyst using same procedure. The collected aliquots were investigated on Hewlett–Packard gas chromatogram (HP 6890 model) equipped with flame ionisation detector. A capillary column (HP-5) along with a programmed oven having the temperature range from 50 to 200 °C was used in the product analysis. The carrier gas nitrogen was applied at a flow rate of 0.5 cm-3. The product yield (conversion percentage of cyclohexane) and selectivity of products were estimated as follows: Conversionpercent of cyclohexane = 100 x [initialpercentfinalpercent]/ initialpercent A: 28.9 %Chromat. B: 7.1 %Chromat.

With pyridine; [(Cu((2-pyridylmethyleneamino)benzenesulfonic acid-H))2(μ4-O,O',O'',O'''cyclohexane-1,4-dicarboxylate)]2*2H2O; dihydrogen peroxide in water

T=50°C; 2 h; Green chemistry; Catalytic behavior; TimeSolvent; Overall yield = 36 percentChromat.; Hide Experimental Procedure

General procedure for the peroxidative oxidation of cyclohexane

General procedure: The cycloalkane oxidations were carried out under air, ina biphasic based IL system, contained in a round bottomflask, with vigorous stirring, and using [bmim][PF6] as asolvent (up to a total volume of 5.0 mL). Typically, the coppercatalyst was added to the solvent as a solid or in the form of astock solution in the IL. Cyclohexane (2.3 mmol) was then introduced, and the reaction started when hydrogenperoxide (50percent in H2O, 0.68 mL, 11 mmol) was added inone portion. The final concentrations of the reactants in the reaction mixture were as follows: catalyst precursor(2104–2102 molL1), substrate (0.46 molL1), H2O2(2.2 molL1) and pyridine (0.005 molL1). The reaction wasstopped and 5 mL of diethylether were added for extractionof the organic products.

With Cu(2+)*3H2O*1.5C6H8O4(2-)*C10H8N2*H(1+); dihydrogen peroxide; nitric acid in water; acetonitrile

T=50°C; P=760.051 Torr; 6 h; Schlenk technique; Catalytic behaviorMechanism; Reagent/catalyst; Hide Experimental Procedure

Wu, Qiong; Xing, Na; Liu, Xin; Xu, Liting; Ma, Xitong; Yan, Zhidan; Xing, Yongheng

Polyhedron, 2014 , vol. 87, p. 390 - 397 Title/Abstract Full Text View citing articles Show Details

2.4 Experimental for catalytic oxidation

General procedure: The oxidation reactions were carried out under air condition (atmospheric pressure) in Schlenk tubes. In a typical experiment, 0.001 mmol of the catalysts (complex 1 or 2) was dissolved in 3.00 mL MeCN. Then the required amounts of H2O2 and desired acid were added according to this order. At last, a certain amount of Cy (or CyOH) was added into the solution to make the Cy (or CyOH)/catalyst molar ratio equals to 15000:1. The reaction solution was stirred for 6 h at 50°C.

Multi-step reaction with 2 steps 1: C16H16N4(2-)*2Cu(1+); dihydrogen peroxide / water; acetonitrile / 24 h / 20 °C / 760.05 Torr 2: C16H16N4(2-)*2Cu(1+); dihydrogen peroxide / water; acetonitrile / 20 °C / 760.05 Torr View Scheme

Ribeiro, Ana P.C.; Martins, Luisa M.D.R.S.; Hazra, Susanta; Pombeiro, Armando J.L.

Comptes Rendus Chimie, 2015 , vol. 18, # 7 p. 758 - 765 Title/Abstract Full Text View citing articles Show Details

With iodosylbenzene

3 h; Catalytic behavior;

Timokhin, Ivan; Pettinari, Claudio; Marchetti, Fabio; Pettinari, Riccardo; Condello, Francesca; Galli, Simona; Alegria, Elisabete C. B. A.; Martins, Lusa M.D.R.S.; Pombeiro, Armando J. L.

Crystal Growth and Design, 2015 , vol. 15, # 5 p. 2303 - 2317 Title/Abstract Full Text View citing articles Show Details

Castro, Kelly A.D.F.; Silva, Sandrina; Pereira, Patrcia M.R.; Simes, Mrio M.Q.; Neves, Maria Da Graa P.M.S.; Cavaleiro, Jos A.S.; Wypych, Fernando; Tom, Joo P.C.; Nakagaki, Shirley

Inorganic Chemistry, 2015 , vol. 54, # 9 p. 4382 - 4393 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; acetone

T=90°C; 20 h; Autoclave; Reagent/catalyst;

Liu, Decheng; Zhang, Baoquan; Liu, Xiufeng; Li, Jian

Catalysis Science and Technology, 2015 , vol. 5, # 6 p. 3394 - 3402 Title/Abstract Full Text View citing articles Show Details

With [Fe(II)(hydrotris(3,5-diphenylpyrazol-1-yl)borate)(benzoylformate)]; oxygen in benzene

T=20 - 25°C; Reagent/catalystConcentration;

Kleespies, Scott T.; Oloo, Williamson N.; Mukherjee, Anusree; Que, Lawrence

Inorganic Chemistry, 2015 , vol. 54, # 11 p. 5053 - 5064 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=60°C; 2 h; Catalytic behavior; Reagent/catalystTemperatureConcentrationTime; Overall yield = 56 percent; Hide Experimental Procedure

Ghorbanloo, Massomeh; Ghamari, Somayeh; Yahiro, Hidenori

Turkish Journal of Chemistry, 2015 , vol. 39, # 3 p. 550 - 562 Title/Abstract Full Text View citing articles Show Details

3.6. General oxidation procedure

General procedure: The oxidation reactions of substrates (cyclohexene, cyclohexane, ethyl benzene, and toluene) with hydrogen peroxide were performed in a 25-mL round-bottom flask with a reflux condenser. A mixture of catalyst (4 mg), 2.0 mL of solvent, and 1.0 mmol cyclohexene was stirred at 60 oC. Hydrogen peroxide was also added. After the reaction, the reaction products were quantified by gas chromatography. The products were assigned by comparing their retention times with those of authentic samples. Yields, which are based on the added substrate, were determined by means of a calibration curve. A: 15 %Chromat. B: 18 %Chromat.

With C60H62Fe2Li2N10O7(2+)*2ClO4(1-); dihydrogen peroxide; acetic acid in water; acetonitrile

T=30°C; 3 h;

Das, Biswanath; Al-Hunaiti, Afnan; Haukka, Matti; Demeshko, Serhiy; Meyer, Steffen; Shteinman, Albert A.; Meyer, Franc; Repo, Timo; Nordlander, Ebbe

European Journal of Inorganic Chemistry, 2015 , vol. 2015, # 21 p. 3590 - 3601 Title/Abstract Full Text View citing articles Show Details

With copper(II) oxide in acetonitrile

T=70°C; 12 h; Reagent/catalyst;

Acharyya, Shankha S.; Ghosh, Shilpi; Bal, Rajaram

Green Chemistry, 2015 , vol. 17, # 6 p. 3490 - 3499 Title/Abstract Full Text View citing articles Show Details

With [bis(acetoxy)iodo]benzene; cis-[MnIIIBr12H2DAPDPP]Cl in dichloromethane

T=25°C; 1.5 h;

Da Silva, Vincius Santos; Idemori, Ynara Marina; DeFreitas-Silva, Gilson

Applied Catalysis A: General, 2015 , vol. 498, p. 54 - 62 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; oxygen

T=130°C; P=6000.6 Torr; 2 h; Autoclave;

Yuan, Xia; Shan, Gaofeng; Li, Lixia; Wu, Jian; Luo, He-An

Catalysis Letters, 2015 , vol. 145, # 3 art. no. AR, p. 868 - 874 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=99.84°C; 12 h; Reagent/catalyst; Hide Experimental Procedure

Ispir, Esin

Phosphorus, Sulfur and Silicon and the Related Elements, 2014 , vol. 189, # 11 p. 1644 - 1655 Title/Abstract Full Text View citing articles Show Details

Procedure of Oxidation

General procedure: The oxidation of cyclohexane and cyclooctane (18 mmol) were carried out at 373 Kfor 12 h under atmospheric pressure, with 0.1 g of the catalyst, 18 mmol of oxidant (30percentH2O2), and 10 mL of solvent (MeCN). After reaction, the catalyst was separated and theproducts were extracted with ether and analyzed by GC.

With oxygen

T=120°C; P=11251.1 Torr; 6 h; Catalytic behavior; PressureTemperatureTime; Hide Experimental Procedure

Sadiq, Mohammad; Ali, Muhammad; Iqbal, Rashid; Saeed, Khalid; Khan, Aimal; Umar, Muhammad Naveed; Rashid, Haroon Ur

Journal of Chemical Sciences, 2015 , vol. 127, # 7 p. 1167 - 1172 Title/Abstract Full Text View citing articles Show Details

2.3 Catalytic test

As a catalytic test, oxidation of cyclohexane was carriedout in a Parr type reactor. 10 mL cyclohexaneand 50 mg catalyst were loaded into the reactor. Thereaction mixture was continuously stirred by magneticstirrer. The temperature of the reaction mixture wascontrolled by Digi-Sense Temperature Controller R/S.The products were analyzed by GC equipped with FID(Clarus 580, PerkinElmer, USA) while turn over frequency(TOF) was calculated from the rate of KAoilsynthesis divided by the number of CO moleculeschemisorbed on the platinum surface

With oxygen

T=140°C; P=2250.23 Torr; 17 h; Mechanism; Reagent/catalyst;

Liu, Xi; Conte, Marco; Sankar, Meenakshisundaram; He, Qian; Murphy, Damien M.; Morgan, David; Jenkins, Robert L.; Knight, David; Whiston, Keith; Kiely, Christopher J.; Hutchings, Graham J.

Applied Catalysis A: General, 2015 , vol. 504, p. 373 - 380 Title/Abstract Full Text View citing articles Show Details

With ((tris(4-iodinpyrazolyl)borate)MoOCl)(μ-O)(MoOCl(tris(4-iodinpyrazolyl)borate)); dihydrogen peroxide; nitric acid in acetonitrile

T=70°C; P=760.051 Torr; 5 h; Schlenk technique; Catalytic behavior; Reagent/catalystConcentrationSolvent; Hide Experimental Procedure

Liu, Xin; Xing, Na; Song, Jian; Wu, Qiong; Yan, Zhidan; Zhang, Yan; Xing, Yongheng

Polyhedron, 2015 , vol. 102, p. 386 - 393 Title/Abstract Full Text View citing articles Show Details

2.4 Experimental for catalytic oxidation

The oxidation reactions were carried out under air condition (atmospheric pressure) in Schlenk tubes. In a typical experiment, 0.0004g of the catalysts (complex 1 or 2) was dissolved in 3.00mL of desired solvent. Then the required amounts of H2O2 (30percent H2O2 solution) and HNO3 were added according to this order. At last, a certain amount of cyclohexane was added into the solution to make the cyclohexane/catalyst molar ratio equal to 15000:1. The reaction solution was stirred for 5h at 70°C. A: 40.1 %Chromat. B: 46.8 %Chromat.

With [Cu(pyridine-2–carboxamide)2(H2O)2]Cl2; dihydrogen peroxide; nitric acid in water; acetonitrile

T=59.84°C; P=760.051 Torr; 9 h; Reagent/catalystTime; Hide Experimental Procedure

Samanta, Suvendu; Ray, Shounak; Joardar, Sutapa; Dutta, Supriya

Journal of Chemical Sciences, 2015 , vol. 127, # 8 p. 1451 - 1463 Title/Abstract Full Text View citing articles Show Details

Catalytic activity studies

General procedure: 2–12 mmol of hydrogen peroxide (30percent in H2O) wasadded to the catalyst (0.02 mmol) in 5mL of acetonitrile in a two-neck round bottom flask fitted with a condenser.To this, HNO3 (0.2 mmol) was added followedby the addition of 1.0 mmol of substrate (toluene, ethylbenzene or cyclohexane). The reaction mixture wasstirred for 6–14 h at 60C under atmospheric pressure.After the reaction was over 90μL of chlorobenzenewas added as an internal standard and the substrate andproducts from the reaction mixture were extracted with10mL diethyl ether and then triphenylphosphine (PPh3) (1.0 g) was added to reduce the organo-hydroperoxides.The resultant mixturewas stirred for 15 min and then thesample taken from the organic phase was analyzed bygas chromatography. The identification was done by thecomparison with known standards. Blank experimentsfor the oxidation of substrates were carried out withoutany catalyst keeping other experimental conditionsunaltered.

With phosphotungstic acid; oxygen in acetonitrile

T=36 - 38°C; P=760.051 Torr; 12 h; Irradiation; Reagent/catalystPressure;

Tang, Senpei; Wu, Wenfeng; Fu, Zaihui; Zou, Shuai; Liu, Yachun; Zhao, Haihong; Kirk, Steven Robert; Yin, Dulin

ChemCatChem, 2015 , vol. 7, # 17 p. 2637 - 2645 Title/Abstract Full Text View citing articles Show Details

With C29H27FeN7O(2+)*2ClO4(1-)

T=25°C; Kinetics; Reagent/catalyst;

Mitra, Mainak; Nimir, Hassan; Demeshko, Serhiy; Bhat, Satish S.; Malinkin, Sergey O.; Haukka, Matti; Lloret-Fillol, Julio; Lisensky, George C.; Meyer, Franc; Shteinman, Albert A.; Browne, Wesley R.; Hrovat, David A.; Richmond, Michael G.; Costas, Miquel; Nordlander, Ebbe

Inorganic Chemistry, 2015 , vol. 54, # 15 p. 7152 - 7164 Title/Abstract Full Text View citing articles Show Details

With [Cu3(μ3-5-(4-pyridyl)tetrazolate)4(μ2-N3)2(DMF)2]n·(DMF)2n; dihydrogen peroxide in neat (no solvent) T=20°C; P=760.051 Torr; 10 h; Green chemistry; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Martins, Lusa; Nasani, Rajendar; Saha, Manideepa; Mobin, Shaikh; Mukhopadhyay, Suman; Pombeiro, Armando

Molecules, 2015 , vol. 20, # 10 p. 19203 - 19220 Title/Abstract Full Text View citing articles Show Details

3.3. Typical Procedures for the Catalytic Oxidation of Cycloalkanes and Product Analysis

General procedure: The peroxidative oxidation reactions were typically carried out as follows: 0.1–20 μmol of the catalystwas added to 5.00 mmol of the cycloalkane, whereafter 10.00 mmol of 30percent H2O2 (1.02 mL) or of 70percentTBHP (688 μL) were added and the reaction solution was stirred for 10 h at r.t. and normal pressure.In the experiments with radical traps, CBrCl3 (5.00 mmol) or NHPh2 (5.00 mmol) was added to thereaction mixture.

With tert.-butylhydroperoxide; C27H22N4*3Co(2+)*2.5C8H4O4(2-)*C2H3O2(1-)

T=60°C; 22 h; Reagent/catalyst;

Wang, Jian-Cheng; Ding, Feng-Wen; Ma, Jian-Ping; Liu, Qi-Kui; Cheng, JunYan; Dong, Yu-Bin

Inorganic Chemistry, 2015 , vol. 54, # 22 p. 10865 - 10872 Title/Abstract Full Text View citing articles Show Details

With CoTNPP; oxygen

T=150°C; P=7500.75 Torr; 1 h; Autoclave; Catalytic behavior; Reagent/catalystTemperature;

Feng, Ze; Xie, Yujia; Hao, Fang; Liu, Pingle; Luo, He'an

RSC Advances, 2015 , vol. 5, # 123 p. 101593 - 101598 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in neat (no solvent) T=79.84°C; 6 h; Catalytic behavior; Reagent/catalystTemperature; Hide Experimental Procedure

Khare, Savita; Shrivastava, Priti

Journal of Molecular Catalysis A: Chemical, 2016 , vol. 411, p. 279 - 289 Title/Abstract Full Text View citing articles Show Details

2.4. general procedure for catalytic oxidation of cyclohexane

The catalytic oxidation of cyclohexane was carried out using {α-ZrP*M(salicylaldimine)} catalysts in a three-necked round bottom flask (100 ml) equipped with a refluxed condenser. In a typical experiment, the flask was loaded with catalyst (0.05 g) and 5 ml mixture of cyclohexane (17.86 mmolpercent) and TBHP (38.89 mmolpercent). An additional amount of cyclohexane (1.59 mmolpercent) was added to maintain 1:2 molar ratio of cyclohexane to TBHP. The mixture was stirred at the desired temperature for 6 h. After completion of the reaction, the contents of the flask was cooled in an ice-bath and the catalyst was filtered out. The liquid layer was analyzed quantitatively by GC using XE-60 ss column at 70 °C. The products were identified by GC-MS. The GC-MS analysis revealed that the products formed in the reaction were cyclohexanol, cyclohexanone and some unidentified products. Selectivity was calculated with respect to the converted cyclohexane. Turn over number (TON) was calculated according to the following formula. A: 11.5 %Chromat. B: 10.5

With C27H13Cl5FeN3O3; dihydrogen peroxide in water

T=25°C; 8 h; Reagent/catalyst;

Wang, Yongjun; Wen, Xu; Rong, Chunying; Tang, Senpei; Wu, Wenfeng; Zhang, Chao; Liu, Yachun; Fu, Zaihui

Journal of Molecular Catalysis A: Chemical, 2016 , vol. 411, p. 103 - 109

%Chromat.

Hide Experimental Procedure

Title/Abstract Full Text View citing articles Show Details

2.3. General procedure for oxygenation of organic compounds

General procedure: 30percent Aqueous H2O2 solution (0.5–4mmol) was added to a stirred mixture of acetonitrile (MeCN, 3ml), substrate (1mmol) and catalyst Q3FeIII (0.01mmol) and then the reaction

mixture was stirred magnetically at 12–35°C. After the desired reaction time had elapsed, the addition of MnO2 decomposed the residual H2O2 and the solid residue was filtrated from the reaction solution, the resulting filtrate was subjected to an analysis of the oxygenated products. The content of various oxygenated products was measured on an Agilent 6890N gas chromatography with a DB-17 polysiloxane capillary column (30m×0.32mm×0.50μm) and flame ionization detector (FID) using n-hexanol as an internal standard. Both the injector and detector temperature were 250°C, and the column temperature was 80–120°C. Each experiment was conducted in triplicate, the data deviation between three parallel experiments was lower than ca. 5percent.

With C24H22FeN6(2+)*2CF3O3S(1-); dihydrogen peroxide in acetonitrile

T=40°C; 4 h; Reagent/catalyst; Overall yield = 24 percentChromat.;

Olivo, Giorgio; Nardi, Martina; Vdal, Diego; Barbieri, Alessia; Lapi, Andrea; Gmez, Laura; Lanzalunga, Osvaldo; Costas, Miquel; Di Stefano, Stefano

Inorganic Chemistry, 2015 , vol. 54, # 21 p. 10141 - 10152 Title/Abstract Full Text View citing articles Show Details

With [{Cu(bea)(Hbea)}4(μ4-pma)]n·2nH2O; dihydrogen peroxide; trifluoroacetic acid in water; acetonitrile

T=50°C; 5 h; Catalytic behavior; Reagent/catalyst;

Fernandes, Tiago A.; Santos, Carla I. M.; André, Vânia; Kłak, Julia; Kirillova, Marina V.; Kirillov, Alexander M.

Inorganic Chemistry, 2016 , vol. 55, # 1 p. 125 - 135 Title/Abstract Full Text View citing articles Show Details

A: 17 %Chromat. B: 11 %Chromat.

With tert.-butylhydroperoxide in dodecane; dichloromethane

T=24.84°C; 8 h; Sealed tubeInert atmosphere; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Singh, Manoj Kumar; Bandyopadhyay, Debkumar

Journal of Chemical Sciences, 2016 , vol. 128, # 1 p. 1 - 8 Title/Abstract Full Text View citing articles Show Details

Catalytic Experiments

General procedure: The catalytic oxidations of various olefins were carriedout in 4-mL pyrex glass reactors equipped withmechanical stirrer. In a typical experiment, 1 or 2 (5mg), dichloromethane (2 mL), alkanes/alkenes (400mM) and TBHP (10 mM) were charged in the reactorand the resulting mixture was stirred under an atmosphereof argon at 298 K. The solution was periodicallyanalysed by GC-MS (Perkin Elmer Auto SystemXL gas chromatography equipped with a Flame IonizationDetector (FID). All the products were identified bythe comparison of GC retention times of the standardsamples. Selectivity and conversion were calculatedwith respect to oxidant. For the recycling experiments,after the first reaction was over (6-8 h) another batch ofTBHP (∼3 μL) was added to the same pot and the reactionwas continued for another 8 h and then monitoredby GC. The process was repeated similarly for 10 cyclesand the products were analysed each time as stated forthe first cycle

With C80H74Cu3N30O2(6+)*6NO3(1-); dihydrogen peroxide; nitric acid in water

T=25°C; 20 h; Catalytic behavior; Reagent/catalyst;

Palomas, David; Kalamaras, Christos; Haycock, Peter; White, Andrew J. P.; Hellgardt, Klaus; Horton, Andrew; Crimmin, Mark R.

Catalysis Science and Technology, 2015 , vol. 5, # 8 p. 4108 - 4115 Title/Abstract Full Text View citing articles Show Details

With C13H16N4NiO3*C7H5ClO2 in acetonitrile

T=-30°C; Kinetics;

Corona, Teresa; Pfaff, Florian F.; Acua-Pars, Ferran; Draksharapu, Apparao; Whiteoak, Christopher J.; Martin-Diaconescu, Vlad; Lloret-Fillol, Julio; Browne, Wesley R.; Ray, Kallol; Company, Anna

Chemistry - A European Journal, 2015 , vol. 21, # 42 p. 15029 - 15038 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=140°C; P=7500.75 Torr; 4 h; Catalytic behavior; TemperatureTimePressureReagent/catalyst; Hide Experimental Procedure

Xiao, Zhun; Zhan, Wangcheng; Guo, Yun; Guo, Yanglong; Gong, Xueqing; Lu, Guanzhong

Chinese Journal of Catalysis, 2016 , vol. 37, # 2 p. 273 - 280 Title/Abstract Full Text Show Details

Catalytic activity testing

The catalytic activities of the SAPO-5 and Co-SAPO-5 catalysts were investigated for the selective oxidation of cyclohexane with O2 as the oxidant. No solvents were added during the process. In the typical reaction, 4 g of cyclohexane and 20 mg of catalyst were introduced into the reactor. After O2 was charged to 0.5 MPa, the reactor was heated to 140 °C. The samples were stirred continuously and kept at 140 °C for 4 h. After the reaction was completed, the catalyst was separated by centrifugation. The reaction products were analyzed using a flame ionization detector and the Agilent 7890B gas chromatograph, which was equipped with an HP-5 capillary column. Methylbenzene was used as the internal standard. (0009) Recycling tests were carried out on the regenerated Co-SAPO-5-0.2 catalyst. After the reaction was completed, the catalyst was separated from the reaction solution by filtration, washed three times with ethyl alcohol in a glass beaker (while stirring), dried at 100 °C for 6 h, and then calcined in air at 550 °C for 2 h. The regenerated catalyst was supplemented with fresh catalyst and its catalytic performance was tested and compared with the fresh catalyst

With C16H24F6FeN4O6S2; peracetic acid in acetonitrile

T=-35°C; Flow reactor; Kinetics; Reagent/catalystTemperature;

Serrano-Plana, Joan; Oloo, Williamson N.; Acosta-Rueda, Laura; Meier, Katlyn K.; Verdejo, Begoña; García-España, Enrique; Basallote, Manuel G.; Münck, Eckard; Que, Lawrence; Company, Anna; Costas, Miquel

Journal of the American Chemical Society, 2015 , vol. 137, # 50 p. 15833 - 15842 Title/Abstract Full Text View citing articles Show Details

A: 11 %Chromat. B: 7 %Chromat.

With tert.-butylhydroperoxide; C176H106Cl6Fe4N20Pd2 in dichloromethane

T=20°C; 24 h; Sealed tubeInert atmosphere; Reagent/catalyst; Overall yield = 18 percentChromat.; Hide Experimental Procedure

Singh, Manoj Kumar; Bandyopadhyay, Debkumar

Journal of Chemical Sciences, 2016 , vol. 128, # 3 p. 383 - 389 Title/Abstract Full Text View citing articles Show Details

2.2b General procedure for the oxidation of alkenes/alkane:

General procedure: The oxidations of cycloalkenes/alkane (400mM)were carried out at room temperature in a 4 mL screwcappedvial fitted with PTFE septa. In all the experimentsthe iron(III) porphyrin catalyst in mM conc. weretaken in 2.0 mL dichloromethane under argon. The oxidationreactions were initiated by adding the oxidants(10mM) at the end to the vial. This was followed bystirring the reaction mixture with a small magnetic barand the reactions were carried out under argon. Afterthe reaction was over, 2 μL dodecane was added to thisreaction mixture as an internal standard. An aliquot(∼1μL) was withdrawn after regular intervals using amicrolitre syringe from the reaction mixture for analysis.At the end of the reaction the solid particles(catalyst) were separated by filtration and the productanalysis for cycloalkenes/alkane oxidation was performedusing Perkin-Elmer AutoSystemXL gas chromatographyequipped with flame ionization detector(FID) and carbowax capillary column of 30 m length.Tetraphenyl porphyrin is synthesized according to theprocedure reported in the literature.

With tert.-butylhydroperoxide in neat (no solvent) T=79.84°C; 6 h; Catalytic behavior; Reagent/catalystSolventTemperature; Hide Experimental Procedure

Khare, Savita; Shrivastava, Priti

Catalysis Letters, 2016 , vol. 146, # 2 p. 319 - 332 Title/Abstract Full Text View citing articles Show Details

Catalytic Performance

The catalytic oxidation of cyclohexane was carried out using {α-TiP.M(salicylaldimine)} catalysts in a three-neckedround bottom flask (100 ml) equipped with a refluxed condenser. In a typical experiment, the flask was loaded with catalyst (0.05 g) and 5 ml mixture of cyclohexane(17.86 mmolpercent) and TBHP (38.89 mmol percent). An additional amount of cyclohexane (1.59 mmolpercent) was added to maintain 1:2 molar ratio of cyclohexane to TBHP. The mixture was stirred at the desired temperature for 6 h. After completion of the reaction, the contents of the flask was cooled in an ice-bath and the catalyst was filtered out. The liquid layer was analyzed quantitatively by GC using XE-60 ss column at 70 °C. The products were identified by GC–MS. The GC–MS analysis revealed that the cyclohexanol, cyclohexanone and some unidentified products are formed in the reaction.

With dihydrogen peroxide; triethylamine in acetonitrile

T=40°C; 20 h; Inert atmosphere; KineticsCatalytic behavior; Temperature;

Kodera, Masahito; Ishiga, Shin; Tsuji, Tomokazu; Sakurai, Katsutoshi; Hitomi, Yutaka; Shiota, Yoshihito; Sajith; Yoshizawa, Kazunari; Mieda, Kaoru; Ogura, Takashi

Chemistry - A European Journal, 2016 , vol. 22, # 17 p. 5924 - 5936 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; [(susan){FeCl(μ-O)FeCl}](ClO4)2*0.5methanol; triethylamine in acetonitrile

T=25°C; 18 h; Catalytic behavior; Reagent/catalystSolventTime;

Strautmann, Julia Bernhardette Hildegard; Dammers, Susanne; Limpke, Thomas; Parthier, Janine; Zimmermann, Thomas Philipp; Walleck, Stephan; Heinze-Brückner, Gabriele; Stammler, Anja; Bögge, Hartmut; Glaser, Thorsten

Dalton Transactions, 2016 , vol. 45, # 8 p. 3340 - 3361 Title/Abstract Full Text View citing articles Show Details

A: 11.82 μmol B: 9.97 μmol

With oxygen in neat (no solvent) T=0 - 25°C; 5 h; IrradiationSealed tube; Catalytic behavior; Reagent/catalyst;

Wang, Hui; Zhang, Ying; Guo, Yanying; Zhang, Limei; Han, Yang; Zhao, Xiaoxia

RSC Advances, 2016 , vol. 6, # 44 p. 38176 - 38182 Title/Abstract Full Text View citing articles Show Details

A: 36.76 μmol B: 57.33 μmol

With oxygen in dichloromethane

T=0 - 25°C; 5 h; IrradiationSealed tube; Catalytic behavior;

Wang, Hui; Zhang, Ying; Guo, Yanying; Zhang, Limei; Han, Yang; Zhao, Xiaoxia

RSC Advances, 2016 , vol. 6, # 44 p. 38176 - 38182 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

T=80°C; 8 h; Reagent/catalyst; Hide Experimental Procedure

Trakarnpruk, Wimonrat

Mendeleev Communications, 2016 , vol. 26, # 3 p. 256 - 258 Title/Abstract Full Text View citing articles Show Details

Oxidation reaction.

General procedure: Substrate (benzyl alcohol or cyclohexane), catalystand aqueous H2O2 (30percent) were inserted into a 60 ml Parr reactor. Thereactor was heated to a desired temperature and the mixture was stirred.The catalyst was separated, and the products were extracted with diethylether, dried and analyzed by GC [chromatograph, Varian CP-3800 GC;column, CP-Sil (30 m × 0.25 mm)].

With tetra-n-butylammonium monopersulfate in dichloromethane

T=20°C; 20 h; Green chemistry; Catalytic behavior; Reagent/catalyst;

Bagherzadeh, Mojtaba; Mortazavi-Manesh, Anahita

RSC Advances, 2016 , vol. 6, # 47 p. 41551 - 41560 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: dihydrogen peroxide; nitric acid; oxygen / acetonitrile; water / 30 °C 2: triphenylphosphine View Scheme

Bilyachenko, Alexey N.; Levitsky, Mikhail M.; Yalymov, Alexey I.; Korlyukov, Alexander A.; Vologzhanina, Anna V.; Kozlov, Yuriy N.; Shul'Pina, Lidia S.; Nesterov, Dmytro S.; Pombeiro, Armando J. L.; Lamaty, Frédéric; Bantreil, Xavier; Fetre, Amandine; Liu, Diyang; Martinez, Jean; Long, Jérôme; Larionova, Joulia; Guari, Yannick; Trigub, Alexander L.; Zubavichus, Yan V.; Golub, Igor E.; Filippov, Oleg A.; Shubina, Elena S.; Shul'Pin, Georgiy B.

RSC Advances, 2016 , vol. 6, # 53 p. 48165 - 48180 Title/Abstract Full Text View citing articles Show Details

A: 14.74 μmol B: 10.63 μmol

With oxygen in dichloromethane

T=25°C; 5 h; Irradiation; Reagent/catalyst;

Wang, Hui; Zhang, Ying; Zhang, Limei; Guo, Yanying; Liu, Suyan; Gao, Fei; Han, Yang; Feng, Guangliang; Liang, Xue; Ge, Lei

RSC Advances, 2016 , vol. 6, # 88 p. 84871 - 84881 Title/Abstract Full Text Show Details

With iodosylbenzene in acetonitrile

T=20°C; 20 h; Green chemistry; Catalytic behavior; Solvent; Hide Experimental Procedure

PetroChina Company Limited; WU, Chuande; Zhang, tianfu; Jie, minghua; MA, AN; YANG, XIULI; Yan, lijun

Patent: CN103694080 B, 2016 ; Location in patent: Paragraph 0039; 0040 ; Title/Abstract Full Text Show Details

The evaluation of activity of the catalyst with magnetic stirring simple reaction is carried out in glass reaction device. In the glass reactor sequentially add cyclonexane 1.1 ml, PhIO 3.3g, b nitriles 15 ml, catalyst 1 g. At room temperature the reaction time is 20 hours later, the reaction product is centrifugal, after filtration, by gas phase chromatography analysis cyclonexane conversion is 94percent, the product is cyclohexanol and cyclohexanone, cyclohexanol/cyclohexanone = 40/60.

With cytochrome P450 oxygenase; ascorbate; oxygen; 2-mercaptobenzoic Acid in water; acetone

P=757.576 Torr; 3 h; Enzymatic reaction; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

2.6. Catalysis

Cyclohexane hydroxylation catalyzed by metalloporphyrinswas carried out in a specially constructed reaction vessel at 300± 01 C.10 Using O2 as the oxidant, the catalytic system consisted of metalloporphyrin or porphyrin nanospheres (the content of porphyrin were 129×10−3 mmol), coreductant (3.0 mmol ascrobate, 40 ×10−2 mmol thiosalicylic acid), substrate (5.55 mmol cyclohexane),acetone/water (9:1, 10 mL) and pure oxygenase(101 kPa). The products were detected after reaction for3 h by Gas Chromatography using p-Chlorotoluene as aninternal standard.The magnetic polymer nanospheres were recovered from the catalytic system by separating in an external magnetic field (0.42 T) after the reaction for 3 h. The hydroxylationof cyclohexane catalyzed by recovered nanospheres was performed under identical conditions.

With dihydrogen peroxide in acetonitrile

T=79.84°C; 18 h; Catalytic behavior;

Godhani, Dinesh R.; Nakum, Haresh D.; Parmar, Digvijaysinh K.; Mehta, Jignasu P.; Desai, Nisheeth C.

Inorganic Chemistry Communications, 2016 , vol. 72, p. 105 - 116 Title/Abstract Full Text Show Details

With C50H68N4O11V2; dihydrogen peroxide in water; acetonitrile

T=20°C; Reagent/catalyst; Overall yield = 1.8 percent;

Sutradhar, Manas; Martins, Luísa M. D. R. S.; Carabineiro, Sónia A. C.; Guedes da Silva, M. Fátima C.; Buijnsters, Josephus G.; Figueiredo, José L.; Pombeiro, Armando J. L.

ChemCatChem, 2016 , vol. 8, # 13 p. 2254 - 2266 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; μ-nitridobis(tetra-tert-butylphthalocyaninato)iron(III,IV) in water

T=50°C; 9 h; Inert atmosphere; Catalytic behavior; Reagent/catalystTemperature; Hide Experimental Procedure

Kudrik, Evgeny V.; Sorokin, Alexander B.

Journal of Molecular Catalysis A: Chemical, 2017 , vol. 426, p. 499 - 505 Title/Abstract Full Text Show Details

2.3. Catalytic procedures and product analysis

General procedure: Oxidation of hydrocarbons substrates was performed in a100 mL glass vessel under dioxygen or argon atmosphere. Typically,the reactor was charged with 1 or 2 mL either neat substrate or 0.1 M substrate solution in MeCN containing 0.1 mM (FePctBu4)2N. The reactions were initiated by addition of 70percent aqueous solution of tBuOOH. The reaction mixture was magnetically stirred at 25, 50 or 60°C for desired time. Reaction products were analyzed by GC–MS and GC directly or using Ph3P method introduced by Shul’pin . Chlorobenzene standard was added as 0.1 M solution prior to analyses.

With pyridine; C16H26CuN5O5(1+)*NO3(1-); dihydrogen peroxide in water; acetonitrile

T=50°C; 3 h; Catalytic behaviorKinetics; Reagent/catalyst; Overall yield = 21.6 percentChromat.; Hide Experimental Procedure

Nesterova, Oksana V.; Nesterov, Dmytro S.; Krogul-Sobczak, Agnieszka; Guedes da Silva, M. Fátima C.; Pombeiro, Armando J.L.

Journal of Molecular Catalysis A: Chemical, 2017 , vol. 426, p. 506 - 515 Title/Abstract Full Text Show Details

2.6. Catalytic oxidation of cyclohexane

To 5 mol of solid catalyst weighed into the reaction flask, 4.4mLCH3CN, 50 mol of promoter (HCl and HNO3 were used as 37 and65percent aqueous solutions, respectively; solid oxalic acid was weightedin the same flask prior addition of solvent), 0.5 mL of CH3NO2stocksolution (internal standard; 1 mL of CH3NO2 mixed with 9 mL ofCH3CN), 108 L (1 mmol) of cyclohexane and 0.28 mL (5 mmol; 50percentaqueous) of H2O2were added in this order at 50 C under vigorousstirring (CAUTION: the combination of air or molecular oxygen andH2O2 with organic compounds at elevated temperatures may beexplosive). Aliquots (ca. 0.5 mL) of reaction mixture were transferred,upon cooling, into a vial containing an excess (ca. 150 mg)of solid Ph3P. A Perkin-Elmer Clarus 500 gas chromatograph witha BP-20 capillary column (SGE,30 m×0.32 mm×25 m) and aPerkin-Elmer Clarus 600 gas chromatograph, equipped with aPerkin-Elmer Clarus 600C mass-spectrometer (electron impact),with a BPX5 capillary column (SGE, the same dimensions) andhelium carrier gas were used for quantitative analyses of the reactionmixtures.

With C36H50Cu2N4O4(2+)*2NO3(1-); dihydrogen peroxide; trifluoroacetic acid in water; acetonitrile T=50°C; 3 h; Reagent/catalyst; Overall yield = 19 percent; Hide Experimental Procedure

Zhao, Ping; Liu, Min-Chao; Zheng, Min; Jin, Shu-Fang; Tang, Ding-Tong; Lin, Jia-Qi; Ma, Yan-Na; Chen, Jiong; Liu, Hong-Jian

Journal of Nanoscience and Nanotechnology, 2016 , vol. 16, # 9 p. 9843 - 9850 Title/Abstract Full Text View citing articles Show Details

Fernandes, Tiago A.; André, Vânia; Kirillov, Alexander M.; Kirillova, Marina V.

Journal of Molecular Catalysis A: Chemical, 2017 , vol. 426, p. 357 - 367 Title/Abstract Full Text Show Details

Alkane oxidation reactions

General procedure: The alkane oxidation reactions were performed in air atmosphere in thermostated glass reactors equipped with a condenserunder vigorous stirring at 50°C and using MeCN as solvent (upto 5 mL total volume). In a typical experiment, catalyst 1 or 2(10 mol) and gas chromatography (GC) internal standard (MeNO2,50 L) were introduced into the MeCN solution, followed by the addition of an acid promoter (typically 0.1 mmol, optional) used asa stock solution in MeCN. An alkane or alcohol substrate (2 mmol) was then introduced, and the reaction started upon addition of hydrogen peroxide (50percent in H2O, 10 mmol) in one portion. The oxidation reactions were monitored by withdrawing small aliquots after different periods of time, which were treated with PPh3(following the Shul’pin’s method [24]) for the reduction of remaining H2O2 and alkyl hydroperoxides that are typically formed as primary products in alkane oxidations. The samples were analyzedby GC using nitromethane as an internal standard. Attribution ofpeaks was made by comparison with chromatograms of authentic samples. For comparative purposes, the oxidation of cyclohexanol to cyclohexanone was also investigated, following the abovementioned experimental procedure. Blank tests confirmed that alkane oxidations do not proceed in the absence of copper catalyst.

With [Cu2(μ2-H2-triethanolamine)2(μ2-2,6-naphthalenedicarboxylate)]n·2nH2O; dihydrogen peroxide; trifluoroacetic acid in water; acetonitrile

T=50°C; 5 h; Catalytic behaviorKinetics; Reagent/catalyst; Overall yield = 33.5 percent;

Fernandes, Tiago A.; Santos, Carla I. M.; André, Vânia; Dias, Sara S. P.; Kirillova, Marina V.; Kirillov, Alexander M.

Catalysis Science and Technology, 2016 , vol. 6, # 12 p. 4584 - 4593 Title/Abstract Full Text View citing articles Show Details

A: 119 μmol B: 84 μmol

With oxygen in acetonitrile

Irradiation; Catalytic behavior;

Ide; Iwata; Yagenji; Tsunoji; Sohmiya; Komaguchi; Sano; Sugahara

Journal of Materials Chemistry A, 2016 , vol. 4, # 41 p. 15829 - 15835 Title/Abstract Full Text Show Details

A: 161 μmol B: 272 μmol

With oxygen in acetonitrile

P=1875.19 Torr; Irradiation; Catalytic behavior;

Ide; Iwata; Yagenji; Tsunoji; Sohmiya; Komaguchi; Sano; Sugahara

Journal of Materials Chemistry A, 2016 , vol. 4, # 41 p. 15829 - 15835 Title/Abstract Full Text Show Details

A: 71 μmol B: 71 μmol

With oxygen in acetonitrile

24 h; Irradiation; Catalytic behavior;

Ide; Iwata; Yagenji; Tsunoji; Sohmiya; Komaguchi; Sano; Sugahara

Journal of Materials Chemistry A, 2016 , vol. 4, # 41 p. 15829 - 15835 Title/Abstract Full Text Show Details

With [FeII(N-(1-methyl-2-benzimidazolyl)methyl-N-(2-pyridyl)methyl-N-(bis-2pyridylmethyl)amine)(CH3CN)](ClO4)2; dihydrogen peroxide in water; acetonitrile

Catalytic behaviorMechanism; Reagent/catalyst; Overall yield = 39 percent; Hide Experimental Procedure

Mitra, Mainak; Nimir, Hassan; Hrovat, David A.; Shteinman, Albert A.; Richmond, Michael G.; Costas, Miquel; Nordlander, Ebbe

Journal of Molecular Catalysis A: Chemical, 2017 , vol. 426, p. 350 - 356 Title/Abstract Full Text Show Details

Reaction conditions for catalysis

In a typical reaction, 2 ml of 100 mM (200 mol) H2O2 (diluted from 35percent H2O2 aqueous solution) or 2 ml of 100 mM (200 mol)PAA/mCPBA solution in CH3CN was delivered by syringe pump in air or under nitrogen to a stirred solution of catalyst, i.e. complex 1 (2 mol), and the substrate (2000 mol) inside a vial. The final concentrations of the reagents were ~0.7 mM iron catalyst, ~70 mM oxidant, and ~700 mM substrate. After syringe pump addition,a known amount (500 l) of biphenyl solution was added as aninternal standard. The iron complex was removed by passing the reaction mixture through a small silica column followed by elution with ethyl acetate. Finally, the solutions were subjected to GC anal-ysis. The organic products were identified, and their yields weredetermined by comparison with authentic compounds.The kinetic isotope effect (KIE) in the reactions were determinedfrom an equimolar mixture of cyclohexane and cyclohexane-d12 for those reactions performed under nitrogen atmosphere

With tert.-butylhydroperoxide; C37H32Cl2N3O5PRu in dichloromethane

72 h; Reagent/catalystSolventTime; Overall yield = 35 percent; Hide Experimental Procedure

Bhowon, Minu Gupta; Jhaumeer-Laulloo, Sabina; Wah, Henri Li Kam; Meetun, Anisha; Mudhoo, Karishma

Asian Journal of Chemistry, 2017 , vol. 29, # 1 p. 152 - 156 Title/Abstract Full Text Show Details

Cyclohexane

The oxidation of cyclohexane gave cyclohexanol and cyclohexanone as a mixture and the response factor was determined by assuming the formation products in a 1:1 ratio (Table-2). When complexes 1 and 2 were used with O2 as co-oxidant, no appreciable conversion of cyclohexane was observed. With H2O2 as co-oxidant, complex 2 gave negligible yield while complex 1 gave the yield of the products in15 percent yield after 72 h. In the presence of t-BuOOH, the percent yieldof products was found in the range of 0.4-21 percent for complex 1and 12-35 percent for complex 2. For the oxidation of cyclohexane,tBuOOH was a better co-oxidant for both catalysts and complex2 was found to be a better catalyst than complex 1. Higherconversion of cyclohexane was observed with catalyst 2 indichloromethane (Fig. 1).

With oxygen

T=100°C; P=6080.41 Torr; 4 h; Autoclave; TemperatureTimeReagent/catalyst; Overall yield = 94 percent; Hide Experimental Procedure

Hunan University; YANG, WEIJUN; LI, YONGJIN; GUO, CANCHENG

Patent: CN103922903 B, 2016 ; Location in patent: Paragraph 0014; 0015 ; Title/Abstract Full Text Show Details

20 mg of a metalloporphyrin polymer having the structure of Formula IR1= H, R2= CH3, M1= M2= Fe, X1= X2= Cl, n = 2,,Molecular weight 53,000,A specific surface area of 750 m 2 / g,Was added to 500ml cyclohexane ,8 atm of air was introduced.The reaction was stirred at 100 ° C for 4 hours,The conversion of cyclohexane was 8. 6percentThe total yield of cyclohexanol and cyclohexanone in the reaction product was 94percent

With tert.-butylhydroperoxide; C15H11N4O7V2(1-)*0.5H2O*H3N*H(1+) in water

T=100°C; 0.5 h; Microwave irradiationGreen chemistry; Catalytic behavior; Reagent/catalystTemperature;

Dragancea, Diana; Talmaci, Natalia; Shova, Sergiu; Novitchi, Ghenadie; Darvasiová, Denisa; Rapta, Peter; Breza, Martin; Galanski, Markus; Kožíšek, Jozef; Martins, Nuno M. R.; Martins, Luísa M. D. R. S.; Pombeiro, Armando J. L.; Arion, Vladimir B.

Inorganic Chemistry, 2016 , vol. 55, # 18 p. 9187 - 9203 Title/Abstract Full Text Show Details

With iodosylbenzene in toluene; acetonitrile

Catalytic behavior; Reagent/catalystSolvent;

Zanatta; Barbosa; Zanardi; De Sousa Filho; Bolzon; Ramos; Serra; Iamamoto

RSC Advances, 2016 , vol. 6, # 106 p. 104886 - 104896 Title/Abstract Full Text Show Details

With PHTHALIMAX trade; S4 vanadia-titania catalyst; water; oxygen in acetonitrile

T=30°C; P=15001.5 Torr; 4 h; UV-irradiationGreen chemistry; Catalytic behaviorMechanism; SolventReagent/catalystPressureWavelength;

Yang, Dexin; Wu, Tianbin; Chen, Chunjun; Guo, Weiwei; Liu, Huizhen; Han, Buxing

Green Chemistry, 2017 , vol. 19, # 1 p. 311 - 318

A: 31 %Chromat. B: 6 %Chromat.

Title/Abstract Full Text Show Details

Stage #1: With [FeII((2R,2'R)-1,1'-bis(2-pyridinylmethyl)-2,2'-bipyrrolidine)] (CF3SO3)2; dihydrogen peroxide in water; acetonitrile

T=20°C; 6 h; Stage #2: With triphenylphosphine

0.333333 h; Cooling with ice;

Garcia-Bosch, Isaac; Siegler, Maxime A.

Angewandte Chemie - International Edition, 2016 , vol. 55, # 41 p. 12873 - 12876 Angew. Chem., 2016 , vol. 128, # 41 p. 13065 - 13068,4 Title/Abstract Full Text Show Details

Synthesize Find similar

Rx-ID: 824862 Find similar reactions

100%

With sodium bromite in acetic acid

5 h; Ambient temperature;

Kageyama, Toshifumi; Ueno, Yoshio; Okawara, Makoto

Synthesis, 1983 , # 10 p. 815 - 816 Title/Abstract Full Text Show Details

100%

With potassium permanganate; Sucrose-ethyleneoxide adducts in toluene

T=20°C; 24 h; further catalysts: PEG, DB18K6; further objects of study: phase-transfer catalysis;; Product distribution;

Gruber, Heinrich; Greber, Gerd

Monatshefte fuer Chemie, 1981 , vol. 112, p. 1063 - 1076 Title/Abstract Full Text View citing articles Show Details

100%

With 4 A molecular sieve; tetrabutylammonium periodite; sodium ruthenate(VI) in dichloromethane

T=20°C; Oxidation; 24 h;

Friedrich, Holger B.; Singh, Nirad

Tetrahedron Letters, 2000 , vol. 41, # 20 p. 3971 - 3974 Title/Abstract Full Text View citing articles Show Details

100%

With 4 A molecular sieve; tetrabutylammonium perchlorate; Ru-Cu-Al-hydrotalcite in toluene

T=60°C; 24 h;

Friedrich; Khan; Singh; Van Staden

Synlett, 2001 , # 6 p. 869 - 871 Title/Abstract Full Text View citing articles Show Details

100%

With aluminium trichloride; benzyltriphenylphosphonium periodate in acetonitrile

7 h; Heating;

Hajipour; Mallakpour; Samimi

Synlett, 2001 , # 11 p. 1735 - 1738 Title/Abstract Full Text View citing articles Show Details

100%

With dihydrogen peroxide; Na12[WZn3(H2O)2(ZnW9O34)2]

T=75°C; 7 h;

Sloboda-Rozner, Dorit; Witte, Peter; Alsters, Paul L.; Neumann, Ronny

Advanced Synthesis and Catalysis, 2004 , vol. 346, # 2-3 p. 339 - 345 Title/Abstract Full Text View citing articles Show Details

100%

With water; nickel dibromide; dibenzoyl peroxide in N,N-dimethyl acetamide

T=60°C; 1 h;

Youm, Jennessa Ji Youn; Schlaf, Marcel; Bierenstiel, Matthias

Tetrahedron Letters, 2008 , vol. 49, # 20 p. 3199 - 3203 Title/Abstract Full Text View citing articles Show Details

100%

With potassium permanganate; boron trifluoride acetonitrile complex in acetonitrile

T=23°C; 0.25 h; Inert atmosphere; Kinetics; TemperatureConcentrationTime;

Du, Hongxia; Lo, Po-Kam; Hu, Zongmin; Liang, Haojun; Lau, Kai-Chung; Wang, Yi-Ning; Lam, William W. Y.; Lau, Tai-Chu

Chemical Communications, 2011 , vol. 47, # 25 p. 7143 - 7145 Title/Abstract Full Text View citing articles Show Details

100%

With tert.-butylhydroperoxide in water; acetonitrile

T=45°C; 0.833333 h; Catalytic behavior; TemperatureSolvent;

Shilpa; Gayathri

Transition Metal Chemistry, 2013 , vol. 38, # 1 p. 53 - 62 Title/Abstract Full Text View citing articles Show Details

99%

With oxygen; diaphorase; NAD; pyrroloquinoline quinone; catalase in water

T=30°C; 4 h; pH 8.2;

Itoh, Shinobu; Mita, Naruyoshi; Ohshiro, Yoshiki

Chemistry Letters, 1990 , # 10 p. 1949 - 1952 Title/Abstract Full Text Show Details

Hide Details

99%

With silica gel supported bis(trimethylsilyl) chromate in dichloromethane

T=25°C; 0.166667 h;

Lee, Jong Gun; Lee, Jung A.; Sohn, Soo Yun

Synthetic Communications, 1996 , vol. 26, # 3 p. 543 - 549 Title/Abstract Full Text View citing articles Show Details

99%

With silica gel; Dess-Martin periodane

0.0333333 h; microwave irradiation;

Heravi, Majid M.; Sangsefidi, Ladan; Oskooie, Hossein A.; Ghassemzadeh, Mitra; Tabar-Hydar, Koroush

Phosphorus, Sulfur and Silicon and the Related Elements, 2003 , vol. 178, # 4 p. 707 - 709 Title/Abstract Full Text View citing articles Show Details

99%

With 1,3,5,7-tetrakis-(4-(diacetoxyiodo)phenyl)adamantane; tetraethylammonium bromide in water

T=20°C; 4 h;

Takenaga, Naoko; Goto, Akihiro; Yoshimura, Misaki; Fujioka, Hiromichi; Dohi, Toshifumi; Kita, Yasuyuki

Tetrahedron Letters, 2009 , vol. 50, # 26 p. 3227 - 3229 Title/Abstract Full Text View citing articles Show Details

99%

With dihydrogen peroxide in water

T=89.84°C; 6 h;

Ding, Yong; Zhao, Wei; Ma, Bao-Chun; Qiu, Wen-Yuan

Canadian Journal of Chemistry, 2011 , vol. 89, # 1 p. 13 - 18 Title/Abstract Full Text View citing articles Show Details

99%

With Rb2Na2[Al4(H2O)10(β-AsW9O33H)2]*20H2O; dihydrogen peroxide in water

T=70°C; pH=6.5; 5 h; Catalytic behavior; Reagent/catalystSolventTime;

Carraro, Mauro; Bassil, Bassem S.; Soraru, Antonio; Berardi, Serena; Suchopar, Andreas; Kortz, Ulrich; Bonchio, Marcella

Chemical Communications, 2013 , vol. 49, # 72 p. 7914 - 7916 Title/Abstract Full Text View citing articles Show Details

99%

With manganese(II) nitrate; C70H128N16O4; oxygen; cobalt(II) nitrate in acetic acid

T=40°C; 1.5 h; Mechanism; Reagent/catalystTemperatureTime;

Minisci, Francesco; Recupero, Francesco; Rodino, Marianna; Sala, Massimiliano; Schneider, Armin

Organic Process Research and Development, 2003 , vol. 7, # 6 p. 794 - 798 Title/Abstract Full Text View citing articles Show Details

99%

With oxygen in water

T=25°C; P=760.051 Torr; 1.2 h;

Mahyari, Mojtaba; Shaabani, Ahmad; Bide, Yasamin

RSC Advances, 2013 , vol. 3, # 44 p. 22509 - 22517 Title/Abstract Full Text View citing articles Show Details

99.7%

Stage #1: With cobalt ferrite in water

0.0333333 h; Stage #2: With Oxonetrade; in water

T=20°C; 4 h; Hide Experimental Procedure

Sadri, Fariba; Ramazani, Ali; Massoudi, Abdolhossain; Khoobi, Mehdi; Azizkhani, Vahid; Tarasi, Roghayeh; Dolatyari, Leila; Min, Bong-Ki

Bulletin of the Korean Chemical Society, 2014 , vol. 35, # 7 p. 2029 - 2032 Title/Abstract Full Text View citing articles Show Details

General Procedure for the Oxidation of Alcohol

General procedure: Alcohol (1 mmol), water (1 mL), and CoFe2O4 MNPs (11.8mg, 5 mol percent) were added to a round-bottomed flask. The reaction mixture was stirred for the two minutes, and then oxone (0.6 mmol) was added in three portions. The reaction mixture was placed at room temperature and stirred for the specified time (Table 5). The reaction was followed by TLC (EtOAc-cyclohexane, 2:10). After the completion of the reaction, the product was extracted in dichloromethane. The solvent was evaporated under reduced pressure to give the corresponding aromatic products. Purification of the residue using plate chromatography (silica gel) provided the pure carbonyl compounds. The aliphatic products in dichloromethane was dried with anhydrous MgSO4 and detected by GC-FID. 99.2%

With oxygen in toluene

T=80°C; P=760.051 Torr; Catalytic behavior;

Wang, Shuai; Yin, Shuangtao; Chen, Gaowen; Li, Lun; Zhang, Hui

Catalysis Science and Technology, 2016 , vol. 6, # 12 p. 4090 - 4104 Title/Abstract Full Text View citing articles Show Details

98%

With trans-{dioxoruthenium(VI)(N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)propylenediamine)} (perchlorate)2 in acetonitrile

T=25°C; 1 h;

Che, Chi-Ming; Tang, Wai-Tong; Li, Chi-Keung

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1990 , # 12 p. 3735 - 3739 Title/Abstract Full Text View citing articles Show Details

98%

With 1,4-butanediol dimethylacrylate crosslinked polyacenaphthylene supported t-butyl chromate in chloroform

T=30°C; 21 h;

Geethakumari; Sreekumar

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1998 , vol. 37, # 4 p. 331 - 337 Title/Abstract Full Text View citing articles Show Details

98%

With calcium hypochlorite in acetic acid; acetonitrile

T=0°C; 1 h; Comparing of Ca(OCl)2 and NaOCl oxidations; Product distribution;

Nwaukwa, Stephen O.; Keehn, Philip M.

Tetrahedron Letters, 1982 , vol. 23, p. 35 - 38 Title/Abstract Full Text View citing articles Show Details

98%

With tetramethylammonium monofluorochromate(VI) in dichloromethane

Mahjoub, Ali Reza; Ghammami, Shahriare; Kassaee, Mohammad Zaman

T=20°C; 2.08333 h;

Tetrahedron Letters, 2003 , vol. 44, # 24 p. 4555 - 4557 Title/Abstract Full Text View citing articles Show Details

98%

With tetra-n-propylammonium bromate in dichloromethane

1 h; Heating;

Deb, Dibakar; Das, Satya Sandhya; Nath, Utpal; Das, Pranab J.

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004 , vol. 43, # 6 p. 1360 - 1362 Title/Abstract Full Text View citing articles Show Details

98%

With 34percent H2O2; phosphotungstic acid in water

T=65 - 70°C; 2.5 h; Product distribution; Further Variations:CatalystsSolventsReagents;

Tayebee, Reza; Alizadeh, Mohammad H.

Monatshefte fur Chemie, 2007 , vol. 138, # 8 p. 763 - 769 Title/Abstract Full Text View citing articles Show Details

98%

With (NH4)5[Zn(H2O)6](H3O)3{[Zn2(H2O)8][Zn2Sb2(B-α-ZnW9O34)2]}*20H2O; dihydrogen peroxide in water

T=85°C; 7 h; Reagent/catalyst;

Ni, Lubin; Patzke, Greta R.

CrystEngComm, 2012 , vol. 14, # 20 p. 6778 - 6782,5 Title/Abstract Full Text Show Details

98%

With dihydrogen peroxide in water

T=20°C; 4 h;

Eshtiagh-Hosseini, Hossein; Tabari, Taymaz; Eshghi, Hossein

Asian Journal of Chemistry, 2013 , vol. 25, # 6 p. 3307 - 3312 Title/Abstract Full Text View citing articles Show Details

98%

With dihydrogen peroxide in water

T=80 - 120°C; 0.5 h; Microwave irradiationGreen chemistry; TimeTemperatureReagent/catalystSolvent;

Rajabi, Fatemeh; Pineda, Antonio; Naserian, Sareh; Balu, Alina Mariana; Luque, Rafael; Romero, Antonio A.

Green Chemistry, 2013 , vol. 15, # 5 p. 1232 - 1237 Title/Abstract Full Text View citing articles Show Details

98%

With [(2-(benzoimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine)RuCl2(PPh3)]; potassium tertbutylate; acetone in methanol

T=56°C; Oppenauer Oxidation; P=750.075 Torr; 0.166667 h; Inert atmosphere; Catalytic behavior; Hide Experimental Procedure

Wang, Qingfu; Du, Wangming; Liu, Tingting; Chai, Huining; Yu, Zhengkun

Tetrahedron Letters, 2014 , vol. 55, # 9 p. 1585 - 1588 Title/Abstract Full Text View citing articles Show Details

A typical procedure for the catalytic oxidation of alcohols

General procedure: The catalyst solutionwas prepared by dissolving complex 3(36.1 mg,0.05mmol) in methanol (5.0 mL).Under a nitrogen atmosphere, the mixture of an alcohol substrate (2.0 mmol) and1.0 mL of the catalyst solution (0.01mmol) in 20mL acetone was stirred at 56 Cfor 10 minutes. tBuOK(22.4mg, 0.2 mmol)was then added to initiate the reaction.At the stated time, 0.1 mL of the reaction mixture was sampled and immediately diluted with 0.5 mL acetone pre-cooled-to-0 C for GC or NMR analysis. After the reaction was complete, the reaction mixture was condensed under reduced pressure and subject to purification by flash silica gel column chromatography to afford the corresponding ketone product, which was identified by comparison with the authentic sample through NMR and GC analysis. 97%

With chromium(VI) oxide; aluminum oxide in hexane

T=39.9°C; 15 h;

Hirano, Masao; Nagasawa, Sonoko; Morimoto, Takashi

Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 9 p. 2857 - 2859 Title/Abstract Full Text Show Details

97%

With aluminum oxide; potassium permanganate; water in 1,2-dichloro-ethane

45 h; Ambient temperature;

Zhao; Lee

Synthesis, 1994 , # 9 p. 915 - 916 Title/Abstract Full Text View citing articles Show Details

97.6%

With bis(trimethylsilyl) chromate on montmorillonite K-10 in dichloromethane

0.166667 h; Ambient temperature;

Heravi, Majid M.; Ajami, Dariush; Tabar-Heydar, Kourosh

Monatshefte fur Chemie, 1998 , vol. 129, # 12 p. 1305 - 1308 Title/Abstract Full Text View citing articles Show Details

97%

With bis(1-CH2Ph-3,5,7-3N-1-N(1+)tricyclo[3.3.1.13,7]decaneS2O8 in acetonitrile

Oxidation; 0.75 h; Heating;

Minghu, Wu; Guichun, Yang; Zuxing, Chen

Synthetic Communications, 2000 , vol. 30, # 17 p. 3127 - 3131 Title/Abstract Full Text View citing articles Show Details

97%

With NaClO adsorbed on montmorillonite K10 in dichloromethane

T=20°C; Oxidation; 0.5 h;

Hashemi, Mohammed M.; Beni, Yousef A.

Journal of Chemical Research - Part S, 2000 , # 5 p. 224 - 225 Title/Abstract Full Text View citing articles Show Details

97%

With aluminium trichloride; 1-decyl-4-aza-1-azoniabicyclo[2.2.2]octane chlorochromate in acetonitrile

2.3 h; Heating;

Hajipour; Bagheri; Ruoho

Russian Journal of Organic Chemistry, 2006 , vol. 42, # 6 p. 844 - 848 Title/Abstract Full Text View citing articles Show Details

97%

With KMnO4 on aluminum silicate

Lou, Ji-Dong; Gao, Chun-Ling; Li, Li; Fang, Zhi-Gang

T=20°C; 0.666667 h;

Monatshefte fur Chemie, 2006 , vol. 137, # 8 p. 1071 - 1074 Title/Abstract Full Text View citing articles Show Details

97%

With dihydrogen peroxide in water; tert-butyl alcohol

T=80°C; 24 h;

Yamada, Yoichi M.A.; Jin, Chung Keun; Uozumi, Yasuhiro

Organic Letters, 2010 , vol. 12, # 20 p. 4540 - 4543 Title/Abstract Full Text View citing articles Show Details

97%

With dihydrogen peroxide

T=80°C; 6 h; Autoclaveneat (no solvent);

Wang, Xiaoli; Wu, Gongde; Wei, Wei; Sun, Yuhan

Transition Metal Chemistry, 2010 , vol. 35, # 2 p. 213 - 220 Title/Abstract Full Text View citing articles Show Details

97%

With copper chromite

T=250°C; P=760.051 Torr; Gas phase;

Simon, Ernesto; Rosas, Juana Maria; Santos, Aurora; Romero, Arturo

Catalysis Today, 2012 , vol. 187, # 1 p. 150 - 158 Title/Abstract Full Text View citing articles Show Details

97%

With C53H46ClN3P2Ru; potassium tert-butylate; acetone

T=56°C; Oppenauer Oxidation; P=750.075 Torr; 0.666667 h;

Du, Wangming; Wang, Liandi; Wu, Ping; Yu, Zhengkun

Chemistry - A European Journal, 2012 , vol. 18, # 37 p. 11550 - 11554 Title/Abstract Full Text View citing articles Show Details

97%

With 2O34W9Zn(12-)*W(6+)*3Zn(2+)*2H2O; dihydrogen peroxide in water; acetonitrile

T=135°C; P=2250.23 Torr; 0.25 h; Microwave irradiation;

Kasprzyk, Wiktor; Galica, Mateusz; Bednarz, Szczepan; Bogdal, Dariusz

Synlett, 2014 , vol. 25, # 19 p. 2757 - 2760 Title/Abstract Full Text View citing articles Show Details

97%

With oxygen; nitrosonium tetrafluoroborate in dichloromethane

T=20°C; 4 h; Reagent/catalyst;

Shakir, Ahmed Juwad; Paraschivescu, Codruta; Matache, Mihaela; Tudose, Madalina; Mischie, Alice; Spafiu, Felicia; Ionita, Petre

Tetrahedron Letters, 2015 , vol. 56, # 49 p. 6878 - 6881 Title/Abstract Full Text View citing articles Show Details

97%

With calcium tungstate; dihydrogen peroxide in water

20 h; HeatingGreen chemistry; Reagent/catalyst;

Tressler, Caitlin M.; Stonehouse, Peter; Kyler, Keith S.

Green Chemistry, 2016 , vol. 18, # 18 p. 4875 - 4878 Title/Abstract Full Text Show Details

96%

With silica gel; copper(II) nitrate in tetrachloromethane

1 h; Zn(NO3)2, 2 h;

Nishiguchi, Takeshi; Asano, Fumi

Tetrahedron Letters, 1988 , vol. 29, # 48 p. 6265 - 6266 Title/Abstract Full Text View citing articles Show Details

96%

With diisopropoxyaluminium trifluoroacetate; 4-nitrobenzaldehdye in benzene

0.25 h; Ambient temperature;

Akamanchi, Krishnacharya G.; Chaudhari, Bapu A.

Tetrahedron Letters, 1997 , vol. 38, # 39 p. 6925 - 6928 Title/Abstract Full Text View citing articles Show Details

96%

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; periodic acid in dichloromethane

T=20°C; 0.5 h;

Kim, Sung Soo; Nehru, Kasi

Synlett, 2002 , # 4 p. 616 - 618 Title/Abstract Full Text Show Details

96%

With potassium permanganate; aluminum polysilicate in toluene

T=70 - 80°C;

Lou, Ji-Dong; Zhu, Li-Yun; Wang, Lan-Zhou

Monatshefte fur Chemie, 2004 , vol. 135, # 1 p. 31 - 34 Title/Abstract Full Text View citing articles Show Details

96%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; polymer-bound {NMe3(1+)*Br(OAc)2(1)} in dichloromethane

T=20°C; Oxidation; 24 h;

Sourkouni-Argirusi, Georgia; Kirschning, Andreas

Organic Letters, 2000 , vol. 2, # 24 p. 3781 - 3784 Title/Abstract Full Text View citing articles Show Details

96%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; bisacetoxybromate(I) resin in dichloromethane

T=20°C; 24 h;

Bruenjes, Marco; Sourkouni-Argirusi, Georgia; Kirschning, Andreas

Advanced Synthesis and Catalysis, 2003 , vol. 345, # 5 p. 635 - 642 Title/Abstract Full Text View citing articles Show Details

96.2%

With disodium hydrogenphosphate; dihydrogen peroxide; sodium tungstate in N,N-dimethyl acetamide; water

T=90°C; pH=6.3; 10 h; Hide Experimental Procedure

SHIONOGI and CO., LTD.

Patent: EP1757573 A1, 2007 ; Location in patent: Page/Page column 13 ; Title/Abstract Full Text Show Details

Into 4.34 g of 35percent hydrogen peroxide solution (44.7 mmol), 95.76 mg of disodium phosphate dodecahydrate (0.3 mmol) and 101 mg of sodium tungstate dihydrate (0.4 mmol) were dissolved to prepare a mixed reagent (pH 6.3). After 1.00 g of cyclohexanol (10.0 mmol) was dissolved into 27 mL of N,N-dimethylacetamide, the resultant was heated to 90(C, and the above mixed reagent was added. The reaction was continued for ten hours to obtain cyclohexanone. The yield ratio was 96.2percent (GC quantification). The non-patent document 10 discloses that the Baeyer-Villiger reaction proceeds when 4.4 mol equivalent of hydrogen peroxide is used with respect to 1 mol of cyclohexanol. However, according to the process of the present invention, the above-mentioned reaction hardly proceeded, and ketone was obtained from a secondary alcohol in a good manner. 96%

With diphenylether; Fe(TAML)Li; [bis(acetoxy)iodo]benzene; water in acetone

T=25°C; 1 h; Green chemistry; Solvent;

Napoly, Francois; Jean-Gerard, Ludivine; Goux-Henry, Catherine; Draye, Micheline; Andrioletti, Bruno

European Journal of Organic Chemistry, 2014 , vol. 2014, # 4 p. 781 - 787 Title/Abstract Full Text View citing articles Show Details

96%

With oxygen in toluene

T=100°C; P=760.051 Torr; 40 h;

Liu, Hongli; Chang, Lina; Chen, Liyu; Li, Yingwei

Journal of Materials Chemistry A, 2015 , vol. 3, # 15 p. 8028 - 8033 Title/Abstract Full Text View citing articles Show Details

95%

With iodobenzene; tetrabutyl-ammonium chloride; palladium diacetate in N,N-dimethylformamide

48 h; Ambient temperature;

Choudary, B. M.; Reddy, N. Prabhakar; Kantam, M. Lakshmi; Jamil, Zafar

Tetrahedron Letters, 1985 , vol. 26, # 50 p. 6257 - 6258 Title/Abstract Full Text View citing articles Show Details

95%

With trans-lt;Ru(VI)(dmpipy)2O2gt;lt;ClO4gt;2 in acetonitrile

4 h; Ambient temperature;

Che, Chi-Ming; Leung, Wai-Ho; Li, Chi-Keung; Poon, Chung-Kwong

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1991 , # 3 p. 379 - 384 Title/Abstract Full Text View citing articles Show Details

95.8%

With sodium hypochlorite in acetic acid

T=15 - 25°C; 2 h;

Stevens, Robert V.; Chapman, Kevin T.; Weller, Harold N.

Journal of Organic Chemistry, 1980 , vol. 45, p. 2030 - 2032 Title/Abstract Full Text View citing articles Show Details

95%

With lt;Ru(VI)(dmbipy)2O2gt;lt;ClO4gt;2 in acetonitrile

T=298°C; 4 h; Rate constant;

Che, Chi-Ming; Leung, Wai-Ho; Li, Chi-Keung; Poon, Chung-Kwong

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1991 , # 3 p. 379 - 384 Title/Abstract Full Text View citing articles Show Details

95%

With pyridine chromium peroxide in dichloromethane

1.5 h; Ambient temperatureeffect of various chromium(VI) based oxidants; Product distribution;

Firouzabadi, H.; Iranpoor, N.; Kiaeezadeh, F.; Toofan, J.

Tetrahedron, 1986 , vol. 42, # 2 p. 719 - 726 Title/Abstract Full Text View citing articles Show Details

95%

With lt;MoO(O2)2(C5H4NOCOO)gt;- Bu4N+ in 1,2-dichloro-ethane

T=60°C; oxidation of primer and secunder alcohols by anionic peroxomolibdenum complexes under var. conditions; Product distributionRate constantMechanism;

Campestrini, Sandro; Di Furia, Fulvio

Tetrahedron, 1994 , vol. 50, # 17 p. 5119 - 5130 Title/Abstract Full Text View citing articles Show Details

95%

With lt;MoO(O2)2(C5H4NOCOO)gt;- Bu4N+ in 1,2-dichloro-ethane

T=60°C; oxidation of primer and secunder alcohols by anionic peroxomolibdenum complexes under var. conditions; Thermodynamic data;

Campestrini, Sandro; Di Furia, Fulvio

Tetrahedron, 1994 , vol. 50, # 17 p. 5119 - 5130 Title/Abstract Full Text View citing articles Show Details

95%

With chromium(VI) oxide; HY zeolite

0.00555556 h; microwave irradiation;

Mirza-Aghayan, Maryam; Heravi, Majid M.

Synthetic Communications, 1999 , vol. 29, # 5 p. 785 - 789 Title/Abstract Full Text View citing articles Show Details

95%

With aluminum oxide; ammonium chlorochromate

Oxidation; microwave irradiation;

Heravi, Majid M.; Aghayan, Maryam M.

Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 1999 , vol. 54, # 6 p. 815 - 817 Title/Abstract Full Text View citing articles Show Details

95%

With sodium dichromate; sulfuric acid; silica gel in toluene

0.5 h; Heating;

Mirjalili, BiBi Fatemeh; Zolfigol, Mohamad Ali; Bamoniri, Abdolhamid; Zarei, Amin

Phosphorus, Sulfur and Silicon and the Related Elements, 2003 , vol. 178, # 8 p. 1845 - 1849 Title/Abstract Full Text View citing articles Show Details

95%

With sodium dichromate

T=20°C; 0.5 h;

Lou, Ji-Dong; Gao, Chun-Ling; Ma, Yi-Chun; Huang, Li-Hong; Li, Li

Tetrahedron Letters, 2006 , vol. 47, # 3 p. 311 - 313 Title/Abstract Full Text View citing articles Show Details

95%

With sodium periodate; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium bromide in dichloromethane; water

T=20°C; 28 h;

Lei, Ming; Hu, Rui-Jun; Wang, Yan-Guang

Tetrahedron, 2006 , vol. 62, # 38 p. 8928 - 8932 Title/Abstract Full Text View citing articles Show Details

95%

With air; bis(salicylideniminato-3-propyl)methylamino-cobalt(III); 2,6-dimethoxy-pquinone; [C5Ph4O(Ru(CO)2)]2H2 in toluene

T=100°C; 14 h;

Csjernyik, Gabor; Ell, Alida H.; Fadini, Luca; Pugin, Benoit; Baeckvall, Jan-E.

95%

With 1,1,1-Tripropionyloxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one; propionic acid anhydride

T=20°C; 0.5 h; Product distribution / selectivity; Hide Experimental Procedure

Wyeth

Patent: US2003/204064 A1, 2003 ; Location in patent: Page/Page column 3 ;

Journal of Organic Chemistry, 2002 , vol. 67, # 5 p. 1657 - 1662 Title/Abstract Full Text View citing articles Show Details

Title/Abstract Full Text Show Details

A mixture of the alcohol, e.g., cyclohexanol (14.3 mmol) or 5-{[(p-nitrophenyl)carbonyl]oxy}-F28249alpha (13.1 mmol), and an anhydride solution of a 1,1,1-trialkanoyloxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one (15.7 mmol) as described in Example 2 is stirred under nitrogen at room temperature. The reaction progress is monitored by HPLC. When the conversion is complete, the reaction is quenched with an aqueous solution of NaHCO3/Na2S2O3 and stirred for 10 minutes. The phases are separated; the organic phase is filtered and the product is identified by HPLC. The process conditions and product yields are shown in Table I. 95%

With butanoic acid anhydride; 1,1,1-tri-n-butanoyloxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one

T=20°C; 0.5 h; Product distribution / selectivity; Hide Experimental Procedure

Wyeth

Patent: US2003/204064 A1, 2003 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; hydrogen bromide; sodium nitrite in dichloromethane; water

T=20°C; P=760.051 Torr; 14 h; in air;

Wang, Xinliang; Liu, Renhua; Jin, Yu; Liang, Xinmiao

Chemistry - A European Journal, 2008 , vol. 14, # 9 p. 2679 - 2685 Title/Abstract Full Text View citing articles Show Details

95%

With chlorine dioxide in n-heptane

T=60°C; Kinetics; Concentration;

Ganieva; Ganiev; Grabovskiy; Kabalnova

Russian Chemical Bulletin, 2008 , vol. 57, # 11 p. 2328 - 2331 Title/Abstract Full Text View citing articles Show Details

95%

With guanidinium chlorochromate; tetrabutylammomium bromide

Goswami, Shyamaprosad; Kar, Arnab

Synthetic Communications, 2011 , vol. 41, # 17 p. 2500 - 2504 Title/Abstract Full Text View citing articles Show Details

95%

With copper phthalocyanine; tetra-n-butylammonium monopersulfate in water

T=70°C; 0.5 h;

Rezaeifard, Abdolreza; Jafarpour, Maasoumeh; Naeimi, Atena; Salimi, Mehri

95%

With C43H30ClN3O2PRu; oxygen; 4-methylmorpholine N-oxide in dichloromethane

6 h; Reflux; chemoselective reaction;

Manimaran, Arumugam; Chinnusamy, Vaiyapuri; Jayabalakrishnan, Chinnasamy

Applied Organometallic Chemistry, 2011 , vol. 25, # 2 p. 87 - 97 Title/Abstract Full Text View citing articles Show Details

95%

With ferrous(II) sulfate heptahydrate; Oxonereg; in water

T=20°C; 0.5 h; SonicationGreen chemistry; Hide Experimental Procedure

Mirza-Aghayan, Maryam; Molaee Tavana, Mahdieh; Boukherroub, Rabah

Tetrahedron Letters, 2014 , vol. 55, # 2 p. 342 - 345 Title/Abstract Full Text View citing articles Show Details

Inorganic Chemistry Communications, 2012 , vol. 15, p. 230 - 234 Title/Abstract Full Text View citing articles Show Details

Typical procedure for the oxidation of alcohols

General procedure: To a solution of alcohol (0.1 mmol) in 10 ml of solvent were added Oxone (1.5 mmol), FeSO4·7H2O (5 mol percent) and GO (0.05 g). The resulting mixture was irradiated with an ultrasonic

probe for the time indicated in Table 2. The mixture was filtered through a sintered funnel and extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and evaporated under reduced pressure. Purification was achieved by recrystallization from EtOAc/n-hexane or by column chromatography using n-hexane/EtOAc: 9:1 as eluent (for entries 2, 4 and 11). The spectroscopic data of the obtained acids were compared with authentic samples.

95%

With sodium hypochlorite; C186H204N12O36; sodium hydrogencarbonate; potassium bromide in dichloromethane; water

T=0 - 15°C; pH=8.6; 1.5 h;

Beejapur, Hazi Ahmad; Campisciano, Vincenzo; Franchi, Paola; Lucarini, Marco; Giacalone, Francesco; Gruttadauria, Michelangelo

ChemCatChem, 2014 , vol. 6, # 8 p. 2419 - 2424 Title/Abstract Full Text View citing articles Show Details

95%

With (diacetoxyiodo)benzene in dichloromethane

T=20°C; 1 h;

Beejapur, Hazi Ahmad; Campisciano, Vincenzo; Giacalone, Francesco; Gruttadauria, Michelangelo

Advanced Synthesis and Catalysis, 2015 , vol. 357, # 1 p. 51 - 58 Title/Abstract Full Text View citing articles Show Details

95%

With copper phthalocyanine; tetra-n-butylammonium monopersulfate in water

T=85°C; 1.2 h; Green chemistry; Catalytic behavior; Temperature; Hide Experimental Procedure

Kheirjou, Somayyeh; Kheirjou, Ramin; Rezayan, Ali Hossein; ShakourianFard, Mehdi; Mahmoudi Hashemi, Mohammad

Comptes Rendus Chimie, 2016 , vol. 19, # 3 p. 313 - 318 Title/Abstract Full Text View citing articles Show Details

oxidation of cyclohexanol (1 mmol) with n-Bu4NHSO5(0.7 g) in the presence of desired copper (II) phthalocyaninenanoparticles (0.5 molpercent) in aqueous solution at 25 C underair which led to the formation of cyclohexanone in 55percentyield after 8 h according to GC analysis. Then, the temperatureeffect on the aqueous oxidation of cyclohexanol usingn-Bu4NHSO5 catalyzed by nano-CuPc was examined. It canbe concluded from Fig. 3 that an increase in the temperatureremarkably increased the effectiveness of the catalyticsystem. The full conversion of cyclohexanolwas achieved at85 C within 72 min

94%

With (1,10-phenanthroline)H2CrOCl5 in dichloromethane

T=25°C; 2 h;

Chakraborty, T. K.; Chandrasekaran, S.

Tetrahedron Letters, 1980 , vol. 21, p. 1583 - 1586 Title/Abstract Full Text View citing articles Show Details

94%

With copper(II) permanganate in dichloromethane; acetic acid

T=40 - 45°C; 0.05 h;

Ansari, M. Aslam; Craig, J. Cymerman

Synthetic Communications, 1996 , vol. 26, # 9 p. 1789 - 1792 Title/Abstract Full Text View citing articles Show Details

94%

With pyridine; N -hydroxyphthalimide; sodium perchlorate in acetonitrile

electrolytical oxidation, anode potential 0.85 V;

Masui, Masaichiro; Ueshima, Takahiro; Ozaki, Shigeko

Journal of the Chemical Society, Chemical Communications, 1983 , # 8 p. 479 - 480 Title/Abstract Full Text View citing articles Show Details

94.7%

With 2,6-dimethylpyridine; (+/-)-cis,cis-4-benzoyloxy-2,2,8a-trimethyldecahydroquino..

T=20°C; Oxidation; Electrolysis;

Kashiwagi, Yoshitomo; Kurashima, Futoshi; Anzai, Jun-Ichi; Osa, Tesuo

Heterocycles, 1999 , vol. 51, # 8 p. 1945 - 1948 Title/Abstract Full Text View citing articles Show Details

94%

With air; Na6.3Fe0.9[AlMo11O39]*2H2O in toluene

T=110°C; 3 h; atmospheric pressure;

Wang, Jianmin; Yan, Liang; Qian, Guang; Wang, Xiaolai

Tetrahedron Letters, 2006 , vol. 47, # 40 p. 7171 - 7174 Title/Abstract Full Text View citing articles Show Details

94%

Stage #1: With platinum

T=90°C; 0.166667 h; Stage #2: With dihydrogen peroxide in water

T=90°C; 2 h; Product distribution / selectivity; Hide Experimental Procedure

National Institute of Advanced Industrial Science and Technology

Patent: EP1544188 A1, 2005 ; Location in patent: Page/Page column 5 ; Title/Abstract Full Text Show Details

Platinum black (19.5 mg, 0.100 mmol) and cyclohexanol (1.0 ml, 10 mmol) were mixed and stirred at 90 °C for 10 minutes. A 30percent aqueous hydrogen peroxide solution (1.3 ml, 12 mmol) was gradually added dropwise to the mixed solution, followed by stirring at 90 °C for 2 hours, and then the reaction solution was cooled to room temperature. As a result of measurement by GLC, it was found that cyclohexanone was obtained in yield of 94percent. 94%

With C30H24N2O7W; dihydrogen peroxide in water; acetonitrile

17 h; Reflux;

Maiti, Swarup K.; Dinda, Subhajit; Banerjee, Surajit; Mukherjee, Alok K.; Bhattacharyya, Ramgopal

European Journal of Inorganic Chemistry, 2008 , # 12 p. 2038 - 2051 Title/Abstract Full Text View citing articles Show Details

94%

With tert.-butylhydroperoxide; iron(III) chloride; thymidyl acetic acid in decane

T=80°C; 3 h;

Al-Hunaiti, Afnan; Niemi, Teemu; Sibaouih, Ahlam; Pihko, Petri; Leskelae, Markku; Repo, Timo

Chemical Communications, 2010 , vol. 46, # 48 p. 9250 - 9252 Title/Abstract Full Text View citing articles Show Details

94%

With N -hydroxyphthalimide; oxygen in acetonitrile

T=35°C; 24 h;

Tonigold, Markus; Lu, Ying; Mavrandonakis, Andreas; Puls, Angela; Staudt, Reiner; Moellmer, Jens; Sauer, Joachim; Volkmer, Dirk

Chemistry - A European Journal, 2011 , vol. 17, # 31 p. 8671 - 8695 Title/Abstract Full Text View citing articles Show Details

94%

With tert.-butylhydroperoxide in acetonitrile

T=80°C; 6 h;

Behera, Gobinda Chandra; Parida

Applied Catalysis A: General, 2012 , vol. 413-414, p. 245 - 253 Title/Abstract Full Text View citing articles Show Details

94.3%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical in dichloromethane; water

T=20°C; 0.0158333 h; Quantum yield; Time; Hide Experimental Procedure

Corning Incorporated; Horn, Clemens; Gaurat, Olivier; Jean, Patrick

Patent: EP2617703 A1, 2013 ; Location in patent: Paragraph 0112 - 0117 ; Title/Abstract Full Text Show Details

The micro-reactor used is identical to the one of example 1B.[0113] Cyclohexanol (c=1 mol/l) and 4 percent (molar) of TEMPO are dissolved in dichloromethane, thus constituting a solution for a first feed (feed 1 = the organic solution shown on figure 2B).[0114] A second feed (feed 2) is stock solution of bleach (c= 10percent) at a pH about 12.5. A third feed (feed 3) is a 0.85 M phosphate buffer solution (pH 8). This solution is brought to pH 6.5 by slow and controlled addition of H3PO4 85 percent wt. Feeds 2 and 3 (in a ratio buffer/bleach of 0.8) are mixed in one fluidic module (the first one M1 of the used micro-reactor) before passing a control of pH (=8) and the mixture is then injected in the second module M2 of the micro-reactor. Feed 1 is directly pumped to the module M2 where it is mixed with aqueous phase.[0115] The total ratio (aqueous/organic phase) is 1.33.[0116] The temperature is 20°C.[0117] The results obtained (conversion (percent) and yield (percent)) are indicated in the below Table 7 related to different experiments carried out at different residence time (Rt(s)). Table 7 Rt Conversion* Yield** (s) (percent) (percent) 73 96.1 93.3 57 94.3 94.3 49 92.8 92.8 38 91.5 91.5 * The conversion (percent) is the ratio: difference between the starting cyclohexanol and the remaining cyclohexanol/the starting cyclohexanol. ** The yield (percent) is the ratio: obtained ketone /theoretically obtainable ketone. 94.3%

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; phosphoric acid in aq. phosphate buffer; dichloromethane; water

T=20°C; pH=8; 0.0158333 h; Flow reactor; Catalytic behavior; Time; Hide Experimental Procedure

CORNING INCORPORATED; HORN, Clemens Rudolf

Patent: WO2013/109670 A1, 2013 ; Location in patent: Paragraph 0114; 0115; 0116; 0117; 0118; 0119 ; Title/Abstract Full Text Show Details

3:Example 3 (FIG. 2B)

[0114] The micro-reactor used is identical to the one of example IB. [0115] Cyclohexanol (c=l mo 1/1) and 4 percent (molar) of TEMPO are dissolved in dichloromethane, thus constituting a solution for a first feed (feed 1 = the organic solution (A-T) shown on FIG. 2B). [0116] A second feed (feed 2) is stock solution of bleach (c= 10percent) at a pH about 12.5 (labeled B on FIG. 2B). A third feed (feed 3) (labeled BF on FIG. 2B) is a 0.85 M phosphate buffer solution (pH 8) which is brought to pH 6.5 by slow and controlled addition of H3P04 85 percent wt. Feeds 2 and 3 (in a ratio buffer/bleach of 0.8) are mixed in one fluidic module (the first one Ml of the used micro-reactor) before passing a control sensor S with target of pH (=8) and the mixture is then injected in the second module M2 of the micro -reactor. Feed 1 is directly pumped to the module M2 where it is mixed with aqueous phase. [0117] The total ratio (aqueous/organic phase) is 1.33. [0118] The temperature is 20°C. [0119] The results obtained (conversion (percent) and yield (percent)) are indicated in the below Table 7 related to different experiments carried out at different residence time (Rt(s)). 94%

With DHPDMDO in acetonitrile

T=20°C; 0.583333 h; Reagent/catalystSolvent;

Azarifar, Davood; Najminejad, Zohreh; Khosravi, Kaveh

Journal of the Iranian Chemical Society, 2013 , vol. 10, # 5 p. 979 - 983 Title/Abstract Full Text View citing articles Show Details

94%

With aluminum oxide in N,N-dimethyl-formamide

T=120°C; 10 h; Inert atmosphere;

Damodara, Dandu; Arundhathi, Racha; Likhar, Pravin R.

Advanced Synthesis and Catalysis, 2014 , vol. 356, # 1 p. 189 - 198 Title/Abstract Full Text View citing articles Show Details

94%

With tert.-butylhydroperoxide; vanadyl(IV) sulphate pentahydrate in water; acetonitrile

T=20°C; 6 h; Green chemistry; Hide Experimental Procedure

Sarmah, Gayatri; Bharadwaj, Saitanya K.; Dewan, Anindita; Gogoi, Ankur; Bora, Utpal

Tetrahedron Letters, 2014 , vol. 55, # 36 p. 5029 - 5032 Title/Abstract Full Text View citing articles Show Details

General procedure for oxidation of alcohol:

General procedure: In a typical experiment, 1 mmol 1-phenyl ethanol and 10 mol percent (25.30 mg) VOSO4.5H2O (purchased from Loba Chemie, molecular weight 253.08) in 2 ml CH3CN/H2O (1:1) in a round bottomed flask. To this mixture 2 equiv 70percent TBHP (aqueous) was added and stirred at room temperature for the time specified in Table 1. The progress of the reaction was monitored by TLC. After the completion of the reaction, the mixture was extracted with ethyl acetate (3 x 20 mL) three times. The ethyl acetate layer was dried with anhydrous Na2SO4 and evaporated under reduced pressure. The crude product was purified by column chromatography using ethyl acetate-hexane as the eluent. Formation of the product was confirmed by comparing FTIR spectra, 1H NMR spectra, 13C NMR spectra, melting point measurement and GC-MS with authentic compounds. 94%

With Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O) in hexane

20 h; Reflux; Solvent; Hide Experimental Procedure

KANTO CHEM CO INC; YAMAGUCHI, RYOHEI; FUJITA, KENICHI

Patent: JP2015/83544 A, 2015 ; Location in patent: Paragraph 0095; 0096 ; Title/Abstract Full Text Show Details

13:

General procedure: synthesis of ketones by dehydrogenation oxidation reaction of alcohol>the complex 1 used in the catalyst, the dehydrogenation oxidation of a variety of secondary alcohols with the

reaction conditions as shown in Table 3 Reaction was carried out.After completion of the reaction, the reaction solution was analyzed by GC, and it was confirmed that the corresponding ketone was formed with high conversion and high yield in all cases

93%

With quinolinium monofluorochromate(VI) in dichloromethane

1.5 h;

Chaudhuri, Mihir K.; Chettri, Shiv K.; Lyndem, Synjukta; Paul, Pradip C.; Srinivas, Pendyala

Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 7 p. 1894 - 1898 Title/Abstract Full Text Show Details

93%

With boron trifluoride diethyl etherate; 3-nitro(diacetoxyiodo)benzene

T=30°C; 1.5 h;

Kida, Michio; Sueda, Takuya; Goto, Satoru; Okuyama, Tadashi; Ochiai, Masahito

Chemical Communications, 1996 , # 16 p. 1933 - 1934 Title/Abstract Full Text View citing articles Show Details

93%

With 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate in dichloromethane

Oxidation; 0.0666667 h; Microwave irradiation;

Hajipour, Abdol Reza; Mallakpour, Shadpour E.; Khoee, Sepideh

Synlett, 2000 , # 5 p. 740 - 742 Title/Abstract Full Text View citing articles Show Details

93%

With potassium permanganate; Rexyn 101 H ion exchange resin in dichloromethane

4.3 h; Heating;

Shaabani, Ahmad; Teimouri, Fatemeh; Lee, Donald G.

Synthetic Communications, 2003 , vol. 33, # 6 p. 1057 - 1065 Title/Abstract Full Text View citing articles Show Details

93.82%

With dithiobis[N-(2-OH-naphth-3-yl)benzamide]Cl2(H2O)2(Diam)2Ru2

Heating; Product distribution; Further Variations:Reagents;

Jhaumeer-Laulloo, Sabina; Bhowon, Minu G.; Hosany, Amit

Journal of the Indian Chemical Society, 2004 , vol. 81, # 7 p. 547 - 551 Title/Abstract Full Text View citing articles Show Details

93%

With cobalt(II) nitrate hexahydrate; manganese (II) nitrate tetrahydrate; C58H45F51N13O5; oxygen in acetic acid

T=40°C; 12 h;

Gheorghe, Alexandru; Chinnusamy, Tamilselvi; Cuevas-Yanez, Erick; Hilgers, Petra; Reiser, Oliver

Organic Letters, 2008 , vol. 10, # 19 p. 4171 - 4174 Title/Abstract Full Text View citing articles Show Details

93%

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; tert.-butylnitrite; oxygen in 1,2-dichloro-ethane

P=1500.15 Torr; 10 h; AutoclaveHeating;

He, Xijun; Shen, Zhenlu; Mo, Weimin; Sun, Nan; Hu, Baoxiang; Hu, Xinquan

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 1-2 p. 89 - 92 Title/Abstract Full Text View citing articles Show Details

93%

With DEACC; acetic acid in water

T=24.84°C; Darkness; Kinetics;

Singh, Balgar; Mahajan, Simpy; Jasrotia, Vikas S.; Sharma, Madhu; Sheikh; Kalsotra

Journal of the Indian Chemical Society, 2009 , vol. 86, # 5 p. 528 - 530 Title/Abstract Full Text View citing articles Show Details

93%

With [Ru(CO)(PPh3)2L4]; 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux;

Thilagavathi; Manimaran; Priya, N. Padma; Sathya; Jayabalakrishnan

Applied Organometallic Chemistry, 2010 , vol. 24, # 4 p. 301 - 307 Title/Abstract Full Text View citing articles Show Details

93%

With aluminum (III) chloride; Oxonereg; in water

T=20°C; 4 h;

Wu, Shang; Ma, Hengchang; Lei, Ziqiang

Tetrahedron, 2010 , vol. 66, # 45 p. 8641 - 8647 Title/Abstract Full Text View citing articles Show Details

93%

With tert.-butylhydroperoxide in decane; acetonitrile

T=65°C; 2.5 h;

Verma, Sanny; Nandi, Mahasweta; Modak, Arindam; Jain, Suman L.; Bhaumik, Asim

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 11-12 p. 1897 - 1902 Title/Abstract Full Text View citing articles Show Details

93%

Stage #1: With dimethyl sulfoxide; trifluoroacetic anhydride in dichloromethane

T=-20 - 20°C; Stage #2: With tributyl-amine in dichloromethane

Product distribution / selectivity; Hide Experimental Procedure

Schenk, Rainer; Küpper, Michael; Schwalbe, Thomas

Patent: US2011/306799 A1, 2011 ; Location in patent: Page/Page column 3-4 ; Title/Abstract Full Text Show Details

Example 2 One-Step Continuous Process with Batch AminolysisSolution 1: TFAA (0.6M) in CH2Cl2 ; flow rate: 15 ml/min Solution 2: cyclohexanol (0.5M) and DMSO (1M) in CH2Cl2 ; flow rate: 15 ml/min Solution 3: tributylamine (0.73M) in CH2Cl2 ; flow rate: 30 ml/min In a continuous process, solutions 1 and 2 were mixed with a micromixer with a residence time of 1.5 s (step 1). The reaction was effected both at a temperature of -20° C. and of +20° C. Subsequently, the reaction mixture was transferred through a non-temperature-controlled line (with a residence time of 5 s) into a conventional reaction vessel (step 2). At the same time, solution 3 was also pumped into this vessel and mixed conventionally at room temperature for 1.5 min. A total reaction volume of 90 ml was collected. The yield of cyclohexanone (93percent) in this example was comparable to the yield of example 1.

93%

With morpholinium fluorochromate(VI) absorbed on wet silica gel in hexane

T=20°C; 0.333333 h;

Sayyed-Alangi, S. Zahra; Sajjadi-Ghotbabadi; Baei, Mohammed T.; Naderi, Sahar

E-Journal of Chemistry, 2011 , vol. 8, # 2 p. 815 - 818 Title/Abstract Full Text View citing articles Show Details

93%

With nickel(II) nitrate hexahydrate; iodine in water

T=25°C; 0.0333333 h; Sonication; Hide Experimental Procedure

Pasha, Mohamed Afzal; Nagashree, Shrivatsa

Ultrasonics Sonochemistry, 2013 , vol. 20, # 3 p. 810 - 814 Title/Abstract Full Text View citing articles Show Details

2.2. Oxidation of alcohols under ultrasonic condition: a general procedure

General procedure: A mixture of alcohol (10 mmol), Ni(NO3)2*6H2O (2.908 g, 10 mmol), I2 (1.3 g, 10 mmol) and water (2 mL) were sonicated in a sonic bath working at 35 kHz (constant frequency) maintained at 25 °C by circulating water. After completion of the reaction (Table 5, monitored on TLC), the product was taken into diethyl ether (10 mL), the organic matter was washed with sat. NaHCO3 (2.5 mL), water (5 mL) and then dried over anhydrous Na2SO4. The organic layer was evaporated in a fume hood to get almost pure aldehyde. The crude was then subjected to silica gel column chromatography to get the pure product. All the products were characterized by IR, GC–mass spectral analysis; and the physical properties were compared with the properties of authentic samples. 93%

With C26H16N6O4Ru; dihydrogen peroxide

T=60°C; 1 h; Hide Experimental Procedure

Zhou, Xian-Tai; Ji, Hong-Bing; Liu, Sheng-Gui

Tetrahedron Letters, 2013 , vol. 54, # 29 p. 3882 - 3885 Title/Abstract Full Text View citing articles Show Details

General procedure: The catalytic oxidation of alcohol was carried out in a magnetically stirredglass reaction tube fitted with a reflux condenser. A typical procedure was asfollows using benzyl alcohol as model substrate: benzyl alcohol (2 mmol) andRu(bbp)(pydic) (2 103 mmol, 0.1 mol percent based substrate) were added into areaction tube. The reactor containing this mixture was heated to 60 C in an oilbath under vigorous stirring, and then 30percent H2O2 (10 mmol) was slowlydropped in. The resulting system was stirred at 60 C for 60 min. At the end ofreaction, the resulting products and unreacted substrate were extracted bydichloromethane three times. The extracted liquid mixture was analyzed byGC and GC–MS. GC analyses were performed on a Shimadzu GC-2010 pluschromatography equipped with Rtx-5 capillary column(30 m 0.25 mm 0.25 lm). GC–MS analyses were recorded on a ShimadzuGCMS-QP2010 equipped with Rxi-5 ms capillary column(30 m 0.25 mm 0.25 lm).

93%

With tert.-butylhydroperoxide in water

T=60°C; 3 h;

Patnam, Padma L.; Bhatt, Mukesh; Singh, Raghuvir; Saran, Sandeep; Jain, Suman L.

RSC Advances, 2016 , vol. 6, # 65 p. 60888 - 60895 Title/Abstract Full Text View citing articles Show Details

93%

With horse liver alcohol dehydrogenase; oxygen; catalase; 7-(trifluoromethyl)-1,10ethyleneisoalloxazinium chloride in aq. phosphate buffer

T=20°C; pH=8; 24 h; Enzymatic reaction; Catalytic behavior;

Zhu, Chenjie; Li, Qing; Pu, Lingling; Tan, Zhuotao; Guo, Kai; Ying, Hanjie; Ouyang, Pingkai

ACS Catalysis, 2016 , vol. 6, # 8 p. 4989 - 4994 Title/Abstract Full Text View citing articles Show Details

92%

With N-methylpyrrolidine-2-one hydrotribromide; dihydrogen peroxide in acetonitrile

1.5 h; Heating;

Joseph, Jomy K.; Jain, Suman L.; Sain, Bir

European Journal of Organic Chemistry, 2006 , # 3 p. 590 - 594 Title/Abstract Full Text View citing articles Show Details

92%

With N-Bromosuccinimide; β-CD in methanol; water; acetone

T=20°C; 12 h;

Krishnaveni, N. Srilakshmi; Surendra; Rao, K. Rama

Advanced Synthesis and Catalysis, 2004 , vol. 346, # 2-3 p. 346 - 350 Title/Abstract Full Text View citing articles Show Details

92%

With ruthenium trichloride; iodobenzene; potassium hydrogen persulfate in water; acetonitrile

T=20°C; 2 h;

Yusubov, Mekhman S.; Zagulyaeva, Aleksandra A.; Zhdankin, Viktor V.

Chemistry - A European Journal, 2009 , vol. 15, # 42 p. 11091 - 11094 Title/Abstract Full Text View citing articles Show Details

92%

With ruthenium trichloride; iodobenzene; OXONE in water; acetonitrile

T=20°C; 2 h; Inert atmosphere;

Yusubov, Mekhman S.; Nemykin, Victor N.; Zhdankin, Viktor V.

Tetrahedron, 2010 , vol. 66, # 31 p. 5745 - 5752 Title/Abstract Full Text View citing articles Show Details

92%

With oxygen; isobutyraldehyde in acetonitrile

T=50°C; P=760.051 Torr; 7 h;

Rana, Bharat S.; Jain, Suman L.; Singh, Bhawan; Bhaumik, Asim; Sain, Bir; Sinha, Anil K.

Dalton Transactions, 2010 , vol. 39, # 33 p. 7760 - 7767 Title/Abstract Full Text View citing articles Show Details

92%

With Oxonereg; in water; acetonitrile

T=20°C; 1.5 h; Hide Experimental Procedure

Zeng, Xiao-Mei; Chen, Jiang-Min; Middleton, Kyle; Zhdankin, Viktor V.

Tetrahedron Letters, 2011 , vol. 52, # 43 p. 5652 - 5655 Title/Abstract Full Text View citing articles Show Details

Typical procedure of the SiO2-supported iodoarene-RuCl3 catalyzed oxidation of alcohols and aromatic hydrocarbons:

General procedure: Oxone (0.374 g; 0.6 mmol) was added to a mixture of 1-phenylethanol (25 mg, 0.2 mmol), catalyst 5 or 6 (15 mg) in acetonitrile (1 mL) and water (1 mL) in one portion under stirring at room temperature. The reaction was monitored by TLC by the disappearance of 1-phenylethanol. Then ethyl acetate (3 mL) and water (5 mL) were added and the mixture was stirred for 5 min. The catalyst

was filtered, washed with water (2x1 mL), ethyl acetate (2 x 1 mL) and collected, thereby directly being used for next run under the same conditions. The organic solution was separated and the aqueous phase was extracted with ethyl acetate (2 x 5 mL). The organic phases were combined, washed with brine (5 mL), and dried over anhydrous Na2SO4. Removal of the solvent under vacuum afforded acetophenone. The oxidation of the other alcohols and hydrocarbons was performed using a similar procedure. In all cases, conversions were measured by GC-MS with a prior column calibration using authentic samples of reactants and products. The reaction products were isolated by removal of the solid resin followed by aqueous work-up of organic solution; products 10 and 14 were identified by comparison of the retention times and MS data with those obtained for authentic samples or by 1H NMR. Representative spectra are provided below. In the oxidation protocol, the bifunctional SiO2-supported iodoarene-RuCl3 catalysts 5 and 6 were easily separated by filtration and directly reused without noticeable loss of their activity.

92%

With C10H10BrClCoN4O4S; 4-methylmorpholine N-oxide in dichloromethane

2 h; Reflux;

Ramasubramanian, Ayaloor Subramanian; Bhat, Badekai Ramachandra; Dileep, Ramakrishna; Rani, Sandya

Journal of the Serbian Chemical Society, 2011 , vol. 76, # 1 p. 75 - 83 Title/Abstract Full Text View citing articles Show Details

92%

With O40PW12(3-)*C30H60N3(3+); dihydrogen peroxide in water

T=90°C; 2 h;

He, Ying; Ma, Xiaoyun; Lu, Ming

Arkivoc, 2012 , vol. 2012, # 8 p. 187 - 197 Title/Abstract Full Text View citing articles Show Details

92%

With gold(III) chloride in neat (no solvent) T=60°C; 10 h; Green chemistry; Hide Experimental Procedure

Wang, Zhao-Gang; Xu, Kui; Shen, Meng-Nan; Lu, Ming

Synlett, 2014 , vol. 25, # 17 art. no. ST-2014-D0594-L, p. 2459 - 2462 Title/Abstract Full Text View citing articles Show Details

General Procedure for the Oxidation of Alcohols

General procedure: To a 10 mL round-bottom flask, Imim-PEG1000-TEMPO (0.5mmol), AuCl3 (0.5 mmol) and benzyl alcohol (10 mmol) were successively added with vigorous stiring. The reaction was allowed to proceed at 60 °C and monitored by TLC. Upon completion, the reaction mixture was cooled to r.t. and extracted three times by adding Et2O. The organic phase was dried over anhydrous MgSO4, filtered, and evaporated under reduced pressure to give benzaldehyde (95percent yield). All products had spectroscopic data consistent with the as signed structures. 91%

With calcium hypochlorite in water; acetic acid; acetonitrile

T=0°C; 1 h;

Nwaukwa, Stephen O.; Keehn, Philip M.

Tetrahedron Letters, 1982 , vol. 23, p. 35 - 38 Title/Abstract Full Text View citing articles Show Details

91%

With pyridine; tert-butylhypochlorite in dichloromethane

1 h;

Milovanovic, Jovan N.; Vasojevic, Miorad; Gojkovic, Svetislav

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1988 , p. 533 - 536 Title/Abstract Full Text Show Details

91%

With Mukayama reagent; 1,8-diazabicyclo[5.4.0]undec-7-ene in dichloromethane

T=0°C; 0.5 h;

Matsuo, Jun-Ichi; Kitagawa, Hideo; Iida, Daisuke; Mukaiyama, Teruaki

Chemistry Letters, 2001 , # 2 p. 150 - 151 Title/Abstract Full Text View citing articles Show Details

91%

With TriEACC; silica gel in dichloromethane

6.33333 h;

Ghammamy, Shahriare; Dastpeyman, Samaneh

Journal of the Chinese Chemical Society, 2008 , vol. 55, # 1 p. 229 - 232 Title/Abstract Full Text View citing articles Show Details

91%

With [Ph4(η5-C4CO)2H(CO)4Ru2](μ-H); C33H33CoN3O6; oxygen in acetonitrile

T=75°C; 10 h;

Johnston, Eric V.; Karlsson, Erik A.; Tran, Lien-Hoa; Akermark, Bjoern; Baeckvall, Jan-E.

European Journal of Organic Chemistry, 2010 , # 10 p. 1971 - 1976 Title/Abstract Full Text View citing articles Show Details

91%

With oxygen; lithium perchlorate in dichloromethane

T=20°C; Inert atmosphereElectrolysis;

Magdesieva; Dolganov; Latyshev; Yakimanskii; Goikhman; Podeshvo; Lukashev

Russian Journal of Organic Chemistry, 2011 , vol. 47, # 1 p. 62 - 65 Title/Abstract Full Text View citing articles Show Details

91%

With tert.-butylhydroperoxide; copper(ll) bromide in water; acetonitrile

T=20°C; 4 h; Inert atmosphere;

Das, Rima; Chakraborty, Debashis

Applied Organometallic Chemistry, 2011 , vol. 25, # 6 p. 437 - 442 Title/Abstract Full Text View citing articles Show Details

91%

With peracetic acid; C9H17NO5S(1-)*C11H12IN2(1+); acetic acid in 1,1,1,3',3',3'-hexafluoropropanol

T=20°C; 8 h; Hide Experimental Procedure

Zhu, Chenjie; Yoshimura, Akira; Wei, Yunyang; Nemykin, Victor N.; Zhdankin, Viktor V.

Tetrahedron Letters, 2012 , vol. 53, # 12 p. 1438 - 1444 Title/Abstract Full Text View citing articles Show Details

Typical Procedure for the Catalytic Oxidation of Alcohols.

General procedure: A 32percent PAA solution in acetic acid (1.2 g, 5 mmol) was added to a solution of alcohol(1 mmol) and catalyst 4 or 5 (0.2 mmol) in HFIP (0.5 mL). The resulting solution was stirred at room temperature and monitored by gas or thin-layer chromatography. After completion, the mixture was diluted with H2O and extracted with ether. The organic layer was treated with a standard solution of

2,4-dinitrophenylhydrazine (prepared from 1.0 g of 2,4-dinitrophenylhydrazine, 5 mL of concd H2SO4, 50 mL of EtOH, and 10 mL of H2O). The precipitate of 2,4-dinitrophenylhydrazone was filtered, washed with water, and dried in vacuum. The aqueous layer was distilled under vacuum to recover the catalyst for reuse.

91.3%

With tert.-butylhydroperoxide; C48H45Cu4N16O14; potassium carbonate in water

T=80°C; 4 h; Microwave irradiation; Reagent/catalyst;

Kopylovich, Maximilian N.; Mizar, Archana; Guedes Da Silva, M. Fatima C.; Mac Leod, Tatiana C. O.; Mahmudov, Kamran T.; Pombeiro, Armando J. L.

Chemistry - A European Journal, 2013 , vol. 19, # 2 p. 588 - 600 Title/Abstract Full Text View citing articles Show Details

91%

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in water

T=25°C; 24 h; Micellar solution; Hide Experimental Procedure

Xie, Aming; Zhou, Xiangxiang; Feng, Liandong; Hu, Xinyu; Dong, Wei

Tetrahedron, 2014 , vol. 70, # 21 p. 3514 - 3519 Title/Abstract Full Text View citing articles Show Details

General procedure for the oxidation of alcohols

General procedure: A vial was charged with alcohol (1 mmol), IBX (1.2 mmol, 1.2 equiv) and 2 wt percent GMPGS-2000/H2O solution (5 mL). The mixture was stirred for 24 h at 25 °C and filtered. The solid was washed with CH2Cl2 and the filtrate was extracted with CH2Cl2 (3×10 mL). Then, the organic phase was combined and dried with anhydrous Na2SO4, evaporated to dryness. The crude product was purified was purified by column chromatography on silica gel eluted with (petroleum ether/EtOAc) to afford the desired product. 91%

With dihydrogen peroxide in water; ethyl acetate

T=50 - 55°C; 0.833333 h;

Keypour, Hassan; Saremi, Shokoufeh Ghahri; Veisi, Hojat; Azadbakht, Reza

RSC Advances, 2016 , vol. 6, # 80 p. 77020 - 77029 Title/Abstract Full Text View citing articles Show Details

91%

With [Fe(1,1′-methylene-3,3′-di-benzylimidazole-2-ylidene)(bipy)I2] in neat (no solvent) T=80°C; 8 h; Inert atmosphereSchlenk technique; Catalytic behavior;

Pinto, Mara F.; Cardoso, Bernardo De P.; Barroso, Sónia; Martins, Ana M.; Royo, Beatriz

Dalton Transactions, 2016 , vol. 45, # 34 p. 13541 - 13546 Title/Abstract Full Text Show Details

90%

With Dess-Martin periodane; trifluoroacetic acid in dichloromethane

T=25°C; 0.5 h;

Dess, D. B.; Martin, J. C.

Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 4155 - 4156 Title/Abstract Full Text View citing articles Show Details

90%

With lt;RuVL(O)gt;2+-complex lt;HL = lt;2-hydroxy-2-(2-pyridyl)ethylgt;bislt;2-(2pyridyl)ethylgt;aminegt; in acetonitrile

Che, Chi-Ming; Ho, Clare; Lau, Tai-Chu

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1991 , # 5 p. 1259 - 1263 Title/Abstract Full Text View citing articles Show Details

90%

With aluminum oxide; ammonium chlorochromate in cyclohexane

T=60°C; 3 h;

Zhang, Gui-Sheng; Shi, Qi-Zeng; Chen, Mi-Feng; Cai, Kun

Synthetic Communications, 1997 , vol. 27, # 6 p. 953 - 956 Title/Abstract Full Text View citing articles Show Details

90%

With isoquinolinium fluorochromate in dichloromethane

4 h; Heating;

Srinivasan; Stanley, Preethi; Balasubramanian

Synthetic Communications, 1997 , vol. 27, # 12 p. 2057 - 2064 Title/Abstract Full Text View citing articles Show Details

90%

Stage #1: With dimethylsulfide; N,N'-dibromo-N,N'-(1,2-ethanediyl)bis(p-toluenesulfonamide) in dichloromethane

T=-15°C; 3 h; Stage #2: With triethylamine in dichloromethane

T=20°C;

Ghorbani-Vaghei, Ramin; Khazaei, Ardeshir

Tetrahedron Letters, 2003 , vol. 44, # 40 p. 7525 - 7527 Title/Abstract Full Text View citing articles Show Details

90%

With ammonium dichromate(VI); aluminum(III) hydrogen sulfate; silica gel

T=20°C; 0.75 h;

Shirini, Farhad; Zolfigol, Mohammad A.; Abedini, Masoumeh; Salehi, Peyman

Mendeleev Communications, 2003 , vol. 13, # 6 p. 265 - 267 Title/Abstract Full Text View citing articles Show Details

90%

With silica chromate; silica gel

T=20°C; 0.333333 h;

Zolfigol, Mohammad A.; Shirini, Farhad; Mohammadpoor-Baltork, Iraj; Choghamarani, Arash Gh.; Hajjami, Maryam; Sedaghat, Abdol M.

Mendeleev Communications, 2005 , # 3 p. 113 - 116 Title/Abstract Full Text View citing articles Show Details

90%

With dihydrogen peroxide; [MoO(O2)2(TEDA)2] in water

T=80°C; 8 h;

Luan, Yi; Wang, Ge; Luck, Rudy L.; Yang, Mu; Han, Xiao

Chemistry Letters, 2007 , vol. 36, # 10 p. 1236 - 1237 Title/Abstract Full Text View citing articles Show Details

90%

With DBU-hydrobromide-perbromide in dichloromethane; water

T=20°C; 3 h; chemoselective reaction;

Bakavoli, Mehdi; Rahimizadeh, Mohammad; Eshghi, Hossein; Shiri, Ali; Ebrahimpour, Zahra; Takjoo, Reza

Bulletin of the Korean Chemical Society, 2010 , vol. 31, # 4 p. 949 - 952 Title/Abstract Full Text View citing articles Show Details

90%

With C23H23ClN3RuSe2(1+)*F6P(1-); 4-methylmorpholine N-oxide in dichloromethane

Reflux;

Das, Dipanwita; Singh, Pradhumn; Prakash, Om; Singh, Ajai K.

Inorganic Chemistry Communications, 2010 , vol. 13, # 11 p. 1370 - 1373 Title/Abstract Full Text View citing articles Show Details

90%

With Pd2(azobenzene)2Cl2; oxygen in ethanol; N,N-dimethyl-formamide

T=50°C; P=0 Torr; 3.41667 h; Pressure;

Sharma, Varsha; Sagar, Priyanka; Rohit

Journal of the Indian Chemical Society, 2012 , vol. 89, # 4 p. 463 - 469 Title/Abstract Full Text View citing articles Show Details

90%

With [RuCl(η5-(3-phenyl)indenyl)(PPh3)2]; potassium hexamethylsilazane in acetone; toluene

T=110°C; 0.5 h; Schlenk technique; Catalytic behavior;

Manzini, Simone; Urbina-Blanco, Cesar A.; Nolan, Steven P.

Organometallics, 2013 , vol. 32, # 2 p. 660 - 664 Title/Abstract Full Text View citing articles Show Details

90%

With dihydrogen peroxide in water; acetonitrile

T=25°C; 6 h;

Eshtiagh-Hosseini, Hossein; Tabari, Taymaz; Takjoo, Reza; Eshghi, Hossein

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2013 , vol. 43, # 3 p. 264 - 272 Title/Abstract Full Text View citing articles Show Details

90%

With Cu nanoparticles dispersed on La2O2CO3 in 1,3,5-trimethyl-benzene

T=149.84°C; 8 h; Inert atmosphere; TemperatureTime;

Wang, Fei; Shi, Ruijuan; Liu, Zhi-Quan; Shang, Pan-Ju; Pang, Xueyong; Shen, Shuai; Feng, Zhaochi; Li, Can; Shen, Wenjie

ACS Catalysis, 2013 , vol. 3, # 5 p. 890 - 894 Title/Abstract Full Text View citing articles Show Details

90%

With tert.-butylhydroperoxide in dodecane; acetonitrile

T=65°C; 1 h; Hide Experimental Procedure

Verma, Sanny; Le Bras, Jean; Jain, Suman L.; Muzart, Jacques

Applied Catalysis A: General, 2013 , vol. 468, p. 334 - 340 Title/Abstract Full Text View citing articles Show Details

Oxidation of alcohols 10 to carbonyl compounds 11

General procedure: A 25 mL round bottom flask was charged with alcohol (1.0 mmol), catalyst (0.02 equiv.), MeCN (5 mL), TBHP (1.5 M solution in dodecane; 1.5 equiv.) and then stirred at 65 °C for 1 h. According to Table 2, all reactions require 1 h. At the end of the reaction, the catalyst was filtered at room temperature over membrane filter paper and reused for subsequent runs. The filtrate so obtained was concentrated under reduced pressure and the residue was dissolved in dichloromethane (20 mL). The organic layer was washed with brine solution (10 mL 3×). The organic layer was dried over anhydrous MgSO4 and then, concentrated under reduced pressure. Product was purified by column chromatography over silica gel. The isolated yield of the obtained product was found to be 94percent and the conversion was determined by the GC–MS analysis. The purity of the products was determined by comparing the 1H NMR spectra of the products with those of authentic samples. 90%

With oxygen; caesium carbonate in water

2 h; Reflux; Hide Experimental Procedure

Albadi, Jalal; Alihoseinzadeh, Amir; Razeghi, Abdolhosein

Catalysis Communications, 2014 , vol. 49, p. 1 - 5 Title/Abstract Full Text View citing articles Show Details

General procedure

General procedure: All reactions were performed in a glass flask slurry reactor connected to an O2 tube for atmosphere control and a condenser for reflux condition. A mixture of alcohol (1mmol), Cs2CO3 (0.5mmol) and 2Au/1CuO–ZnO (0.05g) in water was stirred under oxygen atmosphere in a slurry reactor at total reflux condition. Then the catalyst was recovered by filtration, washed two times with 5ml hot EtOAc, and dried for consecutive reaction runs. The filtrate was quenched with 2M HCl aqueous solution, extracted with EtOAc three times and dried over anhydrous MgSO4. Evaporation of the solvent followed by column chromatography on silica gel afforded the pure products (Table3). 90.1%

With tert.-butylhydroperoxide

T=70°C; 8 h; Catalytic behavior;

Zhang, Yuecheng; Sun, Xiaochen; Zhang, Hongyu; Zhao, Jiquan

Applied Organometallic Chemistry, 2016 , vol. 30, # 8 p. 645 - 652 Title/Abstract Full Text View citing articles Show Details

89%

With PFC in dichloromethane

3.5 h;

Ghiringhelli, Dario

Synthesis, 1982 , # 7 p. 580 - 582 Title/Abstract Full Text Show Details

89%

With montmorillonite K 10 clay supported iron(III) nitrate (clayfen)

0.00833333 h; microwave (900 Watts) irradiation at ca. 65 deg C;

Varma, Rajender S.; Dahiya, Rajender

Tetrahedron Letters, 1997 , vol. 38, # 12 p. 2043 - 2044 Title/Abstract Full Text View citing articles Show Details

89%

With sodium bromate; Ru2(dcnapy)Cl4

T=60°C; 15 h;

Boelrijk, Alexandra E. M.; Neenan, Thomas X.; Reedijk, Jan

Journal of the Chemical Society - Dalton Transactions, 1997 , # 23 p. 4561 - 4570 Title/Abstract Full Text View citing articles Show Details

89%

With NTPPPODS in acetonitrile

0.25 h; Reflux;

Lakouraj, Moslem Mansour; Tajbakhsh, Mahmood; Ramzanian-Lehmali, Farhad

Phosphorus, Sulfur and Silicon and the Related Elements, 2008 , vol. 183, # 6 p. 1388 - 1395 Title/Abstract Full Text View citing articles Show Details

88%

With hydrogen bromide; potassium nitrate; sodium bromide in dichloromethane; water

Electrochemical reaction;

Zhang, Li; Zha, Zhenggen; Wang, Zhiyong; Fu, Shengquan

Tetrahedron Letters, 2010 , vol. 51, # 10 p. 1426 - 1429 Title/Abstract Full Text View citing articles Show Details

88%

With potassium nitrate in water

T=20°C; 3 h; Electrolysis;

Zhang, Li; Zha, Zhenggen; Wang, Zhiyong

Synlett, 2010 , # 13 p. 1915 - 1918 Title/Abstract Full Text View citing articles Show Details

88%

With dihydrogen peroxide in water; acetone

T=56°C; 18 h; chemoselective reaction;

Kikukawa, Yuji; Yamaguchi, Kazuya; Mizuno, Noritaka

Angewandte Chemie - International Edition, 2010 , vol. 49, # 35 p. 6096 - 6100 Title/Abstract Full Text View citing articles Show Details

88%

With N-Bromosuccinimide; sodium carbonate in tetrahydrofuran

DAISO CO., LTD.

Patent: EP1666441 A1, 2006 ; Location in patent: Page/Page column 4 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

7:Manufacture of cyclohexanone

Cyclohexanol (2.0g, 20mmol), sodium carbonate (1.3g, 12mmol), 4-acetoaminoTEMPO (43mg, 0.2mmol) and THF (15ml) were put in a 50-ml egg plant type flask. To the suspension was added NBS (3.9g, 22mmol) divided in two portions. The insoluble materials were filtered off and the filtrate was washed with 5percent aqueous sodium bicarbonate solution. The crude product was purified by distillation to give cyclohexanone (1.73g, yield 88percent). 88%

With C48H51ClN4O8PRu; 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux;

Thilagavathi, Natarajan; Jayabalakrishnan, Chinnasamy

Central European Journal of Chemistry, 2010 , vol. 8, # 4 p. 842 - 851 Title/Abstract Full Text View citing articles Show Details

88.8%

With C30H27ClN4OPRuS(1+)*F6P(1-); 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux; Catalytic behavior; Reagent/catalyst;

Sarkar, Shyamal Kumar; Jana, Mahendra Sekhar; Mondal, Tapan Kumar; Sinha, Chittaranjan

Applied Organometallic Chemistry, 2014 , vol. 28, # 8 p. 641 - 651 Title/Abstract Full Text View citing articles Show Details

88%

With hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide in water; methyl cyclohexane

T=70°C; 5 h; Ionic liquidGreen chemistry;

Hu, Yu-Lin; Lu, Ming; Ge, Xiu-Tao

Journal of the Iranian Chemical Society, 2013 , vol. 10, # 3 p. 453 - 460 Title/Abstract Full Text View citing articles Show Details

88%

With tert.-butylhydroperoxide in water; acetonitrile

T=80°C;

Dhanalaxmi, Karnekanti; Singuru, Ramana; Kundu, Sudipta K.; Reddy, Benjaram Mahipal; Bhaumik, Asim; Mondal, John

RSC Advances, 2016 , vol. 6, # 43 p. 36728 - 36735 Title/Abstract Full Text View citing articles Show Details

87%

With methyltrifluoromethyldioxirane in dichloromethane

T=-22°C; 0.133333 h;

Mello, Rossella; Fiorentino, Michele; Fusco, Caterina; Curci, Ruggero

Journal of the American Chemical Society, 1989 , vol. 111, # 17 p. 6749 - 6757 Title/Abstract Full Text View citing articles Show Details

87%

With 1-n-butyl-3-methylimidazolim bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione

T=25°C; 2.5 h;

Chhikara, Bhupender S.; Chandra, Ramesh; Tandon, Vibha

Tetrahedron Letters, 2004 , vol. 45, # 41 p. 7585 - 7588 Title/Abstract Full Text View citing articles Show Details

87%

With RuCl(CO)(P(C6H5)3)(C5H4NCONHNCHC6H3OCl); 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux; Hide Experimental Procedure

Manikandan; Viswanathamurthi; Muthukumar

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2011 , vol. 83, # 1 p. 297 - 303 Title/Abstract Full Text View citing articles Show Details

2.5. Catalytic oxidation

General procedure: Catalytic oxidation of primary alcohols to corresponding aldehydes and secondary alcohols to ketones by ruthenium(II) hydrazone Schiff base complexes were studied in the presence of NMO as co-oxidant. In a typical reaction, ruthenium(II) complexes as a catalyst and primary or secondary alcohol, as substrates at 1:100 molar ratio was described as follows. A solution of ruthenium

complexes (0.01 mmol) in CH2Cl2 (20 cm3) was added to the mixture containing substrate (1 mmol), NMO (3 mmol) and molecular sieves. The solution mixture was refluxed for 3 h and the solvent was then evaporated from the mother liquor under reduced pressure. The solid residue was extracted with petroleum ether (60-80 °C) (20 ml) concentrated to ~1 ml and was analyzed by GC. The oxidation products were identified by GC co-injection with authentic samples.

87%

With dihydrogen peroxide; bromine in dichloromethane; water

T=20°C; 2 h;

Amati, Alessandro; Dosualdo, Gabriele; Zhao, Lihua; Bravo, Anna; Fontana, Francesca; Minisci, Francesco; Bjorsvik, Hans-Rene

Organic Process Research and Development, 1998 , vol. 2, # 4 p. 261 - 269 Title/Abstract Full Text View citing articles Show Details

86%

With 4 A molecular sieve; 4-methylmorpholine N-oxide; trans-lt;4But-Hpygt;lt;RuO2Cl3(4Butpy)gt; in acetonitrile

3 h; Ambient temperature;

Dengel, Andrew C.; El-Hendawy, Ahmed M.; Griffith, William P.; O'Mahoney, Caroline A.; Williams, David J.

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1990 , # 3 p. 737 - 742 Title/Abstract Full Text View citing articles Show Details

86%

With aluminum oxide; dimethylammonium chlorochromate in cyclohexane

T=55 - 60°C; 3 h;

Zhang, Gui-Sheng; Shi, Qi-Zeng; Chen, Mi-Feng; Cai, Kun

Organic Preparations and Procedures International, 1998 , vol. 30, # 2 p. 215 218 Title/Abstract Full Text View citing articles Show Details

86%

With cis-lt;RuIVLO2gt;lt;ClO4gt;2 (L = N,N,N',N',3,6-hexamethyl-3,6-diazaoctane-1,8-diamine) in acetonitrile

T=25°C; other substrates; Mechanism;

Li, Chi-Keung; Che, Chi-Ming; Tong, Wai-Fong; Tang, Wai-Tong; Wong, Kwok-Yin; Lai, Ting-Fong

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1992 , # 13 p. 2109 - 2116 Title/Abstract Full Text View citing articles Show Details

86%

With oxygen in water

T=100°C; P=37503.8 Torr; 1 h; Flow reactorGreen chemistry;

Osako, Takao; Torii, Kaoru; Uozumi, Yasuhiro

RSC Advances, 2015 , vol. 5, # 4 p. 2647 - 2654 Title/Abstract Full Text View citing articles Show Details

85%

With isocyanate de chlorosulfonyle; dimethyl sulfoxide; triethylamine in dichloromethane

1.) -78 eg C, 1.5 h, 2.) room temperature, 0.5 h;

Olah, George A.; Vankar, Yashwant D.; Arvanaghi, Massoud

Synthesis, 1980 , # 2 p. 141 - 142 Title/Abstract Full Text Show Details

85%

With zinc(II) chlorosulphate in dichloromethane

2 h; Ambient temperature;

Firouzabadi, H.; Sharifi, A.

Synthesis, 1992 , # 10 p. 999 - 1002 Title/Abstract Full Text Show Details

85%

With pyridine; nicotinium dichromate in dichloromethane

0.25 h; Ambient temperatureother reagents, time, solvets and ratio of reagents; Product distribution;

Cossio, Fernando P.; Lopez, Concepcion M.; Palomo, Claudio

Tetrahedron, 1987 , vol. 43, # 17 p. 3963 - 3974 Title/Abstract Full Text View citing articles Show Details

85%

With [Cp*Ru(μ-Cl)3RuCl(PPh3)2]; potassium carbonate in dichloromethane; butanone

Heating;

Da Silva, Ana C.; Piotrowski, Holger; Mayer, Peter; Polborn, Kurt; Severin, Kay

European Journal of Inorganic Chemistry, 2001 , # 3 p. 685 - 691 Title/Abstract Full Text View citing articles Show Details

85%

With sodium bromate; sodium dihydrogenphosphate; iron(III) chloride in water; acetonitrile

T=25°C; 4 h;

Shaabani; Ajabi

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001 , vol. 40, # 2 p. 148 - 151 Title/Abstract Full Text View citing articles Show Details

85%

With manganese(III) acetylacetonate; acetonitrile in tetrachloromethane

T=200°C; 3 h;

Khusnutdinov; Schadneva; Baiguzina; Dzhemilev

Russian Chemical Bulletin, 2002 , vol. 51, # 6 p. 1065 - 1067 Title/Abstract Full Text View citing articles Show Details

85%

With ferric(III) bromide; dihydrogen peroxide

T=20°C; 24 h;

Martin, Sandra E.; Garrone, Analia

Tetrahedron Letters, 2003 , vol. 44, # 3 p. 549 - 552 Title/Abstract Full Text View citing articles Show Details

85%

With TriEAFC in dichloromethane

7 h; Heating;

Ghammamy; Hashemzadeh; Mazareey

Russian Journal of Organic Chemistry, 2005 , vol. 41, # 12 p. 1752 - 1754 Title/Abstract Full Text View citing articles Show Details

85%

With 30percent peracetic acid; resin-PPh2-Ru(PPh3)2Cl2 in ethyl acetate; 1,2-dichloro-ethane

2 h; Heating;

Leadbeater

Journal of Organic Chemistry, 2001 , vol. 66, # 6 p. 2168 - 2170 Title/Abstract Full Text View citing articles Show Details

85%

With C51H43ClN3O2P2Ru; 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux;

Thilagavathi; Manimaran; Jayabalakrishnan

Journal of Coordination Chemistry, 2010 , vol. 63, # 7 p. 1252 - 1262 Title/Abstract Full Text View citing articles Show Details

85%

With potassium carbonate

T=20°C; 18 h; Neat (no solvent);

Layek, Keya; Maheswaran; Arundhathi; Kantam, M. Lakshmi; Bhargava, Suresh K.

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 4 p. 606 - 616 Title/Abstract Full Text View citing articles Show Details

85%

With oxygen; Iron(III) nitrate nonahydrate; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chloride in 1,2-dichloro-ethane

T=20 - 50°C; 0.0833333 h; Hide Experimental Procedure

Ma, Shengming; Liu, Jinxian; Kuang, Jinqiang; Liu, Yu; Wang, Yuli; Yu, Qiong; Yuan, Weiming; Li, Suhua; Chen, Bo; Cheng, Jiajia; Wan, Baoqiang; Ye, Juntao; Yu, Shichao

Patent: US2012/220792 A1, 2012 ; Location in patent: Page/Page column 8 ; Title/Abstract Full Text Show Details

27:

Fe(NO3)3.9H2O (2.0681 g, 5.0 mmol), TEMPO (781.3 mg, 5.0 mmol), NaCl (299.0 mg, 5.0 mmol), and DCE(50 mL) were added to a 100 mL-three-necked flask, and were stirred for 5 mins at room temperature under oxygen atmosphere. Cyclohexanol (10.0718 g, 100.0 mmol) was then added dropwise to the reaction solution. The reaction was exothermic, and the reaction temperature was kept below 50° C. The reaction was monitored by TLC till it was complete. The resulting mixture was purified by distillation under reduced pressure (20 mmHg, 68-71° C.) to afford the product cyclohexanone (8.33 g, 85percent). 1H NMR (300 MHz, CDCl ) δ 2.33 (t, J=6.6 Hz, 4H), 1.90-1.80 (m, 4H), 1.77-1.63 (m, 2H); 13C NMR (75.4 MHz, CDCl ) δ 212.13, 41.64, 26.73, 25.22. 3 3 85%

With tert.-butylhydroperoxide; Co(0.137)Fe3O4(0.863) in water

T=80°C; 6 h;

Gawande, Manoj B.; Rathi, Anuj; Nogueira, Isabel D.; Ghumman; Bundaleski; Teodoro; Branco, Paula S.

ChemPlusChem, 2012 , vol. 77, # 10 p. 865 - 871 Title/Abstract Full Text View citing articles Show Details

85%

With tert.-butylhydroperoxide; thiourea S,S-dioxide in dodecane; acetonitrile

T=65°C; 4 h;

Verma, Sanny; Singh, Raghuvir; Tripathi, Deependra; Gupta, Piyush; Bahuguna, Gajendra Mohan; Jain, Suman L.

RSC Advances, 2013 , vol. 3, # 13 p. 4184 - 4188 Title/Abstract Full Text View citing articles Show Details

85%

With dihydrogen peroxide; benzyltrimethylammonium bromide dibromide in water; acetonitrile

T=60°C; 2.5 h; Green chemistry;

Dey, Madhudeepa; Dhar, Siddhartha Sankar; Kalita, Mukul

Synthetic Communications, 2013 , vol. 43, # 12 p. 1734 - 1742 Title/Abstract Full Text View citing articles Show Details

85%

With tert.-butylhydroperoxide in water

T=80°C; 6 h;

Gawande, Manoj B.; Rathi, Anuj; Nogueira, Isabel D.; Ghumman; Bundaleski; Teodoro; Branco, Paula S.

Collection of Czechoslovak Chemical Communications, 2012 , vol. 77, # 10 p. 865 871 Title/Abstract Full Text Show Details

85%

With 6-((cobalt(II) 4,9,16,23-tetraaminephthalocyanin-4-yl))cellulose; oxygen; potassium hydoxide in o-xylene

T=20°C; 10.5 h; Green chemistry; Hide Experimental Procedure

Shaabani, Ahmad; Keshipour, Sajjad; Hamidzad, Mona; Shaabani, Shabnam Journal of Molecular Catalysis A: Chemical, 2014 , vol. 395, p. 494 - 499 Title/Abstract Full Text View citing articles Show Details

Typical procedure for the oxidation of 1-phenyl-ethanol

General procedure: 1-Phenyl-ethanol (0.14 g, 1.00 mmol) was added to a two-necked flask equipped with a gas bubbling tube containing colloidal of CoPcCell (0.05 g) and KOH (0.25 mmol) in o-xylene (5 mL) at room temperature. The mixture was stirred at room temperature under O2 atmosphere provided with a balloon. The progress of the reaction was followed by thin layer chromatography (TLC). Upon completion, CoPcCell was separated by filtration and washed with acetone (5 mL). Acetophenone was isolated from the mixture using column chromatography with n-hexane in 90percent yield. 85%

With C26H30F6MnN6O6S2; dihydrogen peroxide; acetic acid in acetonitrile

T=20°C; 1 h; chemoselective reaction;

Shen, Duyi; Miao, Chengxia; Xu, Daqian; Xia, Chungu; Sun, Wei

Organic Letters, 2015 , vol. 17, # 1 p. 54 - 57 Title/Abstract Full Text View citing articles Show Details

85%

With bismuth(III) bromide; dihydrogen peroxide in water

T=70°C; 0.166667 h; Green chemistry; Hide Experimental Procedure

Han, Mi-Kyung; Kim, Sohwa; Kim, Sung Tae; Lee, Jong Chan

Synlett, 2015 , vol. 26, # 17 art. no. ST-2015-U0545-L, p. 2434 - 2436 Title/Abstract Full Text View citing articles Show Details

General Experimental Procedure for the Oxidation of Alcohols:

General procedure: To a solution of the alcohol (1.0 mmol) and hydrogen peroxide(5.0 mmol, 30percent aq) was added BiBr3 (10 molpercent). The reactionmixture was stirred at 70 °C for 10–40 min, and thereaction mixture was extracted with dichloromethane (2 × 5mL). The combined organic layers were washed with saturatedbrine (2 × 5 mL) and dried with anhydrous MgSO4. After evaporationof the solvent, the residue was purified by flash columnchromatography (SiO2; CH2Cl2–hexane, 3:2) to afford the purecarbonyl compound. 85%

With potassium hexafluorophosphate; tert.-butylnitrite; 9-azabicyclo[3.3.1]nonane-Noxyl; oxygen in water

T=60°C; P=3750.38 Torr; 1.5 h; AutoclaveGreen chemistry; Reagent/catalystTemperature;

Ma, Jiaqi; Hong, Chao; Wan, Yan; Li, Meichao; Hu, Xinquan; Mo, Weimin; Hu, Baoxiang; Sun, Nan; Jin, Liqun; Shen, Zhenlu

Tetrahedron Letters, 2017 , vol. 58, # 7 p. 652 - 657 Title/Abstract Full Text Show Details

84%

With [(H2DABCO)2(HDABCO)2(Br)2(Br3)4] in dichloromethane; water

T=20°C; 3.5 h;

Heravi, Majid M.; Derikvand, Fatemeh; Ghassemzadeh, Mitra; Neumueller, Bernhard

Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6243 - 6245 Title/Abstract Full Text View citing articles Show Details

84%

With bis(1,5-cyclooctadiene)nickel(0); potassium tert-butylate; 1,3-bis[2,6diisopropylphenyl]imidazolium chloride in 2,4-dichlorotoluene

T=25°C; 1.5 h; Inert atmosphere;

Berini, Christophe; Winkelmann, Ole H.; Otten, Jennifer; Vicic, David A.; Navarro, Oscar

Chemistry - A European Journal, 2010 , vol. 16, # 23 p. 6857 - 6860 Title/Abstract Full Text View citing articles Show Details

84%

With 5 ruthenium on carbon; oxygen in water

T=75°C; 24 h;

Akkilagunta, Vijay Kumar; Reddy, Vutukuri Prakash; Kakulapati, Rama Rao

Synlett, 2010 , # 17 p. 2571 - 2574 Title/Abstract Full Text View citing articles Show Details

84%

With dihydrogen peroxide in water

T=20°C; 10 h; Green chemistry; Hide Experimental Procedure

Wang, Zhao-Gang; Yang, Yao; Cao, Xiao-Hua; Lu, Ming

Journal of the Iranian Chemical Society, 2015 , vol. 12, # 10 p. 1765 - 1770 Title/Abstract Full Text View citing articles Show Details

Oxidation process of alcohols

General procedure: In a typical process, benzyl alcohol (10 mmol), [PEO-didodecylimidazolium]3[PW12O40]2 (0.05 mol percent), 30 percent aq H2O2 (20 mmol) were then added. The mixture was stirred and under room temperature. The progress of the reaction was monitored by TLC with samples taken periodically. After completion of reaction, the mixture was extracted with ether for three times. The organic layer was dried over anhydrous MgSO4 and evaporated under reduced pressure.The product was analyzed by HPLC and purified by column chromatograph to give benzaldehyde (98 percent yield). The next run was performed under identical reaction conditions. 84%

With oxygen; sodium hydroxide

T=80°C; 52 h; Temperature;

Vindigni, Floriana; Dughera, Stefano; Armigliato, Francesco; Chiorino, Anna

Monatshefte fur Chemie, 2016 , vol. 147, # 2 p. 391 - 403 Title/Abstract Full Text View citing articles Show Details

83%

With N-bromo-N-sodiopolystyrenesulphonamide; sulfuric acid in chloroform

18 h; Ambient temperature;

Sudhakaran; Rajasekharan Pillai

Indian Journal of Chemistry - Section B Organic Chemistry Including Medicinal Chemistry, 1990 , vol. 29, # 11 p. 1012 - 1016 Title/Abstract Full Text View citing articles Show Details

83%

With ammonium chlorochromate; silica gel in cyclohexane

T=60°C; 3 h;

Zhang, Gui-Sheng; Shi, Qi-Zeng; Chen, Mi-Feng; Cai, Kun

Synthetic Communications, 1997 , vol. 27, # 21 p. 3691 - 3696 Title/Abstract Full Text View citing articles Show Details

83%

With N-Bromosuccinimide; L-proline in water

T=20°C; 1 h;

Liu, Xiuhong; Wu, Jun; Shang, Zhicai

Synthetic Communications, 2012 , vol. 42, # 1 p. 75 - 83 Title/Abstract Full Text View citing articles Show Details

83%

With oxygen; isovaleraldehyde in acetonitrile

T=65°C; 4 h; Catalytic behavior; Hide Experimental Procedure

Panwar, Vineeta; Kumar, Pawan; Ray, Siddharth S.; Jain, Suman L.

Tetrahedron Letters, 2015 , vol. 56, # 25 p. 3948 - 3953 Title/Abstract Full Text View citing articles Show Details

General procedure for the oxidation

General procedure: A mixture of benzhydrol (1 mmol, 0.184 g), isobutyraldehyde (1.5 mmol, 0.108 g), and catalyst (1 mol percent 0.01 mmol) in acetonitrile (15 mL) was heated at 60 °C under stirring by using an oxygen balloon. The progress of the reaction was monitored by thin layer chromatography on silica gel. On completion, the reaction mixture was cooled to room temperature and centrifuged to separate the catalyst. The product was identified with GCMS. The solvent was removed under reduced pressure and the product was obtained by passing it through a short column of silica gel using EtOAc– hexane (1:9) as eluent. The identity of the product was confirmed by comparing the physical and spectral data (1H and 13C NMR) with the reported compound. The recovered catalyst was dried at 50 °C for 2

h and can be reused for recycling experiments.

83%

With iodosylbenzene

3 h; Catalytic behavior; Reagent/catalyst;

Castro, Kelly A.D.F.; Silva, Sandrina; Pereira, Patrcia M.R.; Simes, Mrio M.Q.; Neves, Maria Da Graa P.M.S.; Cavaleiro, Jos A.S.; Wypych, Fernando; Tom, Joo P.C.; Nakagaki, Shirley

Inorganic Chemistry, 2015 , vol. 54, # 9 p. 4382 - 4393 Title/Abstract Full Text View citing articles Show Details

83%

With C51H39As2Cl2N4O3Ru; periodic acid in dichloromethane; water; acetonitrile

T=20°C; 0.5 h; Irradiation; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

El-Sonbati; Diab; El-Bindary; Shoair; Beshry

Journal of Molecular Liquids, 2016 , vol. 218, p. 400 - 420 Title/Abstract Full Text View citing articles Show Details

2.5. Catalytic oxidation of alcohol by [Ru(Ln)(AsPh3)2Cl2]/IO(OH)5

Oxidation reaction of cyclohexanol is studied using rutheniumcomplexes as catalysts and the cyclohexanol as substrate at a 1:200 Mratio. Cyclohexanol (2 mmol) is added to a solution of the catalyst[Ru(Ln) (AsPh3)2Cl2]·xH2O (0.01 mmol) in 5 cm3 dichloromethane and2.5 cm3 of acetonitrile with stirring. Periodic acid (5 mmol in 10 cm3H2O) is then added dropwisewithin 15 min and the reaction is ultrasonicallyirradiated for 15 min at roomtemperature. The mixture is reducedin vacuum and the residues are collected in diethyl ether, filteredthrough a bed of silica gel and dried over anhydrous MgSO4. The carbonyl compounds formed are isolated and quantified as their 2,4-dinitrophenylhydrazone derivatives [23]. 82%

With 1-butyl-3-methylimidazolium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione

T=20°C; 3 h;

Karthikeyan, Ganesan; Perumal, Paramasivan T.

Synlett, 2003 , # 14 p. 2249 - 2251 Title/Abstract Full Text View citing articles Show Details

82%

With N-Bromosuccinimide; 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea in dichloromethane

T=10°C; 48 h; Inert atmosphere;

Tripathi, Chandra Bhushan; Mukherjee, Santanu

Journal of Organic Chemistry, 2012 , vol. 77, # 3 p. 1592 - 1598 Title/Abstract Full Text View citing articles Show Details

82%

With sodium periodate; hydroxylamine hydrochloride in dichloromethane

T=20°C; chemoselective reaction; Hide Experimental Procedure

Majee, Adinath; Kundu, Shrishnu Kumar; Santra, Sougata; Hajra, Alakananda

Tetrahedron Letters, 2012 , vol. 53, # 33 p. 4433 - 4435 Title/Abstract Full Text View citing articles Show Details

Typical experimental procedure for the synthesis of Piperonal: (entry 4, Table 1) In a typical experimental procedure a mixture of benzo[d][1,3]dioxol-5-ylmethanol (1 mmol, 152 mg), NaIO4 (1 mmol, 213 mg) in 2 ml of DCM was taken in an open round bottomed flask at room temperature and then NH2OH*HCl (1.5 mmol, 105 mg) was added by portion for 5 min. After completion (TLC), the reaction mixture was diluted with a 1:1 mixture of water/DCM (10 mL) and washed with 10percent (w/v) Na2S2O3 (3 .x. 5 ml). Then the combined organic layer was dried over anhydrous Na2SO4. Evaporation of solvent furnished the crude product which was subjected to column chromatography using ethyl acetate-petroleum ether (1:10) to obtain the analytically pure product as a white solid (122 mg, 80percent).

81%

With Amberlite IRA-120; urea-hydrogen peroxide; 1-n-butyl-3-methylimidazolim bromide

T=70°C; 1 h;

Bhati, Nishi; Sarma, Kuladip; Goswami, Amrit

Chemistry Letters, 2008 , vol. 37, # 5 p. 496 - 497 Title/Abstract Full Text View citing articles Show Details

81%

With air; potassium carbonate

T=20°C; 20 h;

Lakshmi Kantam; Arundhathi; Likhar, Pravin R.; Damodara

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 16 p. 2633 - 2637 Title/Abstract Full Text View citing articles Show Details

81%

With oxygen in water

T=60°C; P=760.051 Torr; 12 h;

Yamada, Yoichi M.A.; Arakawa, Takayasu; Hocke, Heiko; Uozumi, Yasuhiro

Chemistry - An Asian Journal, 2009 , vol. 4, # 7 p. 1092 - 1098 Title/Abstract Full Text View citing articles Show Details

81.9%

With C98H78Br4N2O2P4Ru2; oxygen in dichloromethane

T=20°C; P=760.051 Torr; 6 h;

Manimaran, Arumugam; Jayabalakrishnan, Chinnasamy

Applied Organometallic Chemistry, 2010 , vol. 24, # 2 p. 71 - 81 Title/Abstract Full Text View citing articles Show Details

81%

With C52H40Cl2N3O3P2Ru; 4-methylmorpholine N-oxide in chloroform

Raju; Balasubramanian; Jayabalakrishnan; Chinnusamy

Journal of the Indian Chemical Society, 2010 , vol. 87, # 11 p. 1305 - 1311 Title/Abstract Full Text View citing articles Show Details

Hide Details

80%

With zinc dichromate(VI) in dichloromethane

0.3 h; Ambient temperature;

Firouzabadi, H.; Sardarian, A. R.; Moosavipour, H.; Afshari, G. M.

Synthesis, 1986 , # 4 p. 285 - 288 Title/Abstract Full Text Show Details

80%

T=25°C; 5 h; electrolysis: nickel net anode, cylindrical stainless steel cathode; electrolyte: 0.1M KOH/t-butanol-water (1:1);

Kaulen, Johannes; Schaefer, Hans-J.

Tetrahedron, 1982 , vol. 38, # 22 p. 3299 - 3308 Title/Abstract Full Text View citing articles Show Details

80%

in water

T=30°C; 120 h; culture medium containing Corynebacterium equi IFO 3730;

Ohta, Hiromichi; Fujiwara, Hidenori; Tsuchihashi, Gen-ichi

Agricultural and Biological Chemistry, 1984 , vol. 48, # 2 p. 317 - 322 Title/Abstract Full Text Show Details

80%

T=25°C; 5 h; electrolysis: nickel net anode, cylindrical stainless steel cathode; electrolyte: 0.1M KOH/t-butanol - water (1:1); variation of electrolyte and reaction time; Product distribution;

Kaulen, Johannes; Schaefer, Hans-J.

Tetrahedron, 1982 , vol. 38, # 22 p. 3299 - 3308 Title/Abstract Full Text View citing articles Show Details

80%

With 3-carboxypyridinium chlorochromate on alumina in dichloromethane

6 h; Ambient temperature;

Heravi, Majid M.; Kiakoojori, Reza; Mirza-Aghayan, Maryam; Tabar-Hydar, Kourosh; Bolourtchian, Mohammad

Monatshefte fur Chemie, 1999 , vol. 130, # 3 p. 481 - 483 Title/Abstract Full Text View citing articles Show Details

80%

With ammonium chlorochromate on montmorillonite K-10 in dichloromethane

1 h; Ambient temperature;

Heravi, Majid M.; Kiakojoori, Reza; Tabar-Hydar, Kourosh

Monatshefte fur Chemie, 1999 , vol. 130, # 4 p. 581 - 583 Title/Abstract Full Text View citing articles Show Details

80%

With sodium carbonate; acetone; BQC; bis(1,5-cyclooctadiene)diiridium(I) dichloride in water

T=90°C; Oppenauer-type oxidation; 17 h;

Ajjou, Abdelaziz Nait

Tetrahedron Letters, 2001 , vol. 42, # 1 p. 13 - 16 Title/Abstract Full Text Show Details

80%

With potassium carbonate

T=20°C; 4 h;

Lou, Ji-Dong; Xu, Zhi-Nan

Tetrahedron Letters, 2002 , vol. 43, # 49 p. 8843 - 8844 Title/Abstract Full Text View citing articles Show Details

80%

With air; ferric(III) bromide; ferric nitrate in acetonitrile

T=20°C; 24 h;

Martin, Sandra E; Suarez, Dario F

Tetrahedron Letters, 2002 , vol. 43, # 25 p. 4475 - 4479 Title/Abstract Full Text View citing articles Show Details

80.8%

With 3-chloro-benzenecarboperoxoic acid; (5,10,15,20tetrakis(pentafluorophenyl)porphyrinato)iron(III) chloride in dichloromethane; acetonitrile

T=20°C; 0.166667 h;

Han, Jung Hee; Yoo, Sang-Kun; Seo, Jin Soo; Hong, Sung Jin; Kim, Seok Kyu; Kim, Cheal

Dalton Transactions, 2005 , # 2 p. 402 - 406 Title/Abstract Full Text View citing articles Show Details

80%

With N -hydroxyphthalimide; oxygen; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

T=80°C; 2 h;

Koguchi, Shinichi; Kitazume, Tomoya

Tetrahedron Letters, 2006 , vol. 47, # 16 p. 2797 - 2801 Title/Abstract Full Text View citing articles Show Details

80%

With dihydrogen peroxide; methyltrioxorhenium(VII); sodium bromide in various solvent(s) T=20°C; 3 h;

Jain, Suman L.; Sharma, Vishal B.; Sain, Bir

Bulletin of the Chemical Society of Japan, 2006 , vol. 79, # 10 p. 1601 - 1603 Title/Abstract Full Text View citing articles Show Details

80%

With 4-benzamido-TEMPO; sodium hydrogencarbonate; potassium iodide in dichloromethane; water

T=20 - 25°C; pH=8.6; Electrochemical reaction;

Kagan; Kashparova; Zhukova; Kashparov

Russian Journal of Applied Chemistry, 2010 , vol. 83, # 4 p. 745 - 747 Title/Abstract Full Text View citing articles Show Details

80%

With Mn3O4 in N,N-dimethyl-formamide

T=80°C; 12 h;

Sun, Hua-Yin; Hua, Qing; Guo, Feng-Feng; Wang, Zhi-Yong; Huang, Wei-Xin

80%

Stage #1: With copper(I) bromide in acetonitrile

T=20°C; 0.05 h; Inert atmosphere; Stage #2: With N,N'-di-tert-butyldiaziridinone in acetonitrile

T=20°C; 12 h;

Zhu, Yingguang; Zhao, Baoguo; Shi, Yian

Organic Letters, 2013 , vol. 15, # 5 p. 992 - 995 Title/Abstract Full Text View citing articles Show Details

80%

With potassium superoxide; tetraethylammonium bromide in N,N-dimethyl-formamide

0.0333333 h; Inert atmosphereMicrowave irradiation;

Raghuvanshi, Raghvendra Singh; Singh, Yogendra

Journal of the Indian Chemical Society, 2013 , vol. 90, # 8 p. 1255 - 1257

Advanced Synthesis and Catalysis, 2012 , vol. 354, # 4 p. 569 - 573 Title/Abstract Full Text View citing articles Show Details

Title/Abstract Full Text View citing articles Show Details

80%

With C17H16Cl2N3O2RuS; 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux; Catalytic behavior; Reagent/catalyst;

Pramanik, Ajoy Kumar; Mondal, Tapan Kumar

Inorganica Chimica Acta, 2014 , vol. 411, p. 106 - 112 Title/Abstract Full Text View citing articles Show Details

80%

With urea hydrogen peroxide adduct; lanthanum(lll) triflate

T=70°C; 2 h; Ionic liquidGreen chemistry; Hide Experimental Procedure

Saluja, Pooja; Magoo, Devanshi; Khurana, Jitender M.

Synthetic Communications, 2014 , vol. 44, # 6 p. 800 - 806 Title/Abstract Full Text View citing articles Show Details

General procedure for the oxidation of aliphatic or aromatic secondary alcohols (4a-l) toketones (5a-l)

General procedure: A mixture of secondary alcohol (4) (1.0 mmol), UHP (2.0-3.0 mmol), 10 molpercent (CF3SO3)3La and[bmim]BF4 (5 mmol) was placed in a 50 mL RB flask fitted with a calcium chloride guard tube.The reaction mixture was stirred magnetically in an oil-bath maintained at 70°C for anappropriate time as mentioned in Table 2. The progress of the reaction was monitored by TLCusing petroleum ether:ethyl acetate (70:30). After completion of the reaction, the reactionmixture was cooled to room temperature and washed with diethyl ether (3×10 mL). Thecombined ethereal layer was washed with water (2×10 mL) and dried over anhyd. Na2SO4. Theethereal extract was concentrated on a rotary evaporator to give corresponding ketone. 80%

With [Imim-PEG1000-TEMPO][CuCl2-] in neat (no solvent) T=60°C; 20 h; Green chemistry;

Wang, Zhao-Gang; Jin, Yong; Cao, Xiao-Hua; Lu, Ming

New Journal of Chemistry, 2014 , vol. 38, # 9 p. 4149 - 4154 Title/Abstract Full Text View citing articles Show Details

80%

With hydrogenchloride; tert.-butylnitrite; TEMPOL; oxygen; chloranil in neat (no solvent) T=20°C; P=760.051 Torr; 5 h; Green chemistry;

Dong, Yanli; Zhao, Xiaomei; Liu, Renhua

Chinese Journal of Chemistry, 2015 , vol. 33, # 9 p. 1019 - 1023 Title/Abstract Full Text View citing articles Show Details

79%

With pyridine; methyl-phenyl-thioether; N,N,N,N-tetraethylammonium tetrafluoroborate in acetonitrile

electrochemical reaction: Pt-anode, Pt-cathode, undivided cells, 3F/mol of electrity, 100 mA;

Matsumura, Yoshihiro; Yamada, Masaki; Kise, Naoki; Fujiwara, Mitchitake

Tetrahedron, 1995 , vol. 51, # 23 p. 6411 - 6418 Title/Abstract Full Text View citing articles Show Details

79%

With sodium bromate; 1-n-butyl-3-methylimidazolim bromide

T=70°C; 180 h;

Shaabani, Ahmad; Farhangi, Elham; Rahmati, Abbas

Monatshefte fur Chemie, 2008 , vol. 139, # 8 p. 905 - 908 Title/Abstract Full Text View citing articles Show Details

79%

With tert.-butylhydroperoxide in decane; acetonitrile

T=65°C; 0.333333 h;

Mungse, Harshal P.; Verma, Sanny; Kumar, Neeraj; Sain, Bir; Khatri, Om P.

Journal of Materials Chemistry, 2012 , vol. 22, # 12 p. 5427 - 5433 Title/Abstract Full Text View citing articles Show Details

79%

With O40SiW12(4-)*4C17H38NO3S(1+); dihydrogen peroxide

T=70°C; 4 h; Green chemistry; Reagent/catalyst; Hide Experimental Procedure

Li, Xinzhong; Cao, Rong; Lin, Qi

Catalysis Communications, 2015 , vol. 69, p. 5 - 10 Title/Abstract Full Text View citing articles Show Details

2.3. General procedure for oxidation of alcohols

General procedure: A mixture of S4SiIL or S3PIL (0.05mmol) and alcohol (30mmol) in a 25 mL flask fitted with a reflux condenser was heated to the reactiontemperature, then the required amount of aqueous H2O2 was addeddropwise under stirring. The progress of the reaction was monitored by TLC (GF254 silica gel coloration in phosphomolybdic acid/ethanol for aromatic alcohol, in KMnO4 solution for aliphatic alcohol). After the completion, the reaction mixture was extracted with diethyl ether(3 × 20 mL), solvent was evaporated in a vacuum. The residual was analyzedby gas chromatography (HP 6890) equippedwith a flame ionizationdetector and an SE-54 column. The aqueous phase was subjected torotary evaporation, and then was dried at 85 °C under a vacuum for 8 hto give regenerated ionic liquids. Pure oxidation products were obtainedby column chromatography (petroleum ether-ethyl acetate 9:1 (V/V))and identified by the comparison of their IR and 1H NMR spectra withthose of authentic samples. 79%

With tert.-butylnitrite; oxygen; 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine; acetic acid in acetonitrile

T=20°C; 5 h; Irradiation;

Samanta, Suvendu; Biswas, Papu

RSC Advances, 2015 , vol. 5, # 102 p. 84328 - 84333 Title/Abstract Full Text View citing articles Show Details

78%

With iodosylbenzene; tris(triphenylphosphine)ruthenium(II) chloride in dichloromethane

3 h; Ambient temperature;

Mueller, Paul; Godoy, Jose

Tetrahedron Letters, 1981 , vol. 22, # 25 p. 2361 - 2364 Title/Abstract Full Text View citing articles Show Details

78%

With silica gel; bis(trimethylsilyl)chromate

0.0333333 h; Irradiation;

Heravi; Ajami; Tabar-Heydar

Synthetic Communications, 1999 , vol. 29, # 2 p. 163 - 166 Title/Abstract Full Text View citing articles Show Details

78.4%

With oxygen in water

T=80°C; P=760.051 Torr; 24 h;

Wang, Tao; Shou, Heng; Kou, Yuan; Liu, Haichao

Green Chemistry, 2009 , vol. 11, # 4 p. 562 - 568 Title/Abstract Full Text View citing articles Show Details

78.4%

With oxygen in polyglycol

T=130°C; 12 h;

Liu, Wei; Li, Baojun; Gao, Cuiling; Xu, Zheng

Chemistry Letters, 2009 , vol. 38, # 11 p. 1110 - 1111 Title/Abstract Full Text View citing articles Show Details

78%

With copper dichloride in tetrahydrofuran

T=80°C; 1 h; chemoselective reaction;

Lokhande, Pradeep D.; Waghmare, Smita R.; Gaikwad, Harsh; Hankare

Journal of the Korean Chemical Society, 2012 , vol. 56, # 5 p. 539 - 541 Title/Abstract Full Text View citing articles Show Details

78%

Stage #1: With tropylium chloride in dichloromethane; dimethyl sulfoxide

T=-30°C; Swern Oxidation; 0.333333 h; Inert atmosphere; Stage #2: With triethylamine in dichloromethane; dimethyl sulfoxide

T=-30 - 20°C; Swern Oxidation; 0.333333 h; Inert atmosphere; Hide Experimental Procedure

Nguyen, Thanh Vinh; Hall, Michael

Tetrahedron Letters, 2014 , vol. 55, # 50 p. 6895 - 6898 Title/Abstract Full Text View citing articles Show Details

General procedure for the Swern-type oxidation reaction

General procedure: A solution of DMSO (3.0 mmol) in CH2Cl2 (2.0 mL) was added toa solution of 1 (1.2 mmol) in CH2Cl2 (5.0 mL) at 30 C, and themixture was stirred for 20 min at the same temperature. The alcoholsubstrate (1.0 mmol) was added, and the mixture was stirredfor another 20 min before the dropwise addition of Et3N(3.0 mmol). The mixture was subsequently left to warm to room temperature (20 min) and concentrated under reduced pressure.The product was isolated by flash column chromatography. 77%

With water; dihydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium tungstate

T=100°C; Oxidation; 0.166667 h; microwave irradiation;

Bogdal, Dariusz; Lukasiewicz, Marcin

Synlett, 2000 , # 1 p. 143 - 145 Title/Abstract Full Text View citing articles Show Details

77%

With potassium bromate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; hydroxylamine hydrochloride; oxygen in dichloromethane

T=25°C; P=2250.23 - 3000.3 Torr; 24 h; Autoclave;

Yang, Guanyu; Wang, Wei; Zhu, Weimin; An, Cunbin; Gao, Xinqin; Song, Maoping

Synlett, 2010 , # 3 p. 437 - 440 Title/Abstract Full Text View citing articles Show Details

77%

With tetrabutylammomium bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in water

T=20°C; 1 h; Green chemistry;

Liu, Yangyang; Xie, Aming; Cao, Meiping; Feng, Liandong; Wang, Boliang

Asian Journal of Chemistry, 2015 , vol. 27, # 2 p. 587 - 590 Title/Abstract Full Text View citing articles Show Details

76%

With molybdenum peroxide; dimethyl sulfoxide

T=120°C; 90 h;

Masuyama, Yoshiro; Tsuhako, Akira; Kurusu, Yasuhiko

Tetrahedron Letters, 1981 , vol. 22, # 40 p. 3973 - 3976 Title/Abstract Full Text View citing articles Show Details

76%

With cetane in water

T=30°C; 120 h; Corinebacterium equi;

Ohta, Hiromichi; Fujiwara, Hidenori; Tsuchihashi, Gen-ichi

Agricultural and Biological Chemistry, 1984 , vol. 48, # 6 p. 1509 - 1516 Title/Abstract Full Text Show Details

76%

With various metal oxides

T=120°C; 90 h; activity of metal oxides investigated;

Masuyama, Yoshiro; Tsuhako, Akira; Kurusu, Yasuhiko

Tetrahedron Letters, 1981 , vol. 22, # 40 p. 3973 - 3976 Title/Abstract Full Text View citing articles Show Details

76%

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; silica gel; potassium bromide in dichloromethane

T=0°C; Anelli oxidation; pH=9.1; 1 h;

Fey, Thomas; Fischer, Holger; Bachmann, Stefan; Albert, Klaus; Bolm, Carsten

Journal of Organic Chemistry, 2001 , vol. 66, # 24 p. 8154 - 8159 Title/Abstract Full Text View citing articles Show Details

76%

With tert.-butylhydroperoxide; CrO3(3-)*La(3+)

T=90°C; 1.75 h; neat (no solvent);

Singh, Savita J.; Jayaram, Radha V.

Synthetic Communications, 2012 , vol. 42, # 3 p. 299 - 308 Title/Abstract Full Text View citing articles Show Details

76%

With [(C18H37)2(CH3)2N]3[SiO4H(WO5)3]; dihydrogen peroxide in water; ethyl acetate

T=79.84°C; 10 h;

Ma, Baochun; Zhao, Wei; Zhang, Fuming; Zhang, Yingshuai; Wu, Songyun; Ding, Yong

RSC Advances, 2014 , vol. 4, # 61 p. 32054 - 32062 Title/Abstract Full Text View citing articles Show Details

76%

With TMGFC in dichloromethane

0.00361111 h; Microwave irradiation; Reagent/catalyst; Hide Experimental Procedure

Şendil, Kivilcim; Özgün, H. Beytiye; Üstün, Ebru

Journal of Chemistry, 2016 , vol. 2016, art. no. 3518102 Title/Abstract Full Text View citing articles Show Details

2.4. General Procedure for the Oxidation under Microwave Irradiation

General procedure: The substrate (1mmol) and 1.5–2 mmol oxidant were mixed. To this mixture 0.5 mL CH2Cl2 was added. The mixture was subjected to microwave irradiation (1000 W). Upon completion of the reaction, extraction with ether (3 × 25mL) and evaporation of the solvent gave the corresponding carbonyl compounds. The products formed were analyzed by their 2,4-dinitrophenylhydrazone derivatives.The precipitated 2,4-DNP was filtered off, weighed, and recrystallized from ethanol.

75%

With sodium bromate; ruthenium trichloride; disodium hydrogenphosphate in chloroform; water

5.8 h;

Yamamoto, Yasuo; Suzuki, Hiroharu; Moro-oka, Yoshihiko

Tetrahedron Letters, 1985 , vol. 26, # 17 p. 2107 - 2108 Title/Abstract Full Text View citing articles Show Details

75%

With ruthenium(II) chloride; tert.-butylhydroperoxide in dichloromethane

T=80°C; 1.5 h;

Agarwal, D. D.; Jain, R.; Sangha, Parveen; Rastogi, Rachana

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1993 , vol. 32, # 3 p. 381 - 382 Title/Abstract Full Text Show Details

75%

With 1,4-dihydronicotinamide adenine dinucleotide; pyrroloquinoline quinone; catalase

T=30°C; var. coenzyme analogues, pH; Rate constantProduct distributionMechanism;

Itoh, Shinobu; Kinugawa, Masashi; Mita, Naruyoshi; Ohshiro, Yoshiki

Journal of the Chemical Society, Chemical Communications, 1989 , # 11 p. 694 695 Title/Abstract Full Text View citing articles Show Details

75%

With potassium hydroxide; cobalt(II) phthalocyanine; oxygen in xylene

5.5 h; Heating;

Sharma, Vishal B.; Jain, Suman L.; Sain, Bir

Tetrahedron Letters, 2003 , vol. 44, # 2 p. 383 - 386 Title/Abstract Full Text View citing articles Show Details

75%

With C65H55ClN4O5P2Ru; 4-methylmorpholine N-oxide in chloroform

T=20°C; 3 h;

Balasubramian; Raju; Chinnusamy

Journal of the Indian Chemical Society, 2009 , vol. 86, # 6 p. 570 - 576 Title/Abstract Full Text View citing articles Show Details

75%

With sulfuric acid in 1,4-dioxane; water

2 h; Reflux;

Dewan, Anindita; Kakati, Dilip K.

Asian Journal of Chemistry, 2010 , vol. 22, # 4 p. 2825 - 2832 Title/Abstract Full Text View citing articles Show Details

75%

With C25H27BF3N7NiO in toluene

48 h; GloveboxSchlenk techniqueRefluxInert atmosphere;

Chakraborty, Sumit; Piszel, Paige E.; Brennessel, William W.; Jones, William D.

Organometallics, 2015 , vol. 34, # 21 p. 5203 - 5206 Title/Abstract Full Text View citing articles Show Details

75%

With C16H12Cl2N2O3RuS; 4-methylmorpholine N-oxide in dichloromethane

T=4°C; 1 h; Molecular sieveReflux; Hide Experimental Procedure

Roy, Puspendu; Mondal, Apurba Sau; Pramanik, Ajoy Kumar; Mondal, Tapan Kumar

Journal of Organometallic Chemistry, 2017 , vol. 828, p. 1 - 9 Title/Abstract Full Text Show Details

General procedure: A solution of complex 1 (0.01mmol) in CH2Cl2 (25mL) was added to the mixture containing PhCH2OH (1mmol), NMO (3mmol) and molecular sieves. The reaction mixture was refluxed and conversion of PhCH2OH to PhCHO was monitored taking the reaction mixture at 10min time interval. The solvent of the reaction mixture was evaporated under reduced pressure. The residue was then extracted with diethyl ether, concentrated to ≈1mL. Conversions were determined by GC instrument equipped with a flame ionization detector (FID) using a HP–5 column of 30m length, 0.53mm diameter and 5.00μm film thickness. The column, injector and detector temperatures were 200, 250 and 250°C respectively. The carrier gas was N2 (UHP grade) at a flow rate of 30mL/min. The injection volume of sample was 2μL. The oxidation products were identified by GC co-injection with authentic samples. No significant conversion was observed after 50min. All other alcohols were oxidized by refluxing the reaction mixture for 1h and conversions were monitored following the identical protocol.

74%

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; dimethylsulfide; oxygen; copper(I) bromide dimethylsulfide complex; 6,6'-bis(C8F17(CH2)4)-2,2'-bipyridine in chlorobenzene

T=90°C;

Ragagnin, Gianna; Betzemeier, Bodo; Quici, Silvio; Knochel, Paul

Tetrahedron, 2002 , vol. 58, # 20 p. 3985 - 3991 Title/Abstract Full Text View citing articles Show Details

74%

With fluorine in acetonitrile

T=20°C; Baeyer-Villiger oxidation;

Chambers, Richard D.; Holling, Darren; Rees, Anthony J.; Sandford, Graham

74%

With oxygen in neat (no solvent) T=90°C; 4 h; Reagent/catalyst; Hide Experimental Procedure

Mahdavi, Hossein; Sahraei, Razieh

Catalysis Letters, 2016 , vol. 146, # 5 p. 977 - 990 Title/Abstract Full Text View citing articles Show Details

Journal of Fluorine Chemistry, 2003 , vol. 119, # 1 p. 81 - 82 Title/Abstract Full Text View citing articles Show Details

2.6 General Procedure for Solvent-Free Aerobic Oxidation of Alcohols

General procedure: Oxidation of alcohols with palladium nanoparticles supported on PE-HBPE was performed using molecular oxygen in the absence of solvent. For this purpose, 5.0 mg of the catalyst was

dispersed in alcohol (5.0 ml) in a three necked round flask with a reflux condenser under stirring. Oxygen flow was bubbled at a flow-rate of 20 ml/min. After the allowed reaction time duration, the catalyst was removed from the mixture, and the products were analyzed using gas chromatography.

73%

With [Pd(η3-cinnamyl)(Cl)(N,N’-bis-[2,6-(di-iso-propyl)phenyl]imidazol-2-ylidene)]; potassium tertbutylate in 1,4-dioxane; chlorobenzene

T=25°C; 27 h;

Berini, Christophe; Brayton, Daniel F.; Mocka, Corey; Navarro, Oscar

Organic Letters, 2009 , vol. 11, # 18 p. 4244 - 4247 Title/Abstract Full Text View citing articles Show Details

73%

With Knolker's complex; acetone

T=60°C; Oppenauer-type oxidation; 24 h; Inert atmosphere;

Coleman, Michael G.; Brown, Alec N.; Bolton, Brett A.; Guan, Hairong

Advanced Synthesis and Catalysis, 2010 , vol. 352, # 6 p. 967 - 970 Title/Abstract Full Text View citing articles Show Details

73.8%

With 2O34PW9(9-)*2K(1+)*2Zn(2+)*2Sn(4+)*2C3H4O2(2-)*13H2O*8Na(1+); dihydrogen peroxide in water; acetonitrile

T=80°C; 2 h; Reagent/catalyst;

Zhang, Bai; Zhang, Lan-Cui; Zhang, Ya-Jun; Su, Fang; You, Wan-Sheng; Zhu, Zai-Ming

RSC Advances, 2015 , vol. 5, # 59 p. 47319 - 47325 Title/Abstract Full Text View citing articles Show Details

73%

With aluminum (III) chloride; dimethyl sulfoxide in acetonitrile

0.75 h; Reflux; chemoselective reaction; Hide Experimental Procedure

Manesh, Abbas Amini; Nazari, Tahereh

Journal of the Chilean Chemical Society, 2015 , vol. 60, # 3 p. 3001 - 3004 Title/Abstract Full Text View citing articles Show Details

General procedure for oxidation of alcohols in solution

General procedure: In a round-bottomed flask (25 mL) equipped with a magnetic stirrer andcondenser, a solution of alcohols (1 mmol) and DMSO (0.2 mol percent) in CH3CN(5 mL) was prepared. TTN/Silica gel (0.834 g which contain 1 mmol TTN) andAlCl3 (0.75 mmol) was added to the solution and the mixture was refluxed forthe appropriate times as indicated in Table 1.The progress of the reaction was followed by TLC (CCl4/EtOAC: 4/1).After completion, the reaction mixture was filtrate and the solid material waswashed with CH3CN (10 mL). The filtrate was evaporated and the resultingcrude material was purified by column chromatography on silica gel to affordthe pure product. 73%

With C11H16CuN2O6; dihydrogen peroxide in neat (no solvent) T=70°C; 3 h; chemoselective reaction; Hide Experimental Procedure

Saeednia; Hatefi Ardakani; Pakdin-Parizi; Iranmanesh; Sinaei

Journal of the Iranian Chemical Society, 2016 , vol. 13, # 11 p. 1963 - 1975 Title/Abstract Full Text Show Details

General procedure for oxidation of alcohols

General procedure: Catalytic experiments were carried out in a 5 mL test tube. In a typical procedure, 1 mmol benzyl alcohol, 0.02 mmol nanosize copper(II) complex and 3 mmol 30 percent H2O2 were added. The reaction mixture was stirred for 3 h at 70 °C under solvent-free condition. The reaction products were monitored by thin-layer chromatography (TLC). After the reaction was completed, the pure product was obtained after chromatography on a short column of silica gel. The oxidation products were identified by comparison with authentic samples. 72%

With IQDC in dichloromethane

Oxidation; 6 h; Heating;

Srinivasan; Akila; Caroline; Balasubramanian

Synthetic Communications, 1998 , vol. 28, # 12 p. 2245 - 2251 Title/Abstract Full Text View citing articles Show Details

72%

With aluminum oxide; quinolinium monofluorochromate(VI) in hexane

6 h; Ambient temperature;

Rajkumar, G. Abraham; Arabindoo, Banumathi; Murugesan

Synthetic Communications, 1999 , vol. 29, # 12 p. 2105 - 2114 Title/Abstract Full Text View citing articles Show Details

72%

With barium dichromate(VI) in acetonitrile

4 h; Heating;

Mottaghinejad, Enayatollah; Shaafi; Ghasemzadeh

Tetrahedron Letters, 2004 , vol. 45, # 48 p. 8823 - 8824 Title/Abstract Full Text View citing articles Show Details

72%

With [(ruthenium(II)chloride(carbonyl)(triphenylphosphine)2)2(C12H8(NC(CH3)CHC(O)NHC6H5) (NCHC6H3(OCH3)O))]; oxygen in dichloromethane

T=20°C; 6 h;

Sathya, Nagarajan; Raja, Gunasekaran; Jayabalakrishnan, Chinnasamy

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2011 , vol. 41, # 1 p. 81 - 90 Title/Abstract Full Text View citing articles Show Details

72%

With Ru-MACHO-BH in acetone

T=60°C; 16 h; Inert atmosphere; Product distribution / selectivity; Hide Experimental Procedure

TAKASAGO INTERNATIONAL CORPORATION; TOUGE, Taichiro; AOKI, Kunie; NARA, Hideki; KURIYAMA, Wataru

Patent: WO2012/144650 A1, 2012 ; Location in patent: Page/Page column 49-51 ; Title/Abstract Full Text Show Details

26:

The ruthenium complex 1 which has been produced in the Example 1 was added to a Schlenk flask in which boiling chips are added. Subsequently, the substrate described theTable 5 below and acetone were added thereto. The mixture was then stirred at 60 degrees C under nitrogen stream. As a result, the ketones that correspond to the reacting compound (i.e., substrate) described in the Table 5 were obtained. The results are given in the following 72.7%

With Na3K8[K3[Sn(CH2)2COO]2(A-α-PW9O34)2]*18H2O; dihydrogen peroxide in acetonitrile

Yang, He; Zhang, Lan-Cui; Yang, Liu; Zhang, Xiao-Lan; You, Wan-Sheng;

T=80°C; 2 h; Reagent/catalyst;

Zhu, Zai-Ming

Inorganic Chemistry Communications, 2013 , vol. 29, p. 33 - 36 Title/Abstract Full Text View citing articles Show Details

72%

With [FeCl3(η1-P-(bis[2-(diphenylphosphino)phenyl]ether))(η2-P,P-(bis[2(diphenylphosphino)phenyl]ether))]; dihydrogen peroxide in acetonitrile

T=70°C; 4 h; Reagent/catalyst; Hide Experimental Procedure

Sahu, Debojeet; Banik, Biplab; Borah, Malabika; Das, Pankaj

Letters in Organic Chemistry, 2014 , vol. 11, # 9 p. 671 - 676 Title/Abstract Full Text View citing articles Show Details

General Procedure for the Catalytic Oxidation of Alcohols

General procedure: A 50 mL round bottomed flask was charged with alcohol(1 mmol), catalyst (0.2 molpercent), acetonitrile (10 mL) andH2O2 30percent (5 mmol). The mixture was stirred at 70 °C for the required time in air. The progress of the reaction was monitored by TLC (SiO2 gel). After completion, the reaction mixture was extracted with ether (3 20 mL) and dried over Na2SO4. After evaporation of the solvent under reduced pressure, the residue was chromatographed (silica gel, ethylacetate/ hexane, 1:5). Removal of solvent and usual work upgave the desired aldehydes or ketones, which were identified by comparing spectral data (IR, 1H NMR and Mass Spectra)with those of authentic compounds reported in literature. 72%

With dihydrogen peroxide in neat (no solvent) T=50°C; 1.5 h; Hide Experimental Procedure

Hajipour, Abdol Reza; Karimi, Hirbod; Masti, Amir

Monatshefte fur Chemie, 2016 , vol. 147, # 2 p. 413 - 423 Title/Abstract Full Text View citing articles Show Details

General experimental procedure for the oxidationreaction

General procedure: Substrate (5 mmol) and ZPFe (0.5 mol percent) were added intoa 25 cm3 two-necked flask. It was heated in an oil bath to50 °C and then, 30 percent H2O2 (0.015 mol) was added

slowlywith continuous stirring for the specified time. The reactionprogress was monitored by GC. At the end, the reactionmixture was cooled to room temperature and then, thecatalyst was removed from the reaction mixture by centrifuge.After that, the organic layer was separated from theaqueous phase by extraction with n-hexane and dried overanhydrous CaCl2. The identity of reaction products wasconfirmed by FT-IR, GC–MS, and 1H NMR.

71%

With dihydrogen peroxide; [Me(n-C8H17)3N]HSO4; sodium tungstate in water

T=90°C; Oxidation; 4 h;

Sato, Kazuhiko; Aoki, Masao; Takagi, Junko; Zimmermann, Klaus; Noyori, Ryoji

Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 10 p. 2287 - 2306 Title/Abstract Full Text View citing articles Show Details

71%

With 2,5,8-trichlorotris(triazolo)benzene

0.25 h;

Thottempudi, Venugopal; Forohor, Farhad; Parrish, Damon A.; Shreeve, Jean'Ne M.

Angewandte Chemie - International Edition, 2012 , vol. 51, # 39 p. 9881 - 9885 Title/Abstract Full Text View citing articles Show Details

70%

With barium ferrate(VI) in benzene

18 h; Heating;

Firouzabadi, H.; Mohajer, D.; Entezari-Moghaddam, M.

Synthetic Communications, 1986 , vol. 16, # 6 p. 723 - 732 Title/Abstract Full Text Show Details

70%

With barium ferrate(VI) in benzene

24 h; Heating;

Firouzabadi, Habib; Mohajer, Daryoush; Entezari-Moghadam, Mohsen

Bulletin of the Chemical Society of Japan, 1988 , vol. 61, p. 2185 - 2190 Title/Abstract Full Text Show Details

70%

With barium ferrate(VI) in benzene

24 h; Heating; Product distribution;

Firouzabadi, Habib; Mohajer, Daryoush; Entezari-Moghadam, Mohsen

Bulletin of the Chemical Society of Japan, 1988 , vol. 61, p. 2185 - 2190 Title/Abstract Full Text Show Details

70%

With C30H25N3OPPd; 4-methylmorpholine N-oxide in dichloromethane

1.5 h; Reflux;

Dileep; Bhat, Badekai Ramachandra

Applied Organometallic Chemistry, 2010 , vol. 24, # 9 p. 663 - 666 Title/Abstract Full Text View citing articles Show Details

70%

With (η3-cinnamyl)Pd(1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene)(Cl); parachlorotoluene; sodium t-butanolate in toluene

T=40°C; 2 h; Inert atmosphere;

Landers, Brant; Berini, Christophe; Wang, Chao; Navarro, Oscar

Journal of Organic Chemistry, 2011 , vol. 76, # 5 p. 1390 - 1397 Title/Abstract Full Text View citing articles Show Details

70%

With ruthenium trichloride; Oxonereg; in water; acetonitrile

T=20°C; 6 h;

Chen, Jiang-Min; Zeng, Xiao-Mei; Middleton, Kyle; Yusubov, Mekhman S.; Zhdankin, Viktor V.

Synlett, 2011 , # 11 p. 1613 - 1617 Title/Abstract Full Text View citing articles Show Details

70.9%

With .alpha.-[P2W15O56](12-); dihydrogen peroxide in acetonitrile

T=80°C; 2.5 h; Reagent/catalyst;

Bai, Jian-Ping; Su, Fang; Zhu, Hao-Tian; Sun, Hang; Zhang, Lan-Cui; Liu, Mei-Ying; You, Wan-Sheng; Zhu, Zai-Ming

Dalton Transactions, 2015 , vol. 44, # 14 p. 6423 - 6430 Title/Abstract Full Text View citing articles Show Details

70%

With [MnIII(2-((2-(2-(2-(2hydroxybenzylideneamino)phenylamino)propylamino)phenylimino)methyl)phenolato)]Cl; dihydrogen peroxide in acetonitrile

5 h; Reflux;

Azadbakht, Reza; Amini Manesh, Abbas; Malayeri, Mahdieh; Dehghani, Behzad

New Journal of Chemistry, 2015 , vol. 39, # 8 p. 6459 - 6464 Title/Abstract Full Text View citing articles Show Details

68%

With chromium(VI) oxide; potassium chloride; tetrabutyl-ammonium chloride

2 h;

Gelbard, Georges; Brunelet, Thierry; Jouitteau, Catherine

Tetrahedron Letters, 1980 , vol. 21, # 48 p. 4653 - 4654 Title/Abstract Full Text View citing articles Show Details

68%

With pyridine; trichloroisocyanuric acid in acetone

0.333333 h;

Hiegel; Nalbandy

Synthetic Communications, 1992 , vol. 22, # 11 p. 1589 - 1595 Title/Abstract Full Text View citing articles Show Details

67%

With manganese(IV) oxide

72 h;

Lou, Ji-Dong; Xu, Zhi-Nan

Tetrahedron Letters, 2002 , vol. 43, # 35 p. 6149 - 6150 Title/Abstract Full Text View citing articles Show Details

67.19%

With 4-methylmorpholine N-oxide in dichloromethane

T=20°C; 3 h;

Raju; Balasubramanian; Chinnusamy

Asian Journal of Chemistry, 2010 , vol. 22, # 9 p. 7318 - 7326 Title/Abstract Full Text View citing articles Show Details

67%

With tert.-butylhydroperoxide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; [Cu3(μ3-4-ptz)4(μ2N3)2(DMF)2](DMF)2

T=80°C; 1 h; Sealed tubeMicrowave irradiation; Reagent/catalystTemperatureTime;

Nasani, Rajendar; Saha, Manideepa; Mobin, Shaikh M.; Martins, Luisa M.D.R.S.; Pombeiro, Armando J. L.; Kirillov, Alexander M.; Mukhopadhyay, Suman

Dalton Transactions, 2014 , vol. 43, # 26 p. 9944 - 9954 Title/Abstract Full Text View citing articles Show Details

66%

With QCC in dichloromethane

8 h; Heatingfurther solvent: DMF;

Srinivasan; Ramesh; Madhulatha; Balasubramanian

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1996 , vol. 35, # 5 p. 480 - 481 Title/Abstract Full Text View citing articles Show Details

66%

With dihydrogen peroxide in acetonitrile

T=80°C; 4 h; Hide Experimental Procedure

Sahu, Debojeet; Sarmah, Chandan; Das, Pankaj

Tetrahedron Letters, 2014 , vol. 55, # 23 p. 3422 - 3425 Title/Abstract Full Text View citing articles Show Details

General procedure for the catalytic oxidation of alcohols:

General procedure: A 50 mL roundbottomed flask was charged with alcohol (1 mmol), palladium catalyst(0.1 mol percent), acetonitrile (10 mL), and H2O2 30percent (5 mmol). The mixture wasstirred at 80 C for the required time. After completion, the catalyst wasseparated by filtration and washed the residual solid with the same reactionsolvent. The filtrate was diluted with water (20 mL) and extracted with ether(3 20 mL) and dried over Na2SO4. After evaporation of the solvent underreduced pressure, the residue was chromatographed (silica gel, ethyl acetate/hexane, 1:9) to obtain the desired products. The products separated werecharacterized by FTIR, GC–MS, 1H NMR spectroscopy and compared with theauthentic samples. 65%

Stage #1: With potassium permanganate in acetone

Reflux; Stage #2: With hydrogenchloride in water

Zheng, Min-Yan; Wei, Yong-Sheng; Fan, Guang; Huang, Yi

Asian Journal of Chemistry, 2012 , vol. 24, # 1 p. 161 - 164 Title/Abstract Full Text View citing articles Show Details

65.6%

With tert.-butylhydroperoxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [Cu(diethanolamine)((E)-2-(((1-hydroxynaphthalen-2yl)methylene)amino)benzenesulfonate)]*H2O in water

T=80°C; 3 h; Microwave irradiation; Catalytic behavior; Time;

Sabbatini, Alessandra; Martins, Luisa M.D.R.S.; Mahmudov, Kamran T.; Kopylovich, Maximilian N.; Drew, Michael G.B.; Pettinari, Claudio; Pombeiro, Armando J.L.

Catalysis Communications, 2014 , vol. 48, p. 69 - 72 Title/Abstract Full Text View citing articles Show Details

65.5%

With tert.-butylhydroperoxide; C28H44Cu4N4O28S4*2H2O

T=150°C; 1 h; Microwave irradiation; Catalytic behavior; Reagent/catalyst;

Mahmudov, Kamran T.; Sutradhar, Manas; Martins, Lusa M. D. R. S.; Guedes da Silva, M. Ftima C.; Ribera, Alice; Nunes, Ana V. M.; Gahramanova, Shahnaz I.; Marchetti, Fabio; Pombeiro, Armando J. L.

RSC Advances, 2015 , vol. 5, # 33 p. 25979 - 25987 Title/Abstract Full Text View citing articles Show Details

65%

With [NiIICl22,6-bis(phenylazo)pyridine(H2O)]; potassium tert-butylate; oxygen; zinc in tetrahydrofuran

T=26.84 - 49.84°C; 4 h;

Sengupta, Debabrata; Bhattacharjee, Rameswar; Pramanick, Rajib; Rath, Santi Prasad; Saha Chowdhury, Nabanita; Datta, Ayan; Goswami, Sreebrata Inorganic Chemistry, 2016 , vol. 55, # 19 p. 9602 - 9610

Title/Abstract Full Text Show Details

64%

With ruthenium trichloride; potassium hydroxide; potassium peroxomonosulphate

2 h; Ambient temperature;

Green, Graham; Griffith, William P.; Hollinshead, David M.; Ley, Steven V.; Schroeder, Martin

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 4 p. 681 - 686 Title/Abstract Full Text View citing articles Show Details

64%

With trimethylamine-N-oxide; 4 A molecular sieve; polymer supported perruthenate in dichloromethane

48 h; Ambient temperature;

Hinzen, Berthold; Ley, Steven V.

Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 13 p. 1907 - 1908 Title/Abstract Full Text View citing articles Show Details

64%

With quinoxalinium dichromate; acetic acid in dichloromethane

T=20°C; 2 h;

Degirmenbasi, Nebahat; Oezguen, Beytiye

Monatshefte fur Chemie, 2002 , vol. 133, # 11 p. 1417 - 1421 Title/Abstract Full Text View citing articles Show Details

64%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iodosylbenzene; sodium dodecylsulfate; potassium bromide in water

T=20°C; 6 h;

Zhu, Chenjie; Wei, Yunyang; Ji, Lei

Synthetic Communications, 2010 , vol. 40, # 14 p. 2057 - 2066 Title/Abstract Full Text View citing articles Show Details

64%

With [Pip*(O)][BF4] in water

24 h; Reflux;

Mamros, Audrey N.; Sharrow, Phillip R.; Weller, William E.; Luderer, Mark R.; Fair, Justin D.; Pazehoski, Kristina O.; Luderer, Matthew R.

Arkivoc, 2011 , vol. 2011, # 5 p. 23 - 33 Title/Abstract Full Text View citing articles Show Details

64%

With QCC in water

T=20°C; 4 h;

Gupta, Neeraj; Thakur, Apoorva; Bhardwaj, Pushpa

New Journal of Chemistry, 2014 , vol. 38, # 8 p. 3749 - 3754 Title/Abstract Full Text View citing articles Show Details

64%

With (PNPiPr)Fe(H)(CO)BH4 in toluene

T=120°C; 24 h; GloveboxSchlenk techniqueInert atmosphere;

Chakraborty, Sumit; Lagaditis, Paraskevi O.; Förster, Moritz; Bielinski, Elizabeth A.; Hazari, Nilay; Holthausen, Max C.; Jones, William D.; Schneider, Sven

ACS Catalysis, 2014 , vol. 4, # 11 p. 3994 - 4003 Title/Abstract Full Text View citing articles Show Details

64%

With (PNPiPr)Fe(H)(CO)BH4 in toluene

T=120°C; 24 h; GloveboxSchlenk techniqueInert atmosphere; Hide Experimental Procedure

Bonitatibus, Peter J.; Chakrabortyb, Sumit; Doherty, Mark D.; Siclovan, Oltea; Jones, William D.; Soloveichik, Grigorii L.

Proceedings of the National Academy of Sciences of the United States of America, 2015 , vol. 112, # 6 p. 1687 - 1692 Title/Abstract Full Text View citing articles Show Details

General Procedure for the Iron-Catalyzed Dehydrogenation of Alcohols

General procedure: In a glovebox, a 50-mL flame-dried Schlenk flask equipped with a condenser was chargedwith an iron catalyst (25 μmol), an alcohol substrate (2.5 or 25 mmol), and 5 mLtoluene. The solution was stirred at 120 °C for a specific time under a constant N2flow. After the reaction, the solution was allowed to cool to room temperature,filtered through a short silica gel column, and eluted with THF. The resultingfiltrate was evaporated under vacuum to afford the pure product. 63%

With tetrachloromethane; potassium carbonate; palladium dichloride

T=80°C; 72 h;

Nagashima, Hideo; Tsuji, Jiro

Chemistry Letters, 1981 , p. 1171 - 1172 Title/Abstract Full Text Show Details

63%

With tetrachloromethane; potassium carbonate; palladium dichloride

T=80°C; 72 h;

nagashima, Hideo; Sato, Koji; Tsuii, Jiro

Tetrahedron, 1985 , vol. 41, # 23 p. 5645 - 5651 Title/Abstract Full Text View citing articles Show Details

62.9%

With sodium dichromate; sulfuric acid

3 h; Heating;

Misra, R. A.; Jain, Anita

Journal of the Indian Chemical Society, 1987 , vol. 64, # 6 p. 369 - 370 Title/Abstract Full Text Show Details

62%

With sodium bromate in acetonitrile

48 h; Heating;

Al-Haq, Nazli; Sullivan, Alice C.; Wilson, John R. H.

Tetrahedron Letters, 2003 , vol. 44, # 4 p. 769 - 771 Title/Abstract Full Text View citing articles Show Details

62%

With C H MnNO *3H O; dihydrogen peroxide in water

Rong, Meizhu; Wang, Juan; Shen, Yanping; Han, Jinyu

16 13

T=20°C; 0.5 h; Ionic liquid;

Catalysis Communications, 2012 , vol. 20, p. 51 - 53 Title/Abstract Full Text View citing articles Show Details

61%

With quinolinium monofluorochromate(VI) in dichloromethane

8 h; Heatingfurther temperature (room) and reagent (pyridinium fluorochromate);

Rajkumar, G. Abraham; Arabindoo, Banumathi; Murugesan, V.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1998 , vol. 37, # 6 p. 596 - 598 Title/Abstract Full Text Show Details

61%

With dihydrogen peroxide in water; acetonitrile

T=80°C; 2 h; chemoselective reaction;

Stolle, Achim; Ondruschka, Bernd; Morgenthal, Ingrid; Andersen, Olaf; Bonrath, Werner

Journal of Molecular Catalysis A: Chemical, 2011 , vol. 335, # 1-2 p. 228 - 235 Title/Abstract Full Text View citing articles Show Details

61%

With [RuCl(PPh3)2(L1)]; 4-methylmorpholine N-oxide in dichloromethane

5 h; Reflux;

Priyarega; Tamizh, M Muthu; Karvembu; Prabhakaran; Natarajan

Journal of Chemical Sciences, 2011 , vol. 123, # 3 p. 319 - 325 Title/Abstract Full Text View citing articles Show Details

60%

With barium permanganate in acetonitrile

2.25 h; Heating;

Firouzabadi; Seddighi; Mottaghineiad; Bolourchian

Tetrahedron, 1990 , vol. 46, # 19 p. 6869 - 6878 Title/Abstract Full Text View citing articles Show Details

60%

With tert.-butylhydroperoxide; lt;lt;MoO(O2)gt;2(CH2lt;sal-INHgt;2)(H2O)2gt; in benzene

T=70°C; 12 h; reactivity of var. oxoperoxo Mo(VI)- and W(VI)-complexes in oxidation reaction;

Maurya, Mannar R.; Antony, Deena C.; Gopinathan

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 1998 , vol. 37, # 1 p. 71 - 74 Title/Abstract Full Text View citing articles Show Details

60%

With potassium bromide in water; acetonitrile

T=20°C; 3 h;

Chen, Jiang-Min; Zeng, Xiao-Mei; Zhdankin, Viktor V.

Synlett, 2010 , # 18 p. 2771 - 2774 Title/Abstract Full Text View citing articles Show Details

59%

With dihydrogen peroxide; lt;NMe4gt;3lt; (MePO3)lt;MePO2(OH)gt;W6O13(O2)4(OH)2(OH2)gt;*4H2O

T=70°C; 3 h;

Griffith, William P.; Parkin, Bernardeta C.; White, Andrew J. P.; Williams, David J.

Journal of the Chemical Society, Chemical Communications, 1995 , # 21 p. 2183 2184 Title/Abstract Full Text View citing articles Show Details

59%

With C32H23N2NiO2P; oxygen in dichloromethane

T=20°C; P=760.051 Torr; 6 h; Green chemistry; Reagent/catalyst; Hide Experimental Procedure

Madaselvi; Padma Priya; Jeyaraj; Arun Paul; Kalaivani; Shahul Meeran; Arunachalam

Asian Journal of Chemistry, 2016 , vol. 28, # 8 p. 1682 - 1686 Title/Abstract Full Text View citing articles Show Details

Catalytic oxidation reactions by Ni(II) Schiff base complexes:

General procedure: Catalytic oxidation of alcohols to corresponding carbonyl compounds by Ni(II) Schiff base complexes was carried out in the presence of oxygen atmosphere at ambient temperature (Scheme-III). A typical reaction using the complexes [Ni(L)(PPh3)] as a catalyst and alcohols as substrates ata 1:100 molar ratio is described as follows. A solution of Ni(II) Schiff base complexes (0.01 mmol) in 20 cm3 CH2Cl2 was added to the solution of alcohol (1 mmol) under 1 atm oxygen atmosphere at ambient temperature. The solution mixture was stirred at room temperature for 6 h and the solvent was then evaporated from the mother liquor under reduced pressure.The residue was then extracted with petroleum ether (60-80 °C) (20 cm3) and the carbonyl compounds were treated with 2,4-dinitrophenyl hydrazine, methanol and few drops of sulphuric acid. The yellow colour product obtained is quantified as 2,4-dinitrophenylhydrazone derivatives [5-7]. 56%

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; tetraethylammonium trichloride in acetonitrile

Ambient temperature;

Schlama, Thierry; Gabriel, Kiroubagaranne; Gouverneur, Veronique; Mioskowski, Charles

Angewandte Chemie (International Edition in English), 1997 , vol. 36, # 21 p. 2342 - 2344 Title/Abstract Full Text View citing articles Show Details

56%

With C77H60Cl2N4O4PRu2; 4-methylmorpholine N-oxide in dichloromethane

8 h; Reflux;

Venkatachalam; Raja; Pandiarajan; Ramesh

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2008 , vol. 71, # 3 p. 884 - 891 Title/Abstract Full Text View citing articles Show Details

56%

With ammonium nitrate in dichloromethane

T=20°C; 1.5 h;

Zarei, Amin

Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 7 p. 2149 - 2155 Title/Abstract Full Text View citing articles Show Details

55%

With tetrahexylammonium chloride; dihydrogen peroxide; lt;NBu4gt;lt;(Ph2PO2)(WO(O2)2)2gt; in

Gresley, N. Melanie; Griffith, William P.; Parkin, Bernardeta C.; White,

benzene

T=75°C; 3 h;

Andrew J. P.; Williams, David J.

Journal of the Chemical Society - Dalton Transactions, 1996 , # 10 p. 2039 - 2045 Title/Abstract Full Text View citing articles Show Details

54%

With TBA-Oxonereg;; meso-tetraphenylporphyrin iron(III) chloride in water

T=25°C; 1 h; Air;

Rezaeifard, Abdolreza; Jafarpour, Maasoumeh; Naeimi, Atena

Catalysis Communications, 2011 , vol. 16, # 1 p. 240 - 244 Title/Abstract Full Text View citing articles Show Details

54%

With oxygen; potassium carbonate in toluene

T=90°C; P=760.051 Torr; 10 h;

Zhang, Lei; Li, Pinhua; Yang, Jin; Wang, Min; Wang, Lei

ChemPlusChem, 2014 , vol. 79, # 2 p. 217 - 222 Title/Abstract Full Text View citing articles Show Details

53%

With urea hydrogen peroxide adduct; calcium chloride

T=70°C; 4 h; Hide Experimental Procedure

Ha, Su Jeong; Jung, Eun-Young; Kim, Won Mi; Lee, Jong Chan

Bulletin of the Korean Chemical Society, 2014 , vol. 35, # 2 p. 629 - 630 Title/Abstract Full Text View citing articles Show Details

General Procedure

General procedure: A mixture of benzylic alcohol (1.0mmol), urea hydrogen peroxide (1.5 mmol) and calciumchloride (0.5 mmol) was stirred in PEGDME250 (2 mL) at 70oC for 4 h. After cooling the mixture to room temperature theproduct is extracted into diethyl ether (3 × 20 mL), washedwith water and dried over MgSO4. The combined etherextracts were concentrated under reduced pressure and thecrude product was purified by flash column chromatography(ethyl acetate/n-hexane = 1:3, v/v) to give the desired carbonylcompound. 51%

With tert.-butylhydroperoxide; chromium(0) hexacarbonyl in acetonitrile

15 h; Heating;

Pearson, Anthony J.; Chen, Yong-Shin; Hsu, Shih-Ying; Ray, Tapan

Tetrahedron Letters, 1984 , vol. 25, # 12 p. 1235 - 1238 Title/Abstract Full Text View citing articles Show Details

51%

With oxygen

10 h; electrolysis: Hg cathode, plazinum foil anode, n-Bu4N(1+)*ClO4(1-) / DMF, -1.0 V vs SCE;

Singh, Manorama; Misra, Ram A.

Synthesis, 1989 , # 5 p. 403 - 404 Title/Abstract Full Text Show Details

51%

With oxygen in toluene

T=110°C; 18 h;

Kantam, M. Lakshmi; Yadav, Jagjit; Laha, Soumi; Sreedhar, Bojja; Bhargava, Suresh

Advanced Synthesis and Catalysis, 2008 , vol. 350, # 16 p. 2575 - 2582 Title/Abstract Full Text View citing articles Show Details

51%

With tert.-butylhydroperoxide in decane; acetonitrile

T=40°C; 5 h;

Kuzniarska-Biernacka; Biernacki; Magalhaes; Fonseca; Neves

Journal of Catalysis, 2011 , vol. 278, # 1 p. 102 - 110 Title/Abstract Full Text View citing articles Show Details

50%

With permanganate adsorbed on alumina in diethyl ether

T=35°C; 1.5 h;

Thuy, Vu Moc; Maitte, Pierre

Bulletin des Societes Chimiques Belges, 1989 , vol. 98, # 11 p. 877 - 878 Title/Abstract Full Text Show Details

49%

With Fe3O4/SiO2 Magnetic nanoparticles coated carboxymethyl-β-CD in water

T=50°C; 6 h; chemoselective reaction;

Zhu, Jie; Wang, Peng-Cheng; Lu, Ming

Journal of the Brazilian Chemical Society, 2013 , vol. 24, # 1 p. 171 - 176 Title/Abstract Full Text View citing articles Show Details

49.3%

With tert.-butylhydroperoxide; 2C14H11NO5S(2-)*C3H7NO*2Cu(2+)*C10H8N2*H2O

T=40 - 60°C; 0.5 h; Microwave irradiation; Reagent/catalyst; Hide Experimental Procedure

Hazra, Susanta; Martins, Luísa M.D.R.S.; Guedes da Silva, M. Fátima C.; Pombeiro, Armando J.L.

Inorganica Chimica Acta, 2017 , vol. 455, p. 549 - 556 Title/Abstract Full Text Show Details

3.3. Alcohols oxidation catalyzed by 1 and 2

General procedure: Complexes 1 and 2, as well as their precursor Cu(OAc)2H2O,were tested as homogeneous catalysts for the oxidation of selectedalcohols (benzyl alcohol, 1-phenylethanol or cyclohexanol) to thecorresponding aldehyde or ketones, using aqueous t-BuOOH(TBHP) as oxidizing agent, under typical conditions of 40–60 C,low power (10–25 W) microwave (MW) irradiation, 0.25–1 h ofreaction time and in a solvent- and additive-free medium (Scheme 2). The eventual organo-catalytic ability of the acyclicSchiff base H2L was also tested. The catalytic results obtained atthe optimized reaction conditions are displayed in Table 2. 48.1%

With acetone; zirconic acid in benzene

T=80°C; 1.5 h;

Kuno, Hideyuki; Takahashi, Kyoko; Shibagaki, Makoto; Shimazaki, Kazuko; Matsushita, Hajime

Bulletin of the Chemical Society of Japan, 1990 , vol. 63, # 7 p. 1943 - 1946 Title/Abstract Full Text Show Details

48%

With [Imim-TEMPO][Cl]; carbon dioxide; water; oxygen; sodium nitrite

T=99.84°C; P=82508.3 Torr; 24 h; Autoclave;

Miao, Cheng-Xia; He, Liang-Nian; Wang, Jing-Lun; Wu, Fang

Journal of Organic Chemistry, 2010 , vol. 75, # 1 p. 257 - 260

Title/Abstract Full Text View citing articles Show Details

48%

With N -hydroxyphthalimide; oxygen; copper(I) bromide in ethyl acetate

T=75°C; P=1125.11 Torr; 20 h; Autoclave;

Yang, Gang; Wang, Lianyue; Li, Jun; Zhang, Yi; Dong, Xiaoli; Lv, Ying; Gao, Shuang

Research on Chemical Intermediates, 2012 , vol. 38, # 3-5 p. 775 - 783 Title/Abstract Full Text View citing articles Show Details

47%

With boron trifluoride diethyl etherate; pyCo(TPP)NO2

0.333333 h;

Tovrog,Benjamin S.; Diamond, Steven E.; Mares, Frank; Szalkiewicz, Andrew

Journal of the American Chemical Society, 1981 , vol. 103, # 12 p. 3522 - 3526 Title/Abstract Full Text View citing articles Show Details

47%

With tetrabutylammonium periodite; lt;RuO2(bipy)lt;IO3(OH)3gt;gt;*1.5H2O in dichloromethane; water

4 h; Ambient temperature;

Bailey, Alan J.; Griffith, William P.; White, Andrew J. P.; Williams, David J.

Journal of the Chemical Society, Chemical Communications, 1994 , # 16 p. 1833 1834 Title/Abstract Full Text View citing articles Show Details

45%

With oxygen; triphenylphosphine; rhodium(III) chloride

16 h;

Okamoto, Tadashi; Sasaki, Ken; Oka, Shinzaburo

Chemistry Letters, 1984 , p. 1247 - 1250 Title/Abstract Full Text Show Details

45%

With 1-Hexadecene in water

T=30°C; 24 h; Corynebacterium equi IFO 3730;

Ohta, Hiromichi; Senuma, Satoru; Tetsukawa, Hatsuki

Agricultural and Biological Chemistry, 1982 , vol. 46, # 2 p. 579 - 584 Title/Abstract Full Text Show Details

45%

With 3,3-dimethyldioxirane in acetone

T=22°C; 6 h; Product distributionMechanism;

Bravo, Anna; Fontana, Francesca; Fronza, Giovanni; Minisci, Francesco; Zhao, Lihua

Journal of Organic Chemistry, 1998 , vol. 63, # 2 p. 254 - 263 Title/Abstract Full Text View citing articles Show Details

45.6%

With [(RuCl(CO)(PPh3)2)2(4,6-diacetylresorcinato)]; 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux;

Krishnamoorthy; Sathyadevi; Deepa; Dharmaraj

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2010 , vol. 77, # 1 p. 258 - 263 Title/Abstract Full Text View citing articles Show Details

45%

With dihydrogen peroxide in acetone

T=24.84°C; 20 h; Inert atmosphereSchlenk technique; SolventTime;

Xiang, Jing; Li, Hao; Wu, Jia-Shou

Zeitschrift fur Anorganische und Allgemeine Chemie, 2014 , vol. 640, # 8-9 p. 1670 - 1674 Title/Abstract Full Text View citing articles Show Details

44%

With 5,6-difluoro-2-(1-phenylethyl)benzo[d][1,2]selenazol-3(2H)-one; bromine in dichloromethane

T=-20°C; 16 h;

Balkrishna, Shah Jaimin; Prasad, Ch Durga; Panini, Piyush; Chopra, Deepak; Kumar, Sangit; Detty, Michael R.

Journal of Organic Chemistry, 2012 , vol. 77, # 21 p. 9541 - 9552,12 Title/Abstract Full Text Show Details

43%

With pyridine; C22H16CoN2O8; oxygen in water

T=80°C; pH=11.5; 7 h;

Seyedi, Seyed Mohammad; Sandaroos, Reza; Zohuri, Gholam Hossein

Chinese Chemical Letters, 2010 , vol. 21, # 11 p. 1303 - 1306 Title/Abstract Full Text View citing articles Show Details

42.5%

With C42H43BrN4O2PRu; oxygen in dichloromethane

T=20°C; 6 h;

Priya, N. Padma; Arunachalam; Sathya; Jayabalakrishnan

Journal of Coordination Chemistry, 2010 , vol. 63, # 8 p. 1440 - 1450 Title/Abstract Full Text View citing articles Show Details

40%

in acetonitrile

T=20°C; 6 h; Irradiation;

Srinivas, Basavaraju; Lalitha, Kannekanti; Anil Kumar Reddy, Police; Rajesh, Gajeelli; Durga Kumari, Valluri; Subrahmanyam, MacHiraju; De, Bhudev Ranjan

Research on Chemical Intermediates, 2011 , vol. 37, # 8 p. 1069 - 1086 Title/Abstract Full Text View citing articles Show Details

39%

With tert.-butylhydroperoxide; C76H127Cl2Mn2N8O8Si8(1+)*3H2O*Cl(1-)

T=80°C; 3 h; Sealed tubeMicrowave irradiation; Catalytic behavior;

Alexandru, Mihaela; Cazacu, Maria; Arvinte, Adina; Shova, Sergiu; Turta, Constantin; Simionescu, Bogdan C.; Dobrov, Anatolie; Alegria, Elisabete C. B. A.; Martins, Luísa M. D. R. S.; Pombeiro, Armando J. L.; Arion, Vladimir B.

European Journal of Inorganic Chemistry, 2014 , # 1 p. 120 - 131

Title/Abstract Full Text View citing articles Show Details

39.5%

With C56H45N4O3OsP2(1+)*ClO4(1-); 4-methylmorpholine N-oxide in dichloromethane

4 h; RefluxMolecular sieve; Catalytic behavior; Reagent/catalyst;

Datta, Papia; Sardar, Dibakar; Panda, Uttam; Halder, Ajanta; Manik, Nabin Baran; Chen, Chun-Jung; Sinha, Chittaranjan

Applied Organometallic Chemistry, 2016 , vol. 30, # 5 p. 323 - 334 Title/Abstract Full Text View citing articles Show Details

37.6%

With tert.-butylhydroperoxide; C14H10N2O5V(1-)*C2H7NO*H(1+) in water

T=80°C; 0.5 h; Sealed tubeMicrowave irradiationGreen chemistry; Catalytic behavior; Reagent/catalystTemperature; Hide Experimental Procedure

Sutradhar, Manas; Martins, Lusa M.D.R.S.; Guedes da Silva, M. Ftima C.; Pombeiro, Armando J.L.

Applied Catalysis A: General, 2015 , vol. 493, p. 50 - 57 Title/Abstract Full Text View citing articles Show Details

Typical procedures for the catalytic oxidation of alcoholsand product analysis

General procedure: Oxidation reactions of the alcohols were carried out in sealed cylindrical Pyrex tubes under focused MW irradiation as follows: the alcohol substrate (5 mmol), catalyst precursor 1–4 (1–100 mol, 0.02–2 molpercent vs. substrate) and a 70percent aqueous solution of ButOOH or H2O2(10 mmol) were introduced in the tube. This was then placed in the microwave reactor and the system was stirred and irradiated (25 W) for 0.25–1 h at 80 °C. After the reaction, the mixture was allowed to cool down to room temperature. 300 L of benzaldehyde (internal standard) and 5 mL of NCMe (to extract the substrate and the organic products from thereaction mixture) were added. The obtained mixture was stirred during 10 min and then a sample (1 L) was taken from the organic phase and analyzed by GC using the internal standard method.Blank tests indicate that only traces (<0.7percent) of acetophenone (orcyclohexanone) are generated in a V-free system. 36%

With air; potassium carbonate in water

T=26.84°C; 24 h;

Tsunoyama, Hironori; Tsukuda, Tatsuya; Sakurai, Hidehiro

Chemistry Letters, 2007 , vol. 36, # 2 p. 212 - 213 Title/Abstract Full Text View citing articles Show Details

36%

With C24H18N2O4Ru; 4-methylmorpholine N-oxide in dichloromethane

3 h; Molecular sieveReflux;

Abdel Aziz, Ayman A.

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2011 , vol. 41, # 4 p. 384 - 393 Title/Abstract Full Text View citing articles Show Details

35%

With laccase; 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen in water

T=20°C; pH=4.5; 24 h;

Fabbrini, Maura; Galli, Carlo; Gentili, Patrizia; Macchitella, Daniele

Tetrahedron Letters, 2001 , vol. 42, # 43 p. 7551 - 7553 Title/Abstract Full Text View citing articles Show Details

35%

With nitric acid; copper(ll) bromide

T=60°C; 4 h; Ionic liquid; Reagent/catalystSolvent; Hide Experimental Procedure

Lim, Chae Mi; Ha, Su Jeong; Lee, Jong Chan

Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 12 p. 4258 - 4260 Title/Abstract Full Text View citing articles Show Details

General Procedure.

General procedure: To a stirred solution of a benzylic alcohol (1.0 mmol) in 1 mL [bmim]BF4 was added 65percent nitric acid (0.5 mmol) and copper(II) bromide (0.5 mmol). The reaction mixture was stirred in the air at 60 °C for 4 h and the reaction monitored by TLC for the complete consumption of the benzylic alcohol. The solution was cooled to room temperature and the product is extracted into ethyl acetate (2 20 mL), washed with water and dried over MgSO4. After removal of the solvent under reduced pressure, the crude product was purified by flash chromatography (ethyl acetate/n-hexane = 1:5, v/v) to yield the desired carbonyl compound. 35%

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione

2 h; Reagent/catalyst; Hide Experimental Procedure

Khazaei, Ardeshir; Abbasi, Fatemeh; Kianiborazjani, Maryam; Saednia, Shahnaz

Journal of the Brazilian Chemical Society, 2014 , vol. 25, # 2 p. 361 - 364 Title/Abstract Full Text View citing articles Show Details

General Procedure

General procedure: A mixture of alcohols (1 mmol) and DBDMH or DCDMH (1-1.5 mmol) in a 10 mL round-bottomed flask sealed with a stopper, was stirred in an oil-bath for the appropriate time and temperature (Table 1) under solvent-free condition. Then, as monitored by TLC (eluent n-hexane/acetone 10:2), hot water (10 mL) was added to mixture and stirred magnetically for 10 min. Then, the solution was extracted with (CH2Cl2/water (2 × 10 mL)) and organic phase dried over anhydrous Na2SO4 (1 g). Evaporation of the solvent gave the corresponding carbonyl compounds. Melting points and spectral data of all products are fully consistent with those previously reported. The structures of the products were confirmed from physical and spectroscopic data such as melting points, 1H NMR and 13C NMR spectra, fully consistent with those previously reported.17,18 34.92%

With C40H32ClN2O2PRu; 4-methylmorpholine N-oxide in dichloromethane

T=20°C; 3 h;

Manivannan; Manimaran; Arunachalam; Jayabalakrishnan; Chinnusamy

Journal of the Indian Chemical Society, 2008 , vol. 85, # 10 p. 988 - 995 Title/Abstract Full Text View citing articles Show Details

33%

With terephthalonitrile; oxygen in acetonitrile

Oxidation; Irradiation;

Suzuki, Masanori; Ikeno, Taketo; Osoda, Kazuhiko; Narasaka, Koichi; Suenobu, Tomoyoshi; Fukuzumi, Shunichi; Ishida, Akito

Bulletin of the Chemical Society of Japan, 1997 , vol. 70, # 9 p. 2269 - 2277 Title/Abstract Full Text View citing articles Show Details

32.8%

With 4-methylmorpholine N-oxide; [RuCl2(PPh3)2('mono basic bidentate Shiff base ligand')] in dichloromethane

Venkatachalam; Ramesh

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2005 ,

3 h; Heating; Product distribution; Further Variations:Catalysts;

vol. 61, # 9 p. 2081 - 2087 Title/Abstract Full Text View citing articles Show Details

32%

With oxygen

T=30°C; P=760.051 Torr; 24 h; Irradiation;

Zavahir, Sifani; Xiao, Qi; Sarina, Sarina; Zhao, Jian; Bottle, Steven; Wellard, Mark; Jia, Jianfeng; Jing, Liqiang; Huang, Yiming; Blinco, James P.; Wu, Haishun; Zhu, Huai-Yong

ACS Catalysis, 2016 , vol. 6, # 6 p. 3580 - 3588 Title/Abstract Full Text View citing articles Show Details

31%

With [MnIV,IV2(μ-O)3(N,N',N''-trimethyl-1,4,7-triazacyclononane)2](PF6)2*H2O; dihydrogen peroxide; trichloroacetic acid in water; acetonitrile

T=20°C; 16 h;

Saisaha, Pattama; Buettner, Lea; Van Der Meer, Margarethe; Hage, Ronald; Feringa, Ben L.; Browne, Wesley R.; De Boer, Johannes W.

Advanced Synthesis and Catalysis, 2013 , vol. 355, # 13 p. 2591 - 2603 Title/Abstract Full Text View citing articles Show Details

30%

With bislt;benzyltriethylammoniumgt; dichromate in N,N,N,N,N,N-hexamethylphosphoric triamide

Kita, Yasuyuki; Yasuda, Hitoshi; Haruta, Jun-ichi; Segawa, Jun; Tamura, Yasumitsu

Synthesis, 1982 , # 12 p. 1089 - 1091 Title/Abstract Full Text Show Details

30%

With potassium hydroxide; PS-resin; potassium hexacyanoferrate(III); 4(benzyloxycarbonyl)-2,2,6,6-tetramethylpiperidine-1-oxyl in water; toluene

T=20°C; 6 h;

Yoshitomo, Kashiwagi; Chiba, Shinya; Anzai, Jun-ichi

New Journal of Chemistry, 2003 , vol. 27, # 11 p. 1545 - 1549 Title/Abstract Full Text Show Details

30%

With iron(III) sulfate; TEMPOL; oxygen; sodium nitrite in water; acetonitrile

T=20°C; P=760.051 Torr; 24 h; Hide Experimental Procedure

Shi, Xiang-Jun; Qian, Jie; Tan, Fan-Fan; Yu, Chuan-Ming

Journal of Chemical Research, 2013 , vol. 37, # 7 p. 398 - 401 Title/Abstract Full Text View citing articles Show Details

T=60 - 80°C;

The oxidation of alcohols was carried out under O2 in a 50-mL two-necked, round-bottom flask equipped with a magnetic stirrer. Typically, Fe2(SO4)3 (0.25 mmol) and TMHPO (0.25 mmol) were added to the flask, followed by 15 mL of a CH3CN/H2O (1:2) solvent mixture. After stirring for 5 min, the alcohol (5 mmol) was added, followed by NaNO2 (0.25 mmol). The resulting mixture was stirred at room temperature and 1 atm pressure of oxygen. When the reactions were completed, the reaction mixture was transferred to a separating funnel and extracted with dichloromethane. The organic layer was dried over anhydrous Na2SO4 and concentrated and further purified by flash chromatography to give the desired product.

28%

With tert.-butylhydroperoxide; [Mn((2,3-dihydroxybenzylidene)-2-hydroxybenzohydrazide)(H2O) (pyridine)]2(NO3)2

T=80°C; 3 h; Microwave irradiation; Catalytic behavior;

Sutradhar, Manas; Martins, Luisa M.D.R.S.; Guedes Da Silva, M. Fatima C.; Alegria, Elisabete C.B.A.; Liu, Cai-Ming; Pombeiro, Armando J.L.

Dalton Transactions, 2014 , vol. 43, # 10 p. 3966 - 3977 Title/Abstract Full Text View citing articles Show Details

27.1%

With N -hydroxyphthalimide; trans-ReOCl2((OCMe2CMe2O)POCMe2CMe2O)PPh3; oxygen in acetonitrile

T=75°C; P=760.051 Torr; 17.5 h;

Skarzynska, Anna; Siczek, Milosz; Sobczak, Jaroslaw M.

European Journal of Inorganic Chemistry, 2012 , # 20 p. 3331 - 3341 Title/Abstract Full Text View citing articles Show Details

26%

With potassium ferrate(VI); K10 clay in pentane

24 h; Ambient temperature;

Delaude, Lionel; Laszlo, Pierre

Journal of Organic Chemistry, 1996 , vol. 61, # 18 p. 6360 - 6370 Title/Abstract Full Text View citing articles Show Details

26%

With [Imim-TEMPO][Cl]; 1-(carboxymethyl)-3-methylimidazolium chloride; oxygen; sodium nitrite in water

T=59.84°C; P=7500.75 Torr; 6 h; Inert atmosphere;

Miao, Cheng-Xia; He, Liang-Nian; Wang, Jin-Quan; Wang, Jing-Lun

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 13 p. 2209 - 2216 Title/Abstract Full Text View citing articles Show Details

26%

With C2H6O*C6H6*C41H33As2Cl2N2O4Ru; 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux;

Sukanya, Duraiswamy; Raja, Duraisamy Senthil; Bhuvanesh, Nattamai S.P.; Natarajan, Karuppannan

Polyhedron, 2011 , vol. 30, # 6 p. 1108 - 1113 Title/Abstract Full Text View citing articles Show Details

23%

With tert.-butylhydroperoxide; manganese Schiff base in acetonitrile

6 h; Ambient temperature;

Ganeshpure, Pralhad A.; Tembe, Gopal L.; Satish, Sheo

Tetrahedron Letters, 1995 , vol. 36, # 48 p. 8861 - 8864 Title/Abstract Full Text View citing articles Show Details

23%

With tert.-butylhydroperoxide; C44H53FeN4O6 in water

T=80°C; 0.5 h; Microwave irradiation; Reagent/catalyst;

Sutradhar, Manas; Alegria, Elisabete C. B. A.; Mahmudov, Kamran T.; Guedes Da Silva, M. Fátima C.; Pombeiro, Armando J. L.

RSC Advances, 2016 , vol. 6, # 10 p. 8079 - 8088 Title/Abstract Full Text View citing articles Show Details

21%

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; hydroxylamine; oxygen in water; 1,2dichloro-ethane

T=80°C; P=2250.23 Torr; 8 h; Autoclave;

Wertz, Sebastian; Studer, Armido

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 1 p. 69 - 72 Title/Abstract Full Text View citing articles Show Details

20%

With methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; sodium acetate; nickel dibromide

T=120°C; P=760.051 Torr; 96 h;

Urgoitia; Sanmartin; Herrero; Domnguez

Chemical Communications, 2015 , vol. 51, # 23 p. 4799 - 4802 Title/Abstract Full Text View citing articles Show Details

18%

With (2,6-iPr2C6H3-β-diketiminato)NiO2 in toluene

T=20°C; 24 h; Inert atmosphere;

Company, Anna; Yao, Shenglai; Ray, Kallol; Driess, Matthias

Chemistry - A European Journal, 2010 , vol. 16, # 31 p. 9669 - 9675 Title/Abstract Full Text View citing articles Show Details

18.6%

With copper; zinc(II) oxide in water

T=250°C; 2.5 h;

Song, Zhiyuan; Ren, Dezhang; Wang, Tian; Jin, Fangming; Jiang, Qianhui; Huo, Zhibao

Catalysis Today, 2016 , vol. 274, p. 94 - 98 Title/Abstract Full Text View citing articles Show Details

17.4%

With tert.-butylhydroperoxide; OCu4(N(CH2CH2O)3)4(BOH)4(2+)*2BF4(1-)= [OCu4(N(CH2CH2O)3)4(BOH)4][BF4]2 in water; acetonitrile

T=50°C; 3 h;

Kirillova, Marina V.; Kirillov, Alexander M.; Mandelli, Dalmo; Carvalho, Wagner A.; Pombeiro, Armando J.L.; Shul'Pin, Georgiy B.

Journal of Catalysis, 2010 , vol. 272, # 1 p. 9 - 17 Title/Abstract Full Text View citing articles Show Details

15%

With Cumene hydroperoxide; meso-tetrakis(tetraphenyl)porphyrin iron(III) chloride in benzene

T=20°C;

Mansuy, Daniel; Bartoli, Jean-Francois; Chottard, Jean-Claude; Lange, Marc

15%

With silver ferrate in benzene

2 h; Heatingfurther reagent K2FeO4;

Firouzabadi, H.; Mohajer, D.; Moghaddam, M. Entezari

Synthetic Communications, 1986 , vol. 16, # 2 p. 211 - 224 Title/Abstract Full Text Show Details

15%

With tert.-butylhydroperoxide; C76H127Cl2Mn2N8O8Si8(1+)*Cl(1-)*3H2O in water

T=80°C; Microwave irradiation; Catalytic behavior;

Alexandru, Mihaela; Cazacu, Maria; Arvinte, Adina; Shova, Sergiu; Turta, Constantin; Simionescu, Bogdan C.; Dobrov, Anatolie; Alegria, Elisabete C. B. A.; Martins, Lusa M. D. R. S.; Pombeiro, Armando J. L.; Arion, Vladimir B.

European Journal of Inorganic Chemistry, 2014 , vol. 2014, # 1 p. 120 - 131 Title/Abstract Full Text Show Details

14.8%

With [FeCl(ind)]2O; dihydrogen peroxide in acetonitrile

T=25°C; 10 h; Product distribution; Further Variations:ReagentsSolvents;

Balogh-Hergovich, Eva; Speier, Gabor; Reglier, Marius; Giorgi, Michel; Kuzmann, Ernoe; Vertes, Attila

European Journal of Inorganic Chemistry, 2003 , # 9 p. 1735 - 1740 Title/Abstract Full Text View citing articles Show Details

10%

With oxygen; potassium hydoxide in chloroform; water

T=35°C; P=750.075 Torr; 24 h;

Buonerba, Antonio; Cuomo, Cinzia; Ortega Sanchez, Sheila; Canton, Patrizia; Grassi, Alfonso

Chemistry - A European Journal, 2012 , vol. 18, # 2 p. 709 - 715 Title/Abstract Full Text View citing articles Show Details

9.8%

With [Ru(CO)(triphenylarsine)(OC6H4C(CHCHC6H4Cl)O)2]; 4-methylmorpholine N-oxide in dichloromethane

T=20°C; 3 h; Molecular sieve;

Muthukumar; Viswanathamurthi; Natarajan

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2008 , vol. 70, # 5 p. 1222 - 1226 Title/Abstract Full Text View citing articles Show Details

6.36%

With oxygen; modified styrene-divinylbenzene polymer in neat (no solvent) other catalyst; Product distribution;

Prokop, Zdenek; Setinek, Karel

Collection of Czechoslovak Chemical Communications, 1981 , vol. 46, # 11 p. 2657 - 2662 Title/Abstract Full Text Show Details

With thorium dioxide

T=200 - 300°C;

Komatsu; Masumoto

Memoirs of the College of Science, Kyoto Imperial University, vol. <A> 9, p. 18 Chem. Zentralbl., 1926 , vol. 97, # I p. 1361 Full Text Show Details

Angewandte Chemie, 1980 , vol. 92, # 11 p. 938 - 939 Title/Abstract Full Text Show Details

With copper

T=250°C;

Faucounau

Bulletin de la Societe Chimique de France, 1937 , vol. <5>4, p. 60,64 Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1936 , vol. 203, p. 407 Full Text Show Details

technische Herstellung;

Wolf

Ullmann, 1954 , vol. 5, p. 691 Full Text Show Details

T=540°C; P=50 Torr;

Doeuvre

Bulletin de la Societe Chimique de France, 1930 , vol. <4> 53, p. 170,175 Full Text Show Details

With copper; sodium carbonate

T=320°C;

Tamura; Senuma

J. Soc. chem. Ind. Japan Spl., 1934 , vol. 37, p. 212 Full Text Show Details

Ueno; Yukimori; Hayashi

Kogyo Kagaku Zasshi, 1943 , vol. 46, p. 903 Full Text Show Details

Tamura; Senuma

Kogyo Kagaku Zasshi, 1934 , vol. 37, p. 491 Full Text Show Details

With cobalt

T=250°C;

Faucounau

Bulletin de la Societe Chimique de France, 1937 , vol. <5>4, p. 60,64 Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1936 , vol. 203, p. 407 Full Text Show Details

With zinc copper

T=440°C;

I.G. Farbenind.

Patent: DE765200 , 1939 ; DRP/DRBP Org.Chem. Full Text Show Details

With zinc-iron

T=425°C;

I.G. Farbenind.

Patent: DE743004 , 1940 ;

With water; copper

T=180°C;

Rhein. Kampfer-Fabr.

Patent: DE608622 , 1929 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 20, p. 555 Full Text Show Details

With water; nickel

T=180°C;

Rhein. Kampfer-Fabr.

Patent: DE608622 , 1929 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 20, p. 555 Full Text Show Details

With cobalt catalyst; water

T=180°C;

Rhein. Kampfer-Fabr.

Patent: DE608622 , 1929 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 20, p. 555 Full Text Show Details

With chromium(III) oxide; copper(II) oxide; barium(II) oxide

T=325°C;

Wingfoot Corp.

Patent: US2218457 , 1937 ;

With chromium(III) oxide; zinc(II) oxide

T=360°C;

Adkins et al.

Journal of the American Chemical Society, 1933 , vol. 55, p. 2993 Full Text Show Details

With cadmium(II) oxide; copper(II) oxide; zinc(II) oxide

Du Pont de Nemours and Co.

Full Text Show Details

T=390°C; -Chromoxid;

Patent: US2046145 , 1934 ;

With rhenium

T=350 - 400°C;

Tur; Anissimow; Platonow

Zhurnal Obshchei Khimii, 1937 , vol. 7, p. 2895 Chem. Zentralbl., 1938 , vol. 109, # II p. 3782 Full Text Show Details

With nickel contacts; phenol

T=200°C; unter Druck;

Terentiev; Gusseva

Doklady Akademii Nauk SSSR, 1946 , vol. 52, p. 135,137 Full Text Show Details

Schering-Kahlbaum A.G.

Patent: DE669050 , 1928 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 313 Full Text Show Details

With platinum contacts; phenol

T=200°C; unter Druck;

Terentiev; Gusseva

Doklady Akademii Nauk SSSR, 1946 , vol. 52, p. 135,137 Full Text Show Details

Schering-Kahlbaum A.G.

Patent: DE669050 , 1928 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 23, p. 313 Full Text Show Details

With bromine

T=35 - 40°C;

Farkas; Schaechter

Patent: US2444924 , 1944 ;

With copper

T=275 - 300°C;

Ohta et al.

Kogyo Kagaku Zasshi, 1953 , vol. 56, p. 330 Chem.Abstr., 1954 , p. 10415 Full Text Show Details

Ohta et al.

Rep. Gov. chem. ind. Res. Inst. TokyoChem.Abstr., 1953 , vol. 48, p. 181 Rep. Gov. chem. ind. Res. Inst. TokyoChem.Abstr., 1953 , p. 12700 Full Text Show Details

Kohmanowa; Tresczanowicz

Przemysl Chemiczny, 1955 , vol. 34, p. 42 Chem.Abstr., 1959 , p. 2114 Full Text Show Details

Ohta; Sato

Rep. Gov. chem. ind. Res. Inst. TokyoChem.Abstr., 1953 , vol. 48, p. 177 Rep. Gov. chem. ind. Res. Inst. TokyoChem.Abstr., 1953 , p. 12700 Full Text Show Details

With tetradecahydroanthracene; nickel

T=160°C;

Coussemant

Patent: US2829165 , 1956 ;

With copper

T=330°C;

Hara

Memoirs of the College of Science, Kyoto Imperial University, vol. <A> 9, p. 415 Chem. Zentralbl., 1926 , vol. 97, # II p. 2658 Full Text Show Details

Balandin; Maruschkin; Ikonnikow

Uc. Zap. Moskovsk. Univ., 1934 , # 2 p. 221 Chem. Zentralbl., 1935 , vol. 106, # II p. 1528 Full Text Show Details

Belozerkowsski

Plasticheskie Massy, 1935 , # 3 p. 12 Chem. Zentralbl., 1936 , vol. 107, # I p. 175 Full Text Show Details

Holst

Zeitschrift fuer Physikalische Chemie, Abteilung A: Chemische Thermodynamik, Kinetik, Elektrochemie, Eigenschaftslehre, 1939 , vol. 183, p. 423,428 Anm. 1 Full Text Show Details

Full Text Show Details

Farkas; Schaechter

Journal of the American Chemical Society, 1949 , vol. 71, p. 2828 Chem.Abstr., 1948 , p. 7313 Full Text Show Details

Full Text Show Details

With copper

T=200 - 300°C;

Komatsu; Masumoto

Memoirs of the College of Science, Kyoto Imperial University, vol. <A> 9, p. 18 Chem. Zentralbl., 1926 , vol. 97, # I p. 1361 Full Text Show Details

With nickel

T=280°C;

Garland; Reid

Journal of the American Chemical Society, 1925 , vol. 47, p. 2336 Full Text View citing articles Show Details

Treibs; Schmidt

Chemische Berichte, 1927 , vol. 60, p. 2339 Full Text Show Details

With copper

T=280°C;

Garland; Reid

Journal of the American Chemical Society, 1925 , vol. 47, p. 2336 Full Text View citing articles Show Details

Treibs; Schmidt

Chemische Berichte, 1927 , vol. 60, p. 2339 Full Text Show Details

Balandin; Maruschkin; Ikonnikow

Uc. Zap. Moskovsk. Univ., 1934 , # 2 p. 221 Chem. Zentralbl., 1935 , vol. 106, # II p. 1528 Full Text Show Details

Belozerkowsski

Plasticheskie Massy, 1935 , # 3 p. 12 Chem. Zentralbl., 1936 , vol. 107, # I p. 175 Full Text Show Details

Holst

Zeitschrift fuer Physikalische Chemie, Abteilung A: Chemische Thermodynamik, Kinetik, Elektrochemie, Eigenschaftslehre, 1939 , vol. 183, p. 423,428 Anm. 1 Full Text Show Details

With nickel

P=760 Torr;

Grignard

Bulletin des Societes Chimiques Belges, 1928 , vol. 37, p. 62 Chem. Zentralbl., 1928 , vol. 99, # I p. 2714 Full Text Show Details

Grignard; Mingasson

Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1927 , vol. 185, p. 1555 Bulletin de la Societe Chimique de France, 1927 , vol. <4> 41, p. 762 Full Text Show Details

With chromium(III) oxide; sulfuric acid

Garland; Reid

Journal of the American Chemical Society, 1925 , vol. 47, p. 2336 Full Text View citing articles Show Details

Osterberg; Kendall

Journal of the American Chemical Society, 1920 , vol. 42, p. 2620 Full Text Show Details

Vorlaender

Chemische Berichte, 1925 , vol. 58, p. 128 Chemische Berichte, 1929 , vol. 62, p. 540 Full Text Show Details

T=200 - 250°C; beim Leiten ueber fein verteiltes Kupfer;

Bouveault

Bulletin de la Societe Chimique de France, 1908 , vol. <4> 3, p. 123 Full Text Show Details

With chromic acid

Baeyer

Justus Liebigs Annalen der Chemie, 1894 , vol. 278, p. 108 Full Text Show Details

Hide Details

With water; chlorine

weitere Reagens: CaCO3;

Koetz

Justus Liebigs Annalen der Chemie, 1908 , vol. 358, p. 195 Full Text Show Details

With water; bromine

weitere Reagens: CaCO3;

Koetz

Justus Liebigs Annalen der Chemie, 1908 , vol. 358, p. 195 Full Text Show Details

T=600°C; in einem Eisenrohr;

Bayer and Co.

Patent: DE241895 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 10, p. 1033 Full Text Show Details

With sodium carbonate

bei der elektrolytischen Oxydation an Platinanoden;

Fichter; Stocker

Chemische Berichte, 1914 , vol. 47, p. 2016 Full Text Show Details

With sulfuric acid

bei der elektrolytischen Oxydation an PbO2-Anoden;

Fichter; Ackermann

Helvetica Chimica Acta, 1919 , vol. 2, p. 595 Full Text Show Details

With benzophenone

Irradiation;

Boeeseken; Cohen

Chem. Zentralbl., 1917 , vol. 88, # I p. 319 Full Text Show Details

With chromium(III) oxide; copper(II) oxide

T=250°C;

Adkins et al.

Journal of the American Chemical Society, 1933 , vol. 55, p. 2993 Full Text Show Details

Hurd; Greengard; Roe

Journal of the American Chemical Society, 1939 , vol. 61, p. 3359 Full Text View citing articles Show Details

Du Pont de Nemours and Co.

Patent: US1895516 , 1930 ; Full Text Show Details

T=550 - 575°C; im Gemisch mit Luft beim Leiten ueber einen Silber-Kontakt;

Du Pont de Nemours and Co.

Patent: US2015751 , 1934 ; Full Text Show Details

With nickel

T=200 - 300°C;

Komatsu; Masumoto

Memoirs of the College of Science, Kyoto Imperial University, vol. <A> 9, p. 18 Chem. Zentralbl., 1926 , vol. 97, # I p. 1361 Full Text Show Details

116.6 mg

With phosphate buffer; [Ru(2,2':6':2''-terpyridine)(2,2'-bipyridine)O](2+) in water

Ambient temperatureelectrooxidation, pH 6.8;

Navarro, Marcelo; Giovani, Wagner F.De; Romero, J.R.

Synthetic Communications, 1990 , vol. 20, # 3 p. 399 - 406 Title/Abstract Full Text Show Details

With Cornforth reagent

Yield given;

Barton, Derek H. R.; Fekih, Abdelwaheb; Lusinchi, Xavier

Tetrahedron Letters, 1985 , vol. 26, # 50 p. 6197 - 6200 Title/Abstract Full Text View citing articles Show Details

With potassium dichromate; chloro-trimethyl-silane

1.) CH2Cl2, room temp. 2.) room temp., 50 min.; Yield given. Multistep reaction;

Aizpurua, J. M.; Palomo, Claudio

Tetrahedron Letters, 1983 , vol. 24, # 40 p. 4367 - 4370 Title/Abstract Full Text View citing articles Show Details

With sodium permanganate in hexane

T=69°C; 1.5 h; Yield given;

Menger, Fredric M.; Lee, Chuan

Tetrahedron Letters, 1981 , vol. 22, # 18 p. 1655 - 1656 Title/Abstract Full Text View citing articles Show Details

With zinc(II) cation; oxygen; 2,4,7-trimethyl-10-benzylquinolt;8,7-ggt;pteridine-9,11(7H,10H)dione

20 h; Irradiation; Yield given;

Shinkai, Seiji; Nakao, Hideki; Ueda, Kaori; Manabe, Osamu

Tetrahedron Letters, 1984 , vol. 25, # 46 p. 5295 - 5298 Title/Abstract Full Text View citing articles Show Details

83 % Chromat.

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium in benzene

T=80°C; 24 h;

Kaneda, Kiyotomi; Kawanishi, Yasuyuki; Jitsukawa, Koichiro; Teranishi, Shiichiro

Tetrahedron Letters, 1983 , vol. 24, # 45 p. 5009 - 5010 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; cetylpyridinium chloride; magnesium sulfate; hexacarbonyl molybdenum in benzene

12 h; Heating; Yield given;

Yamawaki, Kazumasa; Yoshida, Tsutomu; Suda, Takashi; Ishii, Yasutaka; Ogawa, Masaya

Synthesis, 1986 , # 1 p. 59 - 60 Title/Abstract Full Text Show Details

75 % Chromat.

With osmium(VIII) oxide; acetic acid in diethyl ether

30 h; Ambient temperature;

Maione, Anna Maria; Romeo, Aurelio

Synthesis, 1984 , # 11 p. 955 - 957 Title/Abstract Full Text Show Details

90 % Chromat.

With N-iodo-succinimide; tetra-(n-butyl)ammonium iodide in dichloromethane

3 h; Ambient temperature;

Hanessian, Stephen; Wong, David Hin-chor; Therien, Michel

Synthesis, 1981 , # 5 p. 394 - 396 Title/Abstract Full Text Show Details

With crosslinked poly-4-vinylpyridine hydrobromide in acetonitrile

T=50°C; 21.5 h; electric current, 60mA, 10-30V; Yield given;

Yoshida, Jun-ichi; Nakai, Ryoichi; Kawabata, Nariyoshi

Journal of Organic Chemistry, 1980 , vol. 45, # 26 p. 5269 - 5273 Title/Abstract Full Text View citing articles Show Details

3.6 % Turnov.

With air; Na5PV2Mo10O40 on activated carbon in toluene

T=100°C; P=760 Torr; 22 h;

Neumann, Ronny; Levin, Michal

Journal of Organic Chemistry, 1991 , vol. 56, # 19 p. 5707 - 5710 Title/Abstract Full Text View citing articles Show Details

With hydrogenchloride; oxygen; sodium L-ascorbate; MnTPPCl in benzene

Ambient temperaturepH=8.5, pO2= 1 atm;

Fontecave, Marc; Mansuy, Daniel

Tetrahedron, 1984 , vol. 40, # 21 p. 4297 - 4312 Title/Abstract Full Text View citing articles Show Details

With potassium hydroxide; 3-methyl-10-ethyl-5-deazaisoalloxazine

T=90°C; 1 h;

Yoneda, Fumio; Mori, Kenya; Matsuo, Sawako; Kadokawa, Yoko; Sakuma, Yoshiharu

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 1836 - 1839 Title/Abstract Full Text View citing articles Show Details

98 % Chromat.

With tris(cetyl)pyridinium 12-tungstophosphate; dihydrogen peroxide in tert-butyl alcohol

24 h; Heating;

Ishii, Yasutaka; Yamawaki, Kazumasa; Ura, Toshikazu; Yamada, Hiroshi; Yoshida, Tsutomu; Ogawa, Masaya

Journal of Organic Chemistry, 1988 , vol. 53, # 15 p. 3587 - 3593 Title/Abstract Full Text View citing articles Show Details

53.2 % Chromat.

With potassium permanganate in hexane

T=50°C; 5 h; Irradiation;

Yamawaki,Junko; Sumi, Shinjiro; Ando, Takashi; Hanafusa, Terukiyo

Chemistry Letters, 1983 , p. 379 - 380 Title/Abstract Full Text Show Details

in dichloromethane

El-Hendawy, Ahmed M.; Griffith, William P.; Taha, Fatma I.; Moussa, Mahmoud N.

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1989 , p. 901 - 906 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; bis(acetylacetonato)dioxidomolybdenum(VI) in benzene

T=80°C; 6 h;

Lauterbach, Gerlinde; Pritzkow, W.; Tien, Tieu Dung; Voerckel, V.

Journal fuer Praktische Chemie (Leipzig), 1988 , vol. 330, # 6 p. 933 - 946 Title/Abstract Full Text Show Details

With dihydrogen peroxide; tricetylpyridinium-12-tungstophosphate in tert-butyl alcohol

T=82°C; 24 h; Heating; Yield given;

Yamawaki, K.; Nishihara, H.; Yoshida, T.; Ura, T.; Yamada, H.; et al.

Synthetic Communications, 1988 , vol. 18, # 8 p. 869 - 876 Title/Abstract Full Text Show Details

With tert.-butylhydroperoxide; [.pi.-C5H5N(+)(CH2)15CH3]3(PMo12O40)(3-) in benzene

24 h; Heating; Yield given;

Yamawaki, K.; Yoshida, T.; Nishihara, H.; Ishii, Y.; Ogawa, M.

Synthetic Communications, 1986 , vol. 16, # 5 p. 537 - 542 Title/Abstract Full Text Show Details

98 % Chromat.

With lt;MoO(O2)2C5H4N(O)COOgt;Bu4N in 1,2-dichloro-ethane

T=50°C; 6 h;

Bortolini, O.; Campestrini, S.; Furia, F. Di; Modena, G.; Valle, G.

Journal of Organic Chemistry, 1987 , vol. 52, # 24 p. 5467 - 5469 Title/Abstract Full Text View citing articles Show Details

With oxygen; dihydrogen hexachloroplatinate; copper dichloride

24 h; Ambient temperatureIrradiation; Yield given;

Cameron, Randy E.; Bocarsly, Andrew B.

Journal of the American Chemical Society, 1985 , vol. 107, # 21 p. 6116 - 6117 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; iron(II) in acetonitrile

Yield given;

Sugimoto, Hiroshi; Sawyer, Donald T.

Journal of the American Chemical Society, 1984 , vol. 106, # 15 p. 4283 - 4285 Title/Abstract Full Text View citing articles Show Details

90 % Chromat.

With trichloromelamine in dichloromethane

3 h; Ambient temperature;

Kondo, Shuji; Ohira, Mari; Kawasoe, Shinya; Kunisada, Hideo; Yuki, Yasuo

Journal of Organic Chemistry, 1993 , vol. 58, # 18 p. 5003 - 5004 Title/Abstract Full Text View citing articles Show Details

61.5 % Chromat.

With tris(triphenylphosphine)ruthenium(II) chloride; potassium carbonate; acetophenone; acetone

Wang, G-Z.; Baeckvall, Jan-E.

Journal of the Chemical Society, Chemical Communications, 1992 , # 4 p. 337 - 339 Title/Abstract Full Text View citing articles Show Details

T=56°C; 12 h;

97 % Chromat.

With bis(quinuclidine)bromine(I) bromide; pyridinium trifluroacetate in dichloromethane; water

1.6 h; Ambient temperature;

Blair, Larry K.; Hobbs, Steven; Bagnoli, Nicholas; Husband, Leslie; Badika, Ndofunsu

Journal of Organic Chemistry, 1992 , vol. 57, # 5 p. 1600 - 1603 Title/Abstract Full Text View citing articles Show Details

18 % Chromat.

With dihydrogen peroxide; lt;N(C6H13)4gt;3lt;PO4lt;WO(O2)2gt;4gt; in benzene

3 h; Ambient temperature;

Dengel, Andrew C.; Griffith, William P.; Parkin, Bernardeta C.

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1993 , # 18 p. 2683 - 2688 Title/Abstract Full Text View citing articles Show Details

With sodium L-ascorbate; oxygen; Aliquatreg; 336; MnTPPCl

T=20°C; P=760 Torr; pH 8.5 (tris buffer); Yield given;

Mansuy, Daniel; Fontecave, Marc; Bartoli, Jean-Francois

Journal of the Chemical Society, Chemical Communications, 1983 , # 6 p. 253 - 254 Title/Abstract Full Text View citing articles Show Details

70 % Chromat.

With manganese(IV) oxide; potassium carbonate; [(η6-p-MeC6H4Pri)2Ru2Cl2(μ-Cl)2]; 2,6-Di-tertbutyl-1,4-benzoquinone in tetrahydrofuran

T=65°C; 31 h;

Karlsson, Ulrika; Wang, Guo-Zhi; Baeckvall, Jan-E.

Journal of Organic Chemistry, 1994 , vol. 59, # 5 p. 1196 - 1198 Title/Abstract Full Text View citing articles Show Details

91.7 % Chromat.

With 2-pyridinecarboxylic acid; tert.-butylhydroperoxide; ferric nitrate in pyridine; acetic acid

Ambient temperature;

Barton, Derek H. R.; Beviere, Stephane D.; Chabot, Beatrice M.; Chavasiri, Warinthorn; Taylor, Dennis K.

Tetrahedron Letters, 1994 , vol. 35, # 27 p. 4681 - 4684 Title/Abstract Full Text View citing articles Show Details

36.4 % Turnov.

With dihydrogen peroxide; molecular sieve in water

T=79.9°C; 12 h;

Bhaumik, Asim; Kumar, Rajiv

Journal of the Chemical Society, Chemical Communications, 1995 , # 3 p. 349 - 350 Title/Abstract Full Text View citing articles Show Details

78 % Chromat.

With [.pi.-C5H5N(+)(CH2)15CH3]3(PMo12O40)(3-) in benzene

2 h; Heating;

Ishii, Yasutaka; Yamawaki, Kazumasa; Yoshida, Tsutomu; Ura, Toshikazu; Ogawa, Masaya

Journal of Organic Chemistry, 1987 , vol. 52, # 9 p. 1868 - 1870 Title/Abstract Full Text View citing articles Show Details

With silver tetrafluoroborate; bis(quinuclidine)bromine(I) tetrafluoroborate in dichloromethane

0.5 h; Yield given;

Blair, Larry K.; Parris, Kevin D.; Lee, On Fai Daniel; Jenkins, Karen F.; Feese, Robin Chaney; et al.

Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5454 - 5456 Title/Abstract Full Text View citing articles Show Details

56 % Chromat.

With oxygen; N -hydroxyphthalimide in benzonitrile

T=100°C; P=760 Torr; 5 h;

Ishii, Yasutaka; Nakayama, Kouichi; Takeno, Mitsuhiro; Sakaguchi, Satoshi; Iwahama, Takahiro; Nishiyama, Yutaka

Journal of Organic Chemistry, 1995 , vol. 60, # 13 p. 3934 - 3935 Title/Abstract Full Text View citing articles Show Details

88 % Turnov.

With N -hydroxyphthalimide; cobalt(III) acetylacetonate; oxygen in acetonitrile

T=75°C; 15 h;

Iwahama, Takahiro; Sakaguchi, Satoshi; Nishiyama, Yutaka; Ishii, Yasutaka Tetrahedron Letters, 1995 , vol. 36, # 38 p. 6923 - 6926 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; 3 A molecular sieve; Zr(OR)x; silica gel in tetrachloromethane; dichloromethane

T=80°C; 4 h; other catalysts: Zr(O-n-Pr)4, Zr(O-t-Bu)4, Zr(acac)2;

Krohn, Karsten; Vinke, Ingeborg; Adam, Horst

Journal of Organic Chemistry, 1996 , vol. 61, # 4 p. 1467 - 1472 Title/Abstract Full Text View citing articles Show Details

83 % Chromat.

With dihydrogen peroxide; (cetylpyridinium)8CeW10O36 in chloroform

T=61°C; 9 h;

Shiozaki; Kominami; Kera

Synthetic Communications, 1996 , vol. 26, # 9 p. 1663 - 1668 Title/Abstract Full Text View citing articles Show Details

99 % Chromat.

With acetyl nitrate on montmorillonite K10

2 h; Ambient temperature;

De Oliveira Filho; Moreira; Moran, Paulo J. S.; Rodrigues, J. Augusto R.

Tetrahedron Letters, 1996 , vol. 37, # 29 p. 5029 - 5032 Title/Abstract Full Text View citing articles Show Details

96 % Chromat.

With bis(2-methoxycarbonylphenyl) diselenide; N-chloro-p-chlorobenzenesulfonamide sodium salt in 1,2-dichloro-ethane

T=80°C; 15 h;

Onami, Tetsuo; Ikeda, Masanori; Woodard, Scott S.

Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 12 p. 3601 - 3605 Title/Abstract Full Text View citing articles Show Details

92 % Chromat.

With oxygen; tetrapropylammonium perruthennate in dichloromethane

0.333333 h; Ambient temperature;

Lenz, Roman; Ley, Steven V.

Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 22 p. 3291 - 3292 Title/Abstract Full Text View citing articles Show Details

54 % Turnov.

With fluorine in acetonitrile

Chambers, Richard D.; Hutchinson, John; Sandford, Graham; Shah, Aneela; Vaughan, Julian F. S.

Tetrahedron, 1997 , vol. 53, # 46 p. 15833 - 15842 Title/Abstract Full Text View citing articles Show Details

With silica gel; ferric nitrate in hexane

4 h; Heating;

Khadilkar, Bhushan; Borkar, Shobha

Synthetic Communications, 1998 , vol. 28, # 2 p. 207 - 212 Title/Abstract Full Text View citing articles Show Details

With peracetic acid; [Mn2(1,4,7-trimethyl-1,4,7-triazacyclononane)2(μ-O)3](PF6)2 in acetonitrile

T=30°C; 1 h; Yield given;

Lindsay Smith, John R.; Shul'pin, Georgiy B.

Tetrahedron Letters, 1998 , vol. 39, # 27 p. 4909 - 4912 Title/Abstract Full Text View citing articles Show Details

100 % Chromat.

With dinitrogen tetraoxide; ferric nitrate in dichloromethane

0.5 h; Ambient temperaturefurther oxidizing agent, further conditions and solvents;

Iranpoor, Nasser; Firouzabadi, Habib; Zolfigol, Mohammad Ali

Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 4 p. 905 - 908 Title/Abstract Full Text View citing articles Show Details

T=540°C; P=50 Torr;

Doeuvre

Bulletin de la Societe Chimique de France, 1933 , vol. <4> 53, p. 170,175 Full Text Show Details

T=50°C; secondary alcohol dehydrogenase (SADH) from Thermoanaerobacter ethanolicus, NADP, Tris*HCl buffer; Rate constant;

Pham; Phillips

Journal of the American Chemical Society, 1990 , vol. 112, # 9 p. 3629 - 3632 Title/Abstract Full Text View citing articles Show Details

With NAD; acetaldehyde in various solvent(s) other alcohol; Product distribution;

Lemiere, G. L.; Lepoivre, J. A.; Alderweireldt, F. C.

Tetrahedron Letters, 1985 , vol. 26, # 37 p. 4527 - 4528 Title/Abstract Full Text View citing articles Show Details

With methyl(trifluoromethyl)oxirane in dichloromethane

T=-33°C; Ea; other dioxirane, other temperatures; Rate constantThermodynamic data;

Mello, Rossella; Cassidei, Luigi; Fiorentino, Michele; Fusco, Caterina; Huemmer, Walter; Jaeger, Volker; Curci, Ruggero

Journal of the American Chemical Society, 1991 , vol. 113, # 6 p. 2205 - 2208 Title/Abstract Full Text View citing articles Show Details

With chromium(VI) oxide; lt;H(+)gt;; sodium dodecyl-sulfate in water

T=30°C; other temp; E(a), ΔS(excit); var. conc.; without surfactant; Rate constantKineticsThermodynamic data;

Panigrahi, G. P.; Misra, S. K.

Journal of Chemical Research, Miniprint, 1990 , # 6 p. 1259 - 1283 Title/Abstract Full Text Show Details

With lt;RuVL(O)gt;2+-complex lt;HL = lt;2-hydroxy-2-(2-pyridyl)ethylgt;bislt;2-(2-

Che, Chi-Ming; Ho, Clare; Lau, Tai-Chu

pyridyl)ethylgt;aminegt; in perchloric acid

T=24.9°C; MechanismRate constant;

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1991 , # 5 p. 1259 - 1263 Title/Abstract Full Text View citing articles Show Details

With oxygen; coenzyme PQQ; NAD in water

T=30°C; pH 8.2; other catalysts, without and with catalase and with catalase and diaphorase; Product distribution;

Itoh, Shinobu; Mita, Naruyoshi; Ohshiro, Yoshiki

Chemistry Letters, 1990 , # 10 p. 1949 - 1952 Title/Abstract Full Text Show Details

45.7 % Chromat.

With peracetic acid; sodium bromide; cobalt(II) acetate in acetic acid

T=60°C; 1 h; Product distribution;

Morimoto, Takashi; Hirano, Masao; Wachi, Michinori; Murakami, Tadashi

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1984 , p. 1949 - 1952 Title/Abstract Full Text Show Details

With 2,4-dimethylpyrido[5,6-h](10-methyl)-isoalloxazine; oxygen; Zr(4+)-flavin in acetonitrile

T=30°C; Rate constant;

Shinkai, Seiji; Ishikawa, Yu-ichi; Manabe, Osamu

Chemistry Letters, 1982 , p. 809 - 812 Title/Abstract Full Text Show Details

99 % Chromat.

With potassium tert-butylate; 3-hydroxy-N-methylacridinium iodide in N,N-dimethyl-formamide

T=80°C; 8 h; var.: oxidant: none, Ac(1+), in the dark; Product distributionMechanism;

Shinkai, Seiji; Hamada, Hisatake; Kuroda, Hideo; Manabe, Osamu

Chemistry Letters, 1980 , p. 1235 - 1238 Title/Abstract Full Text Show Details

With potassium hexachlororuthenate(III); hexacyanoferrate(III) in water

T=25°C; pH 11.9, 0.5 M NaCl; Rate constantMechanism;

Becker, Paul; Beattie, James K.

Australian Journal of Chemistry, 1982 , vol. 35, # 6 p. 1245 - 1249 Title/Abstract Full Text Show Details

With nicotinamide adenine dinucleotide; horse liver alcohol dehydrogenase in various solvent(s) T=25°C; pH 9; Rate constant;

Jones, J. Bryan; Schwartz, Harold M.

Canadian Journal of Chemistry, 1981 , vol. 59, p. 1574 - 1579 Title/Abstract Full Text Show Details

With ditellurato cuprate(III); ruthenium trichloride

T=31.9°C; in alkaline medium; KineticsRate constant;

Bal Reddy, K.; Sethuram, B.; Navaneeth Rao, T.

Bulletin des Societes Chimiques Belges, 1981 , vol. 90, # 10 p. 1017 - 1022 Title/Abstract Full Text Show Details

With cultured cells of Nicotiana tabacum

T=25°C; 240 h; bioconversion by enzyme system also investigated; Product distribution;

Suga, Takayuki; Izumi, Shunsuke; Hirata, Toshifumi; Hamada, Hiroki

Chemistry Letters, 1987 , p. 425 - 428 Title/Abstract Full Text Show Details

With copper(II) permanganate in dichloromethane

Mechanism;

Lee; Noureldin

Journal of the American Chemical Society, 1983 , vol. 105, # 10 p. 3188 - 3191 Title/Abstract Full Text View citing articles Show Details

With sodium tungstate; sulfuric acid; dihydrogen peroxide; CH3(C8H17)3N(1+)Cl(1-) in dichloromethane; water

T=75°C; 0.816667 h; other alcohols; other phase-transfer catalysts; other transition-metal salts; var. time; var. temperature; Product distribution;

Bortolini, O.; Conte, V.; Furia, F. Di; Modena, G.

Journal of Organic Chemistry, 1986 , vol. 51, # 14 p. 2661 - 2663 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; chromium(III) stearate in cyclohexane

T=76.9°C; other secondary alcohols and hydroperoxides; Mechanism;

Petrov, L. V.; Solyanikov, V. M.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1991 , vol. 40, # 10 p. 1958 - 1960 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1991 , # 10 p. 2239 - 2242 Title/Abstract Full Text View citing articles Show Details

With air; 2,4,6,8-tetraoxodipyrimidines

T=90°C; 25 h; various catalysts; Product distributionMechanism;

Nagamatsu, Tomohisa; Yamato, Hirotake; Ono, Masami; Takarada, Shigeki; Yoneda, Fumio

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 16 p. 2101 - 2110 Title/Abstract Full Text View citing articles Show Details

With Cs-SAPO-5

Ambient temperaturevarious SAPO molecular sieves, higher temperatures, intensity of selected IR bands; Mechanism;

Bezouhanova, Cvetana; Kalvachev, Yuri; Lechert, Hans

Journal of the Chemical Society, Faraday Transactions, 1991 , vol. 87, # 19 p. 3315 - 3318 Title/Abstract Full Text View citing articles Show Details

97 % Chromat.

With bis(quinuclidine)bromine(I) bromide; pyridinium trifluroacetate in dichloromethane; water

1.6 h; Ambient temperaturevariation of concentrations and reaction time; other alcohols as substrates; Product distribution;

Blair, Larry K.; Hobbs, Steven; Bagnoli, Nicholas; Husband, Leslie; Badika, Ndofunsu

Journal of Organic Chemistry, 1992 , vol. 57, # 5 p. 1600 - 1603 Title/Abstract Full Text View citing articles Show Details

0.56 mmol

With tris(1,10-phenanthroline)ruthenium(II) dichloride; NAD

T=25°C; 8 h; Irradiationphotoelectrochemical enzymatic oxidation; 2.5 mA, pH 9, HLADH <EC 1.1.1.1>; Product distribution;

Ruppert, Romain; Steckhan, Eberhard

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1989 , p. 811 - 814 Title/Abstract Full Text View citing articles Show Details

With coprecipitated copper-magnesium

T=240 - 270°C; P=30.4 - 91.2 Torr; Rate constant;

Rovskii, V. A.; Medvedeva, O. N.; Bel'skaya, R. I.; Kol'tsov, N. I.; Kiperman, S. L.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1981 , vol. 30, # 3 p. 366 - 368 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1981 , # 3 p. 519 - 521 Title/Abstract Full Text View citing articles Show Details

0.1%

With 1-benzyl-3-morpholinocarbonylpyridinium bromide; phenylmagnesium bromide

multistep, 1.) THF, 3h, room temperature, 2.) +DMF, 20 h, 25 deg C; Product distribution;

Shinkai, Seiji; Era, Hiroyuki; Tsuno, Takaharu; Manabe, Osamu

Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 5 p. 1435 - 1436 Title/Abstract Full Text Show Details

With PFC in nitrobenzene; acetonitrile

T=29.9°C; var. temp., var. solvent composition, var. ratio of reaction partners; KineticsMechanismThermodynamic data;

Bhattacharjee; Chaudhuri; Dasgupta

Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 1 p. 258 - 260 Title/Abstract Full Text View citing articles Show Details

With oxygen; dihydrogen hexachloroplatinate; copper dichloride

24 h; Ambient temperatureIrradiationvarious alcohols, various times; MechanismQuantum yield;

Cameron, Randy E.; Bocarsly, Andrew B.

Journal of the American Chemical Society, 1985 , vol. 107, # 21 p. 6116 - 6117 Title/Abstract Full Text View citing articles Show Details

With {Pt2(pop)4}(4-)

Irradiationphotoinduced catalytic conversion;

Roundhill, D. Max

Journal of the American Chemical Society, 1985 , vol. 107, # 14 p. 4354 - 4356 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; tetrakis(acetonitrile)iron(II) perchlorate in acetonitrile

T=23°C; 0.0833333 h; various peroxides;

Sugimoto, Hiroshi; Sawyer, Donald T.

Journal of the American Chemical Society, 1985 , vol. 107, # 20 p. 5712 - 5716 Title/Abstract Full Text View citing articles Show Details

With oxygen in octanol; water

T=30°C; biocatalyst preparation containing HLADH, NAD(1+), diaphorase, catalase and PQQ; efficient NAD(1+)-recycling system; time course of the oxidation; effect of organic solvents; Rate constant;

Itoh, Shinobu; Terasaka, Tadashi; Matsumiya, Morio; Komatsu, Mitsuo; Ohshiro, Yoshiki

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 24 p. 3253 - 3254 Title/Abstract Full Text View citing articles Show Details

With sulfuric acid; chromic acid; acetic acid in water

T=25°C; Rate constant;

Mueller, Paul; Blanc, Jacky; Lenoir, Dieter

Helvetica Chimica Acta, 1982 , vol. 65, # 4 p. 1212 - 1220 Title/Abstract Full Text Show Details

With trichloromethyl radical in tetrachloromethane

T=144°C; Irradiationfurther temperatures; Product distributionRate constantKinetics;

Feilman, Liviu; Alfassi, Zeev B.

Journal of Physical Chemistry, 1981 , vol. 85, # 21 p. 3060 - 3063 Title/Abstract Full Text Show Details

With barium permanganate; hydroxide in water

T=34.9°C; various temperatures, different reagent concentrations; Ea, ΔH(excit.), ΔS(excit.); KineticsThermodynamic dataMechanism;

Pati, Subas C.; Dev, B. R.

Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1982 , vol. 21, # 2 p. 165 - 167 Title/Abstract Full Text Show Details

With lt;Ag(OH)2(H4TeO6)2gt;(3-); hydroxide

T=26.9°C; ΔE(excit.), ΔG(excit.), ΔH(excit.), ΔS(excit.); Thermodynamic dataMechanismKinetics;

Ravi Prasad, T.; Sethuram, B.; Navaneeth Rao, T.

Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1982 , vol. 21, # 2 p. 170 - 171 Title/Abstract Full Text Show Details

With zirconium(IV) chloride; 2,4,7-trimethylquinolt;8,7-ggt;pteridine-9,11(7H,10H)-dione in

Shinkai; Ishikawa; Manabe

acetonitrile

T=30°C; Rate constant;

Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 6 p. 1694 - 1699 Title/Abstract Full Text View citing articles Show Details

75 % Chromat.

With hydrous zirconium(IV) oxide modified with Me3SiCl; acetone in benzene

8 h; Heatingother hydrogen acceptors, other cycloalkanol and primary alkanols, various solvents; comparison with unmodified zirconium(IV) oxide; Product distribution;

Kuno, Hideyuki; Shibagaki, Makoto; Takahashi, Kyoko; Matsushita, Hajime

Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 6 p. 1699 - 1702 Title/Abstract Full Text Show Details

With potassium hydroxide; potassium chloride; hexacyanoferrate(III); ruthenium trichloride in water

T=24.9°C; var. pH; Rate constant;

Kaziro, Robert W.; Beattie, James K.

Australian Journal of Chemistry, 1989 , vol. 42, # 8 p. 1273 - 1279 Title/Abstract Full Text Show Details

With platinum on silica

Ambient temperaturevar. temperature and catalyst; mechanism detected by IR; Product distributionMechanism;

Szilagyi, T.; Sarkany, A.; Mink, J.; Tetenyi, P.

Journal of Molecular Structure, 1980 , vol. 60, p. 437 - 442 Title/Abstract Full Text View citing articles Show Details

98.8 % Turnov.

With air; palladium; ruthenium

T=216.9°C; membrane catalyst; other catalysts, other gas or vapor to remove the liberated hydrogen;

Basov, N. L.; Gryaznov, V. M.; Ermilova, M. M.

Russian Journal of Physical Chemistry, 1993 , vol. 67, # 11 p. 1967 - 1971 Zhurnal Fizicheskoi Khimii, 1993 , vol. 67, # 11 p. 2185 - 2189 Title/Abstract Full Text Show Details

With potassium hydroxide; Cu(OH)2(H4TeO6); tellurate

T=9.4°C; other temperatures and concentrations, catalysis by OsO4; KineticsMechanism;

Reddy, K. Bal; Murthy, C. P.; Sethuram, B.; Navaneeth Rao, T.

Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1981 , vol. 20, # 3 p. 272 - 275 Title/Abstract Full Text Show Details

With ruthenium trichloride; perchloric acid; mercury(II) diacetate; bromate in water

T=60°C; other temperatures and solvent; ΔE, ΔH and ΔS(excit.); KineticsMechanismThermodynamic data;

Radhakrishnamurti, P. S.; Sarangi, L. D.

Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1981 , vol. 20, # 3 p. 301 - 303 Title/Abstract Full Text Show Details

With N-chlorosaccharin; sulfuric acid in water; acetic acid

T=44.9°C; effect of N-chlorosaccharin concentration; effect of cycloalkanol concentration; effect of acid concentration; effect of solvent composition; ΔE, ΔH(act.), ΔS(act.), ΔG(act.); KineticsThermodynamic dataEquilibrium constant;

Mohan, K. Vijaya; Rao, P. Raghunatha; Sundaram, E. V.

Journal of the Indian Chemical Society, 1986 , vol. 63, p. 698 - 700 Title/Abstract Full Text Show Details

With bromamine T in perchloric acid

T=35°C; mechanism; effect of concentrations, ionic strength and solvent composition; solvent isotope effect; Rate constantKineticsThermodynamic data;

Singh, Bharat; Singh, A. K.

Journal of the Indian Chemical Society, 1985 , vol. 62, # 7 p. 523 - 525 Title/Abstract Full Text Show Details

With 4-methylmorpholine N-oxide; ruthenium trichloride in acetonitrile

T=25°C; MechanismRate constant;

Caroling; Rajaram; Kuriacose

Journal of the Indian Chemical Society, 1989 , vol. 66, # 8-10 p. 632 - 638 Title/Abstract Full Text View citing articles Show Details

With tetrachloromethane; zinc(II) oxide

T=24.9°C; 5.5 h; Irradiationother heterogeneous catalysts, with or without peroxide, O2, catalyst, light; Mechanism;

Sudhakar, Ch.; Rao, V. R. S.; Kuriacose, J. C.

Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1980 , vol. 19, # 7 p. 693 - 695 Title/Abstract Full Text Show Details

With dihydrogen peroxide in tert-butyl alcohol

T=40°C; other heteropolytungstolanthanate, Eap; Thermodynamic data;

Shiozaki, Ryuji; Goto, Hideya; Kera, Yoshiya

Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 10 p. 2790 - 2796 Title/Abstract Full Text Show Details

With dihydrogen peroxide

T=120°C; oxidation with 2-hydroxycyclohexanone and without it; Kinetics;

Neginskaya, R. B.; Freidin, B. G.

J. Appl. Chem. USSR (Engl. Transl.), 1988 , vol. 61, # 8 p. 1826 - 1831,1641 1646 Title/Abstract Full Text Show Details

With CuO-MgO

T=194.4°C; var. temperatures; object of study: standard molar reaction enthalpy (ΔrHm0) and entropy (ΔrSm0); Equilibrium constantThermodynamic data;

Kabo, G. J.; Yursha, I. A.; Frenkel, M. L.; Poleshchuk, P. A.; Fedoseenko, V. I.; Ladutko, A. I.

Journal of Chemical Thermodynamics, 1988 , vol. 20, # 4 p. 429 - 438 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; iron(III)-acetylacetonate

T=70°C; 24 h; oxidation of various alcohols with various iron-catalysts in itself; Product distribution;

Barton, Derek H. R.; Beviere, Stephane D.; Chabot, Beatrice M.; Chavasiri, Warinthorn; Taylor, Dennis K.

Tetrahedron Letters, 1994 , vol. 35, # 27 p. 4681 - 4684 Title/Abstract Full Text View citing articles Show Details

91.7 % Chromat.

With 2-pyridinecarboxylic acid; tert.-butylhydroperoxide; ferric nitrate in pyridine; acetic acid

Ambient temperatureoxidation in py/AcOH system; Product distribution;

Barton, Derek H. R.; Beviere, Stephane D.; Chabot, Beatrice M.; Chavasiri, Warinthorn; Taylor, Dennis K.

Tetrahedron Letters, 1994 , vol. 35, # 27 p. 4681 - 4684 Title/Abstract Full Text View citing articles Show Details

With sodium hydroxide; NAD; glycine

T=25°C; 2 h; Equilibrium constantRate constant;

Izumi, Shunsuke; Suga, Takayuki

Bulletin of the Chemical Society of Japan, 1988 , vol. 61, # 5 p. 1715 - 1720 Title/Abstract Full Text Show Details

With dipotassium peroxodisulfate; silver nitrate in water

T=35°C; further temperatures; also K2SO4; Ea, ΔG(excit.), ΔH(excit.), ΔS(excit.), various concentrations of cyclohexanol and reagent; Rate constantThermodynamic dataMechanism;

Srivastava, S. P.; Gupta, V. K.; Sharma, R. G.; Singh, B. P.

Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1981 , vol. 20, # 12 p. 1221 - 1223 Title/Abstract Full Text Show Details

in water

T=30°C; 120 h; culture medium containing Corynebacterium equi IFO 3730; effects of concentration of cyclohexanol and initial pH on yield of cyclohexanone; Product distribution;

Ohta, Hiromichi; Fujiwara, Hidenori; Tsuchihashi, Gen-ichi

Agricultural and Biological Chemistry, 1984 , vol. 48, # 2 p. 317 - 322 Title/Abstract Full Text Show Details

With pyridinium chlorochromate in nitrobenzene; chlorobenzene

T=35°C; other temperatures; different solvent mixtures; in the presence of dichloro- and trichloroacetic acids; ΔH (excit), ΔS (excit), Ea, ΔF (excit); Thermodynamic dataKinetics;

Panigrahi, G. P.; Mahapatro, D. D.

Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1980 , vol. 19, # 6 p. 579 - 582 Title/Abstract Full Text Show Details

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; hypochlorite; sodium bromide in water

T=1.5°C; pH 10; with/without TEMPO; Rate constant;

De Nooy; De Nooy, Arjan E. J.; Besemer; Besemer, Arie C.; Van Bekkum; Van Bekkum, Herman

Tetrahedron, 1995 , vol. 51, # 29 p. 8023 - 8032 Title/Abstract Full Text View citing articles Show Details

With lanthanum orthoferrite; benzophenone in toluene

Heatingother perovskite-type oxides ABO3 (A=La, Pr, Am, B=Cr, Mn, Fe, Co, Ni); Rate constant;

Sugunan, S.; Meera, V.

Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical & Analytical Chemistry, 1995 , vol. 34, # 12 p. 984 - 986 Title/Abstract Full Text Show Details

With tert.-butylhydroperoxide; 3 A molecular sieve; zircornium(IV) n-propoxide in tetrachloromethane

T=20°C; 3 h; initial reaction rate, 50percent conversion reaction time, other primary and secondary alcohols, other catalysts: Zr(O-t-Bu)4, Zr(acac)2, silica gel/Zr(OR)x, other reagent: alumina, other solvents, other reaction temperatures and times; Mechanism;

Krohn, Karsten; Vinke, Ingeborg; Adam, Horst

Journal of Organic Chemistry, 1996 , vol. 61, # 4 p. 1467 - 1472 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; 3 A molecular sieve; oxygen; CrAPO-5 in chlorobenzene

T=110°C; P=3800 Torr; 5 h; oxidation of primary and secondary alcohols with TBHP and O2 catalyzed with chromium-substituted aluminophosphates; conversion; selectivity; possible mechanism; Product distribution;

Chen, Ji Dong; Lempers, Hans E. B.; Sheldon, Roger A.

Journal of the Chemical Society - Faraday Transactions, 1996 , vol. 92, # 10 p. 1807 - 1813 Title/Abstract Full Text View citing articles Show Details

With sulfuric acid; quinolinium dichromate(VI) in N,N-dimethyl-formamide

T=49.9°C; var. temp, var. catalyst; ΔH(excit.), ΔS(excit.), ΔG(excit.); Rate constantThermodynamic data;

Nongkynrih, Irona; Mahanti, Mahendra K.

Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 5 p. 1403 - 1407 Title/Abstract Full Text View citing articles Show Details

With peroxoiron(III) complex of N,N-di(2-pyridylmethyl)-(2-hydroxy)benzylamine

var.peroxoiron(III) complex: N,N-di(2-pyridylmethyl)-(3-metoxy-2-hydroxy)benzylamine; N,N-di(2pyridylmethyl)-(5-nitro-2-hydroxy)benzylamine was not active; Product distribution;

Ito, Sayo; Suzuki, Miyuki; Kobayashi, Teruyuki; Itoh, Hiroki; Harada, Akihiko; Ohba, Shigeru; Nishida, Yuzo

Journal of the Chemical Society - Dalton Transactions, 1996 , # 12 p. 2579 - 2580 Title/Abstract Full Text View citing articles Show Details

With perchloric acid; Ru(bis(picolinaldehyde)Cl2)Cl; thallium(III) acetate in water; acetic acid

T=50°C; various catalysts, different concentrations; Rate constantMechanism;

Tony; Mahadevan; Rajaram; Swamy

International Journal of Chemical Kinetics, 1996 , vol. 28, # 9 p. 657 - 664 Title/Abstract Full Text View citing articles Show Details

With MTAPO-36; dihydrogen peroxide in acetone

T=79.9°C; 3 h; various catalysts; Product distribution;

Akolekar, Deepak Bansilal; Ryoo, Ryong

Journal of the Chemical Society - Faraday Transactions, 1996 , vol. 92, # 22 p. 4617 - 4621 Title/Abstract Full Text View citing articles Show Details

With potassium iodide in water; tert-butyl alcohol

T=20°C; electrooxidation of secondary alcohols, new reactor type used;

Belmant, Christian; Cognet, Patrick; Berlan, Jacques; Lacoste, Germain; Fabre, Paul-Louis; Jud, Jean-Marc

Bulletin de la Societe Chimique de France, 1997 , vol. 134, # 2 p. 159 - 166 Title/Abstract Full Text Show Details

With Cu(II)-salen complex encapsulated in zeolite Y; dihydrogen peroxide

T=80°C; Product distribution;

Ratnasamy, Chandra; Murugkar, Anupa; Padhye, Subhash; Pardhy

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 1996 , vol. 35, # 1 p. 1 - 3 Title/Abstract Full Text View citing articles Show Details

67.30 % Chromat.

With CrO3*tetramisole in 1,2-dichloro-ethane

T=80°C; 24 h; other temperatures, solvent, different substrate:reagent ratios; Product distribution;

Nijasure; Joshi; Sawant

Synthetic Communications, 1998 , vol. 28, # 21 p. 4025 - 4033 Title/Abstract Full Text View citing articles Show Details

87 % Chromat.

With tert.-butylhydroperoxide; [(N,N',N"-trimethyl-1,4,7-triazacyclononane)Ru(CF3CO2)3*H2O] in dichloromethane; 1,2-dichloro-ethane

T=40°C; Catalytic oxidation; 12 h;

Fung, Wai-Hong; Yu, Wing-Yiu; Che, Chi-Ming

Journal of Organic Chemistry, 1998 , vol. 63, # 9 p. 2873 - 2877 Title/Abstract Full Text View citing articles Show Details

With BIBC in dichloromethane

4 h; Heating; Yield given;

Oezguen, B.; Degirmenbasi, N.

Synthetic Communications, 1999 , vol. 29, # 5 p. 763 - 766 Title/Abstract Full Text Show Details

With K10-montmorillonite clay-supported tetrabutylammonium periodate in 2,2,4trimethylpentane

T=120°C; 4 h; Yield given;

Venkatachalapathy; Rajarajan; Shayira Banu; Pitchumani

Tetrahedron, 1999 , vol. 55, # 13 p. 4071 - 4076 Title/Abstract Full Text View citing articles Show Details

With zeolite HZSM-5 supported iron(III) nitrate

0.0333333 h; Yield given;

Heravi, Majid M.; Ajami, Dariush; Aghapoor, Kuoumars; Ghassemzadeh, Mitra

Chemical Communications, 1999 , # 9 p. 833 - 834 Title/Abstract Full Text View citing articles Show Details

With Mn2O3(N,N',N''-trimethyl-1,4,7-triazacyclononane)2; dihydrogen peroxide; 3-chlorobenzenecarboperoxoic acid in acetonitrile

T=30°C; 1 h; reaction in the presence of peroxyacetic acid as peroxy acid; oxidation of saturated hydrocarbons with "H2O2-manganese(IV)complex-peroxycarboxylic acid" reagent; selectivity; effect of peroxy acid; effect of reaction conditions, additives; Product distribution;

Shul'pin; Lindsay-Smith

Russian Chemical Bulletin, 1998 , vol. 47, # 12 p. 2379 - 2386 Title/Abstract Full Text View citing articles Show Details

With CO2+ substituted dodecatungstophosphate tetra-n-butylammonium salt; dihydrogen peroxide

Indira; Joy; Gopinathan, Sarada; Gopinathan

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 1998 , vol. 37, # 6 p. 473 - 481 Title/Abstract Full Text View citing articles Show Details

T=80°C; Ea; other transition metal substituted 12-tungstophosphates; var. concentration of H2O2; also in organic solvents; Rate constantThermodynamic data;

With K11lt;Pr(PW11O39)2gt;; dihydrogen peroxide in acetonitrile

T=80°C; 4 h; var. different lanthanide complexes as catalysts; var. solv.; Rate constantProduct distribution;

Indira; Gopinathan, Sarada; Gopinathan

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 1998 , vol. 37, # 9 p. 816 - 819 Title/Abstract Full Text View citing articles Show Details

With (Bu4N)5PW11CoO39*H2O; dihydrogen peroxide

T=80°C; var. alkyl group in tetra-alkylammonium salts, var. transition metal in reagents; also with CH3CN;

Indira; Joy; Gopinathan, Sarada; Gopinathan

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 1998 , vol. 37, # 3 p. 261 - 263 Title/Abstract Full Text View citing articles Show Details

88 % Chromat.

With chromium(VI) oxide

Oxidation; 0.0333333 h; microwave irradiation;

Heravi, Majid M.; Ajami, Dariush; Tabar-Hydar, Kourosh; Ghassemzadeh, Mitra

Journal of Chemical Research - Part S, 1999 , # 5 p. 334 - 335 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; dry-gel conversion Ti-Beta zeolite in water; acetonitrile

T=64.85°C; Oxidation; 3 h;

Tatsumi, Takashi; Jappar, Nizamidin

Journal of Physical Chemistry B, 1998 , vol. 102, # 37 p. 7126 - 7131 Title/Abstract Full Text View citing articles Show Details

With perchloric acid; N-chloro-r-2,c-6-diphenyl-t-3-methylpiperidin-4-one in water; acetic acid

T=39.85°C; Oxidation; Kinetics;

Selvaraj; Venkateswaran; Ramarajan

International Journal of Chemical Kinetics, 1994 , vol. 26, # 8 p. 847 - 855 Title/Abstract Full Text View citing articles Show Details

With benzophenone; (Mg-Al)CO32- in toluene

T=109.85°C; Oxidation; 1 h;

Raja, Thirumalaiswamy; Jyothi; Sreekumar; Talawar; Santhanalakshmi; Rao

Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 9 p. 2117 - 2119 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; phosphomolybdic acid

Oxidation; 3 h; Heating; Product distribution; Further Variations:Catalysts;

Indira; Joy; Alekar, Nirupa A.; Gopinathan, Sarada; Gopinathan

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 1997 , vol. 36, # 8 p. 687 - 692 Title/Abstract Full Text View citing articles Show Details

With aluminum oxide; bromine in dichloromethane

Oxidation; 1 h;

Love, Brian E.; Nguyen, Binh T.

Synthetic Communications, 2000 , vol. 30, # 5 p. 963 - 970 Title/Abstract Full Text View citing articles Show Details

37 % Chromat.

With 4 A molecular sieve; oxygen; p-Toluic acid; bis(acetylacetonato)dioxidomolybdenum(VI); copper(II) nitrate in toluene

T=100°C; Oxidation;

Lorber, Christian Y.; Smidt, Sebastian P.; Osborn, John A.

European Journal of Inorganic Chemistry, 2000 , # 4 p. 655 - 658 Title/Abstract Full Text View citing articles Show Details

With tin(IV) oxide

T=299.85°C; oxidative dehydrogenation; 1.5 h; Product distribution; Further Variations:Reagents;

Jyothi; Sreekumar; Talawar; Mirajkar; Rao; Sugunan

Polish Journal of Chemistry, 2000 , vol. 74, # 6 p. 801 - 812 Title/Abstract Full Text View citing articles Show Details

100 % Chromat.

With iodosylbenzene; potassium bromide in water

Oxidation; 3 h;

Tohma, Hirofumi; Takizawa, Shinobu; Maegawa, Tomohiro; Kita, Yasuyuki

Angewandte Chemie - International Edition, 2000 , vol. 39, # 7 p. 1306 - 1308 Title/Abstract Full Text View citing articles Show Details

91 % Chromat.

With N-tert-butyl benzenesulfinimidoyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene in dichloromethane

T=20°C; 0.5 h;

Mukaiyama, Teruaki; Matsuo, Jun-Ichi; Yanagisawa, Manabu

Chemistry Letters, 2000 , # 9 p. 1072 - 1073 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; tetrahexylammonium chloride; [La(III)W10O36](9-) in water

Oxidation; 3 h; Heating; Product distribution; Further Variations:CatalystsReagents;

Griffith, William P.; Morley-Smith, Neil; Nogueira, Helena I.S.; Shoair, Abdel G.F.; Suriaatmaja, Maria; White, Andrew J.P.; Williams, David J.

Journal of Organometallic Chemistry, 2000 , vol. 607, # 1-2 p. 146 - 155 Title/Abstract Full Text View citing articles Show Details

With [PSb(V)(O)Mo11O39] tetra(n-butylammonium) in benzonitrile

T=135°C; 20 h;

Khenkin, Alexander M.; Shimon, Linda J. W.; Neumann, Ronny

European Journal of Inorganic Chemistry, 2001 , # 3 p. 789 - 794 Title/Abstract Full Text View citing articles Show Details

With 9-methyl-cyclohepta[b]pyrimido[5,4-d]furan-8,10(9H)-dione

T=90°C; 40 h;

Takayasu, Tohru; Mizuta, Yutaka; Nitta, Makoto

Heterocycles, 2001 , vol. 54, # 2 p. 601 - 606 Title/Abstract Full Text View citing articles Show Details

79 % Chromat.

With pyridine; oxygen; Pd(II)-hydrotalcite in toluene

T=80°C;

Uemura; Kakiuchi; Nishimura; Inoue

Bulletin of the Chemical Society of Japan, 2001 , vol. 74, # 1 p. 165 - 172 Title/Abstract Full Text View citing articles Show Details

98 % Chromat.

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen; manganese(II) nitrate; copper(II) nitrate in acetic acid

T=20°C; 9 h; Product distribution; Further Variations:SolventsCatalysts;

Cecchetto, Andrea; Fontana, Francesca; Minisci, Francesco; Recupero, Francesco

Tetrahedron Letters, 2001 , vol. 42, # 38 p. 6651 - 6653 Title/Abstract Full Text View citing articles Show Details

With cis-[Os(VIII)O4(OH)2](2-); [Fe(CN)6](3-); acetonitrile

Griffith; Suriaatmaja

Canadian Journal of Chemistry, 2001 , vol. 79, # 5-6 p. 598 - 606

T=20°C; 2 h;

Title/Abstract Full Text View citing articles Show Details

79 % Spectr.

With pentamethylcyclopentadienyliridium dichloride; potassium carbonate in acetone

6 h; Heating;

Fujita, Ken-Ichi; Furukawa, Shigetoyo; Yamaguchi, Ryohei

Journal of Organometalic Chemistry, 2002 , vol. 649, # 2 p. 289 - 292 Title/Abstract Full Text View citing articles Show Details

With cyclic alcohol dehydrogenase from Gluconobacter frateurii

T=25°C; pH=9.5; Enzyme kinetics;

Moonmangmee; Fujii; Toyama; Theeragool; Lotong; Matsushita; Adachi

Bioscience, biotechnology, and biochemistry, 2001 , vol. 65, # 12 p. 2763 - 2772 Title/Abstract Full Text View citing articles Show Details

91 % Chromat.

With Mukayama reagent; 1,8-diazabicyclo[5.4.0]undec-7-ene in dichloromethane

T=20°C; 0.5 h;

Matsuo, Jun-Ichi; Iida, Daisuke; Tatani, Kazuya; Mukaiyama, Teruaki

Bulletin of the Chemical Society of Japan, 2002 , vol. 75, # 2 p. 223 - 234 Title/Abstract Full Text View citing articles Show Details

With 2,2,6,6-tetramethyl-1-oxo-piperidinium; GENERIC INORGANIC ANION in acetonitrile

T=10°C; Product distributionKinetics;

Ganiev; Suvorkina; Igoshina; Kabal'nova; Imashev; Tolstikov

Russian Chemical Bulletin, 2002 , vol. 51, # 6 p. 982 - 985 Title/Abstract Full Text View citing articles Show Details

81 % Chromat.

With α,α,α-trifluorotoluene; oxygen; Ru*Co(2+)*2OH(1-)*CeO2

T=60°C; 8 h; atmospheric pressure;

Ji, Hongbing; Mizugaki, Tomoo; Ebitani, Kohki; Kaneda, Kiyotomi

Tetrahedron Letters, 2002 , vol. 43, # 40 p. 7179 - 7183 Title/Abstract Full Text View citing articles Show Details

80 % Chromat.

With trifluoroacetic acid; [RuH2(CO)(PPh3)3]

T=130°C; 5 h;

Ligthart; Meijer; Donners; Meuldijk; Vekemans; Hulshof

Tetrahedron Letters, 2003 , vol. 44, # 7 p. 1507 - 1509 Title/Abstract Full Text View citing articles Show Details

With phosphomolybdic acid; dihydrogen peroxide; zirconium(VI) oxide

Heating; Product distribution; Further Variations:Catalysts;

Gyrase, Yashpalsing; Patel, Anjali

Journal of the Indian Chemical Society, 2002 , vol. 79, # 11 p. 892 - 894 Title/Abstract Full Text View citing articles Show Details

With Na12[WZn3(H2O)2(ZnW9O34)2]; dihydrogen peroxide

T=85°C; 7 h;

Sloboda-Rozner, Dorit; Alsters, Paul L.; Neumann, Ronny

Journal of the American Chemical Society, 2003 , vol. 125, # 18 p. 5280 - 5281 Title/Abstract Full Text View citing articles Show Details

With CuFe2O4

T=250°C; Product distributionActivation energy; Further Variations:TemperaturesCatalysts;

Shinde, Manish M.; Sawant, Manohar R.

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2003 , vol. 42, # 3 p. 510 - 512 Title/Abstract Full Text View citing articles Show Details

99 % Chromat.

With Cu(II)-complex of salen-H4; dihydrogen peroxide in acetonitrile

T=80°C; 4 h;

Velusamy, Subbarayan; Punniyamurthy, Tharmalingam

European Journal of Organic Chemistry, 2003 , # 20 p. 3913 - 3915 Title/Abstract Full Text View citing articles Show Details

82 % Chromat.

With dihydrogen peroxide; oxygen; (2-OPhCH2NHCH2)2(2-)*Co(2+) in acetonitrile

T=80°C; 4 h;

Das, Subhabrata; Punniyamurthy

Tetrahedron Letters, 2003 , vol. 44, # 32 p. 6033 - 6035 Title/Abstract Full Text View citing articles Show Details

93 % Chromat.

With potassium sulfate; potassium hydrogensulfate; oxone; tetrabutylammomium bromide; mertris[(2-oxazolinyl)phenolato]manganese(III) in dichloromethane; water

T=20°C; 0.0833333 h;

Bagherzadeh, Mojtaba

Tetrahedron Letters, 2003 , vol. 44, # 50 p. 8943 - 8945 Title/Abstract Full Text View citing articles Show Details

With air; uracil-annulated heteroazulene cation tetrafluoroborate salt; potassium carbonate in acetonitrile

16 h; Irradiation;

Naya, Shin-Ichi; Nitta, Makoto

Tetrahedron, 2003 , vol. 59, # 37 p. 7291 - 7299 Title/Abstract Full Text View citing articles Show Details

With bis(p-anisaldehyde)ethylenediimine*Ru2(DNBH)Cl2(H2O)4 in dichloromethane

3 h; Heating; Product distribution; Further Variations:Catalystsvar. reaction partners;

Jhaumeer-Laulloo; Bhowon, Minu G.

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2003 , vol. 42, # 10 p. 2536 - 2540 Title/Abstract Full Text View citing articles Show Details

With quinaldinium fluorochromate in dichloromethane

T=20°C; 3 h;

Degirmenbasi, Nebahat; Oezguen, Beytiye

Monatshefte fur Chemie, 2004 , vol. 135, # 4 p. 407 - 410 Title/Abstract Full Text View citing articles Show Details

With 2-iodoxybenzoic acid methyl ester; boron trifluoride diethyl etherate; potassium bromide in chloroform

T=50°C;

Zhdankin, Viktor V.; Litvinov, Dmitry N.; Koposov, Alexey Y.; Luu, Thanh; Ferguson, Michael J.; McDonald, Robert; Tykwinski, Rik R.

Chemical Communications, 2004 , # 1 p. 106 - 107 Title/Abstract Full Text View citing articles Show Details

83 % Turnov.

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen in acetonitrile

T=65°C; 48 h;

Wu, Xue-E.; Ma, Li; Ding, Meng-Xian; Gao, Lian-Xun

Chemistry Letters, 2005 , vol. 34, # 3 p. 312 - 313 Title/Abstract Full Text View citing articles Show Details

80 % Chromat.

With tert.-butylhydroperoxide; streptavidin; biotinylated aminosulfonamide ruthenium piano stool in water; N,N-dimethyl-formamide; acetone

T=20°C; 90 h;

Thomas, Christophe M.; Letondor, Christophe; Humbert, Nicolas; Ward, Thomas R.

Journal of Organometallic Chemistry, 2005 , vol. 690, # 20 SPEC. ISS. p. 4488 4491 Title/Abstract Full Text View citing articles Show Details

With sulfuric acid; oxygen; phosphotungstic acid in water

T=25°C; P=760 Torr; pH=1; Irradiation; Kinetics; Further Variations:Catalysts;

Bonchio, Marcella; Carraro, Mauro; Conte, Valeria; Scorrano, Gianfranco

European Journal of Organic Chemistry, 2005 , # 22 p. 4897 - 4903 Title/Abstract Full Text View citing articles Show Details

With potassium bromate; perchloric acid; mercury(II) diacetate; iridium(III) chloride

T=34.85°C; Kinetics; Further Variations:Temperatures;

Srivastava, Sheila; Sharma, Rajendra Kumar; Singh, Sarika

Journal of the Indian Chemical Society, 2006 , vol. 83, # 3 p. 282 - 287 Title/Abstract Full Text View citing articles Show Details

With CTADC; acetic acid in dichloromethane

T=24.85 - 34.85°C; Kinetics; Further Variations:SolventsReagents;

Patel, Sabita; Mishra

Journal of Organic Chemistry, 2006 , vol. 71, # 18 p. 6759 - 6766 Title/Abstract Full Text View citing articles Show Details

With perchloric acid; mercury(II) diacetate; N-bromoacetamide; ruthenium trichloride in water

T=35°C; 48 h; Kinetics; Further Variations:TemperaturesReagents;

Srivastava, Sheila; Awasthi, Ajaya; Singh, Kulina

International Journal of Chemical Kinetics, 2005 , vol. 37, # 5 p. 275 - 281 Title/Abstract Full Text View citing articles Show Details

T=280°C; beim Leiten ueber fein verteiltes Kupfer;

Sabatier; Senderens

Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1903 , vol. 137, p. 1025 Full Text Show Details

Holleman,A. F.; van der Laan; Slijper

Recueil des Travaux Chimiques des Pays-Bas, 1905 , vol. 24, p. 20 Full Text Show Details

With 2,6-dichloropyridine N-oxide; EDMA; Ru(II)(CO)(meso-(4-vinylC6H4)4porphyrinate); hydrogen bromide in benzene

T=55°C; 2 h; Product distribution; Further Variations:Reagents;

Nestler, Oliver; Severin, Kay

Organic Letters, 2001 , vol. 3, # 24 p. 3907 - 3909 Title/Abstract Full Text View citing articles Show Details

86 % Chromat.

With tert.-butylhydroperoxide; [(Me3tacn)Ru(CF3CO2)2(H2O)]CF3CO2-SiO2 in hexane

T=45°C; 16 h;

Cheung, Wai-Hung; Yu, Wing-Yiu; Yip, Wing-Ping; Zhu, Nian-Yong; Che, Chi-Ming

Journal of Organic Chemistry, 2002 , vol. 67, # 22 p. 7716 - 7723 Title/Abstract Full Text View citing articles Show Details

31 % Chromat.

With carbon dioxide; oxygen; tetraethylammonium perchlorate in acetonitrile

T=20°C; 24 h; Electrochemical reaction;

Casadei, Maria Antonietta

European Journal of Organic Chemistry, 2001 , # 9 p. 1689 - 1693 Title/Abstract Full Text View citing articles Show Details

83 % Chromat.

With N -hydroxyphthalimide; oxygen; cobalt(II) acetate; 3-chlorobenzoic acid in ethyl acetate

T=20°C; Oxidation; P=760.051 Torr; 20 h;

Iwahama, Takahiro; Yoshino, Yasushi; Keitoku, Takashi; Sakaguchi, Satoshi; Ishii, Yasutaka

Journal of Organic Chemistry, 2000 , vol. 65, # 20 p. 6502 - 6507 Title/Abstract Full Text View citing articles Show Details

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; H5PV2Mo10O40; oxygen in acetone

Ben-Daniel; Alsters; Neumann

T=100°C; P=1520.1 Torr; 18 h;

Journal of Organic Chemistry, 2001 , vol. 66, # 25 p. 8650 - 8653 Title/Abstract Full Text View citing articles Show Details

With potassium bromate; sulfuric acid in dichloromethane; water

5 h; Product distribution; Further Variations:Reagents;

Rothenberg, Gadi; Beadnall, Richard M.H.; McGrady, John E.; Clark, James H.

Journal of the Chemical Society. Perkin Transactions 2, 2002 , # 3 p. 630 - 635 Title/Abstract Full Text View citing articles Show Details

With oxygen; RuO2-FAU zeolite in toluene

T=80°C; 4 h;

Zhan, Bi-Zeng; White, Mary Anne; Sham, Tsun-Kong; Pincock, James A.; Doucet, Rene J.; Rao, K.V. Ramana; Robertson, Katherine N.; Cameron, T. Stanley

Journal of the American Chemical Society, 2003 , vol. 125, # 8 p. 2195 - 2199 Title/Abstract Full Text View citing articles Show Details

78 % Chromat.

With cis-lt;RuVI(6,6'-Cl2bpy)2O2gt;lt;ClO4gt; in acetonitrile

T=20°C; Oxidation; 0.5 h;

Che; Cheng; Chan; Lau; Mak

Journal of Organic Chemistry, 2000 , vol. 65, # 23 p. 7996 - 8000 Title/Abstract Full Text View citing articles Show Details

88 % Chromat.

With sodium hypochlorite; tetrapropylammonium perruthennate in ethyl acetate

T=20°C; pH=9.5; 4 h;

Gonsalvi, Luca; Arends, Isabel W. C. E.; Moilanen, Pasi; Sheldon, Roger A.

Advanced Synthesis and Catalysis, 2003 , vol. 345, # 12 p. 1321 - 1328 Title/Abstract Full Text View citing articles Show Details

87 % Chromat.

With oxygen; NHS; 3-chlorobenzoic acid; cobalt(II) acetate in ethyl acetate

T=75°C; P=760.051 Torr; 8 h;

Baucherel, Xavier; Gonsalvi, Luca; Arends, Isabel W. C. E.; Ellwood, Simon; Sheldon, Roger A.

Advanced Synthesis and Catalysis, 2004 , vol. 346, # 2-3 p. 286 - 296 Title/Abstract Full Text View citing articles Show Details

With DPE-Phos; potassium tert-butylate; Ru(PPh3)3(CO)H2 in toluene

24 h; Heating;

Wise, Nicola J.; Williams, Jonathan M.J.

Tetrahedron Letters, 2007 , vol. 48, # 21 p. 3639 - 3641 Title/Abstract Full Text View citing articles Show Details

With N-methyl-2-indolinone; Ru(II) complex with tridentate O,N,S-donor ligand in chloroform

T=20°C; 3 h;

Balasubramanian; Karvembu; Prabhakaran; Chinnusamy; Natarajan

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2007 , vol. 68, # 1 p. 50 - 54 Title/Abstract Full Text View citing articles Show Details

With N -hydroxyphthalimide; oxygen; lithium chloride; bis(acetylacetonate)oxovanadium in acetonitrile

T=75°C; P=760.051 Torr; 18 h; Product distributionKinetics; Further Variations:Reagents;

Figiel; Sobczak

New Journal of Chemistry, 2007 , vol. 31, # 9 p. 1668 - 1673 Title/Abstract Full Text View citing articles Show Details

With oxide catalyst containing Cu and Cr in the form of particles T=265°C; P=900.09 Torr; 10 h; Gas phase; Hide Experimental Procedure

Suzuki, Ken; Nagahara, Hajime

Patent: US2004/176592 A1, 2004 ; Location in patent: Page 15 ; Title/Abstract Full Text Show Details

1.2:2) Step of Subjecting Cyclohexanol to Dehydrogenation to Obtain Cyclohexanone

An oxide catalyst containing Cu and Cr in the form of particles was charged into a tubular reactor having an inner diameter of 30 mm, which was made of stainless steel. A gaseous mixture of hydrogen and nitrogen was introduced into the reactor to effect reduction treatment of the catalyst. The cyclohexanol obtained in the above-mentioned step 1) was vaporized with heat, and introduced into the reactor at an LHSV (liquid hourly space velocity) of 0.1 liter per hour per liter of the catalyst to effect a reaction under 0.12 MPa for 10 hours while maintaining each of the temperatures of an inlet and outlet of the reactor at 265° C. Every one hour after the start of the reaction, a sample of the resultant reaction mixture in the reactor was withdrawn, and analyzed by GC. The results of the analysis of the samples of the reaction mixture by GC showed that the conversion of cyclohexanol was 71.2percent, and the selectivity for cyclohexanone was 97.3percent. The analysis by GC was conducted in substantially the same manner as in the case of the amination of cyclohexanol in the above -mentioned step 3) in Example 1.

With oxygen in 2,3,4-trifluorotoluene

T=20 - 83°C; 8 h; Conversion of starting material; Hide Experimental Procedure

Mizuno, Noritaka; Yamaguchi, Kazuya; Ishida, Hajime

Patent: US2004/204597 A1, 2004 ; Location in patent: Page 5 ; Title/Abstract Full Text Show Details

17:Example 17

The ruthenium-carrying alumina prepared in Example 1 (0.22 g) was added to and suspended in trifluorotoluene (1.5 ml) and stirred at room temperature for 5 minutes. To the suspension, cyclohexanol (0.100 g) was added, and oxidized by flowing oxygen through the suspension at 83° C. for 8 hours while stirring. The reaction mixture was analyzed. The conversion of cyclohexanol was 53percent, and the selectivity to cyclohexanone was more than 99percent.

With hydrogen; oxide catalyst T=265°C; P=900.09 Torr; 10 h; Product distribution / selectivity; Hide Experimental Procedure

Asahi Kasei Kabushiki Kaisha

Patent: EP1364940 A1, 2003 ; Location in patent: Page/Page column 18 ; Title/Abstract Full Text Show Details

1.2:

An oxide catalyst containing Cu and Cr in the form of particles was charged into a tubular autoclave having an inner volume of 30 mm, which was made of stainless steel. A gaseous mixture of hydrogen and nitrogen was introduced into the autoclave to effect reduction treatment of the catalyst. The cyclohexanol obtained in the above-mentioned step 1) was vaporized with heat, and introduced into the autoclave at an LHSV (liquid hourly space velocity) of 0.1 liter per hour per liter of the catalyst to effect a reaction under 0.12 MPa for 10 hours while maintaining each of the temperatures of an inlet and outlet of the autoclave at 265 °C. Every one hour after the start of the reaction, a sample of the resultant reaction mixture in the autoclave was withdrawn, and analyzed by GC. The analysis of the samples of the reaction mixture by GC showed that the conversion of cyclohexanol was 71.2 percent, and the selectivity for cyclohexanone was 97.3 percent. The analysis by GC was conducted in substantially the same manner as in the case of the hydration of cyclohexene in the above-mentioned step 2-2a) in Example 1. The reaction mixture was subjected to distillation to obtain a cyclohexanone product having a purity of 99 percent.

With oxygen; copper(II) oxide

T=230 - 310°C; Conversion of starting material; Hide Experimental Procedure

RHODIA CHIMIE

Patent: US2008/64902 A1, 2008 ; Location in patent: Page/Page column 2 ; Title/Abstract Full Text Show Details

1; 2; 3:

EXAMPLE 1; A mixture of cyclohexanol containing 600 ppm of cyclopentenal was fed at 1 into a column reactor 2. A catalyst was placed in a fixed bed in the column 2. The catalyst was based on copper oxide. The temperature in the column 2 was 230° C. The degree of conversion of cyclohexanol to cyclohexanone was 30percent. The cyclopentenal concentration in the reaction mixture issuing from the reactor 2 was below the limit detectable by known measurement methods, that is, less than 30 ppm.; EXAMPLE 2; A mixture containing 59percent by weight of cyclohexanone, 39percent by weight of cyclohexanol, 0.5percent by weight of water and 1.5percent by weight of heavy or light products such as impurities to be removed, is fed into the reactor 2. Particular impurities included cyclopentenal that was present in a concentration of 2950 ppm. The feed rate of this mixture into the reactor 2 was 215 g/h. The reactor temperature was 310° C. The reaction mixture issuing from the reactor contained 80.6percent by weight of cyclohexanone, 16.5percent by weight of cyclohexanol, and heavy or light impurities. The cyclopentenal concentration in this medium was lower than the detection threshold, that is to say less than 30 ppm. The degree of conversion of cyclohexanol to cyclohexanone was 55percent. The reaction mixture issuing from the reactor 2 was fed into a heat exchanger 3, then via the line 4 into a first distillation column 5. This column comprised 22 theoretical stages and operated under the usual temperature and pressure conditions known to a person skilled in the art in the field of cyclohexanone distillation. The bottom fraction Q1 was introduced into a second distillation column 6 also comprising 22 theoretical trays. The fraction F2 recovered at the top was cyclohexanone with a degree of purity higher than 99.8percent and having a transmission of 88.5percent in the UV test at a wavelength of 230 nm. In the embodiment shown, the bottom fraction Q2 can be fed into a third distillation column 7 for separating the heavy products (with higher boiling point than that of cyclohexanone) in the form of a fraction Q3. The top fraction F3 containing cyclohexanone and cyclohexanol can be recycled into the dehydrogenation reactor 2. According to the embodiment shown in the appended FIGURE, the top fraction F1 collected from the distillation column 5 can be fed into a settler 8 in order to separate the aqueous phase and then to a distillation column 9. The bottom fraction Q4 collected, containing cyclohexanone, can be recycled into the reactor 2. The top fraction F4 containing light products, that is to say those of low boiling points, was treated as an effluent.; EXAMPLE 3; Example 2 was repeated but by feeding into the reactor a mixture containing 59percent by weight of cyclohexanone, 39percent by weight of cyclohexanol, 0.5percent by weight of water and 1.5percent of heavy and light impurities including 360 ppm of cyclopentenal. The feed rate of this mixture into the reactor 2 was 135 g/h. The reactor temperature was 270° C. The composition of the reaction mixture issuing from the reactor 2 was: 75.2percent by weight of cyclohexanone, 22.3percent by weight of cyclohexanol, and heavy or light impurities. The cyclopentenal concentration in this medium was lower than the detection threshold, that is, lower than 30 ppm. The degree of conversion of cyclohexanol to cyclohexanone was 44percent. The cyclohexanone recovered as fraction F2 had a cyclopentenal content of less than 30 mg/kg and a transmission of 89.5percent in the UV test at 230 nm. 78.4 % Chromat.

With oxygen; Pt-GLY in water

T=80°C; P=760.051 Torr; 24 h;

Wang, Tao; Xiao, Chao-Xian; Yan, Liang; Xu, Lin; Luo, Jie; Shou, Heng; Kou, Yuan; Liu, Haichao

Chemical Communications, 2007 , # 42 p. 4375 - 4377 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; oxalic acid; 1,4,7-triazacyclononane-based dinuclear manganese catalyst in acetonitrile

T=25°C; Kinetics; Further Variations:SolventsTemperatures;

Shul'pin, Georgiy B.; Matthes, Marianne G.; Romakh, Vladimir B.; Barbosa, Marilia I.F.; Aoyagi, Jonatas L.T.; Mandelli, Dalmo

Tetrahedron, 2008 , vol. 64, # 9 p. 2143 - 2152 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

T=79.84°C; P=760.051 Torr; 24 h;

Wang, Feng; Ueda, Wataru

Chemistry Letters, 2008 , vol. 37, # 2 p. 184 - 185 Title/Abstract Full Text View citing articles Show Details

92 % Spectr.

With dihydrogen peroxide; nona-ammonium tris(polyoxotungstate) dendrimer with spacer in chloroform-d1; water

T=30°C; 36 h; Product distribution; Further Variations:Catalysts;

Nlate, Sylvain; Plault, Lauriane; Astruc, Didier

New Journal of Chemistry, 2007 , vol. 31, # 7 p. 1264 - 1274 Title/Abstract Full Text View citing articles Show Details

98 %Chromat.

With sodium tungstate (VI) dihydrate; sodium phosphate dibasic dodecahydrate; dihydrogen peroxide in DMA

T=90°C; 4 h;

Hida, Takemasa; Nogusa, Hideo

Tetrahedron, 2009 , vol. 65, # 1 p. 270 - 274 Title/Abstract Full Text View citing articles Show Details

86 %Chromat.

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; oxygen; triethylamine in toluene

T=80°C; P=1520.28 Torr; 12 h;

Jiang, Bi; Feng, Yuee; Ison, Elon A.

Journal of the American Chemical Society, 2008 , vol. 130, # 44 p. 14462 - 14464 Title/Abstract Full Text View citing articles Show Details

With 5-chloro-7-iodo-8-quinolinolatomanganese(III); dihydrogen peroxide in water; acetone

T=25°C; 5 h;

Ye, Zhengpei; Fu, Zaihui; Zhong, Sheng; Xie, Fang; Zhou, Xiaoping; Liu, Fenglan; Yin, Dulin

Journal of Catalysis, 2009 , vol. 261, # 1 p. 110 - 115

Title/Abstract Full Text View citing articles Show Details

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; alizarin red S; titanium(IV) oxide in benzotrifluoride

P=750.075 Torr; 16 h; visible-light irradiation;

Zhang, Miao; Chen, Chuncheng; Ma, Wanhong; Zhao, Jincai

Angewandte Chemie - International Edition, 2008 , vol. 47, # 50 p. 9730 - 9733 Title/Abstract Full Text View citing articles Show Details

99 %Spectr.

With Oxonereg;; sodium 2-iodobenzenesulfonate in acetonitrile

T=70°C; 2 h;

Uyanik, Muhammet; Akakura, Matsujiro; Ishihara, Kazuaki

Journal of the American Chemical Society, 2009 , vol. 131, p. 251 - 262 Title/Abstract Full Text View citing articles Show Details

With hydrotalcite supported Cu nanoparticles in para-xylene

T=140°C; 18 h; Inert atmosphere;

Mitsudome, Takato; Mikami, Yusuke; Ebata, Kaori; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi

Chemical Communications, 2008 , # 39 p. 4804 - 4806 Title/Abstract Full Text View citing articles Show Details

With CTACN in acetonitrile

T=30°C; Kinetics; TemperatureConcentration;

Nayak, Biswa B.; Sahu, Sandhyamayee; Patel, Sabita; Dash, Sukalyan; Mishra, Bijay K.

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2008 , vol. 47, # 10 p. 1486 - 1490 Title/Abstract Full Text View citing articles Show Details

2.04 g

With dihydrogen peroxide; Aliquatreg; 336 in water

3 h; Reflux;

Zweifel, Theo; Naubron, Jean-Valere; Gruetzmacher, Hansjoerg

Angewandte Chemie - International Edition, 2009 , vol. 48, # 3 p. 559 - 563 Title/Abstract Full Text View citing articles Show Details

99 %Chromat.

With 2,2'-azobis(isobutyronitrile); oxygen in acetonitrile

T=100°C; P=2584.17 Torr; 6 h; Autoclave;

Bordoloi, Ankur; Sahoo, Suman; Lefebvre; Halligudi

Journal of Catalysis, 2008 , vol. 259, # 2 p. 232 - 239 Title/Abstract Full Text View citing articles Show Details

83 %Chromat.

With N-Bromosuccinimide in polyethylene glycol 400

T=60°C; 6 h;

Fan, Ji-Cai; Shang, Zhi-Cai; Liang, Jun; Liu, Xiu-Hong; Liu, Yang

Journal of Physical Organic Chemistry, 2008 , vol. 21, # 11 p. 945 - 953 Title/Abstract Full Text View citing articles Show Details

94 %Chromat.

With pyridine; 1-chloro-1λ3-benzo[d][1,2]iodaoxol-3(1H)-one; 2,2,6,6-Tetramethyl-1piperidinyloxy free radical in ethyl acetate

T=20°C; 5 h;

Li, Xiao-Qiang; Zhang, Chi

Synthesis, 2009 , # 7 art. no. F20408SS, p. 1163 - 1169 Title/Abstract Full Text View citing articles Show Details

With oxygen; titanium(IV) oxide in benzotrifluoride

P=750.075 Torr; 14 h; Irradiation;

Zhang, Miao; Wang, Qi; Chen, Chuncheng; Ma, Wanhong; Zhao, Jincai; Zang, Ling

Angewandte Chemie, International Edition, 2009 , vol. 48, # 33 p. 6081 - 6084 Angewandte Chemie, 2009 , vol. 121, # 33 p. 6197 - 6200 Title/Abstract Full Text View citing articles Show Details

70 %Chromat.

With γ-alumina-supported silver cluster in toluene

T=99.84°C; 24 h;

Shimizu, Ken-Ichi; Sugino, Kenji; Sawabe, Kyoichi; Satsuma, Atsushi

Chemistry - A European Journal, 2009 , vol. 15, # 10 p. 2341 - 2351 Title/Abstract Full Text View citing articles Show Details

96 %Chromat.

With sodium azide; (Dichloroiodo)benzene in acetonitrile

T=0°C; 2 h;

Li, Xiao-Qiang; Wang, Wei-Kun; Zhang, Chi

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 14-15 p. 2342 - 2350 Title/Abstract Full Text View citing articles Show Details

With 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux;

Singh, Pradhumn; Singh, Monika; Singh, Ajai K.

Journal of Organometallic Chemistry, 2009 , vol. 694, # 24 p. 3872 - 3880 Title/Abstract Full Text View citing articles Show Details

With 2,2'-azinobis(3-ethylbenzthiazolinesulfonate); laccase from Myceliophthora thermophila; recombinant Thermus sp. alcohol dehydrogenase from E. coli BL21(DE3); oxygen; NADH in octanol

T=40°C; pH=8; aq. phosphate bufferEnzymatic reaction; KineticsMechanism; pHvalueReagent/catalystTemperatureSolvent;

Aksu, Seda; Arends, Isabel W.C.E.; Hollmann, Frank

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 9 p. 1211 - 1216 Title/Abstract Full Text View citing articles Show Details

Hide Details

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxygen; potassium carbonate; copper(II) sulfate in water

P=760.051 Torr; 20 h; chemoselective reaction;

Figiel, Pawel J.; Sibaouih, Ahlam; Ahmad, Jahir Uddin; Nieger, Martin; Raeisaenen, Minna T.; Leskelae, Markku; Repo, Timo

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 16 p. 2625 - 2632 Title/Abstract Full Text View citing articles Show Details

With picoline; N -hydroxyphthalimide; bis(acetylacetonate)oxovanadium; dihydrogen peroxide in acetonitrile

T=75°C;

Figiel, Pawel Jaroslaw; Sobczak, Jaroslaw Marek

Journal of Catalysis, 2009 , vol. 263, # 1 p. 167 - 172 Title/Abstract Full Text View citing articles Show Details

84 %Chromat.

With sodium hypochlorite; potassium bromide in dichloromethane; Cyclooctan; water

pH=9.1; 0.08 h; Flow microreactorCooling with ice;

Bogdan, Andrew; McQuade, D. Tyler

Beilstein Journal of Organic Chemistry, 2009 , vol. 5, art. no. A17 Title/Abstract Full Text Show Details

With oxygen in water

T=80°C; P=760.051 Torr; 20 h;

Maity, Prasenjit; Gopinath, Chinnakonda S.; Bhaduri, Sumit; Lahiri, Goutam Kumar

Green Chemistry, 2009 , vol. 11, # 4 p. 554 - 561 Title/Abstract Full Text View citing articles Show Details

Stage #1: With gold on titanium oxide in water

T=90°C; 0.166667 h; Inert atmosphere; Stage #2: With dihydrogen peroxide in water

T=90°C; 1.08333 h; Inert atmosphere; chemoselective reaction;

Ni, Ji; Yu, Wen-Jian; He, Lin; Sun, Hao; Cao, Yong; He, He-Yong; Fan, KangNian

Green Chemistry, 2009 , vol. 11, # 6 p. 756 - 759 Title/Abstract Full Text View citing articles Show Details

With oxygen in water

T=20°C; P=760.051 Torr; pH=6.5 - 7; 336 h;

Tonucci, Lucia; Nicastro, Marco; D'Alessandro, Nicola; Bressan, Mario; D'Ambrosio, Primiano; Morvillo, Antonino

Green Chemistry, 2009 , vol. 11, # 6 p. 816 - 820 Title/Abstract Full Text View citing articles Show Details

With Oxonereg;; tetrabutylammomium bromide in water

T=20°C; 1 h; Irradiation;

Wu, Shang; Ma, Hengchang; Yan, Penghua; Wang, Jianqiang; Ding, Juanjuan; Lei, Ziqiang

Letters in Organic Chemistry, 2009 , vol. 6, # 5 p. 424 - 427 Title/Abstract Full Text View citing articles Show Details

With oxygen in α,α,α-trifluorotoluene

T=110°C; P=1500.15 Torr; regioselective reaction;

Barats, Delina; Neumann, Ronny

Advanced Synthesis and Catalysis, 2010 , vol. 352, # 2-3 p. 293 - 298 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; cerium(IV) oxide in water; acetonitrile

T=55°C; 24 h;

Macedo, Andreia G.; Fernandes, Silvia E. M.; Valente, Anabela A.; Ferreira, Rute. A. S.; Carlos, Luis D.; Rocha, Joao

Molecules, 2010 , vol. 15, # 2 p. 747 - 765 Title/Abstract Full Text View citing articles Show Details

77 %Chromat.

With styrene; Cu/La2O3 in 1,3,5-trimethyl-benzene

T=149.84°C; 1 h; Inert atmosphereAutoclave;

Shi, Ruijuan; Wang, Fei; Tana; Li, Yong; Huang, Xiumin; Shen, Wenjie

Green Chemistry, 2010 , vol. 12, # 1 p. 108 - 113 Title/Abstract Full Text View citing articles Show Details

With oxygen; potassium carbonate in toluene

T=100°C; P=4560.31 Torr; 6 h;

Oliveira, Rafael L.; Kiyohara, Pedro K.; Rossi, Liane M.

Green Chemistry, 2010 , vol. 12, # 1 p. 144 - 149 Title/Abstract Full Text View citing articles Show Details

With [RuCl(P(C6H5)3)C6H4(CHNC6H4CO2)2]; oxygen in dichloromethane

T=20°C; 3 h;

Arunachalam; Padma Priya; Jayabalakrishnan; Chinnusamy

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2009 , vol. 74, # 2 p. 591 - 596 Title/Abstract Full Text View citing articles Show Details

With C41H34ClN3O2PRu; oxygen in dichloromethane

T=20°C; 4 h;

Priya, N. Padma; Arunachalam; Manimaran; Muthupriya; Jayabalakrishnan

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2009 , vol. 72, # 3 p. 670 - 676 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; acetonitrile

Yizhan, Wei Qi; Li, Wang Wen; Wu, Lixin

90 %Chromat.

T=40°C; 5 h;

Chemistry - A European Journal, 2010 , vol. 16, # 3 p. 1068 - 1078 Title/Abstract Full Text View citing articles Show Details

With Cu/HT in toluene

T=110°C; 24 h; Inert atmosphere; Product distribution / selectivity; Hide Experimental Procedure

Kaneda, Kiyotomi; Yamasaki, Noritsugu

Patent: US2010/130758 A1, 2010 ; Location in patent: Page/Page column 9 ; Title/Abstract Full Text Show Details

3-3:

Example 3-3 A mixture of 1 mmol of cyclohexanol, 5 mL of toluene, and 0.1 g (Cu: 3.0 percent by mole) of the catalyst prepared from Example 3-0 and including Cu particles immobilized on a hydrotalcite surface was stirred at 110° C. in an argon atmosphere for 24 hours and thereby yielded a corresponding carbonyl compound (cyclohexanone) in a yield equivalent to a gas chromatographic (GC) yield of 90percent.

With [ruthenium(II)chloride(.eta.6-p-cymene)(1-(4-methoxyphenyltelluromethyl)-1Hbenzotriazole)](hexaflourophosphate); 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux;

Das, Dipanwita; Singh, Pradhumn; Singh, Ajai K.

Journal of Organometallic Chemistry, 2010 , vol. 695, # 7 p. 955 - 962 Title/Abstract Full Text View citing articles Show Details

> 95 %Spectr.

With sodium hypochlorite; sodium hydrogencarbonate; potassium bromide in dichloromethane; water

T=0°C; pH=9.1; 3.5 h;

Roeben, Caren; Studer, Armido; Hemme, Wilhelm L.; Eckert, Hellmut

Synlett, 2010 , # 7 p. 1110 - 1114 Title/Abstract Full Text View citing articles Show Details

100 %Chromat.

With Mn(III)(salophen)Cl; tetra-n-butylammonium monopersulfate in acetonitrile

T=25°C; 0.333333 h;

Rezaeifard, Abdolreza; Jafarpour, Maasoumeh; Nasseri, Mohammad Ali; Haddad, Reza

Helvetica Chimica Acta, 2010 , vol. 93, # 4 p. 711 - 717 Title/Abstract Full Text View citing articles Show Details

98 %Chromat.

With C56H42As2Cl2O3Ru; 4-methylmorpholine N-oxide in dichloromethane

3 h; RefluxMolecular sieve;

Muthukumar; Viswanathamurthi

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2009 , vol. 74, # 2 p. 454 - 462 Title/Abstract Full Text View citing articles Show Details

49.1 %Chromat.

With pyridine; p-toluenesulfonyl chloride in N,N-dimethyl-formamide

T=15 - 20°C; 3 h;

Moulay, Saad; Goucem, Ouzena

Synthetic Communications, 2010 , vol. 40, # 11 p. 1595 - 1600 Title/Abstract Full Text View citing articles Show Details

> 99 %Chromat.

With Au/hydrotalcite in para-xylene

T=120°C; 24 h; Inert atmosphere;

Fang, Wenhao; Zhang, Qinghong; Chen, Jing; Deng, Weiping; Wang, Ye

Chemical Communications, 2010 , vol. 46, # 9 p. 1547 - 1549 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; acetonitrile

T=70°C; 24 h;

Donoeva, Baira G.; Trubitsina, Tatiana A.; Maksimov, Gennadii M.; Maksimovskaya, Raisa I.; Kholdeeva, Oxana A.

European Journal of Inorganic Chemistry, 2009 , # 34 p. 5142 - 5147 Title/Abstract Full Text View citing articles Show Details

100 %Chromat.

With 3C30H28N(1+)*O24PW4(3-); dihydrogen peroxide in dichloromethane; water

T=30°C; 72 h;

Jahier, Claire; Felpin, Francois-Xavier; Meliet, Catherine; AgbossouNiedercorn, Francine; Hierso, Jean-Cyrille; Nlate, Sylvain

European Journal of Inorganic Chemistry, 2009 , # 34 p. 5148 - 5155 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

T=89.84°C; 3 h;

Zhao, Wei; Zhang, Yingshuai; Ma, Baochun; Ding, Yong; Qiu, Wenyuan

Catalysis Communications, 2010 , vol. 11, # 6 p. 527 - 531 Title/Abstract Full Text View citing articles Show Details

With C31H29ClNO4PRu; oxygen in dichloromethane

T=32°C; 6 h;

Sathya; Raja; Padma Priya; Jayabalakrishnan

Applied Organometallic Chemistry, 2010 , vol. 24, # 5 p. 366 - 373 Title/Abstract Full Text View citing articles Show Details

With oxygen in water

T=85°C; P=750.075 Torr; 3 h;

Yang, Xiaomin; Wang, Xiuna; Qiu, Jieshan

Applied Catalysis A: General, 2010 , vol. 382, # 1 p. 131 - 137 Title/Abstract Full Text View citing articles Show Details

With peracetic acid; triethylamine hydrochloride; acetic acid in acetonitrile

He, Yu; Goldsmith, Christian R.

T=22°C; Inert atmospheresealed system;

Synlett, 2010 , # 9 p. 1377 - 1380 Title/Abstract Full Text View citing articles Show Details

With oxygen; sodium acetate in water

T=130°C; 24 h; Autoclave;

Wang, Liang; Meng, Xiangju; Wang, Bin; Chi, Wenyang; Xiao, Feng-Shou

Chemical Communications, 2010 , vol. 46, # 27 p. 5003 - 5005 Title/Abstract Full Text View citing articles Show Details

95 %Chromat.

With dihydrogen peroxide in water

T=89.84°C; 7 h;

Ma, Baochun; Zhang, Yingshuai; Ding, Yong; Zhao, Wei

Catalysis Communications, 2010 , vol. 11, # 9 p. 853 - 857 Title/Abstract Full Text View citing articles Show Details

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; H4VPO7; oxygen in water

T=80°C; P=3000.3 Torr; 10 h; Autoclave;

Du, Zhongtian; Ma, Jiping; Ma, Hong; Gao, Jin; Xu, Jie

Green Chemistry, 2010 , vol. 12, # 4 p. 590 - 592 Title/Abstract Full Text View citing articles Show Details

97 %Chromat.

With tert.-butylhydroperoxide; copper(II) 2,4-methoxy-1,3,5-triazapentadienato

T=80°C; 4 h; Microwave irradiation;

Figiel, Pawel J.; Kopylovich, Maximilian N.; Lasri, Jamal; Da Silva, M. Fatima C. Guedes; Da Silva, Joao J. R. Frausto; Pombeiro, Armando J. L.

Chemical Communications, 2010 , vol. 46, # 16 p. 2766 - 2768 Title/Abstract Full Text View citing articles Show Details

78 %Chromat.

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetra-n-butylammonium monopersulfate

T=60°C; 5 h; Ionic liquid;

Zhu, Chenjie; Ji, Lei; Wei, Yunyang

Catalysis Communications, 2010 , vol. 11, # 12 p. 1017 - 1020 Title/Abstract Full Text View citing articles Show Details

With (TSPP)Rh(III)(H2O)2; oxygen; sodium hydroxide in water

T=80°C; P=760.051 Torr;

Liu, Lianghui; Yu, Mengmeng; Wayland, Bradford B.; Fu, Xuefeng

Chemical Communications, 2010 , vol. 46, # 34 p. 6353 - 6355 Title/Abstract Full Text View citing articles Show Details

T=179.84 - 249.84°C; 6 h; Conversion of starting material; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US7015359 B1, 2006 ; Location in patent: Page/Page column 6; 7; 8 ; Title/Abstract Full Text Show Details

7; 8; 9; 10:

The catalyst mentioned in example-1 has been tested for the cyclohexanol dehydrogenation.In the activity experiment, cyclohexanol (liquid) and N2 (gas) feed rates are maintained at 1 ml/h and 0.521/h respectively and the reaction temperature is maintained at 453 K. Following are the results obtained.EXAMPLE-8The catalyst mentioned in example-1 has been tested for the cyclohexanol dehydrogenation.In the activity experiment, cyclohexanol (liquid) and N2 (gas) feed rates are maintained at 1 ml/h and 0.521/h respectively and the reaction temperature is maintained at 473 K. Following are the results obtained.EXAMPLE-9The catalyst mentioned in example-1 has been tested for the cyclohexanol dehydrogenation.In the activity experiment, cyclohexanol (liquid) and N2 (gas) feed rates are maintained at 1 ml/h and 0.521/h respectively and the reaction temperature is maintained at 498 K. Following are the results obtained.EXAMPLE-10The catalyst mentioned in example-1 has been tested for the cyclohexanol dehydrogenation.In the activity experiment, cyclohexanol (liquid) and N2 (gas) feed rates are maintained at 1 ml/h and 0.521/h respectively and the reaction temperature is maintained at 523 K. Following are the results obtained. 69 %Chromat.

With tert.-butylhydroperoxide; Cu2(μ-O2CC6H5)4(4-Etpy)2 in methanol; water

T=65°C; 9 h;

Sarmah, Purabi; Das, Birinchi K.; Phukan, Prodeep

Catalysis Communications, 2010 , vol. 11, # 10 p. 932 - 935 Title/Abstract Full Text View citing articles Show Details

89.5 %Chromat.

With C12H9ClN3NiO(1+)*C18H15P*Cl(1-); periodic acid in acetonitrile

T=70°C; 0.5 h;

Ramakrishna, Dileep; Bhat, Badekai Ramachandra

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2010 , vol. 40, # 8 p. 516 - 520 Title/Abstract Full Text View citing articles Show Details

With C50H39ClN2O2P2Ru; oxygen in dichloromethane

T=20°C; P=760.051 Torr; 6 h;

Arunachalam; Priya, N. Padma; Boopathi; Jayabalakrishnan; Chinnusamy

Applied Organometallic Chemistry, 2010 , vol. 24, # 7 p. 491 - 498 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

T=80°C; P=760.051 Torr; 3 h;

Wang, Liang; Meng, Xiangju; Xiao, Fengshou

Chinese Journal of Catalysis, 2010 , vol. 31, # 8 p. 943 - 947 Title/Abstract Full Text Show Details

With sodium hypochlorite; CoCl(P(C6H5)3)(C13H11N2O); 1-ethyl-3-methyl-1H-imidazol-3-ium chloride

T=20°C; 0.25 h;

Ramakrishna, Dileep; Ramachandra Bhat, Badekai

Inorganic Chemistry Communications, 2010 , vol. 13, # 1 p. 195 - 198 Title/Abstract Full Text View citing articles Show Details

60 %Chromat.

With lithium hydroxide monohydrate; oxygen

T=25°C; 12 h; aq. buffer;

Wang, Ye; Ouyang, Guanghui; Zhang, Jintang; Wang, Zhiyong

Chemical Communications, 2010 , vol. 46, # 42 p. 7912 - 7914 Title/Abstract Full Text View citing articles Show Details

With graphene oxide T=100°C; 24 h;

Dreyer, Daniel R.; Jia, Hong-Peng; Bielawski, Christopher W.

Angewandte Chemie - International Edition, 2010 , vol. 49, # 38 p. 6813 - 6816 Title/Abstract Full Text View citing articles Show Details

94.8 %Chromat.

With NaClO; [EMIM]+

T=20°C; 0.25 h;

Ramakrishna, Dileep; Bhat, Badekai Ramachandra; Karvembu, Ramasamy

Catalysis Communications, 2010 , vol. 11, # 5 p. 498 - 501 Title/Abstract Full Text View citing articles Show Details

94 %Chromat.

With dihydrogen peroxide in water; acetone

T=56°C; 4 h;

Kikukawa, Yuji; Yamaguchi, Kazuya; Mizuno, Noritaka

Inorganic Chemistry, 2010 , vol. 49, # 18 p. 8194 - 8196 Title/Abstract Full Text View citing articles Show Details

With oxygen; potassium carbonate in water; PEG-2000

T=80°C; P=760.051 Torr; 24 h;

Feng, Bo; Hou, Zhenshan; Yang, Hanmin; Wang, Xiangrui; Hu, Yu; Li, Huan; Qiao, Yunxiang; Zhao, Xiuge; Huang, Qingfa

Langmuir, 2010 , vol. 26, # 4 p. 2505 - 2513 Title/Abstract Full Text View citing articles Show Details

With C42H34BrN3O4PRu; oxygen in dichloromethane

T=20°C; 6 h;

Arunachalam; Priya, N. Padma; Saravanakumar; Jayabalakrishnan; Chinnusamy

Journal of Coordination Chemistry, 2010 , vol. 63, # 10 p. 1795 - 1806 Title/Abstract Full Text View citing articles Show Details

With C22H23NRuSSe(2+)*2F6P(1-); 4-methylmorpholine N-oxide in dichloromethane

2 h; Reflux;

Singh, Pradhumn; Das, Dipanwita; Singh, Monika; Singh, Ajai K.

Inorganic Chemistry Communications, 2010 , vol. 13, # 2 p. 223 - 226 Title/Abstract Full Text View citing articles Show Details

Stage #1: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; carbon

Sonication; Stage #2: With nitric acid in water

T=50°C; 13 h;

Kuang, Yongbo; Rokubuichi, Hodaka; Nabae, Yuta; Hayakawa, Teruaki; Kakimoto, Masa-Aki

Advanced Synthesis and Catalysis, 2010 , vol. 352, # 14-15 p. 2635 - 2642 Title/Abstract Full Text View citing articles Show Details

With magnesium oxide

T=300°C;

Manivannan; Pandurangan

Kinetics and Catalysis, 2010 , vol. 51, # 1 p. 56 - 62 Title/Abstract Full Text View citing articles Show Details

90 %Chromat.

With dihydrogen peroxide in water

T=70°C; 7 h;

Parghi, Kalpesh D.; Jayaram, Radha V.

Catalysis Communications, 2010 , vol. 11, # 15 p. 1205 - 1210 Title/Abstract Full Text View citing articles Show Details

70.5 %Chromat.

With C49H41ClFeNOP2S; dihydrogen peroxide in acetonitrile

T=80°C; 1.5 h;

Rani, Sandya; Bhat, Badekai Ramachandra

Tetrahedron Letters, 2010 , vol. 51, # 49 p. 6403 - 6405 Title/Abstract Full Text View citing articles Show Details

With oxygen in water

T=60°C; 12 h;

Ma, Zhancheng; Yang, Hengquan; Qin, Yong; Hao, Yajuan; Li, Guang

Journal of Molecular Catalysis A: Chemical, 2010 , vol. 331, # 1-2 p. 78 - 85 Title/Abstract Full Text View citing articles Show Details

With C52H43N3O4P2RuS; 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux;

Ulaganatha Raja; Gowri; Ramesh

Polyhedron, 2010 , vol. 29, # 3 p. 1175 - 1181 Title/Abstract Full Text View citing articles Show Details

With 4-methylmorpholine N-oxide in dichloromethane

3 h; RefluxMolecular sieve;

Muthukumar; Viswanathamurthi; Karvembu

Phosphorus, Sulfur and Silicon and the Related Elements, 2010 , vol. 185, # 11 p. 2201 - 2211 Title/Abstract Full Text View citing articles Show Details

With titanium-containing mesoporous silica; hydrogen fluoride; oxygen in benzotrifluoride

T=20°C; UV-irradiation;

Wang, Qi; Zhang, Miao; Chen, Chuncheng; Ma, Wanhong; Zhao, Jincai

Angewandte Chemie - International Edition, 2010 , vol. 49, # 43 p. 7976 - 7979 Title/Abstract Full Text View citing articles Show Details

With Oxonereg;; C26H20N2O3V; tetrabutylammomium bromide in dichloromethane; water

T=20°C; 0.0833333 h;

Bagherzadeh, Mojtaba; Amini, Mojtaba

Journal of Coordination Chemistry, 2010 , vol. 63, # 21 p. 3849 - 3858 Title/Abstract Full Text View citing articles Show Details

93 %Chromat.

With C50H41AsClO4Ru; 4-methylmorpholine N-oxide in dichloromethane

3 h; Molecular sieveReflux;

Muthukumar; Viswanathamurthi; Prabhakaran; Natarajan

Journal of Coordination Chemistry, 2010 , vol. 63, # 21 p. 3833 - 3848 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in water; acetonitrile

T=60°C; 5 h;

Chattopadhyay, Tanmay; Kogiso, Masaki; Asakawa, Masumi; Shimizu, Toshimi; Aoyagi, Masaru

Catalysis Communications, 2010 , vol. 12, # 1 p. 9 - 13 Title/Abstract Full Text View citing articles Show Details

51 %Chromat.

With C48H45As2Cl2N2ORuS; 4-methylmorpholine N-oxide in dichloromethane

T=70°C; 12 h;

Gunasekaran; Karvembu

Inorganic Chemistry Communications, 2010 , vol. 13, # 8 p. 952 - 955 Title/Abstract Full Text View citing articles Show Details

72.6 %Chromat.

With chloro(N-(2-mercaptophenyl)salicylideneimine)bis(triphenylphosphine)iron(III); periodic acid in acetonitrile

T=70°C; 1.5 h;

Rani, Sandya; Ramachandra Bhat, Badekai

Inorganic Chemistry Communications, 2010 , vol. 13, # 11 p. 1289 - 1292 Title/Abstract Full Text View citing articles Show Details

91 %Chromat.

With hydrotalcite-supported gold nanoparticles (Au/HT); air in toluene

T=80°C; P=760.051 Torr; 4 h;

Mitsudome, Takato; Noujima, Akifumi; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 11-12 p. 1890 - 1896 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=250°C; Gas phase;

Zhao, Guofeng; Hu, Huanyun; Deng, Miaomiao; Ling, Min; Lu, Yong

Green Chemistry, 2011 , vol. 13, # 1 p. 55 - 58 Title/Abstract Full Text View citing articles Show Details

With Oxonereg;; catena{[nitrato-μ3-2,4,6-tris(2-pyridyl)-1,3,5-triazinesilver(I)][dinitrato-μ2-2,4,6tris(2-pyridyl)-1,3,5-triazinesilver(I)]}; tetrabutylammomium bromide in dichloromethane; water

T=20°C; 2 h; Air atmosphere;

Najafpour, Mohammad Mahdi; Holynska, Malgorzata; Amini, Mojtaba; Kazemi, Sayed Habib; Lis, Tadeusz; Bagherzadeh, Mojtaba

Polyhedron, 2010 , vol. 29, # 14 p. 2837 - 2843 Title/Abstract Full Text View citing articles Show Details

90 %Chromat.

With NaClO; C48H39ClN3OP2Ru(1+)*Cl(1-)

T=20°C; Ionic liquid;

Ramakrishna, Dileep; Bhat, Badekai Ramachandra

Inorganic Chemistry Communications, 2011 , vol. 14, # 1 p. 155 - 158 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; acetic acid; sodium bromide in water

T=60°C; 4 h;

Qi, Xingyi; Wang, Jing; Zheng, Liwei; Qi, Lin

Synlett, 2011 , # 4 art. no. W17410ST, p. 555 - 558 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in acetonitrile

T=90°C; 8 h;

Mahdavi, Vahid; Hasheminasab, Hamid Reza; Abdollahi, Sohrab

Journal of the Chinese Chemical Society, 2010 , vol. 57, # 2 p. 189 - 198 Title/Abstract Full Text View citing articles Show Details

98 %Chromat.

With dihydrogen peroxide in water; acetonitrile

T=70°C;

Donoeva; Trubitsyna; Al-Kadamany; Kortz; Kholdeeva

Kinetics and Catalysis, 2010 , vol. 51, # 6 p. 816 - 822 Title/Abstract Full Text View citing articles Show Details

With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical in water; acetonitrile

T=50°C; 2 h; Hide Experimental Procedure

Chen, Jiang-Min; Zeng, Xiao-Mei; Middleton, Kyle; Zhdankin, Viktor V.

Tetrahedron Letters, 2011 , vol. 52, # 16 p. 1952 - 1955 Title/Abstract Full Text View citing articles Show Details

Typical procedure of oxidation of alcohols with PS-DCIB 2 in CH3CN-H2O:

To a solution of benzyl alcohol 13a (0.021 g, 0.2 mmol) and pyridine (0.052 mL, 0.6mmol) in CH3CN-H2O (2 mL, v/v =1:1) was added PS-DICB 2 (0.223 g, 0.3 mmol) and TEMPO (0.003 g, 0.02 mmol) at

room temperature, and the mixture was warmed up to 50 °C and magnetically stirred until the alcohol was consumed (monitored by TLC). The mixture was filtered, and the PS-IB resin was washed with CH3CN (3 x 1 mL) and collected for reuse. To the filtrate was added 2 mL of a standard solution of 2,4-dinitrophenylhydrazine (prepared from 3 g 2,4-DNP, 15 mL concd H2SO4, 70 mL EtOH,and 20 mL H2O). The precipitate was filtered, washed with water and 95percent ethanol, dried in vacuum to give 2,4-dinitrophenyl-hydrazone 14a (0.053 g, 92percent)

91 %Chromat.

With tetrabutylammomium bromide in α,α,α-trifluorotoluene

T=20°C; 7 h; Inert atmosphere;

Matsumoto, Kazutsugu; Iwata, Toshiaki; Suenaga, Masahiro; Okudomi, Masayuki; Nogawa, Masaki; Nakano, Mariko; Sugahara, Ai; Bannai, Yuta; Baba, Kenji

Heterocycles, 2010 , vol. 81, # 11 p. 2539 - 2553 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in 1,4-dioxane; water

T=85°C; 7 h;

Ding, Yong; Zhao, Wei

Journal of Molecular Catalysis A: Chemical, 2011 , vol. 337, # 1-2 p. 45 - 51 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in hexane; water

T=50°C; 8 h;

Nisar, Amjad; Lu, Yao; Zhuang, Jing; Wang, Xun

Angewandte Chemie - International Edition, 2011 , vol. 50, # 14 p. 3187 - 3192 Title/Abstract Full Text View citing articles Show Details

With 5,10,15,20-tetramesitylporphyrin in dichloromethane; acetonitrile

P=760.051 Torr; 140 h; Irradiation;

Hajimohammadi, Mahdi; Safari, Nasser; Mofakham, Hamid; Deyhimi, Farzad

91.4 %Chromat.

With [CuCl(P(C6H5)3)(C6H4(O)CHNNHC5H4N)]; periodic acid in acetonitrile

T=20°C; 0.5 h;

Ramakrishna, Dileep; Bhat, Badekai Ramachandra

Inorganic Chemistry Communications, 2011 , vol. 14, # 5 p. 690 - 693 Title/Abstract Full Text View citing articles Show Details

With [ruthenium(II)chloride(.eta.6-benzene)(N-[2-(phenylseleno)ethyl]morpholine)] (hexafluorophosphate); 4-methylmorpholine N-oxide in dichloromethane

3 h; Reflux;

Singh, Pradhumn; Singh, Ajai K.

European Journal of Inorganic Chemistry, 2010 , # 26 p. 4187 - 4195 Title/Abstract Full Text View citing articles Show Details

95 %Spectr.

With N-ethyl-N,N-diisopropylamine in dichloromethane

T=25°C; Continuous flow reactorInert atmosphere;

Lange, Heiko; Capener, Matthew J.; Jones, Alexander X.; Smith, Catherine J.; Nikbin, Nikzad; Baxendale, Ian R.; Ley, Steven V.

Synlett, 2011 , # 6 p. 869 - 873 Title/Abstract Full Text View citing articles Show Details

100 %Chromat.

With C16H13ClIrNO(1-) in para-xylene

20 h; RefluxInert atmosphere;

Fujita, Ken-Ichi; Yoshida, Tetsuya; Imori, Yoichiro; Yamaguchi, Ryohei

Organic Letters, 2011 , vol. 13, # 9 p. 2278 - 2281 Title/Abstract Full Text View citing articles Show Details

67 %Chromat.

With tert.-butylnitrite; oxygen; sodium bromide in acetic acid

T=80°C; 15 h; chemoselective reaction;

Karimi, Babak; Badreh, Ebrahim

Organic and Biomolecular Chemistry, 2011 , vol. 9, # 11 p. 4194 - 4198 Title/Abstract Full Text View citing articles Show Details

With porous silica beads supported 2,2,6,6-tetramethylpiperdine 1-oxyl and adsorbed NOx (PSBTEMPO/NOx); air in dichloromethane

T=20°C; 5 h;

Di, Lei; Hua, Zhang

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 8 p. 1253 - 1259 Title/Abstract Full Text View citing articles Show Details

91 %Chromat.

With tert.-butylnitrite; oxygen in water

T=50°C; P=760.051 Torr; 24 h;

Karimi, Babak; Farhangi, Elham

Chemistry - A European Journal, 2011 , vol. 17, # 22 p. 6056 - 6060 Title/Abstract Full Text View citing articles Show Details

Stage #1: With potassium hydride in acetonitrile

Zhu, Xiao-Qing; Chen, Xi; Mei, Lian-Rui

Organic Letters, 2011 , vol. 13, # 9 p. 2456 - 2459 Title/Abstract Full Text View citing articles Show Details

Stage #2: With 4-acetylamino-2,2,6,6-tetramethyl-piperidine-1-oxoam-monium perchlorate in acetonitrile

T=20°C; 3 h;

Green Chemistry, 2011 , vol. 13, # 4 p. 991 - 997 Title/Abstract Full Text View citing articles Show Details

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; dimethylglyoxime; cobalt(II) nitrate in dichloromethane

T=70°C; P=3000.3 Torr; 3 h; Autoclave;

Jing, Yuanyuan; Jiang, Jun; Yan, Bo; Lu, Shuai; Jiao, Jiemin; Xue, Huazhen; Yang, Guanyu; Zheng, Gengxiu

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 7 p. 1146 - 1152 Title/Abstract Full Text View citing articles Show Details

With C28H32Co3N19O5(1+)*NO3(1-); 3-chloro-benzenecarboperoxoic acid in acetonitrile

T=20°C; 0.166667 h;

Shin, Jong Won; Rowthu, Sankara Rao; Hyun, Min Young; Song, Young Joo; Kim, Cheal; Kim, Bong Gon; Min, Kil Sik

Dalton Transactions, 2011 , vol. 40, # 21 p. 5762 - 5773 Title/Abstract Full Text View citing articles Show Details

71 %Chromat.

With dipotassium peroxodisulfate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; iodobenzene; trifluoroacetic acid in water; acetonitrile

T=40°C; 8 h;

Zhu, Chenjie; Ji, Lei; Wei, Yunyang

Monatshefte fur Chemie, 2010 , vol. 141, # 3 p. 327 - 331 Title/Abstract Full Text View citing articles Show Details

With [C8mim]2[S2O8]

T=80°C; 1 h; neat (no solvent);

Shi, Shenyi; Kong, Aiguo; Zhao, Xinhua; Zhang, Qiying; Shan, Yongkui

European Journal of Inorganic Chemistry, 2010 , # 15 p. 2283 - 2289 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

0.833333 h; Microwave irradiation;

Carraro, Mauro; Nsouli, Nadeen; Oelrich, Holger; Sartorel, Andrea; Soraru, Antonio; Mal, Sib Sankar; Scorrano, Gianfranco; Walder, Lorenz; Kortz, Ulrich; Bonchio, Marcella

Chemistry - A European Journal, 2011 , vol. 17, # 30 p. 8371 - 8378 Title/Abstract Full Text View citing articles Show Details

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; C15H26ClCuN3O2; oxygen in acetonitrile

T=79.84°C; 24 h;

Indra, Arindam; Mobin, Shaikh M.; Bhaduri, Sumit; Lahiri, Goutam Kumar

Inorganica Chimica Acta, 2011 , vol. 374, # 1 p. 415 - 421 Title/Abstract Full Text View citing articles Show Details

82 %Chromat.

With 1H-imidazole; dihydrogen peroxide in water; acetonitrile

T=20°C; 5 h; chemoselective reaction;

Masoudian, Shahla; Yahyaei, Hooriye

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2011 , vol. 50, # 7 p. 1002 - 1005 Title/Abstract Full Text View citing articles Show Details

72 %Spectr.

With tert.-butylhydroperoxide in hexane; acetonitrile

T=70°C; 24 h;

Hong, Haiyan; Hu, Lei; Li, Min; Zheng, Junwei; Sun, Xuhui; Lu, Xinhua; Cao, Xueqin; Lu, Jianmei; Gu, Hongwei

Chemistry - A European Journal, 2011 , vol. 17, # 31 p. 8726 - 8730 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; tungsten(VI) oxide; 1-methyl-3-octylimidazol-3-ium chloride

T=70°C; 2 h; chemoselective reaction;

Chen, Long; Zhou, Teng; Chen, Lifang; Ye, Yinmei; Qi, Zhiwen; Freund, Hannsjoerg; Sundmacher, Kai

Chemical Communications, 2011 , vol. 47, # 33 p. 9354 - 9356 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=340°C;

Zhao, Guofeng; Hu, Huanyun; Deng, Miaomiao; Lu, Yong

Chemical Communications, 2011 , vol. 47, # 34 p. 9642 - 9644 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

T=90°C; 3 h;

Xie, Ting; Lu, Min; Zhang, Wenwen; Li, Jun

Journal of Chemical Research, 2011 , vol. 35, # 7 p. 397 - 399 Title/Abstract Full Text View citing articles Show Details

89 %Chromat.

Stage #1: With sodium acetate; palladium dichloride in ISOPROPYLAMIDE

0.0833333 h; Autoclave; Stage #2: With oxygen in ISOPROPYLAMIDE

T=60°C; P=750.075 Torr; 4 h; Autoclave; Hide Experimental Procedure

Wang, Lian-Yue; Li, Jun; Lv, Ying; Zhang, Heng-Yun; Gao, Shuang

Journal of Organometallic Chemistry, 2011 , vol. 696, # 20 p. 3257 - 3263 Title/Abstract Full Text View citing articles Show Details

4.4. A typical example for alcohol oxidation

General procedure: The reaction was carried out in a 150 mL Teflon-lined 316 L stainless steel autoclave and a magnetic stirrer. A mixture of 0.1 mmol of PdCl2, 0.2 mmol of NaOAc, 2 mmol of 2-octanol and 4 mL of DMA were placed in the 150 mL Teflon-lined 316 L stainless steel autoclave and stirred for 5 min. Then, 0.1 MPa of O2 was introduced. The mixture was stirred for 4 h at 60 °C. After the reaction, the reactor was quickly cooled to room temperature. The excess of O2 was depressurized slowly. GC analysis of the solution using biphenyl as an internal standard gave a 89percent yield of 2-octanone with >99percent selectivity. 43 %Chromat.

With periodic acid in water

T=27°C; 10 h; chemoselective reaction;

Babu, S. Ganesh; Priyadarsini, P. Aruna; Karvembu

Applied Catalysis A: General, 2011 , vol. 392, # 1-2 p. 218 - 224 Title/Abstract Full Text View citing articles Show Details

With Oxonereg;; [Mn(2,4,6-tri-(2-pyridyl)-1,3,5-triazine)Cl2(H2O)]*H2O; tetrabutylammomium

Najafpour, Mohammad Mahdi; Amini, Mojtaba; Bagherzadeh, Mojtaba;

%Chromat.

bromide in dichloromethane; water

T=20°C; 0.0833333 h;

Boghaei, Davar M.; McKee, Vickie

Transition Metal Chemistry, 2010 , vol. 35, # 3 p. 297 - 303 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in acetonitrile

T=89.84°C; 24 h;

Gao, Yongjun; Ma, Ding; Hu, Gang; Zhai, Peng; Bao, Xinhe; Zhu, Bo; Zhang, Bingsen; Su, Dang Sheng

Angewandte Chemie - International Edition, 2011 , vol. 50, # 43 p. 10236 - 10240 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

T=99.84°C; 3 h;

Liu, Peng; Guan, Yejun; Santen, Rutger A. Van; Li, Can; Hensen, Emiel J. M.

Chemical Communications, 2011 , vol. 47, # 41 p. 11540 - 11542 Title/Abstract Full Text View citing articles Show Details

65 %Chromat.

With tert.-butylhydroperoxide; vanadia

8 h;

Alagiri, Kaliyamoorthy; Prabhu, Kandikere Ramaiah

Tetrahedron, 2011 , vol. 67, # 44 p. 8544 - 8551 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

T=84.84°C; 6 h;

Zhao, Wei; Ding, Yong; Ma, Baochun; Qiu, Wenyuan

Synthetic Communications, 2012 , vol. 42, # 4 p. 554 - 562 Title/Abstract Full Text View citing articles Show Details

With oxygen; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; nitric acid; acetic acid

T=50°C; P=750.075 Torr; 3 h; Hide Experimental Procedure

EVONIK DEGUSSA GMBH

Patent: US2011/251399 A1, 2011 ; Location in patent: Page/Page column 7 ; Title/Abstract Full Text Show Details

b.3:

Material: cyclohexanol 200 mmol --> 200.32 g/L AA-TEMPO 3.5 mol percent --> 14.94 g/L nitric acid (>99.8percent) 3.5 mol percent --> 4.53 g/L acetic acid (100percent) 100 mL logP cyclohexanol 1.27 Reaction Conditions:reaction temperature: T=50° C. reaction time: t=3 h oxygen: 1 bar reactor volume: 250 mL Procedure:The reactant is initially charged, dissolved in the acetic acid (acetic acid being added until the volume of 100 ml is reached) and transferred into the reactor. The solution is then heated to a temperature of 50° C. under agitation and oxygen injection. The reaction is started by adding the acid and the catalyst to the reaction mixture. The pressure in the reactor is maintained at a constant 1 bar by replenishing consumed oxygen via an opened oxygen supply up to a pressure of 1 bar. After three hours the reaction is discontinued by interrupting the oxygen feed and cooling down of the system.Result:A conversion of above 14percent is observed coupled with a 81percent selectivity for the ketone (cyclohexanone). By-produced cyclohexyl acetate can be detected in a small amount.

With dihydrogen peroxide in water

T=90°C; 12 h;

Wang, Liang; Yi, Wen-Bin; Cai, Chun

ChemSusChem, 2010 , vol. 3, # 11 p. 1280 - 1284 Title/Abstract Full Text View citing articles Show Details

95 %Chromat.

With C51H51ClN2O2P2RuS; 4-methylmorpholine N-oxide in acetonitrile

T=27°C; 12 h;

Gunasekaran; Remya; Radhakrishnan; Karvembu

Journal of Coordination Chemistry, 2011 , vol. 64, # 3 p. 491 - 501 Title/Abstract Full Text View citing articles Show Details

With oxygen-covered gold(111) nanoparticles T=-103.16 - -33.16°C; Neat (no solvent);

Liu, Xiaoying; Friend, Cynthia M.

Langmuir, 2010 , vol. 26, # 21 p. 16552 - 16557 Title/Abstract Full Text View citing articles Show Details

With Au/Al2O3; oxygen in toluene

T=80°C; 2 h; chemoselective reaction;

Zhao, Guofeng; Ling, Min; Hu, Huanyun; Deng, Miaomiao; Xue, Qingsong; Lu, Yong

Green Chemistry, 2011 , vol. 13, # 11 p. 3088 - 3092 Title/Abstract Full Text View citing articles Show Details

With C13H11N3O2S; oxygen in dichloromethane

T=20°C; 6 h;

Raja; Sathya; Jayabalakrishnan

Journal of Coordination Chemistry, 2011 , vol. 64, # 5 p. 817 - 831 Title/Abstract Full Text View citing articles Show Details

With 2C2H6O*C38H26CoN6S2(2+)*H2O*2NO3(1-); dihydrogen peroxide in water

T=20°C; 8 h; chemoselective reaction;

Nemati Kharat, Ali; Bakhoda, Abolghasem; Tamaddoni Jahromi, Bahareh

Polyhedron, 2011 , vol. 30, # 17 p. 2768 - 2775 Title/Abstract Full Text View citing articles Show Details

56 %Chromat.

With 6-(N-phenylbenzimidazoyl)-2-pyridinecarboxylic acid; dihydrogen peroxide; sodium carbonate; iron(II) chloride in dichloromethane

T=20°C; 0.5 h; chemoselective reaction;

Join, Benoit; Moeller, Konstanze; Ziebart, Carolin; Schroeder, Kristin; Goerdes, Dirk; Thurow, Kerstin; Spannenberg, Anke; Junge, Kathrin; Beller, Matthias

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 16 p. 3023 - 3030

Title/Abstract Full Text View citing articles Show Details

With BNBBS

T=20°C; 0.0833333 h; neat (no solvent);

Mahboubifar; Khazaei; Rostami

Asian Journal of Chemistry, 2011 , vol. 23, # 2 p. 829 - 831 Title/Abstract Full Text View citing articles Show Details

With oxygen; gold; potassium carbonate in water

T=50°C; P=760.051 Torr; 22 h;

Yuan, Yuan; Yan, Ning; Dyson, Paul J.

Inorganic Chemistry, 2011 , vol. 50, # 21 p. 11069 - 11074 Title/Abstract Full Text View citing articles Show Details

58 %Chromat.

With (PhIO)3*SO3; β-CD in water

T=60°C; 8 h; chemoselective reaction;

Zhu, Chenjie; Wei, Yunyang

Catalysis Letters, 2011 , vol. 141, # 4 p. 582 - 586 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; C24H28Cl2FeN6O2*ClH in methanol

T=50 - 60°C; 12 h; Hide Experimental Procedure

Ahuja, Gauri; Mathur, Pavan

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2011 , vol. 83, # 1 p. 180 - 186 Title/Abstract Full Text View citing articles Show Details

4.1.4. Oxidation of cyclohexanol

The complex [Fe(GBSA)Cl3] (0.0317 mmol) was taken in 10 ml of methanol. To this cyclohexanol (0.476 mmol) was added along with the oxidant tertiary butyl hydro peroxide (TBHP) (0.952 mmol). The ratio of catalyst:substrate:oxidant used was 1:15:30. The reaction mixture was stirred at 50-60 °C on a water bath for approximately 12 h. Periodically, sample was withdrawn and TLC was developed in ethyl acetate (12percent):hexane. A spot visualized with a spray of DNP suggesting the formation of the corresponding carbonyl moiety during the course of the above oxidation reaction. After about 12 h it was worked up on a column, using hexane and ethyl acetate (1percent). The Rf of the product obtained was 0.39. The product obtained was characterized by, 1H NMR, mass spectroscopy and IR spectral studies. 99 %Chromat.

With [CuCl(N-(diethylcarbamothioyl)benzamide)(PPh3)2]; dihydrogen peroxide in acetonitrile

T=27°C; 7 h;

Gunasekaran, Nanjappan; Ramesh, Pandian; Ponnuswamy, Mondikalipudur Nanjappa Gounder; Karvembu, Ramasamy

Dalton Transactions, 2011 , vol. 40, # 46 p. 12519 - 12526 Title/Abstract Full Text View citing articles Show Details

12 %Spectr.

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; silver nitrate in water

2 h; UV-irradiation;

Jeena, Vineet; Robinson, Ross S.

Chemical Communications, 2012 , vol. 48, # 2 p. 299 - 301 Title/Abstract Full Text View citing articles Show Details

78 %Chromat.

Stage #1: With tert.-butylhydroperoxide; (OC2H4)(OHC2H4)NC2H4N(C2H4OH)Cu(thiocyanate) in water; acetonitrile

T=70°C; Stage #2: With triphenylphosphine in water; acetonitrile

Kirillov, Alexander M.; Kirillova, Marina V.; Shul'Pina, Lidia S.; Figiel, Pawel J.; Gruenwald, Katrin R.; Guedes Da Silva, M. Fatima C.; Haukka, Matti; Pombeiro, Armando J.L.; Shul'Pin, Georgiy B.

Journal of Molecular Catalysis A: Chemical, 2011 , vol. 350, # 1-2 p. 26 - 34 Title/Abstract Full Text View citing articles Show Details

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 2Br(1-)*C24H36CuN4O2(2+); oxygen in water; acetonitrile

T=80°C; P=1500.15 Torr; 2 h;

Wang, Qiufen; Zhang, Ying; Zheng, Gengxiu; Tian, Zhongzhen; Yang, Guanyu

Catalysis Communications, 2011 , vol. 14, # 1 p. 92 - 95 Title/Abstract Full Text View citing articles Show Details

56 %Chromat.

With [RuH(.eta.2-BH4)(2-di-tert-butylphosphinomethyl-6-diethylaminomethylpyridine)] in toluene T=115°C; 48 h; Inert atmosphere;

Zhang, Jing; Balaraman, Ekambaram; Leitus, Gregory; Milstein, David

Organometallics, 2011 , vol. 30, # 21 p. 5716 - 5724 Title/Abstract Full Text View citing articles Show Details

96 %Chromat.

With tert.-butylhydroperoxide; [Co(III)(N-(dibenzylcarbamothioyl)benzamide(-H))3] in acetonitrile

T=80°C; 36 h;

Gunasekaran; Jerome; Ng, Seik Weng; Tiekink, Edward R.T.; Karvembu

Journal of Molecular Catalysis A: Chemical, 2012 , vol. 353-354, p. 156 - 162 Title/Abstract Full Text View citing articles Show Details

With sodium chlorite; cis-[Ru(2,9-dimethyl-1,10-phenanthroline)2(OH2)2]2+

T=22.84°C; pH=6.8; aq. phosphate buffer;

Hu, Zongmin; Du, Hongxia; Man, Wai-Lun; Leung, Chi-Fai; Liang, Haojun; Lau, Tai-Chu

Chemical Communications, 2012 , vol. 48, # 8 p. 1102 - 1104 Title/Abstract Full Text View citing articles Show Details

With Ru[(.eta.6-p-cumene)(AsPh3)(C5H4NC(S)NC6H2(CH3)3)]BPh4; 4-methylmorpholine Noxide in dichloromethane

T=40°C; 10 h; Hide Experimental Procedure

Raja, M. Ulaganatha; Ramesh

Journal of Organometallic Chemistry, 2012 , vol. 699, p. 5 - 11 Title/Abstract Full Text View citing articles Show Details

2.6. Catalytic oxidation

General procedure: Catalytic oxidation of primary alcohols to the corresponding aldehydes and secondary alcohols to ketones by ruthenium(II) carbonyl complexes was studied in the presence of NMO as cooxidant. A typical reaction using the complex [Ru(η6-p-cymene)(AsPh3)(L4)] (4) as a catalyst and primary or secondary alcohol as substrates at a 1:100 M ratio is described as follows. A solution of ruthenium

complex (4) (0.01 mmol) in 20 cm3 CH2Cl2 was added to the solution of substrate (1 mmol) and NMO (3 mmol). The solution mixture was refluxed for 3-10 h and the solvent was then evaporated from the mother liquor under reduced pressure. The residue was then extracted with diethyl ether (20 cm3) and was analyzed by GC and 1H NMR. The oxidized products were determined by GC and 1H NMR by comparison with authentic samples and no internal standards were used.

With copper(II) choride dihydrate; oxygen in acetonitrile

T=36 - 38°C; P=760.051 Torr; 12 h; visible light irradiation;

Wu, Wenfeng; He, Xiangling; Fu, Zaihui; Liu, Yachun; Wang, Yanlong; Gong, Xinglang; Deng, Xiaolin; Wu, Haitao; Zou, Yanhong; Yu, Ningya; Yin, Dulin

Journal of Catalysis, 2012 , vol. 286, p. 6 - 12 Title/Abstract Full Text View citing articles Show Details

80 %Chromat.

With [Ru(S(C6H4)NCH(C6H4)O(Br))(CO)(PPh3)2]; 4-methylmorpholine N-oxide in dichloromethane

T=27°C; 12 h; Hide Experimental Procedure

Muthu Tamizh; Mereiter; Kirchner; Karvembu

Journal of Organometallic Chemistry, 2012 , vol. 700, p. 194 - 201 Title/Abstract Full Text View citing articles Show Details

2.5. Catalytic oxidation of alcohols

General procedure: To a solution of alcohol (1 mmol) in dichloromethane (20 mL),ruthenium(II) complex (1 molpercent) and NMO (351 mg; 3 mmol) were added. The mixture was stirred at 27 °C for 12 h. Then the solution was concentrated and the alcohol and aldehyde/ketone were obtained by passing the solution through a short silica gel column (hexane/ethyl acetate). The extract was then analyzed by GC. 68 %Chromat.

With tert.-butylhydroperoxide; [Cu{NH=C(OMe)NC(NH2)=NH}2]

T=80°C; 4 h; Microwave irradiation;

Kopylovich, Maximilian N.; Karabach, Yauhen Yu.; Guedes Da Silva, M. Fatima C.; Figiel, Pawel J.; Lasri, Jamal; Pombeiro, Armando J. L.

Chemistry - A European Journal, 2012 , vol. 18, # 3 p. 899 - 914 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; C42H40ClN3OP2RuS2 in benzene

T=20°C; 2 h;

El-Hendawy, Ahmed M.; Fayed, Ahmed M.; Mostafa, Mohamed R.

Transition Metal Chemistry, 2011 , vol. 36, # 4 p. 351 - 361 Title/Abstract Full Text View citing articles Show Details

8 %Chromat.

Stage #1: With iron(III) chloride hexahydrate; oxygen; silica gel in toluene

0.0833333 h; Autoclave; Stage #2: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical in toluene

T=80°C; P=3750.38 Torr; 24 h; Autoclave;

Wang, Lianyue; Li, Jun; Lv, Ying; Zhao, Gongda; Gao, Shuang

Applied Organometallic Chemistry, 2012 , vol. 26, # 1 p. 37 - 43 Title/Abstract Full Text View citing articles Show Details

78 %Chromat.

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical in dichloromethane

T=20°C; 5 h; chemoselective reaction;

Zhu, Chenjie; Wei, Yunyang

Advanced Synthesis and Catalysis, 2012 , vol. 354, # 2-3 p. 313 - 320 Title/Abstract Full Text View citing articles Show Details

80 %Chromat.

With [Cp*Ir(6,6'-dihydroxy-2,2'-bipyridine)(H2O)](OTf)2 in water; tert-butyl alcohol

20 h; Inert atmosphereReflux;

Kawahara, Ryoko; Fujita, Ken-Ichi; Yamaguchi, Ryohei

Journal of the American Chemical Society, 2012 , vol. 134, # 8 p. 3643 - 3646 Title/Abstract Full Text View citing articles Show Details

66 %Chromat.

With oxone; tetrabutylammomium bromide in dichloromethane; water

T=20°C; 0.5 h;

Bagherzadeh, Mojtaba; Amini, Mojtaba; Boghaei, Davar M.; Najafpour, Mohammad Mahdi; McKee, Vickie

Applied Organometallic Chemistry, 2011 , vol. 25, # 7 p. 559 - 563 Title/Abstract Full Text View citing articles Show Details

With 1H-imidazole; dihydrogen peroxide in water; acetonitrile

T=80°C; P=760.051 Torr; 5 h; chemoselective reaction;

Masoudian, Shahla; Hosseini Monfared, Hassan; Aghaei, Alireza

Transition Metal Chemistry, 2011 , vol. 36, # 5 p. 521 - 530 Title/Abstract Full Text View citing articles Show Details

85 %Chromat.

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical in tert-butyl alcohol

T=25°C; pH=11.5; aq. sodium carbonate/bicarbonate bufferElectrolysis;

Hill-Cousins, Joseph T.; Kuleshova, Jekaterina; Green, Robert A.; Birkin, Peter R.; Pletcher, Derek; Underwood, Toby J.; Leach, Stuart G.; Brown, Richard C. D.

ChemSusChem, 2012 , vol. 5, # 2 p. 326 - 331 Title/Abstract Full Text View citing articles Show Details

89 %Chromat.

With C54H45ClO5P2Ru; 4-methylmorpholine N-oxide in dichloromethane

1 h; RefluxMolecular sieve;

Viswanathamurthi; Muthukumar

Journal of Chemical Sciences, 2011 , vol. 123, # 5 p. 567 - 576 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; acetonitrile

Leng, Yan; Zhao, Pingping; Zhang, Mingjue; Wang, Jun

T=90°C; 1 h;

Journal of Molecular Catalysis A: Chemical, 2012 , vol. 358, p. 67 - 72 Title/Abstract Full Text View citing articles Show Details

With [Cu(L-prolinate)2]; dihydrogen peroxide in water; acetonitrile

T=22°C; 48 h; Inert atmosphere;

Goberna-Ferron, Sara; Lillo, Vanesa; Galan-Mascaros, Jose Ramon

Catalysis Communications, 2012 , vol. 23, p. 30 - 33 Title/Abstract Full Text View citing articles Show Details

96 %Chromat.

With Iron(III) nitrate nonahydrate; sodium chloride in 1,2-dichloro-ethane

T=20°C; P=760.051 Torr; 4 h;

Tamura, Naoya; Aoyama, Tadashi; Takido, Toshio; Kodomari, Mitsuo

Synlett, 2012 , vol. 23, # 9 p. 1397 - 1401 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

T=26°C; P=760.051 Torr; 24 h;

Wang, Liang; Zhang, Jian; Meng, Xiangju; Zheng, Dafang; Xiao, Feng-Shou

Catalysis Today, 2011 , vol. 175, # 1 p. 404 - 410 Title/Abstract Full Text View citing articles Show Details

Ca. 28 %Chromat.

With [C4dmim][CH3COO] in water

24 h; RefluxInert atmosphere;

Feng, Bo; Chen, Chen; Yang, Hanmin; Zhao, Xiuge; Hua, Li; Yu, Yinyin; Cao, Ting; Shi, Yu; Hou, Zhenshan

Advanced Synthesis and Catalysis, 2012 , vol. 354, # 8 p. 1559 - 1565 Title/Abstract Full Text View citing articles Show Details

With chlorine

T=24.84°C; P=720 Torr; Kinetics;

Ceacero-Vega, Antonio A.; Ballesteros, Bernabe; Bejan, Iustinian; Barnes, Ian; Jimenez, Elena; Albaladejo, Jose

Journal of Physical Chemistry A, 2012 , vol. 116, # 16 p. 4097 - 4107 Title/Abstract Full Text View citing articles Show Details

70 %Chromat.

With Co(II)DPDME; oxygen; isovaleraldehyde in acetonitrile

T=60°C; 0.5 h;

Sun, Chengguo; Hu, Bingcheng; Liu, Zuliang

Heteroatom Chemistry, 2012 , vol. 23, # 3 p. 295 - 303 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; (Ph2PRuCl2(.eta.6-p-cymene))(ferrocene-1,1'diyl)C(O)NHCH2COOCH3 in water

T=20°C; 24 h;

Tauchman, Jiri; Therrien, Bruno; Suess-Fink, Georg; Stepnicka, Petr

Organometallics, 2012 , vol. 31, # 10 p. 3985 - 3994 Title/Abstract Full Text View citing articles Show Details

With pyridinum sulfonate fluorochromate

0.00972222 h; Neat (no solvent)Microwave irradiation;

Bekhradnia, Ahmad R.; Arshadi, Sattar

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2012 , vol. 42, # 5 p. 705 - 710 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in dichloromethane; acetonitrile

T=25°C;

De Faria, Emerson H.; Ricci, Gustavo P.; Marcal, Liziane; Nassar, Eduardo J.; Vicente, Miguel A.; Trujillano, Raquel; Gil, Antonio; Korili, Sophia A.; Ciuffi, Katia J.; Calefi, Paulo S.

Catalysis Today, 2012 , vol. 187, # 1 p. 135 - 149 Title/Abstract Full Text View citing articles Show Details

71.2 %Chromat.

With periodic acid in acetonitrile

T=80°C; 1.5 h;

Rajarao, Ravindra; Kim; Bhat, Badekai Ramachandra

Journal of Coordination Chemistry, 2012 , vol. 65, # 15 p. 2671 - 2682 Title/Abstract Full Text View citing articles Show Details

95 %Chromat.

With oxygen; potassium carbonate in water

T=80°C; 24 h;

Karimi, Babak; Behzadnia, Hesam; Bostina, Mihnea; Vali, Hojatollah

Chemistry - A European Journal, 2012 , vol. 18, # 28 p. 8634 - 8640 Title/Abstract Full Text View citing articles Show Details

With 3,5-dimethylpyrazolium chlorochromate

T=20°C; 0.0833333 h; Neat (no solvent);

Canbulat, Melek; Oezguen, Beytiye

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2012 , vol. 42, # 5 p. 634 - 637 Title/Abstract Full Text View citing articles Show Details

10 %Spectr.

With [RuCl(ppy)(tpy)][PF6]; oxygen; potassium carbonate in dichloromethane

24 h; Reflux;

Taketoshi, Ayako; Beh, Xin Ning; Kuwabara, Junpei; Koizumi, Take-Aki; Kanbara, Takaki

Tetrahedron Letters, 2012 , vol. 53, # 28 p. 3573 - 3576 Title/Abstract Full Text View citing articles Show Details

84 %Chromat.

With C44H39N2O5PRu; 4-methylmorpholine N-oxide in dichloromethane

3 h; Molecular sieveReflux;

Viswanathamurthi; Iniya, R. Radha; Manikandan; Prakash

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2012 , vol. 42, # 6 p. 771 - 778 Title/Abstract Full Text View citing articles Show Details

80 %Chromat.

With 3-(3-(1,2-dicarboxyethylamino)-3-oxopropyl)-1-methyl-1H-imidazol-3-ium bromide; dihydrogen peroxide

T=25°C; 1.33333 h; Neat (no solvent);

Karthikeyan, Parasuraman; Arunrao, Aswar Sachin; Narayan, Muskawar Prashant; Kumar, Sythana Suresh; Kumar, S. Senthil; Bhagat, Pundlik Rambhau

Journal of Molecular Liquids, 2012 , vol. 173, p. 180 - 183 Title/Abstract Full Text View citing articles Show Details

With oxygen in ethanol

T=80°C;

Shi, Jing; Chen, Lifeng; Ren, Nan; Zhang, Yahong; Tang, Yi

Chemical Communications, 2012 , vol. 48, # 68 p. 8583 - 8585 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

T=80°C; 4 h; chemoselective reaction;

Li, Wanjun; Wang, Aiqin; Liu, Xiaoyan; Zhang, Tao

Applied Catalysis A: General, 2012 , vol. 433-434, p. 146 - 151 Title/Abstract Full Text View citing articles Show Details

Stage #1: With 1-butyl-3-methylimidazolium Tetrafluoroborate

T=20°C; 3 h; Stage #2: With dihydrogen peroxide in water

T=39.84°C;

Zhou, Guojun; Zhang, Zhaorui; Feng, Xin; Dang, Bobo; Li, Xiaoyong; Sun, Yang

Catalysis Communications, 2012 , vol. 25, p. 69 - 73 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

2.5 h;

Hosseini-Monfared, Hassan; Naether, Christian; Winkler, Heiner; Janiak, Christoph

Inorganica Chimica Acta, 2012 , vol. 391, p. 75 - 82 Title/Abstract Full Text View citing articles Show Details

72 %Spectr.

With oxygen; sodium carbonate in water

T=80°C; 20 h;

Ohtaka, Atsushi; Kono, Yuki; Inui, Shigeki; Yamamoto, Syusei; Ushiyama, Tomoki; Shimomura, Osamu; Nomura, Ryoki

Journal of Molecular Catalysis A: Chemical, 2012 , vol. 360, p. 48 - 53 Title/Abstract Full Text View citing articles Show Details

96 %Chromat.

With tert.-butylhydroperoxide in acetonitrile

Schiff Reaction; P=760.051 Torr; 0.25 h; Reflux;

Shojaei, Abdollah Fallah; Rafie, Mahboubeh Delavar; Loghmani, Mohammad Hassan

Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 8 p. 2748 - 2752 Title/Abstract Full Text View citing articles Show Details

98 %Chromat.

With Graphite oxide in toluene

T=80°C; 2 h; Sonication; Hide Experimental Procedure

Mirza-Aghayan, Maryam; Kashef-Azar, Elnaz; Boukherroub, Rabah

Tetrahedron Letters, 2012 , vol. 53, # 37 p. 4962 - 4965 Title/Abstract Full Text View citing articles Show Details

Typical procedure for the oxidation of alcohols

General procedure: To a solution of alcohol (0.1 g) in2 mL of solvent was added the appropriate amount of GO (as indicated in Table2). The resulting mixture was irradiated in an ultrasonic bath or with an ultrasonic probe (methods A to G) for the time indicated in Table 2 prior to GC/MS analysis. The mixture was filtered through a sintered funnel and evaporated under reduced pressure. Purification was achieved by column chromatography using hexane as the eluent. The spectroscopic data of the obtained aldehydes were compared with authentic samples.16 Other products were also known compounds10– 12 and were characterized by 1H NMR, mass spectrometry, and FT-IR spectroscopy. 87 %Chromat.

With Pd(0) nanoparticle supported on aminopropyl grafted silica-based mesocellular foam; air in para-xylene

T=130°C; P=760.051 Torr; 6 h;

Johnston, Eric V.; Verho, Oscar; Kaerkaes, Markus D.; Shakeri, Mozaffar; Tai, Cheuk-Wai; Palmgren, Pal; Eriksson, Kristofer; Oscarsson, Sven; Baeckvall, Jan-E.

Chemistry - A European Journal, 2012 , vol. 18, # 39 p. 12202 - 12206 Title/Abstract Full Text View citing articles Show Details

90 %Chromat.

With C17H14Cl2N4O2Ru; 4-methylmorpholine N-oxide in dichloromethane

1 h; Molecular sieveReflux; Hide Experimental Procedure

Sarkar, Shyamal Kumar; Jana, Mahendra Sekhar; Mondal, Tapan Kumar; Sinha, Chittaranjan

Journal of Organometallic Chemistry, 2012 , vol. 716, p. 129 - 137 Title/Abstract Full Text View citing articles Show Details

3.4 Procedure for catalytic oxidation of alcohols

pressure. The residue was then extracted with diethyl ether (20 ml), concentrated to ≈1 ml and was analyzed by GC. The oxidation products were identified by GC co-injection with authentic samples. All other alcohols were oxidized following identical reaction protocol.

With [1,1′-(butane-1,4-diyl)-bis(3-methylimidazolium)]1.5 phosphotungstate; dihydrogen peroxide in water; acetonitrile

T=90°C; 12 h;

Leng, Yan; Zhao, Pingping; Zhang, Mingjue; Chen, Guojian; Wang, Jun

Science China Chemistry, 2012 , vol. 55, # 9 p. 1796 - 1801 Title/Abstract Full Text View citing articles Show Details

With Mn(TMP)Cl; tetrabutyl ammonium fluoride; silver fluoride; PhIO in dichloromethane; acetonitrile

T=50°C; Inert atmosphere;

Liu, Wei; Huang, Xiongyi; Groves, John T.; Cheng, Mu-Jeng; Nielsen, Robert J.; Goddard III, William A.

Science (Washington, DC, United States), 2012 , vol. 337, # 6100 p. 1322 - 1325,4 Title/Abstract Full Text Show Details

With H4N(1+)*Zn2Sb2; dihydrogen peroxide in water

T=85°C; 7 h;

Ni, Lubin; Patzke, Greta R.; Patscheider, Joerg; Baldridge, Kim K.

Chemistry--A European Journal, 2012 , vol. 18, # 42 p. 13293 - 13298,6 Title/Abstract Full Text Show Details

Ni, Lubin; Patscheider, Joerg; Baldridge, Kim K.; Patzke, Greta R.

Chemistry - A European Journal, 2012 , vol. 18, # 42 p. 13293 - 13298 Title/Abstract Full Text View citing articles Show Details

73 %Chromat.

With [Fe(phen)2Cl2]NO3; dihydrogen peroxide in aq. buffer T=55°C; pH=1; 2 h; chemoselective reaction;

Biswas, Bhaskar; Kole, Niranjan; Al-Hunaiti, Afnan; Raeisaenen, Minna T.; Ansalone, Simone; Leskelae, Markku; Repo, Timo; Chen, Yen-Tung; Tsai, Hui-Lien; Naik, Anil D.; Railliet, Antoine P.; Garcia, Yann; Ghosh, Rajarshi

European Journal of Inorganic Chemistry, 2012 , # 28 p. 4479 - 4485,7 Title/Abstract Full Text Show Details

With oxygen in acetonitrile

12 h; UV-irradiation; Catalytic behavior; Solvent;

Long, Jinlin; Wang, Sibo; Ding, Zhengxin; Zhou, Yangen; Wang, Xuxu; Wang, Shuchao; Huang, Ling

Chemical Communications (Cambridge, United Kingdom), 2012 , vol. 48, # 95 p. 11656 - 11658,3 Title/Abstract Full Text Show Details

With Au/CeO2; oxygen in water

P=760.051 Torr; 24 h; Irradiation; Catalytic behavior; Reagent/catalyst; chemoselective reaction;

Tanaka, Atsuhiro; Hashimoto, Keiji; Kominami, Hiroshi

Journal of the American Chemical Society, 2012 , vol. 134, # 35 p. 14526 - 14533 Title/Abstract Full Text View citing articles Show Details

With C35H25ClN3O3PRu; 4-methylmorpholine N-oxide in dichloromethane

2 h; Reflux; Reagent/catalyst; Hide Experimental Procedure

Anitha; Manikandan; Endo; Hashimoto; Viswanathamurthi

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2012 , vol. 99, p. 174 - 180 Title/Abstract Full Text View citing articles Show Details

Catalytic oxidation

General procedure: Catalytic oxidation of primary alcohols to corresponding aldehydes and secondary alcohols to ketones by ruthenium(II) complexes were studied in the presence of N-methyl morpholine Noxide (NMO) as co-oxidant. In a typical reaction, ruthenium(II) complexes as a catalyst and primary or secondary alcohol, as substrates at 1:100 M ratios was described as follows. A solution of ruthenium complexes (0.01 mmol) in CH2Cl2 (20 cm3) was added to the mixture containing substrate (1 mmol), NMO (3 mmol) and molecular sieves. The solution mixture was refluxed for 2 h and the solvent was then

evaporated from the mother liquor under reduced pressure. The solid residue was extracted with petroleum ether (6080 °C) (20 cm3) concentrated to 1 ml and was analyzed by GC. The oxidation products were identified by GC co-injection with authentic samples.

With Cl2Ru(κ(P)-(η6-2-mesityl-1H-inden-3-yl)dicyclohexylphosphine); sodium t-butanolate in toluene

T=110°C; 12 h; Inert atmosphereSchlenk technique;

Yuan, Jia; Sun, Yue; Yu, Guang-Ao; Zhao, Cui; She, Neng-Fang; Mao, ShuLan; Huang, Peng-Shou; Han, Zhi-Jun; Yin, Jun; Liu, Sheng-Hua

Dalton Transactions, 2012 , vol. 41, # 34 p. 10309 - 10316 Title/Abstract Full Text View citing articles Show Details

97 %Chromat.

With [bis(acetoxy)iodo]benzene; [Al(OH)(bpydc)·0.07RuCl3(DMSO)·0.5H2O] in dichloromethane

T=40°C; 4.5 h; Sealed tube; Catalytic behavior;

Carson, Fabian; Agrawal, Santosh; Gustafsson, Mikaela; Bartoszewicz, Agnieszka; Moraga, Francisca; Zou, Xiaodong; Martin-Matute, Belen

Chemistry - A European Journal, 2012 , vol. 18, # 48 p. 15337 - 15344 Title/Abstract Full Text View citing articles Show Details

With 2O34W9Zn(12-)*24H2O*10H4N(1+)*4Zn(2+)*2Sb(3+); dihydrogen peroxide in water

T=85°C; 7 h; Reagent/catalyst;

Ni, Lubin; Patscheider, Joerg; Baldridge, Kim K.; Patzke, Greta R.

Chemistry - A European Journal, 2012 , vol. 18, # 42 p. 13293 - 13298 Title/Abstract Full Text View citing articles Show Details

With O32W10(4-)*4C9H14N(1+); dihydrogen peroxide in water

T=80°C; 8 h;

Liu, Dan; Gui, Jianzhou; Lu, Feng; Sun, Zhaolin; Park, Yong-Ki

Catalysis Letters, 2012 , vol. 142, # 11 p. 1330 - 1335 Title/Abstract Full Text View citing articles Show Details

With oxygen in water

T=99.84°C; P=1500.15 Torr; 24 h; AutoclaveGreen chemistry; Hide Experimental Procedure

Shi, Yu; Yang, Hanmin; Zhao, Xiuge; Cao, Ting; Chen, Jizhong; Zhu, Wenwen; Yu, Yinyin; Hou, Zhenshan

Catalysis Communications, 2012 , vol. 18, p. 142 - 146 Title/Abstract Full Text View citing articles Show Details

2.3 Typical procedures for the aerobic oxidation of alcohols

General procedure: Catalyst Pd1Au1/LDH (0.1 g) was placed into a 50 ml dry reaction flask with a reflux condenser. Water (3 ml) and 1-phenylethyl alcohol (0.12 ml, 1 mmol) was added via syringe under N2. After the addition, the resulting mixture was purged with oxygen three times and then stirred at desired temperature for a given time under a balloon of oxygen. After reaction, the reaction mixture was extracted with ethyl ether three times. The resulting organic layer was dried with Na2SO4 and then analyzed with GC and GC–MS with the use of n-octane as internal standard to determine the conversion and selectivity. Then the ethyl ether in catalytic aqueous phase was removed under vacuum at room temperature, and the aqueous phase was directly reused by the addition of fresh substrate for the next reaction cycle. 94 %Chromat.

With Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O) in hexane

T=120°C; 20 h; Solvent;

Kawahara, Ryoko; Fujita, Ken-Ichi; Yamaguchi, Ryohei

Angewandte Chemie - International Edition, 2012 , vol. 51, # 51 p. 12790 - 12794 Angew. Chem., 2012 , p. 12962 - 12966 Title/Abstract Full Text View citing articles Show Details

79 %Spectr.

With FeCl3(η1-2,2,6,6-tetramethylpiperidine-N-oxyl) in benzene-d6

0.5 h; Reagent/catalyst;

Scepaniak, Jeremiah J.; Wright, Ashley M.; Lewis, Richard A.; Wu, Guang; Hayton, Trevor W.

Journal of the American Chemical Society, 2012 , vol. 134, # 47 p. 19350 - 19353 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

T=100°C; P=760.051 Torr; 6 h;

Chen, Gongzhou; Wu, Shijian; Liu, Hongli; Jiang, Huanfeng; Li, Yingwei

Green Chemistry, 2013 , vol. 15, # 1 p. 230 - 235 Title/Abstract Full Text View citing articles Show Details

96 %Chromat.

With chloroamine-T; zinc dibromide in acetonitrile

4 h; Reflux; Hide Experimental Procedure

Wang, Peng; Cai, Jin; Yang, Jiabin; Sun, Chunlong; Li, Lushen; Hu, Huayou; Ji, Min

Tetrahedron Letters, 2013 , vol. 54, # 6 p. 533 - 535 Title/Abstract Full Text View citing articles Show Details

Experimental Procedures for oxidation of Various alcohols:

General procedure: A CH3CN solution of alcohol (1 mmol), ZnBr2 (45 mg, 0.2 mmol), and chloramine-T (282 mg, 1 mmol) was placed in a three necked flask with a reflux condenser. After the mixture was stirred under reflux for 1.5-5 h. After cooling to room temperature, the solution was quenched by adding water and the resulting mixture was extracted with AcOEt. Removal of the solvent under reduced pressure gave the crude product, which was purified by column chromatography on silica gel to give the corresponding carbonyls.

With tert.-butylhydroperoxide in decane

T=40°C; 40 h; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Kuzniarska-Biernacka, Iwona; Fonseca, Antonio M.; Neves, Isabel C.

Inorganica Chimica Acta, 2013 , vol. 394, p. 591 - 597 Title/Abstract Full Text View citing articles Show Details

2.5.2 Oxidation of cyclohexanol

The reaction was carried out in 4.0 mL of acetonitrile at 40 °C (±5 °C) under an argon atmosphere with constant stirring, and the composition of the reaction medium was cyclohexanol (0.6 mL, 5.8 mmol), chlorobenzene as internal standard (0.6 mL, 5.9 mmol) and 0.10 g of heterogeneous catalyst. The oxidant, tBuOOH (2.0 mL of 5.5 M in decane solution), was progressively added to the reaction medium at a rate of 0.1 mL min−1 using a KD Scientific Syringe Pump: KDS 200P. The reaction products were analysed and identified as mentioned above.

Stage #1: in dichloromethane

T=10°C; 0.05 h; Sonication; Stage #2: With sodium hypochlorite; sodium bromide in dichloromethane; water

T=10°C; pH=9.1; 0.2 h;

Zheng, Zhi; Wang, Jianli; Zhang, Miao; Xu, Lixin; Ji, Jianbing

ChemCatChem, 2013 , vol. 5, # 1 p. 307 - 312 Title/Abstract Full Text View citing articles Show Details

100 %Spectr.

With sodium periodate; [(p-cymene)RuCl{1-(butylthio)-3-(methylthio)propane}] [bis(trifluoromethanesulfonyl)amide] in aq. buffer T=0 - 20°C; pH=9 - 10; 25 h; Inert atmosphere;

Mori, Shotaro; Mochida, Tomoyuki

Organometallics, 2013 , vol. 32, # 3 p. 780 - 787 Title/Abstract Full Text View citing articles Show Details

With 7H2O*La(3+)*2O39PW11(7-)*11C13H30N(1+); dihydrogen peroxide in water; acetonitrile

T=25°C; 6 h; Hide Experimental Procedure

Zhao, Shen; Jia, Yueqing; Song, Yu-Fei

Applied Catalysis A: General, 2013 , vol. 453, p. 188 - 194 Title/Abstract Full Text View citing articles Show Details

2.5 Procedure for catalytic oxidation with H2O2

General procedure: In a typical experiment, 1 mmol substrate, 30percent H2O2 aqueous solution, 0.25 molpercent DA-La(PW11)2 and 0.2 ml acetonitrile (V(H2O2):V(CH3CN) = 1:2) were placed in a 20 ml glass bottle at room temperature and the reaction mixture was kept stirring vigorously. When the reaction completed, diethyl ether and water were added to the reaction mixture. The POM catalyst of DA-La(PW11)2 was precipitated in the organic layer and the corresponding product was extracted to the organic layer. After centrifuging the organic layer, the POM catalyst of DA-La(PW11)2 was recovered and the clear organic solution was analyzed by GC and identified by 1H NMR to determine the yield based on H2O2. Similar procedures were adopted for catalytic oxidation with H2O2 catalyzed by DDA-La(PW11)2, TDALa(PW11)2, HDA-La(PW11)2 and ODA-La(PW11)2.

64 %Chromat.

With 10 wt Co on TiO2 in o-xylene

T=144°C; 24 h;

Shimizu, Ken-Ichi; Kon, Kenichi; Seto, Mayumi; Shimura, Katsuya; Yamazaki, Hiroshi; Kondo, Junko N.

Green Chemistry, 2013 , vol. 15, # 2 p. 418 - 424 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

T=90°C; 7 h; Reflux; Reagent/catalyst;

Zhang, Zhenxin; Zhu, Qianqian; Ding, Yong

Synthetic Communications, 2013 , vol. 43, # 9 p. 1211 - 1218 Title/Abstract Full Text View citing articles Show Details

With copper(II) oxide-supported gold; oxygen in toluene

T=80°C; P=760.051 Torr; 20 h; Green chemistry; Hide Experimental Procedure

Wang, Hui; Fan, Weibin; He, Yue; Wang, Jianguo; Kondo, Junko N.; Tatsumi, Takashi

Journal of Catalysis, 2013 , vol. 299, p. 10 - 19 Title/Abstract Full Text View citing articles Show Details

2.3 Catalytic tests

General procedure: The liquid-phase oxidation of alcohols with O2 in the presence or absence of solvent was conducted at atmospheric pressure in a round-bottom flask (50 mL) equipped with a condenser under stirring conditions. The temperature was controlled with a water bath and kept at 70 or 80 °C. The reaction time was 5–20 h. The detailed reaction conditions for different batches are shown in the footnotes of tables and the captions of figures. The obtained products were analyzed on two GC-14B gas chromatographs equipped with flame ionization detectors and a 50-m OV-1 and a 30-m PEG capillary column, respectively. 74 %Chromat.

in o-xylene

T=144°C; 72 h; Hide Experimental Procedure

Shimizu, Ken-Ichi; Kon, Kenichi; Shimura, Katsuya; Hakim, Siddiki S.M.A.

Journal of Catalysis, 2013 , vol. 300, p. 242 - 250 Title/Abstract Full Text View citing articles Show Details

2.4. Typical procedures of catalytic reactions

General procedure: Typically, Ni/θ-Al2O3 (Ni loading = 5 wt.percent) prereduced in H2 at 500 °C for 0.5 h was used as a standard catalyst. After the prereduction, we carried out catalytic tests using a batchtype reactor without exposing the catalyst to air. A mixture of o-xylene (1 g), alcohol (1 mmol), and n-dodecane (0.5 mmol) was injected into the prereduced catalyst inside a reactor (cylindrical glass tube) through a septum inlet, followed by filling with N2. Then, the resulting mixture was stirred under reflux conditions; the heating temperature was 155 °C, and the reaction temperature was ca. 144 °C. Conversion and yields of products were determined by GC using ndodecane as an internal standard. Progress of the reaction was monitored by GC analysis of aliquots (ca. 0.05 g). The initial rate of reaction was measured under the conditions where the conversion was below 40percent. The products were identified by GC–MS equipped with the same column as GC and by comparison with commercially pure products. GC analysis of the gas-phase product (H2) was carried out by the mass spectrometer (BELMASS).#10; 56 %Spectr.

With [H(3,5-trifluoromethylphenyl)4B]*2Et2O; C32H63CoNP2Si in toluene

T=120°C; 24 h; GloveboxInert atmosphere;

Zhang, Guoqi; Hanson, Susan K.

Organic Letters, 2013 , vol. 15, # 3 p. 650 - 653 Title/Abstract Full Text View citing articles Show Details

With C11H7I2N3O2RuS; 4-methylmorpholine N-oxide in dichloromethane

T=400°C; 2 h; Molecular sieve; Reagent/catalyst; Hide Experimental Procedure

Kundu, Subhankar; Sarkar, Deblina; Jana, Mahendra Sekhar; Pramanik, Ajoy Kumar; Jana, Subrata; Mondal, Tapan Kumar

Journal of Molecular Structure, 2013 , vol. 1035, p. 277 - 284 Title/Abstract Full Text View citing articles Show Details

4.7 Procedure for catalytic oxidation of alcohols

General procedure: Catalytic oxidation of primary alcohol to corresponding aldehyde and secondary alcohol to ketone by ruthenium(II) complexes were studied in the presence of NMO as cooxidant. A typical reaction using the complex as a catalyst and primary or secondary alcohol, as substrate at 1:100 molar ratio was described as follows. A solution of [Ru(CO)2(L)Cl2] (1) (0.01 mmol) in CH2Cl2 (25 mL) was added to the mixture containing PhCH2OH (1 mmol), NMO (3 mmol) and molecular sieves. The reaction mixture was refluxed for 2 h, and the solvent was then evaporated under reduced pressure. The residue was then extracted with diethyl ether (20 mL), concentrated to ≈1 mL. Conversions were determined by GC instrument equipped with a flame ionization detector (FID) using a HP-5 column of 30 m length, 0.53 mm diameter and 5.00 μm film thickness. The column, injector and detector temperatures were 200, 250 and 250 °C, respectively. The carrier gas was N2 (UHP grade) at a flow rate of 30 mL/min. The injection volume of sample was 2 mL. The oxidation products were identified by GC co injection with authentic samples. All other alcohols were oxidized following identical reaction protocol.

With C40H64N16O14V6(4-); oxygen in acetonitrile

T=130°C; P=1500.15 Torr; 12 h; Autoclave;

Chen, Baokuan; Huang, Xianqiang; Wang, Boe; Lin, Zhengguo; Hu, Jufang; Chi, Yingnan; Hu, Changwen

Chemistry - A European Journal, 2013 , vol. 19, # 14 p. 4408 - 4413 Title/Abstract Full Text View citing articles Show Details

88 %Chromat.

With tert.-butylhydroperoxide in tetrachloromethane

1.66667 h; Reflux; Hide Experimental Procedure

Araghi, Mehdi; Ghorbani, Azam; Yeganeh, Faten Eshrati

Comptes Rendus Chimie, 2013 , vol. 16, # 2 p. 109 - 113 Title/Abstract Full Text View citing articles Show Details

2.1. General procedure for oxidation of alcohols with tert-BuOOH catalyzed by [Mo(CO)5(at)APy-MWCNT]

General procedure: In a 25 mL round bottom flask equipped with a magnetic stirrer bar and a condenser, alcohols (1 mmol),tert-BuOOH (2 mmol, 80percent solution in di-tert-butylperoxide), catalyst (90 mg, 0.015 mmol) and CCl4 (4 mL) were mixed and refluxed. The progress of the reaction was monitored by GLC. At the end of the reaction, the reaction mixture was diluted Et2O (20 mL) and filtered. The products were extracted with CH2Cl2 (2 10 mL) and were purified on silica-gel plates or a silica-gel column (CCl4-Et2O, 4:1). FT IR and 1H NMR spectral data was used to confirm the identities of the products.#10; 96 %Chromat.

With trans-(Cl)-[Ru(CO)2Cl2(1-methyl-2-(phenylazo)imidazole)]; 4-methylmorpholine N-oxide in dichloromethane

2 h; RefluxMolecular sieve; Reagent/catalyst;

Sarkar, Shyamal Kumar; Jana, Mahendra Sekhar; Mondal, Tapan Kumar; Sinha, Chittaranjan

Polyhedron, 2013 , vol. 50, # 1 p. 246 - 254 Title/Abstract Full Text View citing articles Show Details

Hide Experimental Procedure

3.4. Procedure for catalytic oxidation

General procedure: Catalytic oxidation of primary and secondary alcohols to the corresponding aldehydes and ketones respectively by ruthenium(II) and osmium(II) carbonyl iodide complexes were studied in the presence of NMO as a co-oxidant and the byproduct, water, was removed by using about 0.5 g of molecular sieves. Typical reactions were carried out using the ruthenium and osmium complexes as the catalyst and benzyl alcohol, 2-butanol, cyclopentanol and cyclohexanol as substrates in a 1:100 molar ratio. Solutions of the ruthenium and osmium complexes (0.01 mmol) in 20 cm3 CH2Cl2 were added to a solution of the substrate (1 mmol) and NMO (3 mmol). The solution mixture was refluxed for 2 h and the solvent was then evaporated from the mother liquor under reduced pressure. The residue was then extracted with petroleum ether (20 cm3) and was analyzed by GC using an Agilent 7890 series Gas chromatography instrument equipped with a flame ionization detector (FID) using a HP-5 column of 30 m length, 0.53 mm diameter and 5.00 lm film thickness. The ether extracts were evaporated to give the corresponding aldehydes/ketones, which were then isolated and quantified as their 2,4dinitrophenylhydrazone derivatives.

With oxygen

T=340°C; P=760.051 Torr; Hide Experimental Procedure

Zhao, Guofeng; Deng, Miaomiao; Jiang, Yifeng; Hu, Huanyun; Huang, Jun; Lu, Yong

Journal of Catalysis, 2013 , vol. 301, p. 46 - 53 Title/Abstract Full Text View citing articles Show Details

2.3 Reactivity tests

General procedure: The gas-phase selective oxidation of alcohols on these catalysts with molecular oxygen was carried out on a fixed-bed quartz tube reactor (i.d., 16 mm) under atmospheric pressure as described previously [14,15,26,27]. Circular chips (16.1 mm diameter) of the microfibrous-structured Au/Ni-fiber catalysts were punched down from their large sheet sample and packed layer-up-layer into the tube reactor with total mass of 0.3 g. Note that the diameter of 0.1 mm larger than the i.d. of the tubular reactor was retained deliberately to avoid the appearance of the gap between the reactor wall and the edges of the catalyst chips thereby preventing the gas bypassing. Alcohols were fed continuously using a high-performance liquid pump, in parallel with O2 (oxidant) and N2 (diluted gas) feeding using the calibrated mass flow controllers, into the reactor heated to the desired reaction temperature. The organic phase of the liquid effluent was collected for analyzing by an HP 5890 gas chromatography–flame ionization detector (GC–FID) with a 60-m HP-5 ms capillary column. The gas-phase products such as H2, COx, and C1–C3 hydrocarbons were analyzed by an HP-5890 GC with thermal conductivity detector (TCD) and a 30-m AT-plot 300 capillary column. Reaction temperature, WHSV, and alcoholic hydroxyl (O2/ol) were varied in range from 220 to 380 °C, 10 to 70 h−1, and 0.4 to 1.2, respectively. Prior to the reaction testing, as-prepared catalysts were all activated by performing the benzyl alcohol oxidation at a high temperature of 380 °C for 1 h, using molar ratio of O2 to O2/ol = 0.6 and WHSV = 20 h−1.

With dihydrogen peroxide in water

T=110 - 120°C; P=6205.94 - 10343.2 Torr; 0.25 h; Microwave irradiationSealed tubeGreen chemistry; Hide Experimental Procedure

Balu, Alina Mariana; Lin, Carol Sze Ki; Liu, Hongli; Li, Yingwei; Vargas, Carolina; Luque, Rafael

Applied Catalysis A: General, 2013 , vol. 455, p. 261 - 266 Title/Abstract Full Text View citing articles Show Details

Microwave assisted oxidation of benzyl alcohol and aromatic alkenes

General procedure: The reaction was carried out in a CEM Discover microwave reactor equipped with a PC-controlled interface. The method was power controlled in which samples (vessel size 10 mL) were irradiated at 300 W (maximum power output) to achieve different temperatures. In a typical reaction, a mixture containing 2 mmol of substrate, 0.4 mL of H2O2 (50 wt.percent), 2 mL of water and 0.05 g of catalyst was microwaved in a CEM-DISCOVER reactor for different times of reaction (typically between 3 and 15 min) at 300 W, reaching a maximum temperature between 100 and 120 °C (average temperature 100 °C). Dodecane was added to the mixture as internal standard. The microwave method was power-controlled and reactions were carried out in closed vessel mode (pressure 120–200 psi-8.3 to 13.4 bar-developed in the system). Upon reaction completion (in both cases), samples were collected, extracted with an organic solvent (typically toluene) and subsequently analysed by GC and GC/MS in an Agilent 6890N fitted with an HP-5 capillary column (30 m × 0.32 mm × 0.25 μm) and a flame ionization detector (FID).

With Yarrowia lipolytica short chain dehydrogenase/reductase; nicotinamide adenine dinucleotide phosphate; magnesium chloride in aq. buffer T=28°C; pH=8.0; 0.166667 h; Enzymatic reaction; Hide Experimental Procedure

Napora, Kamila; Wrodnigg, Tanja M.; Kosmus, Patrick; Thonhofer, Martin; Robins, Karen; Winkler, Margit

Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 11 p. 3393 - 3395 Title/Abstract Full Text View citing articles Show Details

General procedure: Unless otherwise stated, purified tagged YlSDR (1–10μM) was assayed in 50mM Tris–HCl containing 2mM MgCl2, pH 8.0, 10mM substrate (for lipophilic substrates, additional 0.15percent Tween 20) and 1mM NADP+ or NAD+. The increase of absorbance at 340nm was monitored at 28°C for 10min (or 12h for ribose). For NAD+, no activity was observed under these conditions. The reported values represent the average of at least four measurements with appropriate blanks substracted. One activity unit is defined as the amount of enzyme catalyzing the reduction of 1μM of NADP+ per minute. Kinetic parameters for oxidation were determined at pH 10.0 from unweighted non-linear least-square fits of experimental data using the program Sigmaplot (version 12.3).

With TiO1.966N0.034; water; oxygen

2 h; Irradiation;

Zhang, Zizhong; Luo, Zhishan; Yang, Zhiping; Zhang, Shuying; Zhang, Yu; Zhou, Yangen; Wang, Xuxu; Fu, Xianzhi

RSC Advances, 2013 , vol. 3, # 20 p. 7215 - 7218 Title/Abstract Full Text View citing articles Show Details

97 %Chromat.

With sodium bromate; cis-[Ru(2,9-Me2phen)2(OH2)2](PF6)2 in water

T=40°C; 4 h; Catalytic behavior; pH-valueTemperature;

Hu, Zongmin; Ma, Li; Xie, Jianhui; Du, Hongxia; Lam, William W. Y.; Lau, Tai-Chu

New Journal of Chemistry, 2013 , vol. 37, # 6 p. 1707 - 1710 Title/Abstract Full Text View citing articles Show Details

With [RuCl2(p-cymene)(1,4-dibutyl-3-methyl-1,2,3-triazolylidene)] in toluene

T=110°C; 16 h;

Canseco-Gonzalez, Daniel; Albrecht, Martin

Dalton Transactions, 2013 , vol. 42, # 20 p. 7424 - 7432 Title/Abstract Full Text View citing articles Show Details

With tetrakis(tetrabutylammonium)decatungstate(VI); dihydrogen peroxide in water; acetonitrile

T=135 - 140°C; P=25502.6 - 27002.7 Torr; 0.25 h; Microwave irradiation; Catalytic behavior; TemperaturePressureSolventTime;

Galica, Mateusz; Kasprzyk, Wiktor; Bednarz, Szczepan; Bogdal, Dariusz

Chemical Papers, 2013 , vol. 67, # 9 p. 1240 - 1244 Title/Abstract Full Text View citing articles Show Details

93.7 %Chromat.

With tert.-butylhydroperoxide; Cu(9-(2'-hydroxy-3'-phenylthio-5'-tert-butylphenyl)-6-methylthio-3acetyl-5,7,8-triazanona-3,6,8-trien-2-one(2-)) in water

T=80°C; 4 h; Microwave irradiation; Reagent/catalyst;

Arion, Vladimir B.; Platzer, Sonja; Rapta, Peter; Machata, Peter; Breza, Martin; Vegh, Daniel; Dunsch, Lothar; Telser, Joshua; Shova, Sergiu; Mac Leod, Tatiana C. O.; Pombeiro, Armando J. L.

Inorganic Chemistry, 2013 , vol. 52, # 13 p. 7524 - 7540 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

T=100°C; P=7500.75 Torr; 24 h;

Wang, Min; Wang, Feng; Ma, Jiping; Chen, Chen; Shi, Song; Xu, Jie

Chemical Communications, 2013 , vol. 49, # 59 p. 6623 - 6625 Title/Abstract Full Text View citing articles Show Details

With trichloroisocyanuric acid; 4,9-dimethyl-1,3-diphenyl-1H,3H-benzo[de]isoquinolin-Noxyl; sodium hydrogencarbonate in dichloromethane

T=0 - 20°C; 1.5 h; Hide Experimental Procedure

TECHNION RESEARCH AND DEVELOPMENT FOUNDATION LTD.; SZPILMAN, Alex M.; AMAR, Michal

Patent: WO2013/118118 A1, 2013 ; Location in patent: Page/Page column 36 ; Title/Abstract Full Text Show Details

3:Application of Nitroxyl R^phenyl R2=methyl as Catalyst for Oxidation of Alcohols to Carbonyls: Cyclohexanol

A solution of 1 eq. of TCCA (232.41mg, lmmol) and 2 eq. of NaHC03 (168.02mg, 2mmol) in 4 ml of dry DCM was prepared in a round 10 ml flask. The mixture was stirred and cooled to 0°C with an ice bath then 1 eq. (lmmol) of cyclohexanol was added to the solution. Freshly made catalyst prepared as described above (0.02eq) was added to the stirred reaction mixture. The cooling was discontinued and the reaction mixture allowed warming to room temperature. After 1.5 hours full conversion was observed. Cyclohexanone was the only product as determined by TLC.

With [ruthenium(II)(η6-benzene)(chloride)(NC5H4CH2SeC6H5)](hexafluorophosphate); 4methylmorpholine N-oxide in dichloromethane

2 h; Reflux; Reagent/catalystTime;

Prakash, Om; Sharma, Kamal Nayan; Joshi, Hemant; Gupta, Pancham Lal; Singh, Ajai K.

Dalton Transactions, 2013 , vol. 42, # 24 p. 8736 - 8747 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=340°C; Gas phase; Hide Experimental Procedure

Zhao, Guofeng; Hu, Huanyun; Jiang, Zheng; Zhang, Shuo; Lu, Yong

Applied Catalysis A: General, 2013 , vol. 467, p. 171 - 177 Title/Abstract Full Text View citing articles Show Details

2.3. Reactivity tests

The gas-phase oxidation of alcohols was performed on a fixed-bed quartz tube reactor (700 mm length by 16 mm inner diameter)under atmospheric pressure as described previously [31,32]. Cata-lyst used in each test was 0.3 g (200–300 mesh). Alcohols were fedcontinuously via a high-performance liquid pump in parallel withO2(oxidant) and N2(diluted gas of 100 ml/min) feeding, which usedcalibrated mass flow controllers, into the reactor under steady-state temperature conditions. The weight hourly space velocity(WHSV) was calculated by dividing the mass flow rate of the alco-hol feedstock by the catalyst mass. The effluent was cooled usingan ice-salt bath (−15C) to condense the vapors for analysis usinga Shimadzu-2014 gas chromatography-flame ionization detector(GC-FID) with a 60 m HP-5ms capillary column. The gas-phaseproducts phaseproducts, such as H2, COx, and C1–C3 hydrocarbons, were ana-lyzed using an HP-5890 GC with a thermal conductivity detector(TCD) and a 30 m AT-plot 300 capillary column. The reproducibilityof the conversion and selectivity of the product was high and theerror range was ±0.2percent. A carbon mass balance close to 100percent was achieved.

With Au0.95Ag0.05; oxygen; sodium carbonate

T=49.84°C; 5 h; Catalytic behavior; Temperature; Hide Experimental Procedure

Huang, Xuemin; Wang, Xueguang; Tan, Mingwu; Zou, Xiujing; Ding, Weizhong; Lu, Xionggang

Applied Catalysis A: General, 2013 , vol. 467, p. 407 - 413 Title/Abstract Full Text View citing articles Show Details

Catalyst reaction

General procedure: The oxidation of alcohols was carried out with O2 in a three-necked flask of 50 mL with a reflux condenser with a magnetic stirrer. Typically, 3 mmol of Na2CO3 was firstly dissolved in 30 mL of metal nanoparticle colloid completely. The solution was heated at the set temperature with an accuracy of ± 0.1 K and bubbled with pure O2 (30 mL/min) for 60 min. Then, the desired amount of alcohol was added into the reaction mixture and started the oxidation reaction under vigorous stirring by bubbling O2. The reactions were monitored by sampling the reaction mixture (0.5 mL) at fixed intervals. The reaction mixture was immediately quenched with a 2 M HCl aqueous solution (0.5 mL) and extracted with ethyl acetate (5 mL) for 3 times. The obtained organic layer was dried with Na2SO4 and analyzed by a CP-3800 gas chromatography with FID detector using the external standard method. The overall organic mass balance based on the starting reactants was more than 95percent. 70 %Chromat.

With dihydrogen peroxide in water; acetonitrile

T=20°C; 10 h; Catalytic behavior; Reagent/catalyst;

Islam, Sk. Manirul; Paul, Sumantra; Roy, Anupam Singha; Banerjee, Satabdi; Ghosh, Kajari; Dey, Ram Chandra; Santra

Transition Metal Chemistry, 2013 , vol. 38, # 6 p. 675 - 682 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in water; acetonitrile

T=60°C;

Shilpa; Gayathri

Transition Metal Chemistry, 2013 , vol. 38, # 6 p. 705 - 713 Title/Abstract Full Text View citing articles Show Details

With sodium phosphotungstate; dihydrogen peroxide; β-CD in n-heptane; water

T=40°C; 24 h; Schlenk techniqueInert atmosphereGreen chemistry;

Leclercq, Loic; Company, Roberto; Muehlbauer, Andrea; Mouret, Adrien; Aubry, Jean-Marie; Nardello-Rataj, Veronique

ChemSusChem, 2013 , vol. 6, # 8 p. 1533 - 1540 Title/Abstract Full Text View citing articles Show Details

With C50H40ClN2O4P2Ru*0.5C6H14; 4-methylmorpholine N-oxide in dichloromethane

Yin, Xiao-Feng; Lin, Hui; Jia, Ai-Quan; Chen, Qun; Zhang, Qian-Feng

%Chromat.

T=20°C; 12 h; Inert atmosphereSchlenk technique; Reagent/catalystTime; Hide Experimental Procedure

Journal of Coordination Chemistry, 2013 , vol. 66, # 18 p. 3229 - 3240 Title/Abstract Full Text View citing articles Show Details

2.4. Procedure for catalytic oxidation of alcohols

General procedure: Oxidation of primary alcohols to aldehydes and secondary ones to ketones with NMO were catalyzed in the presence of [RuCl(κ2-N,O-L-Cl)(CO)(PPh3)2] (1), [RuCl(κ2-N,O-L-Me)(CO)

(PPh3)2] (2), or [RuCl(κ2-N,O-L-NO2)(CO)(PPh3)2] (3). A typical reaction using 1, 2 or 3 as catalyst is as follows. A solution of 1, 2 or 3 (1 Mpercent) in 20 mL of CH2Cl2 was added to the mixture of substrate (1 mM) and NMO (2 mM). The mixture was stirred at room temperature for 9 h and the solvent was evaporated under reduced pressure with a rotary evaporator resulting in a solid mass. It was shaken with petroleum ether (30–40 °C)(20 mL). The oxidized product extracted into petroleum ether was analyzed by GC.

With 2-pyridinecarboxylic acid; manganese(II) perchlorate hexahydrate; dihydrogen peroxide; sodium acetate in acetonitrile

T=0 - 20°C;

Dong, Jia Jia; Unjaroen, Duenpen; Mecozzi, Francesco; Harvey, Emma C.; Saisaha, Pattama; Pijper, Dirk; De Boer, Johannes W.; Alsters, Paul; Feringa, Ben L.; Browne, Wesley R.

ChemSusChem, 2013 , vol. 6, # 9 p. 1774 - 1778 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=220°C; 360 h; Gas phase; Reagent/catalyst;

Jin, Jiabin; Yan, Xiaoqing; Xu, Shaodan; Liu, Shengjie; Hong, Jinhua; Huang, Fenfen; Dai, Yihu; Jin, Chuanghong; Fan, Jie

Chemistry of Materials, 2013 , vol. 25, # 19 p. 3921 - 3927 Title/Abstract Full Text View citing articles Show Details

99 %Chromat.

With 9-azabicyclo[3.3.1]nonane-N-oxyl; oxygen; acetic acid; sodium nitrite

T=20°C; P=760.051 Torr; 4 h; Reagent/catalystSolvent;

Lauber, Markus B.; Stahl, Shannon S.

ACS Catalysis, 2013 , vol. 3, # 11 p. 2612 - 2616 Title/Abstract Full Text View citing articles Show Details

With Cumene hydroperoxide; nitrobenzene

Kinetics;

Moskvitina; Puchkov; Borisov; Perkel'

Kinetics and Catalysis, 2013 , vol. 54, # 5 p. 538 - 544 Kinet. Katal., 2013 , vol. 54, # 5 p. 568 - 574 Title/Abstract Full Text View citing articles Show Details

82 %Chromat.

With tert.-butylhydroperoxide in acetonitrile

T=75°C; Hide Experimental Procedure

Yadav, Ganapati D.; Yadav, Akhilesh R.

Journal of Molecular Catalysis A: Chemical, 2013 , vol. 380, p. 70 - 77 Title/Abstract Full Text View citing articles Show Details

91 %Spectr.

Hide Details

General procedure: All experiments were conducted in 50 cm3 glass reactor. A fourbladed–pitched turbine impeller was used for reaction. The temperature was maintained at the selected value. Weighed quantitiesof reactants and catalyst were charged to the reactor and then the temperature raised to the desired value. Thereafter the agitation was commenced. An initial sample was taken and further sampling was done periodically up to 4 h. A standard experiment was performed with 0.01 mol 1-phenylethanol, 0.03 mol TBHP and catalyst quantity of 0.012 g/cm3. The temperature was normally maintainedat 75°C at 900 rpm as speed of agitation. The total volume of liquidphase was 15.0 cm3in which 0.2 cm3 n-decane was used as internal standard. At the end of experiment, the catalyst was filtered and the organic layer was concentrated and purified by columnchromatography.

With C14H14I2N2O4RuS; 4-methylmorpholine N-oxide in dichloromethane

T=40°C; 1 h; Molecular sieve; Reagent/catalyst; Hide Experimental Procedure

Jana, Subrata; Jana, Mahendra Sekhar; Sarkar, Deblina; Paira, Mrinal Kanti; Mondal, Tapan Kumar

Journal of Molecular Structure, 2013 , vol. 1054-1055, p. 83 - 88 Title/Abstract Full Text View citing articles Show Details

Procedure for catalytic oxidation of alcohols

General procedure: Catalytic oxidation of primary alcohols to corresponding aldehydes and secondary alcohols to ketones by ruthenium(II) complexes were studied in the presence of NMO as co-oxidant. A typical reaction using the complex as a catalyst and primary or secondary alcohol, as substrate at 1:100 M ratio was described as follows. A solution of complex 1 (0.01 mmol) in CH2Cl2 (25 mL) wasadded to the mixture containing PhCH2OH (1 mmol), NMO(3 mmol) and molecular sieves. The reaction mixture was refluxedand conversion of PhCH2OH to PhCHO was monitored taking the reaction mixture at 10 min time interval. The solvent of the reaction mixture was evaporated under reduced pressure. The residue was then extracted with diethyl ether, concentrated to 1 mL. Conversions were determined by GC instrument equipped with a flame ionization detector (FID) using a HP-5 column of 30 mlength, 0.53 mm diameter and 5.00 lm film thickness. The column,injector and detector temperatures were 200, 250 and 250 C respectively. The carrier gas was N2 (UHP grade) at a flow rate of 30 mL/min. The injection volume of sample was 2 lL. The oxidation products were identified by GC co-injection with authentic samples. No significant conversion was observed after 50 min. Allother alcohols were oxidized by refluxing the reaction mixture for 1 h and conversions were monitored following the identical protocol.

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene in dichloromethane

T=20°C;

Khan, Imran A.; Saxena, Anil K.

Journal of Organic Chemistry, 2013 , vol. 78, # 23 p. 11656 - 11669 Title/Abstract Full Text View citing articles Show Details

> 99 %Chromat.

With oxygen; potassium hydoxide in water

T=30°C; P=760.051 Torr; 24 h;

Gao, Lei; Nishikata, Takashi; Kojima, Keisuke; Chikama, Katsumi; Nagashima, Hideo

Chemistry - An Asian Journal, 2013 , vol. 8, # 12 p. 3152 - 3163 Title/Abstract Full Text View citing articles Show Details

> 95

With [bis(acetoxy)iodo]benzene in dichloromethane

Beejapur, Hazi Ahmad; Giacalone, Francesco; Noto, Renato; Franchi, Paola;

%Spectr.

T=20°C; 3 h; Reagent/catalyst;

Lucarini, Marco; Gruttadauria, Michelangelo

ChemCatChem, 2013 , vol. 5, # 10 p. 2991 - 2999 Title/Abstract Full Text View citing articles Show Details

82.2 %Chromat.

With aluminum (III) chloride; platinum; oxygen in water

T=60°C; P=750.075 Torr; 24 h; Sealed tube; Time;

Yu, Tingting; Wang, Jiaqing; Li, Xinming; Cao, Xueqin; Gu, Hongwei

ChemCatChem, 2013 , vol. 5, # 10 p. 2852 - 2855 Title/Abstract Full Text View citing articles Show Details

With 1-tosyloxy-1-oxo-1H-1λ5-benzo[d][1,2]iodoxol-3-one in dichloromethane

T=20°C; 0.166667 h;

Yusubov, Mekhman S.; Svitich, Dmitrii Yu.; Yoshimura, Akira; Nemykin, Victor N.; Zhdankin, Viktor V.

Chemical Communications, 2013 , vol. 49, # 96 p. 11269 - 11271 Title/Abstract Full Text View citing articles Show Details

50 %Chromat.

With tert.-butylhydroperoxide; [Cu(1,5-bis[(E)-5-chloro-2-hydroxybenzylideneamino]-1Himidazole-4-carbonitrile)]*tetrahydrofuran in decane; acetonitrile

T=40°C; 5 h; Green chemistry; Catalytic behavior; Reagent/catalyst;

Kuzniarska-Biernacka, Iwona; Carvalho, M. Alice; Rasmussen, Soren B.; Banares, Miguel A.; Biernacki, Krzysztof; Magalhaes, Alexandre L.; Rolo, Anabela G.; Fonseca, Antonio M.; Neves, Isabel C.

European Journal of Inorganic Chemistry, 2013 , # 31 p. 5408 - 5417 Title/Abstract Full Text View citing articles Show Details

55.6 %Chromat.

With ammonium cerium (IV) nitrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetraethylammonium bromide; oxygen; sodium nitrite in water

T=80°C; P=2250.23 Torr; 6 h; AutoclaveSealed tube; Hide Experimental Procedure

Yan, Yongtao; Tong, Xinli; Wang, Kaixuan; Bai, Xueqin

Catalysis Communications, 2014 , vol. 43, p. 112 - 115 Title/Abstract Full Text View citing articles Show Details

General procedure for the oxidation of alcohols

General procedure: All oxidation experiments are performed in a 120mL autoclave equipped with the magnetic stirring and temperature control. A typical procedure for the oxidation of benzyl alcohol is as follows: 1.08g (10.0mmol) of benzyl alcohol, 0.0156g (0.1mmol) of TEMPO, 0.274g (0.5mmol) of CAN, 0.0690g (1.0mmol) of NaNO2, additive in suitable amount and 10mL of H2O were charged into the reactor, and the atmosphere inside is replaced with oxygen after the reactor is sealed. Then, pure oxygen is charged to 0.3MPa at room temperature. In the following, the autoclave is heated to 80°C under stirring, and then kept for 2h. After reaction, the autoclave was cooled to room temperature and excess gas was purged. The mixture was transferred into a flask, in which the reactor was washed with CH2Cl2 for 3–5 times in order to transfer completely. Next, the products are extracted with 6mL CH2Cl2 three times. The obtained products were analyzed with internal standard technique by GC with a flame ionization detector (all products were determined on GC–MS with an Agilent 6890N GC/5973 MS detector). 82 %Chromat.

With periodic acid in water

T=45°C; 12 h;

Ganesamoorthy; Muthu Tamizh; Shanmugasundaram; Karvembu

Tetrahedron Letters, 2013 , vol. 54, # 51 p. 7035 - 7039 Title/Abstract Full Text View citing articles Show Details

With reusable unsupported rhenium nanocrystalline particle in neat (no solvent) T=180°C; 10 h; Green chemistry;

Yi, Jing; Miller, Jeffrey T.; Zemlyanov, Dmitry Y.; Zhang, Ruihong; Dietrich, Paul J.; Ribeiro, Fabio H.; Suslov, Sergey; Abu-Omar, Mahdi M.

Angewandte Chemie - International Edition, 2014 , vol. 53, # 3 p. 833 - 836 Angew. Chem., 2013 , vol. 126, # 03 p. 852 - 855,4 Title/Abstract Full Text View citing articles Show Details

With Au/CeO2; oxygen; caesium carbonate in chlorobenzene

T=90°C; P=760.051 Torr; 8 h;

Wang, Min; Wang, Feng; Ma, Jiping; Li, Mingrun; Zhang, Zhe; Wang, Yehong; Zhang, Xiaochen; Xu, Jie

Chemical Communications, 2014 , vol. 50, # 3 p. 292 - 294 Title/Abstract Full Text View citing articles Show Details

With lyophilised cells of Escherichia coli overexpressing the solvent-tolerant alcohol dehydrogenase from Rhodococcus ruber DSM44541 in aq. buffer T=30°C; pH=7.5; 24 h; Resolution of racemateEnzymatic reaction;

Paul, Caroline E.; Lavandera, Ivan; Gotor-Fernandez, Vicente; Kroutil, Wolfgang; Gotor, Vicente

ChemCatChem, 2013 , vol. 5, # 12 p. 3875 - 3881 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; oxygen in neat (no solvent) T=90°C; 24 h; Catalytic behavior;

Narkhede, Nilesh; Patel, Anjali; Singh, Sukriti

Dalton Transactions, 2014 , vol. 43, # 6 p. 2512 - 2520 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in acetonitrile

T=90°C; 8 h; Inert atmosphere; Hide Experimental Procedure

Mahdavi, Vahid; Soleimani, Shima

Materials Research Bulletin, 2014 , vol. 51, p. 153 - 160 Title/Abstract Full Text View citing articles Show Details

2.4. Oxidation of alcohols

General procedure: In a typical procedure, a mixture of 0.2 g catalyst with the grain size of 200–230 mesh, 15 mL solvent (acetonitrile) and 30 mmol of alcohol (benzyl alcohol, cyclohexanol or n-hexanol) was stirred in a three-necked flask under nitrogen atmosphere at 50 °C for 30 min. The stirring rate of the solution was set at 750 cycle/min.Then 30 mmol of the oxidant (TBHP) was added. The mixture was refluxed at 90 °C for 8 h under nitrogen atmosphere (Table 2). After filtration, the solid was washed with CH2Cl2 and the reaction mixture was analyzed by GC. A GC–MS model Thermo Finnigan(60 m, RTX-1 column) was used for identification of products and a GC (Perkin-Elmer Model 1800) was used for product analysis. The GC was equipped with a flame ionization detector (FID) connected to a 3percent OV-17

column with length of 2.5 m and diameter of 1/8 in.

67 %Chromat.

With C49H43IrN2P2; triethylamine in acetone

Oppenauer Oxidation; 5 h; Reagent/catalyst; Hide Experimental Procedure

Paul, Piyali; Richmond, Michael G.; Bhattacharya, Samaresh

Journal of Organometallic Chemistry, 2014 , vol. 751, p. 760 - 768 Title/Abstract Full Text View citing articles Show Details

4.6 General procedure for Oppenauer oxidation

General procedure: In a typical run, an oven-dried round bottom flask was charged with a known mole percent of catalyst, K2CO3 (1.7mmol), primary or secondary alcohol (1.0mmol) in acetone medium (8mL). The mixture was stirred at 40°C. After the specified time the reaction mixture was extracted with ether (4×10mL). The combined organic layer was washed with water (3×10mL), and dried over anhydrous Na2SO4. Solvent was removed under vacuum. The residue was dissolved in hexane and analyzed by GC–MS. 15 %Chromat.

With tert.-butylhydroperoxide in water

T=60°C; 4.5 h; Green chemistry;

Rezaeifard, Abdolreza; Farshid, Parisa; Jafarpour, Maasoumeh; Moghaddam, Gholamreza Kardan

RSC Advances, 2014 , vol. 4, # 18 p. 9189 - 9196 Title/Abstract Full Text View citing articles Show Details

17 %Chromat.

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; Ir(4,4'-di-tert-butyl-2,2'-bipyridyl)(2phenylpyridine)2(PF6); tetrabutyl-ammonium chloride; oxygen; sodium hydrogencarbonate in dichloromethane; water

T=20°C; 120 h; IrradiationGreen chemistry; chemoselective reaction;

Liu, Dongwang; Zhou, Hongxia; Gu, Xiangyong; Shen, Xiaoqin; Li, Pixu

Chinese Journal of Chemistry, 2014 , vol. 32, # 2 p. 117 - 122 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; [Fe(N-(2-pyridylmethyl)iminodiethanolate) (NO3)]2(NO3)2*2CH3OH in methanol; dodecane

T=50°C; 24 h; Catalytic behavior; Reagent/catalyst;

Shin, Jong Won; Bae, Jeong Mi; Kim, Cheal; Min, Kil Sik

Dalton Transactions, 2014 , vol. 43, # 10 p. 3999 - 4008 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; Cs5[PCo(H2O)Mo11O39]*6H2O; oxygen

T=90°C; 24 h; Reagent/catalyst; chemoselective reaction;

Pathan, Soyeb; Patel, Anjali

Catalysis Science and Technology, 2014 , vol. 4, # 3 p. 648 - 656 Title/Abstract Full Text View citing articles Show Details

With 2,2-diphenyl-1-picrylhydrazyl; tungusten oxide/alumina; oxygen in acetone

T=80°C; 2 h; Hide Experimental Procedure

Zhu, Yaoqin; Xu, Jian; Lu, Ming

Catalysis Communications, 2014 , vol. 48, p. 78 - 84 Title/Abstract Full Text View citing articles Show Details

2.3. Procedure for the catalytic oxidation of benzyl alcohol in acetone

General procedure: A 50 mL three-necked glass flask was charged with a mixture ofDPPH (98.6 mmg, 0.25 mmol),WO3/Al2O3 (0.844 g,W: 3 mmol), alcohol(50 mmol), and 30 mL acetone. One neck was connected with awater condenser to reflux. Besides, there must be a deflated balloonon the top of the condenser to collect the evaporated acetone. And anotherneck was connected with a dropping funnel to add acetone.Then an oxygen steel cylinder was used to slowly provide the oxygenfor the reaction through the third neck with an air duct. The ventilationspeed must be adjusted according to the size of the balloon. Moreover,to maintain the airtightness of the whole reaction, the liquid level inthe dropping funnel should be kept in a certain height. Then themixturewas stirred at 80 °C for 4 h. The reaction mixture was subjected to GCanalysis to supervise the reaction process till the oxidation ended.

With tert.-butylhydroperoxide in neat (no solvent) T=89.84°C; P=760.051 Torr; 10 h; Green chemistry; Reagent/catalystTemperature; Hide Experimental Procedure

Li, Kun; Zhou, Dan; Deng, Jiejie; Lu, Xinhuan; Xia, Qinghua

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 387, p. 31 - 37 Title/Abstract Full Text View citing articles Show Details

Oxidation of cyclohexanol

The catalytic oxidation of cyclohexanol (Scheme 1) was carriedout in a 25-mL single-necked round-bottom glass flask equipped with a cryogenic-liquid condenser under atmospheric pressure. In a typical run, 40.0 mmol of cyclohexanol, 10.0 mmol of TBHP,and 100 mg of the catalyst were added to the reactor, and the mixture was stirred vigorously by a magnetic stirrer and heated in a preheated water bath. After the completion of the reaction, the liquid products were separated by centrifugation and analyzed by a gas chromatograph equipped with a capillary column (SE-30, 30 m × 0.25 mm × 0.25 m) and an FID detector, in which chlorobenzene was used as an internal standard to quantify all the components, and the solid catalyst was separated by filtration and washed thoroughly with acetone and ethanol, and dried at 373 K overnight for the next use. The cyclohexanol conversion, cyclo-hexanone selectivity, TBHP conversion and TBHP efficiency werecalculated by using Eqs. (1)-(4).

With bis(1-methyl-1-phenylethyl)peroxide; nitrobenzene in 1,2-dichloro-benzene

T=99.84°C; Kinetics; Reagent/catalyst;

Moskvitina; Puchkov; Borisov; Perkel'

Kinetics and Catalysis, 2014 , vol. 55, # 1 p. 22 - 27 Kinet. Katal., 2014 , vol. 55, # 1 p. 24 - 29,6 Title/Abstract Full Text View citing articles Show Details

With (H2bpp)1/2(H2bpp)2[AlMo12O40(MoO2)2]·2H2O; dihydrogen peroxide in tert-butyl alcohol

T=80°C; 8.33333 h;

Han, Zhan-Gang; Chang, Xiao-Qing; Yan, Jin-Shuang; Gong, Kai-Ning; Zhao, Chuan; Zhai, Xue-Liang

Inorganic Chemistry, 2014 , vol. 53, # 2 p. 670 - 672 Title/Abstract Full Text View citing articles Show Details

With C24H29ClRhSe2(1+)*F6P(1-); potassium carbonate; acetone in water

T=80°C; Oppenauer Oxidation; 5 h; Catalytic behavior; Reagent/catalyst;

Prakash, Om; Sharma, Kamal Nayan; Joshi, Hemant; Gupta, Pancham L.; Singh, Ajai K.

Organometallics, 2014 , vol. 33, # 4 p. 983 - 993 Title/Abstract Full Text View citing articles Show Details

With [Ru(CO)(1-methyl-2-{(o-thiomethyl)phenylazo}imidazole)I2]; 4-methylmorpholine Noxide in dichloromethane

T=40°C; Molecular sieveReflux; Reagent/catalyst;

Jana, Subrata; Jana, Mahendra Sekhar; Biswas, Sujan; Sinha, Chittaranjan; Mondal, Tapan Kumar

Journal of Molecular Structure, 2014 , vol. 1065-1066, # 1 p. 52 - 60 Title/Abstract Full Text View citing articles Show Details

10 h; UV-irradiation; Kinetics; Hide Experimental Procedure

Song, Guixian; Xin, Feng; Chen, Jingshuai; Yin, Xiaohong

Applied Catalysis A: General, 2014 , vol. 473, p. 90 - 95 Title/Abstract Full Text View citing articles Show Details

Photocatalytic conversion of CO2

The photocatalytic reduction of carbon dioxide was performedin a batch slurry bed reactor with inner capacity of 50 mL in which0.02 g of photocatalyst was dispersed in 10 mL cyclohexanol. Thereactor was tightly closed during the reaction and stirred continu-ously by a magnetic stirrer to prevent catalyst from sedimentation.Before irradiation, ultrapure CO2was bubbled through the reactorfor at least 30 min to purge all of dissolved oxygen and saturateabsorbed CO2. A cooling jacket with cycling water maintained thereaction at room temperature. A 250 W high pressure mercury lampplaced over the reactor to provide light irradiation. A typical runwas 10 h. 65 %Chromat.

With sulfuric acid; oxygen; sodium nitrite in acetonitrile

T=80°C; 12 h; Hide Experimental Procedure

Zhu, Jie; Zhao, Xue-Jing; Wang, Peng-Cheng; Lu, Ming

Chemistry Letters, 2013 , vol. 42, # 12 p. 1505 - 1507 Title/Abstract Full Text View citing articles Show Details

Typical procedure for the oxidation process:

General procedure: In a three-neck round bottom flask, KCC-1/TEMPO (0.05 g, about 0.02 mmol) was dispersed in acetonitrile (15 mL) and sonicated for 15 min followed by the addition of alcohol (2 mmol), NaNO2 (6.9 mg, 0.1 mmol). Oxygen was introduced to the flask with a rate of 0.004 m3/h and the flask was placed in an oil bath thermostated at 80 °C. The reaction was initiated by the addition of 10percent

H2SO4 solution (0.1 mL). When the reaction was finished, the catalyst was recovered by filtration and used after drying without further treatment. After extraction with CH2Cl2 and drying over MgSO4, the crude product was analyzed by GC.

With 2PMo12O40(3-)*2C10H9N3*Pd(2+)*2OV(2+)*14C2H6OS; oxygen in dimethyl sulfoxide

T=130°C; P=760.051 Torr; 12 h;

Huang, Xianqiang; Zhang, Xiaomei; Zhang, Dan; Yang, Song; Feng, Xiao; Li, Jikun; Lin, Zhengguo; Cao, Jie; Pan, Ran; Chi, Yingnan; Wang, Bo; Hu, Changwen

Chemistry - A European Journal, 2014 , vol. 20, # 9 p. 2557 - 2564 Title/Abstract Full Text View citing articles Show Details

With quinaldinium fluorochromate(VI); periodic acid in neat (no solvent) T=20°C; 0.0833333 h; Hide Experimental Procedure

Oezdemir, Melek Canbulat; Oezgun, Hatice Beytiye

Turkish Journal of Chemistry, 2014 , vol. 38, # 1 p. 63 - 69 Title/Abstract Full Text View citing articles Show Details

General procedure for the oxidation of alcohols with QnFC/H5IO6 under solvent-free conditions

General procedure: A mixture of the corresponding alcohol (1 mmol) and QnFC (3 mol percent) was ground in a mortar until it becamehomogeneous and H5 IO6 (1.1 mmol) was introduced slowly. The progress of the reaction was monitored usingTLC on silica gel (n-hexane-ethylacetate = 2:1). Upon completion of the reaction, work up with ether (3 15mL) and evaporation of the solvent gave the corresponding carbonyl compounds. 98 %Chromat.

With dihydrogen peroxide; ortho-tungstic acid in water

T=90°C; 0.25 h; SonicationGreen chemistry; KineticsCatalytic behavior; Reagent/catalystTemperature; Hide Experimental Procedure

Chatel, Gregory; Monnier, Camille; Kardos, Nathalie; Voiron, Celine; Andrioletti, Bruno; Draye, Micheline

Applied Catalysis A: General, 2014 , vol. 478, p. 157 - 164 Title/Abstract Full Text View citing articles Show Details

Optimized cyclohexanol oxidation with Aliquat 336

Cyclohexanol (1.04 mL, 10 mmol, 1 equiv.), tungstic acid(58.9 mg, 0.24 mmol, 2.4 molpercent), Aliquat 336 (275 mg, 0.68 mmol,6.8 molpercent) and 30percent hydrogen peroxide (2.04 mL, 20 mmol, 2 equiv.)were introduced into a glass tube. The mixture was stirred at90 C for 30 min. Then, the organic phase was extracted withethyl acetate (3×2 mL) and cyclohexane (2×2 mL). The combinedorganic phases were dried with MgSO4 and analysed bygas chromatography (GC). The same procedure was used from theother substrates: cyclopentanol (0.91 mL, 10 mmol, 1 equiv.), cycloheptanol(1.20 mL, 10 mmol, 1 equiv.) and cyclooctanol (1.32 mL,10 mmol, 1 equiv.).Cyclohexanone: C6H10O, ppm, CDCl3, 300 MHz): 1.73 (2H,m, 1 CH2), 1.86 (4H, m, 2 CH2), 2.36 (4H, m, 2 CH2); 72 %Chromat.

With tert.-butylhydroperoxide in neat (no solvent) T=70°C; 24 h; Green chemistry; Catalytic behavior;

Fei, Honghan; Shin, Jaewook; Meng, Ying Shirley; Adelhardt, Mario; Sutter, Jörg; Meyer, Karsten; Cohen, Seth M.

Journal of the American Chemical Society, 2014 , vol. 136, # 13 p. 4965 - 4973 Title/Abstract Full Text View citing articles Show Details

With Ti0.85V0.15O2; dihydrogen peroxide in methanol

T=20°C; 2 h;

Amini, Mojtaba; Naslhajian, Hadi; Farnia, S. Morteza F.

New Journal of Chemistry, 2014 , vol. 38, # 4 p. 1581 - 1586 Title/Abstract Full Text View citing articles Show Details

70 %Chromat.

With dihydrogen peroxide in water

T=80°C; 12 h;

Shokouhimehr, Mohammadreza; Shin, Keun-Young; Lee, James S.; Hackett, Michael J.; Jun, Samuel Woojoo; Oh, Myoung Hwan; Jang, Jyongsik; Hyeon, Taeghwan

Journal of Materials Chemistry A, 2014 , vol. 2, # 20 p. 7593 - 7599 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; F6P(1-)*C25H28ClN4Ru(1+) in water

T=20°C; 3 h; Green chemistry;

Bolje, Aljosa; Hohloch, Stephan; Urankar, Damijana; Pevec, Andrej; Gazvoda, Martin; Sarkar, Biprajit; Kosmrlj, Janez

Organometallics, 2014 , vol. 33, # 10 p. 2588 - 2598 Title/Abstract Full Text View citing articles Show Details

With alcohol dehydrogenase from Ralstonia sp. DSM 6428; NADPH in aq. phosphate buffer; tertbutyl methyl ether

T=30°C; pH=9; 16 h; Enzymatic reaction;

Wachtmeister, Jochen; Jakoblinnert, Andre; Kulig, Justyna; Offermann, Heike; Rother, Doerte

ChemCatChem, 2014 , vol. 6, # 4 p. 1051 - 1058 Title/Abstract Full Text View citing articles Show Details

> 99 %Spectr.

With potassium tert-butylate; iodine in dichloromethane

T=-40 - -15°C; 3.5 h; Hide Experimental Procedure

Luo, Qun-Li; Nan, Wen-Hui; Li, Yu; Chen, Xiang

Arkivoc, 2014 , vol. 2014, # 4 p. 350 - 361 Title/Abstract Full Text View citing articles Show Details

General procedure for the oxidation of alcohols with molecular iodine and potassium tertbutoxide

General procedure: (Tables 1 and 2, Scheme 1). In a typical run, a reaction flask (25 mL) was chargedwith an indicated amount of I2 (typically, 508 mg, 2 mmol) and potassium tert-butoxide(typically, 470 mg, 4.2 mmol). The mixture was suspended in CH2Cl2 (5 mL) and stirred at 10 oCfor 30 min, then alcohol (1 mmol) was added. The mixture was continually stirred at an indicatedtemperature (typically, at 10 °C) until the consumption of the alcohol (monitoring with TLC,typically, for a few hours), then diluted with CH2Cl2 (10 mL) and washed with saturated aqueoussodium thiosulfate (10 mL). The aqueous phase was extracted with CH2Cl2 (three portions of 10mL each). The combined organic phase was washed with deionized water and saturated aqueousNaCl, dried over anhydrous Na2SO4, and then filtered and concentrated. The crude product waspurified by column chromatography (silica, hexane or hexane/EtOAc mixture as eluent). Theyields are listed in Tables 1 and 2 as well as Scheme 1. 60 %Chromat.

With dihydrogen peroxide in water; acetonitrile

3 h; Reflux; Hide Experimental Procedure

Farsani, Mostafa Riahi; Yadollahi, Bahram

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 392, p. 8 - 15 Title/Abstract Full Text View citing articles Show Details

Typical procedure for oxidation of alcohols by H2O2

General procedure: In a 25 mL round-bottomed flask equipped with a reflux condenser, a mixture of 1 g PWM/SiO2(M = Cr, Mn, Fe, Co, Ni, and Cu)catalyst containing 0.03 mmol POM, 3 mL acetonitrile and 1 mmol of alcohol was added. Then 1 mL of H2O2 30percent was added and the mixture was refluxed for 2 h with stirring. The progress of the reaction was monitored by GC equipped with a flame ionization detector and a silica pack column. At the end of reaction, the catalyst was filtered out and 10 mL NaHCO3 10percent was added. The organic phase extracted with chloroform and dried. Flash chromatography on a short column of silica gel with ethyl acetate:n-hexane as eluent gave pure products. 98 %Chromat.

With copper(II) tetrasulfophthalocyanine supported on three-dimensional nitrogendopedgraphenebased frameworks; air in water

T=20°C; P=760.051 Torr; 8 h;

Mahyari, Mojtaba; Laeini, Mohammad Sadegh; Shaabani, Ahmad

Chemical Communications, 2014 , vol. 50, # 58 p. 7855 - 7857 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; cetyltrimethylammonim bromide in water

T=80°C; 12 h; Green chemistry;

Zhu, Jie; Shen, Meng-Nan; Zhao, Xue-Jing; Wang, Peng-Cheng; Lu, Ming

ChemPlusChem, 2014 , vol. 79, # 6 p. 872 - 878 Title/Abstract Full Text View citing articles Show Details

in toluene

T=110°C; 14 h; Catalytic behavior;

Ganesh Babu; Krishnamoorthi; Thiruneelakandan; Karvembu

Catalysis Letters, 2014 , vol. 144, # 7 p. 1245 - 1252 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

T=80°C; 4 h;

Wang, Jiang; Lang, Xianjun; Zhaorigetu, Bao; Jia, Meilin; Wang, Jun; Guo, Xiaofang; Zhao, Jincai

ChemCatChem, 2014 , vol. 6, # 6 p. 1737 - 1747 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; [VO(dhsm)(1,10-phenanthroline)]

T=70°C; 4 h; Catalytic behavior; Reagent/catalyst;

Fayed, Ahmed M.; Elsayed, Shadia A.; El-Hendawy, Ahmed M.; Mostafa, Mohamed R.

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2014 , vol. 129, p. 293 - 302 Title/Abstract Full Text View citing articles Show Details

64 %Chromat.

With Iron(III) nitrate nonahydrate; N -hydroxyphthalimide; oxygen in acetonitrile

T=25°C; P=760.051 Torr; Hide Experimental Procedure

Zhao, Hanqing; Sun, Wei; Miao, Chengxia; Zhao, Quanyi

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 393, p. 62 - 67 Title/Abstract Full Text View citing articles Show Details

3:2.2. General procedure of oxidation of secondary alcohols

General procedure: Substrate (1 mmol) and the desired amounts of Fe(NO3)3·9H2Oand NHPI were added to 1.5 mL of acetonitrile in a 15 mL test tube.The solution was maintained for 20 h under an atmospheric pres-sure of O2and at 25C. After the reaction was quenched by Na2S2O3solution, 60 mg of nitrobenzene, serving as an internal standard,was added to the reaction system. The solution was centrifugedand the supernatant was diluted with diethyl ether and dried withanhydrous Na2SO4for 30 min. The products were analyzed by GC,and further confirmed by GC–MS. The isolated yield was obtainedthrough column chromatography generally performed on silica gel(200–300 mesh).

With chromium (VI) oxide; periodic acid in water; acetonitrile

T=20°C; 1 h;

Few, Chip S.; Williams, Kathryn R.; Wagener, Kenneth B.

Tetrahedron Letters, 2014 , vol. 55, # 32 p. 4452 - 4454

Hide Experimental Procedure

Title/Abstract Full Text View citing articles Show Details

General Procedure for Oxidation of Alcohols

General procedure: Chemicals and reagents were purchased fromAldrich or Fisher and used without further purification unless noted. The required amount of H5IO6(see Table 2) and CrO2 (0.042 g, 0.5 mmol) were ground together in amortar to produce a uniform gray-black mixture, which was then transferred to a50 mL round-bottomed flask along with a magnetic stir bar. Water (5.0 mL) was added, and the mixture wasstirred for 5-10 minutes to dissolve the H5IO6. Then 20.0 mL acetonitrile (ACN) was added andthe mixture was stirred vigorously to disperse the black CrO2solid. At this point the solution phasewas dark yellow. The alcohol reactant(5.0 mmol, weighed if solid, via pipette if liquid) was added in one portionwith vigorous stirring, and within one minute the solution phase became muchlighter (although it gradually darkened during the reaction period).

With PtNPs/Mg-ZSM-5 in water

T=25°C; 20 h; Reagent/catalyst;

Hong, Yejiang; Yan, Xiaoqing; Liao, Xiaofeng; Li, Renhong; Xu, Shaodan; Xiao, Liping; Fan, Jie

Chemical Communications, 2014 , vol. 50, # 68 p. 9679 - 9682 Title/Abstract Full Text View citing articles Show Details

85 %Chromat.

Stage #1: With dimethyl sulfoxide; p-toluenesulfonyl chloride in toluene

T=0 - 20°C; 1.5 h; Stage #2: With triethylamine in toluene

T=20°C; 0.583333 h; chemoselective reaction; Hide Experimental Procedure

Saadati, Fariba; Yousefi, Kobra

Synthetic Communications, 2014 , vol. 44, # 19 p. 2818 - 2825 Title/Abstract Full Text View citing articles Show Details

General Procedure

General procedure: The DMSO (0.23 g; 3 mmol) was added dropwise to the stirred mixture of tosyl chloride (0.29 g; 1.5 mmol) and dry toluene (2.0 ml) at °C for 10 min and stirring was continued for another 15 min. A solution of alcohol (1.0 mmol) in dry toluene (1 ml) was then injected into the solution, and the temperature of the resulting mixture was brought to the ambient temperature. The mixture was stirred at ambient temperature for 90 min before triethylamine (0.30 g; 3.0 mmol) was added dropwisein ca. 10 min. Once the reaction was complete, the complex was treated with water (5 mL) and the mixture was extracted using toluene (25 mL). The organic layer was dried over sodium sulfate (Na2SO4). Samples of the reaction mixture were monitored by GC. The products of the reaction were determined via comparison with those of authentic samples of carbonyl compounds.[26] Full experimental data are available in the online supplemental section.

With dihydrogen peroxide in water; toluene

T=80°C; 8 h; Hide Experimental Procedure

Dong, Xinbo; Wang, Danjun; Li, Kebin; Zhen, Yanzhong; Hu, Huaiming; Xue, Ganglin

Materials Research Bulletin, 2014 , vol. 57, p. 210 - 220 Title/Abstract Full Text View citing articles Show Details

Catalytic experiments

General procedure: All reactions were carried out in a 25 ml round-bottom flask equipped with magnetic stirrer and a reflux condenser. In a typical reaction, a certain amount catalyst and 30percent aqueous hydrogen peroxide were added to the solution of 5 ml toluene and 0.43 g (4 mmol) benzyl alcohol, and the reaction was carried out at 80 °C for a certain amount of time. At regular intervals, samples from the reaction mixture were separated and analyzed by a HP sp-6890 gas chromatograph equipped with a capillary column (FFAP 30 m × 0.32 μm × 0.30 μm) and an FID detector with the internal standard method. Assignments of products were made by comparison with authentic samples.#10;

With tert.-butylhydroperoxide; manganese(II) acetate; trifluoroacetic acid in acetonitrile

T=80°C; P=15001.5 Torr; 21 h; Mechanism; chemoselective reaction;

Raeisaenen, Minna T.; Al-Hunaiti, Afnan; Atosuo, Elisa; Kemell, Marianna; Leskelae, Markku; Repo, Timo

Catalysis Science and Technology, 2014 , vol. 4, # 8 p. 2564 - 2573 Title/Abstract Full Text View citing articles Show Details

With 2O39PW11(7-)*11K(1+)*Pr(3+)*22H2O; dihydrogen peroxide in water

T=90°C; 3 h; Green chemistry;

Saini, Mukesh Kumar; Gupta, Rakesh; Parbhakar, Swati; Singh, Surendra; Hussain, Firasat

RSC Advances, 2014 , vol. 4, # 72 p. 38446 - 38449 Title/Abstract Full Text View citing articles Show Details

With 2H2O*Ca0.16*MnO2; oxygen in acetonitrile

T=20°C; 4 h; Green chemistry; Catalytic behavior; Hide Experimental Procedure

Amini, Mojtaba; Najafpour, Mohammad Mahdi; Zare, Maryam; Amini, Emad

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 394, p. 303 - 308 Title/Abstract Full Text View citing articles Show Details

To a solution of alcohols (1.0 mmol), and catalyst (1.0 mg) inCH3CN (1 mL) was bubbled O2as the oxidant. The reaction was vig-orously stirred at room temperature for a defined time. After thereaction, the product mixtures were analyzed by gas chromatogra-phy (GC).

With oxygen in octanol

T=65°C; 12 h;

Liu, Lin; Liu, Dong; Xia, Zhiwei; Gao, Jiulin; Zhang, Tianlin; Ma, Juanjuan; Zhang, Dongen; Tong, Zhiwei

Monatshefte fur Chemie, 2013 , vol. 144, # 2 p. 251 - 254 Title/Abstract Full Text View citing articles Show Details

With O40PW12(3-)*3C40H48Cl4N4P2Ru(1+); water; oxygen

T=100°C; P=7500.75 Torr; 3 h; Ionic liquid;

Wang, Sa-Sa; Zhang, Jing; Zhou, Cheng-Liang; Vo-Thanh, Giang; Liu, Ye

Catalysis Communications, 2012 , vol. 28, p. 152 - 154 Title/Abstract Full Text View citing articles Show Details

With Co0.44Pd0.56; oxygen; potassium carbonate in ethanol; water

Ito, Yoshikazu; Ohta, Hidetoshi; Yamada, Yoichi M.A.; Enoki, Toshiaki;

%Chromat.

T=60°C; P=760.051 Torr; Hide Experimental Procedure

Uozumi, Yasuhiro

Tetrahedron, 2014 , # 36 p. 6146 - 6149 Title/Abstract Full Text Show Details

4.3. General procedure for catalytic aerobic oxidation of primaryalcohols in water

General procedure: A mixture of magnetic nanoparticles 1a-e (suspension in ethanol; 0.16 M CoePd), primary alcohol (0.2 mmol), and potassium carbonate (0.2 mmol) in water (2 mL) was stirred at 60 C under oxygen gas at atmospheric pressure. After being cooled, the mixture was washed with ether, and acidified with 5percent hydrochloric acid. The mixture was extracted with ethyl acetate (51 mL). The extract was dried over magnesium sulfate. The resulting solution was analyzed by GC and GC-MS (with Mass Spectral Reference Database). The yield of the product was determined by GC with aninternal standard (o-xylene). > 99 %Chromat.

With dihydrogen peroxide in water; acetonitrile

T=90°C; 21 h; Green chemistry; Catalytic behavior; Hide Experimental Procedure

Karimi, Babak; Rostami, Fatemeh Bakhshandeh; Khorasani, Mojtaba; Elhamifar, Dawood; Vali, Hojatollah

Tetrahedron, 2014 , # 36 p. 6114 - 6119 Title/Abstract Full Text Show Details

General procedure for oxidation of alcohols to the correspondingcarbonyl compound with 30percent H2O2

General procedure: In a two necked flask equipped with a condenser, alcohol (1 mmol), 30percent H2O2 (5 mmol) were added to an equal mixture of water and acetonitrile (1.5 ml). Then, WO4PMO-IL (0.23 g, ~1.5 mol percent) was added to the above solution and the resulting mixture was stirred at 90 °C for requisite time. The progress of the reaction was monitored by gas chromatography using standard addition method. After completion of the reaction, the mixture was allowed to cool down to the room temperature and the catalyst was successfully isolated with centrifugation and washed with CH2Cl2 (310 ml) and dried under the vacuum for 12 h. Then, the collected CH2Cl2 phase was first washed with water, dried over Na2SO4, and the solvent was concentrated with evaporation under the reduced pressure to give the corresponding carbonyl compounds. The recovered catalyst was used in the recycling procedure in the same manner as reported in the first run.

With Iron(III) nitrate nonahydrate; 2C27H56N2O2(1+)*2Br(1-)*CH4N2O; oxygen in neat (no solvent) T=60°C; 1 h; Green chemistry;

Zhang, Yuecheng; Lü, Fenglian; Cao, Xiaohui; Zhao, Jiquan

2014 , vol. 4, # 76 p. 40161 - 40169 Title/Abstract Full Text View citing articles Show Details

With laccase from Myceliophthora thermophilia; recombinant alcohol dehydrogenase from Thermus sp. ATN1; oxygen; methylene blue; NADH in aq. phosphate buffer

T=30°C; pH=8; 4 h; IrradiationEnzymatic reaction; Catalytic behavior; Reagent/catalystTime; chemoselective reaction;

Kochius, Svenja; Ni, Yan; Kara, Selin; Gargiulo, Serena; Schrader, Jens; Holtmann, Dirk; Hollmann, Frank

ChemPlusChem, 2014 , vol. 79, # 11 p. 1554 - 1557 Title/Abstract Full Text View citing articles Show Details

64 %Chromat.

With ((n-C4H9)4N)4[SiW11O39(Si(CH2)3-NCHC14H9)2O]; oxygen in acetonitrile

T=25°C; 5 h; Irradiation; Time;

Karimian, Davud; Yadollahi, Bahram; Mirkhani, Valiollah

Dalton Transactions, 2015 , vol. 44, # 4 p. 1709 - 1715 Title/Abstract Full Text View citing articles Show Details

With alcohol dehydrogenase from evo-1.1.270; C65D Phenylacetone monooxygenase mutant; NADPH; magnesium chloride in dimethyl sulfoxide

T=30°C; pH=7.5; 24 h; Reagent/catalyst;

Brondani, Patrcia B.; Dudek, Hanna M.; Martinoli, Christian; Mattevi, Andrea; Fraaije, Marco W.

Journal of the American Chemical Society, 2014 , vol. 136, # 49 p. 16966 - 16969 Title/Abstract Full Text View citing articles Show Details

59 %Chromat.

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium acetate in water; acetic acid; toluene

T=100°C; 24 h;

Gunay, Ahmet; Mantell, Mark A.; Field, Kathleen D.; Wu, Wenbo; Chin, Michael; Emmert, Marion H.

Catalysis Science and Technology, 2015 , vol. 5, # 2 p. 1198 - 1205 Title/Abstract Full Text View citing articles Show Details

With iodosylbenzene in acetonitrile

T=60°C; 8 h; Reagent/catalyst; chemoselective reaction; Hide Experimental Procedure

Yang, Zhi-Wang; Zhao, Xia; Li, Tian-Jing; Chen, Wen-Long; Kang, QiaoXiang; Xu, Xue-Qing; Liang, Xi-Xi; Feng, Ying; Duan, Huan-Huan; Lei, ZiQiang

Catalysis Communications, 2015 , vol. 65, p. 34 - 40 Title/Abstract Full Text View citing articles Show Details

2.4 Catalytic performance test [25]

General procedure: Oxidation of alcohols was typically carried out as follows: a suspension with 5 mg of the synthesized catalyst in acetonitrile (2 mL) was magnetically stirred, and the substrate namely alcohols (0.1 mmol) and PhIO (2.5 equiv.) was then added. The resulting mixture was kept at 60 °C with magnetical stirring for a set time. The selectivity and conversion were determined by GC analysis. 153 mg

With NEDA; tert.-butylhydroperoxide; potassium carbonate in water

T=95°C; 10 h;

Al-Hunaiti, Afnan; Räisänen, Minna; Pihko, Petri; Leskelä, Markku; Repo, Timo

European Journal of Organic Chemistry, 2014 , vol. 2014, # 28 p. 6141 - 6144 Title/Abstract Full Text View citing articles Show Details

41 %Chromat.

With α,α,α-trifluorotoluene; oxygen

T=20°C; 8 h; UV-irradiation; Kinetics;

Koutsouroubi, Eirini D.; Xylouri, Alexandra K.; Armatas, Gerasimos S.

Chemical Communications, 2015 , vol. 51, # 21 p. 4481 - 4484 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

Zhang, Pengfei; Qiao, Zhen-An; Jiang, Xueguang; Veith, Gabriel M.; Dai,

>99 %Chromat.

T=60°C; P=760.051 Torr; 20 h; Catalytic behavior; SolventReagent/catalystTemperatureTime;

Sheng

Nano Letters, 2015 , vol. 15, # 2 p. 823 - 828 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; acetonitrile

T=90°C; 21 h; Green chemistry; chemoselective reaction; Hide Experimental Procedure

Karimi, Babak; Rostami, Fatemeh Bakhshandeh; Khorasani, Mojtaba; Elhamifar, Dawood; Vali, Hojatollah

Tetrahedron, 2014 , vol. 70, # 36 p. 6114 - 6119 Title/Abstract Full Text View citing articles Show Details

4.5 General procedure for oxidation of alcohols to the corresponding carbonyl compound with 30percent H2O2

General procedure: In a two necked flask equipped with a condenser, alcohol (1 mmol), 30percent H2O2 (5mmol) were added to an equal mixture of water and acetonitrile (1.5ml). Then, WO4=PMO-IL (0.23g,

∼1.5 molpercent) was added to the above solution and the resulting mixture was stirred at 90°C for requisite time. The progress of the reaction was monitored by gas chromatography using standard addition method. After completion of the reaction, the mixture was allowed to cool down to the room temperature and the catalyst was successfully isolated with centrifugation and washed with CH2Cl2 (3×10ml) and dried under the vacuum for 12 h. Then, the collected CH2Cl2 phase was first washed with water, dried over Na2SO4, and the solvent was concentrated with evaporation under the reduced pressure to give the corresponding carbonyl compounds. The recovered catalyst was used in the recycling procedure in the same manner as reported in the first run.

100 %Chromat.

With dihydrogen peroxide in water

T=45°C; 2 h; Green chemistry;

Nikbakht, Elham; Yadollahi, Bahram; Farsani, Mostafa Riahi

Inorganic Chemistry Communications, 2015 , vol. 55, p. 135 - 138 Title/Abstract Full Text View citing articles Show Details

51 %Chromat.

With oxygen in water

T=60°C; P=760.051 Torr; 24 h; Hide Experimental Procedure

Ito, Yoshikazu; Ohta, Hidetoshi; Yamada, Yoichi M.A.; Enoki, Toshiaki; Uozumi, Yasuhiro

Tetrahedron, 2014 , vol. 70, # 36 p. 6146 - 6149 Title/Abstract Full Text View citing articles Show Details

4.4. General procedure for catalytic aerobic oxidation of secondary alcohols in water

General procedure: A mixture of magnetic nanoparticles 1a (suspension in ethanol) and secondary alcohol (0.2 mmol) in water (2 mL) was stirred at 60°C under oxygen gas at atmospheric pressure. After it was cooled, the mixture was extracted with ethyl acetate (51 mL). The extract was analyzed by GC and GC-MS (with Mass Spectral Reference Database). The yield of the product was determined by GC with an internal standard (o-xylene or mesitylene).

With methanol; trichloroisocyanuric acid in dichloromethane

T=20°C; 24 h;

Jing, Yuanyuan; Daniliuc, Constantin G.; Studer, Armido

Organic Letters, 2014 , vol. 16, # 18 p. 4932 - 4935 Title/Abstract Full Text View citing articles Show Details

88 %Chromat.

With [κ2-N,O-(t-BuNCOPh)]2AlMe; pivalaldehyde in toluene

T=20°C; Oppenauer Oxidation; 3 h; Reagent/catalyst; Hide Experimental Procedure

Yeagle, Kevin P.; Hester, Darryl; Piro, Nicholas A.; Dougherty, William G.; Kassel, W. Scott; Graves, Christopher R.

Australian Journal of Chemistry, 2015 , vol. 68, # 3 p. 357 - 365 Title/Abstract Full Text View citing articles Show Details

General Procedure for the Al–Amidate-Catalyzed Oxidationof Alcohol Substrates by Pivaldehyde

General procedure: An 8-mL vial equipped with a magnetic stirring bar was charged with pre-catalyst (0.025 mmol for 2; 0.05 mmol for 3 or 4) and toluene (4 mL). Alcohol (1.0 mmol) was added neat and the vial was capped with a Teflon-lined silicone septum, and the reaction was stirred for 0.5 h. Pivaldehyde (163 mL, 1.5 mmol or 325 mL,3.0 mmol) was added and the reaction was stirred at room temperature. After 3 h, an aliquot (100 mL) of the reaction was collected with a gas-tight syringe, loaded onto a plug of alumina, rinsed with methanol (15 mL), and analyzed directly by GC. The GC retention times of the products were confirmed with those of commercially available samples.

With oxygen

T=340°C; P=760.051 Torr; Gas phase; chemoselective reaction; Hide Experimental Procedure

Liu, Kun; Chen, Zhaoxiang; Zou, Peipei; Wang, Yuanyuan; Dai, Liyi

Catalysis Communications, 2015 , vol. 67, art. no. 4285, p. 54 - 58 Title/Abstract Full Text View citing articles Show Details

2.3 Catalytic tests

General procedure: The gas-phase oxidation of alcohols is performed on a fixed-bed quartz tube reactor (600mm length by 14 mm inner diameter) under atmospheric pressure. Catalyst used in each test is 0.27 g (200–300 mesh). Other conditions are described in the previous literature elaborately [16]. The products are analyzed by Gas Chromatography (Shimadzu GC-2014 with a Rtx-5 column) as well as GC– MS (Agilent 6890 equipped with a HP-5 column).

With 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; iodine; sodium hydrogencarbonate in dichloromethane

T=20°C; 1 h; Reagent/catalystConcentration; Hide Experimental Procedure

Kashparova; Kashparov; Zhukova; Astakhov; Kagan

Russian Journal of General Chemistry, 2015 , vol. 85, # 3 art. no. 1666, p. 567 570 Zh. Obshch. Khim., 2015 , vol. 85, # 3 p. 403 - 406,4 Title/Abstract Full Text View citing articles Show Details

Oxidation of alcohols with a 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxyl–iodine system

General procedure: A solution of 4 mmol of the alcohol in 12 mL of CH2Cl2 was added to a mixture of 12 mL of 0.1 mol/L sodium hydrogen carbonate solution, 2 g (8 mmol) of crystalline iodine, and 0.085 g (0.4 mmol) of 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxyl (I) (alcohol–nitroxyl radical molar ratio of 10 : 1). The mixture was stirred during 1 h at 20 °C, extracted with CH2Cl2 (2 × 15 mL), treated with 20 wt percent solution of sodium thiosulfate (to remove iodine), and analyzed. The reaction in the presence of tetraalkylammonium salts was performed similarly adding 4 or 0.4 mmol of the salt to the reaction mixture; the components molar ratios are given in the table.

With tert.-butylhydroperoxide; oxygen in water

Singh, Sukriti; Narkhede, Nilesh; Patel, Anjali

T=90°C; 24 h; Catalytic behavior;

RSC Advances, 2015 , vol. 5, # 46 p. 36270 - 36278 Title/Abstract Full Text View citing articles Show Details

80 %Chromat.

With air; polystyrene/Au1.25Pt1 in water

T=20°C; 24 h;

Li, Yunxing; Gao, Yan; Yang, Cheng

Chemical Communications (Cambridge, United Kingdom), 2015 , vol. 51, # 36 p. 7721 - 7724 Title/Abstract Full Text View citing articles Show Details

216 μmol

With oxygen

P=760.051 Torr; 15 h; Irradiation; Catalytic behavior;

Nishino, Yuri; Tanaka, Atsuhiro; Hashimoto, Keiji; Kominami, Hiroshi

Chemistry Letters, 2015 , vol. 44, # 4 p. 518 - 520 Title/Abstract Full Text View citing articles Show Details

64 %Chromat.

With sodium periodate; C42H38Cl2N8O2Ru in tetrachloromethane; water; acetonitrile

T=70°C; 3 h; Catalytic behavior; Hide Experimental Procedure

El-Shobaky, Amira R.

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2015 , vol. 45, # 10 p. 1481 - 1488 Title/Abstract Full Text View citing articles Show Details

Catalytic Oxidation

General procedure: For the catalytic oxidation by [RuIILCl2] complex, theorganic substrate (1.0 mmol) was added to NaIO4(2.5 mmol) in CCl4-CH3CN-H2O (1:1:2; 20 mL) and the catalyst (0.02 mmol). The reaction mixture was stirred underreflex at 70C, then cooled and extracted with diethyl ether(3 £20 mL). The ethereal layer was then dried with anhydrous Na2SO4and the aldehyde or ketone content quantifiedas its 2,4-dinitrophenylhydrazone derivatives. The aqueouslayer was acidified with 5M H2SO4 to PH2, extracted withdiethylether (3£20 mL), dried and evaporated to give theacid.

With [bis(acetoxy)iodo]benzene; tetrabutylammomium bromide in ethyl acetate

T=20°C; 24 h; Reagent/catalyst; Hide Experimental Procedure

Salvo, Anna Maria Pia; Campisciano, Vincenzo; Beejapur, Hazi Ahmad; Giacalone, Francesco; Gruttadauria, Michelangelo

Synlett, 2015 , vol. 26, # 9 p. 1179 - 1184 Title/Abstract Full Text View citing articles Show Details

Oxidation Procedure

General procedure: Alcohol (1 mmol) was added to amixture of BAIB (1.1 mmol) and bromide anions (0.2 mmol) inEtOAc (1.5 mL), and the mixture was stirred at room temperaturefor 24 h. The solvent was removed under reduced pressureand the crude product was checked by 1H NMR spectroscopy. Incase of p-nitrobenzyl alcohol, anisole, and p-chlorobenzylalcohol oxidations, the residue was purified by chromatography[PE to separate iodobenzene and PE–EtOAc (10:1) to separatethe corresponding aldehyde]. 79 %Chromat.

With potassium carbonate in water

T=80°C; 5 h;

Rostamnia, Sadegh; Doustkhah, Esmail; Karimi, Ziba; Amini, Soraya; Luque, Rafael

ChemCatChem, 2015 , vol. 7, # 11 p. 1678 - 1683 Title/Abstract Full Text View citing articles Show Details

With NNU-5; dihydrogen peroxide in water; acetonitrile

T=80°C; 3 h; Solvent;

Feng, Yuquan; Qiu, Dongfang; Fan, Huitao; Li, Min; Huang, Qunzeng; Shi, Hengzhen

Dalton Transactions, 2015 , vol. 44, # 19 p. 8792 - 8796 Title/Abstract Full Text View citing articles Show Details

With methoxybenzene in toluene

T=100°C; 24 h;

Poreddy, Raju; Engelbrekt, Christian; Riisager, Anders

Catalysis Science and Technology, 2015 , vol. 5, # 4 p. 2467 - 2477 Title/Abstract Full Text View citing articles Show Details

85 %Chromat.

With 10Na(1+)*4Co(2+)*2O34PW9(9-); dihydrogen peroxide in water

4 h; RefluxGreen chemistry; Hide Experimental Procedure

Farsani, Mostafa Riahi; Assady, Elham; Jalilian, Fariba; Yadollahi, Bahram; Rudbari, Hadi Amiri

Journal of the Iranian Chemical Society, 2015 , vol. 12, # 7 art. no. 583, p. 1207 1212 Title/Abstract Full Text View citing articles Show Details

Typical procedure for catalytic oxidation of alcohols

General procedure: The catalytic reactions were carried out in a 10-mL roundbottomflask equipped with a magnetic stirring bar and areflux condenser. The Co-STPOM catalyst (0.001 mmol),water (3 mL), alcohol (1 mmol), and H2O2 (9.8 mmol)were charged in the reaction vessel. The reaction was carriedout at reflux and progress of the reaction was detectedby TLC and GC. After completion of the reaction, organicproduct was isolated by ethyl acetate (3 × 2 mL) and theorganic layer was analyzed by gas chromatography or 1HNMR. Products were assigned by comparing experimentaldata with authentic samples.

With oxygen in diethyl ether; water

T=30°C; P=760.051 Torr; 12 h; chemoselective reaction; Hide Experimental Procedure

Zhu, Yaoqin; Xu, Jia; Lu, Ming

Journal of the Iranian Chemical Society, 2015 , vol. 12, # 7 art. no. 584, p. 1213 1219 Title/Abstract Full Text View citing articles Show Details

General procedure of the catalytic reaction

General procedure: 1 mmol benzyl alcohol, 1.375 g catalyst, 20 ml water, and15 ml ether were mixed in a flask (50 ml). A balloon wasused to introduce O2 at ambient pressure, keeping the temperatureat 30 °C for a given time. At the end of the reaction,a few drops of diluted HCl solution (1 mol/L) wereadded to the reaction system, and the pH of water wasadjusted to 3–4. After stirring, the catalyst was transferredinto the water and the upper organic layer was isolated forGC analysis.

With hydrogenchloride; [Cu2(2,6-di-(5-methyl-1H-pyrazol-3-yl)pyridine)2(3,5-pyridinedicarboxylic) (H2O)]·2NO3·2H2O; dihydrogen peroxide in water; acetonitrile

T=50°C; P=760.051 Torr; 6 h; Schlenk technique; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Wu, Qiong; Xing, Na; Liu, Xin; Xu, Liting; Ma, Xitong; Yan, Zhidan; Xing, Yongheng

Polyhedron, 2014 , vol. 87, p. 390 - 397 Title/Abstract Full Text View citing articles Show Details

2.4 Experimental for catalytic oxidation

With tert.-butylhydroperoxide; C16H16N4(2-)*2Cu(1+) in water

T=120°C; 0.5 h; Microwave irradiation; Catalytic behavior; Reagent/catalystTime;

Timokhin, Ivan; Pettinari, Claudio; Marchetti, Fabio; Pettinari, Riccardo; Condello, Francesca; Galli, Simona; Alegria, Elisabete C. B. A.; Martins, Lusa M.D.R.S.; Pombeiro, Armando J. L.

Crystal Growth and Design, 2015 , vol. 15, # 5 p. 2303 - 2317 Title/Abstract Full Text View citing articles Show Details

88 %Chromat.

With chitosan/polyacrylamide entrapped silver nanoparticles in para-xylene

T=130°C; 20 h; Inert atmosphere;

Kurhe, Deepak K.; Fernandes, Thomson A.; Deore, Tushar S.; Jayaram, Radha V.

RSC Advances, 2015 , vol. 5, # 58 p. 46443 - 46447 Title/Abstract Full Text View citing articles Show Details

95 %Chromat.

With oxygen in toluene

T=24.84°C; P=760.051 Torr; 12 h; Irradiation;

Sakamoto, Hirokatsu; Ohara, Tomoyuki; Yasumoto, Naoki; Shiraishi, Yasuhiro; Ichikawa, Satoshi; Tanaka, Shunsuke; Hirai, Takayuki

Journal of the American Chemical Society, 2015 , vol. 137, # 29 p. 9324 - 9332 Title/Abstract Full Text View citing articles Show Details

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide in dichloromethane; water

T=0°C; 0.276667 h;

Ghislieri, Diego; Gilmore, Kerry; Seeberger, Peter H.

Angewandte Chemie - International Edition, 2015 , vol. 54, # 2 p. 678 - 682 Angew. Chem., 2015 , vol. 127, # 2 p. 688 - 692 Title/Abstract Full Text View citing articles Show Details

With potassium hydrogencarbonate; potassium bromide in dichloromethane

T=0°C; 0.166667 h; Catalytic behavior;

Huangfu, Ying; Sun, Qi; Pan, Shuxiang; Meng, Xiangju; Xiao, Feng-Shou

ACS Catalysis, 2015 , vol. 5, # 3 p. 1556 - 1559 Title/Abstract Full Text View citing articles Show Details

86 %Chromat.

With peracetic acid; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy in acetonitrile

T=20°C; 10 h;

Zhang, Shufang; Miao, Chengxia; Xia, Chungu; Sun, Wei

ChemCatChem, 2015 , vol. 7, # 12 p. 1865 - 1870 Title/Abstract Full Text View citing articles Show Details

99 %Chromat.

With sodium periodate; C14H30Cl2FeN4(1+)*F6P(1-) in water

T=23°C; 22 h; Concentration;

Tan, Peng; Kwong, Hoi-Ki; Lau, Tai-Chu

Chemical Communications, 2015 , vol. 51, # 61 p. 12189 - 12192 Title/Abstract Full Text View citing articles Show Details

100 %Chromat.

With dihydrogen peroxide in acetonitrile

2.08333 h; Reflux; Catalytic behavior;

Assady, Elham; Yadollahi, Bahram; Riahi Farsani, Mostafa; Moghadam, Majid

Applied Organometallic Chemistry, 2015 , vol. 29, # 8 p. 561 - 565 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=280°C; P=760.051 Torr; Flow reactor;

Zhao, Guofeng; Wu, Xin-Ping; Chai, Ruijuan; Zhang, Qiaofei; Gong, XueQing; Huang, Jun; Lu, Yong

Chemical Communications, 2015 , vol. 51, # 27 p. 5975 - 5978 Title/Abstract Full Text View citing articles Show Details

86 %Chromat.

With C82H70As4Cl4N6Ru2S2; 4-methylmorpholine N-oxide in dichloromethane

T=40°C; Hide Experimental Procedure

Mohamed Subarkhan; Ramesh

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2015 , vol. 138, p. 264 - 270 Title/Abstract Full Text View citing articles Show Details

Catalytic oxidation

General procedure: A solution of ruthenium complex (4) (0.01 mmol) in 20 cm3 CH2Cl2 was added to the solution of substrate (1 mmol) and NMO (3 mmol). The solution mixture was refluxed for 3-8 h. The filtrate obtained was evaporated under reduced pressure and the residual mass was dissolved in a mixture of ethyl acetate/hexane (1:4) and then passed through a short column of silica gel using hexane/ethyl acetate (4:1) as eluent. Removal of solvent and usual workup gave the corresponding aldehydes or ketones, which were identified by GC and 1HNMR.

With oxygen; copper dichloride in acetone

T=25°C; 1 h; Irradiation; Reagent/catalystSolvent;

Meng, Chao; Yang, Kai; Fu, Xianzhi; Yuan, Rusheng

ACS Catalysis, 2015 , vol. 5, # 6 p. 3760 - 3766 Title/Abstract Full Text View citing articles Show Details

in N,N-dimethyl-formamide

T=120°C; 10 h; Inert atmosphere;

Zhu, Yaoqin; Shen, Mengnan; Xia, Yonggen; Lu, Ming

Applied Organometallic Chemistry, 2015 , vol. 29, # 3 p. 152 - 156 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

T=100°C; P=750.075 Torr; 0.5 h; Catalytic behavior; Reagent/catalyst;

Du; Jin; Feng; Zhang; He; Li

Catalysis Science and Technology, 2015 , vol. 5, # 6 p. 3216 - 3225 Title/Abstract Full Text View citing articles Show Details

With 6C16H36N(1+)*2Zn(2+)*4Na(1+)*[Bi2Zn2(ZnW9O34)2](14-); urea hydrogen peroxide adduct in acetonitrile

T=70°C; 12 h;

Amanchi, Srinivasa Rao; Khenkin, Alexander M.; Diskin-Posner, Yael; Neumann, Ronny

ACS Catalysis, 2015 , vol. 5, # 6 p. 3336 - 3341 Title/Abstract Full Text View citing articles Show Details

With N -hydroxyphthalimide; oxygen in acetonitrile

T=25°C; P=760.051 Torr; 17 h; IrradiationGreen chemistry; Hide Experimental Procedure

Zhang, Pengfei; Deng, Jiang; Mao, Jianyong; Li, Haoran; Wang, Yong

Chinese Journal of Catalysis, 2015 , vol. 36, # 9 p. 1580 - 1586 Title/Abstract Full Text Show Details

2.2. Typical procedure for the catalytic oxidation of alcohols

General procedure: In a typical oxidation experiment, substrate (10 mmol), catalyst (as described in Table 1) and acetonitrile (20 mL) were added to a 25-mL three-neck round bottom glass reactor,which was fitted with a magnetic stirrer and O2 inlet tube. The reaction was performed at 25 °C in a water bath with magnetic stirring. O2 was introduced into the reactor at a constant flow rate (5 mL/min). A household w-filament bulb (250 W) and 420-nm cut-off filter were placed ~10 cm from the reactor as a visible-light source. To carry out the reaction in the dark, the glass reactor was covered with aluminum foil. After completion of the reaction, toluene was added to the mixture as an internal standard. Then, mpg-C3N4 was removed by filtration and thereaction mixture was injected into the GC for analysis.

With oxygen in neat (no solvent) T=120°C; P=750.075 Torr; 0.5 h; Catalytic behavior; Reagent/catalyst;

Wang, Jiacheng; Kondrat, Simon A.; Wang, Yingyu; Brett, Gemma L.; Giles, Cicely; Bartley, Jonathan K.; Lu, Li; Liu, Qian; Kiely, Christopher J.; Hutchings, Graham J.

ACS Catalysis, 2015 , vol. 5, # 6 p. 3575 - 3587 Title/Abstract Full Text View citing articles Show Details

With C33H59NOP2Ru in toluene

T=60°C; 12 h; Inert atmosphereGloveboxSchlenk technique; Catalytic behavior; Temperature;

Wambach, Truman C.; Fryzuk, Michael D.

Inorganic Chemistry, 2015 , vol. 54, # 12 p. 5888 - 5896 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in decane; hexane

T=70°C; 6 h; Catalytic behavior;

Baskaran; Kumaravel; Christopher; Radhakrishnan; Sakthivel

Catalysis Letters, 2015 , vol. 145, # 3 art. no. 1492, p. 851 - 859 Title/Abstract Full Text View citing articles Show Details

With potassium nitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen in acetonitrile

T=75°C; P=760.051 Torr; 14 h; Green chemistry;

Jin, Zhaokui; Luan, Yi; Yang, Mu; Tang, Jia; Wang, Jingjing; Gao, Hongyi; Lu, Yunfeng; Wang, Ge

RSC Advances, 2015 , vol. 5, # 96 p. 78962 - 78970 Title/Abstract Full Text View citing articles Show Details

38 %Chromat.

With manganese(II) triflate; adamantanecarboxylic acid; C32H38N4O2; dihydrogen peroxide in water; acetonitrile

T=0°C; 2 h; chemoselective reaction;

Dai, Wen; Lv, Ying; Wang, Lianyue; Shang, Sensen; Chen, Bo; Li, Guosong; Gao, Shuang

Chemical Communications, 2015 , vol. 51, # 56 p. 11268 - 11271 Title/Abstract Full Text View citing articles Show Details

93 %Chromat.

With oxygen; potassium carbonate in o-xylene

T=20°C; 13 h;

Shaabani, Ahmad; Hezarkhani, Zeinab; Badali, Elham

RSC Advances, 2015 , vol. 5, # 76 p. 61759 - 61767 Title/Abstract Full Text View citing articles Show Details

With sodium hypochlorite; C29H56ClN2Ru(1+)*C2F6NO4S2(1-) in water

T=0°C; 1 h; Inert atmosphere; Reagent/catalyst; Hide Experimental Procedure

Inagaki, Takashi; Abe, Ken-Ichi; Takahashi, Kazuyuki; Mochida, Tomoyuki

Inorganica Chimica Acta, 2015 , vol. 438, p. 112 - 117 Title/Abstract Full Text View citing articles Show Details

A typical procedure for the oxidationreaction is as follows. An aqueous solution of NaClO (26.0 mL,18.9 mmol) was added dropwise to a solution of [4c][Tf2N](6.72 mg, 9.44 lmol) in cyclohexanol (473 mg, 4.72 mmol), andthe solution was stirred vigorously for 1 h at 0 C. The productwas extracted with pentane and analyzed by 1H NMR to evaluatethe conversion rate.

With oxygen in toluene

T=100°C; 2 h; Catalytic behavior; Hide Experimental Procedure

Du, Yiyun; Wang, Qian; Liang, Xiao; He, Yufei; Feng, Junting; Li, Dianqing

Journal of Catalysis, 2015 , vol. 331, p. 154 - 161 Title/Abstract Full Text View citing articles Show Details

The liquid-phase aerobic oxidation of various alcohols with solventwas carried out using a 50 mL three-necked round-bottomflask with a reflux condenser. Each flask was charged with alcohol(2.0 mmol), toluene (10 mL), and catalysts (0.2 g). Molecular oxygenwas bubbled through the reaction mixture (20 mL/min). Theresulting mixture was heated at 100 C for 2 h and then cooled inan ice bath. The reaction products were also analyzed using anexternal standard. After centrifugal separation, the clear supernatantreaction mixture (0.5 mL) was mixed with mesitylene(0.05 mL). The analysis is similar to the process mentioned above,and the carbon balance was also within ±5percent.

45 %Chromat.

With Al(3+)*6HO(1-)*(x)H2O*0.6NO3(1-)*2Zn(2+)*Fe0.1O3.9P0.1W1.1(0.4-); dihydrogen peroxide in water

3.5 h; RefluxGreen chemistry; Hide Experimental Procedure

Hasannia, Saeed; Yadollahi, Bahram

Polyhedron, 2015 , vol. 99, p. 260 - 265 Title/Abstract Full Text View citing articles Show Details

2.3 Typical procedure for catalytic oxidation of alcohols in the presence of LDH-PWFe

General procedure: In a typical experiment 0.05g of LDH-PWFe, which contains about 0.01mmol of PWFe, was dispersed in an aqueous solution of benzyl alcohol (1mmol) and 30percent H2O2 (5mmol) in 3mL of water. The mixture was stirred for 2.5h at reflux and progress of the reaction was monitored by GC. At the end of oxidation reaction ethyl acetate (2×3mL) was added and the organic phase was extracted. Pure products were obtained by flash chromatography over a short column of silica gel (eluent: n-hexane/ethyl acetate).

With Iron(III) nitrate nonahydrate; oxygen; acetic acid

T=55°C; P=760.051 Torr; 36 h; Catalytic behavior; Reagent/catalystTemperature; Hide Experimental Procedure

Gao, Baojiao; Zhang, Liqin; Chen, Tao

Chinese Journal of Catalysis, 2015 , vol. 36, # 8 p. 1230 - 1236 Title/Abstract Full Text Show Details

Catalytic oxidation of cyclohexanol with molecular O2

TEMPO/CPGMA microspheres in combination withFe(NO3)3 was used in the catalytic oxidation of cyclohexanolwith molecular O2 as oxidant at normal pressure. A typicalprocedure is as follows. In a reactor equipped with a mechanicalstirrer, reflux condenser, thermometer and O2 inlet, 50 mLof glacial acetic acid and 10 mL of cyclohexanol were added,followed by adding the combination catalysts containing 1.10 gof TEMPO/CPGMA microspheres and 0.242 g of Fe(NO3)3·9H2Oas the co-catalyst. Oxygen at normal pressure was introducedinto the mixture (15 mL/min). The oxidation reaction was performedat 55 °C with continuously stirring for 36 h. Samples ofthe reaction mixture were taken at fixed time intervals, andthen measured immediately by a gas chromatograph (GC) withthe internal standard method. The GC analysis results showedthat cyclohexanone was the only product, and so the cyclohexanoneyield was the conversion of cyclohexanol. The cyclohexanoneyield was calculated from the GC data. After the oxidationreaction, the TEMPO/CPGMA microspheres were soaked,washed with acetic acid and ethanol in turn to completely removecyclohexanone physically attached on the microspheres,and dried under vacuum. The recovered TEMPO/CPGMA microsphereswere reused in the oxidation reaction of cyclohexanolunder the same conditions to examine their recycling performance

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 6,8-di(tert-butyl)-3-[2-(1H-imidazol-4yl)ethyl]-3,4-dihydro-2H-1,3-benzoxazine; oxygen; copper(I) triflate in dichloromethane

T=40°C; 24 h; Hide Experimental Procedure

Zhang; Huang; Lü; Cao; Zhao

Russian Journal of General Chemistry, 2015 , vol. 85, # 8 p. 1965 - 1972 Zh. Obshch. Khim. Title/Abstract Full Text View citing articles Show Details

Typical procedure for the oxidation of secondary alcohols.

General procedure: A 5-mL two-necked, round-bottom flask equipped with a magnetic stirrer and an oxygen balloon was charged in succession with 0.0106 g(0.05 mmol) of Cu(OTf), 0.0078 g (0.05 mmol) of TEMPO, 0.0171 g (0.05 mmol) of benzoxazine ligand L, and 2 mL of methylene chloride. The corresponding alcohol, 1 mmol, was then added at 40°C under stirring, and oxygen from the balloon was introduced through a three-way valve. The progress of the reaction was monitored by GLC using a suitable column. 51 %Chromat.

With oxygen in water

T=80°C; P=760.051 Torr; 7 h;

Sahu, Debojeet; Silva, Ana Rosa; Das, Pankaj

RSC Advances, 2015 , vol. 5, # 96 p. 78553 - 78560 Title/Abstract Full Text View citing articles Show Details

With styrene; 1,3,5-trimethyl-benzene

T=130°C; 24 h; Inert atmosphere;

Lu, Tianliang; Du, Zhongtian; Liu, Junxia; Chen, Chen; Xu, Jie

Chinese Journal of Catalysis, 2014 , vol. 35, # 12 p. 1911 - 1916 Title/Abstract Full Text Show Details

70 %Chromat.

With oxygen in N,N-dimethyl-formamide

T=80°C; 8 h; Catalytic behavior;

Zhi, Jian; Mitchell, Sharon; Prez-Ramrez, Javier; Reiser, Oliver

ChemCatChem, 2015 , vol. 7, # 17 p. 2585 - 2589 Title/Abstract Full Text View citing articles Show Details

With gold; dihydrogen peroxide in methanol; water

T=55°C; 8 h; Inert atmosphere; chemoselective reaction; Hide Experimental Procedure

Sasidharan, Manickam; Anandhakumar, Sundaramurthy; Bhanja, Piyali; Bhaumik, Asim

Journal of Molecular Catalysis A: Chemical, 2016 , vol. 411, p. 87 - 94 Title/Abstract Full Text View citing articles Show Details

Catalytic reaction

General procedure: The liquid-phase oxidation reactions were performed usinground bottom flask equipped with water condenser and a mag-netic stirrer. In a typical alcohol oxidation reaction, 0.67 g (5 mmol)of cinnamyl alcohol was mixed with 5 mL of methanol and 0.56 g(5 mmol) of dilute H2O2(30 wtpercent aqueous solution) in a 25 mL two-necked round bottom flask followed by addition of 5 wtpercent catalystwith respect to substrate. Cycloheptanone was used as an inter-nal standard to quantify the reaction product. The reaction wasperformed at 328 K while effectively circulation ice-cold waterthrough the condenser and the mixture was maintained under N2atmosphere using a N2balloon. The progress of the reaction wasmade by analyzing the products with a capillary gas chromato-graph (Agilent 13G, OV-1 column with flame ionization detector,FID). The quantification of products has been performed with spe-cial care using internal standard and response factor of reactantand products. For catalyst reusability study, the catalyst was recov-ered through centrifugation followed by activation under 5percent H2(remaining N2) atmosphere at 180C. It is pertinent to mention thatlow-temperature activation was carried out to remove the physi-cally adsorbed organic reactant, product or solvent molecules fromthe metal surface of the used catalyst

With oxygen; potassium carbonate in water

T=80°C; 24 h; Green chemistry;

Zou, Houbing; Wang, Runwei; Dai, Jinyu; Wang, Yu; Wang, Xue; Zhang, Zongtao; Qiu, Shilun

Chemical Communications, 2015 , vol. 51, # 78 p. 14601 - 14604 Title/Abstract Full Text View citing articles Show Details

With H6PW9V3O40; oxygen in acetonitrile

T=36 - 38°C; P=760.051 Torr; 12 h; Irradiation;

Tang, Senpei; Wu, Wenfeng; Fu, Zaihui; Zou, Shuai; Liu, Yachun; Zhao, Haihong; Kirk, Steven Robert; Yin, Dulin

ChemCatChem, 2015 , vol. 7, # 17 p. 2637 - 2645 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=80°C; 3 h;

Heidari-Golafzani, Mahdi; Rabbani, Mahboubeh; Rahimi, Rahmatollah; Azad, Alireza

RSC Advances, 2015 , vol. 5, # 121 p. 99640 - 99645 Title/Abstract Full Text View citing articles Show Details

With sodium hypochlorite; N-Bromosuccinimide; (R,R)-(-)-[N,N(1)-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminoat(2-)]manganese(III) chloride in dichloromethane; water

Zhang; Lü; Cui; Zhao

Russian Journal of General Chemistry, 2014 , vol. 84, # 10 p. 2021 - 2026 Zh. Obshch. Khim. Title/Abstract Full Text View citing articles Show Details

T=25°C; 0.17 h; chemoselective reaction; Hide Experimental Procedure

Catalytic oxidation

General procedure: In a typical experiment an alcohol (1 mmol), salen–Mn(III) complex (0.02 mmol), NBS (0.13 mmol), and CH2Cl2 (2 mL) was loaded into a 5 mL flask at room temperature. NaOCl (2.3 mmol) was added dropwise within 10 min and progress of the reaction was monitored by GC. Upon completion of the process the reaction mixture was treated twice with10 mL of 10percent NaHSO3 solution and the organic phase was dried over anhydrous sodium sulfate and filtered off. The solvent was removed by distillation. The residue was distilled under low pressure. 85 %Chromat.

With hydroxyammonium sulfate; C19H42N(1+)*2H(1+)*O40PW12(3-); water; dihydrogen peroxide

T=80°C; 6 h; Catalytic behavior; Reagent/catalyst; chemoselective reaction;

Wang, Hefang; Hu, Rongbin; Yang, Yongfang; Gao, Meidan; Wang, Yanji

Catalysis Communications, 2015 , vol. 70, p. 6 - 11 Title/Abstract Full Text View citing articles Show Details

With C22H17MoN3O7; dihydrogen peroxide; triethylamine in acetonitrile

T=80°C; 4 h; Catalytic behavior; Reagent/catalyst;

Maurya, Mannar R.; Saini, Neeraj; Avecilla, Fernando

RSC Advances, 2015 , vol. 5, # 122 p. 101076 - 101088 Title/Abstract Full Text View citing articles Show Details

With C31H27Cl2N2PRhS(1+)*F6P(1-); potassium carbonate; 4-methylmorpholine N-oxide in dichloromethane

3 h; Molecular sieveReflux; Hide Experimental Procedure

Biswas, Sujan; Sarkar, Deblina; Kundu, Subhankar; Roy, Puspendu; Mondal, Tapan Kumar

Journal of Molecular Structure, 2015 , vol. 1099, p. 297 - 303 Title/Abstract Full Text View citing articles Show Details

2.5. Procedure for catalytic oxidation of alcohols with NMO

General procedure: A solution of complex (0.01 mmol) in CH2Cl2 (25 mL) was addedto the mixture containing alcohol substrate (1 mmol), K2CO3(1.3 mmol), solid NMO (3 mmol) and molecular sieves. The reactionmixture was refluxed for 3 h, and the solvent was then evaporatedunder reduced pressure. The residue was then extracted withdiethyl ether (20 mL), concentrated to z 1 mL. The oxidizedproduct present in diethyl ether extract was analyzed by GC.

With C17H19FeN5O4(18)O(1-) in acetonitrile

Kinetics;

Ghosh, Munmun; Nikhil; Dhar, Basab B.; Sen Gupta, Sayam

Inorganic Chemistry, 2015 , vol. 54, # 24 p. 11792 - 11798 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [H2bipy]1/2[FeCl2(3-amino-2-pyrazinecarboxylate)2].DMF in water

T=150°C; 1.5 h; Microwave irradiationSealed tube; Reagent/catalyst; Hide Experimental Procedure

Karmakar, Anirban; Martins; Guedes Da Silva, M. Ftima C.; Hazra, Susanta; Pombeiro, Armando J. L.

Catalysis Letters, 2015 , vol. 145, # 12 p. 2066 - 2076 Title/Abstract Full Text Show Details

2.5 General Procedure for the Peroxidative Oxidation of 1-Phenylethanol

General procedure: Oxidation reactions of the alcohols were carried out in sealed cylindrical Pyrex tubes under focused MW irradiation as follows: the alcohol (2.5 mmol), TBHP (70 percent aqueous solution, 5.0 mmol) and catalyst precursor 1–3 (1–10 μmol, 0.04–0.4 molpercent vs. substrate) were introduced in the tube which was then placed in the MW reactor. In the experiments with radical traps, CBrCl3 (2.5 mmol) or NHPh2 (2.5 mmol) was added to the reaction mixture. In the experiments with other additives (TEMPO, nitric acid 1 M solution, or potassium carbonate 1 M solution), a 2.5 percent additive/substrate molar ratio was used. The system was stirred and irradiated (10 W) for 0.5–2 h at 50–150 °C. After the reaction, the mixture was allowed to cool down to room temperature. Typically, 150 μL of benzaldehyde (internal standard) and 2.5 mL of MeCN (to extract the substrate and the organic products from the reaction mixture) were added. The obtained mixture was stirred for 10 min, filtered and then a sample (1 μL) was taken from the organic phase and analysed by GC using the internal standard method. Blank tests indicate that only traces (<1 percent) of ketone or aldehyde are generated in a metal-free system.

With recombinant male golden hamster liver morphine 6-dehydrogenase AKR1C34; NAD in aq. phosphate buffer

T=25°C; pH=7.4; Enzymatic reaction; Kinetics;

Endo, Satoshi; Noda, Misato; Ikari, Akira; Tatematsu, Kenjiro; El-Kabbani, Ossama; Hara, Akira; Kitade, Yukio; Matsunaga, Toshiyuki

Journal of Biochemistry, 2015 , vol. 158, # 5 p. 425 - 434 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; Ru[2-(2pyridymethylimino)ethylbenzimidazole]pyridinedicarboxylate in neat (no solvent) T=40°C; 13 h; Hide Experimental Procedure

Zhang, Yuecheng; Liu, Liu; Cao, Xiaohui; Zhao, Jiquan

Polyhedron, 2016 , vol. 105, p. 170 - 177 Title/Abstract Full Text View citing articles Show Details

2.4 Catalytic oxidation of alcohols

General procedure: In a typical process, into a 5ml two-necked, round-bottom flask equipped with a magnetic stirrer and a thermometer were added the ruthenium complex [Ru(pymieb)(pydic)] (0.002mmol) and the substrate alcohol (2mmol) successively. The mixture was heated to 40°C under stirring. Then t-butyl hydroperoxide (TBHP) was added dropwise to the mixture and the temperature was kept at 40°C until completion of the reaction. The reaction samples were analyzed on a Shandong Lunan Ruihong Gas Chromatograph (SP-6800A) equipped with a FID detector and a SE 30 column (30m×0.5mm). The conditions used in gas chromatography were temperature of the detector 280°C, column temperature 130–220°C (varying with alcohols), pressure of the carrier gas 0.05–0.07MPa (varying with alcohols). 59 %Chromat.

With water

T=110°C; 60 h; Schlenk technique;

Bai, Cuihua; Li, Aiqin; Yao, Xianfang; Liu, Hongli; Li, Yingwei

Green Chemistry, 2016 , vol. 18, # 4 p. 1061 - 1069 Title/Abstract Full Text View citing articles Show Details

With niobium(V) oxide; oxygen

P=760.051 Torr; 48 h; Irradiation; Catalytic behavior; Time;

Furukawa, Shinya; Shishido, Tetsuya; Teramura, Kentaro; Tanaka, Tsunehiro

ChemPhysChem, 2014 , vol. 15, # 13 p. 2665 - 2667 Title/Abstract Full Text View citing articles Show Details

With styrene in 1,3,5-trimethyl-benzene

T=150°C; 1 h; Inert atmosphereAutoclave; Catalytic behavior;

Zhang, Ming; Zhao, Yajie; Liu, Qian; Yang, Lan; Fan, Guoli; Li, Feng

Dalton Transactions, 2016 , vol. 45, # 3 p. 1093 - 1102 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=199.84°C;

Gill, Arran M.; Hinde, Christopher S.; Leary, Rowan K.; Potter, Matthew E.; Jouve, Andrea; Wells, Peter P.; Midgley, Paul A.; Thomas, John M.; Raja, Robert

ChemSusChem, 2016 , vol. 9, # 5 p. 423 - 427 Title/Abstract Full Text View citing articles Show Details

> 99 %Chromat.

With oxygen in water

T=90°C; P=759.826 Torr; 22 h; Green chemistry;

Karimi, Babak; Naderi, Zahra; Khorasani, Mojtaba; Mirzaei, Hamid M.; Vali, Hojatollah

ChemCatChem, 2016 , vol. 8, # 5 p. 906 - 910 Title/Abstract Full Text View citing articles Show Details

With air; hydrogen reduced 10 wtpercent alumina supported silver in para-xylene

T=120°C; 3 h;

Liu, Huihui; Tan, Hui-Ru; Tok, Eng Soon; Jaenicke, Stephan; Chuah, GaikKhuan

ChemCatChem, 2016 , vol. 8, # 5 p. 968 - 975 Title/Abstract Full Text View citing articles Show Details

With oxygen in water

T=24.84°C; P=760.051 Torr; 5 h; IrradiationSealed tube; Reagent/catalystWavelength;

Tanaka, Atsuhiro; Hashimoto, Keiji; Kominami, Hiroshi

Chemistry - A European Journal, 2016 , vol. 22, # 13 p. 4592 - 4599 Title/Abstract Full Text View citing articles Show Details

With oxygen; isobutyraldehyde in acetonitrile

T=40°C; 4.5 h; Hide Experimental Procedure

Li, Yongjin; Sun, Baoshuai; Yang, Weijun

Applied Catalysis A: General, 2016 , vol. 515, p. 164 - 169 Title/Abstract Full Text View citing articles Show Details

2.1:Catalytic oxidation of alcohols

General procedure: Alcohols (3.0 mmol), MnP-AMP catalyst (3.0 × 10−3mmol) and acetonitrile (8 mL) were added to a three-neck flask, into which isobutyraldehyde (9.0 mmol) was also dropped in three portions (3.0 mmol each time) with stirring. The temperature and the air flow rate were maintained at 40°C and 150 mL/min respectively. The reaction time was 2–6 h. 75 %Chromat.

With porous chitosan–manganese dioxide nanohybrid; air in para-xylene

T=80°C; 7 h; Green chemistry;

Shaabani, Ahmad; Borjian Boroujeni, Mahmoud; Laeini, Mohmmad Sadegh

Applied Organometallic Chemistry, 2016 , vol. 30, # 3 p. 154 - 159 Title/Abstract Full Text View citing articles Show Details

With tungsten oxide loaded with a palladium oxide cocatalyst in water

3 h; Irradiation; Reagent/catalyst;

Tomita, Osamu; Otsubo, Takahide; Higashi, Masanobu; Ohtani, Bunsho; Abe, Ryu

ACS Catalysis, 2016 , vol. 6, # 2 p. 1134 - 1144 Title/Abstract Full Text View citing articles Show Details

With sodium bromate; 1,1,3,3-tetramethylguanidine sulfonic acid hydrochloride in

Shaabani, Ahmad; Laeini, Mohammad Sadegh; Shaabani, Shabnam;

%Chromat.

water; acetonitrile

T=20°C; 7 h;

Seyyedhamzeh, Mozhdeh

New Journal of Chemistry, 2016 , vol. 40, # 3 p. 2079 - 2082 Title/Abstract Full Text View citing articles Show Details

69 %Spectr.

With C33H33N5O8Ru; dihydrogen peroxide in dichloromethane; water

T=20°C; 4 h; Schlenk techniqueInert atmosphere; Catalytic behavior; Reagent/catalystTemperature;

Isozaki, Katsuhiro; Yokoi, Tomoya; Yoshida, Ryota; Ogata, Kazuki; Hashizume, Daisuke; Yasuda, Nobuhiro; Sadakane, Koichiro; Takaya, Hikaru; Nakamura, Masaharu

Chemistry - An Asian Journal, 2016 , vol. 11, # 7 p. 1076 - 1091 Title/Abstract Full Text View citing articles Show Details

Stage #1: With oxygen in water

0.833333 h; DarknessSealed tube; Stage #2: in water

T=20°C; P=760.051 Torr; 8 h; Irradiation;

Yang, Juan; Shen, Xiaoxiao; Li, Yingjie; Bian, Linyan; Dai, Jun; Yuan, Dongsheng

ChemCatChem, 2016 , vol. 8, # 7 p. 1399 - 1409 Title/Abstract Full Text View citing articles Show Details

85 %Chromat.

With Iron(III) nitrate nonahydrate; 9-azabicyclo[3.3.1]nonane-N-oxyl in acetonitrile

T=20°C; 5 h;

Wang, Lianyue; Shang, SenSen; Li, Guosong; Ren, Lanhui; Lv, Ying; Gao, Shuang

Journal of Organic Chemistry, 2016 , vol. 81, # 5 p. 2189 - 2193 Title/Abstract Full Text View citing articles Show Details

With sodium hypochlorite in water

T=70°C; P=760.051 Torr; 6 h; Hide Experimental Procedure

Zhang, Xiao; Fu, Xiaobo; Zhang, Yuanming; Zhu, Yi; Yang, Jun

Catalysis Letters, 2016 , vol. 146, # 5 p. 945 - 950 Title/Abstract Full Text View citing articles Show Details

2.3 Catalytic Oxidation of Alcohols

General procedure: The oxidation reactions were carried out in a 100 ml flask (with a condenser) containing 1 mmol alcohol, 0.1 g CQDs, and 25 mL deionized water as solvent. The mixture was stirred to form suspension. Then 5 mL of 10 percent NaClO was slowly added. The reactions were conducted at 70 °C under ambient pressure for 6 h. When the reaction was finished, the mixture was extracted by ethyl acetate (2 9 30 mL). Then ethyl acetate was removed in vacuum. Oxygenated products were analyzed by an Agilent 7890A Gas Chromatographer (GC). Furthermore, for the test ofreusability, the used catalyst was removed from the reaction by filtration and washed with deionized water and acetone, and dried in air.

With dihydrogen peroxide in water

T=80°C; 6 h; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Wang, Hefang; Fang, Luping; Yang, Yongfang; Hu, Rongbin; Wang, Yanji

Applied Catalysis A: General, 2016 , vol. 520, p. 35 - 43 Title/Abstract Full Text View citing articles Show Details

2.3. General procedure of catalytic oxidation reaction

General procedure: Oxidation of alcohol was carried out in a 100 mL three-neckedflask equipped with a reflux condenser, a magnetic stirrer anda thermometer. typically, the reactor was loaded with alcohol(5 mmol), H2O (10 mL) and catalyst. then, 30percent aqueous hydro-gen peroxide (10 mmol) was added dropwise to the reactorunder the setting temperature under vigorous stirring for 300 min.after the finish of reaction, the products were extracted withdichloromethane from aqueous phase and were identified by aSP-3420A GC equipped with a KB-Wax column (30 m, 0.32 mm id,0.25 m film thickness) with toluene as internal standardAlcoholconversion(percent)=[(molesofalcoholadded−molesofunconvertedalcohol)/molealcoholadded]×100Productselectivity(percent)= [molesoftheproduct/(molesofalcoholadded−molesofunconvertedalcohol)]×100TOF : mmolketone/(mmolheteropolyanionincatalyst×reactiontime).

With 2-hydroxynaphtho-1,4-quinone; His-tagged horse liver alcohol dehydrogenase; nicotinamide adenine dinucleotide in aq. buffer T=20°C; pH=8.5; 20 h; Enzymatic reaction; Reagent/catalyst;

Haas, Julian; Schätzle, Michael A.; Husain, Syed M.; Schulz-Fincke, Johannes; Jung, Manfred; Hummel, Werner; Müller, Michael; Lüdeke, Steffen

Chemical Communications, 2016 , vol. 52, # 29 p. 5198 - 5201 Title/Abstract Full Text View citing articles Show Details

35 %Chromat.

With tert.-butylhydroperoxide; manganese(IV) oxide in decane; toluene; acetonitrile

T=20°C; 24 h; TemperatureTime; Hide Experimental Procedure

Bhaumik, Chanchal; Stein, Dominique; Vincendeau, Sandrine; Poli, Rinaldo; Manoury, Éric

Comptes Rendus Chimie, 2016 , vol. 19, # 5 p. 566 - 570 Title/Abstract Full Text View citing articles Show Details

General procedure for the oxidations of alcohols

General procedure: The alcohol (1.2mmol) of interest was dissolved in a mixture of acetonitrile (3ml) and toluene (1ml) for the experiments with TBHP/decane (or in 4ml of acetonitrile for the experiments with TBHP/H2O) and the desired amount of MnO2 (see Tables) was added to the solution. Then tert-butyl hydroperoxide (TBHP, as a 5.3M solution in decane, 453μL, 2.4mmol) was added to the reaction mixture, which was set at the desired reaction temperature with magnetic stirring in air. Aliquots (0.2ml) were withdrawn at different time intervals, diluted with 1ml of diethyl ether and filtered through a Pasteur pipette filled up with silica to eliminate the residual MnO2. The silica was washed with 2ml of diethyl ether. The resulting organic phase was analyzed by gas chromatography using diethyleneglycol dibutyl ether as an external standard.

With tert.-butylhydroperoxide; [Fe(2,2'-bipyridine)3](OTf)2

T=25°C; 24 h; Green chemistry; Hide Experimental Procedure

Chàvez, Jennifer E.; Crotti, Corrado; Zangrando, Ennio; Farnetti, Erica

Journal of Molecular Catalysis A: Chemical, 2016 , vol. 421, p. 189 - 195 Title/Abstract Full Text View citing articles Show Details

Oxidation of alcohols catalyzed by [Fe(N-N)3](OTf)2In

General procedure: In a round-bottomed flask the solvent (3.0 mL) and the cat-alyst precursor [Fe(N-N)3](OTf)2(0.050 mmol) were introduced, followed by the substrate (2.5 mmol). For reactions performed at temperatures higher than r.t., the resulting solution was heated ina thermostatted bath to the desired temperature. Slow addition of the oxidant was then carried out under stirring. After the desired time the reaction mixture was cooled at −18 °C and subsequently analized by GC and/or NMR.

With oxygen in toluene

T=80°C; P=750.075 Torr; Catalytic behavior;

Zhang, Na; Du, Yiyun; Yin, Min; Guan, Chaoyang; Feng, Junting; Li, Dianqing

RSC Advances, 2016 , vol. 6, # 55 p. 49588 - 49596 Title/Abstract Full Text View citing articles Show Details

With sodium hypochlorite; sodium bromide in dichloromethane; water

T=10°C; 0.00833333 h; Hide Experimental Procedure

Chen, Liang; Tang, Jun; Zhang, Qi; Wang, Jianli

Reactive and Functional Polymers, 2016 , vol. 105, p. 134 - 139 Title/Abstract Full Text View citing articles Show Details

4:2.6. PIC-mediated Montanari oxidation of alcohols

General procedure: alcohol substrate (1.0 mmol), TEMPO(0.001 mmol, 0.068 mg) or PES-im-TEMPO (0.001 mmol, 5.0 mg), and CH2Cl2 (3.5 mL) were charged into a 25-mL round-bottom flask. The mixture was cooled to 10 °C, and NaBr (1.0 M, 0.15 mL) and NaClO(0.37M, 3.35mL, pH≈9.1) were added sequentially. The resulting mixture was magnetically stirred at 1400 rpm. After a certain period of time,the reaction was quenched by consuming hypochlorite with excess sodium sulfite, and the supernatant was analyzed by gas chromatography(GC) after dried with anhydrous sodium sulfate. The catalyst precipitated after adding HCl (1.0M) to adjust the pH to 2, and was collected by centrifugation and used for next cycles after drying in vacuum. The organic layer was separated and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to result in the crude product, which was purified by silica gel column chromatography (ethyl acetate/petroleum ether 10/1). The yield of the product was calculated by 1H NMR spectroscopy after careful determination of its weight.

With dihydrogen peroxide in water; acetonitrile

T=85°C; 4.2 h; Hide Experimental Procedure

Babahydari, Ali Kazemi; Fareghi-Alamdari, Reza; Hafshejani, Shahrbanou Moradpour; Rudbari, Hadi Amiri; Farsani, Mostafa Riahi

Journal of the Iranian Chemical Society, 2016 , vol. 13, # 8 p. 1463 - 1470 Title/Abstract Full Text View citing articles Show Details

Typical procedure for catalytic oxidation of alcohols

The typical procedure is the following: 3 mL CH3CN,0.01 mmol catalyst, and 1 mmol Benzyl alcohol were added to round-bottomed flask equipped with a reflux condenser.Then, 1 mmol aqueous H2O2 was dropwise added with in 5 min under stirring. The reaction time was counted after the addition of aqueous H2O2, and the reaction mixture was sampled periodically. The typical reaction temperature is 85 °C, and reaction time is 3–7 h. The progress was monitored by TLC (EtOAc/n-hexane, 1/5). After completionof the reaction, the catalyst was separated from the product by filtration and the liquid was analyzed by a gas chromatograph. 75 %Chromat.

With potassium hydoxide in para-xylene

T=80°C; 8 h; Green chemistry;

Shaabani, Ahmad; Shaabani, Shabnam; Afaridoun, Hadi

RSC Advances, 2016 , vol. 6, # 54 p. 48396 - 48404 Title/Abstract Full Text View citing articles Show Details

87 %Chromat.

With 1H-imidazole; tert.-butylhydroperoxide; N -hydroxyphthalimide; [Fe(bpc)Cl2][Et4N] in acetonitrile

T=50°C; 7 h; Mechanism; Reagent/catalyst; Hide Experimental Procedure

Bae, Jeong Mi; Lee, Myoung Mi; Lee, Seul Ah; Lee, Sun Young; Bok, Kwon Hee; Kim, Jinheung; Kim, Cheal

Inorganica Chimica Acta, 2016 , vol. 451, p. 8 - 15 Title/Abstract Full Text View citing articles Show Details

catalytic alcohol oxidations by t-BuOOH in the presence of iron complexes

General procedure: t-BuOOH (0.075 mmol) was added to a mixture of substrate(0.05 mmol), iron complex (1.0 103 mmol), imidazole (0.01 mmol), NHPI (0.02 mmol), and solvent (CH3CN; 1 mL). The mixture was stirred for the given time at 50 °C. Each reaction was monitored by GC/MS analysis of 20 lL aliquots withdrawn periodically from the reaction mixture. Dodecane was used as an internal standard to quantify the yields of products and conversions of substrates. All reactions were run at least in triplicate, and the average conversions and product yields have been presented. Conversions and product yields were calculated with respect to substrates. 89 %Chromat.

With tert.-butylhydroperoxide; Cs5V14As8O42Cl in water; acetone

T=20°C; 48 h;

Campbell, McKenzie L.; Sulejmanovic, Dino; Schiller, Jacqueline B.; Turner, Emily M.; Hwu, Shiou-Jyh; Whitehead, Daniel C.

Catalysis Science and Technology, 2016 , vol. 6, # 9 p. 3208 - 3213 Title/Abstract Full Text View citing articles Show Details

With 25H2O*CH6N3(1+)*2C3H4O2(2-)*Sn(4+)*10Na7K(W4O16)(AsW9O33)2; dihydrogen peroxide in acetonitrile

T=80°C; 3.5 h;

Ji, Li-Ping; Du, Jing; Li, Jian-Sheng; Zhang, Lan-Cui; Sang, Xiao-Jing; Yang, He; Cui, Hong-Juan; Zhu, Zai-Ming

RSC Advances, 2016 , vol. 6, # 34 p. 28956 - 28959 Title/Abstract Full Text View citing articles Show Details

With 12(C6H5SiO1.5)*6Ni(2+)*6O(2-)*Na(1+)*Cl(1-)*13C4H8O2*2C7H5N*2H2O; 3-chlorobenzenecarboperoxoic acid; triphenylphosphine in acetonitrile

Reagent/catalyst;

Bilyachenko, Alexey N.; Yalymov, Alexey I.; Shul'pina, Lidia S.; Mandelli, Dalmo; Korlyukov, Alexander A.; Vologzhanina, Anna V.; Es'kova, Marina A.; Shubina, Elena S.; Levitsky, Mikhail M.; Shul'pin, Georgiy B.

Molecules, 2016 , vol. 21, # 5 art. no. 665 Title/Abstract Full Text View citing articles Show Details

With La0.9Ce0.1CoO3; oxygen in toluene

T=88°C; P=760.051 Torr;

Zhu, Junjiang; Zhao, Yanxi; Tang, Duihai; Zhao, Zhen; Carabineiro, Sónia A.C.

Journal of Catalysis, 2016 , vol. 340, p. 41 - 48 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

Green chemistry; Reagent/catalyst; Hide Experimental Procedure

Singh, Sukriti; Patel, Anjali

Catalysis Letters, 2016 , vol. 146, # 6 p. 1059 - 1072 Title/Abstract Full Text View citing articles Show Details

2.4.1 Reaction with H2O2

General procedure: Oxidation of styrene and benzyl alcohol was carried out in a 50 mL batch reactor provided with a double-walled condenser, styrene/benzyl alcohol (10 mmol), and 30 percent aq. H2O2 (30 mmol) with constant stirring at 80 °C (styrene) and 90 °C (benzyl alcohol). After completion of reaction, the products were analysed on a gas chromatograph (GC) using Rtx-5 capillary column after extraction with dichloromethane and drying with magnesium sulphate.

With tungsten(VI) oxide; dihydrogen peroxide in water

T=80°C; 5 h; Green chemistry; Reagent/catalystTemperatureTime;

Wang, Lei; Chen, Zhangxian; Huang, Mengqiu; Yang, Zeheng; Sun, Pan; Wang, Kai; Zhang, Weixin

Catalysis Letters, 2016 , vol. 146, # 7 p. 1283 - 1290 Title/Abstract Full Text View citing articles Show Details

With oxygen in water

T=90°C; P=760.051 Torr; 20 h;

Chen, Lijuan; Feng, Tao; Wang, Pengfei; Chen, Ziwen; Yan, Riqing; Liao, Bo; Xiang, Yujun

Applied Catalysis A: General, 2016 , vol. 523, p. 304 - 311 Title/Abstract Full Text View citing articles Show Details

With C38H33BFeN6O3; oxygen; triethylamine; Benzoylformic acid in acetonitrile

8 h; Catalytic behavior;

Sheet, Debobrata; Paine, Tapan Kanti

Chemical Science, 2016 , vol. 7, # 8 p. 5322 - 5331 Title/Abstract Full Text View citing articles Show Details

90 %Chromat.

With C32H25Cl2N6O2Rh2(1+)*Cl(1-); sodium hydroxide in water

T=100°C; 16 h; Sealed tubeGreen chemistry;

Wang, Xuewei; Wang, Chao; Liu, Yuxuan; Xiao, Jianliang

Green Chemistry, 2016 , vol. 18, # 17 p. 4605 - 4610 Title/Abstract Full Text Show Details

73 %Chromat.

With potassium carbonate in para-xylene

T=80°C; 6 h; Green chemistry;

Shaabani, Ahmad; Afaridoun, Hadi; Shaabani, Shabnam

Applied Organometallic Chemistry, 2016 , vol. 30, # 9 p. 772 - 776 Title/Abstract Full Text Show Details

62 %Chromat.

With tetra-n-butylammonium monopersulfate in water

T=60°C; 2 h;

Rezaeifard, Abdolreza; Jafarpour, Maasoumeh; Farrokhi, Alireza; Parvin, Sousan; Feizpour, Fahimeh

RSC Advances, 2016 , vol. 6, # 69 p. 64640 - 64650 Title/Abstract Full Text View citing articles Show Details

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; pentaaminechlorocobalt(III) dichloride; (PPh4)2[Mn(N)(CN)4] in aq. phosphate buffer

T=23°C; pH=6.8; 0.5 h; Inert atmosphereIrradiation; Catalytic behavior;

Chen, Gui; Chen, Lingjing; Ma, Li; Kwong, Hoi-Ki; Lau, Tai-Chu

Chemical Communications, 2016 , vol. 52, # 59 p. 9271 - 9274 Title/Abstract Full Text View citing articles Show Details

78 %Chromat.

With tert.-butylhydroperoxide; MoO2{N((CH3)C6H4)CHC6H4O}2 in water

T=25°C; 3 h; Hide Experimental Procedure

Hatefi-Ardakani, Mehdi; Saeednia, Samira; Pakdin-Parizi, Zahra; Rafeezadeh, Mahdieh

Research on Chemical Intermediates, 2016 , vol. 42, # 10 p. 7223 - 7230 Title/Abstract Full Text Show Details

General procedure for selective oxidation of alcohols

General procedure: A typical experimental procedure was as follows: alcohol (1 mmol) as substrate wasadded to the dioxo-Mo(VI) Schiff base complex (0.02 mmol). Then, tert-BuOOH(1 mmol, 70 percent aqueous solution) was added and the mixture was stirred at roomtemperature (25 C). The progress of the reaction was monitored by thin-layerchromatography (TLC) (eluent n-hexane:ethyl acetate, various ratios). After thereaction was completed, the residue was washed with a minimal volume of CH2Cl2. The solvent was then evaporated, and the pure product was obtained afterchromatography on a silica gel column. 82 %Chromat.

With C29H35Cl2IrN2O2; sodium acetate in 2,2,2-trifluoroethanol

20 h; Inert atmosphereRefluxSchlenk technique;

Gülcemal, Süleyman; Gülcemal, Derya; Whitehead, George F. S.; Xiao, Jianliang

Chemistry - A European Journal, 2016 , vol. 22, # 30 p. 10513 - 10522 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; [Mn2(μ-C6H5COO)2(2,2′-bipyridine)4]*2(ClO4) in water; acetonitrile

T=70°C; 6 h; Inert atmosphere; Reagent/catalyst;

Kani, Ibrahim; Bolat, Serkan

Applied Organometallic Chemistry, 2016 , vol. 30, # 8 p. 713 - 721 Title/Abstract Full Text View citing articles Show Details

With oxygen in toluene

T=80°C; 2 h; Reagent/catalyst;

Tan, Yu; Sun, Dalei; Chen, Libao; Li, Cheng Chao

New Journal of Chemistry, 2016 , vol. 40, # 10 p. 8364 - 8370 Title/Abstract Full Text Show Details

78 %Chromat.

With potassium hydoxide in para-xylene

T=80°C; 8 h; Green chemistry;

Shaabani, Ahmad; Afaridoun, Hadi; Shaabani, Shabnam; Keramati Nejad, Mina

RSC Advances, 2016 , vol. 6, # 99 p. 97367 - 97375 Title/Abstract Full Text Show Details

With oxygen in ethanol

T=80°C; P=760.051 Torr; 16 h; Autoclave; Reagent/catalyst;

Slot, Thierry K.; Eisenberg, David; van Noordenne, Dylan; Jungbacker, Peter; Rothenberg, Gadi

Chemistry - A European Journal, 2016 , vol. 22, # 35 p. 12307 - 12311 Title/Abstract Full Text View citing articles Show Details

76 %Chromat.

With pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine; iron(II) trifluoromethanesulfonate acetonitrile disolvate; dihydrogen peroxide in acetonitrile

T=25°C; 1 h; TemperatureSolventConcentration;

Olivo, Giorgio; Giosia, Simone; Barbieri, Alessia; Lanzalunga, Osvaldo; Di Stefano, Stefano

Organic and Biomolecular Chemistry, 2016 , vol. 14, # 45 p. 10630 - 10635 Title/Abstract Full Text Show Details

92 %Chromat.

With hydrogenchloride; C18H38N2O(1+)*F6P(1-); 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; sodium nitrite in water

T=20°C; 16 h;

Hirashita, Tsunehisa; Nakanishi, Makoto; Uchida, Tomoya; Yamamoto, Masakazu; Araki, Shuki; Arends, Isabel W. C. E.; Sheldon, Roger A.

ChemCatChem, 2016 , vol. 8, # 16 p. 2704 - 2709 Title/Abstract Full Text View citing articles Show Details

95 %Chromat.

With potassium carbonate in water

T=80°C; Catalytic behavior;

Vessally, Esmail; Ghasemisarabbadeih, Mostafa; Ekhteyari, Zeynab; Hosseinzadeh-Khanmiri, Rahim; Ghorbani-Kalhor, Ebrahim; Ejlali, Ladan

RSC Advances, 2016 , vol. 6, # 108 p. 106769 - 106777 Title/Abstract Full Text Show Details

With oxovanadium(IV) sulfate; 2-azaadamantane-N-oxyl; oxygen in acetonitrile

T=80°C; P=2250.23 Torr; 3 h; ConcentrationPressureTemperature; Hide Experimental Procedure

Dalian University of Technology; Du, zhongtian; Tang, yangyang; Sun, xiaowan

Patent: CN105541526 A, 2016 ; Location in patent: Paragraph 0012; 0013; 0014 ; Title/Abstract Full Text Show Details

1:Embodiment 1

The 1.0g cyclohexanol, 2mol percent (cyclohexanol relative to the substrate) aza jin'gang alkane nitroxyl radical (I), 2mol percent (cyclohexanol relative to the substrate) vanadyl sulfate, 5 ml acetonitrile is added to the reactor, filled with oxygen pressure is 0.3 MPa, in the 80 °C running 3h after cooling to room temperature. Sampling by the use of gas chromatography analysis, the conversion of cyclohexanol, 99.5percent, cyclohexanone selectivity of 99.9percent. If the use of 2, 2, 6, 6-tetramethyl piperidine nitrogen-oxygen free radical nitroxyl radical nitrogen heteroatoms jin'gang alkane replaced (I), in the above-mentioned embodiment 1 under the same reaction conditions (catalyst substrate ratio, reaction temperature, reaction time, oxygen partial pressure, solvent and consumption conditions), the conversion of cyclohexanol is only 67percent. If the reaction time is further extended to 15 hours, cyclohexanol conversion is up to 91percent. Visible, its oxidation efficiency is obviously lower than that of the Patent the jin'gang alkane nitroxyl radical (I) related system.

With dihydrogen peroxide in toluene

T=80°C; 8 h;

Dong, Xinbo; Zhang, Xi; Wu, Panfeng; Zhang, Yanjie; Liu, Bin; Hu, Huaiming; Xue, Ganglin

ChemCatChem, 2016 , vol. 8, # 23 p. 3680 - 3687 Title/Abstract Full Text Show Details

84 %Chromat.

With dihydrogen peroxide in water

T=90°C; 26 h; Green chemistry;

Fan, Juan; Pu, Fan; Sun, Man; Liu, Zhong-Wen; Han, Xiao-Yan; Wei, Jun-Fa; Shi, Xian-Ying

New Journal of Chemistry, 2016 , vol. 40, # 12 p. 10498 - 10503 Title/Abstract Full Text Show Details

23 %Chromat.

With C56H44Cl3CuN2OP2S; dihydrogen peroxide; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate

T=70°C; 48 h; Hide Experimental Procedure

Gunasekaran; Bhuvanesh; Karvembu

Polyhedron, 2017 , vol. 122, p. 39 - 45 Title/Abstract Full Text Show Details

2.5 Procedure for catalytic oxidation

General procedure: To a mixture of alcohol (5mmol) and complex 1 (7mg, 0.007mmol) in [bmim][PF6] (0.1mL), hydrogen peroxide (6mmol, 0.678mL) was added. The reaction mixture was stirred for 48h at 70°C. After the appropriate time, the resulting mixture was extracted with n-hexane and then the extract was analyzed by GC. To identify the reaction products and determine their percentage yields, the retention times and corresponding peak areas were compared with authentic commercial samples under identical experimental conditions. To calculate the percentage yields of the formed products the area normalization method was used. To determine the isolated yields of acetophenone and benzoic acid, their crude mixture was purified by columnchromatography. To investigate the recyclability of the IL and the catalyst, [bmim][PF6] with complex 1 was recovered by overnight drying in vacuo. For the five consecutive cycles, the recovered complex 1 in [bmim][PF6] was used by adding fresh 1-phenylethanol (5mmol) and hydrogen peroxide (6mmol) under the same experimental conditions.

With C11H21N2(1+)*Br(1-)*SnCl2; dihydrogen peroxide in water

T=85°C; 1 h;

Wang, Bingtong; Hu, Yulin; Fang, Dong; Wu, Lin; Xing, Rong

Journal of the Chinese Chemical Society, 2016 , vol. 63, # 12 p. 991 - 999 Title/Abstract Full Text Show Details

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen; sodium hydrogencarbonate in

Hou, Junying; Luan, Yi; Yu, Jie; Qi, Yue; Wang, Ge; Lu, Yunfeng

acetonitrile

T=60°C; P=760.051 Torr; 12 h;

New Journal of Chemistry, 2016 , vol. 40, # 12 p. 10127 - 10135 Title/Abstract Full Text Show Details

81.5 %Chromat.

With tert.-butylhydroperoxide in acetonitrile

T=60°C; 24 h;

Zhou; Pan; Wu; Qian; He; Chen

RSC Advances, 2016 , vol. 6, # 87 p. 84106 - 84112 Title/Abstract Full Text Show Details

80 %Spectr.

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor; oxygen in water

T=20°C; 144 h; Enzymatic reaction;

Galletti, Paola; Pori, Matteo; Funiciello, Federica; Soldati, Roberto; Ballardini, Alberto; Giacomini, Daria

ChemSusChem, 2014 , vol. 7, # 9 p. 2684 - 2689 Title/Abstract Full Text Show Details

31.6 %Chromat.

With tert.-butylhydroperoxide; C26H26Cu2N6O12 in water

T=120°C; 1 h; Microwave irradiation; Catalytic behavior; Reagent/catalyst;

Martins, Nuno M. R.; Mahmudov, Kamran T.; Guedes Da Silva, M. Fátima C.; Martins, Luísa M. D. R. S.; Pombeiro, Armando J. L.

New Journal of Chemistry, 2016 , vol. 40, # 12 p. 10071 - 10083 Title/Abstract Full Text Show Details

90 %Chromat.

With tert.-butylnitrite; oxygen; acetic acid in toluene

T=50°C; P=750.075 Torr; 7 h; Reagent/catalyst;

Karimi, Babak; Farhangi, Elham; Vali, Hojatollah; Vahdati, Saleh

ChemSusChem, 2014 , vol. 7, # 9 p. 2735 - 2741 Title/Abstract Full Text Show Details

With hydrogen

Li Guotao; li, Guotao

Patent: CN105218342 A, 2016 ; Location in patent: Paragraph 0047 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

Using pure cyclohexanol as the fresh feed, the dehydrogenation product composition data (conversion 63. 9percent, selectivity 99. 4percent) given in Example 6 disclosed in patent W098 / 10864, according to the scheme shown in Figure 1 of the present invention, percent), The drying tower to cyclohexene as the key component of light; cyclohexanone distillation column to cyclohexanol as the key components to control its content is less than lOppm; reaction gas off the weight From the tower to phenol as a key component and control its content is less than lppm; handling capacity of 12.8 tons per hour of fresh cyclohexanol raw materials were calculated, the process of the operating conditions and energy consumption are summarized in Table 1.

Stage #1: With oxygen

0.5 h; Stage #2: T=18°C; P=750.075 Torr; 11 h; Irradiation; Hide Experimental Procedure

Zhang, Bao; Li, Jun; Gao, Yuying; Chong, Ruifeng; Wang, Zhiliang; Guo, Lin; Zhang, Xianwen; Li, Can

Journal of Catalysis, 2017 , vol. 345, p. 96 - 103 Title/Abstract Full Text Show Details

2.4. Evaluation of photocatalytic activity

General procedure: 10 mg catalyst was suspended in 1.5 mL benzotrifluoride (BTF)solvent containing alcohol (0.1 mmol). The choice of BTF solventwas because it is inert to oxidation and has superior oxygen solubility[24]. The catalyst was blended evenly in the solution withmagnetic stirring for 30 min before illumination. Reaction temperaturewas kept at 20 °C with a water-cooling system. The reactionsolution was illuminated by a 300W Xe lamp with a UV-cutoff filterwhere a majority of the light of wavelength shorter than420 nm was blocked. The reaction solution was analyzed with anAgilent Gas Chromatograph (GC7890) equipped with a flame ionizationdetector and a β-DEX 225 capillary column using dodecaneor undecane as the internal standard. The chemical structures ofproducts were confirmed by GC-mass spectrometry (MS) (AgilentTechnologies, GC6890N-MS5975).

With dihydrogen peroxide in acetonitrile

T=50°C; 6 h; Catalytic behavior; Hide Experimental Procedure

Eftekhari-Sis, Bagher; Akbari, Masoud; Amini, Mojtaba; Ashouri, Fatemeh; Bagherzadeh, Mojtaba

Journal of Coordination Chemistry, 2017 , vol. 70, # 2 p. 328 - 339 Title/Abstract Full Text Show Details

2.3. General procedure for oxidation of alcohols using Fe3O4-WO3

General procedure: To a mixture of Fe3O4-WO3 (0.005 g) and H2O2 30percent (2 mmol, 204 μL) in 2 mL CH3CN wasadded 0.5 mmol alcohol and stirred at 50 °C for 6 h. The reaction progress was monitoredby GC. After completion of the reaction, the catalyst was isolated using an external magneticfield. Assignments of products were made by comparison with authentic samples by GC.

With oxygen

T=270°C; Catalytic behavior; Temperature;

Synthesize

Li, Renhong; Zhu, Xiaohui; Shou, Donghai; Zhou, Xin; Yan, Xiaoqing

RSC Advances, 2016 , vol. 6, # 91 p. 88486 - 88489 Title/Abstract Full Text Show Details

Find similar

Synthesize Find similar

Rx-ID: 1731933 Find similar reactions

A: 60%

With p-mentha-1,8-diene; palladium on activated charcoal

0.5 h; Heating;

Holleben, Maria Luiza A. von; Zucolotto, Monica; Zini, Claudia A.; Oliveira, Eduardo R.

Tetrahedron, 1994 , vol. 50, # 4 p. 973 - 978 Title/Abstract Full Text View citing articles Show Details

A: 47% B: 53%

With 5 palladium on charcoal in acetonitrile

T=80°C; P=760.051 Torr; 24 h; Autoclave;

El-Deeb, Ibrahim Yussif; Tian, Miaomiao; Funakoshi, Tatsuya; Matsubara, Ryosuke; Hayashi, Masahiko

European Journal of Organic Chemistry, 2017 , vol. 2017, # 2 p. 409 - 413 Title/Abstract Full Text Show Details

A: 47 % Chromat. B: 53 % Chromat.

With palladium diacetate in acetonitrile

T=50°C; Dehydrogenation; Hydrogen-transfer reaction; 66 h; Title compound not separated from byproducts;

Hayashi, Masahiko; Yamada, Kanako; Nakayama, Shu-Zo

Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 10 p. 1501 - 1503 Title/Abstract Full Text View citing articles Show Details

With PdAl in neat (no solvent) T=100°C; 10 h;

Chen, Qiang; Tanaka, Shinya; Fujita, Takeshi; Chen, Luyang; Minato, Taketoshi; Ishikawa, Yoshifumi; Chen, Mingwei; Asao, Naoki; Yamamoto, Yoshinori; Jin, Tienan

Chemical Communications, 2014 , vol. 50, # 25 p. 3344 - 3346 Title/Abstract Full Text View citing articles Show Details

With palladium nanoparticles supported on fibrous-structured silica nanospheres in methanol; water

T=100°C; 12 h; Green chemistry; chemoselective reaction;

Qureshi, Ziyauddin S.; Sarawade, Pradip B.; Albert, Matthias; D'Elia, Valerio; Hedhili, Mohamed N.; Köhler, Klaus; Basset, Jean-Marie

ChemCatChem, 2015 , vol. 7, # 4 p. 635 - 642 Title/Abstract Full Text View citing articles Show Details

With formic acid in methanol; water

T=100°C; 12 h; Green chemistry; chemoselective reaction;

Qureshi, Ziyauddin S.; Sarawade, Pradip B.; Albert, Matthias; D'Elia, Valerio; Hedhili, Mohamed N.; Köhler, Klaus; Basset, Jean-Marie

ChemCatChem, 2015 , vol. 7, # 4 p. 635 - 642 Title/Abstract Full Text View citing articles Show Details

A: 60 %Spectr. B: 40 %Spectr.

With hydrogen in ethyl acetate

T=50°C; P=2250.23 Torr; Flow reactorGreen chemistry; chemoselective reaction;

Nagendiran, Anuja; Sörensen, Henrik; Johansson, Magnus J.; Tai, CheukWai; Bäckvall, Jan-E.

Green Chemistry, 2016 , vol. 18, # 9 p. 2632 - 2637 Title/Abstract Full Text View citing articles Show Details

With 3.6molpercent Au9–Pd alloy nanoparticles supported on Mg–Al-layered double hydroxide (LDH); air in N,N-dimethyl acetamide

T=130°C; P=760.051 Torr; Mechanism;

Jin, Xiongjie; Taniguchi, Kento; Yamaguchi, Kazuya; Mizuno, Noritaka

Chemical Science, 2016 , vol. 7, # 8 p. 5371 - 5383 Title/Abstract Full Text View citing articles Show Details

Hide Details

Synthesize Find similar

Rx-ID: 4868489 Find similar reactions

B: 41% C: 32%

With 1-methoxy-4-nitropyridinium tetrafluoroborate in acetone

5 h; Irradiation;

Negele, Stephan; Wieser, Katja; Severin, Theodor

Journal of Organic Chemistry, 1998 , vol. 63, # 4 p. 1138 - 1143 Title/Abstract Full Text View citing articles Show Details

B: 41% C: 32 % Chromat.

With 1-methoxy-4-nitropyridinium tetrafluoroborate in acetone

5 h; Irradiation;

Negele, Stephan; Wieser, Katja; Severin, Theodor

Journal of Organic Chemistry, 1998 , vol. 63, # 4 p. 1138 - 1143 Title/Abstract Full Text View citing articles Show Details

With 1-methoxy-4-nitropyridinium tetrafluoroborate in acetone

5 h; Irradiation;

Negele, Stephan; Wieser, Katja; Severin, Theodor

Journal of Organic Chemistry, 1998 , vol. 63, # 4 p. 1138 - 1143 Title/Abstract Full Text View citing articles Show Details

With EDTA; dihydrogen peroxide; iron(II) chloride; ascorbic acid in pyridine

T=0°C; influence of amount of EDTA, Fe(II), PPh3, reductant (ascorbic acid); other reductants; Product distribution;

Barton, Derek H.R.; Delanghe, Nathalie C.

Tetrahedron, 1998 , vol. 54, # 18 p. 4471 - 4476 Title/Abstract Full Text View citing articles Show Details

With oxygen; lt;γ-SiW10lt;Fe(OH2)gt;2O38gt;6-*Bu4N1+ in 1,2-dichloro-ethane; acetonitrile

T=82.85°C; 96 h; various catalysts employed; Product distribution;

Nozaki, Chika; Misono, Makoto; Mizuno, Noritaka

Chemistry Letters, 1998 , # 12 p. 1263 - 1264 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; μ-nitridobis(tetra-tert-butylphthalocyaninato)iron(III,IV) in water

T=50°C; 14 h; Inert atmosphere; Catalytic behavior; Temperature; Hide Experimental Procedure

Kudrik, Evgeny V.; Sorokin, Alexander B.

Journal of Molecular Catalysis A: Chemical, 2017 , vol. 426, p. 499 - 505 Title/Abstract Full Text Show Details

B: 41 % Chromat. C: 32 % Chromat. Hide Details

2.3. Catalytic procedures and product analysis

Synthesize Find similar

With carbon dioxide; rhodium on carbon; hydrogen in tetrahydrofuran; water

T=80°C; 5 h; Hide Experimental Procedure

Rx-ID: 44085537 Find similar reactions

Chatterjee, Maya; Ishizaka, Takayuki; Kawanami, Hajime

Catalysis Today, 2017 , vol. 281, p. 402 - 409 Title/Abstract Full Text Show Details

2.2. Catalytic activity

General procedure: The conversion of the model compound was conducted in a50 ml stainless steel batch reactor containing required amount ofthe catalyst, substrate (wt. ratio of catalyst:substrate = 1:5) andwater. The reactor was placed in an oven with fan heater tomaintain the constant temperature. After reaching the desired tem-perature, hydrogen of required pressure was first introduced intothe reactor. Liquid CO2was charged into the reactor using a highpressure liquid pump (JASCO). The reaction mixture was stirredcontinuously with a Teflon coated magnetic bar during the reac-tion. After the reaction, the reactor was cooled with ice-waterand depressurized carefully by the back-pressure regulator. Theproduct mixture was separated from the catalyst simply by filtra-tion. GC/MS (Varian Saturn 2200) was used for identification andquantitative analysis of the product mixture. Quantification of theproducts was obtained by a multi-point calibration curve for eachproduct. The selectivity to each product was calculated by the fol-lowing expression Si= Ci/Cp, where Ciis the concentration of theproduct ‘i’ andCp is the total concentration of the product.

Synthesize Find similar

Synthesize Find similar Rx-ID: 44085538 Find similar reactions

With carbon dioxide; rhodium on carbon; hydrogen in methanol; water

T=80°C; 5 h; Hide Experimental Procedure

Chatterjee, Maya; Ishizaka, Takayuki; Kawanami, Hajime

Catalysis Today, 2017 , vol. 281, p. 402 - 409 Title/Abstract Full Text Show Details

2.2. Catalytic activity

Liquid CO2was charged into the reactor using a highpressure liquid pump (JASCO). The reaction mixture was stirredcontinuously with a Teflon coated magnetic bar during the reac-tion. After the reaction, the reactor was cooled with ice-waterand depressurized carefully by the back-pressure regulator. Theproduct mixture was separated from the catalyst simply by filtra-tion. GC/MS (Varian Saturn 2200) was used for identification andquantitative analysis of the product mixture. Quantification of theproducts was obtained by a multi-point calibration curve for eachproduct. The selectivity to each product was calculated by the fol-lowing expression Si= Ci/Cp, where Ciis the concentration of theproduct ‘i’ andCp is the total concentration of the product.

Synthesize Find similar

Rx-ID: 44085540 Find similar reactions

With carbon dioxide; rhodium on carbon; hydrogen in ethanol; water

T=80°C; 5 h; Hide Experimental Procedure

Chatterjee, Maya; Ishizaka, Takayuki; Kawanami, Hajime

Catalysis Today, 2017 , vol. 281, p. 402 - 409 Title/Abstract Full Text Show Details

2.2. Catalytic activity

Synthesize Find similar

Synthesize Find similar Rx-ID: 44085541 Find similar reactions

With carbon dioxide; rhodium on carbon; hydrogen in propan-1-ol; water

T=80°C; 5 h; Hide Experimental Procedure

Chatterjee, Maya; Ishizaka, Takayuki; Kawanami, Hajime

Catalysis Today, 2017 , vol. 281, p. 402 - 409 Title/Abstract Full Text Show Details

2.2. Catalytic activity

Synthesize Find similar

10 Synthesize Find similar

With carbon dioxide; rhodium on carbon; hydrogen in methanol; water

T=80°C; 5 h; Solvent; Hide Experimental Procedure

Rx-ID: 44085542 Find similar reactions

Chatterjee, Maya; Ishizaka, Takayuki; Kawanami, Hajime

Catalysis Today, 2017 , vol. 281, p. 402 - 409 Title/Abstract Full Text Show Details

2.2. Catalytic activity

andwater. The reactor was placed in an oven with fan heater tomaintain the constant temperature. After reaching the desired tem-perature, hydrogen of required pressure was first introduced intothe reactor. Liquid CO2was charged into the reactor using a highpressure liquid pump (JASCO). The reaction mixture was stirredcontinuously with a Teflon coated magnetic bar during the reac-tion. After the reaction, the reactor was cooled with ice-waterand depressurized carefully by the back-pressure regulator. Theproduct mixture was separated from the catalyst simply by filtra-tion. GC/MS (Varian Saturn 2200) was used for identification andquantitative analysis of the product mixture. Quantification of theproducts was obtained by a multi-point calibration curve for eachproduct. The selectivity to each product was calculated by the fol-lowing expression Si= Ci/Cp, where Ciis the concentration of theproduct ‘i’ andCp is the total concentration of the product.

11 Synthesize Find similar

Synthesize Find similar

Rx-ID: 115970 Find similar reactions

100%

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; diisobutylaluminium hydride in tetrahydrofuran; diethyl ether; hexane

T=-50°C; 0.5 h;

Tsuda, Tetsuo; Hayashi, Toshio; Satomi, Hiroshi; Kawamoto, Tadashi; Saegusa, Takeo

Journal of Organic Chemistry, 1986 , vol. 51, # 4 p. 537 - 540 Title/Abstract Full Text View citing articles Show Details

100%

With hydrogen; OsII(PPh3)3(CO)(H)Br in toluene

T=100°C; P=760 Torr; 24 h;

Sanchez-Delgado, Roberto A.; Andriollo, Antida; Gonzalez, Edgar; Valencia, Norma; Leon, Vladimir; Espidel, Jouseff

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1985 , p. 1859 - 1864 Title/Abstract Full Text Show Details

100%

With diphenylsilane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium(0) in chloroform

1 h; Ambient temperature;

Keinan, Ehud; Greenspoon, Noam

Journal of the American Chemical Society, 1986 , vol. 108, # 23 p. 7314 - 7325 Title/Abstract Full Text View citing articles Show Details

100%

With diphenylsilane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium(0) in chloroform

1 h; Ambient temperatureseveral α,β-unsaturated ketones and aldehydes investigated;

Keinan, Ehud; Greenspoon, Noam

Journal of the American Chemical Society, 1986 , vol. 108, # 23 p. 7314 - 7325 Title/Abstract Full Text View citing articles Show Details

100%

With hydrogen; micro-encapsulated PI palladium catalyst in tetrahydrofuran

T=20°C; 0.0833333 h; Product distribution / selectivity; Hide Experimental Procedure

Japan Science and Technology Agency

Patent: EP1726577 A1, 2006 ; Location in patent: Page/Page column 7; 13 ;

Hide Details

Title/Abstract Full Text Show Details

In Example 2, hydrogenation reaction was conducted under the same condition as Example 1 for THF diluted solution concentration of the substance to be reduced, its flow rate, and hydrogen 9 flow rate, using cyclohexen-2-one as the substance to be reduced. The reaction time was within five minutes. The reaction product was analyzed by 1H-NMR. Fig. 6 is a view illustrating the yields of hydrogenation reaction of Example 2. As is obvious from the figure, the analytical result of the reaction product by 1H-NMR showed almost complete hydrogenation of cyclohexen-2-one, and cyclohexanone was obtained at about 100 percent yield. 100%

With C39H35Cl2IrN2P2; hydrogen in toluene

T=80°C; P=38002.6 Torr; 22 h;

Albertin, Gabriele; Antoniutti, Stefano; Paganelli, Stefano

Journal of Organometallic Chemistry, 2009 , vol. 694, # 19 p. 3142 - 3148 Title/Abstract Full Text View citing articles Show Details

100%

With (acetylacetonato)dicarbonylrhodium (l); hydrogen in water; toluene

T=40°C; P=37503.8 Torr; 4 h; chemospecific reaction;

Marchetti, Mauro; Minello, Fabiola; Paganelli, Stefano; Piccolo, Oreste

Applied Catalysis A: General, 2010 , vol. 373, # 1-2 p. 76 - 80 Title/Abstract Full Text View citing articles Show Details

100%

With hydrogen in ethanol

T=100°C; P=30003 Torr; Flow reactorGreen chemistry; chemoselective reaction;

Hudson, Reuben; Hamasaka, Go; Osako, Takao; Yamada, Yoichi M. A.; Li, Chao-Jun; Uozumi, Yasuhiro; Moores, Audrey

Green Chemistry, 2013 , vol. 15, # 8 p. 2141 - 2148 Title/Abstract Full Text View citing articles Show Details

100%

With Pd/C; hydrogen in chloroform

T=20°C; P=760.051 Torr; 1 h; Catalytic behavior; regioselective reaction;

Cano, Manuela; Benito, Ana M.; Maser, Wolfgang K.; Urriolabeitia, Esteban P.

New Journal of Chemistry, 2013 , vol. 37, # 7 p. 1968 - 1972 Title/Abstract Full Text View citing articles Show Details

99%

Stage #1: With [2-(methoxymethy)phenyl]phenylsilane; RhCl(PPh3)3

T=20°C; 2.5 h; Stage #2: With hydrogenchloride

Imao, Daisuke; Hayama, Miyuki; Ishikawa, Kohta; Ohta, Tetsuo; Ito, Yoshihiko

Chemistry Letters, 2007 , vol. 36, # 3 p. 366 - 367 Title/Abstract Full Text View citing articles Show Details

99%

With water; zinc; chloro(1,5-cyclooctadiene)rhodium(I) dimer in 1,4-dioxane

T=90°C; 20 h;

Sato, Takashi; Watanabe, Shoji; Kiuchi, Hiroyoshi; Oi, Shuichi; Inoue, Yoshio

Tetrahedron Letters, 2006 , vol. 47, # 44 p. 7703 - 7705 Title/Abstract Full Text View citing articles Show Details

99%

With bis-triphenylphosphine-palladium(II) chloride; Triethoxysilane; (Z)-N,N-diisopropyl-2styrylbenzamide in tetrahydrofuran

T=65°C; 24 h; Inert atmosphere; chemoselective reaction;

Bai, Xing-Feng; Xu, Li-Wen; Zheng, Long-Sheng; Jiang, Jian-Xiong; Lai, Guo-Qiao; Shang, Jun-Yan

Chemistry - A European Journal, 2012 , vol. 18, # 26 p. 8174 - 8179 Title/Abstract Full Text View citing articles Show Details

99%

With hydrogen in isopropyl alcohol

T=40°C; P=750.075 Torr; 20 h; Schlenk techniqueInert atmosphere;

Dehe, Daniel; Wang, Lei; Müller, Melanie K.; Dörr, Gunder; Zhou, Zhou; Klupp-Taylor, Robin N.; Sun, Yu; Ernst, Stefan; Hartmann, Martin; Bauer, Matthias; Thiel, Werner R.

ChemCatChem, 2015 , vol. 7, # 1 p. 127 - 136 Title/Abstract Full Text View citing articles Show Details

99%

With triethanolamine; [RuII(2,2′-bipyrazyl)2(4,4′-dichloro-2,2′-bipyridyl)]Cl2; thermophilic Old Yellow Enzyme; paraquat dichloride in ethanol; water

T=20°C; pH=8; 4 h; UV-irradiation; Reagent/catalystSolventTimepH-value;

Peers, Martyn K.; Toogood, Helen S.; Heyes, Derren J.; Mansell, David; Coe, Benjamin J.; Scrutton, Nigel S.

Catalysis Science and Technology, 2016 , vol. 6, # 1 p. 169 - 177 Title/Abstract Full Text View citing articles Show Details

99%

With 1,2,3-trimethoxybenzene; hydrogen in ethyl acetate

T=20°C; P=750.075 Torr; Flow reactorGreen chemistry; Catalytic behavior; Pressure; chemoselective reaction;

Nagendiran, Anuja; Sörensen, Henrik; Johansson, Magnus J.; Tai, CheukWai; Bäckvall, Jan-E.

Green Chemistry, 2016 , vol. 18, # 9 p. 2632 - 2637 Title/Abstract Full Text View citing articles Show Details

98%

With tri-n-butyl-tin hydride; acetic acid; tetrakis(triphenylphosphine) palladium(0) in benzene

Ambient temperature;

Four, P.; Guibe, F.

Tetrahedron Letters, 1982 , vol. 23, # 17 p. 1825 - 1828 Title/Abstract Full Text View citing articles Show Details

97%

With C8H13O2S2(3-)*Na(1+)*Rh(1+)*H(1+); hydrogen in water; toluene

T=60°C; P=15001.5 Torr; 6 h; Inert atmosphereSchlenk techniqueAutoclave; Hide Experimental Procedure

Paganelli; Piccolo; Pontini; Tassini; Rathod

Catalysis Today, 2015 , vol. 247, p. 64 - 69 Title/Abstract Full Text View citing articles Show Details

Hydrogenationof2-cyclohexen-1-one(I)

General procedure: In aSchlenktube,1mLofa0.005MsolutionofRh(DHTANa)indeaerated waterand480mg(5.0mmol)of2-cyclohexen-1-one(I)in 2mLofdeaeratedH2O werestirredundernitrogen.TheSchlenktube wasthentransferredintoa150mLstainlesssteelautoclaveunder nitrogen,pressurizedwithH2 and stirredfortheduetimeat 60 C (Table 2). Thereactorwasthencooledtoroomtempera-ture andtheresidualgasesreleased.Diethyletherwasaddedtothe reactionmixtureandtheorganicphasewasseparated,driedon Na2SO4 and analyzedbyGCandGC–MS.Thecatalyticaqueousphase wasrecycledforfurtherexperimentsafteradditionoffreshof 2-cyclohexen-1-one(I). 95%

With hydrogen; Rhodium chloride tri(triphenylphosphine-meta-trisulfonate) in water

13 h; Ambient temperature;

Larpent, Chantal; Dabard, Renee; Patin, Henri

Tetrahedron Letters, 1987 , vol. 28, # 22 p. 2507 - 2510 Title/Abstract Full Text View citing articles Show Details

95%

With triethylsilane; ethanol; palladium dichloride

6 h; Heating;

Mirza-Aghayan, Maryam; Boukherroub, Rabah; Bolourtchian, Mohammad; Rahimifard, Mahshid

Journal of Organometallic Chemistry, 2007 , vol. 692, # 23 p. 5113 - 5116 Title/Abstract Full Text View citing articles Show Details

94%

With hydrogen in ethanol

T=20°C; P=760.051 Torr; 1 h; chemoselective reaction;

Kantam, Mannepalli Lakshmi; Kishore, Ramineni; Yadav, Jagjit; Sudhakar, Medak; Venugopal, Akula

Advanced Synthesis and Catalysis, 2012 , vol. 354, # 4 p. 663 - 669 Title/Abstract Full Text View citing articles Show Details

92%

With CuF(PPh3)3; Dimethylphenylsilane in N,N-dimethyl acetamide

1.) 0 deg C, 30 min, 2.) room temperature, 2 h;

Mori, Atsunori; Fujita, Akinori; Kajiro, Hiroshi; Nishihara, Yasushi; Hiyama, Tamejiro

Tetrahedron, 1999 , vol. 55, # 15 p. 4573 - 4582 Title/Abstract Full Text View citing articles Show Details

92%

With ammonium formate; PdMCM-41 in methanol

T=69.84°C; 2 h;

Selvam, Parasuraman; Sonavane, Sachin U.; Mohapatra, Susanta K.; Jayaram, Radha V.

Tetrahedron Letters, 2004 , vol. 45, # 15 p. 3071 - 3075 Title/Abstract Full Text View citing articles Show Details

92%

With hydrogen in ethanol

T=20°C; P=760.051 Torr; 1.5 h; chemoselective reaction; Hide Experimental Procedure

Lakshmi, Kantam M.; Parsharamulu; Manorama

Journal of Molecular Catalysis A: Chemical, 2012 , vol. 365, p. 115 - 119 Title/Abstract Full Text View citing articles Show Details

2.6. General procedure for the hydrogenation of different unsaturated compounds

General procedure: In a typical reaction, 0.015 g of catalyst and 2 mmol of the reactant were taken in 10 mL of ethanol under hydrogen atmosphere. The reaction was monitored by thin-layer chromatography (TLC). After complete disappearance of the starting material, the catalyst was separated by simple filtration and the solvent was removed under reduced pressure to obtain the pure product. 91%

With hydrogen; 1,5-hexadienerhodium(I) chloride dimer in hexane

1.25 h; Ambient temperaturepH=7.6;

Januszkiewicz, Krzysztof R.; Alper, Howard

Canadian Journal of Chemistry, 1984 , vol. 62, p. 1031 - 1033 Title/Abstract Full Text Show Details

91%

With CuF(PPh3)3; Dimethylphenylsilane in N,N-dimethyl acetamide

6 h; Ambient temperature;

Mori, Atsunori; Fujita, Akinori; Nishihara, Yasushi; Hiyama, Tamejiro

Chemical Communications, 1997 , # 22 p. 2159 - 2160 Title/Abstract Full Text View citing articles Show Details

91%

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium carbonate; isopropyl alcohol

T=85°C; 5 h; Inert atmosphereSchlenk technique; chemoselective reaction;

Chen, Shu-Jie; Lu, Guo-Ping; Cai, Chun

RSC Advances, 2015 , vol. 5, # 17 p. 13208 - 13211 Title/Abstract Full Text View citing articles Show Details

90%

With hydrogen in water

T=25°C; 4 h; chemoselective reaction;

Kumar, A. Sravanth; Datta; Rao, T. Srinivasa; Raghavan; Eswaramoorthy; Reddy, B.V. Subba

Journal of Nanoscience and Nanotechnology, 2012 , vol. 12, # 3 p. 2000 - 2007 Title/Abstract Full Text View citing articles Show Details

86%

With hydrogen; Co2(CO)6{P(C4H9-n)3}2 in benzene

T=110°C; P=22800 Torr; 13 h;

Maux, Paul Le; Massonneau, Viviane; Simonneaux, Gerard

Journal of Organometallic Chemistry, 1985 , vol. 284, p. 101 - 108 Title/Abstract Full Text View citing articles Show Details

85%

With isopropyl alcohol

P=760.051 Torr; 5 h; Inert atmosphereHeating;

Kim, Jung Won; Koike, Takeshi; Kotani, Miyuki; Yamaguchi, Kazuya; Mizuno, Noritaka

Chemistry - A European Journal, 2008 , vol. 14, # 13 p. 4104 - 4109 Title/Abstract Full Text View citing articles Show Details

81%

With formic acid; 3,7-dimethyl10-p-tolyl-5-deazaflavins

T=120°C; 25 h;

Yoneda, Fumio; Kuroda, Kazunori; Tanaka, Kiyoshi

Journal of the Chemical Society, Chemical Communications, 1984 , # 17 p. 1194 1195 Title/Abstract Full Text View citing articles Show Details

80.1%

With hydrogen in aq. phosphate buffer

T=40°C; P=3750.38 Torr; pH=6.5; 24 h; Autoclave; chemoselective reaction; Hide Experimental Procedure

Ni, Yan; Hagedoorn, Peter-Leon; Xu, Jian-He; Arends, Isabel W.C.E.; Hollmann, Frank

Journal of Molecular Catalysis B: Enzymatic, 2014 , vol. 103, p. 52 - 55 Title/Abstract Full Text View citing articles Show Details

2.2 General reaction conditions

General procedure: For our investigations we utilized the reaction conditions previously identified to be suitable for the P. furiosus-catalyzed hydrogenation of carboxylic acids [6]. In short: reaction mixtures of 2 ml in 16 ml autoclaves containing 0.3 g P. furiosus frozen cells, 10 mM carboxylic acid substrate and 100 mM sodium phosphate buffer (pH 6.5) were flushed with N2 and pre-purged with H2 (p=5 bar). A photograph of the experimental setup is shown in the supporting information. The reactions were incubated at 40 °C with magnetic agitation at 100 rpm for 24 h. The reaction mixture was acidified to pH 2.0 with 5N HCl, extracted twice with distilled ethyl acetate or diethyl ether containing 1-octanol or n-decane as an internal standard, and analyzed by GC. In the case of some aromatic acids, the samples were centrifuged for 15 min at 13,000 rpm after adding equal volumes of acetonitrile, and the supernatant was analyzed by HPLC. 77%

With hydrogen in ethanol

T=25°C; P=15001.5 Torr; 12 h; Reagent/catalyst; regioselective reaction;

Jagtap; Kaji; Fukuoka; Hara

Chemical Communications, 2014 , vol. 50, # 39 p. 5046 - 5048 Title/Abstract Full Text View citing articles Show Details

75%

With sodium tetrahydroborate; nickel dichloride in methanol; water

T=20°C; 1 h;

Khurana, Jitender Mohan; Sharma, Purnima

Bulletin of the Chemical Society of Japan, 2004 , vol. 77, # 3 p. 549 - 552

75%

Title/Abstract Full Text View citing articles Show Details

With hydrogen in tetrahydrofuran

T=20°C; P=760.051 Torr; 5 h; Hide Experimental Procedure

Zengin, Mustafa; Genc, Hayriye; Demirci, Tuna; Arslan, Mustafa; Kucukislamoglu, Mustafa

Tetrahedron Letters, 2011 , vol. 52, # 18 p. 2333 - 2335 Title/Abstract Full Text View citing articles Show Details

Experimental conditions:

General procedure: A solution of the substrate (1.00 mmol) in anhydrous THF (15 ml) was transferred into a two-neck round bottom flask containing the purified catalyst (1 g). Reactions were carried out by stirring under atmospheric pressure of H2 at room temperature. The reaction mixture was filtered and the filtrate was evaporated under vacuo. The products were obtained pure. The extent of conversion of the alkenes was determined by 1H NMR spectroscopy. 68%

With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium(0) in benzene

10 h; Ambient temperature;

Four, P.; Guibe, F.

Journal of Organic Chemistry, 1981 , vol. 46, # 22 p. 4439 - 4445 Title/Abstract Full Text View citing articles Show Details

66%

With NiCRASi in tetrahydrofuran

T=-78°C; 0.25 h;

Fort, Y; Vanderesse, R; Caubere, P

Tetrahedron Letters, 1986 , vol. 27, # 45 p. 5487 - 5490 Title/Abstract Full Text View citing articles Show Details

55%

With 2-Phenylbenzothiazolin; aluminium trichloride in methanol

T=80°C; 24 h; Lewis acid-promoted conjugate reduction of α,β-unsaturate carbonyl compounds;

Chikashita, Hidenori; Miyazaki, Makoto; Itoh, Kazuyoshi

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 699 - 706 Title/Abstract Full Text View citing articles Show Details

40.9%

With [Ir(COD)((4S)-iPr-Phox)]tetrakis[(3,5-trifluoromethyl)phenyl]borate; hydrogen; N-ethyl-N,Ndiisopropylamine in toluene

T=20°C; P=75007.5 Torr; 8 h; Autoclave;

Semeniuchenko, Volodymyr; Exner, Thomas E.; Khilya, Volodymyr; Groth, Ulrich

Applied Organometallic Chemistry, 2011 , vol. 25, # 11 p. 804 - 809 Title/Abstract Full Text View citing articles Show Details

26%

With 2-Phenylbenzothiazolin; aluminium trichloride in methanol

T=80°C; 24 h;

Chikashita, Hidenori; Miyazaki, Makoto; Itoh, Kazuyoshi

Synthesis, 1984 , # 4 p. 308 - 310 Title/Abstract Full Text Show Details

26%

With Wilkinson's catalyst; hydrogen in dichloromethane

T=80°C; P=22502.3 Torr; 0.333333 h;

Van Tonder, Johannes H.; Marais, Charlene; Cole-Hamilton, David J.; Bezuidenhoudt, Barend C. B.

Synthesis, 2010 , # 3 p. 421 - 424 Title/Abstract Full Text View citing articles Show Details

With methanol; palladium

Hydrogenation;

Koetz; Richter

Journal fuer Praktische Chemie (Leipzig), 1925 , vol. <2> 111, p. 390 Full Text Show Details

With ethanol; platinum

T=25°C; Hydrogenation;

Bartlett; Woods

Journal of the American Chemical Society, 1940 , vol. 62, p. 2933,2936 Full Text Show Details

88 % Chromat.

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; silica gel in benzene

T=80°C; 17 h;

Nakamura, Kaoru; Fujii, Masayuki; Ohno, Atsuyoshi; Oka, Shinzaburo

Tetrahedron Letters, 1984 , vol. 25, # 36 p. 3983 - 3986 Title/Abstract Full Text View citing articles Show Details

Yield given. Multistep reaction;

Tanke, Robin S.; Crabtree, Robert H.

Tetrahedron Letters, 1988 , vol. 29, # 51 p. 6737 - 6740 Title/Abstract Full Text View citing articles Show Details

With magnesium(II) perchlorate; 1-Benzyl-1,4-dihydronicotinamide in acetonitrile

T=80°C; Yield given;

Tintillier, P.; Dupas, G.; Bourguignon, J.; Queguiner, G.

Tetrahedron Letters, 1986 , vol. 27, # 21 p. 2357 - 2360 Title/Abstract Full Text View citing articles Show Details

100 % Chromat.

With diphenylsilane; tetrakis(triphenylphosphine) palladium(0); zinc(II) chloride in chloroform

1 h; Ambient temperature;

Keinan, Ehud; Greenspoon, Noam

Tetrahedron Letters, 1985 , vol. 26, # 10 p. 1353 - 1356 Title/Abstract Full Text View citing articles Show Details

74 % Chromat.

With triethyl borane; triphenylstannane in hexane; benzene

T=25°C; 3 h;

Nozaki, Kyoko; Oshima, Koichiro; Utimoto, Kiitiro

Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 8 p. 2585 - 2587 Title/Abstract Full Text Show Details

With C/poly PMBV2+-Pd electrodes in methanol; water

Ambient temperatureelectrolysis at pH=1; Yield given;

Coche, Liliane; Ehui, Bernadette; Limosin, Daniele; Moutet, Jean-Claude

Journal of Organic Chemistry, 1990 , vol. 55, # 23 p. 5905 - 5910 Title/Abstract Full Text View citing articles Show Details

63 % Turnov.

With hydrogen; Pt2Ir2(CO)7(PPh3)3 in cyclohexane

T=70°C; P=517.1 Torr; 5 h;

Bhaduri, Sumit; Sharma, Krishna R.; Clegg, William; Sheldrick, George M.; Stalke, Dietmar

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1984 , p. 2851 - 2854 Title/Abstract Full Text Show Details

47 % Chromat.

With N-propyl-1,4-dihydronicotinamide; lithium perchlorate; Wilkinson's catalyst in acetonitrile

T=70°C; MeOH, 60 deg C;

Nakamura, Kaoru; Fujii, Masayuki; Ohno, Atsuyoshi; Oka, Shinzaburo

Chemistry Letters, 1984 , p. 925 - 928 Title/Abstract Full Text Show Details

96.0 % Chromat.

With KHBPh3 in tetrahydrofuran

T=-78°C; 8 h;

Kim, Kwan Eung; Park, Soo Bong; Yoon, Nung Min

Synthetic Communications, 1988 , vol. 18, # 1 p. 89 - 96 Title/Abstract Full Text Show Details

94 % Spectr.

With hydrido(triphenylphosphine)copper(I) hexamer in benzene-d6; water

0.25 h; Ambient temperature;

Mahoney, Wayne S.; Brestensky, Donna M.; Sryker, Jeffrey M.

Journal of the American Chemical Society, 1988 , vol. 110, # 1 p. 291 - 293 Title/Abstract Full Text View citing articles Show Details

99 % Chromat.

With hydrogen; palladium in diethyl ether

T=25°C;

Fowley, Lissa A.; Michos, Demetrius; Luo, Xiao-Liang; Crabtree, Robert H.

Tetrahedron Letters, 1993 , vol. 34, # 19 p. 3075 - 3078 Title/Abstract Full Text View citing articles Show Details

With hydrogen; di(rhodium)tetracarbonyl dichloride; VOPO4.2H2O in tetrahydrofuran

T=23°C;

Datta, Arunabha; Bhaduri, Sumit; Kelkar, Ravindra Y.; Khwaja, Hanif I.

Journal of Physical Chemistry, 1994 , vol. 98, # 46 p. 11811 - 11813 Title/Abstract Full Text View citing articles Show Details

With hydrogen; silica gel; copper in toluene

T=90°C; P=760 Torr; 2 h; Yield given;

Ravasio, Nicoletta; Antenori, Marisa; Gargano, Michele; Mastrorilli, Piero

Tetrahedron Letters, 1996 , vol. 37, # 20 p. 3529 - 3532 Title/Abstract Full Text View citing articles Show Details

40 % Chromat.

With water; polylt;Rh(pyrrole-substituted 2,2'-bipyridine)(COD)gt;+ film in ethanol

electrohydrogenation at pH 7 (phosphate buffer);

Hamar-Thibault, Sylvaine; Moutet, Jean-Claude; Tingry, Sophie

Journal of Organometallic Chemistry, 1997 , vol. 532, # 1-2 p. 31 - 37 Title/Abstract Full Text View citing articles Show Details

With Dimethylphenylsilane; copper(l) chloride in various solvent(s) 22 h; Ambient temperature; Yield given;

Ito, Hajime; Ishizuka, Tomoko; Arimoto, Kikuo; Miura, Katsukiyo; Hosomi, Akira

Tetrahedron Letters, 1997 , vol. 38, # 51 p. 8887 - 8890 Title/Abstract Full Text View citing articles Show Details

With hydrido(triphenylphosphine)copper(I) hexamer; phenylsilane in toluene

0.116667 h; Ambient temperature; Yield given;

Lipshutz, Bruce H.; Keith, John; Papa, Patrick; Vivian, Randall

Tetrahedron Letters, 1998 , vol. 39, # 26 p. 4627 - 4630 Title/Abstract Full Text View citing articles Show Details

With 1,4-dihydronicotinamide adenine dinucleotide; water; Triton X-100

T=36°C; reduction by reductase from Euglena gracilis Z; pH 6.0-8.3 (3-(N-morpholino)propane sulfonic acid buffer); Yield given;

Shimoda, Kei; Hirata, Toshifumi; Noma, Yoshiaki

Phytochemistry, 1998 , vol. 49, # 1 p. 49 - 53 Title/Abstract Full Text View citing articles Show Details

With C/poly PPV2+-Pd electrodes in methanol; water

Heatingother poly(pyrrole-viologen films); electrolysis at pH=1; Product distribution;

Coche, Liliane; Ehui, Bernadette; Limosin, Daniele; Moutet, Jean-Claude

Journal of Organic Chemistry, 1990 , vol. 55, # 23 p. 5905 - 5910 Title/Abstract Full Text View citing articles Show Details

With H2-dmbipy(2+); water; edetate disodium; platinum

20 h; Irradiationdifferent catalysts; Mechanism;

Tan, Chee-Kai; Newberry, Vincent; Webb, Thomas R.; McAuliffe, Charles A.

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1987 , p. 1299 - 1304 Title/Abstract Full Text Show Details

81 % Chromat.

With formic acid; 3,7-dimethyl10-p-tolyl-5-deazaflavins

T=120°C; 25 h; other α,β-unsaturated carbonyl compounds; Product distribution;

Nagamatsu, Tomohisa; Kuroda, Kazunori; Mimura, Norio; Yanada, Reiko; Yoneda, Fumio

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 9 p. 1125 - 1128 Title/Abstract Full Text View citing articles Show Details

99 % Chromat.

With HCl buffer; poly[N-(5-hydroxypentyl)pyrrole]; palladium in ethanol; water

T=20°C; Hydrogenation; pH=1; 1.6 h; Electrolysis;

Takano, Nobuhiro; Nakade, Akihito; Takeno, Noboru

Bulletin of the Chemical Society of Japan, 1997 , vol. 70, # 4 p. 837 - 840 Title/Abstract Full Text View citing articles Show Details

With hydrogen in propan-1-ol

T=25°C; enthalpy of hydrogenation; Thermodynamic data;

Rogers, Donald W.; Zhao, Yeping; Traetteberg, Marit; Hulce, Martin; Liebman, Joel

Journal of Chemical Thermodynamics, 1998 , vol. 30, # 11 p. 1393 - 1400 Title/Abstract Full Text View citing articles Show Details

80 % Chromat.

With poly[N-(5-carboxypentyl)pyrrole] (Pd) film electrode in hydrogenchloride; ethanol

T=20°C; Catalytic hydrogenation; pH=1; 3.5 h; Electrolysis;

Takano, Nobuhiro; Seki, Chigusa; Shimono, Isao; Kobayashi, Takanori; Takeuchi, Takao

Bulletin of the Chemical Society of Japan, 2000 , vol. 73, # 3 p. 745 - 746 Title/Abstract Full Text View citing articles Show Details

With hydrogen; Wilkinson's catalyst in tetrahydrofuran

T=20°C; P=825.066 Torr; 20 h; Product distribution; Further Variations:CatalystsTemperaturesSolvents;

Merckle, Christof; Haubrich, Simone; Bluemel, Janet

Journal of Organometallic Chemistry, 2001 , vol. 627, # 1 p. 44 - 54 Title/Abstract Full Text View citing articles Show Details

With hydrogen; Pd(OAc)2 polyurea microcapsules in ethanol

T=20°C; 2 h;

Bremeyer, Nadine; Ley, Steven V.; Ramarao, Chandrashekar; Shirley, Ian M.; Smith, Stephen C.

Synlett, 2002 , # 11 p. 1843 - 1844 Title/Abstract Full Text View citing articles Show Details

98 % Chromat.

With dicobalt octacarbonyl; water in DME

2 h; Heating;

Lee, Hee-Yoon; An, Mihyun

Tetrahedron Letters, 2003 , vol. 44, # 14 p. 2775 - 2778 Title/Abstract Full Text View citing articles Show Details

With hydrogen; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; poly(diallyldimethylammonium chloride); Wilkinson's catalyst in diethyl ether

Wolfson, Adi; Vankelecom, Ivo F. J.; Jacobs, Pierre A.

Tetrahedron Letters, 2003 , vol. 44, # 6 p. 1195 - 1198 Title/Abstract Full Text View citing articles Show Details

T=30°C; P=3750.3 Torr; 3 h; Product distribution; Further Variations:ReagentsSolvents;

With hydrogen; polymer supperted Pd in methanol

T=25°C; Catalytic hydrogenation; P=7500.75 Torr; Kinetics; Further Variations:CatalystsPressures;

Zecca, Marco; Fisera, Roman; Palma, Giancarlo; Lora, Silvano; Hronec, Milan; Kralik, Milan

Chemistry - A European Journal, 2000 , vol. 6, # 11 p. 1980 - 1986 Title/Abstract Full Text View citing articles Show Details

With 1,3-bis-(diphenylphosphino)propane; caesium carbonate; isopropyl alcohol; bis(1,5cyclooctadiene)diiridium(I) dichloride in toluene

T=80°C; 4 h;

Sakaguchi; Yamaga; Ishii

Journal of Organic Chemistry, 2001 , vol. 66, # 13 p. 4710 - 4712 Title/Abstract Full Text View citing articles Show Details

With hydrogen; RhCl[PPh3][PPh2-(CH2)2-PPh-(CH2)2-Si(Me)2-O-(silica)] in toluene

T=60°C; KineticsProduct distribution; Further Variations:Catalysts;

Merckle; Bluemel

Advanced Synthesis and Catalysis, 2003 , vol. 345, # 5 p. 584 - 588 Title/Abstract Full Text View citing articles Show Details

With hydrogen; [Rh(COD)Cl]2[tris(4-(1H,1H-perfluorooctoxy)phenyl)phosphane] in ethanol

T=25°C; P=750.075 Torr; 0.5 h; Product distributionKinetics; Further Variations:Catalystsreusing run;

Sinou, Denis; Maillard, David; Aghmiz, Ali; Masdeu I-Bulto, Anna M.

Advanced Synthesis and Catalysis, 2003 , vol. 345, # 5 p. 603 - 611 Title/Abstract Full Text View citing articles Show Details

With hydrogen; palladium nanoparticles embedded in polysiloxane matrix T=120°C; P=600.06 Torr; Kinetics;

Trapp, Oliver; Weber, Sven K.; Bauch, Sabrina; Hofstadt, Werner

Angewandte Chemie - International Edition, 2007 , vol. 46, # 38 p. 7307 - 7310 Title/Abstract Full Text View citing articles Show Details

48 % Chromat.

With hydrazine hydrate; Ni(0) nanoparticles/K-10 Montmorillonite clay in ethanol

T=70°C; 8 h;

Dhakshinamoorthy, Amarajothi; Pitchumani, Kasi

Tetrahedron Letters, 2008 , vol. 49, # 11 p. 1818 - 1823 Title/Abstract Full Text View citing articles Show Details

With hydrogen

T=60°C; P=11400.8 Torr; 8 h; Autoclave;

Wu, Lei; Li, Zhi-Wei; Zhang, Feng; He, Yan-Mei; Fan, Qing-Hua

Advanced Synthesis and Catalysis, 2008 , vol. 350, # 6 p. 846 - 862 Title/Abstract Full Text View citing articles Show Details

With hydrogen

Inert atmosphere;

Trapp, Oliver; Weber, Sven K.; Bauch, Sabrina; Baecker, Tobias; Hofstadt, Werner; Spliethoff, Bernd

Chemistry - A European Journal, 2008 , vol. 14, # 15 p. 4657 - 4666 Title/Abstract Full Text View citing articles Show Details

With hydrogen

T=60°C; Inert atmosphere; Kinetics;

Trapp, Oliver; Weber, Sven K.; Bauch, Sabrina; Baecker, Tobias; Hofstadt, Werner; Spliethoff, Bernd

Chemistry - A European Journal, 2008 , vol. 14, # 15 p. 4657 - 4666 Title/Abstract Full Text View citing articles Show Details

With hydrogen in carbon dioxide

T=40°C; P=90009 Torr; 0.166667 h; liquid CO2;

Chatterjee, Maya; Yokoyama, Toshirou; Kawanami, Hajime; Sato, Masahiro; Suzuki, Toshishige

Chemical Communications, 2009 , # 6 p. 701 - 703 Title/Abstract Full Text View citing articles Show Details

93 %Spectr.

With [Pd(N,N'-bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene)(PCy3)]; hydrogen in [D4]MeOD

T=20°C; P=750.075 Torr; 24 h;

Jurcik, Vaclav; Nolan, Steven P.; Cazin, Catherine S. J.

Chemistry - A European Journal, 2009 , vol. 15, # 11 p. 2509 - 2511 Title/Abstract Full Text View citing articles Show Details

> 99 %Chromat.

With formic acid; C15H16IrN2O3(1+)*O4S(2-) in water

T=40°C; pH=7.3; 2 h; Inert atmosphere; chemoselective reaction;

Himeda, Yuichiro; Onozawa-Komatsuzaki, Nobuko; Miyazawa, Satoru; Sugihara, Hideki; Hirose, Takuji; Kasuga, Kazuyuki

Chemistry - A European Journal, 2008 , vol. 14, # 35 p. 11076 - 11081 Title/Abstract Full Text View citing articles Show Details

90 %Spectr.

With bis(cyclopentadienyl)titanium dichloride; 2,4,6-collidine hydrochloride; zinc in tetrahydrofuran

Inert atmosphere; chemoselective reaction;

Ashfeld, Brandon L.; Kosal, Andrew D.

Organic Letters, 2010 , vol. 12, # 1 p. 44 - 47 Title/Abstract Full Text View citing articles Show Details

> 95 %Spectr.

With potassium hydroxide; alpha-D-glucopyranose; At5β-StR from Arabidopsis thaliana; N-2hydroxyethylpiperazine-N'-2-ethanesulfonic acid in water

T=30 - 34°C; pH=8; 24 h; Enzymatic reaction;

Burda, Edyta; Krausser, Marina; Fischer, Gabriele; Hummel, Werner; Mueller-Uri, Frieder; Kreis, Wolfgang; Groeger, Harald

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 17 p. 2787 - 2790 Title/Abstract Full Text View citing articles Show Details

With hydrogen in toluene

15 h;

Ng, Yeap Hung; Wang, Mian; Han, Hong; Chai, Christina L. L.

Chemical Communications, 2009 , # 37 p. 5530 - 5532 Title/Abstract Full Text View citing articles Show Details

With glucose dehydrogenase; D-glucose; enoate-reductase YQJm from Bacillus subtilis mutant C26D/I69T; nicotinamide adenine dinucleotide phosphate

T=30°C; pH=7; 5 h; aq. phosphate bufferEnzymatic reaction;

Bougioukou, J. Despina; Kille, Sabrina; Taglieber, Andreas; Reetz, Manfredt. Advanced Synthesis and Catalysis, 2009 , vol. 351, # 18 p. 3287 - 3305 Title/Abstract Full Text View citing articles Show Details

With Wilkinson's catalyst; ammonium formate

T=90°C; 0.25 h; Ionic liquid; chemoselective reaction;

Baan, Zoltan; Finta, Zoltan; Keglevich, Gyoergy; Hermecz, Istvan

Green Chemistry, 2009 , vol. 11, # 12 p. 1937 - 1940 Title/Abstract Full Text View citing articles Show Details

With wild type Salmonella typhimurium nitroreductase

Enzymatic reaction;

Yanto, Yanto; Hall, Melanie; Bommarius, Andreas S.

Organic and Biomolecular Chemistry, 2010 , vol. 8, # 8 p. 1826 - 1832 Title/Abstract Full Text View citing articles Show Details

> 97 %Spectr.

With hydrogen in methanol

T=20°C; P=760.051 Torr; 0.5 h; chemoselective reaction;

Kim, Yunwoong; Kim, Mahn-Joo

Bulletin of the Korean Chemical Society, 2010 , vol. 31, # 5 p. 1368 - 1370 Title/Abstract Full Text View citing articles Show Details

10.1 %Chromat.

With OsCl(.eta.2-1,3-d-p-tolyltriazenide)(.eta.6-p-cymene); hydrogen in toluene

T=80°C; P=38002.6 Torr; 22 h; Autoclave;

Albertin, Gabriele; Antoniutti, Stefano; Castro, Jesus; Paganelli, Stefano

Journal of Organometallic Chemistry, 2010 , vol. 695, # 18 p. 2142 - 2152 Title/Abstract Full Text View citing articles Show Details

With recombinant His-tagged Arabidopsis thaliana progesterone 5β-reductase

Enzymatic reaction;

Bauer, Peter; Munkert, Jennifer; Brydziun, Margareta; Burda, Edyta; Mueller-Uri, Frieder; Groeger, Harald; Muller, Yves A.; Kreis, Wolfgang

Phytochemistry, 2010 , vol. 71, # 13 p. 1495 - 1505 Title/Abstract Full Text View citing articles Show Details

With glucose dehydrogenase; D-glucose; xenobiotic reductase A C25G mutant; NADPH

pH=7.5; aq. phosphate buffer;

Yanto, Yanto; Yu, Hua-Hsiang; Hall, Melanie; Bommarius, Andreas S.

Chemical Communications, 2010 , vol. 46, # 46 p. 8809 - 8811 Title/Abstract Full Text View citing articles Show Details

With wiltd type xenobiotic reductase A; NADPH

T=37°C; pH=7.5; aq. phosphate bufferEnzymatic reaction; Kinetics; Reagent/catalyst;

Yanto, Yanto; Yu, Hua-Hsiang; Hall, Melanie; Bommarius, Andreas S.

Chemical Communications, 2010 , vol. 46, # 46 p. 8809 - 8811 Title/Abstract Full Text View citing articles Show Details

With old yellow enzyme from Geobacillus kaustophilus; NADPH

Enzymatic reaction;

Schittmayer, Matthias; Glieder, Anton; Uhl, Michael K.; Winkler, Andreas; Zach, Simone; Schrittwieser, Joerg H.; Kroutil, Wolfgang; MacHeroux, Peter; Gruber, Karl; Kambourakis, Spiros; Rozzell, J. David; Winkler, Margit

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 2-3 p. 268 - 274 Title/Abstract Full Text View citing articles Show Details

With 3-(N-morpholino)propanesulfonic acid; recombinant old yellow enzyme from Thermus scotoductus SA-01; NADPH; calcium chloride

T=65°C; pH=6.5; Inert atmosphereaq. buffer; Kinetics; ConcentrationReagent/catalystTime;

Opperman, Diederik J.; Sewell, Bryan T.; Litthauer, Derek; Isupov, Mikhail N.; Littlechild, Jennifer A.; van Heerden, Esta

Biochemical and Biophysical Research Communications, 2010 , vol. 393, # 3 p. 426 - 431 Title/Abstract Full Text View citing articles Show Details

29.7 %Chromat.

With Ir(cod)Cl{(SR,RS)-(PZA-NMe2)}; sodium formate; mercury in methanol; water

T=80°C; 5 h; Inert atmosphere; chemoselective reaction;

Guerriero, Antonella; Erlandsson, Mikael; Ienco, Andrea; Krogstad, Donald A.; Peruzzini, Maurizio; Reginato, Gianna; Gonsalvi, Luca

Organometallics, 2011 , vol. 30, # 7 p. 1874 - 1884 Title/Abstract Full Text View citing articles Show Details

With D-glucose; ene-reductase Yers-ER from genomic DNA of Yersinia bercovieri ATCC 43970

aq. bufferEnzymatic reaction;

Yanto, Yanto; Winkler, Christoph K.; Lohr, Stephanie; Hall, Melanie; Faber, Kurt; Bommarius, Andreas S.

Organic Letters, 2011 , vol. 13, # 10 p. 2540 - 2543 Title/Abstract Full Text View citing articles Show Details

18 g

With palladium/alumina; hydrogen

T=20°C; 1.5 h; neat (no solvent);

Oyamada, Hidekazu; Naito, Takeshi; Kobayashi, Shu

Beilstein Journal of Organic Chemistry, 2011 , vol. 7, art. no. 83, p. 735 - 739 Title/Abstract Full Text View citing articles Show Details

With pentaerythritol tetranitrate reductase T26S mutant; NADPH in ethanol

T=25°C; pH=7; 0.0333333 h; aq. phosphate bufferInert atmosphereEnzymatic reaction; Kinetics; Reagent/catalyst;

Hulley, Martyn E.; Toogood, Helen S.; Fryszkowska, Anna; Mansell, David; Stephens, Gill M.; Gardiner, John M.; Scrutton, Nigel S.

ChemBioChem, 2010 , vol. 11, # 17 p. 2433 - 2447 Title/Abstract Full Text View citing articles Show Details

100 %Chromat.

With (acetylacetonato)dicarbonylrhodium (l); L-Cysteine; hydrogen in toluene

T=60°C; P=37503.8 Torr; pH=10; 21 h; aq. bufferAutoclave;

Di Dio, Sabrina; Marchetti, Mauro; Paganelli, Stefano; Piccolo, Oreste

Applied Catalysis A: General, 2011 , vol. 399, # 1-2 p. 205 - 210 Title/Abstract Full Text View citing articles Show Details

With hydrogen in acetonitrile

T=59.84°C; chemoselective reaction;

Mori, Kohsuke; Furubayashi, Ken; Okada, Shusuke; Yamashita, Hiromi

Chemical Communications, 2012 , vol. 48, # 71 p. 8886 - 8888 Title/Abstract Full Text View citing articles Show Details

With hydrogen in toluene

T=45°C; Inert atmosphere; Reagent/catalystSolvent; Hide Experimental Procedure

Friesen, Chadron M.; Montgomery, Craig D.; Temple, Sebastian A.J.U.

Journal of Fluorine Chemistry, 2012 , vol. 144, p. 24 - 32 Title/Abstract Full Text View citing articles Show Details

4.10.1 Biphasic conditions (1:1 toluene:PFMCH)

These conditions were selected to allow for comparisons with Soós and Gladysz’ catalysts described earlier. The following is representative and is illustrated in Fig. 3 (Reaction 1). In an inert atmosphere glovebox, a glass 3-necked 6 mL reactor with J-young valves equipped with a small magnetic stir bar and hydrogenation balloon was charged with 2 mL of a degassed PFMCH solution containing tris-pHFPOmodified triarylphosphine rhodium chloride (0.019 g, 4.20E−03 mmol, 0.5 molpercent). To this solution, 2 mL of dry, degassed toluene was added as well as 74 μL of degassed 2-cyclohexen-1-one. The reactor was sealed and removed from the glovebox and the contents degassed via freeze-pump-thaw method. The system was backfilled with hydrogen and set in a 45 °C constant temperature water bath. The biphasic system was vigorously stirred and the reaction's progress was analyzed via GC/MS (3.0 h, 50percent conversion to cyclohexanone; 6.1 h, 99percent conversion). Upon completion of the reaction, the contents of the reactor were degassed and returned to the glovebox. The organic phase was removed via pipette and the vial recharged with a fresh aliquot of substrate (74 μL) and toluene (2 mL). This was repeated through 6 cycles for a total of 1096 turnovers. A seventh cycle was run, raising the temperature in an attempt to render the system monophasic, however the catalytic activity dropped. An eighth cycle was then employed to test if the heating had caused the catalyst to degrade. These last two cycles were not included in the TOF determinations.

With glucose dehydrogenase; D-glucose; progesterone 5β-reductase from Arabidopsis thaliana, thale cress; nicotinamide adenine dinucleotide phosphate in aq. buffer T=30°C; pH=7.5; 24 h; Enzymatic reaction;

Durchschein, Katharina; Wallner, Silvia; MacHeroux, Peter; Schwab, Wilfried; Winkler, Thorsten; Kreis, Wolfgang; Faber, Kurt

European Journal of Organic Chemistry, 2012 , # 26 p. 4963 - 4968 Title/Abstract Full Text View citing articles Show Details

With hydrogen

Schuessler, Stefan; Blaubach, Nico; Stolle, Achim; Cravotto, Giancarlo; Ondruschka, Bernd

Applied Catalysis A: General, 2012 , vol. 445-446, p. 231 - 238 Title/Abstract Full Text View citing articles Show Details

100 %Chromat.

With hydrogen in methanol

T=20°C; P=760.051 Torr; 2 h;

Hossain, Shahin; Jin, Myung-Jong; Park, Ji-Hoon; Yingjie, Qian; Yang, DaAe

Catalysis Letters, 2013 , vol. 143, # 1 p. 122 - 125 Title/Abstract Full Text View citing articles Show Details

With [Cu8(μ4-H){S2P(OEt)2}6](PF6) in tetrahydrofuran

T=20°C; 12 h; Inert atmosphere;

Lee, Bo-Han; Wu, Cheng-Chieh; Fang, Xuan; Liu; Zhu, Jia-Liang

Catalysis Letters, 2013 , vol. 143, # 6 p. 572 - 577 Title/Abstract Full Text View citing articles Show Details

100 %Chromat.

With hydrogen in methanol

T=20°C; P=7500.75 Torr; 0.416667 h; Catalytic behavior; Hide Experimental Procedure

Zhang, Yanmei; Quek, Xian-Yang; Wu, Leilei; Guan, Yejun; Hensen, Emiel J.

Journal of Molecular Catalysis A: Chemical, 2013 , vol. 379, p. 53 - 58 Title/Abstract Full Text View citing articles Show Details

Catalytic activity measurements

General procedure: The reaction was performed in a 10 mL stainless-steel reactor equipped with a magnetic stirrer. In a typical hydrogenation experiment, catalyst and 0.2 g of styrene together with 5 mL of methanol were mixed and air was replaced by H2. The reactor was filled with H2 until the pressure was 10 bar. The reaction was started by stirring at room temperature. After the reaction, the filtrate was analysed by gas chromatography (QP5050, Shimadzu) equipped with a Rxi-5ms capillary column (30 m × 0.25 mm × 0.5 m) and a flame ionization detector (FID).

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; nBuP(C6H4-m-SO3Na)2

T=60°C; P=22502.3 Torr; 6 h; Ionic liquid; Solvent; chemoselective reaction;

Stradi, Andrea; Molnar, Mark; Ovari, Mihaly; Dibo, Gabor; Richter, Frank U.; Mika, Laszlo T.

Green Chemistry, 2013 , vol. 15, # 7 p. 1857 - 1862 Title/Abstract Full Text View citing articles Show Details

With hydrogen

T=75°C; P=11251.1 Torr; 3 h; Autoclave; Catalytic behavior;

Darwich, Walid; Gedig, Christian; Srour, Hassan; Santini, Catherine C.; Prechtl, Martin H. G.

RSC Advances, 2013 , vol. 3, # 43 p. 20324 - 20331 Title/Abstract Full Text View citing articles Show Details

With ene-reductase from Deinococcus radiodurans; NADPH; sodium chloride in aq. buffer T=30°C; pH=7.4; Enzymatic reaction; Kinetics; Reagent/catalystTimeConcentrationSolvent; Hide Experimental Procedure

Litthauer; Gargiulo; Van Heerden; Hollmann; Opperman

Journal of Molecular Catalysis B: Enzymatic, 2014 , vol. 99, p. 89 - 95 Title/Abstract Full Text View citing articles Show Details

2.4. Enzyme assays

General procedure: Steady-state kinetics of the purified ene-reductases were performed by measuring the rate of NAD(P)H oxidation at 340 nm (Cary 300 Bio UV/Vis spectrophotometer) with use of an extinction coefficient of 6.22/mM/cm. Assays were performed in 1 mL reaction volumes containing NADPH (0.3 mM), 2-cyclohexen-1-one and the purified protein [RmER=10–13 μg (0.24–0.31 nmol); DrER=5– 6μg (0.12–0.15 nmol)]. Reactions were performed in 20 mM MOPS-NaOH (pH 7.4) containing 0.1 M NaCl at 30 °C. Assays were performed under aerobic conditions and NADPH oxidation by the enzyme due to molecular oxygen was measured independently and subtracted from the total oxidation rates with substrates. Biotransformation for substrate scope and selectivity analysis were performed in 1 mL reaction volumes consisting of 2 mM NADH and 1 mM substrate, purified enzyme (20 μg) in 20 mM MOPS-NaOH (pH 7.4) with 0.1 M NaCl buffer at 30 °C. Conversions were determined after 5 h of incubation. For GC– MS analysis, reaction mixtures were extracted using an equal volume of ethyl acetate and samples separated on a FactorFour VF-5 ms column (30 m×0.25 mm×0.25 μm, Varian). Chiral separation of the reduction products of R- and S-carvone, 2-methylcyclopentenone and ketoisophorone were performed on a Astec Chiraldex G-TA column (30 m×0.25 mm×0.25 μm, Sigma–Aldrich) and compared to reference activities [37] or the MS fragmentation of diastereomers [38]. For HPLC analysis, reactions were stopped by the addition of 10 μL of concentrated HCl and samples separated on a Jupiter 5 μm C18 300 column (250 mm×4.6 mm, Phenomenex).

With Wilkinson's catalyst; hydrogen in toluene

T=120°C; P=1500.15 Torr;

Haywood, Tom; Miller, Philip W.

ChemCatChem, 2014 , vol. 6, # 5 p. 1199 - 1203 Title/Abstract Full Text View citing articles Show Details

With xenobiotic reductase A from Pseudomonas putida; NADPH in aq. phosphate buffer; N,Ndimethyl-formamide

Peters, Christin; Koelzsch, Regina; Kadow, Maria; Skalden, Lilly; Rudroff, Florian; Mihovilovic, Marko D.; Bornscheuer, Uwe T.

T=30°C; pH=7.5; 1 h; Enzymatic reaction; Reagent/catalyst;

ChemCatChem, 2014 , vol. 6, # 4 p. 1021 - 1027 Title/Abstract Full Text View citing articles Show Details

With C47H40O4P2Rh(1+)*CF3O3S(1-); diphenylsilane in dichloromethane

T=20°C; P=750.075 Torr; 1 h; Inert atmosphereAutoclave;

Balan, Cedric; Pop, Roxana; Comte, Virginie; Poinsot, Didier; Ratovelomanana-Vidal, Virginie; Gendre, Pierre Le

Applied Organometallic Chemistry, 2014 , vol. 28, # 7 p. 517 - 522 Title/Abstract Full Text View citing articles Show Details

With palladium; sodium formate in water

T=100°C; 8 h; chemoselective reaction;

Bagal, Dattatraya B.; Bhanage, Bhalchandra M.

RSC Advances, 2014 , vol. 4, # 62 p. 32834 - 32839 Title/Abstract Full Text View citing articles Show Details

100 %Chromat.

With hydrogen in n-heptane

T=20°C; P=2068.65 Torr; 2 h; Autoclave; chemoselective reaction;

Natour, Suzana; Abu-Reziq, Raed

RSC Advances, 2014 , vol. 4, # 89 p. 48299 - 48309 Title/Abstract Full Text View citing articles Show Details

With Ir(I)[PPh2CH2CH2Si(OEt)3]3Cl; caesium carbonate in propan-1-ol

T=80°C; 4 h; Reagent/catalyst; chemoselective reaction;

Huang, Jian-Lin; Wang, Jun-Zhong; Li, He-Xing; Guo, Haibing; O'Doherty, George A.

Green Chemistry, 2015 , vol. 17, # 3 p. 1473 - 1478 Title/Abstract Full Text View citing articles Show Details

With ammonium formate in toluene

T=90°C; 12 h; chemoselective reaction; Hide Experimental Procedure

Patil, Nilesh M.; Sasaki, Takehiko; Bhanage, Bhalchandra M.

Catalysis Letters, 2014 , vol. 144, # 11 p. 1803 - 1809 Title/Abstract Full Text View citing articles Show Details

2.3 General Procedure of Chemoselective Transfer Hydrogenation of α,β-Unsaturated Carbonyl Compounds

General procedure: The round bottom flask containing a,b-unsaturated carbonyl (1 mmol), HCOONH4 (3 mmol) and ImmPd-IL (2 mol percent) was added toluene (10 ml) and reaction mixture heated at 90 °C for 12 h. The progress of the reaction was monitored by using TLC and GC analysis. After completion,the reaction mixture was cooled to room temperature and then filtered to separate catalyst. The filtrate was then evaporated under high vacuum and obtained residue waspurified by column chromatography using silica gel (100–200 mesh size) with pet ether and ethyl acetate (95:5) to give the desired pure product.

With Pd(OAc)2 dopped triglycidyl 1-ethyl-3-methylimidazoliumacetate polyether in tetrahydrofuran

T=20°C; 2 h;

Arnold, Ulrich; Altesleben, Christiane; Behrens, Silke; Essig, Sarah; Lautenschütz, Ludger; Schild, Dieter; Sauer, Jörg

Catalysis Today, 2015 , vol. 246, p. 116 - 124 Title/Abstract Full Text View citing articles Show Details

> 99 %Chromat.

With hydrogen in toluene

T=30°C; P=750.075 Torr; 3 h; Autoclave; Reagent/catalystTime; Hide Experimental Procedure

Bartoli, Mattia; Rosi, Luca; Petrucci, Giorgio; Armelao, Lidia; Oberhauser, Werner; Frediani, Marco; Piccolo, Oreste; Rathod, Vikas Damu; Paganelli, Stefano

Catalysis Communications, 2015 , vol. 69, art. no. 4374, p. 228 - 233 Title/Abstract Full Text View citing articles Show Details

2.2 General procedure for hydrogenation experiments

General procedure: A 150-mL stainless steel reaction vessel was charged, under a nitrogen purge, with 396mg (3mmol) of X, 26.7mg of trans-[Pd(OAc)2(L)2] (corresponding to 0.003mmol of Pd) and 10mL of toluene. The reactor was then pressurized with 0.2MPa of hydrogen and heated at 30°C for 6h (Table4). The reactor was then cooled to room temperature, the residual gases released and the reaction mixture analyzed by GC and GC–MS. Methanol was then added to the reaction mixture until complete precipitation of the polyester-based Pd-catalyst that was recovered by filtration, dried under vacuum and reused in a recycling experiment.

With formic acid; [(pentamethylcyclopentadienyl)iridium(III)(2,2'-bipyridine)(H2O)] (sulfate); sodium formate in water

T=40°C; pH=7.2; 0.5 h; Schlenk techniqueInert atmosphere; Catalytic behavior;

Suna, Yuki; Ertem, Mehmed Z.; Wang, Wan-Hui; Kambayashi, Hide; Manaka, Yuichi; Muckerman, James T.; Fujita, Etsuko; Himeda, Yuichiro

Organometallics, 2014 , vol. 33, # 22 p. 6519 - 6530 Title/Abstract Full Text View citing articles Show Details

With formic acid; [(pentamethylcyclopentadienyl)Ir(4,4’-dihydroxy-2,2’-bipyridine)(H2O)] [SO4]; sodium formate in water

T=40°C; pH=7.2; 0.5 h; Schlenk techniqueInert atmosphere; Catalytic behavior;

Suna, Yuki; Ertem, Mehmed Z.; Wang, Wan-Hui; Kambayashi, Hide; Manaka, Yuichi; Muckerman, James T.; Fujita, Etsuko; Himeda, Yuichiro

Organometallics, 2014 , vol. 33, # 22 p. 6519 - 6530 Title/Abstract Full Text View citing articles Show Details

With formic acid; [Cp*Ir(3,3′-dihydroxy-2,2′-bipyridine)(OH2)]SO4; sodium formate in water

T=40°C; pH=7.2; 0.5 h; Schlenk techniqueInert atmosphere; Catalytic behavior;

Suna, Yuki; Ertem, Mehmed Z.; Wang, Wan-Hui; Kambayashi, Hide; Manaka, Yuichi; Muckerman, James T.; Fujita, Etsuko; Himeda, Yuichiro

Organometallics, 2014 , vol. 33, # 22 p. 6519 - 6530 Title/Abstract Full Text View citing articles Show Details

With formic acid; [Cp*Ir(5,5′-dihydroxy-2,2′-bipyridine)(OH2)]SO4; sodium formate in water

T=40°C; pH=7.2; 0.5 h; Schlenk techniqueInert atmosphere; Catalytic behavior;

Suna, Yuki; Ertem, Mehmed Z.; Wang, Wan-Hui; Kambayashi, Hide; Manaka, Yuichi; Muckerman, James T.; Fujita, Etsuko; Himeda, Yuichiro

Organometallics, 2014 , vol. 33, # 22 p. 6519 - 6530 Title/Abstract Full Text View citing articles Show Details

With formic acid; [Cp*Ir(6,6′-dihydroxy-2,2′-bipyridine)(OH2)]SO4; sodium formate in water

T=40°C; pH=7.2; 0.5 h; Schlenk techniqueInert atmosphere; Catalytic behavior;

Suna, Yuki; Ertem, Mehmed Z.; Wang, Wan-Hui; Kambayashi, Hide; Manaka, Yuichi; Muckerman, James T.; Fujita, Etsuko; Himeda, Yuichiro

Organometallics, 2014 , vol. 33, # 22 p. 6519 - 6530 Title/Abstract Full Text View citing articles Show Details

With D-glucose; glucose/glucose dehydrogenase; ene-reductase of the Old Yellow Enzyme 1; nicotinamide adenine dinucleotide phosphate in aq. phosphate buffer; dimethyl sulfoxide

T=30°C; pH=7;

Forchin, Maria Chiara; Crotti, Michele; Gatti, Francesco G.; Parmeggiani, Fabio; Brenna, Elisabetta; Monti, Daniela

ChemBioChem, 2015 , vol. 16, # 11 p. 1571 - 1573 Title/Abstract Full Text View citing articles Show Details

With Chr-OYE1 (old yellow enzyme from chryseobacterium sp. CA49); β-nicotinamide adenine dinucleotide, oxidized form in aq. phosphate buffer

T=30°C; pH=7.0; 0.0333333 h; Enzymatic reaction; Hide Experimental Procedure

Pei, Xiao-Qiong; Xu, Meng-Yu; Wu, Zhong-Liu

Journal of Molecular Catalysis B: Enzymatic, 2016 , vol. 123, p. 91 - 99 Title/Abstract Full Text View citing articles Show Details

2.5 Bioreduction of activated alkenes and product analysis

General procedure: The bioreduction of various substrates was performed in 1-ml reaction system containing 100mM potassium phosphate buffer (pH 7.0), 10mM NADH, 5mM substrate, and 50μg purified Chr-OYE1 or 500μg purified Chr-OYE2. After 2-min or 16-h incubation at 30°C for Chr-OYE1 and Chr-OYE2, respectively, the reactions were terminated by extraction with ethyl acetate. The organic phase was analyzed using GC or HPLC. (0013) Preparative-scale biotransformation was performed in 30-ml reaction system for substrates 4a, 6a, and 12a–17a catalyzed with Chr-OYE1. The incubation was continued for 12h. The extracted organic phase was combined and concentrated under reduced pressure. The final product was purified with column chromatography and subjected to GC or HPLC analysis, as well as NMR analysis to confirm the structure and purity.

87 %Chromat.

With Wilkinson's catalyst; 2-(tert-butyl)-1,1,3,3-tetramethylguanidine; hydrogen in toluene

T=20°C; P=375.038 Torr; 8 h; Reagent/catalyst;

Perea-Buceta, Jesus E.; Fernández, Israel; Heikkinen, Sami; Axenov, Kirill; King, Alistair W. T.; Niemi, Teemu; Nieger, Martin; Leskelä, Markku; Repo, Timo

Angewandte Chemie - International Edition, 2015 , vol. 54, # 48 p. 14321 - 14325 Angew. Chem., 2015 , vol. 127, # 48 p. 14529 - 14533,5 Title/Abstract Full Text View citing articles Show Details

With hydrogen in acetone

T=20°C; P=760.051 Torr; 0.75 h; Reagent/catalyst; chemoselective reaction;

Nagendiran, Anuja; Pascanu, Vlad; Bermejo Gómez, Antonio; González Miera, Greco; Tai, Cheuk-Wai; Verho, Oscar; Martín-Matute, Belén; Bäckvall, Jan-E.

Chemistry - A European Journal, 2016 , vol. 22, # 21 p. 7184 - 7189 Title/Abstract Full Text View citing articles Show Details

in ethanol

P=760.051 Torr; Irradiation;

Köninger, Katharina; Gómez Baraibar, Álvaro; Mügge, Carolin; Paul, Caroline E.; Hollmann, Frank; Nowaczyk, Marc M.; Kourist, Robert

Angewandte Chemie - International Edition, 2016 , vol. 55, # 18 p. 5582 - 5585 Angew. Chem., 2016 , vol. 55, # 128 p. 5672 - 5675,4 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=20°C; P=750.075 Torr; 0.08 h; Schlenk techniqueGreen chemistry; Reagent/catalystTemperaturePressure;

Albuquerque, Brunno L.; Denicourt-Nowicki, Audrey; Mériadec, Cristelle; Domingos, Josiel B.; Roucoux, Alain

Journal of Catalysis, 2016 , vol. 340, p. 144 - 153 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

12 Synthesize Find similar

Rx-ID: 824863 Find similar reactions

A: 84% B: 10%

With ozone in neat (no solvent) T=20°C; 8 h; UV-irradiation;

Hwang, Kuo Chu; Sagadevan, Arunachalam

Science, 2014 , vol. 346, # 6216 p. 1495 - 1498 Title/Abstract Full Text View citing articles Show Details

A: 69% B: 2%

With oxygen; trifluoroacetic acid; sodium nitrite

T=0 - 20°C; 5.25 h; Product distribution / selectivity;

TOKUYAMA CORPORATION

Patent: EP1728779 A1, 2006 ;

Location in patent: Page/Page column 6 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

2; 3:

An operation was conducted in the same manner as in Example 1 except that sodium nitrite was replaced by a nitrite or nitrate shown in Table 1. The results are shown in Table 1.

A: 10% B: 40%

With ozone in neat (no solvent) T=20°C; 0.5 h; UV-irradiation;

Hwang, Kuo Chu; Sagadevan, Arunachalam

Science, 2014 , vol. 346, # 6216 p. 1495 - 1498 Title/Abstract Full Text View citing articles Show Details

With nitrogen; oxygen; cyclohexanone

T=130°C; P=14710.2 Torr;

Du pont de Nemours and Co.

Patent: US2285914 , 1940 ;

With oxygen in cyclohexane

T=120°C; P=11251.1 Torr; 9 h; TemperaturePressure;

Ghiaci; Hosseini; Shahzeydi; Martínez-Huerta

RSC Advances, 2016 , vol. 6, # 82 p. 78487 - 78495 Title/Abstract Full Text Show Details

Hide Details

Full Text Show Details

13 Synthesize Find similar

96.3%

Synthesize Find similar

Rx-ID: 852580 Find similar reactions

With hydrogen

T=160 - 200°C; P=1125.11 Torr; 1 h; Autoclave; Reagent/catalyst; Hide Experimental Procedure

UBE INDUSTRIES, LTD.; YOSHINO, HIROAKI; FUKUDA, YUKIMASA; YAMAMOTO, YOSHIFUMI

Patent: JP2015/40192 A, 2015 ; Location in patent: Paragraph 0031 ; Title/Abstract Full Text Show Details

1:Hydrogenation of Phenol by Pd / Si 3 N 4)

Si 3 N 4 (manufactured by Wako Pure Chemical Industries, powder, XPS N 1 s / eV: 397.5) Impregnated with palladium chloride aqueous solution so as to be 1.5 wtpercent And dried at 110 ° C. for 12 h or longer. 2 g of 1.5 wtpercent Pd / Si 3 N 4 thus prepared was immersed in inch stainless steel (SUS) , And a glass bead (diameter 1 mm, Spherical shape) was placed in a preheating layer. The catalyst layer was heated to 200 ° C. and hydrogen gas (38 cc / min) was circulated for pretreatment reduction, At 160 ° C. and 0.15 MPa (G), phenol was supplied at 2 cc / h and hydrogen gas at 38 cc / min. As a result of analysis by gas chromatography using the collected solution after 1 hour from the start of the reaction, the conversion rate of phenol as a starting material was> 99.9percent The yield of cyclohexanone was 96.3percent The yield of cyclohexanol as a by-product was 3.6percent The yield of 2-cyclohexylcyclohexanone was 0.1percent.

94%

With 2 mol- Pd/C; hydrogen; potassium formate in water

T=90°C; 6 h; TemperatureReagent/catalyst; Hide Experimental Procedure

Patil, Rajendra D.; Sasson, Yoel

Applied Catalysis A: General, 2015 , vol. 499, p. 227 - 231 Title/Abstract Full Text View citing articles Show Details

2:General

2.2 Experimental procedure for gram scale phenol hydrogenation to cyclohexanone: In a typical reaction, phenol (2 g, 21.3 mmol), 0.9 g of 10 wt.percent Pd/C (0.43 mmol), potassium formate (7.15 g, 85 mmol) and de-ionized water (20 mL) were introduced into 100 mL round bottom flask. Reaction mixture was subjected to heating at 90 °C for 6 h with continuous stirring. At the end of reaction, the reaction flask was allowed to come at room temperature. The product cyclohexanone was extracted with diethylether [(25 + 25 + 10) mL] followed by drying with sodium sulphate, filtration using Whatman paper and analyzed by GC. The GC analysis shows >99percent of phenol conversion to cyclohexanone.

92.9%

With hydrogen in tetrahydrofuran

T=140°C; P=2280.15 Torr; Flow reactor; PressureTemperature; Hide Experimental Procedure

Isu Chemical Co., Ltd.; Oh, In Chul; Kim, Chang Guk; Lee, Dae Yong; Kim, Ei Ho; Kim, Jun Su; Kim, Su Hyun; Hwang, Chan Gu; Noh, Myung Hun; Jung, Jin Su

Patent: KR101555649 B1, 2015 ; Location in patent: Paragraph 0029-0032 ; Title/Abstract Full Text Show Details

2.54 cm diameter, length 15.24 cm in tubular reactors catalyst (palladium 1percent, 0.1percent sodium, alumina residual) the polarization film and the 65.5 g, (electrical heating tape) extends outside the reactor to attach and hold the electric heating tape 140 °C maintained at the reaction temperature. The, phenol with reactant [...] tetra for controlling exothermic heat of reaction volume ratio servo unit comprising a piston pump then manufactured by mixing of 1:1 mass space velocity (WHSV) = 0.5 hr -1 (bottom-up) injection the bottom reactor made at speeds in the order of the. Furthermore, phenol and hydrogen corresponding advertisement based on the shown list maintained at the molar ratio of 1:3, the 3, wherein the reaction pressure, which has the pressure. After complete, purity and column of machine tool reinforced by composite cycle the conversion of phenol was subject to analysis by gas chromatography. As a result, been obtained [...] cycle in 92.9percent purity, the conversion of phenol was 99.3percent. Hide Details

90%

With rhodium

T=20°C;

Bayer, Ernst; Schumann, Wilhelm

Journal of the Chemical Society, Chemical Communications, 1986 , # 12 p. 949 952 Title/Abstract Full Text View citing articles Show Details

85%

With Pd/C; sodium formate in toluene

T=100°C; 24 h; Inert atmosphere;

Chen, Zhengwang; Zeng, Huiying; Gong, Hang; Wang, Haining; Li, Chao-Jun

With nickel

T=180°C; Hydrogenation.anschl. Leiten ueber Kupfer unterhalb 280grad;

Belozerkowsski

Plasticheskie Massy, 1935 , # 3 p. 12 Chem. Zentralbl., 1936 , vol. 107, # I p. 175 Full Text Show Details

With hydrogen; nickel

T=200°C; anschl. Leiten ueber Messingspaene bei 420-440grad;

I.G. Farbenind.

Patent: DE752239 , 1939 ; DRP/DRBP Org.Chem. Full Text Show Details

With palladium

T=100 - 150°C; Hydrogenation;

Allied Chem. Corp.

Patent: US2857432 , 1957 ;

Chemical Science, 2015 , vol. 6, # 7 p. 4174 - 4178 Title/Abstract Full Text View citing articles Show Details

Full Text Show Details

Allied Chem. Corp.

Patent: US2873296 , 1958 ; Full Text Show Details

With magnesium hydrogencarbonate; water; magnesium sulfate

bei der Elektrolyse;

Drechsel

Journal fuer Praktische Chemie (Leipzig), 1888 , vol. <2> 38, p. 67 Full Text Show Details

Reaktion ueber mehrere Stufen;

Holleman,A. F.; van der Laan; Slijper

Recueil des Travaux Chimiques des Pays-Bas, 1905 , vol. 24, p. 20 Full Text Show Details

21.9 % Chromat.

With lithium; 1,3-propanediamine

T=25°C; 1 h;

Kovarova; Streinz

Synthetic Communications, 1993 , vol. 23, # 17 p. 2397 - 2404 Title/Abstract Full Text View citing articles Show Details

With hydrogen; molecular sieve in gas various temp. (145 - 175 deg C); Equilibrium constantKinetics;

Mathe, T.; Petro, J.; Tungler, A.; Csueroes, Z.; Lugosi, K.

Acta Chimica Academiae Scientiarum Hungaricae, 1980 , vol. 103, # 2 p. 241 - 258 Title/Abstract Full Text Show Details

With hydrogen; Pt-Cr/C alloy in cyclohexane

T=199.9°C; var. catalysts; Product distribution;

Srinivas, S. T.; Rao, P. Kanta

Journal of the Chemical Society, Chemical Communications, 1993 , # 1 p. 33 - 34 Title/Abstract Full Text View citing articles Show Details

With hydrogen; ruthenium palladium

T=166.9°C; further temperatures, catalyst; Product distribution;

Basov, N. L.; Gryaznov, V. M.; Ermilova, M. M.

Russian Journal of Physical Chemistry, 1993 , vol. 67, # 12 p. 2175 - 2177 Zhurnal Fizicheskoi Khimii, 1993 , vol. 67, # 12 p. 2413 - 2415 Title/Abstract Full Text Show Details

With cyclohexane; palladium/alumina; Pd/Al2O3

T=230°C; activation of catalyst with var. alkali metals; Product distribution;

Mahata, Nagendranath; Vishwanathan

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical

Chemistry, 1998 , vol. 37, # 7 p. 652 - 654 Title/Abstract Full Text View citing articles Show Details

With hydrogen

T=449.85°C; 4 h; Product distributionActivation energy; Further Variations:PressuresTemperatures;

Mahata; Raghavan; Vishwanathan

Indian Journal of Chemistry - Section A Inorganic, Physical, Theoretical and Analytical Chemistry, 2000 , vol. 39, # 8 p. 856 - 858 Title/Abstract Full Text View citing articles Show Details

With hydrogen; palladium dichloride in cyclohexane

T=229.85°C; P=456 Torr; KineticsActivation energy; Further Variations:CatalystsTemperaturesSolvents;

Vishwanathan; Park; Keane; Mahata; Raghavan

Physical Chemistry Chemical Physics, 2001 , vol. 3, # 13 p. 2712 - 2719 Title/Abstract Full Text View citing articles Show Details

With phosphate buffer; palladium-barium carbonate

T=21°C; pH=7; Electrolysis; Product distribution; Further Variations:Catalysts;

Laplante, Francois; Brossard, Louis; Menard, Hugues

Canadian Journal of Chemistry, 2003 , vol. 81, # 3 p. 258 - 264 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: nickel catalyst / 175 - 180 °C / Hydrogenation 2: copper / 280 °C View Scheme

Belozerkowsski

Plasticheskie Massy, 1935 , # 3 p. 12 Chem. Zentralbl., 1936 , vol. 107, # I p. 175 Full Text Show Details

Multi-step reaction with 2 steps 1: hydrogen; nickel / 215 - 230 °C 2: 280 °C / beim Leiten ueber fein verteiltes Kupfer View Scheme

Sabatier; Senderens

Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1903 , vol. 137, p. 1025 Full Text Show Details

Multi-step reaction with 2 steps 1: nickel / Hydrogenation.unter Druck 2: Cr2O3-H2SO4

View Scheme

Osterberg; Kendall

Journal of the American Chemical Society, 1920 , vol. 42, p. 2620 Full Text Show Details

Multi-step reaction with 2 steps 1: sulfuric acid / bei der elektrolytischen Reduktion an platinierten Platinkathoden 2: natrium carbonate / bei der elektrolytischen Oxydation an Platinanoden View Scheme

Fichter; Stocker

Chemische Berichte, 1914 , vol. 47, p. 2016 Full Text Show Details

With hydrogen

Bavykin, Dmitry V.; Walsh, Frank C.

European Journal of Inorganic Chemistry, 2009 , # 8 p. 977 - 997 Title/Abstract Full Text View citing articles Show Details

With hydrogen in methanol; water

T=20°C; P=760.051 Torr; 5 h;

Falini, Giuseppe; Gualandi, Andrea; Savoia, Diego

Synthesis, 2009 , # 14 art. no. Z02609SS, p. 2440 - 2446 Title/Abstract Full Text View citing articles Show Details

With aluminum (III) chloride; 5 Pd(II)/C(eggshell); hydrogen in carbon dioxide

T=30°C; P=52505.3 Torr; 1.7 h; liquid CO2;

Liu, Huizhen; Jiang, Tao; Han, Buxing; Liang, Shuguang; Zhou, Yinxi

Science, 2009 , vol. 326, # 5957 p. 1250 - 1252 Title/Abstract Full Text View citing articles Show Details

With hydrogen; oxygen in water

T=159.84°C; Inert atmosphere;

Sato, Koichi; Hamakawa, Satoshi; Natsui, Mayumi; Nishioka, Masateru; Inoue, Tomoya; Mizukami, Fujio

Catalysis Today, 2010 , vol. 156, # 3-4 p. 276 - 281 Title/Abstract Full Text View citing articles Show Details

100 %Chromat.

With RhCl[2,6-bis{1-(4-trifluoromethylphenyl)iminoethyl}pyridine]; potassium tertbutylate; hydrogen in isopropyl alcohol

T=60°C; P=760.051 Torr; 5 h;

Buil, Maria L.; Esteruelas, Miguel A.; Niembro, Sandra; Olivan, Montserrat; Orzechowski, Lars; Pelayo, Cristina; Vallribera, Adelina

Organometallics, 2010 , vol. 29, # 19 p. 4375 - 4383 Title/Abstract Full Text View citing articles Show Details

With carbon dioxide; platinum on activated charcoal; hydrogen

T=50°C; P=30003 - 90009 Torr; 4 h; Supercritical conditions;

Chatterjee; Kawanami; Sato; Yokoyama; Suzuki

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 11-12 p. 1912 - 1924 Title/Abstract Full Text View citing articles Show Details

With hydrogen; palladium in water

T=100°C; P=750.075 Torr; 6 h; Sealed;

Wang, Yong; Yao, Jia; Li, Haoran; Su, Dangsheng; Antonietti, Markus

Journal of the American Chemical Society, 2011 , vol. 133, # 8 p. 2362 - 2365 Title/Abstract Full Text View citing articles Show Details

With acetic acid in water

T=31°C; pH=3; Electrochemical reaction;

Tountian, Dihourahouni; Brisach-Wittmeyer, Anne; Nkeng, Paul; Poillerat, Gerard; Menard, Hugues

Canadian Journal of Chemistry, 2010 , vol. 88, # 5 p. 463 - 471 Title/Abstract Full Text View citing articles Show Details

With hydrogen; 1 wt.percent Pd on alumina support, with 1 wt.percent Na (as NaHCO3) added as promoter; BASF; sieve fraction between 0.2 and 1.0 mm P=2550.26 Torr; 45 h; Product distribution / selectivity; Hide Experimental Procedure

DSM IP Assets B.V.; PARTON, Rudy Francois Maria Jozef; TINGE, Johan Thomas; HOEKSEMA, Bert

Patent: WO2011/73233 A1, 2011 ; Location in patent: Page/Page column 7-8 ; Title/Abstract Full Text Show Details

EXAMPLE 3; The experiment described in comparative experiment C was continued as described before with the exception that now also water was added to the gaseous feed of the reactor. The water concentration in the continuous feed of the reactor was 3.6 wt.percent with respect to the phenol in the reactor feed. Almost directly after starting the dosing of water the conversion of phenol increased and stabilized soon at an increased level. After 4 hours of operation after starting the water dosing the gaseous product flow leaving the reactor was analyzed and showed a phenol conversion of 94.73 percent. The major product formed was cyclohexanone. The selectivity towards cyclohexanol was 1.46 percent.; COMPARATIVE EXPERIMENT C; The experiment described in comparative experiment A was repeated as described before, with the exception that in the amounts of phenol hydrogenation catalyst and inert SiC particles were 0.2202 grams and 2.30 grams, respectively.After 45 hours of operation, the gaseous product flow leaving the reactor was analyzed and showed a phenol conversion of 36.26 percent. The major product formed was cyclohexanone. The selectivity towards cyclohexanol was 0.74 percent.; COMPARATIVE EXPERIMENT A; A gaseous mixture (total gas flow amounts to 27.0 Nl/hr) with a total pressure of 3.4 bar (absolute pressure), consisting of phenol (0.14 bar), hydrogen (0.61 bar) and nitrogen (balance), was continuously supplied to a tube reactor. The inner diameter of this tube reactor was 4.55 mm. The catalyst bed in this reactor consisted of a mixture of a phenol hydrogenation catalyst (: 0.2173 grams of 1 wt.percent Pd on alumina support, with 1 wt.percent Na (as NaHC03) added as promoter; BASF; sieve fraction between 0.2 and 1 .0 mm, obtained after gentle crushing of the original starshaped catalyst particles, followed by sieving) and 2.270 grams of inert SiC particles (particle size: 0.210 - 0.297 mm). The reactor was kept at a temperature of 170 °C. After starting the experiment the conversion of phenol stabilized soon. After 29 hours of operation, the gaseous product flow leaving the reactor was analyzed and showed a phenol conversion of 40.92 percent. The major product formed was cyclohexanone. The selectivity towards cyclohexanol was 0.66 percent.

With hydrogen in water

T=30°C; P=7500.75 Torr; 3 h; Autoclave;

Liu, Hongli; Li, Yingwei; Luque, Rafael; Jiang, Huanfeng

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 17 p. 3107 - 3113 Title/Abstract Full Text View citing articles Show Details

With 5 palladium on Al2O3; hydrogen in water

T=100°C; P=3750.38 Torr; 2 h;

Perez, Yolanda; Fajardo, Mariano; Corma, Avelino

Catalysis Communications, 2011 , vol. 12, # 12 p. 1071 - 1074 Title/Abstract Full Text View citing articles Show Details

With 1.1 Pd/TiO2; hydrogen in water

T=100°C; P=3750.38 Torr;

Matos, Juan; Corma, Avelino

Applied Catalysis A: General, 2011 , vol. 404, # 1-2 p. 103 - 112 Title/Abstract Full Text View citing articles Show Details

With hydrogen in dichloromethane

T=50°C; P=7500.75 Torr;

Yang, Xu; Du, Li; Liao, Shijun; Li, Yuexia; Song, Huiyu

Catalysis Communications, 2012 , vol. 17, p. 29 - 33 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=80°C; P=3750.38 Torr; 4 h; Autoclave; chemoselective reaction;

Guan, Yejun; Zhang, Damin; Wang, Yimeng

Catalysis Letters, 2012 , vol. 142, # 10 p. 1225 - 1233 Title/Abstract Full Text View citing articles Show Details

With carbon dioxide; hydrogen

T=50°C; P=120012 Torr; 4 h; Supercritical conditions; chemoselective reaction;

Chatterjee, Maya; Ishizaka, Takayuki; Suzuki, Toshishige; Suzuki, Akira; Kawanami, Hajime

Green Chemistry, 2012 , vol. 14, # 12 p. 3415 - 3422 Title/Abstract Full Text View citing articles Show Details

With potassium tetrachloropalladate(II); dodecatungstophosphoric acid hydrate; hydrogen in water

T=60°C; P=1500.15 Torr; 3 h; Reagent/catalystTemperatureTimePressure;

Chen, Aibing; Zhao, Guoying; Chen, Jinzhu; Chen, Limin; Yu, Yifeng

RSC Advances, 2013 , vol. 3, # 13 p. 4171 - 4175 Title/Abstract Full Text View citing articles Show Details

With palladium 10 on activated carbon; hydrogen; scandium tris(trifluoromethanesulfonate) in dichloromethane

T=20°C; P=760.051 Torr; 2 h;

Shin, Ju Yeon; Jung, Da Jung; Lee, Sang-Gi

ACS Catalysis, 2013 , vol. 3, # 4 p. 525 - 528 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=80°C; P=750.075 Torr; 9 h; Reagent/catalystTemperatureTime;

Chen, Jinzhu; Zhang, Wei; Chen, Limin; Ma, Longlong; Gao, Hui; Wang, Tiejun

ChemPlusChem, 2013 , vol. 78, # 2 p. 142 - 148 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=65°C; P=750.075 Torr; 6 h; Kinetics; Reagent/catalystSolventTemperature; chemoselective reaction;

Li, Yi; Xu, Xuan; Zhang, Pengfei; Gong, Yutong; Li, Haoran; Wang, Yong

RSC Advances, 2013 , vol. 3, # 27 p. 10973 - 10982 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=50°C; P=3750.38 Torr; 2 h; Catalytic behavior; Reagent/catalystTemperature; Hide Experimental Procedure

Zhang, Damin; Guan, Yejun; Hensen, Emiel J.M.; Chen, Li; Wang, Yimeng

Catalysis Communications, 2013 , vol. 41, p. 47 - 51 Title/Abstract Full Text View citing articles Show Details

The reactor was charged with100 mg of catalyst and 10 mL of aqueous phenol solution (0.25 M).Then the reactor was purged five times with H2 and pressurized(0.5 MPa H2). The mixture was heated up to 50 °C and held for 2 h.For the recycle test of Pd/MIL-53, the reaction temperature and reactiontime were 60 °C and 2 h, respectively. The products were analyzed ona Shimadzu GC 2014 instrument equipped with a DB-Wax capillarycolumn (30 m length). Only cyclohexanone and cyclohexanol weredetected in all cases.

With hydrogenchloride; platinum; hydrogen in water

T=60°C; P=750.075 Torr; 24 h;

Yu, Tingting; Wang, Jiaqing; Li, Xinming; Cao, Xueqin; Gu, Hongwei

ChemCatChem, 2013 , vol. 5, # 10 p. 2852 - 2855 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: platinum; aluminum (III) chloride; hydrogen / 24 h / 60 °C / 750.08 Torr 2: platinum; aluminum (III) chloride; oxygen / water / 24 h / 60 °C / 750.08 Torr / |Sealed tube View Scheme

Yu, Tingting; Wang, Jiaqing; Li, Xinming; Cao, Xueqin; Gu, Hongwei

ChemCatChem, 2013 , vol. 5, # 10 p. 2852 - 2855 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=100°C; P=760.051 Torr; 1 h; Schlenk technique;

Li, Zelong; Liu, Jianhua; Xia, Chungu; Li, Fuwei

ACS Catalysis, 2013 , vol. 3, # 11 p. 2440 - 2448 Title/Abstract Full Text View citing articles Show Details

With Pd/C; hydrogen in water

T=199.84°C; P=30003 Torr; Autoclave; Catalytic behaviorKinetics; Solvent; Hide Experimental Procedure

He, Jiayue; Zhao, Chen; Lercher, Johannes A.

Journal of Catalysis, 2014 , vol. 309, p. 362 - 375 Title/Abstract Full Text View citing articles Show Details

2.4.1.1. Kinetics of individual steps of phenol hydrodeoxygenation in water.

The reaction conditions for the TOF measurements are reported as footnotes in the corresponding figures. In a typical experiment exemplified by Step 1 of phenol hydrogenation, phenol (12.5 g), Pd/C (0.020 g, 1 wt.percent), and H2O (80 mL) were loaded in a Parr reactor (Series 4848, 300 mL); then, the autoclave was charged with 0.1 MPa N2. After the temperature was increased to 473 K, PH2 (partial pressure for hydrogen) was charged to 4.0 MPa (ambient temperature). Then, stirring was initiated and the reaction time was recorded from that point. Reactions were conducted at 473 K with different duration times, or at 433, 453, 473, and 493 K for 0.5 h, with a stirring speed of 700 rpm. After reaction, the reactor was quenched by ice to ambient temperature,and the organic products were extracted with ethyl acetate and analyzed by GC/MS. Because two phases existed in the four individual steps in water, the kinetics data were collected from separate batches with varying reaction times. The number of surface Pd atoms is determined by H2-chemisorption measurement. TheBronsted acid measured by IR spectroscopy of adsorbed pyridineis used to calculate the dehydration TOF. The measurements for calculation of apparent activation energy were conducted at 433, 453, 473, and 493 K with the reaction times of 0.5 h.

With hydrogen in water

T=50°C; P=3750.38 Torr; 5 h; Autoclave; Reagent/catalystTemperatureTime;

Zhang, Damin; Guan, Yejun; Hensen, Emiel J. M.; Xue, Teng; Wang, Yimeng

Catalysis Science and Technology, 2014 , vol. 4, # 3 p. 795 - 802 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=90°C; P=760.051 Torr; 16 h; Catalytic behavior; Reagent/catalystTemperatureTime;

Zhu, Jing-Fang; Tao, Guo-Hong; Liu, Hang-Yu; He, Ling; Sun, Qian-Hui; Liu, Hai-Chao

Green Chemistry, 2014 , vol. 16, # 5 p. 2664 - 2669 Title/Abstract Full Text View citing articles Show Details

With formic acid; 5 palladium on charcoal; hydrogen in water

T=50°C; P=3750.38 Torr; 4 h; Inert atmosphere; Reagent/catalystPressure; Hide Experimental Procedure

Zhang, Damin; Ye, Feiyang; Xue, Teng; Guan, Yejun; Wang, Yi Meng

Catalysis Today, 2014 , vol. 234, p. 133 - 138 Title/Abstract Full Text View citing articles Show Details

General procedure: No specific pretreatment was conducted prior to the reaction. 100 mg of as-obtained catalyst was mixed with 10 mL of aqueous phenol solution (0.25 M) into a Teflon-lined (100 mL) stainless steel batch reactor. Once the reactor was cooled to room temperature, the products were analyzed on a Shimadzu GC 2014 equipped with a DB-Wax capillary column (30 m length and 0.25 mm internal diameter). To systematically investigate the hydrogenation mechanism in presence or absence of formic acid, various hydrogenation procedures were conducted as following: (i) Hydrogenation with hydrogen. The reactor was charged with a mixture of 10 mL of aqueous phenol solution and 100 mg of supported Pd catalysts. It was then purged with H2 for five times and then pressurized with 5 bar H2. The reaction mixture was heated up to 50 °C and held for 4 h. (ii) Hydrogenation with formic acid. The reactor was charged with a mixture of 10 mL of aqueous phenol solution, 400 L of formic acid, and desired amount of Pd/AC catalyst (25, 50, 100, and 200 mg). Then it was purged five times with N2 and pressurized with 1, 3, or 5 bar N2. The reactor was heated up to 50 °C and held for 4 h. (iii) Hydrogenation with hydrogen and formic acid. The reactor was charged with a mixture of 10 mL of aqueous phenol solution, 200 L of formic acid, and 100 mg of supported Pd catalysts. The reactor was purged with H2 for five times and then pressurized with 5 bar H2. The reactor was heated up to 50 °C and held for 4 h. (iv) Hydrogenation with hydrogen in presence of additives (acetic acid and sodium formate). The reactor was charged with a mixture of 10 mL of aqueous phenol solution, 100 mg of Pd/AC (or Pd/Al2O3), and 200 L of acetic acid (or 0.680 g sodium formate). The reactor was purged with H2 for five times and then pressurized with 5 bar H . The reactor was heated up to 50 °C and held for 4 h. (v) Hydrogenation kinetics. A two-neck round-bottom flask was charged with 100 mg catalysts, 10 mL of

aqueous phenol solution and desired amount of formic acid or sodium formate. The reaction mixture was heated up to 50 °C under N2 with flow rate of 30 mL/min. For comparison, the hydrogenation with flowing hydrogen was also conducted under otherwise similar conditions.

With sodium formate in water

T=80°C; 5 h; Sealed tube; Reagent/catalystConcentrationTemperatureTime; chemoselective reaction;

Chen, Aibing; Li, Yonglei; Chen, Jinzhu; Zhao, Guoying; Ma, Longlong; Yu, Yifeng

ChemPlusChem, 2013 , vol. 78, # 11 p. 1370 - 1378 Title/Abstract Full Text View citing articles Show Details

With Pd/Al2O3; hydrogen in water

T=59.84°C; P=760.051 Torr; 3 h; Reagent/catalystConcentrationTimeSolvent; Hide Experimental Procedure

Cheng, Ling; Dai, Qiguang; Li, Hua; Wang, Xingyi

Catalysis Communications, 2014 , vol. 57, p. 23 - 28 Title/Abstract Full Text View citing articles Show Details

2.3. Activity test

General procedure: In a typical reaction procedure, 4g Pd catalyst was added to a stirred solution composed of a given amount of phenol (Pd/phenol=0.02, 0.012 and 0.023 (ratio of mole)) and 50mL solvent in a modified 100mL three-necked flask with a jacket connected to a cooling recirculator (Scientz DL-3020) at 333K. The flask which contained the reaction mixture was purged 6 times with hydrogen in order to remove air completely before being stirred vigorously under atmospheric hydrogen. The products and reactants were analyzed by GC(GC2060 equipped PEG-20M column and flame ionization detector).

With hydrogen; cetyltrimethylammonim bromide

T=80°C; P=30003 Torr; 0.5 h; Reagent/catalyst;

Maksimov; Kuklin; Kardasheva; Karakhanov

Petroleum Chemistry, 2013 , vol. 53, # 3 p. 157 - 163 Neftekhimiya, 2013 , vol. 53, # 3 p. 177 - 184,8 Title/Abstract Full Text View citing articles Show Details

With hydrogen

T=85°C; P=22801.5 Torr; 2 h; Autoclave; Catalytic behavior; Reagent/catalyst;

Zakharyan; Ma, Gouqiung; Maksimov; Karakhanov; Voronina

Petroleum Chemistry, 2014 , vol. 54, # 6 p. 412 - 419 Neftekhimiya, 2014 , vol. 54, # 6 p. 422 - 429,8 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=80°C; 3 h; Reagent/catalystTime;

Zhang, Fengwei; Yang, Hengquan

Catalysis Science and Technology, 2015 , vol. 5, # 1 p. 572 - 577 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=30°C; P=750.075 Torr; 3 h; Catalytic behavior; Reagent/catalyst;

Xu, Xuan; Li, Haoran; Wang, Yong

ChemCatChem, 2015 , vol. 6, # 12 p. 3328 - 3332 Title/Abstract Full Text View citing articles Show Details

99 %Chromat.

With C33H49ClNRh; hydrogen in 2,2,2-trifluoroethanol; water

T=70°C; P=7500.75 Torr; 24 h; Autoclave;

Wei, Yu; Rao, Bin; Cong, Xuefeng; Zeng, Xiaoming

Journal of the American Chemical Society, 2015 , vol. 137, # 29 p. 9250 - 9253 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=75°C; P=760.051 Torr; 3 h; Catalytic behavior; TemperaturePressureSolvent;

Xu, Guangyue; Guo, Jianhua; Zhang, Ying; Fu, Yao; Chen, Jinzhu; Ma, Longlong; Guo, Qingxiang

ChemCatChem, 2015 , vol. 7, # 16 p. 2485 - 2492 Title/Abstract Full Text View citing articles Show Details

With palladium on silica in hexane

T=25°C; P=750.075 Torr; 4 h; Schlenk technique; Reagent/catalyst;

Nelson, Nicholas C.; Manzano, J. Sebastin; Sadow, Aaron D.; Overbury, Steven H.; Slowing, Igor I.

ACS Catalysis, 2015 , vol. 5, # 4 p. 2051 - 2061 Title/Abstract Full Text View citing articles Show Details

With Rh; hydrogen

T=80°C; P=7500.75 Torr; 3 h; Ionic liquid; Catalytic behavior; TimeReagent/catalystSolventTemperature;

Kuklin, Sergey; Maximov, Anton; Zolotukhina, Anna; Karakhanov, Eduard

Catalysis Communications, 2016 , vol. 73, p. 63 - 68 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=25°C; P=760.051 Torr; 15 h; Schlenk techniqueGreen chemistry; Catalytic behavior; TemperatureReagent/catalyst;

Lin, Chi-Jui; Huang, Shao-Hsien; Lai, Nien-Chu; Yang, Chia-Min

ACS Catalysis, 2015 , vol. 5, # 7 p. 4121 - 4129 Title/Abstract Full Text Show Details

With hydrogen in water

T=80°C; P=760.051 Torr; 3 h; Reagent/catalystTemperature;

Zhang, Fengwei; Chen, Shuai; Li, Huan; Zhang, Xian-Ming; Yang, Hengquan

RSC Advances, 2015 , vol. 5, # 124 p. 102811 - 102817 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

Zhao, Mengsi; Shi, Juanjuan; Hou, Zhaoyin

T=100°C; 3 h; Autoclave; Reagent/catalyst; Hide Experimental Procedure

Chinese Journal of Catalysis, 2016 , vol. 37, # 2 p. 234 - 239 Title/Abstract Full Text Show Details

2.3 Hydrogenation of phenol

General procedure: The hydrogenation of phenol was carried out in a 50 mL custom designed stainless steel autoclave with a Teon inner layer. In a typical reaction, a controlled amount of catalyst was dispersed in 20 mL aqueous solution of phenol. Then, the reactor was sealed, purged with purified hydrogen 5 times, and pressurized to the desired pressure. The reactor was heated in an oil bath and stirred with a magnetic stirrer (MAG-NEO, RV-06M, Japan). After reaction, the solid catalyst was separated by centrifugation. The liquid reaction mixture was analyzed by a gas chromatograph (HP 5890, USA) with a 30 m capillary column (HP-5) using a flame ionization detector. All products were confirmed by GC-MS (Agilent 6890-5973N). For each successive use, the catalyst was washed with water three times and dried under vacuum at 40 °C for 6 h. The conversion of phenol and selectivity for cyclohexanone (and cyclohexanol) were calculated as: Conversion = (phenoladded-mol – phenolremain-mol)/phenoladded-mol × 100percent Selectivity = cyclohexanoneformed-mol/(phenoladded-mol– phenolremain-mol) × 100percent

With water in aq. phosphate buffer

T=25°C; pH=2.7 - 3.2; Electrochemical reaction; Kinetics; Hide Experimental Procedure

Xu, Yinghua; Ma, Hongxing; Ge, Tingjie; Chu, Youqun; Ma, Chun-An

Electrochemistry Communications, 2016 , vol. 66, p. 16 - 20 Title/Abstract Full Text View citing articles Show Details

General procedure: A conventional two compartment glass or PTFE H-cell separated by a Nafion-117 membrane was used for electrochemical HDF experiments. The cathode was fabricated from a piece of Rh/Ni foam, Rh/Agmesh, Rh/Cu foam, or Rh/carbon felt (projected area: 2 × 3 cm2), whereas the anode was fashioned from a graphite sheet (2 × 3 cm2). 30 mL phosphate buffer solutions (20 mM) served as both the catholyte and the anolyte. Unless otherwise noted, the catholyte was stirred with a stirring velocity of 350 rpm during electrolysis. The concentrations of reactants and their products were determined by an Agilent 7890 A gas chromatograph (GC) and a Waters HPLC system, using standard calibration curves. The fluoride ion (F−) concentration was determined by a REX PHSJ-4F pH/mV meter combined with F− selective electrode (REXPF-202-C). The specific electric energy consumption (SEEC, kW h m−3catholyte) of the HDF process was calculated from the following equation: SEEC I *U*t/1000*V where I is the applied current (A), U is the average cell voltage (3 V), t is HDF time (h), and V is the volume of the catholyte (3 × 10−5 m3). Unless otherwise noted, all of the above-mentioned experimentswere performed under air atmosphere, at 25°C.

With hydrogen in water

T=40°C; P=2250.23 Torr; 4 h; Autoclave; Reagent/catalyst; Hide Experimental Procedure

Jiang, Hezhan; Yu, Xiaolong; Nie, Renfeng; Lu, Xinhuan; Zhou, Dan; Xia, Qinghua

Applied Catalysis A: General, 2016 , vol. 520, p. 73 - 81 Title/Abstract Full Text View citing articles Show Details

2.6. Catalytic tests

General procedure: The hydrogenation reactions were carried out in a 25 mL stain-less autoclave with a Teflon liner. In a typical run, 20 mg catalyst and 61 mg (0.5 mmol) benzoic acid were dispersed in 5 mL DI water.The autoclave was sealed, purged and pressurized with hydrogento 2.5 MPa, and then heated to 110C under magnetic stirring at arate of 1000 rpm. After the completion of the reaction, the mixturewas extracted by ethyl acetate and centrifuged in order to removethe solid catalyst. The solid catalyst was recovered by centrifuga-tion and washed sequentially with ethyl acetate, ethanol and DIwater. The filtrate was analyzed by gas-chromatograph (GC, HP5890, USA) equipped with a 30 m capillary column (HP-5) and aflame ionization detector (FID). All the products were confirmedby GC–MS (Agilent 6890).

With palladium/alumina; hydrogen

168 h; Industrial scale; Time; Hide Experimental Procedure

CAP III B.V.; DSM IP ASSETS B.V.; TINGE, Johan Thomas; DAGUENET, Corinne; VERSCHUREN, Iris; MARTENS, Wilhelmus Rudolf Maria; BRANDS, Roeland Wilhelmus Theodorus Maria; KORTE, DE, Robert Jan

Patent: WO2016/75047 A1, 2016 ; Location in patent: Page/Page column 24-27 ; Title/Abstract Full Text Show Details

An industrial scale chemical plant with a hourly capacity of about 12.5 tons cyclohexanone per hour, that is operated in a continuous mode, for the preparation and recovery of cyclohexanone from phenol feedstock, comprising: - a phenol hydrogenation reaction section [I], - a separation and purification section [II], and - a cyclohexanol dehydrogenation reaction section [III] as described before and as depicted in FIG. 1 , 2, 3 and 4 was used. The phenol hydrogenation reaction section [I] comprised: - steam heated heat exchanger section [a]; - steam heated evaporation section [b]; - steam heated heat exchanger section [c]; hydrogen purification unit [d], in which CO was catalytically converted and H2S was removed by an adsorbent; - steam heated heat exchanger section [e]; phenol hydrogenation section [f], comprising two shell and tube types hydrogenation reactors for phenol hydrogenation in the vapour phase that was operated in parallel and water was used as coolant was evaporated to form steam; heat exchanger section [g]; heat exchanger section [h], in which heat was exchanged between the phenol hydrogenation reaction section [I] and the separation and purification section [II]; - water cooled heat exchanger section [i]; - gas-liquid separation section 0]; - compression section [k]; heat exchanger section [m]; and - ducts [1] to [25] which were all in use during normal operation of the plant. Fresh phenol was charged to phenol hydrogenation reaction section [I] via duct [1]. As fresh hydrogen gas a gas mixture comprising about 94 vol. percent hydrogen and about 6 vol. percent nitrogen was charged to the phenol hydrogenation reaction section [I] via duct [5]. Under normal operation conditions, both the CO content and the H2S content of this fresh hydrogen were each below 1 ppm. The ratio of the amount of steam that was added via duct [12] to the stream in duct [1 1] to the amount of fresh phenol was about 1 wt. percent. As hydrogenation catalyst Pd/Al203 (1 wt. percent) with 1 wt. percent Na (as NaHN03) added as promoter was applied. The separation and purification section [II] comprised: intermediate storage section [n]; heat exchanger section [h], in which heat was exchanged between the phenol hydrogenation reaction section [I] and the separation and purification section [II]; - first distillation section [o]; - condensation section [p]; - second distillation section [q]; condensation section [r]; - third distillation section [s]; - condensation section [t]; - fourth distillation section [u]; condensation section [v]; - fifth distillation section [w]; condensation section [x]; and - ducts [2], [18] and [26] to [60]; which were all in use during normal operation of the plant. All distillation columns in the first distillation section [o], the second distillation section [q], the third distillation section [s], the fourth distillation section [u], and the fifth distillation section [w] were equipped with steam driven reboilers. The cyclohexanol dehydrogenation reaction section [III] comprised: intermediate storage section [y]; heat exchanger section [z]; - steam heated heat exchanger section [a]; heat exchanger section [β]; cyclohexanol dehydrogenation reactor section [δ], comprising a shell and tube type reactor; water cooled heat exchanger section [ε]; gas-liquid separation section [λ]; and - ducts [26], [47] and [61] to [69]; which were all in use during normal operation of the plant. The heating medium applied in the cyclohexanol dehydrogenation reactor was steam. After a period of about 1 week after start-up of the chemical plant for the preparation and recovery of cyclohexanone from phenol with fresh phenol hydrogenation catalyst the following results were obtained: The final product, cyclohexanone, that was discharged via duct [41] had a cyclohexanol content of about 500 ppm (weight/weight) [99.95 wt. percent]. The molar ratio of cyclohexanone over phenol that was charged to the phenol hydrogenation reactors was about 0.04. The molar ratio of cyclohexanol over phenol that was charged to the phenol hydrogenation reactors was about 0.005. The molar ratio of cyclohexanone over cyclohexanol in the hydrogenated product stream in duct [14] was greater than 100. - The molar ratio of cyclohexanone over cyclohexanol in the hydrogenated product stream discharged from the phenol hydrogenation reaction section [I] via duct [18] was greater than 100. The molar ratio of cyclohexanone over phenol in the hydrogenation product stream in duct [14] was greater than 100. - The molar ratio of cyclohexanone over phenol in the hydrogenated product stream discharged from the phenol hydrogenation reaction section [I] via duct [18] was greater than 100. The molar fraction of fresh phenol feedstock that was converted into cyclohexanone was greater than 99 percent. The net energy consumption is about 0.7 MJ per kg produced cyclohexanone and the net steam consumption was about 0.3 kg steam per kg produced cyclohexanone. Whereby the energy consumers were: steam heated heat exchanger section [a]; steam heated evaporation section [b]; steam heated heat exchanger section [c]; steam heated heat exchanger section [e]; steam heated reboilers of the first distillation section [o]. of the second distillation column [q], of the third distillation column [s], of the fourth distillation column [u], and of the fifth distillation column [w]; steam heated heat exchanger section [a]; and steam heated cyclohexanol dehydrogenation reactor section [δ]; and the energy producers were: two shell and tube type hydrogenation reactors in phenol hydrogenation section [f]. All above mentioned energy consumers are also steam consumers. All above mentioned energy producers are also steam producers

With hydrogen in dichloromethane; water

T=60°C; P=1500.15 Torr; 2 h; Autoclave; Reagent/catalystTemperature; Hide Experimental Procedure

Li, Hai-Feng; Zhang, Qin-Sheng; Pang, Zeng-Bo; Tian, Mi; Gao, Ping; Wang, Lai-Lai

Chinese Chemical Letters, 2016 , vol. 27, # 9 p. 1500 - 1504 Title/Abstract Full Text Show Details

2.3 Hydrogenation of phenol

A typical procedure for the hydrogenation of phenol was as follows: phenol (47mg, 0.5mmol), Pd/TiN (2.5–5 molpercent) and H2O (2mL), CH2Cl2 (1mL), were placed into a 50mL stainless steel autoclave. The reactor system was purged with N2 three times followed by H2 three times. The autoclave was pressurized with 0.2MPa of H2. The reaction mixture was stirred vigorously at the desired reaction temperature. After a prescribed reaction time, the autoclave was cooled to room temperature and the residue gas was released. The catalyst was removed from the liquid by filtration, and then the organic phase was extracted. The conversion and selectivity were determined by a GC 112A equipped with a FID detector and an SE-54 column (30m×0.25mm×0.25μm film thickness).

With hydrogen in dodecane

T=0°C; P=37503.8 Torr; 1 h; Autoclave; SolventReagent/catalyst; Hide Experimental Procedure

University of Science and Technology of China; Zhang, Ying; Xu, Guangyue; Guo, Jianhua

Patent: CN104610029 B, 2016 ; Location in patent: Paragraph 0127; 0128; 0129 ; Title/Abstract Full Text Show Details

24:Example 24. Metal Catalyst Supported on Apatite Carrier A one-step process for the preparation of cyclohexanone by hydrogenation of phenol in an alkane phase at 0 ° C in 5 MPa hydrogen

In 10 ml of a high pressure autoclave adding 0.2mmol phenol, as shown in the load of the metal catalyst on the carrier apatite class, adding 3 ml n-dodecane, until the system hydrogen gas pressure is 5 MPa, iced salt water bath is maintained in the 0 °C, under the condition of stirring, reaction 1 hours later, cooling, air-bleed, filtration, separation of the catalyst from the reaction solution, after diluting the reaction solution with methanol, gas phase chromatographic analysis. Gas phase chromatographic conditions are as follows: GC1690 gas chromatography, FID detector, capillary chromatographic column (Innowax, 30m × 0.250 mm × 0.25 µm), to take temperature programming, the initial column temperature 80 °C, in order to 10 °C/min to the temperature increasing rate of 250 °C maintain 5 minutes. Carrier gas is 99.99percent pure N 2, flow rate is 1 ml/min. A

Synthesize Find similar

14 Synthesize Find similar

A: 94.2% B: 5.6%

Rx-ID: 852581 Find similar reactions

With hydrogen

T=160 - 200°C; P=1125.11 Torr; 1 h; Autoclave; Reagent/catalyst; Hide Experimental Procedure

UBE INDUSTRIES, LTD.; YOSHINO, HIROAKI; FUKUDA, YUKIMASA; YAMAMOTO, YOSHIFUMI

Patent: JP2015/40192 A, 2015 ; Location in patent: Paragraph 0032 ; Title/Abstract Full Text Show Details

2:Hydrogenation of phenol with Pd / Si 2 NO 2

Si 2 ON 2 (manufactured by Ube Industries, powder, XPS N 1 s / eV: 397.3) Impregnated with palladium chloride aqueous solution so as to be 1.5 wtpercent And dried at 110 ° C. for 12 h or longer. 0.5 g of 1.5 wtpercent Pd / Si 2 NO 2 prepared in this way And 0.5 g of Si 2 O 2 (manufactured by Ube Industries, Ltd.) was immersed in inch stainless steel (SUS) tube, and 10 g of glass beads were placed in the upper portion of the tube to form a preheating layer. The catalyst layer was heated to 200 ° C., hydrogen gas (20 cc / min) at 200 ° C. was passed through the catalyst layer from the upper part, and pretreatment reduction was performed, 1.2 cc / h of phenol at 160 ° C., 0.15 MPa (G) Hydrogen gas was supplied at 20 cc / min. The collected solution for 1 hour from the start of the reaction was cut off, Using the subsequent collecting solution, gas chromatograph As a result of analyzing using ice, The conversion rate of phenol as the starting material was> 99.9percent The yield of cyclohexanone was 94.2percent, the yield of by-product cyclohexanol was 5.6percent, and the yield of 2-cyclohexylcyclohexanone was 0.1percent.

A: 29% B: 71%

With hydrogen; 1-butyl-3-methylimidazolium Tetrafluoroborate; Rh nanoparticles stabilized by poly(NVP-co-VBIMCl) T=75°C; P=30402 Torr; 12 h; Product distribution;

Zhao, Chen; Wang, Han-zhi; Yan, Ning; Xiao, Chao-xian; Mu, Xin-dong; Dyson, Paul J.; Kou, Yuan

Journal of Catalysis, 2007 , vol. 250, # 1 p. 33 - 40 Title/Abstract Full Text View citing articles Show Details

A: 56% B: 35%

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; air; hydrogen in dichloromethane

T=20°C; P=38002.6 Torr; 16 h;

Wang, Da-Wei; Lu, Sheng-Mei; Zhou, Yong-Gui

Tetrahedron Letters, 2009 , vol. 50, # 12 p. 1282 - 1285 Title/Abstract Full Text View citing articles Show Details

With 5 palladium on charcoal; water; iron

T=230°C; P=7500.75 Torr; 4 h; AutoclaveInert atmosphere; Hide Experimental Procedure

NIPPON SHOKUBAI CO., LTD.; KITA, Yuichi; HIRANO, Yoshiaki

Patent: US2016/326093 A1, 2016 ; Location in patent: Paragraph 0118; 0119 ;

Hide Details

A: 34% B: 10%

Title/Abstract Full Text Show Details

22:Hydrogenation of Phenol

Into a 100 mLhastelloy autoclave, phenol (0.376 g, 4 mmol) as a compound to be hydrogenated, iron powder having a particle diameter of 60-80 nm (1.564 g, 24 mmol) as a reduced compound, water (40 mL) as a hydrogen- containing compound and 5percent palladium catalyst supported on activated carbon (0.020 g) as a hydrogenation catalyst were charged. The lid of the autoclave was closed. After the air in the autoclave was purged by nitrogen gas, the internal pressure was adjusted to 1 .0 MPa. The inside of the autoclave was heated at 230° C. using a heater with stirring the mixture by a mixing impellet The reaction was conducted for 4 hours. Then, heating was stopped and the autoclave was allowed to cool at room temperature. The reaction solution was taken from the autoclave, and analyzed by gas chromatography to identi1,’ the hydrogenated compound which was generated by the hydrogenation of the compound to be hydrogenated and calculate the yield thereof. The result is shown in Table 2.

With hydrogen; Rh-Fe; silica gel in water

T=19.9°C; P=760 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Beketaeva, L. A.; Zakumbaeva, G. D.; Aitmagambetova, S. Z.; Dyusenbina, B. B.

J. Appl. Chem. USSR (Engl. Transl.), 1989 , vol. 62, # 7.2 p. 1586 - 1590,1469 1472 Title/Abstract Full Text Show Details

With hydrogen; nickel

T=140 - 150°C;

Holleman; van der Laan; Slijper

Recueil des Travaux Chimiques des Pays-Bas, 1905 , vol. 24, p. 23 Full Text Show Details

Holleman

Chem. Zentralbl., 1904 , vol. 75, # I p. 727 Full Text Show Details

With hydrogen; nickel

T=160°C;

Brunel

Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1903 , vol. 137, p. 1269 Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1905 , vol. 140, p. 252 Full Text Show Details

Freundler

Bulletin de la Societe Chimique de France, 1906 , vol. <3> 35, p. 545 Full Text Show Details

With hydrogen; nickel

Brunel

Annales de Chimie (Cachan, France), 1905 , vol. <8> 6, p. 208 Bulletin de la Societe Chimique de France, 1905 , vol. <3> 33, p. 269 Full Text Show Details

With hydrogen; nickel

T=215 - 230°C;

Sabatier; Senderens

Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1903 , vol. 137, p. 1025 Full Text Show Details

A: 38 % Chromat. B: 62 % Chromat.

With sulfuric acid

Ambient temperatureelectrocatalytic hydrogenation on Pt/Pt electrode; other electrodes; Product distribution;

Martel, Anna; Mahdavi, Behzad; Lessard, Jean; Brossard, Louis; Menard, Hugues

Canadian Journal of Chemistry, 1997 , vol. 75, # 12 p. 1862 - 1867 Title/Abstract Full Text View citing articles Show Details

With phosphate buffer; palladium/alumina

T=21°C; pH=7; Electrolysis; Product distribution; Further Variations:CatalystsSolventspHvaluesTemperatures;

Laplante, Francois; Brossard, Louis; Menard, Hugues

Canadian Journal of Chemistry, 2003 , vol. 81, # 3 p. 258 - 264 Title/Abstract Full Text View citing articles Show Details

With hydrogen; silica gel; nickel

T=149.85°C; atmospheric pressure; KineticsProduct distribution; Further Variations:Catalysts;

Pina, Gonzalo; Louis, Catherine; Keane, Mark A.

Physical Chemistry Chemical Physics, 2003 , vol. 5, # 9 p. 1924 - 1931 Title/Abstract Full Text View citing articles Show Details

With sodium hydroxide; phosphate buffer; palladium/alumina in water

T=21°C; pH=7; 25 h; Electrolysis; Product distribution;

Chagnes; Laplante; Kerdouss; Proulx; Menard

Canadian Journal of Chemistry, 2004 , vol. 82, # 5 p. 641 - 648 Title/Abstract Full Text View citing articles Show Details

With carbon dioxide; hydrogen; 5percent Rh/C T=54.84°C; P=150015 Torr; 2 h; Product distribution; Further Variations:CatalystsTemperaturesPressures;

Rode, Chandrashekhar V.; Joshi, Uday D.; Sato, Osamu; Shirai, Masayuki

Chemical Communications, 2003 , # 15 p. 1960 - 1961 Title/Abstract Full Text View citing articles Show Details

With carbon dioxide; hydrogen; 5 rhodium-on-charcoal

T=45 - 110°C; P=750.075 - 189769 Torr; 0.166667 - 3 h; Product distribution / selectivity; Hide Experimental Procedure

National Institute of Advanced Industrial Science and Technology

Patent: EP1637512 A1, 2006 ; Location in patent: Page/Page column 7-10; 12-20 ; Title/Abstract Full Text Show Details

1; 2; 3; 4; 5; 6; 7; 8; 14; 16; 17; 18; 19; 20; 21; 22; 23; 24; 25; 26; 27; 28; 29:

Example 1 0.02 mol of phenol and 0.0228 g of an activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals) were put into a stainless steel high-pressure reactor of internal volume 50 ml, a pressure of 10 MPa of hydrogen and a pressure of 10 MPa of carbon dioxide were introduced in, and hydrogenation was carried out for 2 hours at a reaction temperature of 80 °C . After reaction had been completed, the hydrogen and carbon dioxide were released, and the products obtained were recovered by methanol extraction, and then analyzedusing a gas chromatograph. The results were that the phenol conversion ratio was 100percent, and the selectivities were 87percent for cyclohexanol and 13percent for cyclohexanone.; Example 2 Products were obtained by carrying out reaction as in Example 1. However, the amount of the catalyst was changed to 0.0749 g. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 10 MPaCarbon dioxide pressure: 10 MPaCatalyst: 0.0749g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 2 hours The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 100percent, and the selectivities were 99percent for cyclohexanol and 1percent for cyclohexanone.; Example 3 Products were obtained by carrying out reaction as in Example 1. However, the reaction time was changed to 20 minutes. The reaction conditions were as follows. (Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 10 MPaCarbon dioxide pressure: 10 MPaCatalyst: 0 . 0228 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 20 minutes The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 49percent, and the selectivities were 50percent for cyclohexanol and 50percent for cyclohexanone.; Example 4 Products were obtained by carrying out reaction as in Example 1. However, the reaction temperature was changed to 55°C. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 10 MPaCarbon dioxide pressure: 10 MPaCatalyst:0.0228g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 55°CReaction time: 2 hours The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 53percent, and the selectivities were 83 percent for cyclohexanol and 17percent for cyclohexanone.; Example 5 Products were obtained by carrying out reaction as in Example 1. However, the reaction temperature was changed to 45°C. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 10 MPaCarbon dioxide pressure: 10 MPaCatalyst: 0.0228 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 45°CReaction time: 2 hours The products obtained were analyzed us ing a gas chromatograph. The results were that the phenol conversion ratio was 35.4percent, and the selectivities were 66percent for cyclohexanol and 34percent for cyclohexanone.; Example 6 Products were obtained by carrying out reaction as in Example 1. However, the reaction temperature was changed to 55°C and the carbon dioxide pressure was changed to 20 MPa. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 10 MPaCarbon dioxide pressure: 20 MPaCatalyst:0.0228g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 55°CReaction time: 2 hours The products obtained were analyzed us ing a gas chromatograph. The results were that the phenol conversion ratio was 87percent, and the selectivities were 65percent for cyclohexanol and 35percent for cyclohexanone.; Example 7 Products were obtained by carrying out reaction as in Example 1. However, the reaction temperature was changed to 55°C and the hydrogen pressure was changed to 6 MPa. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 6 MPaCarbon dioxide pressure: 10 MPaCatalyst: 0.0228 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 55°CReaction time: 2 hours The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 39percent, and the selectivities were 60percent for cyclohexanol and 40percent for cyclohexanone.; Example 8 Products were obtained by carrying out reaction as in Example 1. However, to study the possibility of reusing the catalyst, the same catalyst was reused and a study was carried out into any change in the conversion ratio or the selectivities. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 10 MPaCarbon dioxide pressure: 10 MPaCatalyst: 0.0228 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 2 hours The test results are shown in the table below. The catalyst was reused 10 times, and during these tests, there was hardly any change in the phenol conversion ratio or the selectivities for cyclohexanol and cyclohexanone; loss of catalyst activity was thus not observed.Test results Test no. Phenol conversion Selectivity (percent) ratio (percent) Cyclohexanol Cyclohexanone1st 100 87 132nd 100 87 133rd 100 88 125th 100 87 1310th 100 88 12; Example 14 Products were obtained by carrying out reaction as in Example 1. However, the hydrogen pressure was changed to 3 MPa and the reaction time was changed to 10 minutes. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3 MPaCarbon dioxide pressure: 10.1 MPaCatalyst: 0.0203g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 10 minutes The products obtained were analyzedusing a gas chromatograph. The results were that the phenol conversion ratio was 35percent, and the selectivities were 68percent for cyclohexanone and 32percent for cyclohexanol; Example 16 Products were obtained by carrying out reaction as in Example 14. However, the reaction temperature was changed to 70°C. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3 MPaCarbon dioxide pressure: 10.1 MPaCatalyst: 0.0192 g of activated charcoalsupported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 70°CReaction time: 10 minutes The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 28percent, and the selectivities were 64percent for cyclohexanone and 36percent for cyclohexanol.; Example 17 Products were obtained by carrying out reaction as in Example 14. However, the reaction temperature was changed to 60°C. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3 MPaCarbon dioxide pressure: 10 MPaCatalyst:0.0201g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 60°CReaction time: 10 minutes Theproducts obtainedwere analyzedusinga gas chromatograph. The results were that the phenol conversion ratio was 20percent, and the selectivities were 61percent for cyclohexanone and 39percent for cyclohexanol.; Example 18 Products were obtained by carrying out reaction as in Example 14. However, the reaction temperature was changed to 50°C. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3.1 MPaCarbon dioxide pressure: 9.9 MPaCatalyst:0.0202g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 50°CReaction time: 10 minutes Theproducts obtained wereanalyzedusingagas chromatograph. The results were that the phenol conversion ratio was 16percent, and the selectivities were 58percent for cyclohexanone and 42percent for cyclohexanol.; Example 19 Products were obtained by carrying out reaction as in Example 14. However, the reaction temperature was changed to 110°C. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3 MPaCarbon dioxide pressure: 10.2 MPaCatalyst: 0.0202g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 110°CReaction time: 10 minutes The products obtainedwere analyzedusing a gas chromatograph. The results were that the phenol conversion ratio was 69percent, and the selectivities were 75percent for cyclohexanone and 25percent for cyclohexanol. The relationships between the phenol hydrogenation conditions and the conversion ratio and product selectivities for Examples 14, 16, 17, 18 and 19 are shown in Table 1. Under reaction conditions of a reaction time of 10 minutes, a hydrogen pressure of 3 MPa and a carbon dioxide pressure of 10 MPa, as the reaction temperature was increased between 50 and 110°C, the conversion ratio increased between 16 and 69percent, and the selectivity for cyclohexanone increased between 58 and 75percent. Table 1 Sample Reaction temperature (°C) Conversion ratio (percent) Cyclohexanone selectivity (percent) Cyclohexanol selectivity (percent) Example 18 50 16 58 42 Example 17 60 20 61 39 Example 16 70 28 64 36 Example 14 80 35 68 32 Example 19 110 69 75 25Substrate: phenol, hydrogen pressure: 3 MPa, carbon dioxide pressure: 10 MPa, activated charcoal-supported rhodium catalyst, reaction time: 10 minutes; Products were obtained by carrying out reaction as in Example 14. However, the hydrogen pressure was changed to 1 MPa. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 1 MPaCarbon dioxide pressure: 10 MPaCatalyst: 0. 02 03 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 10 minutes The products obtainedwere analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 14percent, and the selectivities were 76percent for cyclohexanone and 24percent for cyclohexanol.; Example 21 Products were obtained by carrying out reaction as in Example 14. However, the hydrogen pressure was changed to 6 MPa. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 6 MPaCarbon dioxide pressure: 10.2 MPaCatalyst: 0. 02 08 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 10 minutes The products obtainedwere analyzedusinga gas chromatograph. The results were that the phenol conversion ratio was 57percent, and the selectivities were 61percent for cyclohexanone and 39percent for cyclohexanol.; Example 22 Products were obtained by carrying out reaction as in Example 14. However, the hydrogen pressure was changed to 9 MPa. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 9 MPaCarbon dioxide pressure: 10.4 MPaCatalyst: 0.0208 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 10 minutes The products obtained were analyzed us ing a gas chromatograph. The results were that the phenol conversion ratio was 70percent, and the selectivities were 59percent for cyclohexanone and 41percent for cyclohexanol. The relationships between the phenol hydrogenation conditions and the conversion ratio and product selectivities for Examples 14, 20, 21 and 22 are shown in Table 2. Under reaction conditions of a reaction temperature of 80°C, a reaction time of 10 minutes and a carbon dioxide pressure of 10 MPa, as the hydrogen pressure was increased between 1 and 9 MPa, the conversion ratio increased between 14 and 70percent, but the selectivity for cyclohexanone dropped between 76 and 59percent. Table 2 Sample Hydrogen pressure (MPa) Conversion ratio (percent) Cyclohexanone selectivity (percent) Cyclohexanol selectivity (percent) Example 20 1 14 76 24 Example 14 3 35 68 32 Example 21 6 57 61 39 Example 22 9 70 59 41Substrate: phenol, reaction temperature: 80°C, carbon dioxide pressure: 10 MPa, activated charcoal-supported rhodium catalyst, reaction time: 10 minutes; Example 23 Products were obtained by carrying out reaction as in Example 14. However, the carbon dioxide pressure was changed to 0.1 MPa. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3 MPaCarbon dioxide pressure: 0.1 MPaCatalyst: 0. 02 04 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 10 minutes The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 37percent, and the selectivities were 76percent for cyclohexanone and 24percent for cyclohexanol.; Example 24 Products were obtained by carrying out reaction as in Example 14. However, the carbon dioxide pressure was changed to 25.3 MPa. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3 MPaCarbon dioxide pressure: 25.3 MPaCatalyst: 0.0209 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 10 minutes The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 44percent, and the selectivities were 63percent for cyclohexanone and 37percent for cyclohexanol. The relationships between the phenol hydrogenation conditions and the conversion ratio and product selectivities for Examples 14, 23 and 24 are shown in Table 3. Under reaction conditions of a reaction temperature of 80°C, a reaction time of 10 minutes and a hydrogen pressure of 3 MPa, as the carbon dioxide pressure was increased between 0.1 and 25.3 MPa, the conversion ratio increased slightly, but the selectivity for cyclohexanone dropped between 76 and 63percent. Table 3 Sample Carbon dioxide pressure (MPa) Conversion ratio (percent) Cyclohexanone selectivity (percent) Cyclohexanol selectivity (percent) Example 23 0.1 37 76 24 Example 14 10.1 35 68 32 Example 24 25.3 44 63 37Substrate: phenol, reaction temperature: 80°C, hydrogen pressure: 3 MPa, activated charcoal-supported rhodium catalyst, reaction time: 10 minutes; Example 25 Products were obtained by carrying out reaction as in Example 14. However, the reaction time was changed to 30 minutes. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3.1 MPaCarbon dioxide pressure: 10.1 MPaCatalyst: 0.0204 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 30 minutes The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 55percent, and the selectivities were 67percent for cyclohexanone and 33percent for cyclohexanol.; Example 26 Products were obtained by carrying out reaction as in Example 14. However, the reaction time was changed to 60 minutes. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3.1 MPaCarbon dioxide pressure: 9.9 MPaCatalyst: 0.0208 g of activated charcoalsupported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 60 minutes The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 75percent, and the selectivities were 67percent for cyclohexanone and 33percent for cyclohexanol.; Example 27 Products were obtained

by carrying out reaction as in Example 14. However, the reaction time was changed to 180 minutes. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3.1 MPaCarbon dioxide pressure: 10 MPaCatalyst:0.0205g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 180 minutes The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 91percent, and the selectivities were 67percent for cyclohexanone and 33percent for cyclohexanol. The relationships between the phenol hydrogenation conditions and the conversion ratio and product selectivities for Examples 14, 25, 26 and 27 are shown in Table 4. Under reaction conditions of a reaction temperature of 80°C, a hydrogen pressure of 3 MPa and a carbon dioxide pressure of 10 MPa, as the reaction time was increased between 10 and 180 minutes, the conversion ratio increased between 35 and 91percent, but it was found that the selectivity for cyclohexanone was constant at approximately 67percent. Table 4 Sample Reaction time (min) Conversion ratio (percent) Cyclohexanone selectivity (percent) Cyclohexanol selectivity (percent) Example 14 10 35 68 32 Example 25 30 55 67 33 Example 26 60 75 67 33 Example 27 180 91 67 33Substrate: phenol, hydrogen pressure: 3 MPa, carbon dioxide pressure: 10 MPa, activated charcoal-supported rhodium catalyst; Example 28 Products were obtained by carrying out reaction as in Example 22. However, the reaction time was changed to 30 minutes. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 9 MPaCarbon dioxide pressure: 10.3 MPaCatalyst:0.0209g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 30 minutes The products obtainedwere analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 99percent, and the selectivities were 55percent for cyclohexanone and 45percent for cyclohexanol.; Example 29 Products were obtained by carrying out reaction as in Example 22. However, the reaction time was changed to 60 minutes. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 9 MPaCarbon dioxide pressure: 10.3 MPaCatalyst: 0.0206 g of activated charcoal-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 60 minutes The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 100percent, and the selectivities were 22percent for cyclohexanone and 78percent for cyclohexanol. The relationships between the phenol hydrogenation conditions and the conversion ratio and product selectivities for Examples 22, 28 and 29 are shown in Table 5. Under reaction conditions of a reaction temperature of 80°C, a hydrogen pressure of 9 MPa and a carbon dioxide pressure of 10 MPa, reaction proceeded rapidly, with the conversion ratio reaching 70 to 99percent in 10 to 30 minutes, but no large change was observed in the selectivity for cyclohexanone, which was 59 to 55percent. With a reaction time of 60 minutes, the conversion ratio was 100percent, and the selectivity for cyclohexanone was 22percent. Considering together with the results in Table 4, it is inferred that in the present invention, while phenol is present, hydrogenation of cyclohexanone hardly proceeds, and hence even if the reaction time is increased, the conversion ratio merely increases, but the selectivity for cyclohexanone does not change. It is thought that once the conversion ratio reaches 100percent and hence there is no longer any phenol in the reaction system, hydrogenation of cyclohexanone proceeds and hence the proportion of cyclohexanol increases rapidly and progressively. Table 5 Sample Reaction time (min) Conversion ratio (percent) Cyclohexanone selectivity (percent) Cyclohexanol selectivity (percent) Example 22 10 70 59 41 Example 28 30 99 55 45 Example 29 60 100 22 78Substrate: phenol, reaction temperature: 80°C, hydrogen pressure: 9MPa, carbon dioxide pressure: 10MPa, activated charcoal-supported rhodium catalyst

With carbon dioxide; hydrogen; palladium on activated carbon

T=55 - 80°C; P=22502.3 - 75757.6 Torr; 0.166667 - 2 h; Product distribution / selectivity; Hide Experimental Procedure

National Institute of Advanced Industrial Science and Technology

Patent: EP1637512 A1, 2006 ; Location in patent: Page/Page column 11; 13 ; Title/Abstract Full Text Show Details

1; 3:

Comparative Example 1 Products were obtained by carrying out reaction as in Example 4. However, the catalyst was changed to 0.0467 g of an activated charcoal-supported palladium catalyst (amount of metal supported 5percent, made by Wako Chemicals). The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 10 MPaCarbon dioxide pressure: 10 MPaCatalyst: 0.0467 g of activated charcoal-supported palladium catalyst (amount of metal supported 5percent, made by Wako Chemicals) Reaction temperature: 55°CReaction time: 2 hours The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 1percent, and the selectivities were 46percent for cyclohexanol and 54percent for cyclohexanone.; Comparative Example 3 Products were obtained by carrying out reaction as in Example 14. However, the catalyst was changed to an activated charcoal-supported palladium catalyst. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3 MPaCarbon dioxide pressure: 10.1 MPaCatalyst: 0.0196 g of activated charcoal-supported palladium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 10 minutes Theproducts obtainedwere analyzedusing a gas chromatograph. The results were that the phenol conversion ratio was 1percent, and the selectivities were 91percent for cyclohexanone and 9percent for cyclohexanol.

With carbon dioxide; hydrogen; platinum on carbon

T=80°C; P=23252.3 - 75007.5 Torr; 2 h; Product distribution / selectivity; Hide Experimental Procedure

National Institute of Advanced Industrial Science and Technology

Patent: EP1637512 A1, 2006 ; Location in patent: Page/Page column 11 ; Title/Abstract Full Text Show Details

Products were obtained by carrying out reaction as in Example 1. However, the catalyst was changed to 0.0780 g of an activated charcoal-supported platinum catalyst (amount of metal supported 5percent, made by Wako Chemicals). The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 10 MPaCarbon dioxide pressure: 10 MPaCatalyst: 0.0780 g of activated charcoal-supported platinum catalyst (amount of metal supported 5percent, made by Wako Chemicals) Reaction temperature: 80°CReaction time: 2 hours Theproducts obtainedwere analyzedusing a gas chromatograph. The results were that the phenol conversion ratio was 1percent, and the selectivities were 3percent for cyclohexanol and 97percent for cyclohexanone.

With carbon dioxide; hydrogen; 5 alumina-supported platinum catalyst

T=80°C; P=23252.3 - 75007.5 Torr; 0.166667 h; Product distribution / selectivity; Hide Experimental Procedure

National Institute of Advanced Industrial Science and Technology

Patent: EP1637512 A1, 2006 ; Location in patent: Page/Page column 13-14 ; Title/Abstract Full Text Show Details

Products were obtained by carrying out reaction as in Example 14. However, the catalyst was changed to an alumina-supported platinum catalyst. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3.1 MPaCarbon dioxide pressure: 10 MPaCatalyst: 0.0204 g of alumina-supported platinum catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 10 minutes The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 1percent, and the selectivities were 72 percent for cyclohexanone and 28 percent for cyclohexanol.

With carbon dioxide; hydrogen; 5 Rh/Al2O3

T=80°C; P=750.075 - 22502.3 Torr; 0.166667 h; Product distribution / selectivity; Hide Experimental Procedure

National Institute of Advanced Industrial Science and Technology

Patent: EP1637512 A1, 2006 ; Location in patent: Page/Page column 20-21 ; Title/Abstract Full Text Show Details

30:

Products were obtained by carrying out reaction as in Example 23. However, the catalyst was changed to an alumina-supported rhodium catalyst. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3 MPaCarbon dioxide pressure: 0.1 MPaCatalyst: 0.0202 g of alumina-supported rhodium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 10 minutes The products obtainedwere analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 43percent, and the selectivities were 88percent for cyclohexanone and 12percent for cyclohexanol.

With carbon dioxide; hydrogen; 5 activated charcoal-supported ruthenium catalyst

T=55 - 80°C; P=22502.3 - 75757.6 Torr; 0.166667 - 2 h; Product distribution / selectivity; Hide Experimental Procedure

National Institute of Advanced Industrial Science and Technology

Patent: EP1637512 A1, 2006 ; Location in patent: Page/Page column 10-11; 13 ; Title/Abstract Full Text Show Details

9; 15:

Example 9 Products were obtained by carrying out reaction as in Example 1. However, the reaction temperature was changed to 55°C and the catalyst was changed to 0.0639 g of an activated charcoalsupported ruthenium catalyst (amount of metal supported 5percent, made by Wako Chemicals). The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 10 MPaCarbon dioxide pressure: 10 MPaCatalyst: 0.0639 g of activated charcoal-supported ruthenium catalyst (amount of metal supported 5percent, made by Wako Chemicals) Reaction temperature: 55°CReaction time: 2 hours The products obtained were analyzed using a gas chromatograph. The results were that the phenol conversion ratio was 30percent, and the selectivities were 95percent for cyclohexanol and 5percent for cyclohexanone.; Example 15 Products were obtained by carrying out reaction as in Example 14. However, the catalyst was changed to an activated charcoal-supported ruthenium catalyst. The reaction conditions were as follows.(Reaction conditions) Substrate: 0.02 mol of phenolHydrogen pressure: 3 MPaCarbon dioxide pressure: 10.1 MPaCatalyst: 0.0206 g of activated charcoalsupported ruthenium catalyst (amount of metal supported 5percent, made by Wako Chemicals)Reaction temperature: 80°CReaction time: 10 minutes The products obtained were analyzed us ing a gas chromatograph. The results were that the phenol conversion ratio was 11percent, and the selectivities were 69percent for cyclohexanone and 31percent for cyclohexanol

With hydrogen

Product distribution / selectivity; Hide Experimental Procedure

DSM IP Assets B.V.

Patent: WO2009/80620 A1, 2009 ; Location in patent: Page/Page column 12-13 ; Title/Abstract Full Text Show Details

Example I The cyclohexanone plant, consisting of a phenol hydrogenation section, a recovery/purification section and a cyclohexanol converter section, as described before and as depicted in Figure 2A, directly after start-up of the clean plant, theoretically can be operated at an annual production capacity of 100 000 metric tons of essentially pure cyclohexanone. The distillation conditions in post-distillation section (5) were:- reflux ratio: 1.14.- reboiler duty: 0.30 MW.The distillation conditions in post-distillation section (7) were:- reflux ratio: 2.1. - reboiler duty: 0.1 1 MW.Under these conditions the following performance of the distillation columns in post-distillation sections (5) and (7) will be present: <n="14"/>During a period of four years of operation of this cyclohexanone plant, the whole plant, including postdistillation section (5), could be operated continuously at full production capacity without shutting down of the whole plant for cleaning, but with only few (twice per year) short cleanings of post-distillation section (7). However, during these periods of cleaning of post-distillation section (7), the production of essentially pure cyclohexanone could be continued at full capacity, because the other parts of the cyclohexanone plant could remain to be operated as described in the Comparative Experiment. Therefore, the gain in production capacity was about 3600 metric tons/year, compared to the conventional method as described in the Comparative Experiment.

With hydrogen

Product distribution / selectivity; Hide Experimental Procedure

DSM IP ASSETS B.V.

Patent: WO2009/80621 A1, 2009 ; Location in patent: Page/Page column 13-14 ; Title/Abstract Full Text Show Details

Example I The cyclohexanone plant, consisting of a phenol hydrogenation reaction section, a recovery/purification section and a cyclohexanol converter section, as described before and as depicted in Figure 1 , directly after start-up of the clean <n="15"/>plant, theoretically can be operated at an annual production capacity of 100 000 metric tons of essentially pure cyclohexanone. In this example, the vacuum distillation column in distillation section (5) is equipped with structured packing in the upper part of the column, replacing 15 trays. Furthermore, the distillation conditions were kept similar to those in comparative example A.- head pressure: 80 mbar (8 kPa)- bottom pressure: 135 mbar (13.5 kPa)- reflux ratio: 1.3.Under these conditions, the following performance of the vacuum distillation column in postdistillation section (5) is observed one week after start-up:Under these conditions the bottom temperature in the vacuum distillation column of post-distillation section (5) was as low as 156 0C. Fouling was significantly reduced. In order to maintain adequate operation of the plant, the plant had to be shut down every 8 months for a period of 2-4 days to remove the fouling of the vacuum distillation column in post-distillation section (5). As a consequence of the reduced fouling and shut downs for cleaning a gain in the actual annual production capacity of the cyclohexanone plant of over 9 000 metric tons/year can be reached.

With 5-palladium/activated carbon; hydrogen in water

T=199.84°C; P=37503.8 Torr; 0.5 h;

Zhao, Chen; Kou, Yuan; Lemonidou, Angeliki A.; Li, Xuebing; Lercher, Johannes A.

Angewandte Chemie, International Edition, 2009 , vol. 48, p. 3987 - 3990 Angewandte Chemie, 2009 , vol. 121, p. 4047 - 4050 Title/Abstract Full Text View citing articles Show Details

With carbon dioxide; 5 Rh/C; hydrogen

T=50°C; P=30003 - 90009 Torr; 4 h; Supercritical conditions;

Chatterjee; Kawanami; Sato; Yokoyama; Suzuki

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 11-12 p. 1912 - 1924 Title/Abstract Full Text View citing articles Show Details

With carbon dioxide; Pt/Al2O3; hydrogen

T=50°C; P=30003 - 90009 Torr; 4 h; Supercritical conditions;

Chatterjee; Kawanami; Sato; Yokoyama; Suzuki

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 11-12 p. 1912 - 1924 Title/Abstract Full Text View citing articles Show Details

A: 27 %Chromat. B: 73 %Chromat.

With Pd/ASA; hydrogen in water

T=199.84°C; P=37503.8 Torr; 0.5 h; Autoclave; Hide Experimental Procedure

Zhao, Chen; He, Jiayue; Lemonidou, Angeliki A.; Li, Xuebing; Lercher, Johannes A.

Journal of Catalysis, 2011 , vol. 280, # 1 p. 8 - 16 Title/Abstract Full Text View citing articles Show Details

Aqueous-phase HDO of bio-derived phenolic compounds

temperature). Reactions were conducted at 473 K for 0.5 h with a stirring speed of 1000 rpm. After cooling to ambient temperature, the organic products were extracted by ethyl acetate. The organic phase and aqueous phase were both analyzed by a gas chromatograph (GC, Shimadzu 2010, flame ionization detector) with a HP-5 capillary column (30 m .x. 250 μm). A gas chromatograph-mass spectrometer combination (GC-MS, Shimadzu QP 2010S) was used to identify the organic compounds. Internal standards (i.e., 2-isopropylphenol for the organic phase and acetone for the aqueous phase) were used to determine the liquid product concentration and carbon balance. The calculations of conversion and selectivity were based on carbon mole basis. Conversion = (the amount of aromatic ring change during reaction/total amount of aromatic ring) .x. 100percent. Selectivity = (C atoms in each product/total C atoms in the products) .x. 100percent. The carbon balance in the liquid phase for all reported experiments was better than 95 +/- 3percent in this work.The composition of the gas phase was determined by GC (HP 6890) equipped with a plot Q capillary column (30 m .x. 250 μm) with thermal conductivity detector (TCD). We found 99percent hydrogen and trace amounts of CO2 and methanol in the gas phase, so in this work only the changes in the liquid phase were considered.

A: 64 %Chromat. B: 13 %Chromat.

With Pd/SiO2; hydrogen; acetic acid in water

T=199.84°C; P=37503.8 Torr; 0.5 h; Autoclave; Hide Experimental Procedure

Zhao, Chen; He, Jiayue; Lemonidou, Angeliki A.; Li, Xuebing; Lercher, Johannes A.

Journal of Catalysis, 2011 , vol. 280, # 1 p. 8 - 16 Title/Abstract Full Text View citing articles Show Details

Aqueous-phase HDO of bio-derived phenolic compounds

General procedure.The HDO reactions were optimized by varying the pH of the aqueous solution (neutral, acidic, basic), the metal (Pd, Pt, Ru, Rh), the catalyst support (C, Al2O3, SiO2, ASA), as well as by varying the reaction temperature (423, 473, 523 K). The reaction conditions used are noted in the footnotes of the tables. In a typical experiment, phenol or other lignin-derived monomers (0.0106 mol), H3PO4-H2O solution (80 ml, 0.5 wt.percent, pH = 2.1), and Pd/C (0.040 g, 5 wt.percent) were added into an autoclave (Parr, Series 4843, 300 ml). Then, the autoclave was pressured with 5 MPa H2 (ambient temperature). Reactions were conducted at 473 K for 0.5 h with a stirring speed of 1000 rpm. After cooling to ambient temperature, the organic products were extracted by ethyl acetate. The organic phase and aqueous phase were both analyzed by a gas chromatograph (GC, Shimadzu 2010, flame ionization detector) with a HP-5 capillary column (30 m .x. 250 μm). A gas chromatograph-mass spectrometer combination (GC-MS, Shimadzu QP 2010S) was used to identify the organic compounds. Internal standards (i.e., 2-isopropylphenol for the organic phase and acetone for the aqueous phase) were used to determine the liquid product concentration and carbon balance. The calculations of conversion and selectivity were based on carbon mole basis. Conversion = (the amount of aromatic ring change during reaction/total amount of aromatic ring) .x. 100percent. Selectivity = (C atoms in each product/total C atoms in the products) .x. 100percent. The carbon balance in the liquid phase for all reported experiments was better than 95 +/- 3percent in this work.The composition of the gas phase was determined by GC (HP 6890) equipped with a plot Q capillary column (30 m .x. 250 μm) with thermal conductivity detector (TCD). We found 99percent hydrogen and trace amounts of CO2 and methanol in the gas phase, so in this work only the changes in the liquid phase were considered.

With 5 Pd(II)/C(eggshell); hydrogen in water

T=25°C; P=750.075 Torr; 11 h; Autoclave;

Liu, Hongli; Li, Yingwei; Luque, Rafael; Jiang, Huanfeng

Advanced Synthesis and Catalysis, 2011 , vol. 353, # 17 p. 3107 - 3113 Title/Abstract Full Text View citing articles Show Details

With palladium 10 on activated carbon; hydrogen in water

T=100°C; P=3750.38 Torr; 2 h;

Perez, Yolanda; Fajardo, Mariano; Corma, Avelino

Catalysis Communications, 2011 , vol. 12, # 12 p. 1071 - 1074 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=100°C; P=3750.38 Torr;

Matos, Juan; Corma, Avelino

Applied Catalysis A: General, 2011 , vol. 404, # 1-2 p. 103 - 112 Title/Abstract Full Text View citing articles Show Details

With palladium 10 on activated carbon; sodium formate dihydrate in water

T=80°C; 0.25 h; Microwave irradiation;

Cheng, Haiyang; Liu, Ruixia; Wang, Qiang; Wu, Chaoyong; Yu, Yancun; Zhao, Fengyu

New Journal of Chemistry, 2012 , vol. 36, # 4 p. 1085 - 1090 Title/Abstract Full Text View citing articles Show Details

With Pd/γ-Al2O3; hydrogen in water

T=80°C; P=3750.38 Torr; 4 h; Autoclave; chemoselective reaction;

Guan, Yejun; Zhang, Damin; Wang, Yimeng

Catalysis Letters, 2012 , vol. 142, # 10 p. 1225 - 1233 Title/Abstract Full Text View citing articles Show Details

With Ni/Pd(at)MIL-101 T=60°C; P=15001.5 Torr; 48 h; Inert atmosphere;

Hermannsdoerfer, Justus; Friedrich, Martin; Miyajima, Nobuyoshi; Albuquerque, Rodrigo Q.; Kuemmel, Stephan; Kempe, Rhett

Angewandte Chemie - International Edition, 2012 , vol. 51, # 46 p. 11473 - 11477 Angew. Chem., 2012 , vol. 124, # 46 p. 11640 - 11644,5 Title/Abstract Full Text View citing articles Show Details

With Rh0.67Ni0.33; hydrogen in cyclohexane

T=25°C; P=30402 Torr; 6 h; Autoclave; Reagent/catalystPressureSolventTime;

Duan, Haohong; Wang, Dingsheng; Kou, Yuan; Li, Yadong

Chemical Communications, 2013 , vol. 49, # 3 p. 303 - 305 Title/Abstract Full Text View citing articles Show Details

With rhodium(III) chloride; dodecatungstophosphoric acid hydrate; hydrogen in water

T=80°C; P=750.075 Torr; 7 h; Reagent/catalyst;

Chen, Aibing; Zhao, Guoying; Chen, Jinzhu; Chen, Limin; Yu, Yifeng

RSC Advances, 2013 , vol. 3, # 13 p. 4171 - 4175 Title/Abstract Full Text View citing articles Show Details

With palladium/alumina; hydrogen; scandium tris(trifluoromethanesulfonate) in dichloromethane

T=20°C; P=760.051 Torr; 3.5 h;

Shin, Ju Yeon; Jung, Da Jung; Lee, Sang-Gi

ACS Catalysis, 2013 , vol. 3, # 4 p. 525 - 528 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=80°C; P=750.075 Torr; 9 h; Reagent/catalyst;

Chen, Jinzhu; Zhang, Wei; Chen, Limin; Ma, Longlong; Gao, Hui; Wang, Tiejun

ChemPlusChem, 2013 , vol. 78, # 2 p. 142 - 148 Title/Abstract Full Text View citing articles Show Details

With aluminum (III) chloride; platinum; hydrogen in water

T=20°C; P=750.075 Torr; 60 h; Sealed tube; SolventTime;

Yu, Tingting; Wang, Jiaqing; Li, Xinming; Cao, Xueqin; Gu, Hongwei

ChemCatChem, 2013 , vol. 5, # 10 p. 2852 - 2855 Title/Abstract Full Text View citing articles Show Details

With iron(III) chloride; platinum; hydrogen in water

T=60°C; P=750.075 Torr; 24 h; Sealed tube; Reagent/catalystSolvent;

Yu, Tingting; Wang, Jiaqing; Li, Xinming; Cao, Xueqin; Gu, Hongwei

ChemCatChem, 2013 , vol. 5, # 10 p. 2852 - 2855 Title/Abstract Full Text View citing articles Show Details

With platinum on carbon; hydrogen

T=40°C; High pressure; KineticsActivation energy; Temperature;

Yang, Jin; Williams, C. Luke; Ramasubramaniam, Ashwin; Dauenhauer, Paul J.

Green Chemistry, 2014 , vol. 16, # 2 p. 675 - 682 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=90°C; P=760.051 Torr; 16 h; Catalytic behavior;

Zhu, Jing-Fang; Tao, Guo-Hong; Liu, Hang-Yu; He, Ling; Sun, Qian-Hui; Liu, Hai-Chao

Green Chemistry, 2014 , vol. 16, # 5 p. 2664 - 2669 Title/Abstract Full Text View citing articles Show Details

With formic acid; hydrogen in water

T=50°C; P=3750.38 Torr; 4 h; Reagent/catalyst; Hide Experimental Procedure

Zhang, Damin; Ye, Feiyang; Xue, Teng; Guan, Yejun; Wang, Yi Meng

Catalysis Today, 2014 , vol. 234, p. 133 - 138 Title/Abstract Full Text View citing articles Show Details

General procedure: No specific pretreatment was conducted prior to the reaction. 100 mg of as-obtained catalyst was mixed with 10 mL of aqueous phenol solution (0.25 M) into a Teflon-lined (100 mL) stainless steel batch reactor. Once the reactor was cooled to room temperature, the products were analyzed on a Shimadzu GC 2014 equipped with a DB-Wax capillary column (30 m length and 0.25 mm internal diameter). To systematically investigate the hydrogenation mechanism in presence or absence of formic acid, various hydrogenation procedures were conducted as following: (i) Hydrogenation with hydrogen. The reactor was charged with a mixture of 10 mL of aqueous phenol solution and 100 mg of supported Pd catalysts. It was then purged with H2 for five times and then pressurized with 5 bar H2. The reaction mixture was heated up to 50 °C and held for 4 h. (ii) Hydrogenation with formic acid. The reactor was charged with a mixture of 10 mL of aqueous phenol solution, 400 L of formic acid, and desired amount of Pd/AC catalyst (25, 50, 100, and 200 mg). Then it was purged five times with N2 and pressurized with 1, 3, or 5 bar N2. The reactor was heated up to 50 °C and held for 4 h. (iii) Hydrogenation with hydrogen and formic acid. The reactor was charged with a mixture of 10 mL of aqueous phenol solution, 200 L of formic acid, and 100 mg of supported Pd catalysts. The reactor was purged with H2 for five times and then pressurized with 5 bar H2. The reactor was heated up to 50 °C and held for 4 h. (iv) Hydrogenation with hydrogen in presence of additives (acetic acid and sodium formate). The reactor was charged with a mixture of 10 mL of aqueous phenol solution, 100 mg of Pd/AC (or Pd/Al2O3), and 200 L of acetic acid (or 0.680 g sodium formate). The reactor was purged with H2 for five times and then pressurized with 5 bar H2. The reactor was heated up to 50 °C and held for 4 h. (v) Hydrogenation kinetics. A two-neck round-bottom flask was charged with 100 mg catalysts, 10 mL of aqueous phenol solution and desired amount of formic acid or sodium formate. The reaction mixture was heated up to 50 °C under N2 with flow rate of 30 mL/min. For comparison, the hydrogenation with flowing hydrogen was also conducted under otherwise similar conditions.

With hydrogen; sodium formate in water

T=50°C; P=3750.38 Torr; 4 h; Hide Experimental Procedure

Zhang, Damin; Ye, Feiyang; Xue, Teng; Guan, Yejun; Wang, Yi Meng

Catalysis Today, 2014 , vol. 234, p. 133 - 138 Title/Abstract Full Text View citing articles Show Details

General procedure: No specific pretreatment was conducted prior to the reaction. 100 mg of as-obtained catalyst was mixed with 10 mL of aqueous phenol solution (0.25 M) into a Teflon-lined (100 mL) stainless steel batch reactor. Once the reactor was cooled to room temperature, the products were analyzed on a Shimadzu GC 2014 equipped with a DB-Wax capillary column (30 m length and 0.25 mm internal diameter). To systematically investigate the hydrogenation mechanism in presence or absence of formic acid, various hydrogenation procedures were conducted as following: (i) Hydrogenation with hydrogen. The reactor was charged with a mixture of 10 mL of aqueous phenol solution and 100 mg of supported Pd catalysts. It was then purged with H2 for five times and then pressurized with 5 bar H2. The reaction mixture was heated up to 50 °C and held for 4 h. (ii) Hydrogenation with formic acid. The reactor was charged with a mixture of 10 mL of aqueous phenol solution, 400 L of formic acid, and desired amount of Pd/AC catalyst (25, 50, 100, and 200 mg). Then it was purged five times with N2 and pressurized with 1, 3, or 5 bar N2. The reactor was heated up to 50 °C and held for 4 h. (iii) Hydrogenation with hydrogen and formic acid. The reactor was charged with a mixture of 10 mL of aqueous phenol solution, 200 L of formic acid, and 100 mg of supported Pd catalysts. The reactor was purged with H2 for five times and then pressurized with 5 bar H2. The reactor was heated up to 50 °C and held for 4 h. (iv) Hydrogenation with hydrogen in presence of additives (acetic acid and sodium formate). The reactor was charged with a mixture of 10 mL of aqueous phenol solution, 100 mg of Pd/AC (or Pd/Al2O3), and 200 L of acetic acid (or 0.680 g sodium formate). The reactor was purged with H2 for five times and then pressurized with 5 bar H2. The reactor was heated up to 50 °C and held for 4 h. (v) Hydrogenation kinetics. A two-neck round-bottom flask was charged with 100 mg catalysts, 10 mL of aqueous phenol solution and desired amount of formic acid or sodium formate. The reaction mixture was heated up to 50 °C under N2 with flow rate of 30 mL/min. For comparison, the hydrogenation with flowing hydrogen was also conducted under otherwise similar conditions.

With 5 platinum on carbon; hydrogen in water

T=199.84°C; P=15001.5 Torr; 0.5 h; Autoclave; Reagent/catalyst; Hide Experimental Procedure

Guevenatam, Burcu; Kursun, Osman; Heeres, Erik H.J.; Pidko, Evgeny A.; Hensen, Emiel J.M.

Catalysis Today, 2014 , vol. 233, p. 83 - 91 Title/Abstract Full Text View citing articles Show Details

Experimental setup and procedure

General procedure: Stainless-steel autoclaves with an internal volume of 12 mL were used for all reactions. In a typical run, the amount of reactant was 1.6 and 0.8 mmol for monomeric and dimeric compounds, respectively. In each run, 5 mg of catalyst was used. The volume of solvent (water) was 6 mL. After the reactor was loaded with catalyst, reactant and solvent, it was flushed with H2 for 3 times. Then, it was pressurized by H2 to a total pressure 20 bar at room temperature. The autoclave was rapidly heated to 473 K (5 min) under stirring at 1000 rpm with a magnetic stirrer bar. After the reaction, the reactor was quenched in an ice bath. Acidified reaction mixtures were obtained by adding phosphoric acid such that the final concentration was 0.5 wtpercent (pH = 2.1).

With sodium formate in water

T=80°C; 5 h; Sealed tube; Reagent/catalystConcentration; chemoselective reaction;

Chen, Aibing; Li, Yonglei; Chen, Jinzhu; Zhao, Guoying; Ma, Longlong; Yu, Yifeng

ChemPlusChem, 2013 , vol. 78, # 11 p. 1370 - 1378 Title/Abstract Full Text View citing articles Show Details

With Rh-SBA-15 in water

T=20°C; 4 h; Catalytic behavior; TimeConcentration;

Bhorali, Nayanmoni; Ganguli, Jatindra Nath

Catalysis Letters, 2013 , vol. 143, # 3 p. 276 - 281 Title/Abstract Full Text View citing articles Show Details

With hydrogen; Triethylhexylammonium bromide

T=80°C; P=30003 Torr; 3 h; Reagent/catalystTimePressure;

Maksimov; Kuklin; Kardasheva; Karakhanov

Petroleum Chemistry, 2013 , vol. 53, # 3 p. 157 - 163 Neftekhimiya, 2013 , vol. 53, # 3 p. 177 - 184,8 Title/Abstract Full Text View citing articles Show Details

With 5 palladium on charcoal; hydrogen in methanol

T=250°C; P=30003 Torr; 4 h; Autoclave; Catalytic behavior; Solvent;

Feng, Gang; Liu, Zhen; Chen, Ping; Lou, Hui

RSC Advances, 2014 , vol. 4, # 91 p. 49924 - 49929 Title/Abstract Full Text View citing articles Show Details

With 5 palladium on charcoal; hydrogen in water

T=250°C; P=7500.75 Torr; 1 h; Autoclave; Catalytic behavior; Solvent;

Feng, Gang; Liu, Zhen; Chen, Ping; Lou, Hui

RSC Advances, 2014 , vol. 4, # 91 p. 49924 - 49929 Title/Abstract Full Text View citing articles Show Details

T=150°C; P=51717.7 Torr; Autoclave; Reagent/catalyst; Hide Experimental Procedure

EXXONMOBIL CHEMICAL PATENTS INC.; DAKKA, Jihad, M.; SMITH, Charles, Morris; WANG, Kun; BENITEZ, Francisco, M.; GARCIA, Roberto; CHU, John, W.; KUECHLER, Keith, H.; BAI, Chuansheng

Patent: WO2015/13017 A1, 2015 ; Location in patent: Paragraph 0094 ; Title/Abstract Full Text Show Details

14:Example 14: Hydrogenation of Phenol/Cvclohexanone Mixture with xpercentPt/vpercentPd/0.15percentSn/Alumina Catalysts

Example 14: Hydrogenation of Phenol/Cvclohexanone Mixture with xpercentPt/vpercentPd/0.15percentSn/Alumina Catalysts [0094] The process of Example 10 was repeated with a series of catalysts. The results are compared in FIG. 8, where the bar groups correspond to the catalysts with the following compositions: TABLE I It is clear from FIG. 8 that the catalyst of Example 8 (0.5percent Pt + 0.5percent Pd + 0.30percent Sn over A1203) exhibited the highest conversion and selectivity.

With hydrogen in water

T=100°C; P=22502.3 Torr; 3 h; Catalytic behavior;

Sarkar, Bipul; Pendem, Chandrashekar; Konathala, L. N. Sivakumar; Sasaki, Takehiko; Bal, Rajaram

Journal of Materials Chemistry A, 2014 , vol. 2, # 43 p. 18398 - 18404 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=45°C; P=750.075 Torr; 4 h; Reagent/catalyst;

Xu, Xuan; Li, Haoran; Wang, Yong

ChemCatChem, 2015 , vol. 6, # 12 p. 3328 - 3332 Title/Abstract Full Text View citing articles Show Details

With palladium on activated charcoal; hydrogen in water

T=275°C; P=48004.8 Torr; 2 h;

Shafaghat, Hoda; Sirous Rezaei, Pouya; Daud, Wan Mohd Ashri Wan

RSC Advances, 2015 , vol. 5, # 43 p. 33990 - 33998 Title/Abstract Full Text View citing articles Show Details

Stage #1: in water

T=20°C; 0.166667 h; Autoclave; Stage #2: With hydrogen in water

T=150°C; P=30003 Torr; 4 h; Autoclave; Reagent/catalyst;

Wang, Liang; Zhang, Jian; Yi, Xianfeng; Zheng, Anmin; Deng, Feng; Chen, Chunyu; Ji, Yanyan; Liu, Fujian; Meng, Xiangju; Xiao, Feng-Shou

ACS Catalysis, 2015 , vol. 5, # 5 p. 2727 - 2734 Title/Abstract Full Text View citing articles Show Details

With palladium on ceria in hexane

T=25°C; P=750.075 Torr; 4 h; Schlenk technique; Reagent/catalyst;

Nelson, Nicholas C.; Manzano, J. Sebastin; Sadow, Aaron D.; Overbury, Steven H.; Slowing, Igor I.

ACS Catalysis, 2015 , vol. 5, # 4 p. 2051 - 2061 Title/Abstract Full Text View citing articles Show Details

With 2 mol- Pd/C; hydrogen in water

T=90°C; 6 h;

Patil, Rajendra D.; Sasson, Yoel

Applied Catalysis A: General, 2015 , vol. 499, p. 227 - 231 Title/Abstract Full Text View citing articles Show Details

With rhodium(0) nanoparticles stabilized by sulfonic acid functionalized materials institut lavosier-

Ertas, Ilknur Efecan; Gulcan, Mehmet; Bulut, Ahmet; Yurderi, Mehmet;

101 in water

T=50°C; P=3750.38 Torr; 2 h; Autoclave; Catalytic behavior; Reagent/catalystSolvent; Hide Experimental Procedure

Zahmakiran, Mehmet

Journal of Molecular Catalysis A: Chemical, 2015 , vol. 410, p. 209 - 220 Title/Abstract Full Text View citing articles Show Details

4:Catalytic phenol hydrogenation

The hydrogenation was carried out in a Teflon-lined stainless steel batch reactor (40 mL total volume) on the magnetic stirrer and this reactor was equipped with pressure transducer and transmitter that enabled us to monitor the pressure on the computer. In a typical experiment, phenol (235 mg, 2.5 mmol), catalyst (100 mgwith 2.2percent wt Rh loading corresponds to 21.3 mol Rh), and solvent (10.0 mL) were loaded into the reactor. The reactor was sealed and purged with H2 to remove the air for 3 times, and then the reactor was heated to the desired temperature. The vapor pressure of solvent was released and hydrogen was introduced into the reactor after desired temperature was reached and the stirrer was started. After reaction the reactor was placed in ice water to quench the reaction and the products were analyzed on GC. All of the GC analyses were performed on a TRB-WAX column(30 m × 0.25 mm × 0.25 mm) with a Shimadzu GC-2010 equipped with a FID detector. The GC conditions for the product analysis were: injector port temperature: 250 °C; column temperature: initial temperature: 50 °C (1 min); gradient rate: 20 °C/min (10 min);final temperature: 250 °C (3 min); flow rate: 80 mL/min. Cyclohexanone and cyclohexanol were the only reaction products observed. The selectivities and conversions were determined according to the literature methods [31].

With furfural; methanol in water

T=180°C; P=7500.75 Torr; 4 h; Inert atmosphere;

Xu, Ying; Qiu, Songbai; Long, Jinxing; Wang, Chenguang; Chang, Jiamin; Tan, Jin; Liu, Qiying; Ma, Longlong; Wang, Tiejun; Zhang, Qi

RSC Advances, 2015 , vol. 5, # 111 p. 91190 - 91195 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=35°C; P=760.051 Torr; 15 h; Schlenk techniqueGreen chemistry; TemperatureReagent/catalyst;

Lin, Chi-Jui; Huang, Shao-Hsien; Lai, Nien-Chu; Yang, Chia-Min

ACS Catalysis, 2015 , vol. 5, # 7 p. 4121 - 4129 Title/Abstract Full Text Show Details

With hydrogen

T=275°C; P=75007.5 Torr; 5 h; Kinetics; Reagent/catalyst; Hide Experimental Procedure

Mortensen, Peter M.; Grunwaldt, Jan-Dierk; Jensen, Peter A.; Jensen, Anker D.

Catalysis Today, 2016 , vol. 259, p. 277 - 284 Title/Abstract Full Text View citing articles Show Details

Catalyst testing

testingThe experiments were performed in a 300 ml batch reactor fromParr (type 4566 of Hastelloy C steel). In an experiment 1 g of cata-lyst and 50 g of phenol (Sigma–Aldrich, ≥99percent) were poured into thereactor. The mixture was stirred with a propeller at 380–390 rpmand heated to 275C in a hydrogen atmosphere, giving a final pres-sure of 100 bar. The heating rate was around 15C/min. During theexperiments, hydrogen was added continuously to maintain thepressure of 100 bar. The experiments had a total reaction time of5 h. To stop the experiment, the reactor was placed in an ice bathto cool the reactor within 5 min to room temperature. The start ofthe experiment was taken at the time when the heater was turnedon (heating took ca. 20 min) and the end of the experiment wasregarded as the time when the reactor was lowered into the icebath. By threefold repetition of an experiment, it was found thatthis procedure had an uncertainty in the measured yields within±2 molpercent, corresponding to less than 5percent as relative standard devia-tion. Overall there was a good repeatability of the experiments.

With hydrogen in decalin

T=125°C; P=90009 Torr; 2 h; AutoclaveHigh pressure; Kinetics;

Luska, Kylie L.; Migowski, Pedro; El Sayed, Sami; Leitner, Walter

Angewandte Chemie - International Edition, 2015 , vol. 54, # 52 p. 15750 - 15755 Angew. Chem., 2015 , vol. 127, # 52 p. 15976 - 15981,6 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=100°C; 3 h; Autoclave; Reagent/catalyst; Hide Experimental Procedure

Zhao, Mengsi; Shi, Juanjuan; Hou, Zhaoyin

Chinese Journal of Catalysis, 2016 , vol. 37, # 2 p. 234 - 239 Title/Abstract Full Text Show Details

2.3 Hydrogenation of phenol

With hydrogen in water

T=100°C; P=7500.75 Torr; 0.5 h; Autoclave; Catalytic behavior; Reagent/catalystTemperaturePressure; Hide Experimental Procedure

Zhao, Mengsi; Shi, Juanjuan; Hou, Zhaoyin

Chinese Journal of Catalysis, 2016 , vol. 37, # 2 p. 234 - 239 Title/Abstract Full Text Show Details

2.3 Hydrogenation of phenol

With hydrogen in cyclohexane

T=80°C; P=15001.5 Torr; 1 h; Kinetics; Reagent/catalystPressureTemperatureTime; Hide Experimental Procedure

Raut; Nandanwar; Suryawanshi; Chakraborty; Jauhari; Mukhopadhyay; Shenoy; Bajaj

Kinetics and Catalysis, 2016 , vol. 57, # 1 p. 39 - 46 Title/Abstract Full Text View citing articles Show Details

Catalytic Hydrogenation Reaction

Catalyst activity in liquid phase hydrogenation ofphenol was evaluated in 100 mL stainless steel batchreactor (EZESeal Reactor, Autoclave Engineers,United States) equipped with a controlling unit. In atypical hydrogenation experiment, 50 mg of catalyst,500 mg substrate (phenol) and 30 mL solvent (cyclohexane) were loaded into a stainless steel autoclavereactor. The reactor was fitted air tight and flushed withhydrogen three times at room temperature. Then, reactor was brought to desired temperature (80°C) andpressurized with hydrogen (20 bar). From this momentthe reaction time was calculated. Hydrogenation reaction was initiated by stirring (500 rpm) the entire reaction mass. After a stipulated period, the stirring wasstopped and the reactor was abruptly cooled down toroom temperature with the help of icewater mixture,depressurized, opened and decanted the reaction mixture from the catalyst to collect sample for a GC analysis.The samples were analyzed with Bruker 450GCgas chromatograph (GC) using flame ionization detector (FID) having 5percent diphenyl and 95percent dimethylsiloxane capillary column (length 60 m, i. d. 0.25 mm).GC oven temperature was programmed from 45 to220°C. Column temperature was initially kept at 45°C,and then raised to 55°C at 2°C/min. Further, it wasraised to 220°C at 10°C/min. Nitrogen was used as acarrier gas. The retention time of different compoundswere determined by injecting the pure compoundunder the identical conditions. The conversion of phenol (X) and the selectivity to cyclohexanone (S) wascalculated according to following equations:X = (Ct/C0) × 100,S = Cc/CΣ × 100,where Ct is moles of phenol reacted, C0 is moles of phenol initially added, Cc is moles of cyclohexane formed,CΣ is moles of all products formed

With platinum on activated charcoal; isopropyl alcohol

T=60°C; Electrochemical reaction; Reagent/catalyst;

Huang, Shiqi; Wu, Xuemei; Chen, Wei; Wang, Tao; Wu, Yao; He, Gaohong

Green Chemistry, 2016 , vol. 18, # 8 p. 2353 - 2362 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=20°C; P=7500.75 Torr; 1 h; Autoclave; Reagent/catalyst;

Shi, Juanjuan; Zhao, Mengsi; Wang, Yingyu; Fu, Jie; Lu, Xiuyang; Hou, Zhaoyin

Journal of Materials Chemistry A, 2016 , vol. 4, # 16 p. 5842 - 5848 Title/Abstract Full Text View citing articles Show Details

15 Synthesize Find similar

Synthesize Find similar

Rx-ID: 1517996 Find similar reactions

96%

Stage #1: in ethanol

T=20°C; Stage #2: With water in ethanol

T=20°C;

Rohman, Md. Rumum; Rajbangshi, Mantu; Laloo, Badaker M.; Sahu, Priti R.; Myrboh, Bekington

Tetrahedron Letters, 2010 , vol. 51, # 21 p. 2862 - 2864 Title/Abstract Full Text View citing articles Show Details

93%

With Glyoxilic acid; Amberlyst 15

0.05 h; microwave irradiation;

Chavan; Soni; Kamat

Synlett, 2001 , # 8 p. 1251 - 1252 Title/Abstract Full Text View citing articles Show Details

90%

With potassium superoxide; tetraethylammonium bromide in N,N-dimethyl-formamide

T=20°C; 3 h;

Singh, Satish Kumar; Singh, Krishna Nand

Phosphorus, Sulfur and Silicon and the Related Elements, 2009 , vol. 184, # 9 p. 2339 - 2343 Title/Abstract Full Text View citing articles Show Details

With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate

T=20°C; 0.666667 h; Hide Experimental Procedure

Khurana, Jitender M.; Magoo, Devanshi; Dawra, Kiran

Monatshefte fur Chemie, 2016 , vol. 147, # 6 p. 1113 - 1116 Title/Abstract Full Text Show Details

Hide Details

89%

General procedure: deprotection of 2-methyl-2-phenyl-1,3-oxathiolane (1a)

General procedure: In a typical reaction, a 50 cm3 round-bottomed flask fittedwith a reflux condenser was mounted over a magnetic stirrer and 0.2 g 1a (1.11 mmol) dissolved in 10 cm3 ofmethanol was placed in it. NiCl26H2O (2.1 g, 8.88 mmol)was added followed by 0.33 g NaBH4 (8.88 mmol) cautiously.The reaction mixture was stirred vigorously atroom temperature. The progress of the reaction wasmonitored by TLC using ethyl acetate:petroleum ether(5:95) as eluent. TLC showed complete disappearance ofthe starting material after 2 h. The reaction was quenchedby adding 10 cm3 of methanol. The reaction mixture wasfiltered through a Celite pad (*2.5 cm) and washed withmethanol (2 9 10 cm3). Water (20 cm3) was added to thefiltrate, which was extracted with ethyl acetate(3 9 10 cm3). The combined extract was dried over anhyd.MgSO4. After concentration, followed by column chromatographyon neutral alumina using ethylacetate:petroleum ether (3:97, v/v) as eluent, acetophenonewas obtained in 82 percent yield as characterized by superimposableIR spectra and 1H NMR spectra. 55 % Chromat.

With benzeneseleninic anhydride in tetrahydrofuran

7.5 h; Ambient temperature;

Cussans, Nigel J.; Ley, Steven V.; Barton, Derek H. R.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1654 - 1657 Title/Abstract Full Text View citing articles Show Details

With C48H24N4O8(6-)*1.5C10H8N2*3C3H7NO*4H2O*3Zn(2+); oxygen in acetonitrile

P=760.051 Torr; 1.5 h; Irradiation;

Zhao, Fang-Yao; Li, Wen-Juan; Guo, An; Chang, Lan; Li, Yue; Ruan, WenJuan

RSC Advances, 2016 , vol. 6, # 31 p. 26199 - 26202

Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

16 Synthesize Find similar

Synthesize Find similar

Rx-ID: 1609113 Find similar reactions

With pyridine; bis(bipyridine)copper(I); oxygen in acetonitrile

T=22°C; P=760 Torr; other methylenic hydrocarbons; other catalyst and oxygenating agent; also in absence of O2; kinetic isotope effect <K> investigation; Product distribution;

Sobkowiak, Andrzej; Qui, Aimin; Liu, Xiu; Llobet, Antoni; Sawyer, Donald T.

Journal of the American Chemical Society, 1993 , vol. 115, # 2 p. 609 - 614 Title/Abstract Full Text View citing articles Show Details

With lt;Fe2(TPA)2O(OAc)gt;(ClO4)3 in acetonitrile

T=25°C; P=760 Torr; 0.25 h; var. times, solvents, and reaction partner systems; Product distributionMechanism;

Leising, Randolph A.; Kim, Jinheung; Perez, Miguel A.; Que Jr., Lawrence

Journal of the American Chemical Society, 1993 , vol. 115, # 21 p. 9524 - 9530 Title/Abstract Full Text View citing articles Show Details

With [2,2]bipyridinyl; manganese(II) perchlorate in acetonitrile

1.5 h; Ambient temperaturevar. ratio of Mn2+/bipy, catalyst, oxidizing agent, further with alcohols; Product distribution;

Menage, Stephane; Collomb-Dunand-Sauthier, Marie-Noe.; Lambeaux, Claude; Fontecave, Marc

Journal of the Chemical Society, Chemical Communications, 1994 , # 16 p. 1885 1886 Title/Abstract Full Text View citing articles Show Details

With ruthenium trichloride

T=20°C; Yield given. Yields of byproduct given;

Launay, Franck; Roucoux, Alain; Patin, Henri

Tetrahedron Letters, 1998 , vol. 39, # 11 p. 1353 - 1356 Title/Abstract Full Text View citing articles Show Details

With iron(II) in acetonitrile

T=25°C; 0.0833333 h; Yield given;

Vincent, Jean-Marc; Bearnais-Barbry, Stephane; Pierre, Celine; Verlhac, Jean-Baptiste

Journal of the Chemical Society - Dalton Transactions, 1999 , # 12 p. 1913 - 1914 Title/Abstract Full Text View citing articles Show Details

With colloidal ruthenium in water

T=20°C; 4 h; Green chemistry; Catalytic behavior;

Denicourt-Nowicki, Audrey; Lebedeva, Anastasia; Bellini, Clément; Roucoux, Alain

ChemCatChem, 2016 , vol. 8, # 2 p. 357 - 362 Title/Abstract Full Text View citing articles Show Details

Hide Details

Synthesize Find similar

17 Synthesize Find similar

Rx-ID: 1731930 Find similar reactions

A: 0.8% B: 98.2%

With hydrogen; lt;Rh(NBD)(PEt3)2gt;(1+)*ClO4(1-) in methanol

T=30°C; P=735.5 Torr; 5 h;

Fujitsu, Hiroshi; Matsumura, Eiichi; Takeshita, Kenjiro; Mochida, Isao

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 2650 - 2655 Title/Abstract Full Text View citing articles Show Details

A: 0.8% B: 98.2%

With hydrogen; lt;Rh(NBD)(PEt3)2gt;(1+)*ClO4(1-) in methanol

T=30°C; P=735.5 Torr; 5 h;

Fujitsu, Hiroshi; Matsumura, Eiichi; Takeshita, Kenjiro; Mochida, Isao

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 2650 - 2655

Title/Abstract Full Text View citing articles Show Details

With C8H13O2S2(3-)*Na(1+)*Rh(1+)*H(1+); hydrogen in water; toluene

T=60°C; P=15001.5 Torr; 4 h; Inert atmosphereSchlenk techniqueAutoclave; Show Experimental Procedure

Paganelli; Piccolo; Pontini; Tassini; Rathod

Catalysis Today, 2015 , vol. 247, p. 64 - 69 Title/Abstract Full Text View citing articles Show Details

A: 69% B: 31%

With hydrogen; OsII(PPh3)3(CO)(H)Br in toluene

T=150°C; P=3800 Torr; 2 h;

Sanchez-Delgado, Roberto A.; Andriollo, Antida; Gonzalez, Edgar; Valencia, Norma; Leon, Vladimir; Espidel, Jouseff

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1985 , p. 1859 - 1864 Title/Abstract Full Text Show Details

A: 33% B: 67%

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen in water; toluene

T=40°C; P=37503.8 Torr; 4 h; chemoselective reaction;

Marchetti, Mauro; Minello, Fabiola; Paganelli, Stefano; Piccolo, Oreste

Applied Catalysis A: General, 2010 , vol. 373, # 1-2 p. 76 - 80 Title/Abstract Full Text View citing articles Show Details

A: 44% B: 5%

With tri-n-butyl-tin hydride; zinc(II) chloride in tetrahydrofuran

18 h; Ambient temperature;

Four, P.; Guibe, F.

Tetrahedron Letters, 1982 , vol. 23, # 17 p. 1825 - 1828 Title/Abstract Full Text View citing articles Show Details

A: 42% B: 4%

With tri-n-butyl-tin hydride; dibutyl tin diiodide in tetrahydrofuran

2 h; Ambient temperature;

Kawakami, Takayo; Miyatake, Masato; Shibata, Ikuya; Baba, Akio

Journal of Organic Chemistry, 1996 , vol. 61, # 1 p. 376 - 379 Title/Abstract Full Text View citing articles Show Details

A: 42% B: 4%

With tri-n-butyl-tin hydride; dibutyl tin diiodide in tetrahydrofuran

2 h; Ambient temperature;

Kawakami, Takayo; Miyatake, Masato; Shibata, Ikuya; Baba, Akio

Journal of Organic Chemistry, 1996 , vol. 61, # 1 p. 376 - 379 Title/Abstract Full Text View citing articles Show Details

A: 41% B: 3%

With dibutyltin; Dibutyldifluorotin; lithium iodide in tetrahydrofuran

T=20°C; Reduction;

Moriuchi-Kawakami, Takayo; Matsuda, Haruo; Shibata, Ikuya; Miyatake, Masato; Suwa, Toshihiro; Baba, Akio

Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 3 p. 465 - 470 Title/Abstract Full Text View citing articles Show Details

A: 10% B: 19%

With di(rhodium)tetracarbonyl dichloride; hydrogen in ethanol

T=25°C; P=15001.5 Torr; 20 h; Reagent/catalyst; regioselective reaction;

Jagtap; Kaji; Fukuoka; Hara

Chemical Communications, 2014 , vol. 50, # 39 p. 5046 - 5048 Title/Abstract Full Text View citing articles Show Details

With isopropyl alcohol; lt;Ru4(CO)12(C6H6O)gt;

T=82°C; 6 h; Yield given. Yields of byproduct given;

Bhaduri, Sumit; Sapre, Niteen; Sharma, Krishna; Jones, Peter G.; Carpenter, Gene

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1990 , # 4 p. 1305 - 1311 Title/Abstract Full Text View citing articles Show Details

With hydrogen; hydrido(triphenylphosphine)copper(I) hexamer; copper; triphenylphosphine in benzene-d6

P=10343 Torr; 1 h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Mahoney, Wayne S.; Stryker, Jeffrey M.

Journal of the American Chemical Society, 1989 , vol. 111, # 24 p. 8818 - 8823 Title/Abstract Full Text View citing articles Show Details

in water

electrodeposited Ni particles in Nafion film coated graphite electrode, -1.2 V, aq. NaClO4;

Yamada, Tsukasa; Osa, Tetsuo; Matsue, Tomokazu

Chemistry Letters, 1987 , p. 1611 - 1612 Title/Abstract Full Text Show Details

With isopropyl alcohol; Ru3(CO)12

T=82°C; 6 h; addn. of cyclohexane, other catalysts, other alcohols; Product distribution;

Bhaduri, Sumit; Sapre, Niteen; Sharma, Krishna; Jones, Peter G.; Carpenter, Gene

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1990 , # 4 p. 1305 - 1311 Title/Abstract Full Text View citing articles Show Details

With hydrogen; hydrido(triphenylphosphine)copper(I) hexamer; copper; triphenylphosphine in benzene-d6

Mahoney, Wayne S.; Stryker, Jeffrey M.

Journal of the American Chemical Society, 1989 , vol. 111, # 24 p. 8818 - 8823

A: 90% B: 9%

Hide Details

P=10343 Torr; 1 h; Ambient temperatureother pressure of H2, other times, also without Ph3P/Cu or with Hg(0); Product distribution;

Title/Abstract Full Text View citing articles Show Details

With potassium hydroxide; isopropyl alcohol; immobilized rhodium

T=82.4°C; Rate constant;

Dovganyuk, V. F.; Isaeva, V. I.; Sharf, V. Z.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1988 , vol. 37, # 6 p. 1074 - 1078 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1988 , # 6 p. 1223 - 1228 Title/Abstract Full Text View citing articles Show Details

With isopropyl alcohol; [Ru4(.mu.-H)4(CO)12]

T=82.4°C; 8 h; other donors, other catalysts, addition of NaOH; addition of radical inhibitors (2,6di-tert-butyl-4-methylphenol or CCl4); Product distributionMechanismRate constant;

Bhaduri, Sumit; Sharma, Krishna; Mukesh, Doble

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1993 , # 8 p. 1191 - 1200 Title/Abstract Full Text View citing articles Show Details

With cell suspension of Medicago sativa

T=26°C; reaction time 1-8 days; Product distribution;

Kergomard, Alain; Renard, Michel F.; Veschambre, Henri; Courtois, Didier; Petiard, Vincent

Phytochemistry (Elsevier), 1988 , vol. 27, # 2 p. 407 - 410 Title/Abstract Full Text View citing articles Show Details

in water

10 h; microbioological reduction with Tetrahymena pyriformis strain GL; effect of reaction time; other α,β-unsaturated ketone;; Product distribution;

Kergomard; Renard; Veschambre; et al.

Agricultural and Biological Chemistry, 1986 , vol. 50, # 2 p. 487 - 489 Title/Abstract Full Text View citing articles Show Details

With Streptomyces albus sub sp. NRRL B1476 in various solvent(s) T=27°C; 48 h; effect of the micro-organism strain, the substance concentration and the aeration; reaction of the 2-methyl derivative; Product distribution;

Kergomard, Alain; Renard, Michel F.; Veschambre, Henri

Agricultural and Biological Chemistry, 1985 , vol. 49, # 5 p. 1497 - 1500 Title/Abstract Full Text Show Details

A: 90 % Turnov. B: 10 % Turnov.

With isopropyl alcohol; H4Ru4(CO)8lt;P(CH2CH2CH2CH3)3gt;4

T=82°C; 16 h; Product distribution;

Bhaduri, Sumit; Sharma, Krishna

Journal of the Chemical Society, Chemical Communications, 1988 , # 3 p. 173 - 174 Title/Abstract Full Text View citing articles Show Details

With boric acid; sodium chloride in methanol; water

Ambient temperatureelectrocatalytic hydrogenation at nickel boride electrode; other nickel electrodes; other conjugated enones; effect of water percentage; var. pH; Product distribution;

Mahdavi, Behzad; Chambrion, Philippe; Binette, Julie; Martel, Eric; Lessard, Jean

Canadian Journal of Chemistry, 1995 , vol. 73, # 6 p. 846 - 852 Title/Abstract Full Text Show Details

A: 60 % Chromat.

With Amberlite IRA-400; borohydride form; copper(II) sulfate in methanol

T=20°C; Reduction; 0.25 h;

Sim, Tae Bo; Yoon, Nung Min

Bulletin of the Chemical Society of Japan, 1997 , vol. 70, # 5 p. 1101 - 1107 Title/Abstract Full Text View citing articles Show Details

With sodium hydroxide; isopropyl alcohol; nickel dibromide

Catalytic hydrogenation; 48 h; Heating; Title compound not separated from byproducts;

Page, Matthew D. Le; James, Brian R.

Chemical Communications (Cambridge, United Kingdom), 2000 , # 17 p. 1647 1648 Title/Abstract Full Text Show Details

A: 58 % Chromat. B: 6 % Chromat.

With ethylene dibromide; sodium iodide; nickel dibromide in N,N-dimethyl-formamide

Electrochemical reaction; Product distribution; Further Variations:Reagents;

Da Silva, Aderivaldo P.; Maia, Ana Carolina S.; Navarro, Marcelo

Tetrahedron Letters, 2005 , vol. 46, # 18 p. 3233 - 3235 Title/Abstract Full Text View citing articles Show Details

A: 82 % Chromat. B: 5 % Chromat.

With isopropyl alcohol; hydridochlorotris(triphenylphosphine)ruthenium(II) in benzene

1 h; Heating; Product distribution; Further Variations:Temperatures;

Doi, Takashi; Fukuyama, Takahide; Horiguchi, Jiro; Okamura, Takahiro; Ryu, Ilhyong

Synlett, 2006 , # 5 p. 721 - 724 Title/Abstract Full Text View citing articles Show Details

With 5-palladium/activated carbon; hydrogen in carbon dioxide

T=40°C; P=90009 Torr; 0.166667 h; liquid CO2;

Chatterjee, Maya; Yokoyama, Toshirou; Kawanami, Hajime; Sato, Masahiro; Suzuki, Toshishige

Chemical Communications, 2009 , # 6 p. 701 - 703 Title/Abstract Full Text View citing articles Show Details

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium formate; Ntosylethylenediamine in water

Li, Xuefeng; Li, Liangchun; Tang, Yuanfu; Zhong, Ling; Cun, Linfeng; Zhu, Jin; Liao, Jian; Deng, Jingen

T=60°C; 2 h; Inert atmosphere; chemoselective reaction;

Journal of Organic Chemistry, 2010 , vol. 75, # 9 p. 2981 - 2988 Title/Abstract Full Text View citing articles Show Details

A: 23.9 %Chromat. B: 76.1 %Chromat.

With [Ru(.eta.2-1,3-di-p-tolyltriazenide)(.eta.6-p-cymene)(P(OEt)3)] (tetraphenylborate); hydrogen in toluene

T=80°C; P=38002.6 Torr; 22 h; Autoclave;

Albertin, Gabriele; Antoniutti, Stefano; Castro, Jesus; Paganelli, Stefano

Journal of Organometallic Chemistry, 2010 , vol. 695, # 18 p. 2142 - 2152 Title/Abstract Full Text View citing articles Show Details

A: 88.1 %Chromat. B: 11.9 %Chromat.

With [Ru(.eta.2-1,3-di-p-tolyltriazenide)(.eta.6-p-cymene)(P-i-Pr3)] (tetraphenylborate); hydrogen in toluene

T=80°C; P=38002.6 Torr; 22 h; Autoclave;

Albertin, Gabriele; Antoniutti, Stefano; Castro, Jesus; Paganelli, Stefano

Journal of Organometallic Chemistry, 2010 , vol. 695, # 18 p. 2142 - 2152 Title/Abstract Full Text View citing articles Show Details

A: 60 %Chromat. B: 72 %Chromat.

With Ir(cod)Cl{(SR,RS)-(PZA-NMe2)}; sodium formate; mercury in methanol; water

T=80°C; 24 h; Inert atmosphere; chemoselective reaction;

Guerriero, Antonella; Erlandsson, Mikael; Ienco, Andrea; Krogstad, Donald A.; Peruzzini, Maurizio; Reginato, Gianna; Gonsalvi, Luca

Organometallics, 2011 , vol. 30, # 7 p. 1874 - 1884 Title/Abstract Full Text View citing articles Show Details

A: 16.3 %Chromat. B: 71.3 %Chromat.

With Ir(cod)Cl{(SR,RS)-(PZA-NMe2)}; sodium formate in methanol; water

T=80°C; 24 h; Inert atmosphere; chemoselective reaction;

Guerriero, Antonella; Erlandsson, Mikael; Ienco, Andrea; Krogstad, Donald A.; Peruzzini, Maurizio; Reginato, Gianna; Gonsalvi, Luca

Organometallics, 2011 , vol. 30, # 7 p. 1874 - 1884 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=90°C; 4 h;

Hu, Yu; Yu, Yinyin; Hou, Zhenshan; Yang, Hanming; Feng, Bo; Li, Huan; Qiao, Yunxiang; Wang, Xiangrui; Hua, Li; Pan, Zhenyan; Zhao, Xiuge

Chemistry - An Asian Journal, 2010 , vol. 5, # 5 p. 1178 - 1184 Title/Abstract Full Text View citing articles Show Details

With sodium formate in water

T=100°C; 12 h; chemoselective reaction;

Bagal, Dattatraya B.; Qureshi, Ziyauddin S.; Dhake, Kishor P.; Khan, Shoeb R.; Bhanage, Bhalchandra M.

Green Chemistry, 2011 , vol. 13, # 6 p. 1490 - 1494 Title/Abstract Full Text View citing articles Show Details

A: 87 %Chromat. B: 12.5 %Chromat.

With sodium tetrahydroborate; 2,5 palladium on carbon; acetic acid in toluene

T=20°C; 1 h; Inert atmosphere; chemoselective reaction; Hide Experimental Procedure

Russo, Alyssa T.; Amezcua, Kerstin L.; Huynh, Vincent A.; Rousslang, Zach M.; Cordes, David B.

Tetrahedron Letters, 2011 , vol. 52, # 50 p. 6823 - 6826 Title/Abstract Full Text View citing articles Show Details

Representative Analytical Scale Procedure:

General procedure: A 25 mL round-bottomed flask with stir bar is flushed with inert gas and charged with Pd/C catalyst (2.5 mol percent), the substrate (1 mmol), tert-butylbenzene (internal standard, 1 mmol), and 5 mL of toluene. The flask is clamped over a magnetic stirrer, and the contents are stirred. Acetic acid (2 mmol) is added in a single portion via pipette. Powdered NaBH4 (4 mmol) is added in a single portion directly to the stirring heterogeneous solution (Note: Addition of the NaBH4 causes the rapid evolution of small hydrogen gas bubbles. Avoid open flames). The contents of the reaction flask are left to stir in the open air at room temperature for 1 h. Workup is conducted by quenching the reaction mixture with several mLs of 0.1 M HCl until no further hydrogen evolution is observed. The solution is then made basic using NaHCO3 and the organic portion is extracted after the addition of diethyl ether. The organic layer is then dried with MgSO4 and then filtered through glass wool or celite. Reactions are analyzed by GC/MS. A: 68 %Chromat. B: 32 %Chromat.

With (acetylacetonato)dicarbonylrhodium (l); hydrogen; captopril in toluene

T=60°C; P=37503.8 Torr; pH=7.2; 21 h; aq. phosphate bufferAutoclave;

Di Dio, Sabrina; Marchetti, Mauro; Paganelli, Stefano; Piccolo, Oreste

Applied Catalysis A: General, 2011 , vol. 399, # 1-2 p. 205 - 210 Title/Abstract Full Text View citing articles Show Details

With potassium tert-butylate; hydrogen; [Rh(COD)(Ph2PCH2CH2NH2)]BF4 in isopropyl alcohol

T=20°C; P=5931.67 - 10069 Torr; 2 h; Autoclave; Hide Experimental Procedure

Abdur-Rashid, Kamaluddin; Amoroso, Dino; Chen, Xuanhua; Guo, Rongwei; Lu, Shuiming; Tsang, Chi-Wing

Patent: US2012/46479 A1, 2012 ; Location in patent: Page/Page column 15-16 ; Title/Abstract Full Text Show Details

In an Ar-filled flask, catalyst (0.005 mmol) and base (0.18 mmol; where necessary) were combined in the desired solvent (3 mL). This mixture was stirred at ambient temperature for 5 minutes and then transferred to a 50 mL autoclave which had been previously charged with substrate (1 mmol) and solvent (2 mL). The autoclave was then purged three times with H2 (100 psig) and finally pressurized to 180 psig. The reaction mixture was stirred overnight at ambient temperature. Conversion was monitored by a combination of 1H NMR and GC. A: 63 %Spectr. B: 17

With formic acid; [(η6-benzene)RuCl(4,4′-dimethoxy-2,2′-bipyridine)]BF4; sodium formate in water

T=80°C; pH=4; 20 h; Inert atmosphereSchlenk technique; Catalytic

Aliende, Cristina; Perez-Manrique, Mercedes; Jalon, Felix A.; Manzano, Blanca R.; Rodriguez, Ana M.; Espino, Gustavo

Organometallics, 2012 , vol. 31, # 17 p. 6106 - 6123

%Spectr.

behavior; Reagent/catalystTime;

Title/Abstract Full Text View citing articles Show Details

With pentamethylcyclopentadienyl(iridium(N-(2-(pyridin-2yl)ethyl)methanesulfonamide))chloride in isopropyl alcohol

T=85°C; 6 h; Catalytic behavior;

Ruff, Andrew; Kirby, Christopher; Chan, Benny C.; O'Connor, Abby R.

Organometallics, 2016 , vol. 35, # 3 p. 327 - 335 Title/Abstract Full Text View citing articles Show Details

With 4-(4-methoxyphenyl)-3-methyl-1-(pyridin-2-yl)-1H-1,2,3-triazolium chloro(pcymene)osmium(II) hexafluorophosphate; potassium hydoxide in isopropyl alcohol

T=100°C; 18 h; Schlenk techniqueInert atmosphere; Reagent/catalyst;

Bolje, Aljoša; Hohloch, Stephan; Košmrlj, Janez; Sarkar, Biprajit

Dalton Transactions, 2016 , vol. 45, # 40 p. 15983 - 15993 Title/Abstract Full Text Show Details

18 Synthesize Find similar

Synthesize Find similar

Rx-ID: 1754097 Find similar reactions

99%

With [Ru(.eta.(3):.eta.(3)-C10H16)Cl(O2CCH3)] in aq. phosphate buffer

T=50°C; pH=7; 10 h; Sealed tubeInert atmosphere;

Ríos-Lombardía, Nicolás; Vidal, Cristian; Liardo, Elisa; Morís, Francisco; García-Álvarez, Joaquín; González-Sabín, Javier

Angewandte Chemie - International Edition, 2016 , vol. 55, # 30 p. 8691 - 8695 Angew. Chem., 2016 , vol. 128, # 30 p. 8833 - 8837,5 Title/Abstract Full Text View citing articles Show Details

With perchloric acid; acetaldehyde; acetone; sodium chloride in water

T=25°C; Irradiation; Rate constantEquilibrium constant;

Keeffe; Kresge; Schepp

Journal of the American Chemical Society, 1990 , vol. 112, # 12 p. 4862 - 4868 Title/Abstract Full Text View citing articles Show Details

With sulfuric acid in water

T=25°C; Rate constantEquilibrium constant;

Dubois, Jaques-Emile; El-Alaoui, Mohiedine; Toullec, Jean

Journal of the American Chemical Society, 1981 , vol. 103, # 18 p. 5393 - 5401 Title/Abstract Full Text View citing articles Show Details

in water

T=25°C; ionic strength: 0.01 M; Equilibrium constant;

Keeffe, J. R.; Kresge, A. J.; Schepp, N. P.

Journal of the American Chemical Society, 1988 , vol. 110, # 6 p. 1993 - 1995 Title/Abstract Full Text View citing articles Show Details

T=19.9 - 59.9°C; keto-enol-tautomerism, keto-enol-association; ΔH; Equilibrium constantThermodynamic data;

Domonkos, Laszlo; Ratkovics, Ferenc

Monatshefte fuer Chemie, 1988 , vol. 119, p. 177 - 186 Title/Abstract Full Text View citing articles Show Details

Hide Details

Synthesize Find similar

19 Synthesize Find similar

Rx-ID: 1826078 Find similar reactions

A: 93%

With silica-boria catalyst

T=250°C;

Sato, Satoshi; Sakurai, Hiroaki; Urabe, Kazuo; Izumi, Yusuke

Chemistry Letters, 1985 , p. 277 - 278 Title/Abstract Full Text Show Details

With silica-boria

T=250°C; Effect of silica-boria catalyst.; Product distribution;

Sato, Satoshi; Sakurai, Hiroaki; Urabe, Kazuo; Izumi, Yusuke

Chemistry Letters, 1985 , p. 277 - 278 Title/Abstract Full Text Show Details

With benzene; boria-hydroxyapatite

T=300°C; further catalysts; Product distribution;

Izumi, Yusuke; Sato, Satoshi; Urabe, Kazuo

Chemistry Letters, 1983 , p. 1649 - 1652 Title/Abstract Full Text Show Details

With potassium phosphate

T=350°C; study of activity and selectivity of various phosphate catalysts in the Beckmann rearrangement; other temperatures; other catalysts; Product distribution;

Vitarelli, Pietro; Cavallaro, Stefano; Maggiore, Rosario; Cimino, Giuseppe; Caristi, Corrado; Galvagno, Signorino

Gazzetta Chimica Italiana, 1982 , vol. 112, # 11/12 p. 493 - 498 Title/Abstract Full Text Show Details

With calcined hierarchical silicalite-1 octahedra comprising highly-branched and orthogonallystacked nanoplates catalyst in ethanol

T=349.84°C; Beckmann Rearrangement; Inert atmosphere;

Chang, Albert; Hsiao, Hsu-Ming; Chen, Tsai-Hsiu; Chu, Ming-Wen; Yang, Chia-Min

Chemical Communications, 2016 , vol. 52, # 80 p. 11939 - 11942 Title/Abstract Full Text Show Details

Hide Details

20 Synthesize Find similar

Synthesize Find similar

Rx-ID: 1826085 Find similar reactions

100%

With copper(II) sulfate in tetrahydrofuran; methanol; water

3 h; Heating;

Attanasi, Orazio; Gasperoni, Simonetta; Carletti, Claudio

Journal fuer Praktische Chemie (Leipzig), 1980 , vol. 322, # 6 p. 1063 - 1066 Title/Abstract Full Text Show Details

100%

With bis(1-CH2Ph-3,5,7-3N-1-N(1+)tricyclo[3.3.1.13,7]decaneS2O8 in acetonitrile

Oxidation; 0.333333 h; Heating;

Minghu, Wu; Guichun, Yang; Zuxing, Chen

Synthetic Communications, 2000 , vol. 30, # 17 p. 3127 - 3131 Title/Abstract Full Text View citing articles Show Details

100%

With Co1.4Cu1.6[Co(CN)6]2; oxygen in ethanol; water

T=100°C; P=3750.38 Torr; 3 h; Reagent/catalystTimeSolvent; Hide Experimental Procedure

Garcia-Ortiz, Alma; Grirrane, Abdessamad; Reguera, Edilso; Garcia, Hermenegildo

Journal of Catalysis, 2014 , vol. 311, p. 386 - 392 Title/Abstract Full Text View citing articles Show Details

4.3. Catalytic experiments

General procedure: Catalytic experiments were performed in reinforced glass semicontinuous reactors equipped with temperature and pressure controllers. For each reaction, a 2-ml mixture of reactants and solvent was placed into the reactor (3 ml capacity) together with appropriate amount of catalyst. The reaction conditions for acid (HCl or H2SO4)-catalyzed hydrolysis of cyclohexanone oxime (0..5 mmol) employed a catalyst (HCl or H2SO4)/substrate ratio: 1 or 5 molpercent, respectively, in2 ml EtOH/H2O 1:1 as solvent at 100 °C under 5 bar oxygen pressure. Hide Details

98%

With (cetyl)Me3N(1+)MnO4(1-) in dichloromethane

T=25°C; 0.25 h;

Vankar, Padma; Rathore, Rajendra; Chandrasekaran, Srinivasan

Journal of Organic Chemistry, 1986 , vol. 51, # 15 p. 3063 - 3065 Title/Abstract Full Text View citing articles Show Details

98%

With (cetyl)Me3N(1+)MnO4(1-) in dichloromethane

T=25°C; 0.25 h; other oximes and (2,4-dinitrophenyl)hydrazones; other time;

Vankar, Padma; Rathore, Rajendra; Chandrasekaran, Srinivasan

Journal of Organic Chemistry, 1986 , vol. 51, # 15 p. 3063 - 3065 Title/Abstract Full Text View citing articles Show Details

98%

With Oxonereg;; water; potassium hydrogencarbonate in acetone

0.25 h; Heating;

Hajipour, Abdol Reza; Mahboubghah, Nasrien

Organic Preparations and Procedures International, 1999 , vol. 31, # 1 p. 112 116 Title/Abstract Full Text View citing articles Show Details

98%

With dihydrogen peroxide; PFC in acetone

T=0 - 10°C; 3 h;

Ganguly; Sukai; De

Synthetic Communications, 2001 , vol. 31, # 10 p. 1607 - 1612 Title/Abstract Full Text View citing articles Show Details

98%

With hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide in water; acetic acid

T=20°C; 1 h;

Ganguly, Nemai C.; Nayek, Subhasish; Barik, Sujoy Kumar; Dutta, Sanjoy

Journal of the Indian Chemical Society, 2008 , vol. 85, # 7 p. 711 - 716 Title/Abstract Full Text View citing articles Show Details

98%

With water; dihydrogen peroxide; iodine in acetonitrile

T=20°C; 1 h;

Ganguly, Nemai C.; Nayek, Subhasis; Barik, Sujoy Kumar

Synthetic Communications, 2009 , vol. 39, # 22 p. 4053 - 4061 Title/Abstract Full Text View citing articles Show Details

97%

With iodine in acetonitrile

deoximation; 3 h; Heating;

Yadav; Sasmal, Pradip K.; Chand, Pratap K.

Synthetic Communications, 1999 , vol. 29, # 21 p. 3667 - 3671 Title/Abstract Full Text View citing articles Show Details

97%

With dihydrogen peroxide; phosphotungstic acid in various solvent(s) T=20°C; 3 h; Product distribution; Further Variations:Catalysts;

Jain, Nidhi; Kumar, Anil; Chauhan, Shive M.S.

Tetrahedron Letters, 2005 , vol. 46, # 15 p. 2599 - 2602 Title/Abstract Full Text View citing articles Show Details

96%

With potassium permanganate in water; acetonitrile

T=25°C; 1 h;

Wali, Anil; Ganeshpure, Pralhad A.; Satish, Sheo

Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 6 p. 1847 - 1848 Title/Abstract Full Text Show Details

96%

With benzyltriphenylphosphonium dichromate; silica gel

0.0666667 h;

Hajipour; Mallakpour

Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2001 , vol. 356, p. 371 - 387 Title/Abstract Full Text View citing articles Show Details

96%

With water in acetone

0.0166667 h; microwave irradiation;

Khazaei, Ardeshir; Sadri, Minoo; Hosseini, Hassan

Journal of the Chinese Chemical Society, 2007 , vol. 54, # 4 p. 1011 - 1015 Title/Abstract Full Text View citing articles Show Details

96%

With copper(II) choride dihydrate; water in acetonitrile

T=75°C; 2.5 h;

Quan, Na; Shi, Xiao-Xin; Nie, Liang-Deng; Dong, Jing; Zhu, Rui-Heng

Synlett, 2011 , # 7 p. 1028 - 1032 Title/Abstract Full Text View citing articles Show Details

96%

With potassium permanganate supported on kieselguhr in dichloromethane

T=20°C; 0.333333 h; Green chemistry;

Lou, Ji-Dong; Lin, Fang; Huang, Lihong; Zou, Xiao-Nan

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2012 , vol. 42, # 7 p. 1027 - 1029 Title/Abstract Full Text View citing articles Show Details

95%

With 1-benzyl-4-aza-1-azoniabiyclolt;2.2.2gt;octane peroxodisulfate in acetonitrile

Oxidation; 0.25 h; Heating;

Hajipour; Mohammadpoor-Baltork; Kianfar

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999 , vol. 38, # 2 p. 221 - 224 Title/Abstract Full Text View citing articles Show Details

95%

With benzyltriphenylphosphonium dichromate in acetonitrile

Oxidation; 0.25 h; Heating;

Hajipour, Abdol Reza; Mohammadpoor-Baltork, Iraj; Niknam, Kurosh

Organic Preparations and Procedures International, 1999 , vol. 31, # 3 p. 335 341 Title/Abstract Full Text View citing articles Show Details

95%

With Cu(NO3)2-SiO2

oxime cleavage; 0.0166667 h; microwave irradiation;

Ghiaci; Asghari

Synthetic Communications, 2000 , vol. 30, # 21 p. 3865 - 3872 Title/Abstract Full Text View citing articles Show Details

94%

With water; NBBTA in acetone

0.0333333 h; Microwave irradiation;

Manesh, Abbas Amini; Khazaei, Ardeshir

Asian Journal of Chemistry, 2011 , vol. 23, # 2 p. 624 - 626 Title/Abstract Full Text View citing articles Show Details

93%

With zeolyte H-Y supported KMnO4 in 1,2-dichloro-ethane

0.5 h; Ambient temperature;

Jadhav; Wadgaonkar; Joshi; Salunkhe

Synthetic Communications, 1999 , vol. 29, # 11 p. 1989 - 1995 Title/Abstract Full Text View citing articles Show Details

93%

With KMnO /alumina in diethyl ether

Chrisman, William; Blankinship, Michael J; Taylor, Brady; Harris, Clifford E

T=0°C; 2 h;

Tetrahedron Letters, 2001 , vol. 42, # 29 p. 4775 - 4777 Title/Abstract Full Text View citing articles Show Details

93%

With Glyoxilic acid in water

T=20°C; 1.5 h;

Chavan, Subhash P.; Soni, Priti

Tetrahedron Letters, 2004 , vol. 45, # 15 p. 3161 - 3162 Title/Abstract Full Text View citing articles Show Details

93%

With formaldehyd; sodium dodecyl-sulfate in water

T=50°C; 1.5 h; Ultrasound irradiation;

Li, Ji-Tai; Meng, Xian-Tao; Bai, Bo; Sun, Ming-Xuan

Ultrasonics Sonochemistry, 2010 , vol. 17, # 1 p. 14 - 16 Title/Abstract Full Text View citing articles Show Details

92%

With Amberlyst 15 in water; acetone

21 h; Ambient temperaturegeneral reaction (regeneration of carbonyl compound);

Ballini, Roberto; Petrini, Marino

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988 , p. 2563 - 2566 Title/Abstract Full Text Show Details

92%

With quinolinium dichromate(VI) in acetonitrile

2.5 h; Heating;

Sadeghi; Mohammadpoor-Baltork; Azarm; Mazidi

Synthetic Communications, 2001 , vol. 31, # 3 p. 435 - 438 Title/Abstract Full Text View citing articles Show Details

92%

With N-iodo-succinimide; water in acetone

0.0333333 h; Microwave irradiation;

Manesh, Abbas Amini; Khazaei, Ardeshir

Asian Journal of Chemistry, 2011 , vol. 23, # 2 p. 762 - 764 Title/Abstract Full Text View citing articles Show Details

92%

With chromium trioxide-kieselghur reagent in dichloromethane

2.5 h; Reflux;

Lou, Ji-Dong; Lu, Xiu Lian; Huang, Li-Hong; Zhang, Changhe; Wang, Qiang; Zou, Xiao-Nan

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2011 , vol. 41, # 10 p. 1278 - 1281 Title/Abstract Full Text View citing articles Show Details

92%

With Jones reagent supported on Kieselguhr in dichloromethane

T=20°C; 1.5 h;

Lou, Ji-Dong; Lin, Fang; Lu, Xiu Lian; Wang, Qiang; Zou, Xiao-Nan

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2012 , vol. 42, # 2 p. 282 - 284 Title/Abstract Full Text View citing articles Show Details

91%

With ammonium peroxydisulfate; Montmorillonite K10; silver nitrate in hexane

T=50°C; 2.5 h;

Hirano; Kojima; Yakabe; Morimoto

Journal of Chemical Research - Part S, 2001 , # 7 p. 277 - 279 Title/Abstract Full Text View citing articles Show Details

91%

With KMnO4/alumina

T=50°C; 0.166667 h;

Imanzadeh; Hajipour; Mallakpour

Synthetic Communications, 2003 , vol. 33, # 5 p. 735 - 740 Title/Abstract Full Text View citing articles Show Details

91%

With dibromamine-B in tetrachloromethane

T=20 - 25°C; 0.333333 h;

Tajbaksh; Khazaei; Shabani Mahalli; Ghorbani Vaghei

Russian Journal of Organic Chemistry, 2003 , vol. 39, # 7 p. 1053 - 1054 Title/Abstract Full Text View citing articles Show Details

91%

With hydrogenchloride; sodium chlorite in water

T=20°C; 0.0833333 h; Hide Experimental Procedure

Yao, Yuan-Yuan; Zhao, Xian-Liang

Letters in Organic Chemistry, 2015 , vol. 12, # 1 p. 73 - 76 Title/Abstract Full Text View citing articles Show Details

Typical Experimental Procedure

General procedure: NaClO2 (0.21g, 85percent, 2.0 mmol) was added to a solutionof oxime 1a (0.27g, 2.0 mmol), concentrated HCl (36percent, 2.0mL) in H2O (2.0 mL) in test tube, and the reaction mixturewas stirred at room temperature for 5 min (monitoring with thin-layer chromatography, TLC). The reaction was extractedwith ethyl acetate (10 mL). The combined organicextract was washed with water (5 mL) and dried with anhydrousMgSO4. Then it was directly filtered through a shortsilica gel column (200–300 mesh) to afford the product 2a(0.22 g, 92percent). The carbonyl compounds formed were characterizedby their physical data, which were in accordancewith values reported in the literature, and GC-MS analysis. 90%

With CPCC in dichloromethane

2 h; Heating;

Baltork; Pouranshirvani

Synthetic Communications, 1996 , vol. 26, # 1 p. 1 - 7 Title/Abstract Full Text View citing articles Show Details

90%

With CuCl*Kieselghur; oxygen in dichloromethane

Hashemi; Beni

T=20°C; 0.416667 h;

Synthetic Communications, 2001 , vol. 31, # 2 p. 295 - 299 Title/Abstract Full Text View citing articles Show Details

90%

With (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride; oxygen; benzaldehyde in toluene

T=50°C; 5 h;

Zhou, Xian-Tai; Yuan, Qiu-Lan; Ji, Hong-Bing

Tetrahedron Letters, 2010 , vol. 51, # 4 p. 613 - 617 Title/Abstract Full Text View citing articles Show Details

90%

in dichloromethane

T=20°C; 4.5 h;

Lin, Fang; Lin, Jianan; Zheng, Wenjin; Lu, Xiu Lian; Lou, Ji-Dong

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2013 , vol. 43, # 10 p. 1518 - 1520 Title/Abstract Full Text View citing articles Show Details

89%

With sodium hydroxide; dihydrogen peroxide in methanol

Heating;

Ho, Tse-Lok

Synthetic Communications, 1980 , vol. 10, # 6 p. 465 - 468 Title/Abstract Full Text Show Details

89%

With pyridinium chlorochromate

T=20°C; 5 h;

Salehi; Firouzabadi; Farrokhi; Gholizadeh

Synthesis, 2001 , # 15 p. 2273 - 2276 Title/Abstract Full Text View citing articles Show Details

89%

With aluminum(III) nitrate nonahydrate; sodium bromide in dichloromethane

T=20°C; 0.75 h;

Ghorbani-Choghamarani, Arash; Zeinivand, Javad

Chinese Chemical Letters, 2010 , vol. 21, # 9 p. 1083 - 1086 Title/Abstract Full Text View citing articles Show Details

89%

With 1H-imidazole; [bis(acetoxy)iodo]benzene; Cu(AAOPD) in acetonitrile

T=20°C; 0.25 h;

Soleymani, Reza; Taheri, Milad; HOSEYNALIBEYGl, Marziye; Daryani, Mehdi

Oriental Journal of Chemistry, 2012 , vol. 28, # 2 p. 857 - 866,10 Title/Abstract Full Text Show Details

88%

With toluene-4-sulfonic acid

T=20°C; 0.0166667 h; neat (no solvent);

Dewan, Anindita; Utpal Bora; Dilip K. Kakati

Bulletin of the Korean Chemical Society, 2011 , vol. 32, # 7 p. 2482 - 2484 Title/Abstract Full Text View citing articles Show Details

87%

With vanadium(III) chloride in tetrahydrofuran

8 h; Ambient temperature;

Olah, George A.; Arvanaghi, Massoud; Prakash, G.K. Surya

Synthesis, 1980 , # 3 p. 220 Title/Abstract Full Text Show Details

87%

With chromium(VI) oxide; silica gel in dichloromethane

0.0166667 h; Irradiationmicrowave promoted regeneration of carbonyl compounds in "dry media"; various substrates investigated;

Bendale, Pravin M.; Khadilkar, Bhushan M.

Tetrahedron Letters, 1998 , vol. 39, # 32 p. 5867 - 5868 Title/Abstract Full Text View citing articles Show Details

87%

With tetra(n-butyl)ammonium dichromate(VI)

0.0333333 h; microwave irradiation;

Murugan; Reddy

Chemistry Letters, 2004 , vol. 33, # 8 p. 1038 - 1039 Title/Abstract Full Text View citing articles Show Details

86%

With potassium permanganate in neat (no solvent) T=20°C; 0.166667 h; Milling;

Zhu, Li-Yun; Lou, Zhiyuan; Lin, Jianan; Zheng, Wenjin; Zhang, Changhe; Lou, Ji-Dong

Research on Chemical Intermediates, 2013 , vol. 39, # 9 p. 4315 - 4320 Title/Abstract Full Text View citing articles Show Details

86%

With ruthenium trichloride; toluene-4-sulfonic acid in N,N-dimethyl acetamide; water

T=120°C; P=760.051 Torr; 8 h; Inert atmosphereGreen chemistry; Catalytic behavior; SolventReagent/catalystTemperature;

Liu, Yuxiao; Yang, Na; Chu, Changhu; Liu, Renhua

Chinese Journal of Chemistry, 2015 , vol. 33, # 9 p. 1011 - 1014 Title/Abstract Full Text View citing articles Show Details

85%

With aluminium trichloride; 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate

T=20°C; 0.00972222 h;

Hajipour; Mallakpour; Mohammadpoor-Baltork; Khoee

Synthetic Communications, 2001 , vol. 31, # 8 p. 1187 - 1194 Title/Abstract Full Text View citing articles Show Details

85%

With silica gel; iron(III) chloride

0.0166667 h; microwave irradiation;

Bose; Venkat Narsaiah; Ravinder Goud

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001 , vol. 40, # 8 p. 719 - 721 Title/Abstract Full Text View citing articles Show Details

85%

With ammonium dichromate(VI); water; silica gel; zirconium(IV) chloride

T=80°C; 0.166667 h;

Shirini; Zolfigol; Pourhabib

Synthetic Communications, 2002 , vol. 32, # 18 p. 2837 - 2841 Title/Abstract Full Text View citing articles Show Details

85%

With Zr(HSO4)4; silica gel in hexane

0.8 h; Heating;

Shirini; Zolfigol; Safari; Mohammadpoor-Baltork; Mirjalili

Tetrahedron Letters, 2003 , vol. 44, # 40 p. 7463 - 7465 Title/Abstract Full Text View citing articles Show Details

85%

With water; silica gel; tetrabromosilane in tetrachloromethane

T=20°C; 0.266667 h;

De, Surya Kanta

Tetrahedron Letters, 2003 , vol. 44, # 50 p. 9055 - 9056 Title/Abstract Full Text View citing articles Show Details

85%

With NTPPPODS in water; acetonitrile

0.75 h; Reflux;

Lakouraj, Moslem Mansour; Tajbakhsh, Mahmood; Ramzanian-Lehmali, Farhad

Phosphorus, Sulfur and Silicon and the Related Elements, 2008 , vol. 183, # 6 p. 1388 - 1395 Title/Abstract Full Text View citing articles Show Details

85%

With dopamine-functionalized magnetic nanoferrite-supported ruthenium hydroxide in water

T=130°C; 0.5 h; Microwave irradiation;

Polshettiwar, Vivek; Varma, Rajender S.

Chemistry - A European Journal, 2009 , vol. 15, # 7 p. 1582 - 1586 Title/Abstract Full Text View citing articles Show Details

85%

With sulfuric acid in 1,4-dioxane; water

0.5 h; Reflux;

Dewan, Anindita; Kakati, Dilip K.

Asian Journal of Chemistry, 2010 , vol. 22, # 4 p. 2825 - 2832 Title/Abstract Full Text View citing articles Show Details

85%

With Ag(py)4S2O8 in acetonitrile

T=20°C; 0.333333 h;

Hakimi, Mohammad; Feizi, Noorallah; Hassani, Hassan; Vahedi, Hooshang; Thomas

Synthetic Communications, 2010 , vol. 40, # 5 p. 725 - 731 Title/Abstract Full Text View citing articles Show Details

85%

With nanoferrite-[Ru(OH)x] in water

T=130°C; 0.5 h; Sealed tubeMicrowave irradiation;

Nasir Baig; Varma, Rajender S.

Green Chemistry, 2013 , vol. 15, # 2 p. 398 - 417 Title/Abstract Full Text View citing articles Show Details

84%

With quinolinium monofluorochromate(VI) in dichloromethane

Oxidation; 4.5 h; Heating; Product distribution;

Rajkumar; Arabindoo; Murugesan

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000 , vol. 39, # 1 p. 74 - 75 Title/Abstract Full Text View citing articles Show Details

84%

With 2,6-dicarboxypyridinium chlorochromate in acetonitrile

T=20°C; 0.5 h;

Hosseinzadeh, Rahman; Tajbakhsh, Mahmood; Niaki, Mohammad Yazdani

Tetrahedron Letters, 2002 , vol. 43, # 51 p. 9413 - 9416 Title/Abstract Full Text View citing articles Show Details

84%

With 2-iodoxybenzoic acid; β-CD in water; acetone

T=20°C; 12 h;

Krishnaveni, N. Srilakshmi; Surendra; Nageswar; Rao, K. Rama

Synthesis, 2003 , # 13 p. 1968 - 1970 Title/Abstract Full Text View citing articles Show Details

83%

With potassium sulfate; potassium hydrogensulfate; oxone; acetic acid in water

T=40 - 45°C; 1.5 h;

Bose, D. Subhas; Srinivas

Synthetic Communications, 1997 , vol. 27, # 22 p. 3835 - 3838 Title/Abstract Full Text View citing articles Show Details

83%

With zirconium chloride; (NH4)Cr2O7; silica gel

T=20°C; 0.5 h;

Shirini; Ali Zolfigol; Pourhabib

Russian Journal of Organic Chemistry, 2003 , vol. 39, # 8 p. 1191 - 1192 Title/Abstract Full Text View citing articles Show Details

82%

With oxygen; sodium nitrite in dichloromethane; water

T=25°C; P=760.051 Torr; 6 h; Sealed system;

Zhang, Guofu; Wen, Xin; Wang, Yong; Mo, Weimin; Ding, Chengrong

Journal of Organic Chemistry, 2011 , vol. 76, # 11 p. 4665 - 4668 Title/Abstract Full Text View citing articles Show Details

81%

With TriEACC in 1,2-dichloro-ethane

2 h;

Gundu Rao, C.; Radhakrishna, Arakali S.; Bali Singh, Bajrang; Bhatnagar, Surendra P.

Synthesis, 1983 , # 10 p. 808 Title/Abstract Full Text Show Details

80%

With sodium perborate in acetic acid

T=90 - 95°C; 5 h;

Bandgar; Shaikh; Iyei, Suresh

Synthetic Communications, 1996 , vol. 26, # 6 p. 1163 - 1168 Title/Abstract Full Text View citing articles Show Details

80%

With aluminum oxide; ammonium chlorochromate

T=60°C; oxidative deoximation; 5 h;

Zhang, Gui-Sheng; Yang, De-Hong; Chen, Mi-Feng; Cai, Kun

Synthetic Communications, 1998 , vol. 28, # 12 p. 2221 - 2225 Title/Abstract Full Text View citing articles Show Details

80%

With bismuth(III) nitrate; Montmorillonite K 10; copper diacetate in water; acetone

2 h; Heating;

Nattier, Bryce A.; Eash, Kyle J.; Mohan, Ram S.

Synthesis, 2001 , # 7 p. 1010 - 1012 Title/Abstract Full Text Show Details

80%

With antimonypentachloride in dichloromethane

T=20°C; 3 h;

Narsaiah, A. Venkat; Nagaiah

Synthesis, 2003 , # 12 p. 1881 - 1882 Title/Abstract Full Text View citing articles Show Details

78%

With sodium periodate; silica gel in solid 0.0166667 h; Irradiation;

Varma, Rajender S.; Dahiya, Rajender; Saini, Rajesh K.

Tetrahedron Letters, 1997 , vol. 38, # 51 p. 8819 - 8820 Title/Abstract Full Text View citing articles Show Details

78%

With quinoxalinium dichromate; acetic acid in dichloromethane

T=20°C; 3 h;

Degirmenbasi, Nebahat; Oezguen, Beytiye

Monatshefte fur Chemie, 2002 , vol. 133, # 11 p. 1417 - 1421 Title/Abstract Full Text View citing articles Show Details

76%

With hexamethylenetetramine; hydrobromide

T=20°C; Hydrolysis; 0.0833333 h;

Bandgar; Makone

Organic Preparations and Procedures International, 2000 , vol. 32, # 4 p. 391 394 Title/Abstract Full Text View citing articles Show Details

75%

With dihydrogen peroxide; pyridinium chlorochromate in acetone

T=0 - 10°C; 0.166667 h;

Drabowicz, Jozef

Synthesis, 1980 , # 2 p. 125 - 126 Title/Abstract Full Text Show Details

75%

With γ-picolinium chlorochromate in dichloromethane

T=20°C; 15 h;

Salehi; Khodaei; Goodarzi

Synthetic Communications, 2002 , vol. 32, # 8 p. 1259 - 1263 Title/Abstract Full Text View citing articles Show Details

75%

With TMGFC in dichloromethane

0.00555556 h; Microwave irradiation; Reagent/catalyst; Hide Experimental Procedure

Şendil, Kivilcim; Özgün, H. Beytiye; Üstün, Ebru

Journal of Chemistry, 2016 , vol. 2016, art. no. 3518102 Title/Abstract Full Text View citing articles Show Details

2.4. General Procedure for the Oxidation under Microwave Irradiation

With potassium ferrate(VI); K10 clay in pentane

2 h; Ambient temperature;

Delaude, Lionel; Laszlo, Pierre

Journal of Organic Chemistry, 1996 , vol. 61, # 18 p. 6360 - 6370 Title/Abstract Full Text View citing articles Show Details

73%

With NaBiO3; water; silica gel

0.0833333 h;

Mitra, Alok Kumar; De, Aparna; Karchaudhuri, Nilay

Synlett, 1998 , # 12 p. 1345 - 1346 Title/Abstract Full Text View citing articles Show Details

73%

With polyethylene glycol-nitrogen dioxide in various solvent(s) T=15 - 25°C; 3 h;

Liu, Xinming; Zhang, Qingzhi; Zhang, Shensong; Zhang, Jinming

Organic Preparations and Procedures International, 2001 , vol. 33, # 1 p. 87 - 102 Title/Abstract Full Text View citing articles Show Details

72%

With iodic acid in dichloromethane

T=20°C; 23 h;

Chandrasekhar, Sosale; Gopalaiah, Kovuru

Tetrahedron Letters, 2002 , vol. 43, # 22 p. 4023 - 4024 Title/Abstract Full Text View citing articles Show Details

70%

With cellulose supported Cu-nanoparticles in water

T=100°C; 0.0833333 h; Microwave irradiationGreen chemistry;

Baruah, Diganta; Saikia, Ujwal Pratim; Pahari, Pallab; Dutta, Dipak Kumar; Konwar, Dilip

RSC Advances, 2014 , vol. 4, # 103 p. 59338 - 59343 Title/Abstract Full Text View citing articles Show Details

69%

With manganese(IV) oxide; silica gel

0.1 h; microwave irradiation;

Khadilkar, Bhushan M.; Madyar, Virendra R.

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002 , vol. 41, # 5 p. 1081 - 1082 Title/Abstract Full Text View citing articles Show Details

65%

With cerium(IV) sulphate in chloroform

T=20°C; 2 h; Hide Experimental Procedure

Asutay, Oktay; Hamarat, Nilüfer; Uludag, Nesimi; Cokun, Necdet

Tetrahedron Letters, 2015 , vol. 56, # 25 p. 3902 - 3904 Title/Abstract Full Text View citing articles Show Details

oxidative deoximation of oximes

General procedure: To a solution of p-chlorobenzaldoxime (3 mmol, 0.468 g) in chloroform (9 mL),dehydrated Ce(SO4)2 (9 mmol, 2.998 g) was added and the reaction mixturestirred at room temperature for 15 min. The mixture was filtered through asintered glass funnel and the organic solvent evaporated. Besides pchlorobenzaldehyde(19percent), 3,5-bis(4-chlorophenyl)-1,2,4-oxadiazole and 1-chloro-4(dinitromethyl)benzene were also isolated in 3percent and 7percent yields,respectively after column chromatography. 64%

With polumer-supported phenyliodine bis(trifluoroacetate); water in tetrahydrofuran

0.833333 h;

Chen; Cheng

Synthetic Communications, 2001 , vol. 31, # 24 p. 3847 - 3850 Title/Abstract Full Text View citing articles Show Details

51%

With hexaaquairon(III) perchlorate

2 h;

Parmar, Anupama; Goyal, Rita; Kumar, Baldev; Kumar, Harish

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1998 , vol. 37, # 9 p. 941 - 942 Title/Abstract Full Text Show Details

45%

With ziconium(IV) oxychloride octahydrate in water; acetone

8 h; Reflux;

Saikia, Lakhinath; Das, Subrata; Thakur, Ashim Jyoti

Synthetic Communications, 2011 , vol. 41, # 7 p. 1071 - 1076 Title/Abstract Full Text View citing articles Show Details

19%

With water; oxygen in acetonitrile

T=60°C; P=760.051 Torr; 6 h; AutoclaveGreen chemistry; Hide Experimental Procedure

Guo, Shu; Zeng, Renyou; Li, Caiye

Synthetic Communications, 2016 , vol. 46, # 17 p. 1446 - 1453 Title/Abstract Full Text Show Details

General experimental procedure for deoximation to the corresponding carbonyl compounds

General procedure: Oximes (1.0 mmol), Amberlyst-15 (0.02 g), FPA53-NO2(0.02 g), and solvent (1.5 mL) were introduced into a 25-cm-high, 90-mL autoclave with a glass tube inside equipped with magnetic stirrer (Scheme 2). Then the autoclave was charged with oxygen to 0.1 MPa. The reaction mixture was stirred at desirable temperature for special time. Progress of the reaction was monitored by thin-layer chromatography (TLC) or gas chromatography (GC). After the reaction, the resin (Amberlyst-15 and FPA53-NO2) was separated from the reaction mixture by filtration and extracted with 3 mL CH3CN (2 1.5 ml). The solvent was removed under reduced pressure. The residue was further purified by column chromatography on silica gel (300 mesh) with hexane/ethyl acetate to give the corresponding carbonyl compounds. 10%

With oxygen; rose bengal in methanol; dichloromethane

115 h; Irradiation;

Chawla, H. Mohindra; Hassner, Alfred

Tetrahedron Letters, 1986 , vol. 27, # 38 p. 4619 - 4622 Title/Abstract Full Text View citing articles Show Details

10%

With Zn(BiO3)2 in toluene

3 h; Heating;

Firouzabadi; Mohammadpoor-Baltork

Synthetic Communications, 1994 , vol. 24, # 4 p. 489 - 494 Title/Abstract Full Text View citing articles Show Details

With aluminium trichloride; BTPPD in chloroform

Oxidation; 1 h; Heating;

Baltork, I. Mohammadpoor; Sadeghi, M. M.; Mahmoodi, N.; Kharamesh, B.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1997 , vol. 36, # 5 p. 438 - 441 Title/Abstract Full Text Show Details

With potassium dichromate; chloro-trimethyl-silane

1.) CH2Cl2, room temp. 2.) room temp., 1.5 h.; Yield given. Multistep reaction;

Aizpurua, J. M.; Palomo, Claudio

Tetrahedron Letters, 1983 , vol. 24, # 40 p. 4367 - 4370 Title/Abstract Full Text View citing articles Show Details

92 % Chromat.

With dinitrogen tetraoxide in tetrahydrofuran

T=-30°C; 0.25 h;

Shim, Sung Bo; Kim, Kweon; Kim, Yong Hae

Tetrahedron Letters, 1987 , vol. 28, # 6 p. 645 - 648 Title/Abstract Full Text View citing articles Show Details

98.0 % Chromat.

With Tonsil in toluene

5.5 h; Heating;

Alvarez, C.; Cano, A. C.; Rivera, V.; Marquez, C.

Synthetic Communications, 1987 , vol. 17, # 3 p. 279 - 282 Title/Abstract Full Text Show Details

80 % Chromat.

With sodium hypophosphite; nickel in ethanol

T=50°C; 24 h; pH 5;

Monti, D.; Gramatica, P.; Speranza, G.; Tagliapietra, S.; Manitto, P.

Synthetic Communications, 1986 , vol. 16, # 7 p. 803 - 808 Title/Abstract Full Text Show Details

73 % Chromat.

With hexacarbonyl molybdenum; water in acetonitrile

1 h; Heating;

Geneste, Florence; Racelma, Nadia; Moradpour, Alec

Synthetic Communications, 1997 , vol. 27, # 6 p. 957 - 960 Title/Abstract Full Text View citing articles Show Details

96.2 % Chromat.

With chromium(VI) oxide in water; acetonitrile

T=35°C; 1.5 h;

Hamal, Sunil; Mahto, Santosh K.; Gajurel, Chhabi Lal

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1996 , vol. 35, # 10 p. 1116 Title/Abstract Full Text Show Details

in cyclohexane

T=58 - 60°C; 2 h; Yield given;

Zhang, Gui-Sheng; Yang, De-Hong; Chen, Mi-Feng; Cai, Kun

Synthetic Communications, 1998 , vol. 28, # 4 p. 607 - 611 Title/Abstract Full Text View citing articles Show Details

With aluminum oxide; dimethylammonium chlorochromate in dichloromethane

T=38°C; 7 h; Yield given;

Zhang, Gui-Sheng; Yang, De-Hong; Chen, Mi-Feng

Synthetic Communications, 1998 , vol. 28, # 20 p. 3721 - 3725 Title/Abstract Full Text View citing articles Show Details

other oximes; Product distribution;

Ranu, Brindaban C.; Sarkar, Dipak C.

Journal of Organic Chemistry, 1988 , vol. 53, # 4 p. 878 - 879 Title/Abstract Full Text View citing articles Show Details

98 % Chromat.

With potassium permanganate in water; acetone

T=25°C; 1 h; other ketoximes, other solvents: THF-water, ethylacetate-water, carbon tetrachloride-water, chloroform-water, dichloromethane-water, n-hexane-water, diethyl etherwater; Product distribution;

Mahto, Santosh K.; Hamal, Sunil; Gajurel, Chhabi Lal

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1996 , vol. 35, # 9 p. 998 - 1000 Title/Abstract Full Text Show Details

With aluminum oxide; Me3NHCrO3Cl in dichloromethane

T=38°C; 7 h; Yield given;

Zhang, Gui-Sheng; Yang, De-Hong; Chen, Mi-Feng

Organic Preparations and Procedures International, 1998 , vol. 30, # 6 p. 713 716 Title/Abstract Full Text View citing articles Show Details

With silica gel; tin(ll) chloride in tetrahydrofuran

1.25 h; Heating;

Das, Nalin B.; Nanda, Bhagabat; Nayak, Amalendu

Synthetic Communications, 2002 , vol. 32, # 23 p. 3647 - 3651 Title/Abstract Full Text View citing articles Show Details

With dimethylammonium chlorochromate; silica gel in diethyl ether; dichloromethane

T=38 - 40°C; 0.5 h;

Zhang, Gui-Sheng; Chai, Bing

Synthetic Communications, 2000 , vol. 30, # 10 p. 1849 - 1855 Title/Abstract Full Text View citing articles Show Details

With 1-methyl-1H-imidazole; silica gel; acetyl chloride in water; acetone

T=20°C; 2 h;

Li, Dongmei; Shi, Feng; Guo, Shu; Deng, Youquan

Tetrahedron Letters, 2004 , vol. 45, # 2 p. 265 - 268 Title/Abstract Full Text View citing articles Show Details

43 % Chromat.

With chloranil in acetonitrile

8 h; Irradiation;

De Lijser, H. J. Peter; Fardoun, Fadia H.; Sawyer, Jody R.; Quant, Michelle

Organic Letters, 2002 , vol. 4, # 14 p. 2325 - 2328 Title/Abstract Full Text View citing articles Show Details

T=140 - 160°C; P=950 Torr;

Sumitomo Chemical Company, Limited

Patent: EP1245559 A1, 2002 ; Location in patent: Example 1 ;

Title/Abstract Full Text Show Details

94 %Chromat.

With Iron(III) nitrate nonahydrate; clinoptilolite in chloroform

0.025 h; Reflux;

Heravi; Bakhtiari; Oskooie; Hekmatshoar

Russian Journal of Organic Chemistry, 2009 , vol. 45, # 6 p. 863 - 864 Title/Abstract Full Text View citing articles Show Details

With oxygen in ethanol; water

T=130°C; P=3750.38 Torr; 0.5 h; chemoselective reaction;

Grirrane, Abdessamad; Corma, Avelino; Garcia, Hermenegildo

Journal of Catalysis, 2009 , vol. 268, # 2 p. 350 - 355 Title/Abstract Full Text View citing articles Show Details

With CTADC; acetic acid in dichloromethane

T=24.84°C; Kinetics; SolventTemperatureConcentration;

Sahu, Sandhyamayee; Patel, Sabita; Mishra, Bijay K

International Journal of Chemical Kinetics, 2011 , vol. 43, # 9 p. 482 - 488 Title/Abstract Full Text View citing articles Show Details

83 %Chromat.

With MnTEPyP; dihydrogen peroxide in water; acetone

T=60°C; 0.5 h;

Ren, Qing-Gang; Zhou, Xian-Tai; Ji, Hong-Bing

Journal of Porphyrins and Phthalocyanines, 2011 , vol. 15, # 3 p. 211 - 216 Title/Abstract Full Text View citing articles Show Details

With 3,5-dimethylpyrazolium chlorochromate

T=20°C; 0.025 h; Neat (no solvent);

Canbulat, Melek; Oezguen, Beytiye

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2012 , vol. 42, # 5 p. 634 - 637 Title/Abstract Full Text View citing articles Show Details

With oxygen; benzaldehyde in toluene

2.5 h; Catalytic behavior; Hide Experimental Procedure

Habibi; Faraji; Arshadi; Veisi; Gil

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 382, p. 41 - 54 Title/Abstract Full Text View citing articles Show Details

General procedure for oxidation of oximes

General procedure: In this procedure, a suspension of the heterogeneous catalyst(0.07 g), solvent (5 cm3of toluene), oxime (2 mmol) and benzalde-hyde (6 mol) were mixed in a three necked round bottom flaskwhich was fitted with a equipped water condenser with a balloonfilled of O2. The liquid phase oxidation reactions were carried outat desired temperature with vigorous stirring. After completing thereaction, the catalyst has been separated through filtering and theproducts and the amounts of them have been quantified by GC–MSand GC. Finally, a suitable reaction condition has been optimized.

With oxygen; benzaldehyde in toluene

T=50°C; 2.66667 h; Hide Experimental Procedure

Faraji; Habibi; Heydari; Arshadi; Gil

Applied Catalysis A: General, 2013 , vol. 466, p. 282 - 292 Title/Abstract Full Text View citing articles Show Details

General procedure for oxidation of oximes

General procedure: In this procedure, a suspension of the heterogeneous catalyst(0.15 g), solvent (5 cm3of toluene), oxime (2 mmol) and benzalde-hyde (10 mol) were mixed in a three necked round bottom flaskwhich was fitted with a equipped water condenser with a balloonfilled of O2. The liquid phase oxidation reactions were carried outat desired temperature with vigorous stirring. After completing thereaction, the catalyst has been separated through filtering and theproducts and the amounts of them have been quantified by GC–MSand GC. Finally, a suitable reaction condition has been optimized

21 Synthesize Find similar

Synthesize Find similar

Rx-ID: 1832108 Find similar reactions

99%

With water

T=80°C; 0.25 h; microwave irradiation;

Procopio, Antonio; Gaspari, Marco; Nardi, Monica; Oliverio, Manuela; Tagarelli, Antonio; Sindona, Giovanni

Tetrahedron Letters, 2007 , vol. 48, # 49 p. 8623 - 8627 Title/Abstract Full Text View citing articles Show Details

97%

With silica gel; iron(III) chloride

T=20°C; 0.0833333 h;

Fadel, Antoine; Yefsah, Ramdane; Salauen, Jacques

Synthesis, 1987 , # 1 p. 37 - 40 Title/Abstract Full Text Show Details

95%

With water; Nafion-H in acetone

Olah, George A.; Narang, Subhash C.; Meidar, David; Salem, George F.

0.5 h;

Synthesis, 1981 , # 4 p. 282 - 283 Title/Abstract Full Text Show Details

95%

With Montmorillonite K10 in dichloromethane

0.666667 h; Ambient temperature;

Gautier, Elisabeth C.L.; Graham, Andrew E.; McKillop, Alexander; Standen, Stephen P.; Taylor, Richard J.K.

Tetrahedron Letters, 1997 , vol. 38, # 11 p. 1881 - 1884 Title/Abstract Full Text View citing articles Show Details

90%

With titanium tetrachloride in diethyl ether

6 h; Ambient temperature; Product distribution;

Balme, Genevieve; Gore, Jacques

Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3336 - 3338 Title/Abstract Full Text View citing articles Show Details

88%

With titanium tetrachloride; lithium iodide in diethyl ether

3 h; Ambient temperature; Product distribution;

Balme, Genevieve; Gore, Jacques

Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3336 - 3338 Title/Abstract Full Text View citing articles Show Details

85%

With Methyltrichlorosilane; sodium iodide in acetonitrile

1 h; Ambient temperature;

Olah, George A.; Husain, Altaf; Singh, Brij P.; Mehrotra, Ashok K.

Journal of Organic Chemistry, 1983 , vol. 48, # 21 p. 3667 - 3672 Title/Abstract Full Text View citing articles Show Details

84%

With indium(III) chloride in methanol; water

1.16667 h; Heating;

Ranu, Brindaban C.; Jana, Ranjan; Samanta, Sampak

Advanced Synthesis and Catalysis, 2004 , vol. 346, # 4 p. 446 - 450 Title/Abstract Full Text View citing articles Show Details

96 % Chromat.

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone in ethyl acetate

T=20 - 25°C; 7 h;

Oku, Akira; Kinugasa, Motoharu; Kamada, Tohru

Chemistry Letters, 1993 , # 1 p. 165 - 168 Title/Abstract Full Text Show Details

With acetic acid in tetrahydrofuran

T=25°C; Rate constant;

Stern, Alan J.; Swenton, John S.

Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2953 - 2958 Title/Abstract Full Text View citing articles Show Details

With bismuth(lll) trifluoromethanesulfonate in tetrahydrofuran; water

T=20°C; 1 h;

Carrigan, Marc D.; Sarapa, Dusan; Smith, Russell C.; Wieland, Laura C.; Mohan, Ram S.

Journal of Organic Chemistry, 2002 , vol. 67, # 3 p. 1027 - 1030 Title/Abstract Full Text View citing articles Show Details

With hydrogenchloride in water; toluene

T=25°C; 0.0333333 h;

Yang, Hengquan; Fu, Luman; Wei, Lijuan; Liang, Jifen; Binks, Bernard P.

Journal of the American Chemical Society, 2015 , vol. 137, # 3 p. 1362 - 1371 Title/Abstract Full Text View citing articles Show Details

With methyl and sulfonic acid bifunctionalized silica nanoparticle in water; toluene

T=30°C; 1 h; Hide Experimental Procedure

Chen, Shuai; Zhang, Fengwei; Yang, Mengqi; Li, Xincheng; Liang, Helong; Qiao, Yan; Liu, Dongyan; Fan, Weibin

Applied Catalysis A: General, 2016 , vol. 513, p. 47 - 52 Title/Abstract Full Text View citing articles Show Details

Hide Details

2.5. General procedure for the hydrolysis reaction of acetalderivatives

General procedure: The hydrolysis reaction of acetal derivatives was performed ina 10 mL of round bottom flask. A typical reaction process was asfollows: 45 mg of SiO2Me&SO3H NPs (6.3 mol of SO3H groups)was put into the reactor, 3.0 mL of toluene and 3.0 mL of deion-ized water were added as solvent. After stirring for 5 min, 1 mmolof benzaldehyde dimethyl acetal was added into above mixture bysyringe. The hydrolysis reaction was carried out at 30C for 45 min.After the reaction, the product was obtained through centrifuga-tion and then the supernatant was determined by Agilent 7890AGC. Then the catalyst was recovered and washed several timeswith deionized water and ethyl acetate, dried at 50C for 2 h, andsubsequently used in the next cycles. A

Synthesize

22 Synthesize Find similar

Rx-ID: 1999514

Find similar

Find similar reactions

A: 36% B: 3%

With [oxoiron(IV)(tris-(quinolyl-2-methyl)amine)(bromide)](1+); tetrabutylammomium bromide in [D3]acetonitrile

T=-40°C; Reagent/catalystTemperature;

With pyridine; 2-pyridinecarboxylic acid; bromotrichloromethane; dihydrogen peroxide; acetic acid 1) RT, 15 min, 2) RT, 4 h; Multistep reaction;

Journal of the American Chemical Society, 2016 , vol. 138, # 8 p. 2484 - 2487 Title/Abstract Full Text View citing articles Show Details

Barton, Derek H. R.; Csuhai, Eva; Doller, Dario

Tetrahedron, 1992 , vol. 48, # 42 p. 9195 - 9206 Title/Abstract Full Text View citing articles Show Details

Vanni, Raffaella; Garden, Simon J.; Banks, Jeffrey T.; Ingold, Keith U.

Tetrahedron Letters, 1995 , vol. 36, # 44 p. 7999 - 8002 Title/Abstract Full Text View citing articles Show Details

With bromotrichloromethane; oxygen; 3,3-dimethyldioxirane

check on the role of O2; Product distribution;

Puri, Mayank; Biswas, Achintesh N.; Fan, Ruixi; Guo, Yisong; Que, Lawrence

Synthesize Find similar

23 Synthesize Find similar

Rx-ID: 1999522 Find similar reactions

Puri, Mayank; Biswas, Achintesh N.; Fan, Ruixi; Guo, Yisong; Que, Lawrence

A: 41% B: 4% C: 3%

With [oxoiron(IV)(tris-(quinolyl-2-methyl)amine)(bromide)](1+); tetrabutylammomium bromide in [D3]acetonitrile

T=-40°C; Reagent/catalyst;

A: 35.1% B: 40.6% C: 24.4%

With bromotrichloromethane; 3,3-dimethyldioxirane in acetone

T=20°C; Product distributionMechanism;

Bravo, Anna; Fontana, Francesca; Fronza, Giovanni; Minisci, Francesco; Zhao, Lihua

Journal of Organic Chemistry, 1998 , vol. 63, # 2 p. 254 - 263 Title/Abstract Full Text View citing articles Show Details

A: 5.8 mmol B: 0.58 mmol C: 0.58 mmol

With tert.-butylhydroperoxide; iron(II) nitrate; lithium bromide in pyridine; acetic acid

T=60°C; 18 h;

Barton, Derek H. R.; Beviere, Stephane D.; Chavasiri, Warinthorn; Doller, Dario; Hu, Bin

Tetrahedron Letters, 1993 , vol. 34, # 12 p. 1871 - 1874 Title/Abstract Full Text View citing articles Show Details

A: 5.8 mmol B: 0.58 mmol C: 0.58 mmol

With tert.-butylhydroperoxide; ferric nitrate; lithium bromide in pyridine; acetic acid

T=60°C; 18 h; diff. alkali metal salts; diff. cycloalkanes; Product distribution;

Barton, Derek H. R.; Beviere, Stephane D.; Chavasiri, Warinthorn; Doller, Dario; Hu, Bin

Tetrahedron Letters, 1993 , vol. 34, # 12 p. 1871 - 1874 Title/Abstract Full Text View citing articles Show Details

A: 3.13 mmol B: 2.10 mmol C: 0.43 mmol

With tert.-butylhydroperoxide; lithium bromide; ferric nitrate in pyridine; acetic acid

T=60°C; 4.5 h; different amounts of LiBr, different reagents; Product distribution;

Barton, Derek H. R.; Beviere, Stephane D.; Chavasiri, Warinthorn

Tetrahedron, 1994 , vol. 50, # 1 p. 31 - 46 Title/Abstract Full Text View citing articles Show Details

With bromotrichloromethane; 3,3-dimethyldioxirane in acetone

Ambient temperatureconcentration depending investigated; MechanismProduct distribution;

Minisci, Francesco; Zhao, Lihua; Fontana, Francesca; Bravo, Anna

Tetrahedron Letters, 1995 , vol. 36, # 10 p. 1697 - 1700 Title/Abstract Full Text View citing articles Show Details

With bromotrichloromethane; oxygen in neat (no solvent) T=140°C; P=2250.23 Torr; 17 h; Reagent/catalyst;

Catalysis Science and Technology, 2015 , vol. 5, # 1 p. 217 - 227 Title/Abstract Full Text View citing articles Show Details

Journal of the American Chemical Society, 2016 , vol. 138, # 8 p. 2484 - 2487 Title/Abstract Full Text View citing articles Show Details

Hide Details

With bromotrichloromethane; oxygen

T=140°C; P=2250.23 Torr;

Liu, Xi; Conte, Marco; Sankar, Meenakshisundaram; He, Qian; Murphy, Damien M.; Morgan, David; Jenkins, Robert L.; Knight, David; Whiston, Keith; Kiely, Christopher J.; Hutchings, Graham J.

Applied Catalysis A: General, 2015 , vol. 504, p. 373 - 380 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

24 Synthesize Find similar

Rx-ID: 1999528 Find similar reactions

A: 11% B: 12% C: 37%

With chloroform; pyrimidolt;5,4-ggt;pteridine N-oxide

3 h; Irradiation; Product distributionMechanism;

Sako; Hirota; Maki

Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 7 p. 2069 - 2071 Title/Abstract Full Text View citing articles Show Details

A: 35% B: 3% C: 7%

With [oxoiron(IV)(tris-(quinolyl-2-methyl)amine)(chloride)](1+) in [D3]acetonitrile

T=-40°C; Reagent/catalyst;

Puri, Mayank; Biswas, Achintesh N.; Fan, Ruixi; Guo, Yisong; Que, Lawrence

A: 31% B: 13% C: 10%

With barium hexaferrite; acetic acid; magnesium chloride in dichloromethane

T=23°C; 2 h; Product distribution; Further Variations:Reagents;

Ho; Lau

New Journal of Chemistry, 2000 , vol. 24, # 8 p. 587 - 590 Title/Abstract Full Text View citing articles Show Details

A: 10% B: 5.5% C: 7.5%

With TDCPPMn(OIClPh)2 in dichloromethane

20 h; Ambient temperature;

Volz, Heinrich; Barth, Thomas

Liebigs Annalen der Chemie, 1989 , p. 171 - 176 Title/Abstract Full Text Show Details

A: 10% B: 5.5% C: 7.5%

With TDCPPMn(OIClPh)2 in dichloromethane

20 h; Ambient temperature;

Volz, Heinrich; Barth, Thomas

Liebigs Annalen der Chemie, 1989 , p. 171 - 176 Title/Abstract Full Text Show Details

A: 10% B: 5.5% C: 7.5%

With TDCPPMn(OIClPh)2 in dichloromethane

20 h; Ambient temperature;

Volz, Heinrich; Barth, Thomas

Liebigs Annalen der Chemie, 1989 , p. 171 - 176 Title/Abstract Full Text Show Details

A: 4.2% B: 0.9% C: 1.5%

With 5,10,15,20-tetrakis(2,6-dichlorophenyl)porphinatomanganese(IV) dihypochlorite in chloroform

16 h; -60 deg C to r.t.;

Volz, Heinrich; Mueller, Wilhelm

Chemische Berichte, 1997 , vol. 130, # 8 p. 1099 - 1103 Title/Abstract Full Text View citing articles Show Details

A: 3.69 mmol B: 2.21 mmol C: 0.27 mmol

With tert.-butylhydroperoxide; lithium chloride; dipicolinic acid,; ferric nitrate in pyridine; acetic acid

T=60°C; 4.5 h;

Barton, Derek H. R.; Beviere, Stephane D.; Chavasiri, Warinthorn

Tetrahedron, 1994 , vol. 50, # 1 p. 31 - 46 Title/Abstract Full Text View citing articles Show Details

A: 1.21 mmol B: 3.37 mmol C: 0.44 mmol

With tert.-butylhydroperoxide; lithium chloride; 2-pyridinecarboxylic acid; ferric nitrate in pyridine; acetic acid

T=60°C; 4.5 h;

Barton, Derek H. R.; Beviere, Stephane D.; Chavasiri, Warinthorn

Tetrahedron, 1994 , vol. 50, # 1 p. 31 - 46 Title/Abstract Full Text View citing articles Show Details

Journal of the American Chemical Society, 2016 , vol. 138, # 8 p. 2484 - 2487 Title/Abstract Full Text View citing articles Show Details

Hide Details

With 4-tert-butylpyridine; sodium chlorite; [(5,10,15,20-tetrakis(2,4,6trimethylphenyl)porphyrin)MnIII(Cl)]; benzyldimethyltetradecylammonium chloride in dichloromethane

3 h; Ambient temperatureother oxidant (LiOCl), other MnCl (porphyrin) reagents; Product distributionRate constant;

Collman, James P.; Tanaka, Hiroo; Hembre, Robert T.; Brauman, John I.

Journal of the American Chemical Society, 1990 , vol. 112, # 9 p. 3689 - 3690 Title/Abstract Full Text View citing articles Show Details

With tetrachloromethane; copper perchlorate; dihydrogen peroxide

T=18°C; reagents ratio; Product distribution;

Geletii, Yu. V.; Lavrushko, V. V.; Shilov, A. E.

Doklady Chemistry, 1986 , vol. 288, p. 129 - 132 Dokl. Akad. Nauk SSSR Ser. Khim., 1986 , vol. 288, # 1 p. 139 - 143 Title/Abstract Full Text Show Details

A: 4.95 mmol B: 0.34 mmol C: 0.12 mmol

With tert.-butylhydroperoxide; lithium chloride; iron(III)-acetylacetonate in pyridine; acetic acid

T=60°C; 4.5 h; different Fe(III) species, different reagents; Product distribution;

Barton, Derek H. R.; Beviere, Stephane D.; Chavasiri, Warinthorn

Tetrahedron, 1994 , vol. 50, # 1 p. 31 - 46 Title/Abstract Full Text View citing articles Show Details

A: 3.3 % Turnov. B: 4.6 % Turnov. C: 10.3 % Turnov.

With [RuCl2(tris(2-methylpyridine)amine)]ClO4; 3-chloro-benzenecarboperoxoic acid in acetonitrile

24 h; Ambient temperatureother alkane (adamantane);

Kojima, Takahiko

Chemistry Letters, 1996 , # 2 p. 121 - 122 Title/Abstract Full Text View citing articles Show Details

With 2-pyridinecarboxylic acid; dihydrogen peroxide; iron(II) chloride in pyridine; acetonitrile

0.75 h; Ambient temperature; Product distribution;

Barton, Derek H.R.; Launay, Franck

Tetrahedron, 1998 , vol. 54, # 42 p. 12699 - 12706 Title/Abstract Full Text View citing articles Show Details

A: 2 % Chromat. B: 10 % Chromat. C: 13 % Chromat.

With tetrachloromethane; (pyridine-2-carboxylate)VO(O2)(H2O)2 in acetonitrile

T=20°C; 3 h;

Mimoun; Saussine; Daire; Postel; Fischer; Weiss

Journal of the American Chemical Society, 1983 , vol. 105, # 10 p. 3101 - 3110 Title/Abstract Full Text Show Details

A: 5.03 mmol B: 1.14 mmol C: 0.19 mmol

With 2-pyridinecarboxylic acid; tert.-butylhydroperoxide; iron(II) nitrate; lithium chloride in pyridine; acetic acid

T=60°C; 18 h;

Barton, Derek H. R.; Beviere, Stephane D.; Chavasiri, Warinthorn; Doller, Dario; Hu, Bin

Tetrahedron Letters, 1993 , vol. 34, # 12 p. 1871 - 1874 Title/Abstract Full Text View citing articles Show Details

A: 5.79 mmol B: 0.75 mmol C: 0.17 mmol

With tert.-butylhydroperoxide; lithium chloride; iron(III) trifluoride in pyridine; acetic acid

T=60°C; 4.5 h;

Barton, Derek H. R.; Beviere, Stephane D.; Chavasiri, Warinthorn

Tetrahedron, 1994 , vol. 50, # 1 p. 31 - 46 Title/Abstract Full Text View citing articles Show Details

A: 1 % Chromat. B: 62 % Chromat. C: 15 % Chromat.

With tetra-n-butylammonium nitridoosmate(VIII); iron(III) chloride in dichloromethane; acetic acid

T=23°C; 0.00833333 h; Product distribution; Further Variations:ReagentsTemperaturesSolventstime;

Yiu, Shek-Man; Wu, Zhi-Biao; Mak, Chi-Keung; Lau, Tai-Chu

Journal of the American Chemical Society, 2004 , vol. 126, # 45 p. 14921 - 14929 Title/Abstract Full Text View citing articles Show Details

With oxygen in acetonitrile

T=13°C; P=760 Torr; Irradiation; Product distribution; Further Variations:Reagents;

Takaki, Ken; Yamamoto, Jun; Komeyama, Kimihiro; Kawabata, Tomonori; Takehira, Katsuomi

Bulletin of the Chemical Society of Japan, 2004 , vol. 77, # 12 p. 2251 - 2255 Title/Abstract Full Text View citing articles Show Details

With 3-chloro-benzenecarboperoxoic acid; mononuclear ruthenium(III) pyridylamine complex in acetonitrile

T=20°C;

Kojima, Takahiko; Hayashi, Ken-Ichi; Iizuka, Shin-Ya; Tani, Fumito; Naruta, Yoshinori; Kawano, Masaki; Ohashi, Yuji; Hirai, Yuichirou; Ohkubo, Kei; Matsuda, Yoshihisa; Fukuzumi, Shunichi

Chemistry - A European Journal, 2007 , vol. 13, # 29 p. 8212 - 8222 Title/Abstract Full Text View citing articles Show Details

A: 3 %Chromat. B: 18 %Chromat. C: 75 %Chromat.

With tert.-butylhydroperoxide; iron(III) chloride; {tetra-n-butylammonium} {osmiumnitrido(chloro)4} in dichloromethane; acetic acid

T=23°C;

Yiu, Shek-Man; Man, Wai-Lun; Lau, Tai-Chu

Journal of the American Chemical Society, 2008 , vol. 130, # 32 p. 10821 - 10827 Title/Abstract Full Text View citing articles Show Details

A: 3 %Chromat. B: 61 %Chromat. C: 14 %Chromat.

With tert.-butylhydroperoxide; iron(III) chloride; {tetra-n-butylammonium} {osmiumnitrido(chloro)4} in dichloromethane; acetic acid

T=23°C;

Yiu, Shek-Man; Man, Wai-Lun; Lau, Tai-Chu

Journal of the American Chemical Society, 2008 , vol. 130, # 32 p. 10821 - 10827 Title/Abstract Full Text View citing articles Show Details

With iron(III) chloride hexahydrate; oxygen in acetonitrile

T=36 - 38°C; P=760.051 Torr; 12 h; visible light irradiation;

Wu, Wenfeng; He, Xiangling; Fu, Zaihui; Liu, Yachun; Wang, Yanlong; Gong, Xinglang; Deng, Xiaolin; Wu, Haitao; Zou, Yanhong; Yu, Ningya; Yin, Dulin

Journal of Catalysis, 2012 , vol. 286, p. 6 - 12 Title/Abstract Full Text View citing articles Show Details

With iron(III) chloride hexahydrate in acetonitrile

T=34.84°C; P=760.051 Torr; 12 h; Irradiation; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Wu, Wenfeng; Fu, Zaihui; Wen, Xu; Wang, Yongjun; Zou, Shuai; Meng, Yue; Liu, Yachun; Kirk, Steven Robert; Yin, Dulin

Applied Catalysis A: General, 2014 , vol. 469, p. 483 - 489 Title/Abstract Full Text View citing articles Show Details

2.3. Procedure of photo-oxy-chlorination of cyclohexane

A: 2 %Chromat. B: 12 %Chromat. C: 61 %Chromat.

With dichloromethane; [Os(VI)(N)(N,N'-bis(salicylidene)-o-cyclohexyldiamine(2-)) (CH3OH)]PF6; dihydrogen peroxide in acetic acid

T=23°C; 3 h; Inert atmosphere; Catalytic behavior; Reagent/catalystSolventConcentration; Overall yield = 75 percentChromat.;

Chen, Man; Pan, Yi; Kwong, Hoi-Ki; Zeng, Raymond J.; Lau, Kai-Chung; Lau, Tai-Chu

Chemical Communications, 2015 , vol. 51, # 71 p. 13686 - 13689 Title/Abstract Full Text View citing articles Show Details

A: 2 %Chromat. B: 12 %Chromat. C: 68 %Chromat.

With dichloromethane; [Os(VI)(N)(N,N'-bis(salicylidene)-o-cyclohexyldiamine(2-)) (CH3OH)]PF6; dihydrogen peroxide in acetic acid

T=23°C; 3 h; Catalytic behavior; Overall yield = 82 percentChromat.;

Chen, Man; Pan, Yi; Kwong, Hoi-Ki; Zeng, Raymond J.; Lau, Kai-Chung; Lau, Tai-Chu

Chemical Communications, 2015 , vol. 51, # 71 p. 13686 - 13689 Title/Abstract Full Text View citing articles Show Details

With peracetic acid; [(susan){FeCl(μ-O)FeCl}](ClO4)2*0.5methanol in dichloromethane

T=25°C; 18 h; Catalytic behavior;

Dalton Transactions, 2016 , vol. 45, # 8 p. 3340 - 3361 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

25 Synthesize Find similar

A: 5.3% B: 32.2% C: 62.5%

T=170°C; P=7483.15 - 8000.32 Torr; In presence of cyclohexanoneHelium flow; Product distribution / selectivity; Hide Experimental Procedure

Rx-ID: 1999530 Find similar reactions

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ;

Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

19:

Each of the catalysts according to Examples 1-5 (0.8-0.9 g) was loaded into a 300 ml Parr pressure reactor containing cyclohexane (160 g) and cyclohexanone (0 or 0.70 g). The reactor was purged for 20 minutes with helium (300 cc/min at atmospheric pressure) and, after that, pressurized with helium to 130-140 psig. The contents of the reactor were heated to 150° C. or 170° C., helium flow was shut down, and air was fed to the reactor at the rate of 300 cc/min until the desired cyclohexane conversion was achieved. The results of the tests are indicated in Table 1.

A: 62% B: 7% C: 31%

T=170°C; P=7483.15 - 8000.32 Torr; Helium flowIn presence of cyclohexanone; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 6 ; Title/Abstract Full Text Show Details

34:

y-Al2O3 (basic, Alpha Aesar, 5.984 g) was suspended in 117.3 g solution of 0.1percent AuCl3 in 0.5percent HCl. The slurry was titrated with 9percent NH3 to pH 7.0. The agitation continued for 4 hours at ambient temperature. The slurry was filtered, and the precipitate was washed on a filter with 50 ml water, dried overnight at 110° C., and calcined 3 hours at 450° C. The catalyst, Au/Al2O3 was tested in cyclohexane oxidation as in Examples 8-19. The results of the test are indicated in Table 1.

A: 58.1% B: 8.2% C: 14.9%

T=150°C; P=7483.15 - 8000.32 Torr; Helium flow; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

27; 28:

A: 58.1% B: 14.8% C: 27.1%

T=150°C; P=7483.15 - 8000.32 Torr; Helium flow; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

28:

T=170°C; P=7483.15 - 8000.32 Torr; In presence of cyclohexanoneHelium flow; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

18:

T=170°C; P=7483.15 - 8000.32 Torr; Helium flowIn presence of cyclohexanone; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 6 ; Title/Abstract Full Text Show Details

34:

This comparative example illustrates preparing a gold catalyst on NaY zeolite, an alumosilicate (Na2O)0.026(Al2O3)0.15SiO2 of FAU structure and using the catalyst in cyclohexane oxidation. The catalyst was prepared according to Example 1, wherein 0.03 M aqueous HAuCl4 solution was used as a source of gold. The support was prepared as described in Breck D. W. U.S. Pat. No. 3,130,007 (1964). The catalyst, Au/NaY was tested in cyclohexane oxidation as in Examples 8-19. The results of the test are indicated in Table 1.

A: 4% B: 52% C: 45%

T=150 - 170°C; P=7483.15 - 8000.32 Torr; In presence of cyclohexanoneHelium flow; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

T=150°C; P=7483.15 - 8000.32 Torr; Helium flow; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

14:

T=170°C; P=7483.15 - 8000.32 Torr; In presence of cyclohexanoneHelium flow; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

11-13:

With borosilicate B-ZSM-5

T=170°C; P=7483.15 - 8000.32 Torr; Helium flowIn presence of cyclohexanone; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

29:

This comparative example illustrates oxidizing cyclohexane using borosilicate B-ZSM-5 with MFI structure without gold as a catalyst. Boron-containing ZSM-5 (B-ZSM-5) was prepared according to the first part of Example 3 (the catalyst did not contain gold). The catalyst was tested in cyclohexane oxidation as in Examples 8-19. The results of the test are shown in Table 1. A: 48% B: 10% C: 43%

T=170°C; P=7483.15 - 8000.32 Torr; Helium flowIn presence of cyclohexanone; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

32:

This comparative example illustrates oxidizing cyclohexane using crystalline alumophosphate without gold as a catalyst. Crystalline alumophosphate was prepared according to the Example 5 (the catalyst did not contain gold). The catalyst was tested in cyclohexane oxidation as in Examples 8-19. The results of the test are shown in Table 1. A: 48% B: 8% C: 44%

With silicalite-1

T=170°C; P=7483.15 - 8000.32 Torr; Helium flowIn presence of cyclohexanone; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

30:

This comparative example illustrates oxidizing cyclohexane using porous crystalline silicate with MFI structure, silicalite-1, without gold as a catalyst. Silicalite-1 was prepared according to the first part of Example 1; the catalyst did not contain gold. The silicalite was tested in cyclohexane oxidation as in Examples 8-19. The results of the test are shown in Table 1. A: 48%

T=170°C; P=7483.15 - 8000.32 Torr; Helium flowIn presence of cyclohexanone; Product

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte,

B: 19% C: 32%

distribution / selectivity;

Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

A: 46% B: 11% C: 43%

With titanosilicate TS-1

T=170°C; P=7483.15 - 8000.32 Torr; Helium flowIn presence of cyclohexanone; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

31:

This comparative example illustrates oxidizing cyclohexane using titanosilicate TS-1 with MFI structure without gold as a catalyst. Titanosilicate TS-1 was prepared according to the first part of Example 2 (the catalyst did not contain gold). The titanosilicate was tested in cyclohexane oxidation as in Examples 8-19. The results of the test are shown in Table 1. A: 6% B: 34% C: 45%

T=170°C; P=7483.15 - 8000.32 Torr; In presence of cyclohexanoneHelium flow; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

15-17:

With C24H20Cl2Cu2N2O6; dihydrogen peroxide in acetonitrile

T=140°C; P=22502.3 Torr; 1 h; Microwave irradiation; Hide Experimental Procedure

Ceyhan, Goekhan; Koese, Muhammet; McKee, Vickie; Urus, Serhan; Goelcue, Ayseguel; Tuemer, Mehmet

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2012 , vol. 95, p. 382 - 398 Title/Abstract Full Text View citing articles Show Details

2.4. Cyclohexane and cyclooctane oxidation under microwave irradiation

General procedure: The catalytic oxidation of cycloclohexane and cyclooctane under microwave irradiation was performed as follows: 0.02 mmol catalyst, 2 mmol cyclohexane (Carlo Erba, 99.8percent), 4 mmol H2O2 (Merck, 35percent) were microwaved for 60 min at 400W (40percent of maximum output power). The catalyst:substrate:oxidant ratio was 1:100:200. The complexes were dissolved in 5 mL acetonitrile and cyclohexane and H2O2 were added to the microwave vessels, for each oxidation experiment. After it was immediately closed the vessels, they were placed inside the Berghof MWS3+ microwave oven and irradiated at 400W for 60 min. The temperature was controlled automatically by the microwave instrument at about 140 °C. However, for some short times, it increased to 150-160 °C during the reaction and consequently, the pressure also increased to 30-35 bar due to the evaporation of solvent and substrate. In order to stop the oxidation before analysis, 1 mL H2O was added in the vessels and the oxidized organic products, except organic acids, were extracted with 10 mL CH2Cl2 and injected to GC and GC-MS for analysis and characterization. The amounts of CyH, Cy-OH, Cy=O and CyON, CyON-OH, CyON=O present were calculated from external calibration curves that were prepared before analyses. A: 39% B: 30.5% C: 23.3%

With tert.-butylhydroperoxide

1 h; Product distribution; Further Variations:Reagentstime;

Hamdy, Mohamed S.; Ramanathan, Anand; Maschmeyer, Thomas; Hanefeld, Ulf; Jansen, Jacobus C.

Chemistry - A European Journal, 2006 , vol. 12, # 6 p. 1782 - 1789 Title/Abstract Full Text View citing articles Show Details

A: 34.2% B: 17.3% C: 34.3%

T=150°C; P=7483.15 - 8000.32 Torr; Helium flow; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

9; 10:

T=170°C; P=7483.15 - 8000.32 Torr; Helium flowIn presence of cyclohexanone; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

23-26:

for 20 minutes with 300 cc/min helium at atmospheric pressure and, after that, pressurized with helium to 130-140 psig. The contents of the reactor were heated to 150° C. or 170° C., helium flow was shut down, and air was fed to the reactor at the rate of 300 cc/min until the desired cyclohexane conversion was achieved. The results of the tests are indicated in Table 1.

A: 8% B: 7% C: 11%

T=170°C; P=7483.15 - 8000.32 Torr; Helium flow; Product distribution / selectivity; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

20-22:

These comparative examples illustrate oxidizing cyclohexane without a catalyst. Cyclohexane (160 g) and cyclohexanone (0 or 0.70 g) were loaded into a 300 ml Parr pressure reactor. The reactor was purged for 20 minutes with 300 cc/min helium at atmospheric pressure and, after that, pressurized with helium to 130-140 psig. The contents of the reactor were heated to 150° C. or 170° C., helium flow was shut down, and air was fed to the reactor at the rate of 300 cc/min until the desired cyclohexane conversion was achieved. The results of the tests are indicated in Table 1.

With oxygen; chlorine

T=21.9°C; P=700 Torr; Irradiationvarying O2 partial pressure; Product distributionMechanism;

Rowley, David M.; Lightfoot, Phillip D.; Lesclaux, Robert; Wallington, Timothy J.

Journal of the Chemical Society, Faraday Transactions, 1991 , vol. 87, # 19 p. 3221 - 3226 Title/Abstract Full Text View citing articles Show Details

With air; iron(III) chloride in methanol

T=15°C; 5 h; Irradiationother alkanes; var. solvents ; var. time and concentrantions; Product distribution;

Shul'pin, G. B.; Druzhinina, A. N.

Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.), 1992 , vol. 41, # 2 p. 436 437,346 - 347 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=22°C; Irradiation; Product distribution;

Galimova, L. G.; Maslennikov, S. I.; Nikolaev, A. I.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1980 , vol. 29, p. 1731 - 1735 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1980 , # 11 p. 2464 - 2469 Title/Abstract Full Text View citing articles Show Details

With VO(O2)(picolinato)(H2O)2 in acetonitrile

T=20°C; Irradiationother hydrocarbons, also in the dark and in the presence of PPh3; Product distribution;

Attanasio, Donato; Suber, Lorenza; Shul'pin, G. B.

Bull. Russ. Acad. Sci. Div. Chem. Sci. (Engl. Transl.), 1992 , vol. 41, # 8.2 p. 1918 - 1921,1502 - 1504 Title/Abstract Full Text View citing articles Show Details

With pyrazinecarboxylic acid; dihydrogen peroxide; triphenylphosphine; [n-Bu4N]VO3

T=50°C; 2 h; var. temperature, other alkanes and arenes; Product distributionMechanism;

Shul'Pin, Georgiy B.; Attanasio, Donato; Suber, Lorenza

Journal of Catalysis, 1993 , vol. 142, # 1 p. 147 - 152 Title/Abstract Full Text View citing articles Show Details

With oxygen; molecular sieve

T=130°C; P=7500.6 Torr; 5 h; further catalysts, further temperatures, also with acetic acid as a promotor; Product distribution;

Vanoppen, Dominic L.; Vos, Dirk E. De; Genet, Michel J.; Rouxhet, Paul G.; Jacobs, Peter A.

Angewandte Chemie, 1995 , vol. 107, # 5 p. 637 - 639 Title/Abstract Full Text Show Details

With air; tetrabutylammonium tungstate; 9,10-phenanthrenequinone in acetonitrile

T=20°C; Irradiationselectivity in the photochemical oxidation; other alkanes; other anthraquinone catalyst system;

Nizova, G. V.; Shul'Pin, G. B.

Petroleum Chemistry (English Translation), 1994 , vol. 34, # 4 p. 353 - 356 Neftekhimiya, 1994 , vol. 34, # 4 p. 364 - 367 Title/Abstract Full Text View citing articles Show Details

With pyrazinecarboxylic acid; oxygen in acetonitrile

4 h; Irradiationeffect of the sensitizer; further reagents; Product distribution;

Nizova, G. V.; Shul'pin, G. B.

Russian Chemical Bulletin, 1995 , vol. 44, # 10 p. 1982 - 1983 Izvestiya Akademi Nauk, Seriya Khimicheskaya, 1995 , # 10 p. 2065 - 2066 Title/Abstract Full Text Show Details

With pyrazinecarboxylic acid; dihydrogen peroxide; methyltrioxorhenium(VII)

T=80°C; 6 h; oxidations of alkanes under var. conditions; Product distributionMechanism;

Schuchardt, Ulf; Manddli, Dalmo; Shul'Pin, Georgiy B.

Tetrahedron Letters, 1996 , vol. 37, # 36 p. 6487 - 6490 Title/Abstract Full Text View citing articles Show Details

With perchloric acid; dihydrogen peroxide; polyferrophenylsiloxane in water; acetonitrile

T=20°C; Oxidation;

Kulikova; Levitsky; Buchachenko

Russian Chemical Bulletin, 1996 , vol. 45, # 12 p. 2870 - 2872 Title/Abstract Full Text View citing articles Show Details

With air; dihydrogen peroxide; pyrazinecarboxylic acid; [n-Bu4N]VO3 in water; acetonitrile

Guerreiro; Schuchardt; Shul'pin

T=50°C; Oxidation; 1.5 h;

Russian Chemical Bulletin, 1997 , vol. 46, # 4 p. 749 - 754 Title/Abstract Full Text View citing articles Show Details

With [Mn2(1,4,7-trimethyl-1,4,7-triazacyclononane)2(μ-O)3](PF6)2; dihydrogen peroxide; acetic acid in acetonitrile

T=20°C; kinetics of product accumulation at various conditions; effect of reagent conc.; Product distributionMechanism;

Shul'pin, Georgiy B.; Suess-Fink, Georg; Lindsay Smith, John R.

Tetrahedron, 1999 , vol. 55, # 17 p. 5345 - 5358 Title/Abstract Full Text View citing articles Show Details

With [Fe2O(CH3CO2)2(tfpy)2][ClO4]2; dihydrogen peroxide in acetonitrile

Oxidation; Product distribution; Further Variations:Reagents;

Nishino, Satoshi; Hosomi, Hiroyuki; Ohba, Shigeru; Matsushima, Hideaki; Tokii, Tadashi; Nishida, Yuzo

Journal of the Chemical Society - Dalton Transactions, 1999 , # 9 p. 1509 - 1513 Title/Abstract Full Text View citing articles Show Details

With [Fe2O(CH3CO2)2(tfpy)2][ClO4]2; dihydrogen peroxide in acetonitrile

Oxidation;

Nishino, Satoshi; Hosomi, Hiroyuki; Ohba, Shigeru; Matsushima, Hideaki; Tokii, Tadashi; Nishida, Yuzo

Journal of the Chemical Society - Dalton Transactions, 1999 , # 9 p. 1509 - 1513 Title/Abstract Full Text View citing articles Show Details

With oxygen; [γ-SiW10{Mn(III)(OH2)}2O38](6-) in 1,2-dichloro-ethane

T=82.85°C; Oxidation; Oxygenation; P=760 Torr; 96 h; Product distribution; Further Variations:Catalysts;

Hayashi, Tetsuya; Kishida, Asako; Mizuno, Noritaka

Chemical Communications, 2000 , # 5 p. 381 - 382 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; TBA4H2BFe(H2O)W11O39*H2O in acetonitrile

12 h; Heating; Product distribution; Further Variations:reaction time;

Santos, Isabel C. M. S.; Balula, M. Salete S.; Simoes, Mario M. Q.; Neves, M. Graca P. M. S.; Cavaleiro, Jose A. S.; Cavaleiro, Ana M. V.

Synlett, 2003 , # 11 p. 1643 - 1646 Title/Abstract Full Text View citing articles Show Details

With [Fe{2,6-bis[1-2,6-diisopropylphenylimino)ethyl]pyridine}Cl2]; dihydrogen peroxide in acetonitrile

T=20°C; 0.25 h; Product distribution; Further Variations:Reagentsreagents' ratio;

Britovsek, George J. P.; England, Jason; Spitzmesser, Stefan K.; White, Andrew J.P.; Williams, David J.

Dalton Transactions, 2005 , # 5 p. 945 - 955 Title/Abstract Full Text View citing articles Show Details

With air; dihydrogen peroxide; olefin carbonyl osmium(0) in acetonitrile

T=60°C; 4 h; Product distributionKinetics; Further Variations:ReagentsTemperaturesconcentration of: catalyst, substrate, reagent;

Shul'pin, Georgiy B.; Kudinov, Aleksandr R.; Shul'pina, Lidia S.; Petrovskaya, Elena A.

Journal of Organometallic Chemistry, 2006 , vol. 691, # 5 p. 837 - 845 Title/Abstract Full Text View citing articles Show Details

With ozone; chromium(0) hexacarbonyl

T=40°C; Product distributionKinetics; Further Variations:CatalystsTemperatures;

Syroezhko; Begak; Proskuryakov

Russian Journal of Applied Chemistry, 2004 , vol. 77, # 1 p. 51 - 56 Title/Abstract Full Text View citing articles Show Details

With oxygen; [α-Fe(H2O)SiW11O39](5-)*5[N(hexyl)4](1-) in 1,2-dichloro-ethane

T=120°C; P=760 Torr; 4.16667 h; microwave irradiation; KineticsProduct distribution; Further Variations:CatalystsReagentsTemperatureswithout microwave irradiation;

Bonchio, Marcella; Carraro, Mauro; Scorrano, Gianfranco; Kortz, Ulrich

Advanced Synthesis and Catalysis, 2005 , vol. 347, # 15 p. 1909 - 1912 Title/Abstract Full Text View citing articles Show Details

With pyrazinecarboxylic acid; dihydrogen peroxide; oxygen; [n-Bu4N]VO3 in acetonitrile

T=25°C; 100 h; Product distribution; Further Variations:ReagentsTemperatures;

Jannini; Shul'pina; Schuchardt; Shul'pin

Petroleum Chemistry, 2005 , vol. 45, # 6 p. 413 - 418 Title/Abstract Full Text View citing articles Show Details

With Glyoxal; vanadyl acetylacetonate; dihydrogen peroxide; acetic acid in water

T=40°C; Product distribution;

Pocutsa; Le Bras; Muzart

Russian Chemical Bulletin, 2005 , vol. 54, # 2 p. 312 - 315 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; acetic acid; Mn(IV)*polymer-bound 1,4,7-trimethyl-1,4,7triazacyclononane in acetonitrile

T=5°C; KineticsProduct distribution; Further Variations:ReagentsTemperatures;

Nizova, Galina V.; Bolm, Carsten; Ceccarelli, Simona; Pavan, Chiara; Shul'pin, Georgiy B.

Advanced Synthesis and Catalysis, 2002 , vol. 344, # 8 p. 899 - 905 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; [n-Bu4N]VO3 in acetonitrile

T=60°C; Kinetics;

Shul'pin, Georgiy B.; Kozlov, Yuriy N.

Organic and Biomolecular Chemistry, 2003 , vol. 1, # 13 p. 2303 - 2306 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; acetic acid; [Mn2(1,4,7-trimethyl-1,4,7-triazacyclononane)2(μ-O)3] (PF6)2 in acetonitrile

T=25°C; Product distributionKinetics; Further Variations:ReagentsCatalystsTemperatures;

Shul'pin, Georgiy B.; Nizova, Galina V.; Kozlov, Yuriy N.; Pechenkina, Irina G.

New Journal of Chemistry, 2002 , vol. 26, # 9 p. 1238 - 1245 Title/Abstract Full Text View citing articles Show Details

With peracetic acid; tetrakis(acetonitrile)copper(I)tetrafluoroborate in acetonitrile

T=60°C; 2 h; Product distribution; Further Variations:Catalysts;

Shul'pin, Georgiy B.; Gradinaru, Julieta; Kozlov, Yuriy N.

Organic and Biomolecular Chemistry, 2003 , vol. 1, # 20 p. 3611 - 3617 Title/Abstract Full Text View citing articles Show Details

With pyrazinecarboxylic acid; dihydrogen peroxide; iron(III) perchlorate in acetonitrile

T=25°C; KineticsProduct distributionActivation energy; Further Variations:ReagentsCatalystsUV irradiation;

Shul'pin, Georgiy B.; Nizova, Galina V.; Kozlov, Yuriy N.; Cuervo, Laura Gonzalez; Suess-Fink, Georg

Advanced Synthesis and Catalysis, 2004 , vol. 346, # 2-3 p. 317 - 332 Title/Abstract Full Text View citing articles Show Details

With oxygen; (CeO2)(ZrO2)

T=120°C; P=8250.83 Torr; 5 h; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1518849 A1, 2005 ; Location in patent: Page/Page column 4 ; Title/Abstract Full Text Show Details

1; 2; 3; 4:

Example 1; In a 200 mL stainless steel autoclave, 15 g (0.18 mol) of cyclohexane and 0.3 g of the metal oxide as a catalyst obtained in Reference Example 1 were placed, and the inside of the system was pressured to 0.6 MPa with nitrogen at a room temperature (about 25°C), and then was pressured to 1.1 MPa with air. Thereafter, the temperature of the system was increased to 120 °C to oxidize the cyclohexane with the molecular oxygen in the air for 5 hours. After cooling, the resulting reaction solution was analyzed. As a result, the conversion of the cyclohexane was 1.4 percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexylhydroperoxide were 43.4 percent, 31.6 percent and 11.8 percent, respectively; Example 2; Cyclohexane was oxidized with the molecular oxygen in the same procedure as in Example 1 except that the metal oxide obtained in Reference Example 2 was utilized as a catalyst instead of using the metal oxide obtained in Reference Example 1. As a result, the conversion of the cyclohexane was 1.0 percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexylhydroperoxide were 45.0 percent, 34.5 percent and 11.2 percent, respectively; Example 3; Cyclohexane was oxidized with the molecular oxygen in the same procedure as in Example 1 except that the metal oxide obtained in Reference Example 3 was utilized as a catalyst instead of using the metal oxide obtained in Reference Example 1. As a result, the conversion of the cyclohexane was 1.8 percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexylhydroperoxide were 40.1 percent, 35.4 percent and 12.3 percent, respectively; Example 4; Cyclohexane was oxidized with the molecular oxygen in the same procedure as in Example 1 except that the metal oxide obtained in Reference Example 4 was utilized as a catalyst instead of using the metal oxide obtained in Reference Example 1. As a result, the conversion of the cyclohexane was 3.6 percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexylhydroperoxide were 41.9 percent, 31.2 percent and 6.9 percent, respectively.

With bis(1-methyl-1-phenylethyl)peroxide; oxygen

T=120 - 160°C; P=7500.75 - 11251.1 Torr; 0.5 - 23 h; Product distribution / selectivity; Hide Experimental Procedure

Shan, Zhiping; Yeh, Chuen Y.; Angevine, Philip J.; Dautzenberg, Frits M.; Jansen, Jacobus Cornelis

Patent: US2005/197499 A1, 2005 ; Location in patent: Page/Page column 3-4 ; Title/Abstract Full Text Show Details

6; 7; 8:

This example demonstrates the auto-oxidation of cyclohexane to cyclohexyl hydroperoxide. In a Teflon.(R). lined autoclave, 15 parts of cyclohexane by weight, 1 part of chlorobenzene as internal standard and 0.01 parts of dicumyl peroxide as initiator were charged. Into the mixture in the autoclave, a gas mixture of oxygen and nitrogen having an oxygen concentration of 8percent by volume was fed for one hour at a rate of 50 ml/min, and then pressurized to about 10 bars. The mixture was heated up to 120° C., and the pressure was adjusted to 15 bars using the above-mentioned oxygen-containing nitrogen gas. In the course of the reaction, oxygen was gradually consumed, and the pressure dropped. After every hour, the pressure was adjusted to 15 bars by refilling oxygen-containing nitrogen. After 22 hours, the reaction was stopped by cooling and depressurizing. Upon cooling to room temperature, the reaction mixture was recovered for analysis and subsequent epoxidation. GC analysis was used to measure cyclohexanone, cyclohexanol, and CHHP content. The CHHP content was also confirmed via titration with Na2S2O3 solution. The final reaction mixture had cyclohexanone (0.50 wt percent), cyclohexanol (0.76 wt percent) and cyclohexyl hydroperoxide (6.3 wt percent). The conversion of cyclohexane was 6.2 wt percent, and a selectivity to cyclohexyl hydroperoxide was 76.4 wt percent. The final reaction mixture was dried using anhydrous MgSO4 before the epoxidation reaction. ; EXAMPLE 7 The procedure is the same as Example 6, but the reaction was held at 150° C., and the reaction time was shortened to 4.5 hr. Finally the reaction mixture contained cyclohexanone (0.47 wt. percent), cyclohexanol (0.74 wt. percent) and cyclohexyl hydroperoxide (6.8 wt. percent). The conversion of cyclohexane was 7.6 wt. percent, and the selectivity to cyclohexyl hydroperoxide was 84.9 wt. percent. ; EXAMPLE 8 The procedure was the same as in Example 6, but the reaction temperature was held at 160° C., and the reaction time was shortened to 0.5 hr. The reaction mixture contained cyclohexanone (0.12 wt. percent), cyclohexanol (0.34 wt. percent) and cyclohexyl hydroperoxide (4.8 wt. percent). The conversion of cyclohexane was 4.4 wt. percent, and the selectivity to cyclohexyl hydroperoxide was 85.3 wt. percent.

With oxygen; Ru(acetylacetonate)3; cobalt octanoate

T=14 - 140°C; P=7875.79 Torr; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2003/216601 A1, 2003 ; Location in patent: Page/Page column 2-3 ; Title/Abstract Full Text Show Details

1; 2; 3:

Example 1; [0033] To a 1-liter glass autoclave were added 252.6 g (3 moles) of cyclohexane, 0.00032 g (0.00000043 mole) of cobalt (II) octylate that contains 8 wt percent of cobalt, 0.00010 g (0.00000025 mole) of ruthenium (III) acetylacetonato, 0.52 g (0.0053 mole) of cyclohexanone, and 0.52 g (0.0052 mole) of cyclohexanol and held at a temperature of 140° C. under a pressure of 1.05 MPa in a nitrogen atmosphere. With the temperature and the pressure maintained, the oxygen-containing gas with an oxygen concentration of 10percent by volume was blown into the glass autoclave at a rate of 500 ml/minute for 1 hour. The oxygen-containing gas was then changed to air blowing at a rate of 250 ml/minute, and the flow rate was gradually increased to 500 ml/minute. When the oxygen-containing gas was changed to air, a solution containing cobalt (II) octylate at a concentration of 0.11 ppm by weight in terms of cobalt and ruthenium (III) acetylacetonato at a concentration of 0.11 ppm by weight in terms of ruthenium in cyclohexane was started to feed at a rate of 8.2 g/minute, and feeding of cyclohexane solution containing 3.1percent by weight of cyclohexanone and 3.1percent by weight of cyclohexanol was started at a rate of 0.75 g/minute at the same time. While maintaining the pressure and the temperature, the reaction solution was withdrawn at substantially the same rate as the feeding rate, and the reaction was carried out for 4 hours in a continuous process with a residence time of 0.5 hour. The discharged gas contained oxygen at an average concentration of 0.1percent by volume. The whole amount of the supplied liquid contained cyclohexane at a concentration of 99 wt percent, cyclohexanone at a concentration of 0.3 wt percent, cyclohexanol at a concentration of 0.3 wt percent, cobalt (II) octylate at a concentration of 0.10 ppm by weight in terms of cobalt, and ruthenium (III) acetylacetonato at a concentration of 0.10 ppm by weight in terms of ruthenium. [0034] The analysis of the reaction solution revealed to contain cyclohexanone at a concentration of 2.1 wt percent, cyclohexanol at a concentration of 1.9 wt percent, and cyclohexyl hydroperoxide at a concentration of 0.2 wt percent. [0035] The conversion rate of cyclohexane was 4.0percent, and the total yield of cyclohexanone, cyclohexanol, and cyclohexyl hydroperoxide was 3.2percent (selectivity 80.2percent).; Example 2; [0036] To a 1-liter glass

autoclave were added 253.0 g (3 moles) of cyclohexane, 0.00032 g (0.00000043 mole) of cobalt (II) octylate containing cobalt 8 wt percent, 0.00010 g (0.00000025 mole) of ruthenium (III) acetylacetonato, 0.54 g (0.0055 mol) of cyclohexanone, and 0.56 g (0.0056 mol) of cyclohexanol and held at a temperature of 14° C. under a pressure of 1.05 MPa in a nitrogen atmosphere. While maintianing the temperature and the pressure, the oxygen-containing gas with an oxygen concentration of 10percent by volume was blown into the glass autoclave at a rate of 400 ml/minute for 1 hour. The oxygen-containing gas was then changed to air and air was blown at a rate of 250 ml/minute, and the flow rate was gradually increased to 275 ml/minute. When the gas was changed to air, feeding of cyclohexane containing cobalt (II) octylate at a concentration of 0.10 ppm by weight in terms of cobalt and ruthenium (III) acetylacetonato at a concentration of 0.10 ppm by weight in terms of ruthenium, cyclohexane containing 0.2 wt percent of cyclohexanone and 0.2 wt percent of cyclohexanol at a rate of 4.5 g/minute was started. With the pressure and the temperature maintained, the reaction solution was withdrawn at almost the same rate as the feeding rate, and the reaction was carried out for 6 hours in a continuous process with a residence time of 1.0 hour. The discharged gas contained oxygen at an average concentration of not more than 0.1percent by volume. Analysis of the reaction solution showed that it contained cyclohexanone at a concentration of 2.3percent by weight, cyclohexanol at a concentration of 1.5 wt percent, and cyclohexylhydroperoxide at a concentration of 0.5 wt percent. [0037] The conversion rate of cyclohexane was 4.1percent, and the total yield of cyclohexanone, cyclohexanol, and cyclohexyl hydroperoxide was 3.3percent (selectivity 81.4percent).; Examples 3 to 7; [0038] In Example 3, the experiment was conducted in a similar manner as in Example 2 except that 0.00057 g (0.00000078 mol) of cobalt (II) octylate with a cobalt content of 8 wt percent, and 0.000020 g (0.000000050 mol) of ruthenium (II) acetylacetonato, were used and the cobalt content and the ruthenium content were 0.18 ppm and 0.02 ppm. In Examples 4 to 7 the experiments were conducted in a similar manner as in Example 2 except that ruthenium compounds as listed in Table 1 were used in place of ruthenium (II) acetylactonato.

With oxygen; RuCp2; cobalt octanoate

T=14°C; P=7875.79 Torr; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2003/216601 A1, 2003 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

Examples 3 to 7; [0038] In Example 3, the experiment was conducted in a similar manner as in Example 2 except that 0.00057 g (0.00000078 mol) of cobalt (II) octylate with a cobalt content of 8 wt percent, and 0.000020 g (0.000000050 mol) of ruthenium (II) acetylacetonato, were used and the cobalt content and the ruthenium content were 0.18 ppm and 0.02 ppm. In Examples 4 to 7 the experiments were conducted in a similar manner as in Example 2 except that ruthenium compounds as listed in Table 1 were used in place of ruthenium (II) acetylactonato.

With oxygen; ruthenium trichloride; cobalt octanoate

T=14°C; P=7875.79 Torr; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2003/216601 A1, 2003 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

With oxygen; cobalt(II) 5,10,15,20-tetrakis(pentafluorophenyl)-2,3,7,8,12,13,17,18octabromoporphyrin; cobalt(II) 2-ethylhexanoate

T=145°C; P=4500.45 Torr; 5 - 5.25 h; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2006/20149 A1, 2006 ; Location in patent: Page/Page column 2-3 ; Title/Abstract Full Text Show Details

1-2:

Example 1 As catalysts, 0.0007 g (2.1.x.10-6 mol) of cobalt(II) 2-ethylhexanoate and 0.0035 g (2.1.x.10-6 mol) of cobalt(II) 5,10,15,20-tetrakis(pentafluorophenyl)-2,3,7,8,12,13,17,18-octabromoporphyrin (compound of the formula (1), wherein X1 to X8 are bromine atoms and R1 to R4 are pentafluorophenyl groups) were dissolved in 2499.6 g (29.7 mol) of cyclohexane to prepare feed liquid (catalyst/starting material solution). Into 1 L autoclave, 278 g of the feed liquid was introduced, and inside of the system was pressured to 0.6 MPa with nitrogen, and then, the temperature of the system was increased to 145° C. with flowing nitrogen. Continuous reaction was conducted for 4 hours with supplying the feed liquid at 4.6 g/min. with flowing air so as to make oxygen concentration in an exhaust gas 1 to 5percent by volume under conditions of reaction temperature 145° C., reaction pressure 0.6 MPa, and residence time 60 minutes. From a result of analysis of the reaction mixture, a conversion of cyclohexane was 4.1percent, and selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroperoxide were 27.0percent, 33.3percent and 30.2percent, respectively (total selectivity was 90.5percent).; Example 2 A procedure was conducted similarly as in Example 1, except that residence time was 75 minutes. A conversion of cyclohexane was 5.7percent, and selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroperoxide were 31.4percent, 34.4percent and 19.2percent, respectively (total selectivity was 85.0percent).

With oxygen; cobalt(II) 5,10,15,20-tetrakis(pentafluorophenyl)-2,3,7,8,12,13,17,18octabromoporphyrin

T=145°C; P=4500.45 Torr; 5 - 5.25 h; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2006/20149 A1, 2006 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

c.1-c.2:

Comparative Example 1 A procedure was conducted similarly as in Example 1, except that 0.0070 g (4.2.x.106 mol) of cobalt(II) 5,10,15,20-tetrakis(pentafluorophenyl)-2,3,7,8,12,13,17,18-octabromoporphyrin was used alone as a catalyst and cobalt(II) 2-ethylhexanoate was not used. A conversion of cyclohexane was 5.5percent, and selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroperoxide were 29.4percent, 38.3percent and 15.7percent, respectively (total selectivity was 83.4percent).; Comparative Example 2 A procedure was conducted similarly as in Comparative Example 1, except that residence time was 75 minutes. A conversion of cyclohexane was 7.5percent, and selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroperoxide were 31.7percent, 35.7percent and 10.7percent, respectively (total selectivity was 78.1percent).

With oxygen; cobalt(II) 2-ethylhexanoate

T=145°C; P=6750.68 Torr; 4.83333 - 5 h; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2006/20149 A1, 2006 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

c.3-c.4:

Comparative Example 3 A procedure was conducted similarly as in Example 1, except that cobalt(II) 5,10,15,20-tetrakis(pentafluorophenyl)-2,3,7,8,12,13,17,18-octabromoporphyrin was not used and 0.0021 g (5.9.x.10-6 mol) of cobalt(II) 2-ethylhexanoate was used alone as a catalyst, and a reaction pressure was 0.9 MPa. A conversion of cyclohexane was 7.0percent, and selectivities of cyclohexanone, cyclohexanol

and cyclohexyl hydroperoxide were 24.6percent, 15.6percent and 11.5percent, respectively (total selectivity was 51.7percent).; Comparative Example 4 A procedure was conducted similarly as in Comparative Example 3, except that residence time was 50 minutes. A conversion of cyclohexane was 6.4percent, and selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroperoxide were 26.0percent, 22.2percent and 16.7percent, respectively (total selectivity was 64.9percent).

With oxygen; cobalt octanoate

T=14°C; P=7875.79 Torr; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2003/216601 A1, 2003 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

With oxygen; cobalt octanoate

T=14°C; P=7875.79 Torr; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2003/216601 A1, 2003 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

With oxygen

T=130°C; P=3750.38 Torr; 24 h; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2006/58556 A1, 2006 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

The same procedure as in Example 1 was used, except that the reaction was conducted without using any catalyst. The conversion of cyclohexane was 2.5percent, the selectivity to cyclohexanone was 63.1percent, the selectivity to cyclohexanonl was 25.7percent, and the selectivity to cyclohexyl hydroperoxide was 7.9percent.

With oxygen; cobalt-supporting kenyaite T=20 - 130°C; P=3750.38 Torr; 24 h; autoclave; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1707553 A2, 2006 ; Location in patent: Page/Page column 6-7 ; Title/Abstract Full Text Show Details

34 g (0.40 mol) of cyclohexane and 0.2 g of the above-mentioned cobalt-supporting kenyaite were put in a 50-ml autoclave, and the inside of the system was pressurized up to 0.5MPa with oxygen at room temperature and thereafter heated up to a temperature of 130°C and reacted under the flow of oxygen for 24 hours. At a point in time of 5.5 hours after the start of the reaction, degree of conversion of cyclohexane was 3.5 percent, selectivity coefficient of cyclohexanone was 44.3 percent, selectivity coefficient of cyclohexanol was 52.1 percent and selectivity coefficient of cyclohexyl hydroperoxide was 0.1 percent. At a point (the end) in time of 24 hours after the start of the reaction, degree of conversion of cyclohexane was 5.4 percent, selectivity coefficient of cyclohexanone was 63.7 percent, selectivity coefficient of cyclohexanol was 24.3 percent and selectivity coefficient of cyclohexyl hydroperoxide was 0.2 percent.

With oxygen; cobalt-supporting kenyaite; heteropoly acid salt-supporting hydrotalcite-like compound T=20 - 130°C; P=3750.38 Torr; 24 h; autoclave; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1707553 A2, 2006 ; Location in patent: Page/Page column 7 ; Title/Abstract Full Text Show Details

34 g (0.40 mol) of cyclohexane, 0.1 g of the cobalt-supporting kenyaite obtained according to the Reference Example 1 which had pillars formed at the interlayer thereof and 0.1 g of the above-mentioned heteropoly acid salt-supporting hydrotalcite-like compound obtained according to the Reference Example 2 were put in a 50-ml autoclave, and the inside of the system was pressurized up to 0.5MPa with oxygen at room temperature and thereafter heated up to a temperature of 130°C and reacted under the flow of oxygen for 24 hours. At a point in time of 6 hours after the start of the reaction, degree of conversion of cyclohexane was 5.5 percent, selectivity coefficient of cyclohexanone was 52.0 percent, selectivity coefficient of cyclohexanol was 40.7 percent and selectivity coefficient of cyclohexyl hydroperoxide was 1.3 percent. At a point (the end) in time of 24 hours after the start of the reaction, degree of conversion of cyclohexane was 9.8 percent, selectivity coefficient of cyclohexanone was 67.2 percent, selectivity coefficient of cyclohexanol was 18.1 percent and selectivity coefficient of cyclohexyl hydroperoxide was 0.4 percent.

With oxygen; heteropoly acid salt-supporting hydrotalcite T=20 - 130°C; P=3750.38 Torr; 24 h; autoclave; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1707553 A2, 2006 ; Location in patent: Page/Page column 7 ; Title/Abstract Full Text Show Details

34 g (0.40 mol) of cyclohexane and 0.2 g of the above-mentioned heteropoly acid salt-supporting hydrotalcite-like compound obtained according to the Reference Example 2 were put in a 50-ml autoclave,

and the inside of the system was pressurized up to 0.5MPa with oxygen at room temperature and thereafter heated up to a temperature of 130°C and reacted under the flow of oxygen for 24 hours. At a point in time of 6 hours after the start of the reaction, degree of conversion of cyclohexane was 0.2 percent, selectivity coefficient of cyclohexanone was 25.6 percent, selectivity coefficient of cyclohexanol was 21.8 percent and selectivity coefficient of cyclohexyl hydroperoxide was 52.6 percent. At a point (the end) in time of 24 hours after the start of the reaction, degree of conversion of cyclohexane was 5.4 percent, selectivity coefficient of cyclohexanone was 58.6 percent, selectivity coefficient of cyclohexanol was 32.9 percent and selectivity coefficient of cyclohexyl hydroperoxide was 0.2 percent.

With oxygen; cobalt(II) 5,10,15,20-tetrakis(pentafluorophenyl)-2,3,7,8,12,13,17,18octabromoporphyrin

T=125 - 145°C; P=4500.45 Torr; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1741694 A1, 2007 ; Location in patent: Page/Page column 4-5 ; Title/Abstract Full Text Show Details

1; 2; 3; 4; 5; 6; 7; 8; 9; 10; 11:

Example 1 Cobalt(II) 5,10,15,20-tetrakis (pentafluorophenyl)-2,3,7,8,12,13,17,18-octabromoporphyrin [a compound (1) wherein X1 to X8 are bromine atoms and R1 to R4 are pentafluorophenyl groups] (0.0548 g, 3.3.x.10-5 mol) as a catalyst was dissolved in cyclohexane (2221.8 g, 26.4 mol) to prepare a supply solution (catalyst/ starting material solution). After 278 g of the supply solution was put in a 1 L autoclave, the autoclave was pressurized to 0.6 MPa with nitrogen and then heated to 125°C while passing nitrogen. Into the autoclave, the supply solution was further supplied at a rate of 4.6 g/minute, while air was passed so that the oxygen concentration in exhaust gas was 1-5percent by volume. Continuous reaction was performed for 4 hours under the reaction temperature of 125°C and the residence time of 1 hour. Then, the resulting reaction mixture was analyzed. As a result, the conversion rate of cyclohexane was 2.3percent, the cyclohexanone-selectivity was 33.5percent, the cyclohexanol-selectivity was 50.3percent, and the cyclohexylhydroperoxide-selectivity was 3.9percent.; Examples 2-11 In each Example, the same procedure as Example 1 was performed except that 0.0070 g (4.2.x.10-6 mol) of cobalt(II) 5,10,15,20-tetrakis-2,3,7,8,12,13,17,18-(pentafluorophenyl)octabromoporphyrin as a catalyst was dissolved in 2499.6 g (29.7 mol) of cyclohexane to prepare a supply solution and the reaction was conducted under the reaction temperature and the residence time shown in Table 1. The results, that is, the conversion rate of cyclohexane, the cyclohexanone-selectivity, the cyclohexanol-selectivity and the cyclohexylhydroperoxide-selectivity are shown in Table 1.

With oxygen; cobalt(II) 5,10,15,20-tetraphenylporphyrin

T=125°C; P=4500.45 Torr; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1741694 A1, 2007 ; Location in patent: Page/Page column 4 ; Title/Abstract Full Text Show Details

The same procedure as Example 1 was performed except that 0.0222 g (3.3x10-5 mol) of cobalt (II) 5,10,15,20-tetraphenylporphyrin [a compound (1) wherein X1 to X8 are hydrogen atoms and R1 to R4 are phenyl groups] was used as a catalyst. The conversion rate of cyclohexane was 0.8percent, the cyclohexanone-selectivity was 26.1percent, the cyclohexanol-selectivity was 39.0percent, and the cyclohexylhydroperoxide-selectivity was 24.1percent.

With oxygen; (5,10,15,20-tetrakis(p-methoxyphenyl)-21H,23H-porphyrinate)cobalt(II)

T=125°C; P=4500.45 Torr; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1741694 A1, 2007 ; Location in patent: Page/Page column 4 ; Title/Abstract Full Text Show Details

The same procedure as Example 1 was performed except that 0.0261 g (3.3.x.10-5 mol) of cobalt(II) 5,10,15,20-tetrakis(p-methoxyphenyl)porphyrin [a compound (1) wherein X1 to X8 are hydrogen atoms and R1 to R4 are p-methoxyphenyl groups] was used as a catalyst. The conversion rate of cyclohexane was 0.9percent, the cyclohexanone-selectivity was 31.2percent, the cyclohexanol-selectivity was 32.1percent, and the cyclohexylhydroperoxide-selectivity was 27.8percent.

With oxygen; 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetrakis(pentafluorophenyl)porphyrinatoiron(III) chloride

T=125°C; P=4500.45 Torr; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1741694 A1, 2007 ; Location in patent: Page/Page column 4 ; Title/Abstract Full Text Show Details

The same procedure as Example 1 was performed except that 0.0633 g (3.7.x.10-5 mol) of iron(III) 5,10,15,20-tetrakis-2,3,7,8,12,13,17,18-(pentafluorophenyl)octabromoporphyrin chloride [a compound (1) wherein X1 to X8 are bromine atoms, R1 to R4 are pentafluorophenyl groups, and Fe-Cl was substituted for Co] as a catalyst was dissolved in 2499.6 g (29.7 mol) of cyclohexane to prepare a supply solution. The conversion rate of cyclohexane was 0.9percent, the cyclohexanone-selectivity was 25.4percent, the cyclohexanol-selectivity was 32.0percent, and the cyclohexylhydroperoxide-selectivity was 20.8percent.

With oxygen; cobalt supported silica; catalytically treated with ethyl orthosilicate T=20 - 130°C; 8 h; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1829852 A1, 2007 ; Location in patent: Page/Page column 4 ; Title/Abstract Full Text Show Details

In a 300 ml autoclave, 100 g (1.2 mol) of cyclohexane and 0.1 g of the cobalt supported silica subjected to a catalytic treatment with ethyl orthosilicate obtained in Reference Example 2 were charged. After increasing the pressure in the system to 0.93 MPa at room temperature using nitrogen and heating to 130°C, the reaction was carried out under the flow of a gas having an oxygen concentration of 5 vol percent for 8 hours. 5 hours after the beginning of the reaction, the degree of conversion of cyclohexane was 5.4percent, the electivity coefficient of cyclohexanone was 26.6percent, the electivity coefficient of cyclohexanol was 46.6percent, and the electivity coefficient of cyclohexyl hydroperoxide was 13.7percent (total electivity coefficient: 86.9percent). 8 hours after the beginning of the reaction (upon completion), the degree of conversion of cyclohexane was 9.3percent, the electivity coefficient of cyclohexanone was 35.1percent, the electivity coefficient of cyclohexanol was 43.0percent, and the electivity coefficient of. cyclohexyl hydroperoxide was 5.9percent (total electivity coefficient: 84.0percent).

With oxygen; cobalt supported silica T=20 - 130°C; 8 h; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1829852 A1, 2007 ; Location in patent: Page/Page column 4 ;

Title/Abstract Full Text Show Details

The same operation as in Example 1 was conducted, except that the cobalt supported silica obtained in Reference Example 1 was used in place of the cobalt supported silica subjected to a catalytic treatment with ethyl orthosilicate obtained in Reference Example 2. 5 hours after the beginning of the reaction, the degree of conversion of cyclohexane was 5.9percent, the electivity coefficient of cyclohexanone was 30.2percent, the electivity coefficient of cyclohexanol was 48.7percent, and the electivity coefficient of cyclohexyl hydroperoxide was 3.4percent (total electivity coefficient: 82.3percent). 8 hours after the beginning of the reaction (upon completion), the degree of conversion of cyclohexane was 9.4percent, the electivity coefficient of cyclohexanone was 36.6percent, the electivity coefficient of cyclohexanol was 42.9percent, and the electivity coefficient of cyclohexyl hydroperoxide was 1.9percent (total electivity coefficient: 81.4percent). While preferred embodiments of the invention have been described and illustrated above, it should be understood that these are exemplary of the invention and are not to be considered as limiting. Additions, omissions, substitutions, and other modifications can be made without departing from the spirit or scope of the present invention. Accordingly, the invention is not to be considered as limited by the foregoing description but is only limited by the scope of the appended claims.

With oxygen; mesoporous silica catalyst of Reference Example 1 T=20 - 130°C; P=6975.7 Torr; 8 h; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1903022 A1, 2008 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

Example 1 100 g cyclohexane and 0.1 g of the mesoporous silica obtained in Reference Example 1 were introduced into a 300-ml autoclave, and after the system was pressurized to 0.93 MPa with nitrogen at room temperature, the mixture was heated to 130°C and reacted for 8 hours in a gas stream containing oxygen at a concentration of 5 vol percent. At the time point of 8 hours after the reaction was initiated, the degree of conversion of cyclohexane was 8.6percent, the selectivity for cyclohexanone was 39.7percent, the selectivity for cyclohexanol was 40.9percent, and the selectivity for cyclohexyl hydroperoxide was 2.1percent (total selectivity: 82.7percent).

With oxygen; mesoporous silica catalyst of Reference Example 2 T=20 - 130°C; P=6975.7 Torr; 8 h; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1903022 A1, 2008 ; Location in patent: Page/Page column 4; 6 ; Title/Abstract Full Text Show Details

Example 2 The same operation as in Example 1 was carried out except that the mesoporous silica obtained in Reference Example 2 was used in place of the mesoporous silica obtained in Reference Example 1. At the time point of 8 hours after the reaction was initiated, the degree of conversion of cyclohexane was 8.8percent, the selectivity for cyclohexanone was 39.3percent, the selectivity for cyclohexanol was 41.4percent, and the selectivity for cyclohexyl hydroperoxide was 1.0percent (total selectivity: 81.7percent).

With oxygen; mesoporous silica catalyst of Reference Example 3 T=20 - 150°C; P=6975.7 Torr; 8 h; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1903022 A1, 2008 ; Location in patent: Page/Page column 5; 6 ; Title/Abstract Full Text Show Details

3; 2:

Example 3 The same operation as in Example 1 was carried out except that the mesoporous silica obtained in Reference Example 3 was used in place of the mesoporous silica obtained in Reference Example 1. At the time point of 8 hours after the reaction was initiated, the degree of conversion of cyclohexane was 8.1percent, the selectivity for cyclohexanone was 39.8percent, the selectivity for cyclohexanol was 42.1percent, and the selectivity for cyclohexyl hydroperoxide was 1.9percent (total selectivity: 83.8percent).Comparative Example 2 The same operation as in Example 3 was carried out except that the reaction temperature was 150°C. At the time point of 8 hours after the reaction was initiated, the degree of conversion of cyclohexane was 9.6percent, the selectivity for cyclohexanone was 35.5percent, the selectivity for cyclohexanol was 44.0percent, and the selectivity for cyclohexyl hydroperoxide was 1.1percent (total selectivity: 80.7percent).

With oxygen; mesoporous silica catalyst of Reference Example 4 T=20 - 130°C; P=6975.7 Torr; 8 h; Product distribution / selectivity; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1903022 A1, 2008 ; Location in patent: Page/Page column 5; 6 ; Title/Abstract Full Text Show Details

Comparative Example 1 The same operation as in Example 1 was carried out except that the mesoporous silica obtained in Reference Example 4 was used in place of the mesoporous silica obtained in Reference Example 1. At the time point of 8 hours after the reaction was initiated, the degree of conversion of cyclohexane was 3.4percent, the selectivity for cyclohexanone was 22.3percent, the selectivity for cyclohexanol was 21.0percent, and the selectivity for cyclohexyl hydroperoxide was 48.1percent (total selectivity: 91.4percent).

With oxygen; cobalt(II) 2-ethylhexanoate

T=140°C; P=6975.7 Torr; 2 - 15 h; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2008/255392 A1, 2008 ; Location in patent: Page/Page column 2-4 ; Title/Abstract Full Text Show Details

1; 2; 3; 4; 5; 6:

Example 1; With use of Ejector Type Bubble Forming ApparatusUsing a glass made autoclave having a volume of one liter as a reaction vessel, a bubble forming apparatus equipped with a gas supply tube and a liquid supply tube was placed in the autoclave. The apparatus was available from Aura-Tec under the trade name of O-Max, Type-1 (ejector type). Cyclohexane (420 g) and cobalt (II) 2-ethylhexanate (0.35 mg) were charged into the autoclave, which was pressurized up to 0.93 MPa using nitrogen. Using a circulating pump, the liquid phase was discharged from of the reaction vessel at a flow rate of 1 liter/min. and supplied to the bubble forming apparatus while nitrogen was also supplied to the bubble forming apparatus at a flow rate of 100 Nml/min. so as to prepare a gas-liquid mixture, which was supplied to the liquid phase of the reaction vessel. In order to keep the pressure in the reaction vessel at 0.93 MPa, the gas phase in the reaction vessel was discharged to the outside of the reaction system, and the temperature of the liquid phase was heated to 140° C.Then, the gas which was to be supplied to the gas phase was changed from nitrogen to air. An amount of the air to be supplied to the bubble forming

apparatus was adjusted so that an oxygen concentration of the gas which was discharged out of the reaction system was kept not smaller than 0.4percent by volume. The reaction was carried out for six hours.Analysis of the liquid phase of the reaction vessel (or reaction liquid) showed that the conversion of cyclohexane was 11.0percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroxyperoxide were 38.1percent, 30.6percent and 11.0percent, respectively. Further, the conversions at the time of two hours, four hours and six hours after the initiation of the reaction are also shown respectively in Table 1 below.; Comparative Example 1; Without use of Bubble Forming ApparatusWithout using a bubble forming apparatus, cyclohexane (420 g) and cobalt (II) 2-ethylhexanate (0.35 mg) were charged into a glass made autoclave having a volume of one liter as a reaction vessel and directly equipped with a liquid supply tube and a gas supply tube, and the reaction vessel was pressurized up to 0.93 MPa using nitrogen. Using a circulating pump, the liquid phase was discharged from the reaction vessel at a flow rate of 1 liter/min. and supplied again to the liquid phase of the reaction vessel through the liquid supply tube. Nitrogen was directly supplied to the gas phase of the reaction vessel through the gas supply tube at a flow rate of 100 Nml/min. and the gas phase of the reaction vessel was discharged to the outside of the reaction system so as to keep the pressure in the reaction vessel at 0.93 MPa. The temperature of the liquid phase was heated to 140° C.Then, the gas which was to be supplied to the gas phase was changed from nitrogen to air. An amount of the air to be supplied was adjusted so that an oxygen concentration of the gas which was discharged out of the reaction system was kept not smaller than 0.4percent by volume. The reaction was carried out for six hours.Analysis of the liquid phase of the reaction vessel showed that the conversion of cyclohexane was 2.4percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroxyperoxide were 43.8percent, 31.5percent and 17.8percent, respectively. Further, the conversions at the time of two hours, four hours and six hours after the initiation of the reaction are also shown respectively in Table 1 below.; Comparative Example 2; With use of Sintered FilterCyclohexane (420 g) and cobalt (II) 2-ethylhexanate (0.35 mg) were charged into a glass made autoclave as a reaction vessel having a volume of one liter was used which was equipped with a liquid supply tube and a gas supply tube having a sintered filter (of which average pore size was 90 μm) at its end. The reaction vessel was pressurized up to 0.93 MPa using nitrogen. Using a circulating pump, the liquid phase was discharged from the reaction vessel at a flow rate of 1 liter/min. and supplied again to the liquid phase of the reaction vessel through the liquid supply tube. Nitrogen was supplied to the liquid phase of the reaction vessel from the gas supply tube through the sintered filter at a flow rate of 100 Nml/min. and the gas phase of the reaction vessel was discharged to the outside of the reaction system so as to keep the pressure in the reaction vessel at 0.93 MPa. The temperature of the liquid phase was heated to 140° C.Then, the gas which is to be supplied to the gas phase was changed from nitrogen to air. An amount of the air to be supplied was adjusted so that an oxygen concentration of the gas which was discharged out of the reaction system was kept not smaller than 0.4percent by volume The reaction was carried out for six hours.Analysis of the liquid phase of the reaction vessel showed that the conversion of cyclohexane was 5.9percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroxyperoxide were 40.9percent, 31.5percent and 13.5percent, respectively. Further, the conversions at the time of two hours, four hours and six hours after the initiation of the reaction are also shown respectively in Table 1 below.; Example 2; With use of Ejector Type Bubble Forming ApparatusCobalt (II) 2-ethylhexanate (2.25 mg) was dissolved into cyclohexane (2700 g) so as to obtain a solution (A).Using a glass made autoclave having a volume of one liter as a reaction vessel, a bubble forming apparatus equipped with a gas supply tube and a liquid supply tube was placed in the autoclave. The apparatus was available from Aura-Tec under the trade name of OMax, Type-I (ejector type). The above solution (A) (300 g) was charged into the reaction vessel, which was pressurized up to 0.93 MPa using nitrogen. Using a circulating pump, the liquid phase was discharged from of the reaction vessel at a flow rate of 1 liter/min. and supplied to the bubble forming apparatus while nitrogen was also supplied to the bubble forming apparatus at a flow rate of 100 Nml/min. so as to prepare a gas-liquid mixture, which was supplied to the liquid phase of the reaction vessel. In order to keep the pressure of the reaction vessel at 0.93 MPa, a gas was discharged to the outside in the reaction system, and the temperature of the liquid phase was heated to 140° C.Then, the gas which was to be supplied to the bubble forming apparatus was changed to 200 Nml/min. of nitrogen and 200 Nml/min. of air. Continuing the circulation of the liquid phase in the reaction vessel and the gas supply, the solution (A) was additionally supplied directly to the liquid phase of the reaction vessel at a flow rate of 5 g/min. while the liquid phase was discharged out of the reaction vessel so as to carry out the continuous reaction with keeping a constant amount of the liquid phase in the reaction vessel. A residence time of the liquid phase in the reaction vessel during the continuous reaction was 60 minutes.Analysis of the liquid phase in the reaction vessel at the time of six hours after the initiation of the continuous reaction showed that the conversion of cyclohexane was 2.8percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroxyperoxide were 36.7percent, 27.9percent and 22.7percent, respectively. Further, the conversion of six hours after the initiation of the reaction is shown also in Table 2 below.; Example 3; With use of Ejector Type Bubble Forming ApparatusThe above described Example 2 was repeated except that the flow rate of the solution (A) to be additionally supplied to the reaction vessel was changed to 3.8 g/min. The residence time of the liquid phase in this reaction was 80 minutes.Analysis of the liquid phase in the reaction vessel at the time of eight hours after the initiation of the continuous reaction showed that the conversion of cyclohexane was 4.0percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroxyperoxide were 39.0percent, 30.0percent and 16.7percent, respectively. Further, the conversion of eight hours after the initiation of the reaction is shown also in Table 2 below.; Example 4; With use of Ejector Type Bubble Forming ApparatusThe above described Example 2 was repeated except that the flow rate of the solution (A) to be additionally supplied to the reaction vessel was changed to 3.0 g/min. The residence time of the liquid phase in this reaction was 100 minutes.Analysis of the liquid phase in the reaction vessel at the time of ten hours after the initiation of the continuous reaction showed that the conversion of cyclohexane was 4.9percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroxyperoxide were 38.3percent, 28.7percent and 14.6percent, respectively. Further, the conversion of two hours, ten hours after the initiation of the reaction is shown also in Table 2 below.; Comparative Example 3; Without use of Bubble Forming ApparatusWithout using a bubble forming apparatus, the above described solution (A) (300 g) was charged into a glass made autoclave having a volume of one liter as a reaction vessel and equipped with a liquid supply tube and a gas supply tube, and the reaction vessel was pressurized up to 0.93 MPa using nitrogen. Using a circulating pump, the liquid phase was discharged from of the reaction vessel at a flow rate of 1 liter/min. and supplied again to the liquid phase of the reaction vessel through the liquid supply tube. Nitrogen was supplied to the liquid phase of the reaction vessel through the gas supply tube at a flow rate of 100 Nml/min and discharged to the outside of the reaction system so as to keep the pressure of the reaction vessel at 0.93 MPa. The temperature of the liquid phase was heated to 140° C.Then, the gas which was to be supplied through the gas supply tube was changed to 200 Nml/min. of nitrogen and 200 Nml/min. of air. Then, continuing the circulation of the liquid phase in the reaction vessel and the gas supply, the solution (A) was additionally supplied directly to the reaction vessel at a flow rate of 5 g/min. while the liquid phase was discharged out of the reaction vessel so as to carry out the continuous reaction with keeping a constant amount of the liquid phase in the reaction vessel. A residence time of the liquid phase in the reaction vessel during the continuous reaction was 60 minutes.Analysis of the liquid phase in the reaction vessel at the time of six hours after the initiation of the continuous reaction showed that the conversion of cyclohexane was 1.9percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroxyperoxide were 35.6percent, 22.2percent and 31.6percent, respectively. Further, the conversion of six hours after the initiation of the reaction is shown also in Table 2 below.; Comparative Example 4; Without use of Bubble Forming ApparatusThe above described Comparative Example 3 was repeated except that the flow rate of the solution (A) to be additionally supplied to the reaction vessel was changed to 3.8 g/min. The residence time of the liquid phase in this reaction was 80 minutes.Analysis of the liquid phase in the reaction vessel at the time of eight hours after the initiation of the continuous reaction showed that the conversion of cyclohexane was 2.4percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroxyperoxide were 40.1percent, 27.1percent and 21.5percent, respectively. Further, the conversion of eight hours after the initiation of the reaction is shown also in Table 2 below.; Comparative Example 5; Without use of Bubble Forming ApparatusThe above described Comparative Example 3 was repeated except that the flow rate of the solution (A) to be additionally supplied to the reaction vessel was changed to 3.0 g/min. The residence time of the liquid phase in this reaction was 100 minutes.Analysis of the liquid phase in the reaction vessel at the time of ten hours after the initiation of the continuous reaction showed that the conversion of cyclohexane was 3.1percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroxyperoxide were 42.1percent, 30.9percent and 13.7percent, respectively. Further, the conversion of ten hours after the initiation of the reaction is shown also in Table 2 below.; Comparative Example 6; Without use of Bubble Forming ApparatusThe above described Comparative Example 3 was repeated except that the flow rate of the solution (A) to be additionally supplied to the reaction vessel was changed to 2.0 g/min. The residence time of the liquid phase in this reaction was 150 minutes.Analysis of the liquid phase in the reaction vessel at the time of fifteen hours after the initiation of the continuous reaction showed that the conversion of cyclohexane was 5.0percent, and the selectivities of cyclohexanone, cyclohexanol and cyclohexyl hydroxyperoxide were 42.0percent, 34.0percent and 5.7percent, respectively. Further, the conversion of fifteen hours after the initiation of the reaction is shown also in Table 2 below.

With oxygen; cobalt-containing mesoporous silica subjected to a contact treatment with triethoxyethylsilane T=20 - 130°C; P=6975.7 Torr; 8 h; Autoclave; Conversion of starting material; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1970364 A2, 2008 ; Location in patent: Page/Page column 5 ; Title/Abstract Full Text Show Details

In a 300 ml autoclave, 100 g (1.2 mol) of cyclohexane and 0.1 g of the cobalt-containing mesoporous silica subjected to a contact treatment with triethoxyethylsilane obtained in Reference Example 2 were charged. After increasing the pressure in the system to 0.93 MPa at room temperature using nitrogen and heating to 130°C, the reaction was carried out under the flow of a gas having an oxygen concentration of 5 vol percent for 8 hours. 5 hours after the beginning of the reaction, the conversion of cyclohexane was 7.5percent, the selectivity of cyclohexanone was 36.8percent, the selectivity of cyclohexanol was 47.9percent, and the selectivity of cyclohexyl hydroperoxide was 2.2percent (total selectivity: 86.9percent). 8 hours after the beginning of the reaction (upon completion), the conversion of cyclohexane was 10.6percent, the selectivity of cyclohexanone was 41.8percent, the selectivity of cyclohexanol was 41.1percent, and the selectivity of cyclohexyl hydroperoxide was 1.3percent (total selectivity: 84.2percent).

With oxygen; cobalt-containing mesoporous silica subjected to a contact treatment with tetraethoxysilane T=20 - 130°C; P=6975.7 Torr; 8 h; Autoclave; Conversion of starting material; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1970364 A2, 2008 ; Location in patent: Page/Page column 5 ; Title/Abstract Full Text Show Details

The same operation as in Example 1 was conducted, except that the cobalt-containing mesoporous silica subjected to a contact treatment with tetraethoxysilane obtained in Reference Example 4 was used in place of the cobalt-containing mesoporous silica subjected to a contact treatment with triethoxyethylsilane obtained in Reference Example 2. 5 hours after the beginning of the reaction, the conversion of cyclohexane was 7.5percent, the selectivity of cyclohexanone was 36.5percent, the selectivity of cyclohexanol was 47.6percent, and the selectivity of cyclohexyl hydroperoxide was 1.4percent (total selectivity: 85.5percent). 8 hours after the beginning of the reaction (upon completion), the conversion of cyclohexane was 10.7percent, the selectivity of cyclohexanone was 41.8percent, the selectivity of cyclohexanol was 40.2percent, and the selectivity of cyclohexyl hydroperoxide was 0.9percent (total selectivity: 82.9percent).

With oxygen; cobalt-containing mesoporous silica subjected to a contact treatment with trimethoxypropylsilane T=20 - 130°C; P=6975.7 Torr; 8 h; Autoclave; Conversion of starting material; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1970364 A2, 2008 ; Location in patent: Page/Page column 5 ; Title/Abstract Full Text Show Details

The same operation as in Example 1 was conducted, except that the cobalt-containing mesoporous silica subjected to a contact treatment with trimethoxypropylsilane obtained in Reference Example 3 was used in place of the cobalt-containing mesoporous silica subjected to a contact treatment with triethoxyethylsilane obtained in Reference Example 2. 5 hours after the beginning of the reaction, the conversion of cyclohexane was 7.6percent, the selectivity of cyclohexanone was 36.2percent, the selectivity of cyclohexanol was 48.1percent, and the selectivity of cyclohexyl hydroperoxide was 1.9percent (total selectivity: 86.2percent). 8 hours after the beginning of the reaction (upon completion), the conversion of cyclohexane was 10.8percent, the selectivity of cyclohexanone was 41.2percent, the selectivity of cyclohexanol was 41.7percent, and the selectivity of cyclohexyl hydroperoxide was 1.2percent (total selectivity: 84.1percent).

With oxygen; cobalt-containing mesoporous silica T=20 - 130°C; P=6975.7 Torr; 8 h; Autoclave; Conversion of starting material; Hide Experimental Procedure

Sumitomo Chemical Company, Limited

Patent: EP1970364 A2, 2008 ; Location in patent: Page/Page column 5-6 ; Title/Abstract Full Text Show Details

The same operation as in Example 1 was conducted, except that the cobalt-containing mesoporous silica obtained in Reference Example 1 was used in place of the cobalt-containing silica subjected to a contact treatment with triethoxyethylsilane obtained in Reference Example 2. 5 hours after the beginning of the reaction, the conversion of cyclohexane was 7.4percent, the selectivity of cyclohexanone was 35.8percent, the selectivity of cyclohexanol was 47.2percent, and the selectivity of cyclohexyl hydroperoxide was 1.3percent (total selectivity: 84.3percent). 8 hours after the beginning of the reaction (upon completion), the conversion of cyclohexane was 10.6percent, the selectivity of cyclohexanone was 41.2percent, the selectivity of cyclohexanol was 39.6percent, and the selectivity of cyclohexyl hydroperoxide was 0.9percent (total selectivity: 81. 7percent).

With oxygen

Product distribution / selectivity; Hide Experimental Procedure

Rhodia Chimie

Patent: US2009/76308 A1, 2009 ; Location in patent: Page/Page column 2-3 ; Title/Abstract Full Text Show Details

A test of cyclohexane oxidation to a mixture of cyclohexyl hydroperoxide (HPOCH), cyclohexanone and cyclohexanol was carried out in a reactor (1) shown in the single FIGURE.The reactor had a diameter of 0.1 m, a height of 8 m and comprised five perforated trays (4).The temperature in the reactor was 184° C. and the absolute pressure was 22.6 bar.The column or reactor (1) comprised an oxidizing gas supply (3) arranged at the bottom of the column and a second inert gas supply (10) arranged at the about 10 cm below the upper gas/liquid interface or below the liquid level in the column.A stream of cyclohexane comprising 0.2percent by weight of the cyclohexyl hydroperoxide was supplied at (2).The cyclohexane conversion rate in the reactor was 4.5percent. To obtain this conversion rate, the cyclohexane feed rate in the reactor was adjusted. The flow rate of inert or non-oxidizing gas supplied at (10) was determined in order to obtain, in the headspace (7) of the reactor, a volumetric ratio of O2 with respect to total N2+O2 not exceeding 2percent.The conditions and results obtained for various tests are listed in Table 1 below: Selectivity for Non-oxidizing (HPOCH, Oxidizing gas type gas type and cyclohexanone Cyclohexane and flow rate flow rate Productivity cyclohexanol) Test flow rate (kg/h) (kg/h) (kg/h)kg/m3/h percent Comparative 293 Air containing O 136 86.5 21percent O2 19 kg/h 1 430 Air containing

Nitrogen 220 93.1 21percent O2 26 25 kg/h 2 389 Air containing Nitrogen 187 95.2 21percent O2 150 35 kg/h 3 554 Air containing Nitrogen 305 93.8 40percent O2 61 19 kg/h The productivity represents the quantity of oxidized products recovered per unit time and related to a reactor volume of 1 m3.These tests show that the method of the invention serves to increase the selectivity of upgradable products, that is, convertible to adipic acid, for example. "Selectivity" means the yield of upgradable products divided by the conversion rate of the product to be upgraded.They also demonstrate the significant increase in productivity of a given reactor.These results are obtained in strict compliance with safety rules.In fact, the method of the invention serves to convert a higher quantity of cyclohexane in a reactor of the same size. In fact, the flow rates of cyclohexane supplied in the tests 1 to 3 are much higher than that of the comparative test. Hence, the productivity of the reaction is increased, with an improvement in selectivity.

With oxygen; cobalt-supporting calcium oxide T=20 - 150°C; P=3750.38 Torr; 8 h; autoclave; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2009/131724 A1, 2009 ; Location in patent: Page/Page column 2 ; Title/Abstract Full Text Show Details

In a 50 ml autoclave, 3.4 g (0.04 mol) of cyclohexane and 0.02 g of the cobalt-supporting calcium oxide obtained in Reference Example 1 were placed. After increasing the pressure in the system to 0.5 MPa at room temperature using oxygen and heating to 130° C., the reaction was carried out under the flow of an oxygen gas for 8 hours.Three hours after the beginning of the reaction, the conversion of cyclohexane was 5.2percent, the selectivity of cyclohexanone was 44.0percent, the selectivity of cyclohexanol was 44.3percent, and the selectivity of cyclohexyl hydroperoxide was 11.3percent (total selectivity: 99.6percent). Eight hours after the beginning of the reaction, the conversion of cyclohexane was 7.6percent, the selectivity of cyclohexanone was 56.8percent, the selectivity of cyclohexanol was 39.5percent, and the selectivity of cyclohexyl hydroperoxide was 2.2percent (total selectivity: 98.5percent).

With 2,2'-azobis(isobutyronitrile); oxygen; gold-supporting calcium oxide T=20 - 130°C; P=3750.38 Torr; 8 h; autoclave; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2009/131724 A1, 2009 ; Location in patent: Page/Page column 2-3 ; Title/Abstract Full Text Show Details

In a 50 ml autoclave, 3.4 g (0.04 mol) of cyclohexane, 0.02 g of the gold-supporting calcium oxide obtained in Reference Example 2 and 0.002 g of 2,2'-azobis(isobutylonitrile) were placed. After increasing the pressure in the system to 0.5 MPa at room temperature using oxygen and heating to 130° C., the reaction was carried out under the flow of an oxygen gas for 8 hours.Three hours after the beginning of the reaction, the conversion of cyclohexane was 2.9percent, the selectivity of cyclohexanone was 18.2percent, the selectivity of cyclohexanol was 18.0percent, and the selectivity of cyclohexyl hydroperoxide was 62.9percent (total selectivity: 99.1percent). Eight hours after the beginning of the reaction, the conversion of cyclohexane was 6.5percent, the selectivity of cyclohexanone was 46.9percent, the selectivity of cyclohexanol was 43.3percent, and the selectivity of cyclohexyl hydroperoxide was 7.5percent (total selectivity: 97.7percent).

With oxygen; cobalt-supporting kenyaite T=20 - 130°C; P=3750.38 Torr; 24 h; autoclave; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2009/131724 A1, 2009 ; Location in patent: Page/Page column 3 ; Title/Abstract Full Text Show Details

In a 50 ml autoclave, 3.4 g (0.04 mol) of cyclohexane and 0.02 g of the cobalt-supporting kenyaite obtained in Reference Example 3 were placed. After increasing the pressure in the system to 0.5 MPa at room temperature using oxygen and heating to 130° C., the reaction was carried out under the flow of an oxygen gas for 24 hours.Three hours after the beginning of the reaction, the conversion of cyclohexane was 1.7percent, the selectivity of cyclohexanone was 38.6percent, the selectivity of cyclohexanol was 54.2percent, and the selectivity of cyclohexyl hydroperoxide was 6.8percent (total selectivity: 99.6). Eight hours after the beginning of the reaction, the conversion of cyclohexane was 4.8percent, the selectivity of cyclohexanone was 47.0percent, the selectivity of cyclohexanol was 41.3percent, and the selectivity of cyclohexyl hydroperoxide was 4.0percent (total selectivity: 92.3percent). Twenty four hours after the beginning of the reaction), the conversion of cyclohexane was 5.0percent, the selectivity of cyclohexanone was 53.6percent, the selectivity of cyclohexanol was 20.7percent, and the selectivity of cyclohexyl hydroperoxide was 11.5percent (total selectivity: 85.8percent).

With oxygen; cobalt-containing mesoporous silica T=140°C; P=6975.7 Torr; 2.5 h; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2009/36714 A1, 2009 ; Location in patent: Page/Page column 5-6 ; Title/Abstract Full Text Show Details

In a 1 L autoclave, 278 g (3.3 mol) of cyclohexane and 0.28 g of the cobalt-containing mesoporous silica obtained in Reference Example 1(A) were charged. After increasing the pressure in the system to 0.93 MPa at room temperature using nitrogen and heating to 140° C., the reaction was carried out under the flow of a gas having an oxygen concentration of 15 vol percent for 2.5 hours.1.5 hours after the beginning of the reaction, the conversion of cyclohexane was 6.4percent, the selectivity of cyclohexanone was 31.6percent, the selectivity of cyclohexanol was 47.5percent, and the selectivity of cyclohexyl hydroperoxide was 3.0percent (total selectivity: 82.1percent). 2 hours after the beginning of the reaction, the conversion of cyclohexane was 8.5percent, the selectivity of cyclohexanone was 35.0percent, the selectivity of cyclohexanol was 43.6percent, and the selectivity of cyclohexyl hydroperoxide was 1.8percent (total selectivity: 80.4percent). 2.5 hours after the beginning of the reaction (upon completion), the conversion of cyclohexane was 10.9percent, the selectivity of cyclohexanone was 37.9percent, the selectivity of cyclohexanol was 40.1percent, and the selectivity of cyclohexyl hydroperoxide was 1.5percent (total selectivity: 79.5percent).

With oxygen; cobalt-containing mesoporous silica subjected to a contact treatment with trimethoxypropylsilane T=140°C; P=6975.7 Torr; 2.5 h; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2009/36714 A1, 2009 ; Location in patent: Page/Page column 5; 6 ; Title/Abstract Full Text Show Details

The same operation as in Example 1 was conducted, except that the cobalt-containing mesoporous silica subjected to a contact treatment with trimethoxypropylsilane obtained in Reference Example 2(A) was used in place of the cobalt-containing mesoporous silica obtained in Reference Example 1(A).1.5 hours after the beginning of the reaction, the conversion of cyclohexane was 6.7percent, the selectivity of cyclohexanone was 32.1percent, the selectivity of cyclohexanol was 44.3percent, and the selectivity of cyclohexyl hydroperoxide was 6.5percent (total selectivity: 82.9percent). 2 hours after the beginning of the reaction, the conversion of cyclohexane was 8.8percent, the selectivity of cyclohexanone was 35.8percent, the selectivity of cyclohexanol was 40.8percent, and the selectivity of cyclohexyl hydroperoxide was 5.3percent (total selectivity: 81.9percent). 2.5 hours after the beginning of the reaction (upon completion), the conversion of cyclohexane was 11.0percent, the selectivity of cyclohexanone was 38.4percent, the selectivity of cyclohexanol was 38.6percent, and the selectivity of cyclohexyl hydroperoxide was 3.0percent (total selectivity: 80.0percent). A: 37 %Chromat.

With sodium metavanadate tetrahydrate; sulfuric acid; dihydrogen peroxide in water; acetonitrile T=50°C; 3 h; Kinetics; Concentration;

Shul'pina, Lidia S.; Kirillova, Marina V.; Pombeiro, Armando J.L.; Shul'pin, Georgiy B.

Tetrahedron, 2009 , vol. 65, # 12 p. 2424 - 2429 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; oxygen in chlorobenzene

T=120°C; 24 h; Reactivity; Reagent/catalyst; chemoselective reaction;

Anand, Ramanathan; Hamdy, Mohamed S.; Parton, Rudy; Maschmeyer, Thomas; Jansen, Jacobus C.; Glser, Roger; Kapteijn, Freek; Hanefeld, Ulf

Australian Journal of Chemistry, 2009 , vol. 62, # 4 p. 360 - 365 Title/Abstract Full Text View citing articles Show Details

With 1-hydroxy-pyrrolidine-2,5-dione in water

T=25 - 150°C; P=22502.3 Torr; autoclave; Product distribution / selectivity; Hide Experimental Procedure

DAICEL CHEMICAL INDUSTRIES, LTD.

Patent: EP2096097 A1, 2009 ; Location in patent: Page/Page column 12-13; 15 ; Title/Abstract Full Text Show Details

In a 350-ml autoclave made of stainless steel SUS 316 and equipped with a stirrer were placed 80 g (0.95 mol) of cyclohexane and 2 g of a 5 percent by weight N-hydroxysuccinimide aqueous solution which contained 100mg of N-hydroxysuccinimide dissolved therein, at room temperature (25°C). The autoclave was hermetically sealed, pressurized to 3 MPa (gauge pressure) with a gaseous mixture of 50 percent by volume oxygen and 50 percent by volume nitrogen, and the aqueous solution therein was stirred at 150°C for 1 hour. As a result, 36 mmol of cyclohexane reacted (with a conversion of 3.8percent) and thereby yielded 9.2 mmol of cyclohexanone (with a selectivity of 25.6percent), 4.6 mmol of cyclohexanol (with a selectivity of 12.8percent), and 12.3 mmol of cyclohexyl hydroperoxide (with a selectivity of 34.2percent). The total yield of cyclohexanone, cyclohexanol, and cyclohexyl hydroperoxide was 2.7percent.

With oxygen; mesoporous silica X T=140°C; P=6975.7 Torr; 7 h; Inert atmosphere; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2009/227814 A1, 2009 ; Location in patent: Page/Page column 4 ; Title/Abstract Full Text Show Details

1.D:

(D) Evaluation of Reaction; In a 1 liter autoclave, 278 g (3.3 mol) of cyclohexane and 1.0 g of the mesoporous silica X obtained in Example 1(C) were charged. After increasing the pressure in the system to 0.93 MPa at room temperature using nitrogen and heating to 140° C., the reaction was carried out under the flow of a gas having an oxygen concentration of 15percent by volume for 7 hours.Three hours after the beginning of the reaction, the conversion ratio of cyclohexane was 6.2percent, the electivity coefficient of cyclohexanone was 30.6percent, the electivity coefficient of cyclohexanol was 44.3percent, and the electivity coefficient of cyclohexyl hydroperoxide was 8.7percent (total electivity coefficient: 83.6percent). Five hours after the beginning of the reaction, the conversion ratio of cyclohexane was 8.5percent, the electivity coefficient of cyclohexanone was 34.3percent, the electivity coefficient of cyclohexanol was 40.1percent, and the electivity coefficient of cyclohexyl hydroperoxide was 7.6percent (total electivity coefficient: 82.0percent). Seven hours after the beginning of the reaction (upon completion), the conversion ratio of cyclohexane was 10.7percent, the electivity coefficient of cyclohexanone was 37.4percent, the electivity coefficient of cyclohexanol was 36.7percent, and the electivity coefficient of cyclohexyl hydroperoxide was 6.2percent (total electivity coefficient: 80.3percent).

With oxygen

T=139.84°C; P=15001.5 Torr; 6 h;

Hao, Jianmin; Liu, Baozhong; Cheng, Haiyang; Wang, Qiang; Wang, Jinyao; Cai, Shuxia; Zhao, Fengyu

Chemical Communications, 2009 , # 23 p. 3460 - 3462 Title/Abstract Full Text View citing articles Show Details

With air

T=129.84°C; P=11251.1 Torr; 8 h;

Hao, Jianmin; Liu, Baozhong; Cheng, Haiyang; Wang, Qiang; Wang, Jinyao; Cai, Shuxia; Zhao, Fengyu

Chemical Communications, 2009 , # 23 p. 3460 - 3462 Title/Abstract Full Text View citing articles Show Details

With oxygen; mesoporous silica B T=20 - 140°C; P=5250.53 Torr; 3.5 h; Inert atmosphere of nitrogen; Product distribution / selectivity; Hide Experimental Procedure

SUMITOMO CHEMICAL COMPANY, LIMITED

Patent: US2010/69677 A1, 2010 ; Location in patent: Page/Page column 4 ; Title/Abstract Full Text Show Details

EXAMPLE 1 300 g of cyclohexane (3.6 mol) and 0.2 g of the mesoporous silica A obtained in Production Example 3 were placed in a 1 L,-autoclave, a pressure inside the system was increased to 0.70 MPa with nitrogen at room temperature and the temperature was then raised to 140° C., and subsequently, air was supplied at 200 ml/min to perform a reaction for 3.5 hours.At the time of 1.5 hours from initiation of the reaction, the conversion rate of cyclohexane was 4.2percent, the selectivity to cyclohexanone was 35.3percent, the selectivity to cyclohexanol was 48.6percent, the selectivity to cyclohexyl hydroperoxide was 7.2percent (total selectivity: 91.1percent). At the time of 2.5 hours from initiation of the reaction, the conversion rate of cyclohexane was 6.9percent, the selectivity to cyclohexanone was 38.5percent, the selectivity to cyclohexanol was 45.5percent, the selectivity to cyclohexyl hydroperoxide was 5.1percent (total selectivity: 89.1percent). At the time of 3.5 hours (at the time of completion) from initiation of the reaction, the conversion rate of cyclohexane was 9.4percent, the selectivity to cyclohexanone was 41.3percent, the selectivity to cyclohexanol was 42.3percent, the selectivity to cyclohexyl hydroperoxide was 3.5percent (total selectivity: 87.1percent).; COMPARATIVE EXAMPLE 2 The same operations as in Example 1 were performed except that the mesoporous silica B obtained in Production Example 5 was used in place of the mesoporous silica A obtained in Production Example 3.At the time of 1.5 hours from initiation of the reaction, the conversion rate of cyclohexane was 4.2percent, the selectivity to cyclohexanone was 30.4percent, the selectivity to cyclohexanol was 53.3percent, the selectivity to cyclohexyl hydroperoxide was 4.8percent (total selectivity 88.5percent). At the time of 2.5 hours from initiation of the reaction, the conversion rate of cyclohexane was 7.0percent, the selectivity to cyclohexanone was 36.0percent, the selectivity to cyclohexanol was 47.6percent, the selectivity to cyclohexyl hydroperoxide was 2.9percent (total selectivity: 86.5percent). At the time of 3.5 hours (at the time of completion) from initiation of the reaction, the conversion rate of cyclohexane was 9.6percent, the selectivity to cyclohexanone was 40.2percent, the selectivity to cyclohexanol was 42.0percent, the selectivity to cyclohexyl hydroperoxide was 2.2percent (total selectivity: 84.4percent).

With oxygen

T=150°C; P=9000.9 - 11251.1 Torr; Autoclave;

Hereijgers, Bart P.C.; Weckhuysen, Bert M.

Journal of Catalysis, 2010 , vol. 270, # 1 p. 16 - 25 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=150°C; P=9000.9 - 11251.1 Torr; Autoclave;

Hereijgers, Bart P.C.; Weckhuysen, Bert M.

Journal of Catalysis, 2010 , vol. 270, # 1 p. 16 - 25 Title/Abstract Full Text View citing articles Show Details

With C28H30Cu2N4O2(2+)*2ClO4(1-); dihydrogen peroxide in water; acetonitrile

T=20°C; 24 h; Inert atmosphere;

Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 7 p. 1218 - 1229 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=59.84°C;

Borah, Parijat; Ramesh, Arjun; Datta, Arunabha

Catalysis Communications, 2010 , vol. 12, # 2 p. 110 - 115 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=59.84°C;

Borah, Parijat; Ramesh, Arjun; Datta, Arunabha

Catalysis Communications, 2010 , vol. 12, # 2 p. 110 - 115 Title/Abstract Full Text View citing articles Show Details

Stage #1: With tert.-butylhydroperoxide

T=115°C; 6 h; Autoclave; Stage #2: With triphenylphosphine

Chen, Chen; Xu, Jie; Zhang, Qiaohong; Ma, Yinf; Zhou, Lipeng; Wang, Min

Chemical Communications, 2011 , vol. 47, # 4 p. 1336 - 1338 Title/Abstract Full Text View citing articles Show Details

With bis(acetylacetonate)oxovanadium; dihydrogen peroxide; oxalic acid in water; acetonitrile

T=40°C; 5 h;

Pokutsa, Alexander; Fliunt, Orest; Kubaj, Yulia; Paczesniak, Tomasz; Blonarz, Pawel; Prystanskiy, Ruslan; Muzart, Jacques; Makitra, Roman; Zaborovskyi, Andriy; Sobkowiak, Andrzej

Journal of Molecular Catalysis A: Chemical, 2011 , vol. 347, # 1-2 p. 15 - 21 Title/Abstract Full Text View citing articles Show Details

Stage #1: With bis(acetylacetonate)oxovanadium; Glyoxal; oxalic acid in acetonitrile

T=40°C; 0.0833333 h; Stage #2: With dihydrogen peroxide in acetonitrile

5 h;

Pokutsa, Alexander; Kubaj, Yulia; Zaborovskyi, Andriy; Maksym, Dariya; Muzart, Jacques; Sobkowiak, Andrzej

Applied Catalysis A: General, 2010 , vol. 390, # 1-2 p. 190 - 194 Title/Abstract Full Text View citing articles Show Details

With C21H20N3O4V; dihydrogen peroxide in acetonitrile

T=20°C; 24 h; Inert atmosphere;

Silva, Natalia M. L.; Pinheiro, Carlos B.; Chacon, Eluzir P.; Resende, Jackson A. L. C.; De M. Carneiro, Jose Walkimar; Fernandez, Tatiana L.; Scarpellini, Marciela; Lanznaster, Mauricio

Journal of the Brazilian Chemical Society, 2011 , vol. 22, # 4 p. 660 - 668 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; oxygen in decane

T=70°C; P=760.051 Torr; 8 h;

Maksimchuk, Nataliya V.; Kovalenko, Konstantin A.; Fedin, Vladimir P.; Kholdeeva, Oxana A.

Chemical Communications, 2012 , vol. 48, # 54 p. 6812 - 6814 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; oxygen in acetonitrile

T=70°C; P=760.051 Torr; 8 h;

Maksimchuk, Nataliya V.; Kovalenko, Konstantin A.; Fedin, Vladimir P.; Kholdeeva, Oxana A.

Chemical Communications, 2012 , vol. 48, # 54 p. 6812 - 6814 Title/Abstract Full Text View citing articles Show Details

With 4C12H28N(1+)*FeO39PW11(4-); dihydrogen peroxide in water

T=60°C; 12 h;

Jatupisarnpong, Jirarot; Trakarnpruk, Wimonrat

Mendeleev Communications, 2012 , vol. 22, # 3 p. 152 - 153 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water

T=80°C; 8 h;

Jatupisarnpong, Jirarot; Trakarnpruk, Wimonrat

Mendeleev Communications, 2012 , vol. 22, # 3 p. 152 - 153 Title/Abstract Full Text View citing articles Show Details

A: 5.6 %Chromat. B: 9.6 %Chromat. C: 10.0 %Chromat.

With pyrazinecarboxylic acid; [V3O3(OEt)(N-acetylsalicylhydrazidate(3-))2(μ-OEt)]2; dihydrogen peroxide in acetonitrile

T=50°C; 0.566667 h;

Sutradhar, Manas; Kirillova, Marina V.; Guedes Da Silva, M. Fátima C.; Martins, Luísa M.D.R.S.; Pombeiro, Armando J. L.

Inorganic Chemistry, 2012 , vol. 51, # 21 p. 11229 - 11231 Title/Abstract Full Text View citing articles Show Details

With C24H30Cl2Co2N4O14

T=140°C; P=19001.3 Torr; 4 h; chemoselective reaction;

Rodionova, Liudmila I.; Smirnov, Andrey V.; Borisova, Natalya E.; Khrustalev, Victor N.; Moiseeva, Anna A.; Gruenert, Wolfgang

Inorganica Chimica Acta, 2012 , vol. 392, p. 221 - 228 Title/Abstract Full Text View citing articles Show Details

With pyrazinecarboxylic acid; ferrocene; dihydrogen peroxide; triphenylphosphine in water; acetonitrile

T=50°C; 4 h; Overall yield = 8 percent; Hide Experimental Procedure

Shul'pin, Georgiy B.; Kirillova, Marina V.; Shul'pina, Lidia S.; Pombeiro, Armando J.L.; Karslyan, Eduard E.; Kozlov, Yuriy N.

Catalysis Communications, 2013 , vol. 31, p. 32 - 36 Title/Abstract Full Text View citing articles Show Details

General procedure: The oxidations of gaseous alkanes with H2O2 were carried out in a13 mL stainless steel autoclave, equipped with a Teflon-coated magneticstirring bar. In a typical experiment, after additions of all liquid reagents in the form of stock solutions in acetonitrile, the autoclavewas closed and pressurized with gaseous alkane (typically 20.0, 6.0or 0.7 atm of CH4 and C2H6, C3H8 or n-C4H10, respectively). The reaction mixture was stirred for 4 h at 50 °C using a magnetic stirrer andan oil bath, whereupon it was cooled in an ice bath, degassed, openedand transferred to a flask for GC analysis.

With oxygen

T=165°C; P=9000.9 Torr; Hide Experimental Procedure

DSM IP ASSETS B.V.; TINGE, Johan Thomas; DAGUENET, Corinne; VERSCHUREN, Iris

Patent: WO2013/83513 A1, 2013 ; Location in patent: Page/Page column 13-15 ;

Title/Abstract Full Text Show Details

A cyclohexanone plant, consisting of an uncatalysed cyclohexane oxidation reaction section, a fractionation column-containing section, a cooling section, a decomposition section, and a cyclohexane recovery section, as described above with reference to Figure 3, was operated at an hourly mass flow of the decomposed reaction mixture fed to the cyclohexane recovery section of about 357 metric tons. The sum of weight fractions of cyclohexanol and cyclohexanone in the organic flow obtained after decomposition was maintained at 4.8 per cent. The oxidation section consisted of five oxidation reactors in-series with air as oxygen source. The oxidized reaction mixture leaving the uncatalysed cyclohexane oxidation reaction section had a temperature of around 165 °C and a pressure of about 1 .2 MPa and was fed to the fractionation column-containing section. The fractionation column-containing section contained a fractionation column, a water cooled condenser and a reflux vessel. The fractionation column contained 8 trays with an assumed Murphree efficiency of 65percent and was not equipped with an external heat source. This fractionation column was operated with reflux in order to recover overheads, mainly cyclohexane, with low concentrations of cyclohexanone, cyclohexanol and cyclohexyl hydroperoxide. The sum of weight fractions of cyclohexanol, cyclohexanone and cyclohexyl hydroperoxide in the obtained overhead flow was maintained at approximately 0.10 wtpercent. The recovered overheads were re-used without additional purification in the oxidation section. The top pressure of the fractionation column was maintained at approximately 0.20 MPa. In this section about 29percent of the amount of cyclohexane being present in the feed was recovered as overhead product of the fractionation column. The bottom flow of the fractionation column-containing section was, after being re-pressurized, fed to the cooling section. The cooling section consisted of a series of 3 shell-and-tube type indirect heat exchangers. The oxidized reaction mixture leaving the fractionation column-containing section flowed through the inside of the tubes of the heat exchangers. Water was used as coolant and flowed on the outside of the tubes of the heat exchangers of the cooling section. The cooled oxidized reaction mixture leaving the cooling section was fed to the decomposition section. The decomposition section consisted of a pre-neutralization section in which the incoming oxidized reaction mixture was washed with aqueous spent caustic recovered from the decomposition section; and a biphasic decomposition section in which the washed organic phase was decomposed with an aqueous caustic solution in the presence of a Co-containing homogeneous catalyst, followed by phase separation of the obtained organic phase and aqueous spent caustic. The aqueous caustic flow recovered after the washing in the pre-neutralization was disposed of. In the decomposition section the temperature of the organic phase increased due to the release of reaction heat of neutralization reactions and decomposition of cyclohexyl hydroperoxide. The temperature of the decomposed reaction mixture leaving the decomposition section was maintained constant at the same temperature as in the Comparative Example by adjusting the water flow in the cooling section. The decomposed reaction mixture was fed to the cyclohexane recovery section. In order to prevent precipitation of adipic acid in the cooling section, about 30 ton per hour of the decomposed reaction mixture leaving the decomposition section is recycled to the stream leaving the fractionating column (not depicted in Figure 3). The cyclohexane recovery section consisted of 3 distillation columns that were operated in-effect. In other words the vapors of the first distillation column were used to heat the second distillation column, and the vapors of the second distillation column were used to heat the third distillation column. The decomposed reaction mixture obtained in the decomposition section, having a pressure of about 1 .2 MPa, was fed to the first cyclohexane distillation column, which was equipped with a steam driven reboiler. The head pressures of these three distillation columns were about 0.5 MPa, 0.3 MPa, and 0.1 MPa, respectively. All these distillation columns were operated with reflux in order to recover overheads, mainly cyclohexane, with low concentrations of cyclohexanone and cyclohexanol. The recovered overheads were reused in the oxidation section. The bottom flow of the last distillation column contained about 66percent by weight cyclohexane, the remainder mainly being cyclohexanone, cyclohexanol, lights and heavies. The bottom flow of the last distillation column was sent to the cyclohexanone purification section for further purification and for converting cyclohexanol into cyclohexanone. Under these conditions, the following performance of the cyclohexanone plant was observed: based on cyclohexanone in outlet of cyclohexanone plant The sum of the duties of the condenser of the fractionation column- containing section and the condensers in the cyclohexane distillation section is almost equal to the duty of the condensers in the cyclohexane distillation section as described in the Comparative Example. This example clearly shows that the total cooling duty needed in the cooling section can be reduced to a large extent by introducing the fractionation column-containing section. In addition it is shown that the duty of the reboiler of the first distillation column in the cyclohexane recovery section can be reduced by about 28percent. And it is shown that due to a reduced amount of cyclohexyl hydroperoxide, cyclohexanol and cyclohexanone in recovered overheads the overall selectivity of the cyclohexanone plant is increased by about 0.2 per cent

With oxygen in water

T=160°C; P=750.075 Torr; Autoclave; Temperature;

Chen, Jenq-Renn; Yang, Hsiao-Hui; Wu, Chung-Ho

Organic Process Research and Development, 2004 , vol. 8, # 2 p. 252 - 255 Title/Abstract Full Text View citing articles Show Details

With air Hide Experimental Procedure

INVISTA TECHNOLOGIES S.A R.L.; VALDEZ, David, Lee

Patent: WO2014/14462 A1, 2014 ; Location in patent: Paragraph 0041; 0042 ; Title/Abstract Full Text Show Details

Example 4 [0041] The process of Example 3 is repeated with additional steps. In this example, the product mixture comprises cyclohexylhydroperoxide (CHHP), cyclohexanone, cyclohexanol, cyclohexane, other oxidation products and organic ester which is soluble in the mixture and having the formula: O RO — P— OH O X [0042] Where R is selected from the group consisting of C4-C12 alkyl radicals and C5-C8 cycloalkyl radicals, and X is H or R.

With oxygen

T=145 - 170°C; Temperature; Hide Experimental Procedure

INVISTA TECHNOLOGIES S.A R.L.; VALDEZ, David, Lee

Patent: WO2014/14464 A1, 2014 ; Location in patent: Paragraph 0040 ; Title/Abstract Full Text Show Details

The following example is a method for the oxidation of cyclohexane. A reaction zone is provided zone comprising a series of oxygen clean up zones and a series of oxidation zones, wherein the oxygen clean up zones and the oxidation zones are in fluid communication. A first stream is introduced to oxidation clean up zones comprising liquid cyclohexane, and optionally a cyclohexane oxidation catalyst. In addition, an oxygen containing gas is introduced into the oxidation zones. Next, the first stream is passed downwardly from the oxygen clean up zones to the oxidation zones, while countercurrently or cross-currently passing the oxygen containing gas upwardly from the oxidation zones to the oxygen clean up zones, wherein the reaction between the first stream and the oxygen containing gas produces a product mixture. During the reaction, the oxidation zones are maintained at a temperature range of about 145°C to about 170°C. The product mixture is withdrawn from the oxidation zones that comprises cyclohexylhydroperoxide (CHHP), cyclohexanone and cyclohexanol. An oxidation off-gas comprising less than 3.0percent by volume of unreacted oxygen is withdrawn from the oxygen clean up zones.

With oxygen

T=145 - 170°C; Temperature; Hide Experimental Procedure

INVISTA TECHNOLOGIES S.A.R.L.; VALDEZ, David, Lee

Patent: WO2014/14467 A1, 2014 ; Location in patent: Paragraph 0056 ; Title/Abstract Full Text Show Details

14:

The process of Example 13 is repeated with additional steps. In this example, the oxidation zones are maintained at a temperature range of about 145 °C to about 170 °C.

With oxygen

T=140°C; P=2250.23 Torr; 17 h; Reagent/catalyst; Hide Experimental Procedure

INVISTA NORTH AMERICA S.A R.L.; Whiston, Keith; Liu, Xi; Hutchings, Graham

Patent: US2015/11797 A1, 2015 ;

Location in patent: Paragraph 0060-0061; 0064 ; Title/Abstract Full Text Show Details

10:Oxidation of Cyclohexane

With [(PhSiO1.5)12(CuO)4(NaO0.5)4]; dihydrogen peroxide; nitric acid in acetonitrile

T=60°C; KineticsActivation energyCatalytic behavior; Reagent/catalystTemperature;

Vinogradov, Mikhail M.; Kozlov, Yuriy N.; Bilyachenko, Alexey N.; Nesterov, Dmytro S.; Shul'pina, Lidia S.; Zubavichus, Yan V.; Pombeiro, Armando J. L.; Levitsky, Mikhail M.; Yalymov, Alexey I.; Shul'pin, Georgiy B.

New Journal of Chemistry, 2015 , vol. 39, # 1 p. 187 - 199 Title/Abstract Full Text View citing articles Show Details

With propylene Carbonate; tert.-butylhydroperoxide; oxygen in water

T=139.84°C; P=11251.1 Torr; 2 h; Autoclave; Kinetics; TemperatureSolvent; Hide Experimental Procedure

Gui, Zhenyou; Cao, Wenrong; Chen, Lifang; Qi, Zhiwen

Catalysis Communications, 2015 , vol. 64, p. 58 - 61 Title/Abstract Full Text View citing articles Show Details

Procedures for cyclohexane oxidation

2.2 Procedures for cyclohexane oxidation (0007) The liquid phase reaction was conducted in a 10mL autoclave reactor. Cyclohexane (1mL), Au/SiO2 catalyst (5mg), tert-butyl hydroperoxide (TBHP, 70wt.percent in water, Aldrich) (20mg) and solvent (5mL) were charged into the reactor and the air was purged with O2 4 times. The mixture was stirred at 1.5MPa O2 and 413K for 2h. 2.3 Kinetic tests for cyclohexane oxidation (0008) The liquid phase reaction was conducted in a 100mL autoclave reactor. Cyclohexane (2mL), Au/SiO2 catalyst (5mg), TBHP (20mg) and solvent (30mL) were charged into the reactor and the air was purged with O2 4 times. The mixture was stirred at 1.5MPa O2 and fixed temperature (403K, 413K and 423K) for 3h. During the reaction, samples were collected at 0min, 10min, 30min, 60min, 120min and 180min. 2.4 Products analysis (0009) The products were analyzed using a gas chromatogram (Agilent 7890A) with a capillary column (PEG-20M) to analyze the amount of cyclohexane, cyclohexanone and cyclohexanol. According to gas chromatogram analysis, TBHP was fully converted, and its products were mainly tert-butyl alcohol and acetone which account for about 1percent in reaction products. The cyclohexyl hydroperoxide was analyzed in the presence of excessive triphenylphosphine by a gas chromatogram. Moreover, a high-performance liquid chromatogram (Shimadzu LC-2010) equipped with a UV detector was also adopted to analyze the amount of organic acids and esters. The separation was done using an ODS-SP column (4.6×250mm) and methanolK2HPO4/KH2PO4 as the mobile phase.

With tert.-butylhydroperoxide; Dipropyl carbonate; oxygen in water

T=139.84°C; P=11251.1 Torr; 2 h; Autoclave; Kinetics; TemperatureSolvent; Hide Experimental Procedure

Gui, Zhenyou; Cao, Wenrong; Chen, Lifang; Qi, Zhiwen

Catalysis Communications, 2015 , vol. 64, p. 58 - 61 Title/Abstract Full Text View citing articles Show Details

Procedures for cyclohexane oxidation

With Cumene hydroperoxide; oxygen

T=130°C; P=10501.1 Torr; 3 h; Reagent/catalyst;

Gao, Beibei; Tian, Peng; Li, Mingrun; Yang, Miao; Qiao, Yuyan; Wang, Linying; Xu, Shutao; Liu, Zhongmin

Journal of Materials Chemistry A, 2015 , vol. 3, # 15 p. 7741 - 7749 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in water; 1,2-dichloro-benzene; acetonitrile

T=0°C; 0.8 h; Sealed tube; Time; Hide Experimental Procedure

Northwestern University; Notestein, Justin M.; Schoenfeldt, Nicholas J.; Korinda, Andrew W.

Patent: US9024076 B2, 2015 ; Location in patent: Page/Page column 4; 5 ; Title/Abstract Full Text Show Details

1:Example (Ex) 1

With dihydrogen peroxide in water; 1,2-dichloro-benzene; acetonitrile

Northwestern University; Notestein, Justin M.; Schoenfeldt, Nicholas J.;

T=0°C; 1.5 h; Sealed tube; Time; Hide Experimental Procedure

Korinda, Andrew W.

Patent: US9024076 B2, 2015 ; Location in patent: Page/Page column 4; 5 ; Title/Abstract Full Text Show Details

1:Example (Ex) 1

With tert.-butylhydroperoxide; oxygen

T=130°C; P=6000.6 Torr; 2 h; Autoclave;

Yuan, Xia; Shan, Gaofeng; Li, Lixia; Wu, Jian; Luo, He-An

Catalysis Letters, 2015 , vol. 145, # 3 art. no. AR, p. 868 - 874 Title/Abstract Full Text View citing articles Show Details

With pyrazinecarboxylic acid; C46H58Cu3N4O8*2CH4O; dihydrogen peroxide in water; acetonitrile

T=20°C; P=760.051 Torr; 6 h; Green chemistry; Catalytic behavior; Reagent/catalyst; Overall yield = 31 percent;

Sutradhar, Manas; Martins, Lusa M. D. R. S.; Guedes Da Silva, M. Ftima C.; Mahmudov, Kamran T.; Liu, Cai-Ming; Pombeiro, Armando J. L.

European Journal of Inorganic Chemistry, 2015 , vol. 2015, # 23 p. 3959 - 3969 Title/Abstract Full Text View citing articles Show Details

With Fe2(N-(2-hydroxybenzyl)-N-(pyridin-2-ylmethyl)amine(-H))2(μ-OCH3)2(Cl)2; dihydrogen peroxide in water; acetonitrile

T=24.84°C; 24 h; Inert atmosphere; Reagent/catalyst; Overall yield = 16 percentChromat.; Hide Experimental Procedure

Machado, Paula M.A.; Lube, Leonardo M.; Tiradentes, Marcione D.E.; Fernandes, Christiane; Gomes, Clcia A.; Stumbo, Alexandre M.; San Gil, Rosane A.S.; Visentin, Lorenzo C.; Sanchez, Dalber R.; Frescura, Vera L.A.; Silva, Jessee S.A.; Horn, Adolfo

Applied Catalysis A: General, 2015 , vol. 507, p. 119 - 129 Title/Abstract Full Text View citing articles Show Details

Catalytic tests

General procedure: The oxidation of cyclohexane or cyclohexene was performed using hydrogen peroxide as the oxidant and acetonitrile as solvent in the presence of the catalysts. The molar ratios tested for catalyst:substrate:oxidant were 1:1000:1000 and 1:1000:100 in a total reaction volume of 5 cm3. Quantitative analyses of the oxidation products of cyclohexane and cyclohexene were executed in a Varian GC-430-FID equipped with a 30 m × 0.25 mm (0.25 mi.d.) CP-WAX 58 column. The typical procedure of oxidation reactions was: to a stirred solution of catalyst (3.5 mol, 2 cm3 of acetonitrile), at 298 K and under argon atmosphere, it was added the substrate (1000 eq., 3.5 mmol) and acetonitrile to bring the total volume to 2.5 cm3. Subsequently, 2.5 cm3 of oxidant solution (1000, 3.5 mmol or 100 eq., 0.35 mmol of 30percent aqueous H2O2 in acetonitrile) was added dropwise over 5 min, resulting in 5 cm3 of reaction volume of the catalyst:substrate:oxidant in two ratios,1:1000:1000 or 1:1000:100. After 24 h, 50 mm3 of the reaction were added to 450 mm3 of the solution containing 2-ethylhexanol(70 mmol dm−3), which is used as internal standard. The resulting solution was analyzed in duplicate in GC-FID before and after the addition of triphenylphosphine, which was used to quantify the presence of alkylhydroperoxides [37]. Total yield is to amount of product detected by GC-FID, considering that a 100percent yield means that all the oxidant present in the reaction was converted to products and generates one equivalent of oxidized product. Selectivity is the percentage of each product quantified by GC-FID in relation to the total yield. Only the products shown in Tables 4 and 5 were observed in the GC-FID analyses.

With oxygen; magnesium oxide

T=140°C; P=2250.23 Torr; 17 h;

Liu, Xi; Conte, Marco; Sankar, Meenakshisundaram; He, Qian; Murphy, Damien M.; Morgan, David; Jenkins, Robert L.; Knight, David; Whiston, Keith; Kiely, Christopher J.; Hutchings, Graham J.

Applied Catalysis A: General, 2015 , vol. 504, p. 373 - 380 Title/Abstract Full Text View citing articles Show Details

With [Fe(NCCN)(MeCN)(CNtBu)](PF6)2; dihydrogen peroxide in water; acetonitrile

T=20°C; 24 h; Catalytic behavior; Reagent/catalystConcentrationTemperature; Hide Experimental Procedure

Haslinger, Stefan; Raba, Andreas; Cokoja, Mirza; Pöthig, Alexander; Kühn, Fritz E.

Journal of Catalysis, 2015 , vol. 331, p. 147 - 153 Title/Abstract Full Text View citing articles Show Details

2.4. Experimental procedure for the catalytic oxidation of cyclohexane

For the catalytic oxidation of cyclohexane under standard conditions (0.50 molpercent relative catalyst concentration), 1.00 mL of a 2.80 mM stock solution of 1, 2, or 3 in acetonitrile was added to a mixture of 61.5 μL (569 lmol) of cyclohexane and 2.00 mL acetonitrile under air. The catalytic reaction was started by theaddition of 272 μL of an acetonitrile solution containing therespective amount of hydrogen peroxide (50percent aqueous solution)or the respective organic peroxide used as oxidant. For other catalystconcentrations, the amount taken from the stock solution andthe amount of acetonitrile used for dilution were adjusted accordingly,giving the same reaction volume for each reaction. For eachdata point, after the respective reaction time an aliquot of 1.00 mLfrom the reaction solution was taken and added to 1.00 mL of a saturatedsolution of triphenylphosphine in acetonitrile. The resultingmixture was filtered through a short plug of silica. For GC analysis,two individual samples were prepared by combining 400 μL of thefiltered solution with 400 μL of the solution containing the externalstandard (p-xylene in acetonitrile). Double injections beforeand after the reduction with triphenylphosphine were performedfor selected data points to identify cyclohexyl hydroperoxide, asit has been introduced originally by Shul’pin et al. In caseof substrates other than cyclohexane, 1H NMR was used forquantification of the respective products and the catalytic reactionwas carried out in acetonitrile-d3. Nitromethane was added asexternal standard after the reaction was finished (δ 4.30, 3H,CH3). The following signals were used for the quantification ofthe respective substrates: 9,10-dihydroanthracene δ 3.90 (4H,2 CH2), xanthene δ 4.06 (2H, CH2), triphenylmethane δ 5.61(1H, Ph3CH), 2,3-dimethyl-2-butanol δ 1.07 (1H, C(CH3)2OH).

With [VOSO4(2,4-bis(3,5-dimethyl-1H-pyrazol-1-yl)-6-diethylamino-1,3,5-triazine)] •C5H8O4•CH3CN; dihydrogen peroxide; nitric acid in acetonitrile

T=60°C; P=760.051 Torr; 9 h; Catalytic behavior; Reagent/catalystSolventTime;

Yan, Zhi Dan; Xing, Na; Zhang, Yan; Ma, Xi Tong; Song, Jian; Liu, Xin; Xing, Yong Heng

Polyhedron, 2015 , vol. 102, p. 600 - 608 Title/Abstract Full Text View citing articles Show Details

With 2,5-Dimethyl-1,4-benzoquinone; oxygen in neat liquid T=24.84°C; 26 h; IrradiationGreen chemistry; Quantum yieldKineticsMechanism; Reagent/catalyst;

Ohkubo, Kei; Hirose, Kensaku; Fukuzumi, Shunichi

Photochemical and Photobiological Sciences, 2016 , vol. 15, # 6 p. 731 - 734 Title/Abstract Full Text View citing articles Show Details

With oxygen; 2,3-dicyano-5,6-dichloro-p-benzoquinone in acetonitrile

T=24.84°C; 17 h; Irradiation; Quantum yieldKinetics;

Ohkubo, Kei; Hirose, Kensaku; Fukuzumi, Shunichi

Chemistry - An Asian Journal, 2016 , vol. 11, # 16 p. 2255 - 2259 Title/Abstract Full Text View citing articles Show Details

A: 37 %Chromat. B: 6 %Chromat. C: 50 %Chromat.

Stage #1: With [CuI(((2R,2'R)-1,1'-bis(4-methoxy-3,5-dimethyl-pyridin-2-yl)methyl)-2,2'bipyrrolidine)](PF6); dihydrogen peroxide in water; acetonitrile

T=20°C; 6 h; Stage #2: With triphenylphosphine

0.333333 h; Cooling with ice;

Garcia-Bosch, Isaac; Siegler, Maxime A.

Angewandte Chemie - International Edition, 2016 , vol. 55, # 41 p. 12873 - 12876 Angew. Chem., 2016 , vol. 128, # 41 p. 13065 - 13068,4 Title/Abstract Full Text Show Details

Synthesize Find similar

26 Synthesize Find similar

Rx-ID: 2005068 Find similar reactions

A: 5.3% B: 5.2%

With C16H16N4(2-)*2Cu(1+); dihydrogen peroxide in water; acetonitrile

T=20°C; P=760.051 Torr; Reagent/catalystConcentration;

Timokhin, Ivan; Pettinari, Claudio; Marchetti, Fabio; Pettinari, Riccardo; Condello, Francesca; Galli, Simona; Alegria, Elisabete C. B. A.; Martins, Lusa M.D.R.S.; Pombeiro, Armando J. L.

Crystal Growth and Design, 2015 , vol. 15, # 5 p. 2303 - 2317 Title/Abstract Full Text View citing articles Show Details

With perchloric acid in acetonitrile

T=28.9 - 59.9°C; kinetics; activation energy; HCl; in presence of an inhibitor (2,2,6,6-tetramethyl4-benzoylhydropiperidine-1-oxyl); Product distributionRate constantMechanism;

Petrov, L. V.; Drozdova, T. I.; Lyuta, L. Ya.; Solyanikov, V. M.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1990 , vol. 39, # 2.1 p. 226 - 232 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1990 , # 2 p. 278 - 285 Title/Abstract Full Text View citing articles Show Details

With chromium(III) stearate in various solvent(s) T=125°C; decomposition reactions of different hydroperoxides in different solvents and in the presence of various reagents (transition metal catalysts); Product distribution;

Blau, Karla; Kovacs, O.; Lauterbach, Gerlinde; Makhoul, M.; Pritzkow, W.; Tien, Tieu Dung

Journal fuer Praktische Chemie (Leipzig), 1989 , vol. 331, # 5 p. 771 - 777 Title/Abstract Full Text Show Details

With pyridine; (5,10,15,20-tetraphenylporphyrinato)manganese(III) chloride in dichloromethane; cyclohexane

T=25°C; 48 h; other pyridine derivative, other catalysts; Rate constantProduct distributionMechanism;

Hansen, Carola B.; Mul, Guido; Tabor, Roland B. J.; Drenth, Wiendelt

Recueil des Travaux Chimiques des Pays-Bas, 1993 , vol. 112, # 9 p. 497 - 502 Title/Abstract Full Text View citing articles Show Details

With caustic cobalt solution T=118°C; Alkaline aqueous solution; Conversion of starting material; Hide Experimental Procedure

Fodor, Ludovic

Patent: US2003/229253 A1, 2003 ; Location in patent: Page 2 ;

Hide Details

Title/Abstract Full Text Show Details

1; 2; 3; 4:Example 1

For Example 1, 360 t/h of air oxidizer tails with 0.71percent cyclohexanol, 1.12percent cyclohexanone and 3.24percent cyclohexyl-hydroperoxide was mixed in a static mixer with 1.0 t/h recycled water in the process at 120 deg C. temperature. The aqueous to organic phase ratio is 0.28:100. The separated water was decanted using decanters. The organic phase was treated at 118 deg C. with a caustic cobalt solution having 5 ppm Co and the CHHP was decomposed in the CHHP decomposition reactors. The caustic solution was separated using decanters and the organic phase was washed with water. The concentration of cyclohexanol in the organic phase after wash was 1.71 percent wt. and cyclohexanone 2.47 percent wt. corresponding to 91.30percent CHHP decomposition process yield. Example 2 In this experiment the amount of recycled water was increased to 1.5 t/h, the ratio of the aqueous to organic phase is 0.43:100 while the other parameters were kept same as in Example 1. The CHHP decomposition process yield in this case was 90.56. Example 3 Example 3 was carried out in a similar manner as Example 1 except that the concentration of the cobalt catalyst was increased to 10 ppm. The CHHP decomposition process yield was measured at 96.9percent. Example 3 demonstrates that an increase in catalyst concentration with lower recycled water flow rate (1.0 t/h) increases yield. Example 4 The steps were carried out in a similar manner as in Example 3, except that the recycled water flow rate was increased to 1.5 t/h The CHHP decomposition process yield was 95.75percent. Example 4 demonstrates that an increase in recycled water flow to 1.5 t/h at high cobalt concentration (10 ppm) has a small detrimental effect on the CHHP decomposition process yield. A higher CHHP decomposition process yield was obtained at 10 ppm Co catalyst and 1.0 t/h recycled water (Example 3).

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 6 ;

Title/Abstract Full Text Show Details

36:

The catalysts according to Examples 1, 4, 6 and 7 were tested in a fixed bed reactor, a metal tube (SS316) of internal diameter 4.5 mm. To prevent CHHP from reacting on metal walls of the reactor, the reactor was passivated by treating its surface with a Na4P2O7 solution. The liquid feed material was passed through the catalyst bed using a syringe pump. The effluent from the reactor was collected in the collection vessel. The catalyst charge was 0.3 g. typically, the catalyst was charged into the reactor, and cyclohexane feed, 0.6 ml/min, was turned on. As cyclohexane displaced air, the pressure in the system gradually increased. After the pressure had reached the set point of 170 psig, the heating was applied to the reactor. Once the temperature in the catalyst bed reached the desired value, 160° C., the cyclohexane feed was stopped and the feed of the mixture containing cyclohexyl hydroperoxide, 8.8 mol/l, cyclohexanone, 1.2 mol/l, cyclohexanol, 2.6 mol/l and side products*, 1.1 mol/l, began. The time on stream was counted from this moment. The effluent from the reactor was sampled every 30 minutes. The samples were analyzed on a gas chromatograph. The catalysts were usually tested for 3 to 5 hours. *Side products concentration is expressed in CHHP equivalent The composition of the feed mixture changed as it passed through the catalyst. The CHHP concentration decreased, while the concentrations of cyclohexanol and cyclohexanone increased, which indicated the transformation CHHP to KA-oil. Averaged for the first 3 hours cyclohexyl hydroperoxide conversion and total selectivity for ketone and alcohol are indicated in Table 2. Table 2 also shows the deactivation parameter of the catalysts, the ratio of CHHP conversion after 180 and 60 min on stream.

With CH2O5P(3-)*4Na(1+)*O2P(1-); silicalite-1 in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 7 ; Title/Abstract Full Text Show Details

41:

This comparative example illustrates CHHP decomposition using porous crystalline silicate with MFI structure, silicalite-1, without gold as a catalyst. Silicalite-1 was prepared according to the first part of Example 1 (the catalyst did not contain gold). The catalyst was tested in CHHP decomposition as in Examples 36-39. The results of the test are shown in Table 2.

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 7 ; Title/Abstract Full Text Show Details

38:

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 7 ; Title/Abstract Full Text Show Details

43:

This comparative example illustrates CHHP decomposition using a dealuminated alumosilicate (Na2O)0.00007(Al2O3)0.0086SiO2 of MFI structure without gold as a catalyst. This example is different from Example 42 in that the catalyst used in this example was converted to H-form and contained a small amount of sodium. The alumosilicate (Na2O)0.00007(Al2O3)0.00816SiO2 was prepared as the support in Example 4 (the catalyst did not contain gold). The catalyst was tested in cyclohexane oxidation as in Examples 36-39. The results of the test are shown in Table 2.

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 6 ; Title/Abstract Full Text Show Details

37:

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 7 ; Title/Abstract Full Text Show Details

42:

This comparative example illustrates CHHP decomposition using a dealuminated alumosilicate (Na2O)0.0086(Al2O3)0.0086SiO2 of MFI structure without gold as a catalyst. The dealuminated alumosilicate (Na2O)0.0086(Al2O3)0.0086SiO2 was prepared as the support in Example 7 (the catalyst did not contain gold). The catalyst was tested in cyclohexane oxidation as in Examples 36-39. The results of the test are shown in Table 2.

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 7 ; Title/Abstract Full Text Show Details

39:

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 7 ; Title/Abstract Full Text Show Details

44:

This comparative example illustrates CHHP decomposition using a gold catalyst on zeolite NaY, an alumosilicate (Na2O)0.15(Al2O3)0.15SiO2 of FAU structure. The catalyst was prepared according to Example 1, wherein 0.03 M aqueous HAuCl4 solution was used as a source of gold. The support was prepared as described in Breck D. W. U.S. Pat. No. 3,130,007 (1964). The catalyst was tested in CHHP decomposition as in Examples 36-39. The results of the test are shown in Table 2.

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5-7 ; Title/Abstract Full Text Show Details

45:

This comparative example illustrates CHHP decomposition using a gold catalyst on zeolite NaY, an alumosilicate (Na2O)0.026(Al2O3)0.15SiO2 of FAU structure. This example is different from Example 44 in that the support used in this example was converted to H-form prior to deposition of gold, and it contained a small amount of sodium. The catalyst was prepared according to Example 1, wherein 0.03 M aqueous HAuCl4 solution was used as a source of gold. The support was prepared as described in Example 35. The catalyst was tested in CHHP decomposition as in Examples 36-39. The results of the test are shown in Table 2.

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 6; 7 ; Title/Abstract Full Text Show Details

46:

This comparative example illustrates using Au/SiO2 catalyst in CHHP decomposition. Au/SiO2 catalyst was prepared according to Example 33. The catalyst was tested in CHHP decomposition as in Examples 3639. The results of the test are shown in Table 2.

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 6; 7 ; Title/Abstract Full Text Show Details

47:

The catalyst, Au/Al2O3 was prepared as described in U.S. Pat. No. 6,160,183 to Druliner et al. The catalyst was tested in CHHP decomposition as in Examples 36-39. The results of the test are shown in Table 2.

With CH2O5P(3-)*4Na(1+)*O2P(1-) in water

T=160°C; P=9551.8 Torr; 3 - 5 h; Conversion of starting material; Hide Experimental Procedure

Pirutko, Larisa V.; Kharitonov, Alexander S.; Khramov, Mikhail I.; Uriarte, Anthony K.

Patent: US2006/41172 A1, 2006 ; Location in patent: Page/Page column 5; 7 ; Title/Abstract Full Text Show Details

40:

This comparative example illustrates CHHP decomposition without a catalyst. The reaction conditions are the same as in examples 36-39. The results of the test are shown in Table 2.

With sodium hydroxide; sodium heptanoate; pimelic acid disodim salt; sodium carbonate; cobalt(II) sulfate in water

T=80°C; P=3750.38 - 15001.5 Torr; 1 h; Conversion of starting material; Hide Experimental Procedure

DSM IP ASSETS B.V.

Patent: WO2006/66904 A1, 2006 ; Location in patent: Page/Page column 9; 10; 16 ; Title/Abstract Full Text Show Details

Comparative Experiment A; 0.816 g of Na2CO3 and 0.413 g of NaOH were dissolved in 9.056 g of a degassed aqueous solution of 1.25 g of sodium heptanoate and 0.34 g of disodium heptadionate with stirring at room temperature under an atmosphere of N2. The obtained clear solution was transferred into a 150 ml Parr autoclave (made of Hastelloy C) under a gentle stream of N2. The autoclave was pressurized then to 0.5 MPa with N2; then heating and stirring were started. When the temperature reached 65 0C in the autoclave, feeding of a degassed aqueous solution of CoSO4 containing 100 ppm of

cobalt was started into the reactor by using a Gilson pump while the reactor was further heated to 80 0C. After 1 minute of feeding (1ml/min), the cobalt feed was decreased to 0.033 ml/min until the end of the experiment. When the temperature reached 80 0C, 51.66 g of a cyclohexane oxidate solution was injected into the reactor from a sample EPO <DP n="11"/>cylinder (kept at room temperature) by using 2 MPa N2 pressure. The cyclohexane oxidate solution contained 12.034 mmol of cyclohexylhydroperoxide, 3.678 mmol of cyclohexanol, 2.115 mmol of cyclohexanone, 0.648 mmol of C1-C6 mono and dicarboxylic acids, 0.037 mmol of cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.937 mmol of various non-acidic organic oxo-compounds as determined by a calibrated GC method. After injection of the cyclohexane oxidate solution, 80 0C was maintained in the reactor for 30 minutes. Then feeding of the cobalt solution was stopped and the reactor was cooled back immediately by replacing the heating mantle with an ice bath. After about 20-30 minutes standing, the ice bath was removed; the reactor was slowly depressurized and opened. The contents of the autoclave were weighed back after transferring into an Erlenmeyer flask. A sample was taken immediately from the colorless hazy organic phase for GC analysis. The clear brow- yellow aqueous phase was then separated and weighed back. A known portion of the aqueous phase was taken then for acidification to pH 1. The acidification was carried out by the drop-wise addition of cc. HCI to the aqueous solution using a pH electrode and stirring. The obtained light yellow aqueous emulsion was then extracted 4 times with similar volume aliquots of diethyl ether. The ether extracts were united and weighed back. Then a sample was taken from the united extract for GC analysis. After evaluating the calibrated GC spectra of the organic phase and ether extract a mass balance was established by adding up the two fractions. This showed the following amount of components present: 0.146 mmol of cyclohexylhydroperoxide, 7.997 mmol of cyclohexanol, 8.546 mmol of cyclohexanone, 0.991 mmol of C1-C6 mono and dicarboxylic acids, no cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 1.305 mmol of various non- acidic organic oxo-compounds. This corresponds to 98.8 percent of conversion of cyclohexylperoxide with 90.1 percent selectivity to newly formed cyclohexanone and cyclohexanol with a molar ratio of 1.50. Cyclohexanol and acids formed by the hydrolysis of the esters were considered as components already present in the starting mixture. The selectivity to acids and undetected components was 2.6 and 4.2 percent, respectively. The undetected components consist mostly of CO2, as determined authentically in similar experiments by using isotopic Na213CO3 instead of Na212CO3 in the starting base mixture and determining Na212CO3ANa213CO3 ratio after the reaction by mass spectroscopy. Neutralization of the formed acids and CO2 results in the consumption of an equivalent amount of base. The results are summarized in Table 1.

With sodium hydroxide; sodium heptanoate; pimelic acid disodim salt; sodium carbonate in water T=80°C; 0.5 h; Conversion of starting material; Hide Experimental Procedure

DSM IP ASSETS B.V.

Patent: WO2006/66904 A1, 2006 ; Location in patent: Page/Page column 11-13; 16 ; Title/Abstract Full Text Show Details

1; 3:

Example 1; Comparative Experiment A was repeated by using an aqueous base solution containing 0.823 g Na2CO3 and 0.366 g of NaOH in 9.03 g of a degassed aqueous solution of 1.25 g of sodium heptanoate and 0.34 g of disodium heptadionate. In contrast to Comparative Experiment A, this experiment was carried out in the absence of cobalt, i.e. no cobalt was added. Furthermore, an amount of 52.74 g of a cyclohexane oxidate solution was used for injection in this experiment. The oxidate solution contained 12.352 mmol of cyclohexylhydroperoxide, 3.979 mmol of cyclohexanol, 2.331 mmol of cyclohexanone, 0.636 mmol of C1-C6 mono and dicarboxylic acids, 0.040 mmol of cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 1.081 mmol of various non- acidic organic oxo-compounds. The reaction was carried out in the absence of cobalt at 80 0C for 30 minutes similarly as described above in Comparative Experiment A. After the reaction the following amount of components were found back in the two product fractions: 5.707 mmol of cyclohexylhydroperoxide, 5.829 mmol of cyclohexanol, 6.871 mmol of cyclohexanone, 0.720 mmol of C1-C6 mono and dicarboxylic acids, no cyclohexyl esters of C1C6 mono and dicarboxylic acids and 1.298 mmol of various non- acidic organic oxo- compounds. This corresponds to 53.8percent of conversion of cyclohexylperoxide with 95.6percent selectivity to newly formed cyclohexanone and cyclohexanol with a molar ratio of 2.51. The selectivity to acids and undetected components was 0.7percent and 0.5percent, respectively. The example shows that the selectivity to cyclohexanone/cyclohexanol and the molar ratio of cyclohexanone to cyclohexanol is significantly higher and less base is consumed (as a consequence of the lower selectivity to acids and CO2) in the absence of cobalt than in the presence of cobalt (Comparative Experiment A). The results are summarized in Table 1. Example 3; Example 1 was repeated by using significantly more aqueous phase for the reaction. Thus, instead of the amounts given in Example 1 , 2.66 g of Na2CO3 and 1.41 g of NaOH were dissolved in 35.8 g of a degassed aqueous solution containing 4.97 g of sodium heptanoate and 1.344 g of disodium heptadionate. Furthermore, an amount of 41.97 g of a cyclohexane oxidate solution was used for injection in this experiment. The oxidate solution contained 9.450 mmol of cyclohexylhydroperoxide, 2.788 mmol of cyclohexanol, 1.659 mmol of cyclohexanone, 0.503 mmol of C1-C6 mono and dicarboxylic acids, 0.029 mmol of cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.676 mmol of various non- acidic organic oxo-compounds. The reaction was carried in the absence of cobalt at 80 0C for 30 minutes similarly as described above in Comparative Experiment A. After the reaction the following amount of components were found back in the two product fractions: 0.054 mmol of cyclohexylhydroperoxide, 4.440 mmol of cyclohexanol, 9.005 mmol of cyclohexanone, 0.588 mmol of C1-C6 mono and dicarboxylic acids, no cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.967 mmol of various non- acidic organic oxo-compounds. This corresponds to 99.4 percent of conversion of cyclohexylperoxide with 95.5 percent selectivity to newly formed cyclohexanone and cyclohexanol with a molar ratio of 4.53. The selectivity to acids and undetected components was 0.6 percent and 0.9 percent, respectively. The example shows that the selectivity to cyclohexanone/cyclohexanol and the molar ratio of cyclohexanone to cyclohexanol EPO <DP n="14"/>can be further increased by increasing the volume of the aqueous phase as compared to Example 1. The results are summarized in Table 1.

With sodium hydroxide; sodium carbonate in water

T=80 - 120°C; 0.166667 - 0.5 h; Conversion of starting material; Hide Experimental Procedure

DSM IP ASSETS B.V.

Patent: WO2006/66904 A1, 2006 ; Location in patent: Page/Page column 11; 12; 13; 16 ;

Title/Abstract Full Text Show Details

2; 4:

Example 2; Example 1 was repeated by using no sodium heptanoate and disodium heptadionate in the aqueous base solution, which contained 0.868 g Na2CO3 and 0.378 g of NaOH in 9.05 g of a degassed water. Furthermore, an amount of 52.87 g of cyclohexane oxidate solution used for injection in this experiment. The oxidate solution contained 12.423 mmol of cyclohexylhydroperoxide, 3.720 mmol of cyclohexanol, 2.196 mmol of cyclohexanone, 0.658 mmol of C1-C6 mono and dicarboxylic acids, 0.038 mmol of cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.870 mmol of various non- acidic organic oxo-compounds. The reaction was EPO <DP n="13"/>carried in the absence of cobalt at 80 0C for 30 minutes similarly as described above in Comparative Experiment A.After the reaction the following amount of components were found back in the two product fractions: 6.653 mmol of cyclohexylhydroperoxide, 5.596 mmol of cyclohexanol, 5.940 mmol of cyclohexanone, 0.766 mmol of C1-C6 mono and dicarboxylic acids, no cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.952 mmol of various non- acidic organic oxo-compounds. This corresponds to 46.5 percent of conversion of cyclohexylperoxide with 96.7 percent selectivity to newly formed cyclohexanone and cyclohexanol with a molar ratio of 2.04. The selectivity to acids and undetected components was 1.2 percent and 0.6 percent. The example shows that the selectivity to cyclohexanone/cyclohexanol, the molar ratio of cyclohexanone to cyclohexanol is significantly higher and less base is consumed in the absence of cobalt than in Comparative Experiment A. The results are summarized in Table 1; Example 4; Example 2 was repeated except that 120 0C reaction temperature was used with significantly more aqueous phase. Thus instead of the amounts given in Example 2, 3.27 g of Na2CO3 and 1.39 g of NaOH were dissolved in 36.11 g of degassed water. Furthermore, an amount of 38.00 g of a cyclohexane oxidate solution was used for injection in this experiment. The oxidate solution contained 8.488 mmol of cyclohexylhydroperoxide, 2.660 mmol of cyclohexanol, 1.532 mmol of cyclohexanone, 0.450 mmol of C1-C6 mono and dicarboxylic acids, 0.026 mmol of cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.660 mmol of various non- acidic organic oxo-compounds. The reaction was carried in the absence of cobalt at 120 0C for 10 minutes similarly as described above in Comparative Experiment A. After the reaction the following amount of components were found back in the two product fractions: 0.048 mmol of cyclohexylhydroperoxide, 4.219 mmol of cyclohexanol, 8.060 mmol of cyclohexanone, 0.600 mmol of C1-C6 mono and dicarboxylic acids, no cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.887 mmol of various non- acidic organic oxo-compounds. This corresponds to 99.4 percent of conversion of cyclohexylperoxide with 95.5 percent selectivity to newly formed cyclohexanone and cyclohexanol with a molar ratio of 4.26. The selectivity to acids and undetected components was 1.5 percent and 0.5 percent, respectively. The example shows that the rate of decomposition and the molar ratio of cyclohexanone to cyclohexanol can be increased while maintaining high selectivity by increasing the temperature and volume ratio of the aqueous phase to the organic phase as compared to Example 2. The results are summarized in Table 1.

With sodium carbonate in water

T=120°C; 0.333333 h; Conversion of starting material; Hide Experimental Procedure

DSM IP ASSETS B.V.

Patent: WO2006/66904 A1, 2006 ; Location in patent: Page/Page column 13; 14; 16 ; Title/Abstract Full Text Show Details

Example 5; Example 4 was repeated except that only Na2CO3 was used in the aqueous phase. Thus, 4.0 g of Na2CO3 was dissolved in 41.38 g of degassed water. Furthermore, an amount of 37.52 g of a cyclohexane oxidate solution was used for injection in this experiment. The oxidate solution contained 10.628 mmol of cyclohexylhydroperoxide, 2.034 mmol of cyclohexanol, 1.495 mmol of cyclohexanone, 0.290 mmol of C1-C6 mono and dicarboxylic acids, 0.015 mmol of cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.240 mmol of various non- acidic organic EPO <DP n="15"/>oxo-compounds. Otherwise, the reaction was carried in the absence of cobalt at 120 0C for 20 minutes similarly as described above in Comparative Experiment A. After the reaction the following amount of components were found back in the two product fractions: 1.509 mmol of cyclohexylhydroperoxide, 4.393 mmol of cyclohexanol, 7.645 mmol of cyclohexanone, 0.619 mmol of C1-C6 mono and dicarboxylic acids, no cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.297 mmol of various non- acidic organic oxo-compounds. This corresponds to 85.8 percent of conversion of cyclohexylperoxide with 93.1 percent selectivity to newly formed cyclohexanone and cyclohexanol with a molar ratio of 2.62. The selectivity to acids and undetected components was 3.4 percent and 2.8 percent, respectively. The example shows that Na2CO3 can be used alone in the aqueous base solution advantageously as compared to Comparative Experiment A. The results are summarized in Table 1.

With sodium hydroxide; cobalt(II) sulfate in water

T=95°C; Product distribution / selectivity; Hide Experimental Procedure

DSM IP ASSETS B.V.

Patent: WO2006/79485 A1, 2006 ; Location in patent: Page/Page column 12-14 ; Title/Abstract Full Text Show Details

Example 1; An oxidation mixture (line 1 in figure 1), obtained from an uncatalyzed cyclohexane oxidation, consisted of cyclohexane, 3.2 wt.percent cyclohexylhydroperoxide, 0.5 wt.percent EPO <DP n="14"/>cyclohexanol,0.3 wt.percent cyclohexanone and by-products. Among other by-products, this mixture also contained 0.02 wt.percent CO2 and 0.4 wt.percent mixed organic acids (mono and di- acids ranging from C1 to C6). The oxidation mixture was cooled to 60 0C. Before being fed to a well-stirred neutralization reactor (Ia in figure 1), the cooled oxidation mixture was pre-mixed with an aqueous base solution (line 2 in figure 1) obtained from the plate separator after the cyclohexylhydroperoxide decomposition reactors. The aqueous base solution (line 2) contained 4.1 wtpercent Na2CO3, 1.4 wtpercent NaOH and 14.6 wt.percent sodium-carboxylates of mixed monoacids and di-acids ranging from C1 to C6 acids. Both aqueous and organic solutions were thoroughly mixed in the neutralization reactor (Ia) to obtain a fine organic-aqueous emulsion. The aqueous phase content in this emulsion was 3.8 vol.percent. At the outlet of this reactor, CO2 and organic acids were quantitatively neutralized. The temperature at the outlet of the neutralisation reactor was 650C. After this reactor, the emulsion was supplied to a gravity settler (Ib in figure 1) in which aqueous phase is separated from the emulsion. The resulting aqueous phase contained 0.3 wt.percent Na2CO3, 3.6 wt.percent NaHCO3 and 21.5 wt.percent Na-carboxylates of mixed monoacids and di-acids ranging from C1 to C6 acids (No NaOH). The amount of stream 2 was chosen such that the pH of the aqueous phase leaving the gravity settler was 9.1. Since the total surplus of aqueous phase in neutralization and decomposition steps is completely purged at this point in the process (purge stream 3), this pH could only be obtained by adjusting the purge stream in a way that 35percent of this stream was sent, together with the separated organic phase, to the first decomposition reactor (stream 4). Thus the amount of the aqueous phase purged (line 3 in figure 1) was 65percent of the aqueous phase leaving the gravity-settler. Thus, 35 percent of the aqueous phase leaving the gravity settler was united with the separated organic phase (line 4 in figure 1). The resulting mixture (line 4) was pre-mixed with an aqueous base solution (line 5) before being fed to the first wellstirred decomposition reactor Ha. The aqueous base solution (line 5) was obtained by mixing a part (line 9) of the aqueous base solution (line 6 in figure 1) obtained from the plate separator after the cyclohexylhydroperoxide decomposition reactors with an aqueous NaOH solution (line 10). An additional aqueous NaOH solution (line 10) was fed to stream 9 to replenish the consumed base in the neutralization and decomposition process. The amount of NaOH fed was such that the NaOH concentration in the aqueous phase at the outlet of the last decomposition reactor was 0.4 mol/liter. Also a small amount of aqueous solution of cobalt sulphate (line 11 in figure 1) was added to the first decomposition reactor as catalyst for the decomposition of cyclohexylhydroperoxide to cyclohexanol EPO <DP n="15"/>and cyclohexanone. The concentration of cobalt in the aqueous phase present in the decomposition reactors was approx. 5 ppm. After the last decomposition reactor the cyclohexylhydroperoxide conversion was complete. Due to the adiabatic temperature rise the temperature at the outlet of the last decomposition reactor was 95 0C. The obtained emulsion at the outlet of this reactor was allowed to settle (lib in figure 1) in 2 consecutive gravity-settlers followed by a plate-separator. After L/L separation the sodium content of the resulting organic phase (line 7 in figure 1) was less than 5 ppm, demonstrating an effective removal of the aqueous phase. The separated organic phase comprised mainly cyclohexane and further 1.7 wt.percent cyclohexanone and 1.7 wt.percent cyclohexanol. This corresponded to a selectivity of the cyclohexylhydroperoxide decomposition reaction of 91.5 percent. The aqueous phase from the L/L separators after the decomposition reactors was largely recycled to the first decomposition reactor (line 9 in figure 1). The size of this stream was controlled such that the decomposition reactors contained approx. 15 vol.percent of aqueous phase. A minor part of the aqueous phase from the LJL separators after the decomposition reactors was fed to the feed, of the neutralization reactor (line 8 of figure 1). In this experiment the total NaOH consumption was 96 kg per ton of produced cyclohexanone+cyclohexanol.

With sodium hydroxide in water

T=120 - 147°C; 0.0833333 - 0.333333 h; Conversion of starting material; Hide Experimental Procedure

DSM IP ASSETS B.V.

Patent: WO2006/66904 A1, 2006 ; Location in patent: Page/Page column 14-16 ;

Title/Abstract Full Text Show Details

6; 7:

Example 6; Example 5 was repeated except that only NaOH was used in the aqueous phase. Thus, 4.04 g of NaOH was dissolved in 40.03 g of degassed water. Furthermore, an amount of 40.85 g of a cyclohexane oxidate solution was used for injection in this experiment. The oxidate solution contained 11.334 mmol of cyclohexylhydroperoxide, 2.140 mmol of cyclohexanol, 1.789 mmol of cyclohexanone, 0.283 mmol of C1-C6 mono and dicarboxylic acids 0.018 mmol of cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.416 mmol of various non- acidic organic oxo-compounds. Otherwise, the reaction was carried in the absence of cobalt at 120 0C for 20 minutes similarly as described above in Comparative Experiment A. After the reaction the following amount of components were found back in the two product fractions: 0.033 mmol of cyclohexylhydroperoxide, 4.639 mmol of cyclohexanol,10.225 mmol of cyclohexanone, 0.468 mmol of C1-C6 mono and dicarboxylic acids, no cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.562 mmol of various non- acidic organic oxo-compounds. This corresponds to a 99.7 percent of conversion of cyclohexylperoxide with 96.6 percent selectivity to newly formed cyclohexanone and cyclohexanol with a molar ratio of 3.40. The selectivity to acids and undetected components was 1.5 percent and 0.5 percent, respectively. The example shows that the rate of decomposition and the selectivity to cyclohexanone/cyclohexanol can be increased by increasing the basicity (pH) of the aqueous phase as compared to Example 5. The results are summarized in Table 1. Example 7; Example 6 was repeated except that the reaction temperature was increased to 147 0C and the reaction time was decreased to 5 minutes. Thus, 4.0 g of NaOH was dissolved in 40.0 g of degassed water. Furthermore, an amount of 40.00 g of a cyclohexane oxidate solution was used for injection in this experiment. The oxidate solution contained 10.931 mmol of cyclohexylhydroperoxide, 2.122 mmol of cyclohexanol, 1.702 mmol of cyclohexanone, 0.282 mmol of C1-C6 mono and dicarboxylic acids, 0.018 mmol of cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.207 mmol of various non- acidic organic oxo-compounds. Otherwise, the reaction was carried in the absence of cobalt similarly as described above inComparative Experiment A. After the reaction the following amount of components were found back in the two product fractions: 0.021 mmol of cyclohexylhydroperoxide, 4.419 mmol of cyclohexanol, 9.862 mmol of cyclohexanone, 0.450 mmol of C1-C6 mono and dicarboxylic acids, no cyclohexyl esters of C1-C6 mono and dicarboxylic acids and 0.367 mmol of various non- acidic organic oxo-compounds. This corresponds to 99.8 percent of conversion of cyclohexylperoxide with 95.7 percent selectivity to newly formed cyclohexanone and cyclohexanol with a molar ratio of 3.58. The selectivity to acids and undetected components was 1.4 percent and 1.5 percent, respectively. The example shows that in the presence of NaOH in the aqueous base the high selectivity to cyclohexanone/cyclohexanol and the high molar ratio of cyclohexanone to cyclohexanol can be maintained to as high as 147 0C by keeping the advantageously low base consumption as compared to Comparative Experiment A. The results are summarized in Table 1

With 5 wt ruthenium/carbon in cyclohexane

T=80°C; 0.833333 - 1 h; Conversion of starting material; Hide Experimental Procedure

Bonnet, Didier; Fache, Eric; Seigneurin, Aline

Patent: US2004/267052 A1, 2004 ; Location in patent: Page 4 ; Title/Abstract Full Text Show Details

14; 15:Example 14

Catalytic Results in CHHPO Deperoxidation; The supported catalysts were tested under conventional deperoxidation conditions: 40 g of oxidate (coming from the self-oxidation of cyclohexane (5percent CHHPO, as described in Patent FR2087375) were brought into contact with about 170 mg of heterogeneous catalyst for several hours at 80° C. in a reactor on which a Dean Stark apparatus was fitted (for continuous removal of the water formed in the reaction mixture). [0047] The catalysts (containing 5 wt percent Ru) were used with Ru/CHHPO molar ratios of 0.5percent. The residual CHHPO concentrations were measured by potentiometric back titration (iodine/thiosulphate) and the cyclohexanol (CHol) and cyclohexanone (CHone) concentrations were measured by GC. The results are given in the table below. DC (degree of conversion) is understood to mean the ratio of the number of moles of CHHPO converted to the initial number of moles of CHHPO.

With 5 ruthenium on magnesium oxide in cyclohexane

T=80°C; 4.5 - 5 h; Conversion of starting material; Hide Experimental Procedure

Bonnet, Didier; Fache, Eric; Seigneurin, Aline

Patent: US2004/267052 A1, 2004 ; Location in patent: Page 4 ; Title/Abstract Full Text Show Details

19; 20:Example 19

With 5 ruthenium on lanthanum oxide in cyclohexane

T=80°C; 1 h; Conversion of starting material; Hide Experimental Procedure

Bonnet, Didier; Fache, Eric; Seigneurin, Aline

Patent: US2004/267052 A1, 2004 ; Location in patent: Page 4 ; Title/Abstract Full Text Show Details

17:Example 17

With 5 wt ruthenium/carbon in cyclohexane

T=80°C; 1.83333 h; Conversion of starting material; Hide Experimental Procedure

Bonnet, Didier; Fache, Eric; Seigneurin, Aline

Patent: US2004/267052 A1, 2004 ; Location in patent: Page 4 ; Title/Abstract Full Text Show Details

21:Example 21

With 5 ruthenium on cerium oxide in cyclohexane

T=80°C; 0.75 h; Conversion of starting material; Hide Experimental Procedure

Bonnet, Didier; Fache, Eric; Seigneurin, Aline

Patent: US2004/267052 A1, 2004 ; Location in patent: Page 4 ; Title/Abstract Full Text Show Details

22:Example 22

With Ru/Al2O3 in cyclohexane

T=80°C; 1.5 h; Conversion of starting material; Hide Experimental Procedure

Bonnet, Didier; Fache, Eric; Seigneurin, Aline

Patent: US2004/267052 A1, 2004 ; Location in patent: Page 4 ; Title/Abstract Full Text Show Details

16:Example 16

With iron-doped ruthenium on Y200 acetylene black in cyclohexane

T=80°C; 1.5 h; Conversion of starting material; Hide Experimental Procedure

Bonnet, Didier; Fache, Eric; Seigneurin, Aline

Patent: US2004/267052 A1, 2004 ; Location in patent: Page 4 ; Title/Abstract Full Text Show Details

23:Example 23

With cobalt-doped ruthenium on Y200 acetylene black in cyclohexane

T=80°C; 2 h; Conversion of starting material; Hide Experimental Procedure

Bonnet, Didier; Fache, Eric; Seigneurin, Aline

Patent: US2004/267052 A1, 2004 ; Location in patent: Page 4 ; Title/Abstract Full Text Show Details

24:Example 24

in acetonitrile

T=20°C; Schlenk techniqueInert atmosphere; Mechanism;

Milunovic, Miljan N. M.; Martins, Luisa M.D.R.S.; Alegria, Elisabete C. B. A.; Pombeiro, Armando J. L.; Krachler, Regina; Trettenhahn, Guenter; Turta, Constantin; Shova, Sergiu; Arion, Vladimir B.

Dalton Transactions, 2013 , vol. 42, # 40 p. 14388 - 14401 Title/Abstract Full Text View citing articles Show Details

With Au on porous organic network nanocomposite in n-heptane

0.5 h; AutoclaveInert atmosphere;

Shi, Song; Chen, Chen; Wang, Min; Ma, Jiping; Ma, Hong; Xu, Jie

Chemical Communications, 2014 , vol. 50, # 65 p. 9079 - 9082 Title/Abstract Full Text View citing articles Show Details

With Cl4Cu(2-)*2C19H42N(1+) in n-heptane

T=25°C; 0.5 h; AutoclaveInert atmosphere; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Zheng, Xi; Wang, Min; Sun, Zhiqiang; Liu, Junxia; Ma, Jiping; Xu, Jie

Catalysis Communications, 2013 , vol. 40, p. 55 - 58 Title/Abstract Full Text View citing articles Show Details

2.3. Decomposition procedure

The reaction was carried out in a 50 mL stainless steel autoclave under magnetic stirring. In a typical procedure, 0.02 g catalyst and 10 mL n-heptane solution containing CHHP (0.597 mmol/mL) were added into the reactor. The reaction was conducted at room temperature for 30 min under N2 atmosphere.

With 1-hydroxyethylidene-1,1-diphosphonic acid (di)octyl ester; di-tert-butyl chromate

T=91°C; P=225.023 Torr; 0.416667 h; Industrial scale; Reagent/catalyst; Overall yield = 94 percent; Hide Experimental Procedure

Xiao, Zaosheng

Patent: EP2818459 A1, 2014 ; Location in patent: Paragraph 0023 ; Title/Abstract Full Text Show Details

Example 2 [0023] The Example 2 of the present invention only differs from the Comparison Example in that the amount of the phosphoric acid octyl ester as the scale inhibitor is completely stopped and wholly replaced by 1 kilo/hour of 1-hydroxy ethidene-1,1-diphosphonic acid (di)octyl ester, without changing other reaction conditions. According to the Example 2 of the present invention, a decomposition molar conversion rate reaches 93percent; a molar yield reaches 94percent; and a continuous production cycle lasts for one year.

With triphenylphosphine

RSC Advances, 2016 , vol. 6, # 53 p. 48165 - 48180 Title/Abstract Full Text View citing articles Show Details

With vanadium(III) nitrate; nitric acid in water

T=75°C; P=760.051 Torr; 1 h; Reagent/catalystConcentrationTemperaturePressure; Overall yield = 99.57 percent; Hide Experimental Procedure

Shanghai Honglu Chemical Technology Co., Ltd.; Yu, Hongyong; Wang, Jingsong; Wu, Hualin; Yang, Zhiqiang; Sun, Wei; Kang, Chuanrui; Yue, Yuanhui; Guo, Yuan

Patent: CN104098433 B, 2016 ; Location in patent: Paragraph 0037; 0038; 0039 ; Title/Abstract Full Text Show Details

7:Example 7

Example 7 At atmospheric pressure, in a volume 250ml three-necked flask, add 100ml containing cyclohexyl hydroperoxide solution and 20 ml nitric acid aqueous solution containing vanadium nitrate catalyst (inorganic phase catalyst). The nitric acid aqueous solution containing vanadium nitrate catalyst (inorganic phase the catalyst) acidity is 0.16mol /kg. Vanadium ion concentration of 1000mg / L. The reaction temperature is 75 deg.C. The reaction time was 1h. After completion of the reaction, the organic and inorganic phases liquid-liquid separation, after separation of the inorganic nitrate-containing vanadium phase solution can be recycled.

27 Synthesize Find similar

Synthesize Find similar

Rx-ID: 3778504 Find similar reactions

95%

With methyldioxirane in acetone

T=20°C; 6 h;

Altamura, Anna; Curci, Ruggero; Edwards, John O.

Journal of Organic Chemistry, 1993 , vol. 58, # 25 p. 7289 - 7293 Title/Abstract Full Text View citing articles Show Details

88%

With bismuth (III) oxychloride in water; acetonitrile

1.33333 h; Reflux; Hide Experimental Procedure

Manesh, Abbas Amini; Azarin, Khadijeh

Journal of the Serbian Chemical Society, 2016 , vol. 81, # 2 p. 125 - 131 Title/Abstract Full Text View citing articles Show Details

General procedure for the cleavage of hydrazones by bismuth oxychloride:

General procedure: A solution of the hydrazone (1 mmol) in acetonitrile (10 mL) was refluxed for 10 min.Then BiOCl (1 mmol) was added to the solution and the mixture was refluxed for theappropriate time, as indicated in Table I. After completion of the reaction (TLC monitored),the reaction mixture was cooled to room temperature and H2O (1 mmol) was added and themixture stirred for 10 min. Then the solvent was evaporated and CHCl3 or THF was added.After stirring the mixture for 10 min, the solid residue was filtered off and washed with CHCl3or THF (10 mL). Evaporation of the solvent gave the pure carbonyl products in excellentyields.

80%

With (cetyl)Me3N(1+)MnO4(1-) in dichloromethane

T=25°C; 4 h;

Vankar, Padma; Rathore, Rajendra; Chandrasekaran, Srinivasan

Journal of Organic Chemistry, 1986 , vol. 51, # 15 p. 3063 - 3065 Title/Abstract Full Text View citing articles Show Details

With K-10 clay-supported Fe(NO3)3 ("clayfen" reagent) in dichloromethane

20 h; Heating;

Laszlo, Pierre; Polla, Eugenio

Synthesis, 1985 , # 4 p. 439 - 440 Title/Abstract Full Text Show Details

Hide Details

78%

65%

With lithium perchlorate in water; acetonitrile

T=25°C; electrolysis;

Lin, En-Chu; Mark, Michael R. Van De

Journal of the Chemical Society, Chemical Communications, 1982 , # 20 p. 1176 1178 Title/Abstract Full Text View citing articles Show Details

With silica gel; tin(ll) chloride in tetrahydrofuran

1.5 h; Heating;

Das, Nalin B.; Nanda, Bhagabat; Nayak, Amalendu

Synthetic Communications, 2002 , vol. 32, # 23 p. 3647 - 3651 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

28 Synthesize Find similar

Rx-ID: 3855608 Find similar reactions

A: 39% B: 39%

With tetrachloromethane; copper(II) choride dihydrate; chromium(III) acetylacetonate; water

T=150°C; 6 h; Sealed tube; Reagent/catalyst;

Khusnutdinov; Oshnyakova; Shchadneva

Russian Journal of Organic Chemistry, 2013 , vol. 49, # 10 p. 1428 - 1432 Zhurnal Organicheskoi Khimii, 2013 , vol. 49, # 10 p. 1451 - 1455,5 Title/Abstract Full Text View citing articles Show Details

A: 18 % Chromat. B: 60 % Chromat.

With triethylsilane; oxygen; bis(trifluoroacetylacetonato)cobalt(II) in propan-1-ol

T=75°C; 12 h;

Isayama, Shigeru; Mukaiyama, Teruaki

Chemistry Letters, 1989 , p. 569 - 572 Title/Abstract Full Text Show Details

A: 18 % Chromat. B: 60 % Chromat.

With triethylsilane; oxygen; bis(trifluoroacetylacetonato)cobalt(II) in propan-1-ol

T=75°C; 12 h;

Isayama, Shigeru; Mukaiyama, Teruaki

Chemistry Letters, 1989 , p. 569 - 572 Title/Abstract Full Text Show Details

With dihydrogen peroxide; iron(II) in water; acetonitrile

pH 4; Yield given. Yields of byproduct given;

Sugimoto, Hiroshi; Sawyer, Donald T.

Journal of the American Chemical Society, 1984 , vol. 106, # 15 p. 4283 - 4285 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; hexaaquairon(II) tetrafluoroborate in water; acetonitrile

T=50°C; 12 h; Product distribution; Further Variations:SolventsTemperaturesReaction partners;

Tang, Jinkui; Gamez, Patrick; Reedijk, Jan

Dalton Transactions, 2007 , # 41 p. 4644 - 4646 Title/Abstract Full Text View citing articles Show Details

Stage #1: With sulfuric acid; oxygen; phosphomolybdic acid; palladium (II) nitrate; copper(II) sulfate in acetonitrile

T=80°C; P=37503.8 Torr; 3.5 - 8 h; Stage #2: With sodium hydroxide; cobalt(II) sulfate

T=95°C; P=7500.75 Torr; 1 h; Product distribution / selectivity; Hide Experimental Procedure

DSM IP ASSETS B.V.

Patent: WO2006/46852 A1, 2006 ; Location in patent: Page/Page column 14; 16-17 ;

Hide Details

Title/Abstract Full Text Show Details

2; 6; 9:

Example 2; Oxidation of the mixture of benzene, cyclohexene and cyclohexane54 ml of a mixture of benzene, cyclohexene and cyclohexane with a molar ratio of 29.9/54.8/15.2 was added to an autoclave together with 80 ml of an 3percent aqueous sulphuric acid solution, 40 ml of acetonitrile, 199 mg of Pd(NO3)2, 746 mg OfCuSO4 and 6.99 g of H3PMo12O40. This reaction mixture was stirred at 1500 rpm under a constant flow 80 NI of 5percent oxygen in nitrogen per hour at a pressure of 5 MPa at a temperature of 800C. After 8 hours the reaction mixture was cooled to room temperature. Analysis of the products by gas chromatography showed 29.9 Molpercent benzene, 3.6 Molpercent cyclohexene, 15.2 Molpercent cyclohexane, 50.1 Molpercent cyclohexanone, 0.5 Molpercent cyclohexanol and 0.6 Molpercent C6 impurities. EPO <DP n="16"/>At 93.4percent conversion of cyclohexene a cyclohexanol and cyclohexanone selectivity of 98.8percent is obtained.; Oxidation of the mixture of benzene, cyclohexene and cyclohexane Example 2 was repeated with the mixture obtained from Example 5, a mixture of benzene, cyclohexene and cyclohexane with a molar ratio of 56.2/37.3/6.5. Analysis of the resulting oxidized mixture by gas chromatography showed the presence of 56.2 molpercent benzene, 3.2 molpercent cyclohexene, 6.5 molpercent cyclohexane, 33.4 molpercent cyclohexanone, 0.4 molpercent cyclohexanol and 0.3 molpercent C6 impurities. At a conversion of cyclohexene of 91.4percent a cyclohexanol and cyclohexanone selectivity of 99.1percent is obtained.; 54 ml of a mixture of benzene, cyclohexene and cyclohexane with a molar ratio of 29.9/54.8/15.2 as prepared in example 1 , was added to an autoclave and subjected to an oxidation according to Example 2, with the difference that the reaction mixture was cooled to room temperature after 3.5 hours. Analysis of the products by gas chromatography showed 29.9 Molpercent benzene, 21.3 Molpercent cyclohexene, 15.2 Molpercent cyclohexane, 32.9 Molpercent cyclohexanone, 0.4 Molpercent cyclohexanol and 0.2 Molpercent C6 impurities. At 61.1 percent conversion of cyclohexene a cyclohexanol and cyclohexanone selectivity of 99.4percent is obtained.

With [(copper(II))0.5(lanthanum(III))2(monoacid 3,5-pyridinedicarboxylate)(3,5pyridinedicarboxylate)2(sulfate)(H2O)2] monohydrate; oxygen in neat (no solvent) T=120°C; P=3800.26 Torr; Catalytic behavior;

Cancino; Vega; Santiago-Portillo, Andrea; Navalon, Sergio; Alvaro, Mercedes; Aguirre; Spodine; García, Hermenegildo

Catalysis Science and Technology, 2016 , vol. 6, # 11 p. 3727 - 3736 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

29 Synthesize Find similar Rx-ID: 3926430 Find similar reactions

in hydrogenchloride; ethanol

P=760 Torr; Ambient temperatureelectrolytically reduction; other phenol derivatives; Product distribution;

Bagnell, Laurence J.; Jeffery, Edward A.

Australian Journal of Chemistry, 1980 , vol. 33, # 11 p. 2565 - 2569 Title/Abstract Full Text Show Details

A: 0.66 mmol B: 1.02 mmol C: 0.022 mmol D: 0.50 mmol

With sulfuric acid; hydrogen; platinum

T=24.8°C; 30 h; var. temp., var. reaction times; also with addition of cyclohexanol or cyclohexanone; also in HCl with or without electrochemical reduction; Product distribution;

Bagnell, Laurence J.; Jeffery, Edward A.

Australian Journal of Chemistry, 1981 , vol. 34, # 3 p. 697 - 698 Title/Abstract Full Text Show Details

With hydrogen; platinum on silica

T=234.9 - 264.9°C; 1.5 h; gas-phase hydrogenation of phenol, catalyzed by platinum on silica gel with various porous structure; Product distribution;

Kuznetsova

Russian Journal of Applied Chemistry, 1997 , vol. 70, # 4 p. 589 - 592 Title/Abstract Full Text View citing articles Show Details

With hydrogen in dodecane

T=179.84°C; P=15001.5 Torr; AutoclaveInert atmosphere; Reagent/catalyst;

Li, Yunhua; Yang, Xin; Zhu, Linhui; Zhang, Hua; Chen, Binghui

RSC Advances, 2015 , vol. 5, # 98 p. 80388 - 80396 Title/Abstract Full Text View citing articles Show Details

With octanol; hydrogen

T=299.84°C; P=4638.76 - 34375.6 Torr; 1 h; Autoclave;

Nelson, Ryan C.; Baek, Byeongjin; Ruiz, Pamela; Goundie, Ben; Brooks, Ashley; Wheeler, M. Clayton; Frederick, Brian G.; Grabow, Lars C.; Austin, Rachel Narehood

ACS Catalysis, 2015 , vol. 5, # 11 p. 6509 - 6523 Title/Abstract Full Text View citing articles Show Details

With hydrogen; 5-methyl-dihydro-furan-2-one in water

T=25°C; P=4500.45 Torr; 5 h; Autoclave; Catalytic behavior; SolventReagent/catalyst;

Fehn, Sonja; Zaheer, Muhammad; Denner, Christine E.; Friedrich, Martin; Kempe, Rhett

New Journal of Chemistry, 2016 , vol. 40, # 11 p. 9252 - 9256 Title/Abstract Full Text Show Details

Hide Details

Synthesize Find similar

30 Synthesize Find similar

A: 35% B: 15%

With potassium permanganate; aluminium trichloride in acetonitrile

0.5 h;

Rx-ID: 4074181 Find similar reactions

Lau, Tai-Chu; Wu, Zhi-Biao; Bai, Zi-Long; Mak, Chi-Keung

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (19721999), 1995 , # 4 p. 695 - 696 Title/Abstract Full Text View citing articles Show Details

A: 11% B: 2%

With [oxoiron(IV)(tris(pyridyl-2-methyl)amine)(chloride)](triflate) in [D3]acetonitrile

T=25°C; Inert atmosphere;

Puri, Mayank; Biswas, Achintesh N.; Fan, Ruixi; Guo, Yisong; Que, Lawrence

A: 0.5 % Chromat. B: 50 % Chromat.

With cis-lt;RuVI(6,6'-Cl2bpy)2O2gt;lt;ClO4gt; in tetrachloromethane; acetonitrile

T=20°C; Oxidation; 0.5 h;

Che; Cheng; Chan; Lau; Mak

Journal of Organic Chemistry, 2000 , vol. 65, # 23 p. 7996 - 8000 Title/Abstract Full Text View citing articles Show Details

With peracetic acid; triethylamine hydrochloride; acetic acid in acetonitrile

T=22°C; Inert atmospheresealed system;

He, Yu; Goldsmith, Christian R.

Synlett, 2010 , # 9 p. 1377 - 1380 Title/Abstract Full Text View citing articles Show Details

Journal of the American Chemical Society, 2016 , vol. 138, # 8 p. 2484 - 2487 Title/Abstract Full Text View citing articles Show Details

Hide Details

Synthesize Find similar

31 Synthesize Find similar

Rx-ID: 4159320 Find similar reactions

A: 75% B: 8%

With hydrogenchloride; ozone in water

T=20°C; 15 h; Darkness;

Hwang, Kuo Chu; Sagadevan, Arunachalam

Science, 2014 , vol. 346, # 6216 p. 1495 - 1498 Title/Abstract Full Text View citing articles Show Details

A: 66%

With CuO(2.8percent)/WO3 catalyst in acetonitrile

T=70°C; 12 h; Reagent/catalystTemperatureTime;

Acharyya, Shankha S.; Ghosh, Shilpi; Bal, Rajaram

Green Chemistry, 2015 , vol. 17, # 6 p. 3490 - 3499 Title/Abstract Full Text View citing articles Show Details

A: 13% B: 15%

With ozone in neat (no solvent) T=20°C; 15 h; Darkness;

Hwang, Kuo Chu; Sagadevan, Arunachalam

Science, 2014 , vol. 346, # 6216 p. 1495 - 1498 Title/Abstract Full Text View citing articles Show Details

With [MnIIIT(p-Cl)PP]Cl; oxygen; 4-(1,1-dimethylethyl)benzoic acid

T=140°C; P=10501.1 Torr; 3 h; Hide Experimental Procedure

Wang, Tao; She, Yuanbin; Fu, Haiyan; Li, Hui

Catalysis Today, 2016 , vol. 264, p. 185 - 190 Title/Abstract Full Text View citing articles Show Details

Hide Details

A: 7.1% B: 5.2%

General procedures for cyclohexane oxidation

With oxygen; N -hydroxyphthalimide in benzonitrile

T=100°C; P=7600 Torr; 6 h; Yields of byproduct given;

Ishii, Yasutaka; Nakayama, Kouichi; Takeno, Mitsuhiro; Sakaguchi, Satoshi; Iwahama, Takahiro; Nishiyama, Yutaka

Journal of Organic Chemistry, 1995 , vol. 60, # 13 p. 3934 - 3935 Title/Abstract Full Text View citing articles Show Details

With N -hydroxyphthalimide; sulfuric acid; oxygen; cobalt acetylacetonate

1.) CH3COOH, 100 deg C, 6 h, 2.) CH3OH, 65 deg C, 15 h; Yield given. Multistep reaction. Yields of byproduct given;

Ishii, Yasutaka; Iwahama, Takahiro; Sakaguchi, Satoshi; Nakayama, Kouichi; Nishiyama, Yutaka

Journal of Organic Chemistry, 1996 , vol. 61, # 14 p. 4520 - 4526 Title/Abstract Full Text View citing articles Show Details

A: 5 % Chromat. B: 17 % Chromat.

With oxygen; N -hydroxyphthalimide in benzonitrile

T=100°C; P=7600 Torr; 6 h; other pressure; different amounts of NHPI; Product distribution;

Ishii, Yasutaka; Nakayama, Kouichi; Takeno, Mitsuhiro; Sakaguchi, Satoshi; Iwahama, Takahiro; Nishiyama, Yutaka

Journal of Organic Chemistry, 1995 , vol. 60, # 13 p. 3934 - 3935 Title/Abstract Full Text View citing articles Show Details

With water; oxygen; FeAlPO

T=110°C; 24 h; Product distribution / selectivity; Hide Experimental Procedure

U.S. BORAX, INC.

Patent: WO2006/43075 A1, 2006 ; Location in patent: Page/Page column 14-15 ; Title/Abstract Full Text Show Details

The procedure of Example 1 was repeated but air was used as oxidant and the reaction was conducted for 24 hours. Full experimental details are given in M Dugal, G Sankar, R Raja J M Thomas, Angew Chem Ed Engl, 39, 2310-2313 (2000).Conversion of cyclohexane to oxidised products was only 6.6percent.Product selectivity was as follows:

With N -hydroxyphthalimide; bis(acetylacetonato)manganese(II); oxygen; acetic acid

T=100°C; P=760.051 Torr; 6 h; Reagent/catalyst;

Iwahama, Takahiro; Syojyo, Kouichi; Sakaguchi, Satoshi; Ishii, Yasutaka

Organic Process Research and Development, 1998 , vol. 2, # 4 p. 255 - 260 Title/Abstract Full Text View citing articles Show Details

With oxygen; benzaldehyde in acetone

T=125°C; P=11251.1 Torr; 8 h; Autoclave; Reagent/catalyst;

Wang, Xi; Li, Yingwei

Journal of Materials Chemistry A, 2016 , vol. 4, # 14 p. 5247 - 5257 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

32 Synthesize Find similar Rx-ID: 4516368 Find similar reactions

With 3-chloro-benzenecarboperoxoic acid; lt;Fe2lt;1,2-bislt;2-di(2-pyridyl)methyl-6pyridylgt;ethanegt;(O)(OCOMe)2gt;lt;ClO4gt;2 in dichloromethane; acetonitrile

T=25°C; 0.0833333 h; Yield given. Yields of byproduct given;

Kodera, Masahito; Shimakoshi, Hisashi; Kano, Koji

Chemical Communications, 1996 , # 15 p. 1737 - 1738 Title/Abstract Full Text View citing articles Show Details

With [(hildeMe2){Fe(μ-O)Fe}]*CH2Cl2; 3-chloro-benzenecarboperoxoic acid in acetonitrile

T=25°C; 18 h; Catalytic behavior; Reagent/catalystSolventTime;

Dalton Transactions, 2016 , vol. 45, # 8 p. 3340 - 3361 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

33 Synthesize Find similar

Rx-ID: 4564614 Find similar reactions

A: 10% B: 11% C: 78%

With C49H40N4O2P2RuS; 3-chloro-benzenecarboperoxoic acid in dichloromethane; acetonitrile

T=20°C; 48 h; TimeReagent/catalyst;

Nirmala; Manikandan; Prakash; Viswanathamurthi

Applied Organometallic Chemistry, 2014 , vol. 28, # 1 p. 18 - 26 Title/Abstract Full Text View citing articles Show Details

With 3-chloro-benzenecarboperoxoic acid in 1,2-dichloro-ethane

T=65°C; 24 h; other solvent; Product distributionMechanism;

Bravo, Anna; Bjorsvik, Hans-Rene; Fontana, Francesca; Minisci, Francesco; Serri, Anna

Journal of Organic Chemistry, 1996 , vol. 61, # 26 p. 9409 - 9416 Title/Abstract Full Text View citing articles Show Details

With supercritical CO2; oxygen; acetaldehyde

T=52°C; 27 h; Title compound not separated from byproducts.;

Theyssen, Nils; Hou, Zhenshan; Leitner, Walter

Chemistry - A European Journal, 2006 , vol. 12, # 12 p. 3401 - 3409 Title/Abstract Full Text View citing articles Show Details

With C20H28N6Ni(2+)*2C24H20B; 3-chloro-benzenecarboperoxoic acid in dichloromethane; acetonitrile

T=20°C; 1 h; Inert atmosphere;

Balamurugan, Mani; Mayilmurugan, Ramasamy; Suresh, Eringathodi; Palaniandavar, Mallayan

Dalton Transactions, 2011 , vol. 40, # 37 p. 9413 - 9424 Title/Abstract Full Text View citing articles Show Details

A: 0.20 mmol B: 3.44 mmol C: 1.02 mmol

With C22H17BClF9N6NiO3

T=70°C; 6 h; Inert atmosphere;

Nakazawa, Jun; Terada, Shota; Yamada, Masaki; Hikichi, Shiro

Journal of the American Chemical Society, 2013 , vol. 135, # 16 p. 6010 - 6013 Title/Abstract Full Text View citing articles Show Details

With [Ni(picolinic acid)(N,N',N''-pentamethyldiethylenetriamine)(CH3CN)](BPh4); 3-chlorobenzenecarboperoxoic acid in dichloromethane; acetonitrile

T=20°C; 24 h; Inert atmosphereSchlenk technique; Reagent/catalyst; Overall yield = 67.3 percentChromat.; Hide Experimental Procedure

Sankaralingam, Muniyandi; Vadivelu, Prabha; Suresh, Eringathodi; Palaniandavar, Mallayan

Inorganica Chimica Acta, 2013 , vol. 407, p. 98 - 107 Title/Abstract Full Text View citing articles Show Details

Hide Details

2.3. Reactivity studies

General procedure: The oxidation of alkanes was carried out at room temperature under research grade nitrogen atmosphere. In a typical reaction, Ni(II) complex (0.35 x 10–3 mmol dm-3) was added to a mixture of alkanes (2.45 mol dm-3) and oxidant m-CPBA (0.35 mol dm-3) in CH2Cl2:CH3CN mixture (3:1 v/v). After 4 h the reaction mixture was quenched with triphenylphosphine, the reaction mixture was filtered over a silica column and then eluted with diethylether. An internal standard (bromobenzene) was added at this point and the solution was subjected to GC analysis. The mixture of organic products were identified by Agilent GC–MS and quantitatively analyzed by HP 6890 series GC equipped with HP-5 capillary column (30 m x 0.32 mm x 2.5 μm) using a calibration curve obtained with authentic compounds. All of the products were quantified using GC (FID) with the following temperature program: inject or temperature 130 °C; initial temperature 60 °C, heating rate 10 °C min-1 to 130 °C, increasing the temperature to 160 °C at a rate of 2 °C min-1, and then increasing the temperature to 260 °C at a rate of 5 C min-1; FID temperature 280 °C. GC–MS analysis was performed under conditions identical to those used for GC analysis. The averages of three measurements are reported.

With [Fe2(O)(benzoate)2(N,N-dimethyl-N'-(pyrid-2-ylmethyl)ethylenediamine)2](ClO4)2; 3-chlorobenzenecarboperoxoic acid in dichloromethane; acetonitrile

T=20°C; 0.5 h; Catalytic behavior; Reagent/catalyst; Overall yield = 51.3 percentChromat.; Hide Experimental Procedure

Sankaralingam, Muniyandi; Palaniandavar, Mallayan

Polyhedron, 2014 , vol. 67, p. 171 - 180 Title/Abstract Full Text View citing articles Show Details

2.4. Catalytic oxidations

General procedure: In a typical reaction, the oxidant m-CPBA (0.8 mol dm-3) wasadded to a mixture of the diiron(III) complex (1 Χ 103 mmol dm-3)and the alkanes (3 mol dm-3) in a CH2Cl2:CH3CN mixture

(4:1 v/v). After 30 min the reaction mixture was quenched with triphenylphosphine, the reaction mixture was filtered over a silica column and then eluted with diethylether. An internal standard (bromobenzene) was added at this point and the solution was subjected to GC analysis. The mixture of organic products was identified by GC-MS and quantitatively analyzed by HP 6890 series GC equipped with an HP-5 capillary column (30 m Χ 0.32 Χ mm 2.5 lm) using a calibration curve obtained with authentic compounds. All of the products were quantified using GC (FID) with the following temperature program: injector temperature 130 °C; initial temperature 60 °C, heating rate 10 °C min-1 to 130 °C, increasing the temperature to 160 °C at a rate of 2 °C min-1, and then increasing the temperature to 260 °C at a rate of 5 °C min-1; FID temperature 280 °C. GC-MS analysis was performed under conditions identical to those used for GC analysis. The averages of three measurements are reported.

With [Ni(N-methyl-N,N'-bis(pyrid-2-ylmethyl)-N'-(6-methylpyrid-2-ylmethyl)ethylenediamine) (CH3CN)](BPh4)2; 3-chloro-benzenecarboperoxoic acid in dichloromethane; acetonitrile

T=20°C; 2 h; Inert atmosphere; Catalytic behavior; Reagent/catalyst; Overall yield = 48.4 percent;

Sankaralingam, Muniyandi; Balamurugan, Mani; Palaniandavar, Mallayan; Vadivelu, Prabha; Suresh, Cherumuttathu H.

Chemistry - A European Journal, 2014 , vol. 20, # 36 p. 11346 - 11361 Title/Abstract Full Text View citing articles Show Details

With iron(III) perchlorate decahydrate; 3-chloro-benzenecarboperoxoic acid in acetonitrile

T=25°C; 18 h; Catalytic behavior; Reagent/catalystSolventTime;

Dalton Transactions, 2016 , vol. 45, # 8 p. 3340 - 3361 Title/Abstract Full Text View citing articles Show Details

With C23H32BCoN3O5; 3-chloro-benzenecarboperoxoic acid in dichloromethane; acetonitrile

T=25°C; 7 h; Inert atmosphereSchlenk technique; Kinetics;

Reinig, Regina R.; Mukherjee, Debabrata; Weinstein, Zachary B.; Xie, Weiwei; Albright, Toshia; Baird, Benjamin; Gray, Tristan S.; Ellern, Arkady; Miller, Gordon J.; Winter, Arthur H.; Bud'ko, Sergey L.; Sadow, Aaron D.

European Journal of Inorganic Chemistry, 2016 , vol. 2016, # 15-16 p. 2486 - 2494 Title/Abstract Full Text View citing articles Show Details

With [Fe2(O)(trimethylacetate)2(N,N-dimethyl-N’-(pyrid-2-ylmethyl)ethylenediamine)2] (ClO4)2·acetonitrile; 3-chloro-benzenecarboperoxoic acid in dichloromethane; acetonitrile

Balamurugan, Mani; Suresh, Eringathodi; Palaniandavar, Mallayan

Dalton Transactions, 2016 , vol. 45, # 28 p. 11422 - 11436 Title/Abstract Full Text View citing articles Show Details

T=20°C; 0.5 h; Catalytic behaviorMechanism; Reagent/catalyst; Overall yield = 61.5 percentChromat.; A

Synthesize Find similar

34 Synthesize Find similar

Rx-ID: 5137963 Find similar reactions

A: 80.8%

With H2O-HUSY-350; water in acetonitrile

T=130°C; Beckmann rearrangement; 5 h; Product distribution; Further Variations:Reagents;

Ngamcharussrivichai, Chawalit; Wu, Peng; Tatsumi, Takashi

Chemistry Letters, 2004 , vol. 33, # 10 art. no. CL-040716, p. 1288 - 1289 Title/Abstract Full Text View citing articles Show Details

A: 65%

With titanium cation-exchanged montmorillonite in benzonitrile

T=110°C; Beckmann Rearrangement; 20 h; Inert atmosphere; Hide Experimental Procedure

Mitsudome, Takato; Matsuno, Tsuyoshi; Sueoka, Shoichiro; Mizugaki, Tomoo; Jitsukawa, Koichiro; Kaneda, Kiyotomi

Tetrahedron Letters, 2012 , vol. 53, # 39 p. 5211 - 5214 Title/Abstract Full Text View citing articles Show Details

Typical reaction procedure

General procedure: A typical procedure for the Beckmann rearrangement of 1 by Ti4+-mont is as follows. Ti4+-mont (0.10 g) was placed in a reaction vessel, followed by addition of benzonitrile (5 mL) and 1 (1 mmol). The reaction mixture was vigorously stirred at 90 °C under Ar for 3 h. After the reaction, the mixture was centrifuged, and the supernatant was analyzed by GC with naphthalene as an internal standard to determine the conversion and yield.

With dimethylbromosulphonium bromide

T=80°C; Beckmann rearrangement; 3 h; Ionic liquid;

Yadav, Lal Dhar S.; Garima; Srivastava, Vishnu P.

Tetrahedron Letters, 2010 , vol. 51, # 4 p. 739 - 743 Title/Abstract Full Text View citing articles Show Details

A: 59%

With dimethylbromosulphonium bromide; zinc(II) chloride in acetonitrile

Beckmann rearrangement; 3 h; Reflux;

Yadav, Lal Dhar S.; Patel, Rajesh; Srivastava, Vishnu P.

Synthesis, 2010 , # 11 art. no. Z04310SS, p. 1771 - 1776 Title/Abstract Full Text View citing articles Show Details

A: 46% B: 5%

With rhenium(VII) oxide in benzonitrile

T=140°C; Beckmann Rearrangement; 1 h; Product distribution / selectivity;

Japan Science & Technology Agency (JST)

Patent: JP2005/112729 A, 2005 ; Location in patent: Page/Page column 16 ;

A: 60%

Hide Details

Title/Abstract Full Text Show Details

A: 14.7% B: 45.8%

T=375°C; P=187519 Torr; 0.05 h; Hide Experimental Procedure

National Institute of Advanced Industrial Science and Technology

Patent: EP1369413 A1, 2003 ; Location in patent: Page 12 ; Title/Abstract Full Text Show Details

Comparative Example 3 A thermocouple was connected to a SUS316 tubular reactor of internal diameter 8.7 mm and length 170 mm (internal volume 10.1 cm3), and an experiment of synthesizing ε-caprolactam from cyclohexanone oxime using a batch type reaction method was carried out by rapidly raising the temperature thereof using a molten salt bath to 375°C to react it for 3 minutes.. Specifically, 3.5 g of distilled water and 0.5 g of cyclohexanone oxime were put into the reactor, and the reactor was sealed in a stream of nitrogen.. The reactor was put into a molten salt bath the temperature of which had already been set to 375°C, whereby the reactor was heated to the set reaction temperature.. The pressure at the reaction temperature was determined by calculation from the internal volume, the amount of water used, and the temperature, using the vapor pressure curve for water.. After carrying out reaction for 3 minutes at 375°C, the reaction was stopped by putting the reactor into a cold water bath.. The reaction pressure was 25 MPa, and the time taken for the temperature to rise to 375°C was 29 seconds. After the cooling the reaction mixture, the products in the reactor were recovered using water and chloroform, the organic solvent layer was separated off, and then the organic solvent was distilled off.. The products were examined using mass spectroscopy, nuclear magnetic resonance spectroscopy and gas chromatography.. The results of the analysis were that the yield of ε-caprolactam was 14.7percent and the yield of cyclohexanone was 45.8percent.. With this batch type synthesis method, a large amount of cyclohexanone, which is the hydrolysis product of cyclohexanone oxime, was produced, and hence it is considered that the method is not suitable as an industrial process. A: 14.7% B: 45.8%

With water

T=375°C; P=187519 Torr; 0.00805556 h; Hide Experimental Procedure

Hatakeda, Kiyotaka; Sato, Osamu; Ikushima, Yutaka; Torii, Kazuo

Patent: US2004/199030 A1, 2004 ; Location in patent: Page 9 ;

Title/Abstract Full Text Show Details

1:Comparative Example 1

An experiment involving the synthesis of ?-caprolactam from cyclohexanoneoxime by means of a 3-minute batch type reaction method with the temperature set at 375 C. was performed by connecting thermocouples to a pipe-form reaction vessel made of SUS316 with an internal diameter of 8.7 mm and a length of 170 mm (internal volume 10.1 cm3), and attempting rapid temperature elevation using a molten salt bath. 3.5 g of distilled water and 0.5 g of cyclohexanoneoxime were placed in the reaction vessel, and the vessel was sealed in a nitrogen gas current. The temperature of this reaction vessel was elevated to the prescribed temperature by placing the reaction vessel in a molten salt bath that had been set at a temperature of 375 C. beforehand. The pressure at the reaction temperature was determined from the vapor pressure curve of the water on the basis of the internal volume and the amount and temperature of the water used. Following a reaction in the reaction vessel for 3 minutes at 375 C., the reaction was stopped by placing the reaction vessel in a cold water bath. The reaction pressure was 25 MPa, and the temperature elevation time to 375 C. was 29 seconds. [0070] Following cooling, the product inside the reaction vessel was recovered using water and chloroform, and after the organic solvent layer was separated, the organic solvent was distilled away. The product was investigated by mass spectrometry, nuclear magnetic resonance spectrometry and gas-chromatographic analysis. As a result of analysis, it was found that the yield of ?-caprolactam was 14.7percent, and that the yield of cyclohexanone was 45.8percent. In the case of this batch synthesis method, since cyclohexanone which is the raw material of the cyclohexanoneoxime itself is produced in large quantities as a result of a hydrolysis reaction of the cyclohexanoneoxime, it appears that this method is unsuitable as an industrial process. A: 39%

With HP Co Ti AIPO-5 in benzonitrile; chlorobenzene

T=130°C; 7 h; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

HONEYWELL INTERNATIONAL INC.; UNIVERSITY OF SOUTHAMPTON; LEVY, Alan B.; RAJA, Robert; NEWLAND, Stephanie H.; KEENAN, Scott R.; BARE, Simon R.

Patent: WO2016/100033 A2, 2016 ; Location in patent: Paragraph 00220; 00268; 00270 ; Title/Abstract Full Text Show Details

9:Example 9: Beckmann rearrangement of Cyclohexanone oxime

The Beckmann rearrangement of cyclohexanone oxime to ε- caprolactam was performed in a three necked round bottom flask under nitrogen. Benzonitrile (20ml) was added to the flask with 0.1 g of cyclohexanone oxime, 0.1 g of chlorobenzene (internal standard) and 0.1 g of catalyst. The reaction was performed at 130°C and aliquots were taken frequently inorder to monitor the course of the reaction. The solutions were centrifuged and analyzed by Perkin Elmer Calrus 480 GC using an Elite-5 column and Flame Ionization Detector. The products were identified and quantified by using cholorbenzene as an internal standard and employing the calibration method All three of the HP AIPO catalysts were active in the liquid phase Beckmann rearrangement. Figure 47A illustrates the percent conversion, percent selectivity, and percent yield for the liquid phase Beckmann rearrangement of cyclohexanone oxime to ε-caprolactam for various catalysts. The reaction was performed using 0.1 g cyclohexanone oxime, 0.1 g catalyst, 0.1 g chlorobenzene (IS), 20 ml anhydrous PhCN, 130°C under nitrogen for 7 hours. The HP Ti AIPO-5 was 100percent selective towards the desired product, ε-caprolactam. Both HP Co AIP05 and HP Co Ti AIPO-5 produced cyclohexanone as a by-product. Without wishing to be held to any particular theory, the formation of cyclohexanone is thought to be due to Lewis acidity as well as stronger acid sites being present, which both HP Co AIPO-5 and HP Co Ti AIPO-5 have (Figures 40A-40C). Interestingly though the HP Co Ti AIPO-5 is more selective than the HP Co AIPO-5 even though both have near identical acid strength and quantity. The HP Co Ti AIPO-5 also has the highest conversion at 71 percent and hence the largest yield of ε-caprolactam at 39percent, with the HP Ti AIPO-5 that has 100percent selectivity with a lower yield of 29percent. These differences between the two catalysts could be due to synergy between the Co and Ti sites. From DR UV/Vis (Figure 41 ) it was speculated that the titanium was more tetrahedral in nature in the bimetallic HP catalyst. This more tetrahedral nature may be more amenable for the catalysis and therefore lead to higher conversions and hence higher yields of ε-caprolactam. B: 35%

With iron(III) chloride in benzene

Heating;

Hangarge; Mane; Chavan; Shingare

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002 , vol. 41, # 6 p. 1302 - 1304 Title/Abstract Full Text View citing articles Show Details

A: 5% B: 10%

With 4-fluorophenylboronic acid in benzonitrile

T=140°C; Beckmann Rearrangement; 3 h; Product distribution / selectivity;

Japan Science & Technology Agency (JST)

Patent: JP2005/112729 A, 2005 ; Location in patent: Page/Page column 16 ; Title/Abstract Full Text Show Details

With Beta-D zeolite in chlorobenzene

24 h; Heatingother oximes; var. Beta zeolites as catalysts; Product distribution;

Camblor; Corma; Garcia; Semmer-Herledan; Valencia

Journal of Catalysis, 1998 , vol. 177, # 2 p. 267 - 272 Title/Abstract Full Text View citing articles Show Details

A: 71 %Spectr. B: 18 %Spectr.

With per-rhenic acid; 3,5-bis-trifluromethylphenylboronic acid in benzonitrile

T=140°C; Beckmann Rearrangement; 1 h; Product distribution / selectivity;

Japan Science & Technology Agency (JST)

Patent: JP2005/112729 A, 2005 ; Location in patent: Page/Page column 14-15 ;

A: 75 %Spectr. B: 6 %Spectr.

With 4-fluorophenylboronic acid; rhenium(VII) oxide in benzonitrile

T=140°C; Beckmann Rearrangement; 1 h; Product distribution / selectivity;

A: 96 %Spectr. B: 3 %Spectr.

With 4-fluorophenylboronic acid; rhenium(VII) oxide in benzonitrile

T=140°C; Beckmann Rearrangement; 1 h; Product distribution / selectivity;

A: 88 %Spectr.

With 4-fluorophenylboronic acid; rhenium(VII) oxide in benzonitrile

T=140°C; Beckmann Rearrangement; 3 h; Product distribution / selectivity;

Title/Abstract Full Text Show Details

Japan Science & Technology Agency (JST)

Patent: JP2005/112729 A, 2005 ; Location in patent: Page/Page column 15 ; Title/Abstract Full Text Show Details

Japan Science & Technology Agency (JST)

Patent: JP2005/112729 A, 2005 ; Location in patent: Page/Page column 15-16 ; Title/Abstract Full Text Show Details

Japan Science & Technology Agency (JST)

Patent: JP2005/112729 A, 2005 ;

Location in patent: Page/Page column 15-16 ;

B: 9 %Spectr.

A: 63 %Spectr. B: 16 %Spectr.

With rhenium(VII) oxide; 3,5-bis-trifluromethylphenylboronic acid in benzonitrile

T=140°C; Beckmann Rearrangement; 1 h; Product distribution / selectivity;

With p-toluenesulfonyl chloride in acetonitrile

T=60°C; Beckmann rearrangement; 1 h; Inert atmosphere;

Pi, Hong-Jun; Dong, Jin-Dong; An, Na; Du, Wenting; Deng, Wei-Ping

Tetrahedron, 2009 , vol. 65, # 37 p. 7790 - 7793 Title/Abstract Full Text View citing articles Show Details

With niobium doped hexagonal mesoporous silica in benzene

T=350°C; Beckmann Rearrangement; 1 h; Inert atmosphere; Reagent/catalystTemperature;

Mandal, Sandip; Santra, Chiranjit; Kumar, Rawesh; Pramanik, Malay; Rahman, Sumbul; Bhaumik, Asim; Maity, Sudip; Sen, Debasis; Chowdhury, Biswajit

RSC Advances, 2014 , vol. 4, # 2 p. 845 - 854 Title/Abstract Full Text View citing articles Show Details

With acetonitrile; trifluoroacetic acid

T=59.84°C; Beckmann Rearrangement; 2 h; Kinetics; Reagent/catalystTimeConcentration;

Zhang; Riaud; Wang; Lu; Luo

Catalysis Letters, 2014 , vol. 144, # 1 p. 151 - 157 Title/Abstract Full Text View citing articles Show Details

With porous aluminosilicate inorganic polymers in benzonitrile

T=130°C; Beckmann Rearrangement; P=760.051 Torr; 5 h; Green chemistry; Reagent/catalyst; Hide Experimental Procedure

Alzeer, Mohammad I.M.; MacKenzie, Kenneth J.D.; Keyzers, Robert A.

Applied Catalysis A: General, 2016 , vol. 524, p. 173 - 181 Title/Abstract Full Text View citing articles Show Details

Title/Abstract Full Text Show Details

Japan Science & Technology Agency (JST)

Patent: JP2005/112729 A, 2005 ; Location in patent: Page/Page column 15 ; Title/Abstract Full Text Show Details

2.5. Catalytic activity

The rearrangement of cyclohexanone oxime to -caprolactamwas carried out in a magnetically stirred 50-ml two-necked roundbottom flask equipped with a reflux condenser and placed in athermostatic bath. In a typical run 0.1 g of cyclohexanone oximewas dissolved in 20 ml solvent (benzonitrile) and heated to 100Cfollowed by the addition of 0.1 g of the catalyst and the reactiontemperature was set at 130C under atmospheric pressure for5 hr. (wt.percent 1:200:1 respectively). The catalysts were the NH4+-ion-exchanged form of the geopolymers, heated at 450C for 10 minprior to the reaction which was monitored by periodic sampling inwhich 0.1 ml samples were taken and analysed using a ShimadzuQP20-Plus GC–MS with a 30 meter Rxi-5sil MS capillary column(Full details of the GC–MS method are reported in the SI). Cali-bration curves covering the range of 0.044–0.009 mmol/ml of eachreactant and product were used for quantitative analysis. Each reac-tion was repeated at least three times and the reproducibility isexpressed in the form of standard errors that were measured at theconclusion of each reaction. The conversion and selectivity of thereaction were determined according to the IUPAC recommenda-tions [44] as follows:To evaluate the reusability of the catalyst, the catalyst wastransferred quantitatively to a centrifuge tube after each reactionexperiment and separated from the reaction solution. The solidcatalysts were then washed twice with 2 ml acetone which wascombined and analysed by GC-MS to identify and quantify anyadsorbed reactant or product on the surface of the catalyst; theamounts of these components were combined with those of theprimary catalytic results. After washing with acetone, the catalystwas dried at ∼50C overnight then heated at 450C for 10 minprior to each reaction cycle. The structural stability of the spentgeopolymer-based catalyst was evaluated by XRD and FTIR after 5reaction cycles.

35 Synthesize Find similar

99.5%

Rx-ID: 5589264 Find similar reactions

Hide Experimental Procedure

Mizuno, Noritaka; Sumida, Yasutaka; Yonehara, Koji; Wada, Masahiro; Urata, Minoru

Patent: US2003/171604 A1, 2003 ; Title/Abstract Full Text Show Details

44:EXAMPLE 44

After 48 hours, the cyclohexane oxide yield was 99.5percent and the selectivity for cyclohexane oxide was 99.6percent. These results are shown in Table 4.

94%

Hide Experimental Procedure

Diagnostic Reagents, Inc.

Patent: US5304479 A1, 1994 ; Title/Abstract Full Text Show Details

3:Preparation of 4-phenyl-4-piperidinocyclohexanone

The solid residue was recrystallized from hexane to give the desired cyclohexanone as a white crystalline (1.24 g; 94percent yield).

92%

Hide Experimental Procedure

Lewis, Huw David; Harrison, Timothy; Shearman, Mark Steven

Patent: US2009/215775 A1, 2009 ; Title/Abstract Full Text Show Details

4:6.93-6.88 (1H, m), 4.46 (2H, s).

(4) This ketal (30 mg, 0.065 mmol) was heated at 50° C. overnight with p-toluenesulfonic acid (15 mg) in 80percent acetic acid-water. The reaction mixture was partitioned between diethyl ether and water and the organic layer washed with saturated aqueous sodium hydrogencarbonate solution and brine, dried (MgSO4) and evaporated in vacuo. Purification by column chromatography on silica gave the cyclohexanone (25 mg, 92percent) as a white solid. 1H NMR (400 MHz, CDCl ) δ 8.67 (1H, d, J=2.0 Hz), 3

7.97 (1H, dd, J=8.1, 2.0 Hz), 7.77 (1H, d, J=8.1 Hz), 7.28-7.16 (2H, m), 6.99-6.90 (1H, m), 3.01-2.97 (2H, m), 2.68-2.57 (4H, m), 2.26-2.17 (2H, m). Hide Details

90%

Hide Experimental Procedure

Anic S.p.A.

Patent: US4480135 A1, 1984 ; Title/Abstract Full Text Show Details

6:EXAMPLE 6

EXAMPLE 6 50 cc of methanol (40 g), 20 g of cyclohexanol, 6 cc of 36percent w/v aqueous hydrogen peroxide and 3 g of catalyst are fed into a glass autoclave. After 4 hours at 88° C., 95.6percent of the fed hydrogen peroxide has reacted. 5.6 g of cyclohexanone are obtained with an H2 O2 yield of 90percent. 88.5%

Hide Experimental Procedure

Mizuno, Noritaka; Sumida, Yasutaka; Yonehara, Koji; Wada, Masahiro; Urata, Minoru

Patent: US2003/171604 A1, 2003 ; Title/Abstract Full Text Show Details

44:EXAMPLE 44

After 24 hours, the cyclohexane oxide yield was 88.5percent and the selectivity for cyclohexane oxide was 99.6percent. 85%

Hide Experimental Procedure

Massachusetts Institute of Technology

Patent: US6867310 B1, 2005 ; Title/Abstract Full Text Show Details

9:Synthesis of 2-(4-t-btuylphenyl)-cyclohexanone

Example 9 Synthesis of 2-(4-t-btuylphenyl)-cyclohexanone An oven-dried Schlenk tube containing a stir bar was charged with Pd2(dba)3 (6.9 mg, 0.0075 mmol, 1.5 mol percent), ligand (0.018 mmol, 3.6 mol percent), and NaOt-Bu (65 mg, 0.65 mmol). The Schlenk tube was evacuated and back filled with argon. THF (2 mL) was added followed by aryl halide (0.5 mmol), ketone (0.6 mmol or 1.0 mmol), and additional THF (1 mL). The resulting red mixture was heated under argon at 70° C. until the starting halide had been consumed as judged by GC analysis. The Schlenk tube was cooled to room temperature, and diethyl ether (25 mL) and H2O (25 mL) were added. The aqueous layer was separated and extracted with diethyl ether (25 mL). The organic layers were combined, washed with brine (40 mL), dried over MgSO4, filtered, and concentrated. The crude product was then purified by flash chromatography on silica gel. Using 1.0 mmol of ketone and Tol-BINAP gave 98 mg (85percent yield) of a white solid. mp 80-81° C.; 1H NMR (CDCl3, 250 MHz) δ 7.36 (d, J=8.3 Hz, 2H), 7.07 (d, J=8.3 Hz, 2H), 3.58 (dd, J=11.6, 5.3 Hz, 1H), 2.43-2.51 (m, 2H), 2.21-2.23 (m, 2H), 1.76-2.13 (m, 4H), 1.31 (s, 9H); 13C NMR (CDCl3, 250 MHz) δ 210.3, 149.4, 135.6, 128.0, 125.2, 56.8, 42.1, 35.0, 34.4, 31.3, 27.8, 25.2; IR (neat, cm-1) 2862,

2958, 1699.

84%

BROCK UNIVERSITY

Patent: US2010/137588 A1, 2010 ; Location in patent: Page/Page column 22 ; Title/Abstract Full Text Show Details

80%

Hide Experimental Procedure

C.2:COMPARATIVE EXAMPLE 2

Babcock-Hitachi Kabushiki Kaisha

Patent: US4806692 A1, 1989 ; Title/Abstract Full Text Show Details

COMPARATIVE EXAMPLE 2 In Example 66, reaction was carried out without adding water to obtain 10.9 g of cyclohexanone in 30 minutes. The cyclohexanone yield lowered down to about 80percent of the yield in the case of Example 66.

80%

Hide Experimental Procedure

BABCOCK-HITACHI KABUSHIKI KAISHA

Patent: EP189312 B1, 1991 ; Title/Abstract Full Text Show Details

C.2:Comparative example 2

Comparative example 2 In Example 66, reaction was carried out without adding water to obtain 10.9 g of cyclohexanone in 30 minutes. The cyclohexanone yield lowered down to about 80percent of the yield in the case of Example 66. 80%

Hide Experimental Procedure

Bosch, Marco; Veghini, Dario

Patent: US2005/65378 A1, 2005 ; Title/Abstract Full Text Show Details

9:EXAMPLE 9

EXAMPLE 9 Substrate: cyclohexanol, 0.924 g Catalyst: [LMn(μ-O)3MnL]3[PW12O40]2, 0.100 g Conversion: 80percent Yield: 80percent cyclohexanone 79%

Hide Experimental Procedure

Sagami Chemical Research Center

Patent: US4020171 A1, 1977 ; Title/Abstract Full Text Show Details

B.2:EXAMPLE B-2

EXAMPLE B-2 Ether (50 ml) was added to 10.790 g of cyclohexanone dimethyl mercaptal S-oxide (not completely dissolved). Dilute sulfuric acid (9N, 0.5 ml) was added, and the mixture was stirred for 3 hours at room temperature. Sodium bicarbonate (800 mg) was added, and the mixture was stirred for 30 minutes at room temperature. Anhydrous sodium sulfate (2.5g) was added to dry the mixture. The insoluble matter was separated by filtration, and the ether was removed at atmospheric pressure. The residue was distilled at reduced pressure to afford 4.327g of cyclohexanone in a yield of 79percent. 77%

Hide Experimental Procedure

Hoechst Aktiengesellschaft

Patent: US5969166 A1, 1999 ; Title/Abstract Full Text Show Details

Yields and H1 -NMR data:

δ=8.50 (d), 7.69 (t), 7.30 (d), 7.16 (t), 1.8 (m), 1.4 (m), 1.2 (m), 0.79 (t) L6: cyclohexanone, yield: 77percent 75%

Hide Experimental Procedure

JAPAN TOBACCO INC.

Patent: EP603409 A1, 1994 ; Title/Abstract Full Text Show Details

3.H:Example 3

H. 10.0 mg (0.1 mmol) cyclohexanol and 10 mg dodecane as an internal standard were added to a mixture of 0.5 ml acetone and 4.5 ml benzene, and the mixture was refluxed for 10 hours in the presence of 0.1 mg of the above catalyst. The product was analyzed by gas chromatography and GC-MS. As a result, the product was identified as cyclohexanone. Gas chromatography analysis indicated 75 percent yield. 73.1%

Hide Experimental Procedure

ANIC, S.p.A.

Patent: US4065469 A1, 1977 ; Title/Abstract Full Text Show Details

1:Preparation of 2-cyclohexenyl-cyclohexanone

It was heated for 3 hours with benzene reflux, separating the water by azeotropic distillation, then the reaction mixture after filtering the resin was distilled in order to remove the solvent and subsequently the

cyclohexanone was recovered (179.6 g, conversion 81.7percent) (boling point 90° C at 100 mmHg). The distillation residue contained 1301.2 g (yield 73.1percent) of 2-cyclohexenylcyclohexanone together with small quantities of heavier condensation by-products. The purity of this residue (title in 2-cyclohexenylcylohexanone about 90percent) allowed the direct use as feed to the reactor of oxidative dehydrocyclization.

73%

Product distribution / selectivity;

JX NIPPON OIL and ENERGY CORPORATION

Patent: US2011/288340 A1, 2011 ; Location in patent: Page/Page column 8 ; Title/Abstract Full Text Show Details

72%

Hide Experimental Procedure

Science Union et Cie

Patent: US4315031 A1, 1982 ; Title/Abstract Full Text Show Details

II:dl 1-amino-2-benzylthiocyclohexyl-1-carboxylic acid

EXAMPLE II dl 1-amino-2-benzylthiocyclohexyl-1-carboxylic acid Using the procedure described in Example I, the following compounds have been obtained from cyclohexanone: 2-benzylthiocyclohexanone, BP 128°-132°/0.07 mm Hg (yield 72percent); 2-benzylthiocyclohexyl-1-spirohydantoin, MP 216°; dl 1-amino-2-benzylthiocyclohexyl-1-carboxylic acid, MP 220° (from water); 72%

With dipotassium peroxodisulfate; tris(2,2'-bipyridyl)ruthenium dichloride in water; acetonitrile

T=20°C; 12 h; Irradiation; Hide Experimental Procedure

Chung-Ang University Academic Cooperation; Jo, Uhn Jin; Nadim, Iqbal

Patent: KR101609985 B1, 2016 ; Location in patent: Paragraph 0093; 0094; 0095; 0096 ; Title/Abstract Full Text Show Details

Example 15:Examples 3 to 16

General procedure: Photocatalyst (Ru (bpy) 3Cl2) was prepared in the amine-based compound, a 1 molpercentconcentration of the oxidizing agent (K2S2O8) and solvent (0.1 M, CH3CN / H2O (1/1))under the condition, the blue light-emitting diode in the power consumption 7W was a12-hour reaction at room temperature using. With the selected amine compound wasanalyzed and the manufactured product are shown in Table 2 below Yield of the product was measured by gas chromatography using a dodecane (dodecane)as an internal standard method 60%

Hide Experimental Procedure

Sagami Chemical Research Center

Patent: US4020171 A1, 1977 ; Title/Abstract Full Text Show Details

B.3:EXAMPLE B-3

EXAMPLE B-3 Ether (50 ml) was added to 10.14 g of cyclohexanone dimethyl mercaptal S-oxide, and 9.45 g of copper (II) chloride dihydrate was added. The mixture was stirred at room temperature for 20 hours, and heated under reflux for 5 hours. The insoluble matter was separated by filtration, and 50 ml. of water was added to the filtrate. The organic phase was separated. The aqueous phase was extracted three times with 70 ml. of ether each time. The extract and the organic phase were combined, dried with anhydrous sodium sulfate, and separated by distillation at reduced pressure and at atmopsheric pressure, thereby to afford 3.089 g of cyclohexanone in a yield of 60percent. 57%

Fuchs, Philip; Lee, Seongmin

Patent: US2004/87820 A1, 2004 ; Location in patent: Page 7 - 8 ; Title/Abstract Full Text Show Details

44.8%

Hide Experimental Procedure

Mizuno, Noritaka; Sumida, Yasutaka; Yonehara, Koji; Wada, Masahiro; Urata, Minoru

Patent: US2003/171604 A1, 2003 ; Title/Abstract Full Text Show Details

44:EXAMPLE 44

EXAMPLE 44 Cyclohexene epoxidation was carried out in the same manner as in Example 39 except that cyclohexene was used instead of 1-hexene. After 8 hours, the cyclohexane oxide yield was 44.8percent, the selectivity for cyclohexane oxide was 100percent. 41%

Fuchs, Philip; Lee, Seongmin

Patent: US2004/87820 A1, 2004 ; Location in patent: Page 7 - 8 ; Title/Abstract Full Text Show Details

29.3%

Hide Experimental Procedure

Sumitomo Chemical Co., Ltd.

Patent: US5426237 A1, 1995 ; Title/Abstract Full Text Show Details

149:EXAMPLE 149

Cyclohexanone yield: 29.3percent (based on paraldehyde), turnover number: 102 27.4%

Hide Experimental Procedure

Sumitomo Chemical Co., Ltd.

Patent: US5426237 A1, 1995 ; Title/Abstract Full Text Show Details

152:EXAMPLE 152

Cyclohexanone yield: 27.4percent (based on acetaldehyde), 59.5percent (based on converted cyclohexane) turnover number: 110 24.8%

Hide Experimental Procedure

Sumitomo Chemical Co., Ltd.

Patent: US5426237 A1, 1995 ; Title/Abstract Full Text Show Details

153:EXAMPLE 153

Cyclohexanone yield: 24.8percent (based on acetaldehyde), 61.7percent (based on converted cyclohexane) turnover number: 99 22.5%

Hide Experimental Procedure

Sumitomo Chemical Co., Ltd.

Patent: US5426237 A1, 1995 ; Title/Abstract Full Text Show Details

150:EXAMPLE 150

Cyclohexanone yield: 22.5percent (based on heptanal), turnover number: 90 14%

Hide Experimental Procedure

Ishii, Yasutaka; Nakano, Tatsuya

Patent: US2001/56120 A1, 2001 ; Title/Abstract Full Text Show Details

9:EXAMPLE 9

The resulting reaction mixture was concentrated and was purified by chromatography on a silica gel to thereby yield dimethyl 3-cyclohexylmalate [dimethyl 3-cyclohexyl-2-hydroxysuccinate] in a yield of 26percent, dimethyl 3-cyclohexyloxalacetate [dimethyl 3-cyclohexyl-2-oxosuccinate] in a yield of 11percent, cyclohexanol in a yield of 8percent, cyclohexanone in a yield of 14percent, and 4-methoxycarbonyl3-hydroxy-2-oxo-1-oxaspiro[4.5]decane in a yield of 6percent, with a conversion from dimethyl fumarate of 99percent. 8.7%

Hide Experimental Procedure

Sumitomo Chemical Co., Ltd.

Patent: US5426237 A1, 1995 ; Title/Abstract Full Text Show Details

151:EXAMPLE 151

Cyclohexanone yield: 8.7percent (based on acetaldehyde) turnover number: 35 4.53%

Hide Experimental Procedure

Korea Research Institute of Chemical Technology

Patent: US5208392 A1, 1993 ; Title/Abstract Full Text Show Details

4:EXAMPLE 4

With 1 g of the Fe/silica catalyst and 1 g of the Pd/silica catalyst so obtained, oxidation of cyclohexane was carried out in the same manner as in Example 1. The yield of cyclohexanol was 3.78percent by mole and the yield of cyclohexanone was 0.78percent by mole, with the total yield of 4.53percent by mole. 3.8%

Hide Experimental Procedure

Korea Research Institute of Chemical Technology

Patent: US5208392 A1, 1993 ; Title/Abstract Full Text Show Details

5:EXAMPLE 5

With 1 g of each of the Fe/silica catalyst and the Pd/silica catalyst so obtained, oxidation of cyclohexane was carried out in the same manner as in Example 1.

The yield of cyclohexanol was 3.57percent by mole and the yield of cyclohexanone was 0.23percent by mole, with the total yield of 3.80percent by mole.

3.02%

Hide Experimental Procedure

Korea Research Institute of Chemical Technology

Patent: US5208392 A1, 1993 ; Title/Abstract Full Text Show Details

6:EXAMPLE 6

With 1 g of each of the Fe/silica catalyst and the Pd/silica catalyst so obtained, oxidation of cyclohexane was carried out in the same manner as in Example 1. The yield of cyclohexanol was 2.51percent by mole and the yield of cyclohexanone was 0.51percent by mole, with the total yield of 3.02percent by mole. 2.55%

Hide Experimental Procedure

Korea Research Institute of Chemical Technology

Patent: US5208392 A1, 1993 ; Title/Abstract Full Text Show Details

2:EXAMPLE 2

With 1 g of the catalyst so obtained, oxidation of cyclohexane was carried out in the same manner as in Example 1. The yield of cyclohexanol was 2.27percent by mole and the yield of cyclohexanone was 0.28percent by mole, with the total yield of 2.55percent by mole. 2.52%

Hide Experimental Procedure

Korea Research Institute of Chemical Technology

Patent: US5208392 A1, 1993 ; Title/Abstract Full Text Show Details

8:EXAMPLE 8

With 1 g of each of the Fe/silica catalyst and the Pd/silica catalyst so obtained above, oxidation of cyclohexane was carried out in the same manner as in Example 1. The yield of cyclohexanol was 2.20percent by mole and the yield of cyclohexanone was 0.32percent by mole, with the total yield of 2.52percent by mole. 1.95%

Hide Experimental Procedure

Korea Research Institute of Chemical Technology

Patent: US5208392 A1, 1993 ; Title/Abstract Full Text Show Details

3:EXAMPLE 3

With 1 g of the catalyst so obtained, oxidation of cyclohexane was carried out in the same manner as in Example 1. The yield of cyclohexanol was 1.74percent by mole and the yield of cyclohexanone was 0.21percent by mole, with the total yield of 1.95percent by mole. 1.8%

Hide Experimental Procedure

Korea Research Institute of Chemical Technology

Patent: US5208392 A1, 1993 ; Title/Abstract Full Text Show Details

7:EXAMPLE 7

With 1 g of each of the Fe/silica catalyst and the Pd/silica catalyst so obtained above, oxidation of cyclohexane was carried out in the same manner as in Example 1. The yield of cyclohexanol was 1.58percent by mole and the yield of cyclohexanone was 0.22percent by mole, with the total yield of 1.80percent by mole. With sulfuric acid

durch Regenerierung aus Kondensationsprodukten von Cyclohexanon;

Farbw. Hoechst

Patent: DE932966 , 1955 ;

Herstellung von <1-14C>Cyclohexanon;

Doering; Denney

Journal of the American Chemical Society, 1955 , vol. 77, p. 4619,4621 Full Text Show Details

Herstellung von <2-14C>Cyclohexanon;

Arnold

Org. Synth. Isotopes, 1958 , p. 656 Full Text Show Details

Full Text Show Details

Koeroesi,J.

Monatshefte fuer Chemie, 1969 , vol. 100, p. 1222 - 1232 Full Text View citing articles Show Details

Pritzkow,W.; Groebe,K.-H.

Chemische Berichte, 1960 , vol. 93, p. 2156 - 2162 Full Text View citing articles Show Details

Horner,L.; Fernekess,H.

Chemische Berichte, 1961 , vol. 94, p. 712 - 724

Full Text View citing articles Show Details

Huettel,R. et al.

Chemische Berichte, 1961 , vol. 94, p. 766 - 780 Full Text View citing articles Show Details

Wiloth,F.; Schindler,E.

Chemische Berichte, 1967 , vol. 100, p. 2373 - 2376 Full Text View citing articles Show Details

Huettel,R. et al.

Chemische Berichte, 1968 , vol. 101, p. 3761 - 3776 Full Text View citing articles Show Details

Ruechardt,C. et al.

Chemische Berichte, 1969 , vol. 102, p. 3922 - 3946 Full Text View citing articles Show Details

Braun,M.; Seebach,D.

Chemische Berichte, 1976 , vol. 109, p. 669 - 691 Full Text View citing articles Show Details

Klein,U.; Sucrow,W.

Chemische Berichte, 1977 , vol. 110, p. 994 - 999 Full Text View citing articles Show Details

Seufert,W.; Effenberger,F.

Chemische Berichte, 1979 , vol. 112, p. 1670 - 1676 Full Text View citing articles Show Details

Cope,A.C. et al.

Journal of the American Chemical Society, 1962 , vol. 84, p. 2591 - 2596 Full Text View citing articles Show Details

De La Mare,H.E. et al.

Journal of the American Chemical Society, 1963 , vol. 85, p. 1437 - 1449 Full Text View citing articles Show Details

Deno,N.C.; Fruit,R.E.

Journal of the American Chemical Society, 1968 , vol. 90, p. 3502 - 3506 Full Text View citing articles Show Details

LaRochelle,R.W.; Trost,B.M.

Journal of the American Chemical Society, 1971 , vol. 93, p. 6077 - 6086 Full Text View citing articles Show Details

Bestmann,H.J. et al.

Justus Liebigs Annalen der Chemie, 1967 , vol. 709, p. 105 - 112 Full Text View citing articles Show Details

Yanovskaya,L.A. et al.

Tetrahedron, 1967 , vol. 23, p. 1311 - 1316 Full Text View citing articles Show Details

Coulter,J.M. et al.

Tetrahedron, 1968 , vol. 24, p. 4489 - 4500 Full Text View citing articles Show Details

Mihailovic,M.L. et al.

Tetrahedron, 1968 , vol. 24, p. 4947 - 4961 Full Text View citing articles Show Details

Singh,R.P. et al.

Tetrahedron, 1979 , vol. 35, p. 1789 - 1793 Full Text View citing articles Show Details

Tokuda,M. et al.

Bulletin of the Chemical Society of Japan, 1978 , vol. 51, p. 905 - 908 Full Text View citing articles Show Details

Julia,M.; Maumy,M.

Bulletin de la Societe Chimique de France, 1966 , p. 434 - 435 Full Text View citing articles Show Details

Granger,R.; Techer,H.

Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1960 , vol. 250, p. 2581 - 2583 Full Text View citing articles Show Details

Molton,P.M. et al.

Carbohydrate Research, 1979 , vol. 75, p. 199 - 206 Full Text View citing articles Show Details

Gravel,D. et al.

Journal of the Chemical Society, Chemical Communications, 1972 , p. 1323 Full Text View citing articles Show Details

Yoshitake; Makari; Kawahara; Doi

Journal of Labelled Compounds and Radiopharmaceuticals, 1976 , vol. 12, # 2 p. 247 - 257 Title/Abstract Full Text View citing articles Show Details

Miller,R.E.

Journal of Organic Chemistry, 1960 , vol. 25, p. 2126 - 2128 Full Text View citing articles Show Details

Greene,F.D. et al.

Journal of Organic Chemistry, 1963 , vol. 28, p. 55 - 64 Full Text View citing articles Show Details

Huyser,E.S.; Neckers,D.C.

Journal of Organic Chemistry, 1964 , vol. 29, p. 276 - 278 Full Text View citing articles Show Details

Yoneda,F. et al.

Journal of Organic Chemistry, 1967 , vol. 32, p. 727 - 729 Full Text View citing articles Show Details

Padwa,A. et al.

Journal of Organic Chemistry, 1968 , vol. 33, # 4 p. 1317 - 1322 Full Text View citing articles Show Details

Ichikawa,T. et al.

Journal of Organic Chemistry, 1970 , vol. 35, # 2 p. 344 - 346

Full Text View citing articles Show Details

McMurry,J.E.; Melton,J.

Journal of Organic Chemistry, 1973 , vol. 38, p. 4367 - 4373 Full Text View citing articles Show Details

Fortunato,J.M.; Canem,B.

Journal of Organic Chemistry, 1976 , vol. 41, # 12 p. 2194 - 2200 Full Text View citing articles Show Details

Binkley,R.W.

Journal of Organic Chemistry, 1976 , vol. 41, p. 3030 - 3031 Full Text View citing articles Show Details

Birch,A.J.; Walker,K.A.M.

Journal of the Chemical Society [Section] C: Organic, 1966 , p. 1894 - 1896 Full Text View citing articles Show Details

Barltrop,J.A.; Thomson,A.

Journal of the Chemical Society [Section] C: Organic, 1968 , p. 155 - 166 Full Text View citing articles Show Details

Shahak,I. et al.

Journal of the Chemical Society [Section] C: Organic, 1968 , p. 2129 - 2131 Full Text View citing articles Show Details

Lee,J.B.; Clarke,T.G.

Tetrahedron Letters, 1967 , p. 415 - 422 Full Text View citing articles Show Details

Oishi,T. et al.

Tetrahedron Letters, 1972 , p. 1085 - 1088 Full Text View citing articles Show Details

Baizer,M.M. et al.

Tetrahedron Letters, 1973 , p. 5209 - 5212 Full Text View citing articles Show Details

Ogura,K. et al.

Tetrahedron Letters, 1975 , p. 2767 - 2770 Full Text View citing articles Show Details

Huynh,C. et al.

Tetrahedron Letters, 1979 , p. 1503 - 1506 Full Text View citing articles Show Details

Sergeev,G.B. et al.

Zhurnal Organicheskoi Khimii, 1976 , vol. 12, p. 506 - 513,499 - 504 Full Text View citing articles Show Details

Delmond, Bernard; Pommier, Jean-Claude; Valade, Jacques

Journal of Organometallic Chemistry, 1972 , vol. 35, # 1 p. 91 - 104 Title/Abstract Full Text View citing articles Show Details

Biela,R. et al.

Journal fuer Praktische Chemie (Leipzig), 1967 , vol. 36, p. 197 - 201 Full Text View citing articles Show Details

Foerster,C. et al.

Journal fuer Praktische Chemie (Leipzig), 1969 , vol. 311, p. 370 - 378 Full Text View citing articles Show Details

Clarke et al.

Canadian Journal of Chemistry, 1969 , vol. 47, # 10 p. 1649 Full Text Show Details

Takaya et al.

Bulletin of the Chemical Society of Japan, 1968 , vol. 41, p. 1032 Full Text Show Details

Rees; Storr

Chemical Communications (London), 1968 , p. 1305 Full Text Show Details

Rees; Storr

Journal of the Chemical Society [Section] C: Organic, 1969 , p. 1474 Full Text View citing articles Show Details

Marchetti; Tosi

Annali di Chimica (Rome, Italy), 1969 , vol. 59, p. 328 Full Text Show Details

Sasse; Storr

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1978 , p. 909,911 Full Text Show Details

Heine et al.

Journal of Organic Chemistry, 1972 , vol. 37, p. 2980 Full Text View citing articles Show Details

Boyer; Frints

Journal of Heterocyclic Chemistry, 1970 , vol. 7, p. 71 Full Text Show Details

Curragh et al.

Journal of the Chemical Society, 1960 , p. 3559,3562 Full Text Show Details

Bottini; Olsen

Journal of Organic Chemistry, 1962 , vol. 27, p. 452,453 Full Text Show Details

House; Babad

Journal of Organic Chemistry, 1963 , vol. 28, p. 90 Full Text View citing articles Show Details

Vartanyan et al.

Izvestiya Akademii Nauk Armyanskoi SSR, Khimicheskie Nauki, 1964 , vol. 17, p. 191 Chem.Abstr., 1964 , vol. 61, # 8263a Full Text Show Details

Barton et al.

Journal of the Chemical Society, Chemical Communications, 1977 , p. 751

Full Text View citing articles Show Details

Mackor; de Boer

Recueil des Travaux Chimiques des Pays-Bas, 1970 , vol. 89, p. 164,166 Full Text Show Details

Peterson; Kamat

Journal of the American Chemical Society, 1969 , vol. 91, p. 4521,4526 Full Text Show Details

Marmer; Swern

Journal of the American Chemical Society, 1971 , vol. 93, p. 2719,2722 Full Text Show Details

Yoneda et al.

Chemistry Letters, 1979 , p. 1467 Full Text Show Details

Rawalay; Shechter

Journal of Organic Chemistry, 1967 , vol. 32, p. 3129 Full Text View citing articles Show Details

Butler; o'Donohue

Tetrahedron Letters, 1979 , p. 4583,4584 Full Text Show Details

Bestmann; Kratzer

Chemische Berichte, 1963 , vol. 96, p. 1899,1907 Full Text Show Details

Boguslawskaja et al.

J. Gen. Chem. USSR (Engl. Transl.), 1964 , vol. 34, p. 3081,3119 Full Text Show Details

Damico; Logan

Journal of Organic Chemistry, 1967 , vol. 32, p. 2356 Full Text View citing articles Show Details

Bestmann; Kranz

Angewandte Chemie, 1967 , vol. 79, p. 95 Full Text Show Details

Birch et al.

Journal of the Chemical Society [Section] C: Organic, 1971 , p. 2409 Full Text Show Details

Meier; Daniil

Chemiker-Zeitung, 1976 , vol. 100, p. 89 Full Text Show Details

Andette et al.

Tetrahedron Letters, 1971 , p. 279,282 Full Text Show Details

Matsushita et al.

Bulletin of the Chemical Society of Japan, 1975 , vol. 48, p. 3715 Full Text Show Details

Muxfeldt et al.

Synthesis, 1976 , p. 694 Full Text Show Details

Keinan; Mazur

Journal of the American Chemical Society, 1977 , vol. 99, p. 3861 Full Text Show Details

Huet et al.

Synthesis, 1978 , p. 63 Full Text Show Details

Holum

Journal of Organic Chemistry, 1961 , vol. 26, p. 4814,4815 Full Text Show Details

Pratt; van de Castle

Journal of Organic Chemistry, 1961 , vol. 26, p. 2973 Full Text View citing articles Show Details

Criegee; Guenther

Chemische Berichte, 1963 , vol. 96, p. 1564,1566 Full Text Show Details

Sasson et al.

Tetrahedron Letters, 1973 , p. 3199 Full Text View citing articles Show Details

Barton et al.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972 , p. 542,550 Full Text Show Details

Jerina et al.

Tetrahedron Letters, 1970 , p. 457 Full Text View citing articles Show Details

Olah et al.

Synthesis, 1979 , p. 61 Full Text Show Details

Lapporte; Schuett

Journal of Organic Chemistry, 1963 , vol. 28, p. 1947,1948 Full Text Show Details

Taguchi et al.

Bulletin of the Chemical Society of Japan, 1977 , vol. 50, p. 1588,1590 Full Text Show Details

Olah; Welch

Journal of the American Chemical Society, 1978 , vol. 100, p. 5396,5397 Full Text Show Details

Kerur; Diaper

Canadian Journal of Chemistry, 1973 , vol. 51, p. 3110 Full Text Show Details

Doumaux et al.

Journal of the American Chemical Society, 1969 , vol. 91, p. 3992 Full Text View citing articles Show Details

Reid et al.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1974 , p. 1359,1362 Full Text Show Details

Taub; Hino

Journal of Organic Chemistry, 1960 , vol. 25, p. 263,264 Full Text Show Details

Maloney; Lyle; Saavedra

Synthesis, 1978 , vol. No. 3, p. 212 - 213 Title/Abstract Full Text View citing articles Show Details

Syper

Tetrahedron Letters, 1967 , p. 4193 Full Text View citing articles Show Details

Schmitz et al.

Journal fuer Praktische Chemie (Leipzig), 1967 , vol. 36, p. 86 Full Text Show Details

van Rheenen

Tetrahedron Letters, 1969 , p. 985 Full Text View citing articles Show Details

Tsuchiya; Arai; Igeta

Tetrahedron letters, 1969 , vol. 32, p. 2747 - 2750 Title/Abstract Full Text View citing articles Show Details

Huber

Tetrahedron letters, 1968 , vol. 29, p. 3271 - 3272 Title/Abstract Full Text View citing articles Show Details

Collman et al.

Journal of the American Chemical Society, 1976 , vol. 98, p. 4685 Full Text View citing articles Show Details

Noyori et al.

Journal of Organic Chemistry, 1972 , vol. 37, p. 1542 Full Text View citing articles Show Details

Cella et al.

Journal of Organic Chemistry, 1975 , vol. 40, p. 1860 Full Text View citing articles Show Details

Seebach et al.

Tetrahedron Letters, 1973 , p. 3509,3512 Full Text Show Details

Oda et al.

Nippon Kagaku Zasshi, 1966 , vol. 87, p. 978 Full Text Show Details

Takahashi et al.

Journal of the Chemical Society, Chemical Communications, 1977 , p. 680 Full Text View citing articles Show Details

Ogawa; Matsui

Journal of the American Chemical Society, 1976 , vol. 98, p. 1629 Full Text View citing articles Show Details

Emerson et al.

Journal of Organic Chemistry, 1979 , vol. 44, p. 4634,4639 Full Text Show Details

Caglioti et al.

Synthesis, 1979 , p. 207 Full Text Show Details

Weinshenker; Shen

Tetrahedron Letters, 1972 , p. 3285,3286 Full Text Show Details

Kuehne; Hall

Journal of Organic Chemistry, 1976 , vol. 41, p. 2742 Full Text View citing articles Show Details

Santaniello et al.

Synthesis, 1978 , p. 534 Full Text Show Details

Olah et al.

Synthesis, 1977 , p. 308 Full Text Show Details

Olah; Welch

Synthesis, 1977 , p. 419 Full Text Show Details

Jiricny et al.

Synthesis, 1978 , p. 919 Full Text Show Details

Vereshchagin et al.

Zhurnal Organicheskoi Khimii, 1975 , vol. 11, p. 292,285 Full Text Show Details

Taguchi et al.

Journal of the American Chemical Society, 1974 , vol. 96, p. 6510 Full Text View citing articles Show Details

Shahak; Sasson

Synthesis, 1974 , p. 358 Full Text Show Details

Kosel' et al.

Uchenye Zapiski Yaroslavskogo Tekhnologicheskogo Instituta, 1970 , vol. 13, p. 128,129-138 Chem.Abstr., vol. 77, # 74941u

Chem. Zentralbl., 1971 17 N 190 Full Text Show Details

Kirchhoff

Tetrahedron Letters, 1976 , p. 2533 Full Text View citing articles Show Details

Shechter; Roberson

Journal of Organic Chemistry, 1960 , vol. 25, p. 175,177 Full Text Show Details

Kemmitt; Sharp

Journal of the Chemical Society, 1963 , p. 2567 Full Text Show Details

Kornblum; Wade

Journal of Organic Chemistry, 1973 , vol. 38, p. 1418 Full Text View citing articles Show Details

Heyns; Blazejewicz

Tetrahedron, 1960 , vol. 9, p. 67,73 Full Text Show Details

Smith et al.

Journal of Organic Chemistry, 1962 , vol. 27, p. 2662,2663 Full Text Show Details

Stairs et al.

Canadian Journal of Chemistry, 1963 , vol. 41, p. 1059,1063 Full Text Show Details

Ramana; Pillai

Canadian Journal of Chemistry, 1969 , vol. 47, p. 3705 Full Text Show Details

Sigow; Sawgorodnii

J. Gen. Chem. USSR (Engl. Transl.), 1962 , vol. 32, p. 562,552 Chem.Abstr., 1963 , vol. 58, # 1368 Full Text Show Details

Yasumura

Nippon Kagaku Zasshi, 1961 , vol. 82, p. 218 Chem.Abstr., 1962 , vol. 56, # 8527 Full Text Show Details

Maynez et al.

Journal of Organic Chemistry, 1975 , vol. 40, p. 3302 Full Text View citing articles Show Details

Olah et al.

Synthesis, 1976 , p. 808 Full Text Show Details

Olah; Ho

Synthesis, 1976 , p. 610 Full Text Show Details

Cardillo et al.

Synthesis, 1976 , p. 394 Full Text Show Details

Agosta et al.

Tetrahedron Letters, 1969 , p. 4521 Full Text View citing articles Show Details

Hintz; Johnson

Journal of Organic Chemistry, 1967 , vol. 32, p. 556,558 Full Text Show Details

Al Neirabeyeh et al.

Synthesis, 1976 , p. 811 Full Text Show Details

Sacks; Fuchs

Synthesis, 1976 , p. 456 Full Text Show Details

Farbenfabr. Bayer

Patent: DE1073468 , 1957 ; Chem.Abstr., 1961 , # 17544 Full Text Show Details

Pletcher; Tait

Tetrahedron Letters, 1978 , p. 1601 Full Text View citing articles Show Details

Epsztein; Le Goff

Journal of the Chemical Society, Chemical Communications, 1977 , p. 679 Full Text View citing articles Show Details

Boontanonda; Grigg

Journal of the Chemical Society, Chemical Communications, 1977 , p. 583 Full Text View citing articles Show Details

Jung et al.

Tetrahedron Letters, 1977 , p. 4175,4177 Full Text Show Details

Townsend; Spencer

Tetrahedron Letters, 1971 , p. 137,138 Full Text Show Details

Borowitz et al.

Tetrahedron Letters, 1971 , p. 105,106 Full Text Show Details

Lee; Freedman

Tetrahedron Letters, 1976 , p. 1641,1643 Full Text Show Details

Rogers et al.

Journal of Organic Chemistry, 1975 , vol. 40, p. 3577,3578, 3580 Full Text View citing articles Show Details

Rhone-Poulenc S.A.

Patent: GB1112837 , 1966 ; Chem.Abstr., 1968 , vol. 69, # 18687p Full Text Show Details

FLID; KRASOTKIN

Kinetics and Catalysis, 1962 , vol. 3, p. 243,247 p. 282 Full Text Show Details

Tolstikov et al.

J. Gen. Chem. USSR (Engl. Transl.), 1972 , vol. 42, p. 1611,1602 Full Text Show Details

Cella et al.

Tetrahedron Letters, 1975 , p. 4115 Full Text View citing articles Show Details

Bolsmann; De Boer

Tetrahedron, 1973 , vol. 29, p. 3579,3584 Full Text Show Details

Lochow; Miller

Journal of Organic Chemistry, 1976 , vol. 41, p. 3020 Full Text View citing articles Show Details

Rasuwaew et al.

Zhurnal Organicheskoi Khimii, 1966 , vol. 2, p. 1372,1365 Full Text Show Details

Kommisarov; Kuramshin

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1975 , vol. 24, p. 628 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1975 , vol. 24, p. 700 Full Text View citing articles Show Details

Medvedeva et al.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1977 , vol. 26, p. 11,12-14 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1977 , vol. 26, p. 19 Full Text Show Details

Tufariello; Kissel

Tetrahedron Letters, 1966 , p. 6145,6147 Full Text Show Details

Liu; Lai

Tetrahedron Letters, 1979 , p. 1193,1195 Full Text Show Details

All. Chem. Corp.

Patent: DE2132145 , 1970 ; Chem.Abstr., 1972 , vol. 76, # 72113f Full Text Show Details

Lynbarskii et al.

Patent: DE2025726 , 1970 ; Chem.Abstr., 1972 , vol. 76, # 99211y Full Text Show Details

Rustavi Chem. Comb. Melikishvili, Inst. Phys. Org. Chem.

Patent: GB1257607 , 1970 ; Chem.Abstr., 1972 , vol. 76, # 45816f Full Text Show Details

Farbenfabr. Bayer

Patent: DE2045882 , 1970 ; Chem.Abstr., 1972 , vol. 76, # 153236 Full Text Show Details

Nikitin et al.

Doklady Akademii Nauk Tadzhikskoi SSR, 1973 , vol. 16, # 2 p. 39,40 Chem.Abstr., 1973 , vol. 78, # 159111u Full Text Show Details

Klimova; Ioffe

Kinetics and Catalysis, 1967 , vol. 8, p. 486,490 Full Text Show Details

Abley et al.

Journal of the American Chemical Society, 1976 , vol. 32, p. 2591,2592-2594 Full Text Show Details

Chattopadhyaya; Rao

Tetrahedron Letters, 1973 , p. 3735 Full Text View citing articles Show Details

Jung; Brown

Tetrahedron Letters, 1978 , p. 2771 Full Text View citing articles Show Details

Kazantseva et al.

Kinetics and Catalysis, 1969 , vol. 10, p. 617,619, 620 Full Text Show Details

Paushkin et al.

Kinetics and Catalysis, 1969 , vol. 10, p. 755 Full Text Show Details

Cekovic

Tetrahedron Letters, 1972 , p. 749 Full Text View citing articles Show Details

Collman et al.

Journal of the American Chemical Society, 1978 , vol. 100, p. 1119,1122 Full Text Show Details

Sasson; Rempel

Tetrahedron Letters, 1974 , p. 4133,4134 Full Text Show Details

Ganem

Journal of Organic Chemistry, 1975 , vol. 40, p. 146 Full Text View citing articles Show Details

Shono et al.

Tetrahedron Letters, 1979 , p. 165 Full Text View citing articles Show Details

Greene et al.

Tetrahedron Letters, 1976 , p. 2707 Full Text View citing articles Show Details

Brown et al.

Synthesis, 1979 , p. 704 Full Text Show Details

Tezuka; Narita

Nippon Kagaku Kaishi, 1976 , p. 1097 Full Text Show Details

Ho et al.

Journal of the Chemical Society, Chemical Communications, 1972 , p. 791 Full Text View citing articles Show Details

Mead Johnson

Patent: US3641058 , 1969 ; Chem.Abstr., 1972 , vol. 76, # 99343 Full Text Show Details

Kasuga et al.

Yakugaku Zasshi, 1961 , vol. 81, p. 1516,1518 Chem.Abstr., 1962 , vol. 56, # 8584 Full Text Show Details

Mukaiyama et al.

Chemistry Letters, 1973 , p. 261 Full Text Show Details

Omote et al.

Kogyo Kagaku Zasshi, 1967 , vol. 70, p. 1508,1509-1511 Full Text Show Details

Ogata et al.

Kogyo Kagaku Zasshi, 1970 , vol. 73, p. 1677,1680 Chem.Abstr., 1970 , vol. 74, # 12714 Full Text Show Details

Fujihara et al.

Yukagaku, 1975 , vol. 24, p. 654,657 Chem.Abstr., vol. 84, # 59755n Full Text Show Details

Lalancette; Brindle

Canadian Journal of Chemistry, 1971 , vol. 49, p. 2990,2992 Full Text Show Details

UBE Industr. Ltd.

Patent: FR2299303DE2603269 , 19761976 ; Chem.Abstr., vol. 85, # 159654 Full Text Show Details

Ohi; Ai

Kogyo Kagaku Zasshi, 1971 , vol. 74, p. 1270 Full Text Show Details

Mead Johnson+Co.

Patent: US3734917 , 1971 ; Chem.Abstr., vol. 79, # 53183 Full Text Show Details

Yoshida; Negishi

Journal of the Chemical Society, Chemical Communications, 1974 , p. 762 Full Text View citing articles Show Details

Avaro et al.

Journal of the Chemical Society [Section] D: Chemical Communications, 1969 , p. 445 Full Text View citing articles Show Details

Olah et al.

Synthesis, 1979 , p. 274 Full Text Show Details

Subba Rao et al.

Proceedings - Indian Academy of Sciences, Section A, 1977 , vol. 86, p. 435,437,441 Full Text View citing articles Show Details

Moskovich et al.

Patent: SU352867 , 1972 ; Ref. Zh., Khim., 1973 , vol. 24, # N124P Full Text Show Details

Choe; Tsutsumi

Nippon Kagaku Zasshi, 1960 , vol. 81, p. 586,588 Chem.Abstr., 1962 , vol. 56, # 397 Full Text Show Details

Andrews; Pillai

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1978 , vol. 16, p. 465,466 Full Text Show Details

Nikishin et al.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1977 , vol. 26, p. 1534,1535 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1977 , vol. 26, p. 1664 Full Text Show Details

Krapcho et al.

Tetrahedron Letters, 1974 , p. 1091

Full Text View citing articles Show Details

Maeda et al.

Tetrahedron Letters, 1974 , p. 797 Full Text View citing articles Show Details

Me'rour et al.

Journal of Organometallic Chemistry, 1979 , vol. 168, p. 337,348 Full Text Show Details

Attanasi; Gasperoni

Gazzetta Chimica Italiana, 1978 , vol. 108, p. 137 Full Text Show Details

Roo; Filler

Journal of Organic Chemistry, 1974 , vol. 39, p. 3304 Full Text Show Details

Blackburn; Schwartz

Journal of the Chemical Society, Chemical Communications, 1977 , p. 157 Full Text View citing articles Show Details

Krause

Chemicke Zvesti, 1971 , vol. 25, p. 377 Full Text Show Details

Pletcher; Tait

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1979 , p. 788 Full Text Show Details

Curtis et al.

Tetrahedron Letters, 1975 , p. 3107 Full Text View citing articles Show Details

Sheikh; Eadon

Tetrahedron Letters, 1972 , p. 257,258,259 Full Text View citing articles Show Details

Mechtiew et al.

Azerbaidzhanskii Khimicheskii Zhurnal, 1969 , vol. 4, p. 16,18 Chem.Abstr., 1970 , vol. 72, # 78505 Full Text Show Details

Hussain et al.

Tetrahedron Letters, 1977 , p. 3199 Full Text View citing articles Show Details

Bethell et al.

Chemical Communications (London), 1968 , p. 227 Full Text View citing articles Show Details

Price; Iwasa

Bulletin of the Chemical Society of Japan, 1976 , vol. 49, p. 214,215, 216 Full Text Show Details

Olah et al.

Synthesis, 1979 , p. 113 Full Text Show Details

Badrian et al.

Neftekhimiya, 1973 , vol. 13, p. 733 Chem.Abstr., 1974 , vol. 80, # 59540 Full Text Show Details

Schroeder; Griffith

Journal of the Chemical Society, Chemical Communications, 1979 , p. 58 Full Text Show Details

Ryang et al.

Bulletin of the Chemical Society of Japan, 1964 , vol. 37, p. 1704 Full Text Show Details

Balandin et al.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1960 , p. 583 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1960 , p. 614 Full Text Show Details

Loginow et al.

Neftekhimiya, 1970 , vol. 10, p. 393,398 Chem.Abstr., 1970 , vol. 73, # 76474 Full Text Show Details

Cainelli et al.

Journal of Organic Chemistry, 1978 , vol. 43, p. 1598 Full Text View citing articles Show Details

Freppel et al.

Canadian Journal of Chemistry, 1971 , vol. 49, p. 2586 Full Text Show Details

Denisow; Charitonow

Neftekhimiya, 1963 , vol. 3, p. 558 p. 263 Full Text Show Details

Koschel' et al.

Neftekhimiya, 1974 , vol. 14, p. 263 Chem.Abstr., 1974 , vol. 81, # 24740 Full Text Show Details

Cookson et al.

Chemical Communications (London), 1966 , p. 744 Full Text View citing articles Show Details

Touboul et al.

Bulletin de la Societe Chimique de France, 1968 , p. 4291 Full Text Show Details

Friedrich et al.

Synthesis, 1977 , p. 893

Full Text Show Details

Nikiforowa; Shawperko

Neftekhimiya, 1974 , vol. 14, p. 116,25 Full Text Show Details

Corey; Richman

Journal of the American Chemical Society, 1970 , vol. 92, p. 5276 Full Text View citing articles Show Details

Rao et al.

Journal of Organometallic Chemistry, 1978 , vol. 162, p. C9 Full Text View citing articles Show Details

Wicha et al.

Tetrahedron Letters, 1973 , p. 3635,3637 Full Text Show Details

Tokuda et al.

Bulletin of the Chemical Society of Japan, 1978 , vol. 51, p. 905 Full Text Show Details

Corey; Casanova

Journal of the American Chemical Society, 1963 , vol. 85, p. 165,168 Full Text Show Details

Hofmann

Angewandte Chemie, 1965 , vol. 77, p. 346 Full Text Show Details

Corey et al.

Journal of the American Chemical Society, 1960 , vol. 82, p. 2645 Full Text View citing articles Show Details

Buck

Patent: DE1090659 ; Chem.Abstr., 1962 , vol. 56, # 3373 Full Text Show Details

Terman; Rasuwaew

J. Gen. Chem. USSR (Engl. Transl.), 1961 , vol. 31, p. 3132,2918 Chem.Abstr., 1962 , vol. 56, # 15374 Full Text Show Details

Kadlec; Bazant

Collection of Czechoslovak Chemical Communications, 1961 , vol. 26, p. 1201 Full Text Show Details

Ho; Olah

Synthesis, 1976 , p. 611 Full Text Show Details

Amos; Katzenellenbogen

Journal of Organic Chemistry, 1977 , vol. 42, p. 2537,2538, 2543 Full Text View citing articles Show Details

BASF

Patent: DE1078570 ; Chem.Abstr., 1961 , vol. 55, # 25808 Full Text Show Details

Erlich et al.

Doklady Chemistry, 1961 , vol. 136, p. 247 Doklady Akademii Nauk SSSR, 1961 , vol. 136, p. 1357 Chem.Abstr., 1961 , vol. 55, # 17533 Full Text Show Details

Balandin et al.

Doklady Chemistry, 1960 , vol. 133, p. 817 Doklady Akademii Nauk SSSR, 1960 , vol. 133, p. 578 Chem.Abstr., 1960 , vol. 54, # 24455 Full Text Show Details

Horwell; Timms

Synthetic Communications, 1979 , vol. 9, p. 223,229 Full Text Show Details

Kurz; Kovacic

Journal of Organic Chemistry, 1968 , vol. 33, # 5 p. 1950,1955 Full Text Show Details

Synthetic Communications, 1979 , vol. 9, p. 237 Full Text Show Details

Seitz; Ferreira

Synthetic Communications, 1979 , vol. 9, p. 931,935 Full Text Show Details

Rajan et al.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1979 , vol. 17, p. 80 Full Text Show Details

Bacon; Rennison

Journal of the Chemical Society [Section] C: Organic, 1969 , p. 308 Full Text View citing articles Show Details

Bardou et al.

Bulletin de la Societe Chimique de France, 1967 , p. 297 Full Text Show Details

Moon; Waxman

Journal of Organic Chemistry, 1969 , vol. 34, p. 1157 Full Text View citing articles Show Details

Razumovskij

Journal of Organic Chemistry USSR (English Translation), 1967 , vol. 3, p. 756 Zhurnal Organicheskoi Khimii, 1967 , vol. 3, p. 789 Full Text Show Details

Torssell

Acta Chemica Scandinavica (1947-1973), 1967 , vol. 21, p. 1 Full Text Show Details

Mousseron-Canet; Boca

Bulletin de la Societe Chimique de France, 1967 , p. 1294 Full Text Show Details

Jullien; Verdier

Bulletin de la Societe Chimique de France, 1968 , p. 591 Full Text Show Details

Audier et al.

Bulletin de la Societe Chimique de France, 1969 , p. 1192 Full Text Show Details

Dannley; Farrant

Journal of Organic Chemistry, 1969 , vol. 34, p. 2432 Full Text View citing articles Show Details

Lynch; Doyle

Gazzetta Chimica Italiana, 1968 , vol. 98, p. 645 Full Text Show Details

Crouzet et al.

Bulletin de la Societe Chimique de France, 1967 , p. 4047 Full Text Show Details

Caputo; Fuchs

Tetrahedron Letters, 1967 , p. 4729 Full Text View citing articles Show Details

Delmond; Pommier

Tetrahedron Letters, 1968 , p. 6147 Full Text View citing articles Show Details

Buxbaum

Justus Liebigs Annalen der Chemie, 1967 , vol. 706, p. 81 Full Text Show Details

Oda et al.

Tetrahedron Letters, 1967 , p. 2363 Full Text View citing articles Show Details

Julia et al.

Bulletin de la Societe Chimique de France, 1967 , p. 2641 Full Text Show Details

Sharts

Journal of Organic Chemistry, 1968 , vol. 33, p. 1008 Full Text View citing articles Show Details

Rouchaud; Chantraine

Bulletin de la Societe Chimique de France, 1968 , p. 1329 Full Text Show Details

Bird; Diaper

Canadian Journal of Chemistry, 1969 , vol. 47, p. 145 Full Text Show Details

Lawson; Stevens

Journal of the Chemical Society [Section] C: Organic, 1968 , p. 1514 Full Text View citing articles Show Details

Corey; Achiwa

Journal of the American Chemical Society, 1969 , vol. 91, p. 1429 Full Text View citing articles Show Details

Pearson; Moss

Tetrahedron Letters, 1967 , p. 3791 Full Text View citing articles Show Details

Tien et al.

Tetrahedron Letters, 1969 , p. 1483 Full Text View citing articles Show Details

Richer; Nguyen Thi Thanh Hoa

Canadian Journal of Chemistry, 1969 , vol. 47, p. 2479 Full Text Show Details

Cave; Michelot

Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1967 , vol. 265, p. 669 Full Text Show Details

Ponomarev et al.

Journal of Organic Chemistry USSR (English Translation), 1969 , vol. 5, p. 217 Zhurnal Organicheskoi Khimii, 1969 , vol. 5, p. 226 Full Text Show Details

Farberov et al.

Neftekhimiya, 1969 , vol. 9, p. 107,114 Full Text Show Details

Trahanovsky et al.

Journal of Organic Chemistry, 1969 , vol. 34, p. 869 Full Text View citing articles Show Details

Yamamoto

Chemical and Pharmaceutical Bulletin, 1969 , vol. 17, p. 1081 Full Text Show Details

Hide Experimental Procedure

18:EXAMPLE 18

Mizuno, Noritaka

Patent: US2001/12909 A1, 2001 ; Title/Abstract Full Text Show Details

EXAMPLE 18 The reaction was carried out by following the procedure of Example 17 while using in the place of the catalyst E the residue obtained by vacuum drying the reaction solution of Example 17 to expel the organic substances. The yield of cyclohexanone was 7.8 mol percent and the catalyst could be reused again.

Hide Experimental Procedure

Suib, Steven L.; Son, Young Chan; Howell, Amy R.

Patent: US2002/128506 A1, 2002 ; Title/Abstract Full Text Show Details

5:EXAMPLE 5

Yields of cyclohexanone were 100percent where nitric acid was added, 18percent for hydrochloric acid, 10percent for acetic acid, and 10percent for solid acid.

Hide Experimental Procedure

Rohm and Haas Company

Patent: US5929287 A1, 1999 ; Title/Abstract Full Text Show Details

2:Chlorination of Enamine

EXAMPLE 2 Chlorination of Enamine A solution of 5.0 g (33 mmol) of 1-pyrrolidino-1-cyclohexene contaminated with cyclohexanone was prepared using 20 mL of ethyl acetate. The solution was cooled to 0-5° C.; a solution of 2.55 g (11 mmol) of TCIA in 10 mL of ethyl acetate was added dropwise, keeping the temperature below 15° C. Once addition was complete the reaction was warmed to room temperature and stirred overnight. Solids were removed by vacuum filtration and the filtrate evaporated to dryness in vacuo. The resultant oily residue was dissolved in 20 mL of ethyl acetate. Aqueous hydrochloric acid (10 mL of a 10percent solution) was added and the reaction stirred at room temperature overnight. GC indicated the reaction was complete and contained a 3:2 mix of 2chlorocyclohexane and cyclohexanone, the latter an impurity in the starting material.

Hide Experimental Procedure

Schering Corporation

Patent: US5945430 A1, 1999 ; Title/Abstract Full Text Show Details

P.11:

PREPARATIVE EXAMPLE 15 STR67 Follow the procedure of Preparative Example 11 but use cyclohexanone (Aldrich) instead of acetone to obtain the product as a white solid mp=97-98° C.

Hide Experimental Procedure

Laboratoire Theramex S.A.

Patent: US6017907 A1, 2000 ; Title/Abstract Full Text Show Details

16:Synthesis of Cyclohexanone 2.5

EXAMPLE 16 Synthesis of Cyclohexanone 2.5 To a solution of alkene 2.4 (60 mg, 0.164 mg) in THF (6 ml) was added 9-BBN (0.5M solution in THF, 3.3 ml, 1.04 mmol) at room temperature under nitrogen atmosphere. The solution was stirred at room temperature for 1 hour and was then refluxed for 20 hours. The organoborane was oxidized by adding, successively ethanol (0.5 ml), 6N NaOH (0.4 ml) and 30percent hydrogen peroxide (0.8 ml). This mixture was heated at 50° C. for 1 hour. The reaction mixture was extracted with ether and the combined ether phases were washed with 5percent HCl aq. solution. The organic phase was dried over anhydrous MgSO4, filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (fine silica gel) affording the corresponding alcohol (51 mg) in 80percent yield as a mixture of diastereomers. A mixture of this alcohol (51 mg, 0.133 mmol) and PDC (175 mg, 0.442 mmol) in methylene chloride (4 ml) was stirred at room temperature for 15 hours and was directly purified on silica gel. Final purification by HPLC led to ketone 2.5 (46 mg) in 90percent yield. Rf: 0.4 (EtOAc:hexane 1:10). IR (film): 2931, 2857 (s); 1715 (s); 1472, 1385 (s); 1250, 1081, 1058 (s); 941, 667 (m); 837, 773 (s) cm-1. 1 H NMR (360 MHz, CDCl ):δ: 3.36 (1H, m); 2.26 (3H, m); 2.05 (1H, dJ=13.3); 1.90 (1H, m); 1.82 (1H, m); 1.65 (3H, m); 1.58 (1H, m); 3

1.50 (3H, m); 1.25 (1H, m); 0.92 (3H, d, J=6.9); 0.88 (9H, s); 0.85 (3H, s); 0.84 (6H, q); 0.79 (3H, d, J=7;3); 0.02 (3H, s) ppm. MS (m/z): 382 (2percent); 368 (10percent); 340 (1percent5); 326 (60percent); 185 (60percent); 95 (70percent); 75 (100percent).

Hide Experimental Procedure

Laboratoire Theramex S.A.

Patent: US6017907 A1, 2000 ; Title/Abstract Full Text Show Details

18:Synthesis of cyclohexanone 2.7

EXAMPLE 18 Synthesis of cyclohexanone 2.7 To a solution of 2.6 (80 mg, 0.219 mmol) in THF (8 ml) was added 9-BBN (0.5M solution in THF, 4.37 ml, 2.19 mmol) at r.t. under nitrogen atmosphere. The reaction mixture was refluxed for 20 hours. The organoboranes were oxidized by adding, successively EtOH (0.66 ml), 6N NaOH (0.53 ml) and 30percent H2 O2 (1.06 ml). This mixture was heated at 50° C. for 1 hour. After dilution with ether the reaction mixture was washed with 5percent HCl aq. solution, water and dried over MgSO .

After concentration the residual oil was chromatographed and was further purified by HPLC to give the alcohol (77.3 mg, 92percent). A solution of the latter (77.3 mg, 0.2 mmol) and PDC (396 mg, 1 mmol) in CH2 Cl2 (10 ml) was stirred at room temperature for 24 hours. Direct column chromatography of the reaction mixture followed by HPLC purification afforded the desired ketone 2.7 (71 mg, 92percent). 1 H NMR (500 MHz, CDCl ):δ 3.36 (1H, dt, J=9.7, 4.8); 2.28 (1H, d, J=13.7); 2.26 (2H, m); 2.05 (1H, dt, J=13.4, 1.4); 1.90 (1H, m); 1.82 (1H, m); 1.70-1.60 (4H, m); 1.50 (1H, m); 1.34-1.20 (3H, m); 0.97 3

(1H, m); 0.89 (3H, d, J=6.8); 0.88 (9H, s); 0.86 (3H, s); 0.84 (3H, d, J=6.8); 0.83 (3H, d, J=6.8); 0.79 (3H, d, J=7.2); 0.02 (3H, s); 0.01(3H, s) ppm.

Hide Experimental Procedure

Eniricerche S.P.A.

Patent: US5364951 A1, 1994 ; Title/Abstract Full Text Show Details

9:Oxidation of cyclohexanol into cyclohexanone, using the compound (IA)

EXAMPLE 9 Oxidation of cyclohexanol into cyclohexanone, using the compound (IA) 7 ml of hydrogen peroxide at 30percent w/v (60 mmol), 1.4 g of compound (IA) (equivalent to 0.7 mmol of tungsten) and 5 g of cyclohexanol (50 mmols) are charged to a four-necked reactor of 0.25 liters of capacity, equipped with blade stirrer, thermometer and condenser. The reaction mixture is vigorously stirred at 90° C. for 90 minutes. The solid-compound (IA) is then separated from the reaction mixture by filtering on a glass frit filter and is carefully washed with hot water and ethyl ether. The filtrate is then extracted with ethyl ether and from the organic phase, separated and subsequently evaporated, 4.7 g of cyclohexanone is obtained (calculated yield relatively to the amount of cyclohexanol: 97percent. 3.97 g (81%)

Hide Experimental Procedure

Hoffmann-La Roche Inc.

Patent: US5821374 A1, 1998 ; Title/Abstract Full Text Show Details

4:Manufacture of cyclohexanone

EXAMPLE 4 Manufacture of cyclohexanone 5 g (49.9 mmol) of cyclohexanol, 4.1 g (50 mmol) of sodium acetate and 10 mg (0.06 mmol) of TEMPO were suspended in 40 ml of methylene chloride in a 100 ml sulphonation flask and the suspension was cooled to (-1)-2° C. while stirring. A solution of 4.6 g (19.8 mmol) of trichloroisocyanuric acid in 20 ml of acetone was dosed in within 20 minutes, whereupon the mixture was held at (-1)-2° C. for 2.5 hours. Thereafter, the reaction had finished without any chlorination in the 2-position worth mentioning. The white precipitate was filtered off and the filtrate was washed with sodium bicarbonate solution and with sodium chloride solution. Distillation of the crude product gave 3.97 g (81percent) of cyclohexanone, GC content: 98.2percent cyclohexanone, 0.8percent 2-chloro-cyclohexanone (area percent).

Hide Experimental Procedure

Mitsubishi Kasei Corporation

Patent: US4929756 A1, 1990 ; Title/Abstract Full Text Show Details

6:EXAMPLE 6

EXAMPLE 6 The reaction was conducted in the same manner as in Example 5 except that the mixing ratio of NO/H2 was changed to 1/4 and the flow rate of the gas mixture was changed to 600 ml/min, whereby the yield of cyclohexanone was 65percent.

Hide Experimental Procedure

BASF Aktiengesellschaft

Patent: US4950796 A1, 1990 ; Title/Abstract Full Text Show Details

1:1-(3'-Chloro-2'-methylphenyl)-cyclohexanol 96 g (4 moles) of Mg turnings in 60 ml of absolute tetrahydrofuran (THF) are initially taken under a nitrogen atmosphere.

Thereafter, the mixture is stirred for 4 hours under reflux and cooled to room temperature, and 352.8 g (3.6 moles) of cyclohexanone in 250 ml of absolute THF are added under nitrogen. When the reaction is complete, the Grignard reaction mixture is worked up in an aqueous medium in a conventional manner and the solvent is substantially removed by distillation under reduced pressure. The residue is subjected to incipient distillation (30°-107° C./0,27 mbar). The remaining crude product (676 g), which contains as much as 90percent of I-(3'-chloro-2'-methylphenyl)-cyclohexanol, can be further purified by column chromatography using toluene as the mobile phase. 300 MHz NMR spectrum in CDCl3 δ [ppm]=1.58-2.0(1OH); 2.65(3H); 7.04(1H); 7.23-7.34(2H)

Hide Experimental Procedure

Industrial Technology Research Institute

Patent: US4670605 A1, 1987 ; Title/Abstract Full Text Show Details

6:EXAMPLE 6

EXAMPLE 6 6 g of CuO/ZnO catalyst modified with 0.2 wtpercent Zr (prepared by impregnation of 0.565 g Zr(NO3)2.2H2 O on 96.28 g of CuO/ZnO catalyst) was used to convert cyclohexanol to cyclohexanone at 300° C. at 1.0 WHSV.

Rhone-Poulenc Agrochimie

Hide Experimental Procedure

Patent: US4675429 A1, 1987 ; Title/Abstract Full Text Show Details

10:EXAMPLE 10

EXAMPLE 10 active ingredient, Compound No. 1: 400 g; polycondensate of ethylene oxide with tristyrylphenol phosphate: 50 g; polycondensate of ethylene oxide with alkylphenol phosphate: 65 g; sodium alkylbenzenesulphonate: 35 g; cyclohexanone: 300 g; aromatic petroleum cut distilling at 160°-185° C.: 150 g.

Hide Experimental Procedure

The Upjohn Company

Patent: US4282383 A1, 1981 ; Title/Abstract Full Text Show Details

6:EXAMPLE 6

To a suspension of 1.7 g. of dihydroperoxide in 15 ml. of anhydrous benzene was added with stirring 6 drops of boron trifluoride etherate while the temperature was kept below 40° C. The mixture turned light green and the undissolved portion of the dihydroperoxide rapidly disappeared. The mixture was stirred at room temperature (circa 20° C.) for 1 hour before being cooled to 0° C. and filtered. The hydroquinone so isolated was dried; 0.51 g. (63.75 percent theoretical yield). The mother liquors were shown by high pressure liquid chromatography to contain cyclohexanone and some additional hydroquinone.

Hide Experimental Procedure

Beecham Group Limited

Patent: US4303674 A1, 1981 ; Title/Abstract Full Text Show Details

4:6-(3',3'-Ethylenedioxybutyl)-4a-methyl-2,3,4,4a,5,6,7,8-octahydro-2-naphthalenone (4)

The crude product was purified by column chromatography on alumina using increasing concentrations (0-20percent) of ether in hexane as eluant to give pure starting cyclohexanone (0.73 g) and then 6(3',3'-ethylenedioxybutyl)-4a-methyl-2,3,4,4a,5,6,7,8-octahydro-2-naphthalenone (1.55 g: 56percent based on recovered starting cyclohexanone) as a clear oil.

Hide Experimental Procedure

Allied Corporation

Patent: US4310702 A1, 1982 ; Title/Abstract Full Text Show Details

4:Cyclohexanone and Ethers

EXAMPLE 4 Cyclohexanone and Ethers Cyclohexanone (4.9 g; 50 mmol) was dissolved in an ether (50 mL) and maintained at 10°-15° C. Sulfuryl chloride (7.5 g; 56 mmol) was added in drops. The reaction was complete as soon as the SO2 Cl2 was added. Samples were withdrawn and analyzed by glc (OV-1 10percent on Chromosorb W-6-foot column). The work-up procedure was the same as described in Example 3. Results are shown in Table III.

Hide Experimental Procedure

Research Corporation

Patent: US4343942 A1, 1982 ; Title/Abstract Full Text Show Details

VI:EXAMPLE VI

EXAMPLE VI The procedure of Example V is repeated to prepare the subject product wherein a stoichiometric equivalent amount of cyclobutanone is used in lieu of cyclohexanone and comparable results are obtained. Recrystallization from a chloroform-hexane (1:1) mixture gives a product M.P. 213.5°-214.5° C. dec. Analysis: Calc'd. for C10 H8 O2 N2: percentC, 63.82; percentH, 4.28; percentN, 14.89. Found: percentC, 63.85; percentH, 4.29; percentN, 14.86.

Hide Experimental Procedure

Babcock-Hitachi Kabushiki Kaisha

Patent: US4806692 A1, 1989 ; Title/Abstract Full Text Show Details

69:EXAMPLE 69

EXAMPLE 69 Experiment was carried out in the same manner as in Example 66 except that in place of hmpa (60 g), ethylene glycol dibutyl ether (50 g) was added as the solvent for the Pd(2)Cl2 (PhCN)2 complex, to obtain 12.8 g of cyclohexanone in 30 minutes.

Hide Experimental Procedure

Babcock-Hitachi Kabushiki Kaisha

Patent: US4806692 A1, 1989 ; Title/Abstract Full Text Show Details

70:EXAMPLE 70

EXAMPLE 70 Experiment was carried out in the same manner as in Example 66 except that in place of hmpa (60 g), diethylene glycol monomethyl ether (60 g) was added as the solvent for the Pd(2)Cl2.(PhCN)2 complex, to obtain 11.2 g of cyclohexanone in 30 minutes.

Hide Experimental Procedure

Babcock-Hitachi Kabushiki Kaisha

Patent: US4806692 A1, 1989 ; Title/Abstract Full Text Show Details

71:EXAMPLE 71

EXAMPLE 71 Reaction was carried out in the same manner as in Example 51 except that Cu(1)Cl (50 g, 0.5 mol) was fed and the concentration of the oxygen complex was made 0.290 mol/l, to obtain 19.6 g of cyclohexanone in 20 minutes.

Hide Experimental Procedure

Babcock-Hitachi Kabushiki Kaisha

Patent: US4806692 A1, 1989 ; Title/Abstract Full Text Show Details

72:EXAMPLE 72

EXAMPLE 72 Reaction was carried out in the same manner as in Example 65 except that in place of hmpa (60 g), PhCN (58 g) was fed as the solvent for the Pd(2)Cl2.(PhCN)2 complex, to obtain 10.7 g of cyclohexanone in 50 minutes.

Hide Experimental Procedure

Babcock-Hitachi Kabushiki Kaisha

Patent: US4806692 A1, 1989 ; Title/Abstract Full Text Show Details

C.1:COMPARATIVE EXAMPLE 1

COMPARATIVE EXAMPLE 1 In Example 65, reaction was carried out without adding water to obtain 1.8 g of cyclohexanone in 30 minutes.

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

31:EXAMPLE 31

The mixture was stored overnight at room temperature; the peroxide crystallized out from the solution on addition of water and was filtered off. Distillation gave cyclohexanone (3.5 g.) and 1,1'-peroxy-dicyclohexylamine (77.8 g.). The aqueous phase was extracted with ether and provided cyclohexanone (4.8 g.) and no peroxide.

Hide Experimental Procedure

RCA Corporation

Patent: US3996260 A1, 1976 ; Title/Abstract Full Text Show Details

1.C:Part C

A solution of 71 parts of p-hydroxybenzaldehyde in 500 parts by volume of warm cyclohexanone was prepared and 90 parts of (S)-1-bromo-4-methylhexane and 250 parts of anhydrous potassium carbonate stirred in.

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

10:EXAMPLE 10

EXAMPLE 10 Peroxide (Ia) (8 g) dissolved in a mixture of ethylene glycol (20 g) and ethanol (8 cc) was fed into the reactor used in Example 1 through which a slow stream of nitrogen was passed at a temperature and pressure of 440° and 15 mm. respectively during 40 minutes.

The product was diluted with chloroform, washed with water to remove glycol and ethanol, the chloroform solution evaporated and petrol added to the residue. Cooling led to the separation of imide (4.0 g) and the filtrate was distilled to give cyclohexanone (0.7 g), a caprolactam fraction (0.5 g) and a fraction (1.3 g) containing the imide (IIa), nitrile-acid (IIIa) and amide-acid (IVa).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

11:EXAMPLE 11

EXAMPLE 11 Sodium (2g) was dissolved in methanol (30 cc) and the peroxide (Ib) (10 g), dissolved in methanol (10 cc), added. The mixture was heated under reflux for 11/2 hours when no peroxide remained. Water (ca.30 cc) was added to the reaction mixture and the solution made just acid to Congo red with hydrochloric acid; extraction with chloroform followed by evaporation of the solvent and distillation at 15 mm. gave cyclohexanone (4.7 g) and a caprolactam fraction (4.2 g) containing 93percent by weight of caprolactam (by infra-red spectroscopy).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

12:EXAMPLE 12

EXAMPLE 12 As in Example 11 but at the end of the reflux period the bulk of the methanol was evaporated at 15 mm Hg, the residue diluted with water, neutralised with acid and extracted with chloroform. Distillation gave cyclohexanone (4.1 g) and a caprolactam fraction (4.5 g), 87percent pure by infra-red spectroscopy.

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

13:EXAMPLE 13

EXAMPLE 13 As in Example 11 but replacing methanol by ethanol. Heating time 1/2 hour. Distillation gave cyclohexanone (2.3 g), a caprolactam fraction (3.7 g), a higher boiling fraction (2.4 g) and residue (0.7 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

14:EXAMPLE 14

EXAMPLE 14 Sodium (1.2 g) was dissolved in ethanol (50 cc) and peroxide (Ib) (10 g) in ethanol (40 cc) added. The resulting solution was refluxed for 4 hours, the bulk of the ethanol removed on the water pump and the residue treated as in Example 11. There were obtained cyclohexanone (2.5 g), caprolactam fraction (4.0 g) containing 76percent by weight of caprolactam, a higher-boiling fraction (1.2 g) containing 10 - 15percent caprolactam, and a residue (0.5 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

15:EXAMPLE 15

EXAMPLE 15 Potassium (3.4 g) dissolved in methanol (30 cc) was treated with the peroxide (Ib) (10 g) in methanol (10 cc) and the mixture refluxed for 2 hours. The reaction mixture was treated as in Example 11 and gave cyclohexanone (3.6 g), a caprolactam fraction (3.8 g) containing 83percent caprolactam, by weight, and a residue (0.5 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

16:EXAMPLE 16

EXAMPLE 16 Lithium (0.8 g) dissolved in methanol (40 cc) and peroxide (Ib) (10 g) in methanol (10 cc were mixed and refluxed for 101/2 hours. The reaction mixture was treated as in Example 1 and gave cyclohexanone (3.8 g), a caprolactam fraction, (2.7 g), containing 59percent caprolactam by weight, a higher-boiling fraction (1.0 g) containing 30percent caprolactam by weight, and residue (0.5 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

18:EXAMPLE 18

EXAMPLE 18 Sodium hydroxide (3.5 g) was heated with methanol (30 cc) and peroxide (10 g) dissolved in methanol (10 cc) was added and the mixture heated to reflux for 21/2 hours. After heating the solution was diluted with water and extracted with chloroform. Distillation gave a cyclohexanone fraction (4.0 g), a caprolactam fraction (4.4 g) (containing 75percent lactam by I.R.), and residue (0.1 g.).

Hide Experimental Procedure

Centre Europeen de Recherches Mauvernar

Patent: US4000292 A1, 1976 ; Title/Abstract Full Text Show Details

1:CONDENSATION OF THE ABOVE CYCLOHEXANONE WITH 2-HYDROXYISOBUTYRIC ACID.

CONDENSATION OF THE ABOVE CYCLOHEXANONE WITH 2-HYDROXYISOBUTYRIC ACID. In a three-necked flask provided with refrigeration, central stirring and an azeotropic tube, there was refluxed a mixture consisting of 0.1 mole (20.8g) of the previously prepared cyclohexanone, 0.12 mole (12.48g) of α-hydroxy-isobutyric acid, 13.1 g of ammonium carbonate and 0.5g p-toluene sulfonic acid in 180 ml of toluene. After separation of the theoretical amount of water, the toluene solution was washed with water, then with soda diluted to 10percent and again with water. The toluene solution was concentrated under vacuum. The obtained residue has been crystallized from isopropanol. After recrystallization in isopropanol, there was obtained about 15g of the title compound having a melting point of 205° C. The results of the elemental analysis of the thus-obtained product are given in table I hereunder.

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

20:EXAMPLE 20

EXAMPLE 20 The same reactants were used as in Example 18 with the addition of calcium oxide (2 g) to the refluxing solution. Heating was continued for 21/4 hours. Treatment of the reaction mixture as in Example 18 gave a cyclohexanone fraction (3.7 g), a caprolactam fraction (4.2 g; containing 85percent lactam by I.R.) and residue (0.2 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

21:EXAMPLE 21

EXAMPLE 21 The same reactants were used as in Example 18 with the addition of water (2 cc) to the refluxing solution. Heating was continued for 3 hours. Treatment of the reaction mixture as in Example 18 gave a cyclohexanone fraction (3.3 g), a caprolactam fraction (4.5 g; containing 65percent lactam by I.R.) and residue (0.2 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

22:EXAMPLE 22

EXAMPLE 22 Potassium hydroxide (4.9 g), methanol (40 cc) and peroxide (10 g) were heated together under reflux for 23/4 hours. Treatment of the reaction mixture as in Example 18 gave a cyclohexanone fraction (1.9 g), a caprolactam fraction (4.4 g; containing 80percent lactam by I.R.), and a higher-boiling fraction (0.4 g; containing 55percent lactam by I.R.).

Hide Experimental Procedure

Centre Europeen de Recherches Mauvernar

Patent: US4000292 A1, 1976 ; Title/Abstract Full Text Show Details

2:Condensation of cyclohexanone prepared hereabove with 2-mercaptopropionic acid.

Condensation of cyclohexanone prepared hereabove with 2-mercaptopropionic acid. Using 20.2 g of the cyclohexanone prepared in the immediately preceding step, 12.72g of 2-mercaptopropionic acid, 13.1 g of ammonium carbonate and 0.5g of p-toluene sulfonic acid, there was obtained by the same method as in example 1.12g of the title compound having a melting point of 194° C. The results of the elemental analysis of the thus obtained product are given in table I hereunder.

BP Chemicals International Limited

Hide Experimental Procedure

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

31:EXAMPLE 31

EXAMPLE 31 Sodium (2g) was dissolved in methanol (30 cc) and the peroxide (Ib) (10 g), dissolved in methanol (10 cc), added. The mixture was heated under reflux for 11/2 hours when no peroxide remained. Water (ca. 30 cc) was added to the reaction mixture and the solution made just acid to Congo red with hydrochloric acid; extraction with chloroform followed by evaporation of the solvent and distillation at 15 mm. gave cyclohexanone (4.7 g) and a caprolactam fraction (4.2 g) containing 93percent by weight of caprolactam (by infra-red spectroscopy).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

32:EXAMPLE 32

EXAMPLE 32 As in Example 31 but at the end of the reflux period the bulk of the methanol was evaporated at 15 mm Hg, the residue diluted with water, neutralised with acid and extracted with chloroform. Distillation gave cyclohexanone (4.1 g) and a caprolactam fraction (4.5 g), 87percent pure by infra-red spectroscopy.

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

32:EXAMPLE 32

EXAMPLE 32 1,1'-Dihydroxydicyclohexyl peroxide (26.5 g.) 0.880 ammonia (12.5 cc.), water (35 cc.), methanol (12 cc.) and E.D.T.A. (0.2 g.) were stirred together until the solid peroxide had dissolved and the mixture left at room temperature overnight. The product was extracted with ether and the ethered extract on distillation, gave cyclohexanone (<1 g.) and 1,1'-peroxy-dicyclohexylamine (17.6 g.).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

33:EXAMPLE 33

EXAMPLE 33 As in Example 31 but replacing methanol by ethanol. Heating time 1/2 hour. Distillation gave cyclohexanone (2.3g), a caprolactam fraction (3.7 g), a higher boiling fraction (2.4 g) and residue (0.7 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

34:EXAMPLE 34

EXAMPLE 34 Sodium (1.2 g) was dissolved in ethanol (50 cc) and peroxide (Ib) (10 g) in ethanol (40 cc) added. The resulting solution was refluxed for 4 hours, the bulk of the ethanol removed on the water pump and the residue treated as in Example 31. There were obtained cyclohexanone (2.5 g), caprolactam fraction (4.0 g) containing 76percent by weight of caprolactam, a higher-boiling fraction (1.2 g) containing 10 - 15percent caprolactam, and a residue (0.5 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

35:EXAMPLE 35

EXAMPLE 35 Potassium (3.4 g) dissolved in methanol (30 cc) was treated with the peroxide (Ib) (10 g) in methanol (10 cc) and the mixture refluxed for 2 hours. The reaction mixture was treated as in Example 31 and gave cyclohexanone (3.6 g), a caprolactam fraction (3.8 g) containing 83percent caprolactam, by weight, and a residue (0.5 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

36:EXAMPLE 36

EXAMPLE 36 Lithium (0.8 g) dissolved in methanol (40 cc) and peroxide (Ib) (10 g) in methanol (10 cc were mixed and refluxed for 101/2 hours. The reaction mixture was treated as in Example 1 and gave cyclohexanone (3.8 g), a caprolactam fraction, (2.7 g), containing 59percent caprolactam by weight, a higher-boiling fraction (1.0 g) containing 30percent caprolactam by weight, and residue (0.5 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

37:EXAMPLE 37

EXAMPLE 37 Sodium (2 g) was dissolved in methanol (25 cc) and peroxide (Ib) (10 g) added, the mixture was refluxed for 1 hour. The reaction product was then diluted with water, and then extracted with chloroform without acidification to give cyclohexanone (2.9 g), a caprolactam fraction (4.8 g), containing 65percent caprolactam by weight, a higher-boiling fraction (0.3 g), containing 37percent caprolactam by weight and a residue (0.2 g).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

39:EXAMPLE 39

EXAMPLE 39 Sodium phenoxide (11.0 g) in methanol (30 cc) was mixed with peroxide (Ib) (10 g) in methanol (10 cc) and heated under reflux for 61/4 hours. The product was diluted with water, the solution extracted with chloroform and the extract distilled to give cyclohexanone (1.8 g), a caprolactam fraction (4.3 g, containing 70percent lactam by I.R.) and residue (0.15 g).

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

41:EXAMPLE 41

EXAMPLE 41 Sodium (2 g.) was dissolved in methanol (30 c.c.) and 1,1'-peroxydicyclohexylamine (10 g.), dissolved in methanol (10 c.c.) added. The mixture was heated under reflux for 11/2 hrs when no peroxide remained. Water (ca. 30 c.c.) was added to the reaction mixture and the solution made just acid to Congo red with hydrochloric acid; extraction with chloroform followed by evaporation of the solvent and distillation at 15 mm. gave cyclohexanone (4.7 g.) and a caprolactam fraction (4.2 g.) containing 93percent by weight of caprolactam (by infra-red spectroscopy).

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

42:EXAMPLE 42

EXAMPLE 42 The same procedure was used as in Example 1 but at the end of the reflux period the bulk of the methanol was evaporated at 15 mm., the residue diluted with water, neutralised with acid and extracted with chloroform. Distillation gave cyclohexanone (4.1 g.) and a caprolactam fraction (4.5 g.), 87percent pure by infra-red spectroscopy.

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

43:EXAMPLE 43

EXAMPLE 43 The same procedure was used as in Example 1 but replacing methanol by ethanol. Heating time one-half hour. Distillation gave cyclohexanone (2.3 g.), a caprolactam fraction (3.7 g.), a higher boiling fraction (2.4 g.) and residue (0.7 g.).

Hide Experimental Procedure

44:EXAMPLE 44

EXAMPLE 44 Sodium (1.2 g.) was dissolved in ethanol (50 c.c) and 1,1'-peroxydicyclohexylamine (10 g.) in ethanol (40 c.c) added.

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

The resulting solution was refluxed for 4 hours, the bulk of the ethanol removed on the water pump and the residue treated as in Example 1. There were obtained cyclohexanone (2.5 g.)., caprolactam fraction (4.0 g.) containing 76percent by weight of caprolactam, a higher-boiling fraction (1.2 g.) containing 10-15percent caprolactam, and a residue (0.5 g.).

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

45:EXAMPLE 45

EXAMPLE 45 Potassium (3.4 g.) dissolved in methanol (30 c.c.) was treated with 1,1'-peroxydicyclohexylamine (10 g.) in methanol (10 c.c.) and the mixture refluxed for 2 hours. The reaction mixture was treated as in Example 1 and gave cyclohexanone (3.6 g.), a caprolactam fraction (3.8 g.) containing 83percent caprolactam by weight, and a residue (0.5 g.).

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

46:EXAMPLE 46

EXAMPLE 46 Lithium (0.8 g) dissolved in methanol (40 c.c.) and 1,1'-peroxydicyclohexylamine (10 g.) in methanol (10 c.c.) were mixed and refluxed for 101/2 hours. The reaction mixture was treated as in Example 1 and gave cyclohexanone (3.8 g.), a caprolactam fraction, (2.7 g.), containing 5percent caprolactam by weight, a higher-boiling fraction (1.0 g.) containing 30percent caprolactam by weight, and residue (0.5 g.).

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

47:EXAMPLE 47

EXAMPLE 47 Sodium (2 g.) was dissolved in methanol (25 c.c.) and 1,1'-peroxydicyclohexylamine (10 g.) added, the mixture was refluxed for 1 hour. The reaction product was then diluted with water, and then extracted with chloroform without acidification to give cyclohexanone (2.9 g.), a caprolactam fraction (4.8 g.), containing 65percent caprolactam by weight, a higher-boiling fraction (0.3 g.), containing 37percent caprolactam by weight and a residue (0.2 g.).

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

48:EXAMPLE 48

EXAMPLE 48 Sodium hydroxide (3.5 g.) was dissolved in methanol (30 c.c.) and 1,1'-peroxydicyclohexylamine (10 g.) dissolved in methanol (10 c.c.) was added and the mixture heated to reflux for 21/2 hours. After heating the solution was diluted with water and extracted with chloroform. Distillation gave a cyclohexanone fraction (4.0 g.), a caprolactam fraction (4.4g.) containing 75percent lactam by I.R.), and residue (0.1 g.).

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

49:EXAMPLE 49

EXAMPLE 49 The same reactants heated to reflux were used as in Example 8 with the addition of magnesium sulphate monohydrate (1.5 g.) to the refluxing solution. Heating was continued for 51/4 hours. Treatment of the reaction mixture as in Example 8 gave a cyclohexanone fraction (2.8 g.), a caprolactam fraction (4.1 g. containing 81percent lactam by I.R.), and residue (0.2 g).

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

50:EXAMPLE 50

EXAMPLE 50 The same reactants were refluxed together as in Example 8 with the addition of calcium oxide (2 g.) to the refluxing solution. Heating was continued for 21/4 hours. Treatment of the reaction mixture as in Example 8 gave a cyclohexanone fraction (3.7 g.), a caprolactam fraction (4.2 g. containing 85percent lactam by I.R.), and residue (0.2 g.).

BP Chemicals (U.K.) Limited

Hide Experimental Procedure

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

52:EXAMPLE 52

EXAMPLE 52 Potassium hydroxide (4.9 g.), methanol (40 c.c.) and 1,1'-peroxydicycohexylamine (10 g.) were heated together under reflux for 23/4 hours. Treatment of the reaction mixture as in Example 8 gave a cyclohexanone fraction (1.9 g.), a caprolactam fraction (4.4 g. containing 80percent by lactam by I.R.), and a higher-boiling fraction (0.4 g. containing 55percent lactam I.R.).

Hide Experimental Procedure

BP Chemicals (U.K.) Limited

Patent: US3947406 A1, 1976 ; Title/Abstract Full Text Show Details

56:EXAMPLE 56

EXAMPLE 56 Sodium phenoxide (11.0 g.) in methanol (30 c.c) was mixed with 1,1'-peroxydicyclohexylamine (10 g.) in methanol (10 c.c.) and heated under refluxed for 61/4 hours. The product was diluted with water, the solution extracted with chloroform and the extract distilled to give cyclohexanone (1.8 g), a caprolactam fraction (4.3 g. containing 70percent lactam by I.R.) and residue (0.15 g.).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

64:EXAMPLE 64

EXAMPLE 64 To a stirred mixture of cyclohexane (19.6 g.) and ethanol (50 c.c.), kept at or below 0°C, was added 1-amino-3,3,5-trimethylcyclohexyl hydroperoxide (17.3 g., 78percent pure); solution was complete in ca. 10 min. To the solution was added conc. sulphuric acid (3 drops) and magnesium sulphate and the mixture was stored at 0°C for 3 days. The solid was filtered off, the filtrate washed with water, dried and distilled, to give cyclohexanone, dihydroisophorone and a fraction (11.5 g.), b.p. 90° - 100°C at 0.02 mm. Hg., peroxide equivalent 179. By mass spectroscopy the product was shown to contain the unsymmetrical peroxide 1,1'-amino-3,3,5-trimethylcyclohexylamine. SPC65 and the symmetrical peroxide 1,1'-peroxydicyclohexylamine in the ratio 1:9.

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

78:EXAMPLE 78

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

79:EXAMPLE 79

EXAMPLE 79 1,1'-Dihydroxydicyclohexyl peroxide (26.5 g.), 0.880 ammonia (12.5 cc.), water (35 cc.), methanol (12 cc.) and E.D.T.A. (0.2 g.) were stirred together until the solid peroxide had dissolved and the mixture left at room temperature overnight. The product was extracted with ether and the ethered extract on distillation, gave cyclohexanone (<1 g.) and 1,1'-peroxy-dicyclohexylamine (17.6 g.).

Hide Experimental Procedure

BP Chemicals International Limited

Patent: US3983142 A1, 1976 ; Title/Abstract Full Text Show Details

7:EXAMPLE 7

EXAMPLE 7 The peroxide (Ia) (10 g), dissolved in chloroform (20 cc) was fed to the reactor used in Example 1 through which a slow stream of nitrogen was passed at a temperature and pressure of 440° and 15 mm respectively during 35 minutes. Solvent was evaporated from the product, the residue treated with petrol, the solution cooled and imide (5.6 g) filtered off. The filtrate was evaporated and residue distilled to give cyclohexanone (0.7 g), a caprolactam fraction (0.9 g), and a fraction (1.6 g) containing mainly 11-cyanoundecanoic acid with some 11carbamoylundecanoic acid (IVa).

Hide Experimental Procedure

Sagami Chemical Research Center

Patent: US4020171 A1, 1977 ;

Title/Abstract Full Text Show Details

B.5:EXAMPLE B-5

EXAMPLE B-5 Cyclohexanone diisopropyl mercaptal S-oxide (110 mg) was dissolved in 5 ml. of ethanol, and 0.2 ml. of acetic acid was added. The mixture was stirred at 60° C. for 5 hours, and the amount of the resulting cyclohexanone was determined by the reaction with 2,4-dinitrophenyl hydrazine.

Hide Experimental Procedure

Allied Chemical Corporation

Patent: US4171313 A1, 1979 ; Title/Abstract Full Text Show Details

69:Oxidation of Cyclohexanone With H2 O2 Using Supported Catalysts

The iodine-starch test also indicated the presence of unreacted peroxidic material. The mixture was evaporated, diluted with water, and extracted with chloroform. The chloroform layers were again evaporated. Proton NMR of the resulting residue indicated the presence of caprolactone and cyclohexanone. Addition of NMR internal standard (trichloroethylene) indicated 0.25 g of caprolactone, i.e., 8percent conversion of cyclohexanone with a catalyst turn-over number (t.o.) of 314.

Hide Experimental Procedure

Brichima S.p.A.

Patent: US4217290 A1, 1980 ; Title/Abstract Full Text Show Details

2:EXAMPLE 2

Yield of useful products with respect to H2 O2 70.1percent. Yield with respect to cyclohexanone 58.2percent.

Hide Experimental Procedure

Brichima S.p.A.

Patent: US4217290 A1, 1980 ; Title/Abstract Full Text Show Details

12:EXAMPLE 12

The following are obtained from the extract: monoamide of 1,9-nonandioic acid 14.7 g diamide of 1,11-undecandioic acid 7.2 g Yield with respect to H2 O2 70percent. Yield with respect to cyclohexanone 54percent.

Hide Experimental Procedure

ROHM AND HAAS COMPANY

Patent: EP872463 A1, 1998 ; Title/Abstract Full Text Show Details

2:Example 2

Example 2 : Chlorination of Enamine A solution of 5.0 g (33 mmol) of 1-pyrrolidino-1-cyclohexene contaminated with cyclohexanone was prepared using 20 mL of ethyl acetate. The solution was cooled to 0-5° C; a solution of 2.55 g (11 mmol) of TCIA in 10 mL of ethyl acetate was added dropwise, keeping the temperature below 15° C. Once addition was complete the reaction was warmed to room temperature and stirred overnight. Solids were removed by vacuum filtration and the filtrate evaporated to dryness in vacuo.The resultant oily residue was dissolved in 20 mL of ethyl acetate. Aqueous hydrochloric acid (10 mL of a 10percent solution) was added and the reaction stirred at room temperature overnight. GC indicated the reaction was complete and contained a 3:2 mix of 2chlorocyclohexane and cyclohexanone, the latter an impurity in the starting material.

Hide Experimental Procedure

Brichima S.p.A.

Patent: US4217290 A1, 1980 ; Title/Abstract Full Text Show Details

7:EXAMPLE 7

EXAMPLE 7 The process of Example 1 was repeated, but using a catalytic system consisting of 7 g of TiCl3 and 10 g of Fe. The following products were obtained: 8-cyanooctanoic acid 13.9 g 1,9-dicyanononane 7.1 g Yield with respect to H2 O2 79percent. Yield with respect to cyclohexanone 70percent.

Brichima S.p.A.

Hide Experimental Procedure

Patent: US4217290 A1, 1980 ; Title/Abstract Full Text Show Details

9:EXAMPLE 9

Yield of useful products with respect to H2 O2 77.5percent. Yield with respect to cyclohexanone 83.7percent.

Hide Experimental Procedure

Nikken Chemicals Company, Limited

Patent: EP943615 A1, 1999 ; Title/Abstract Full Text Show Details

9:Synthesis of 4-cyclohexyl-6-methyl-2-[4-(2-methylimidazo[4,5-c]pyridin-1-yl)phenyl]-1,4-dihydropyridin-3,5-dicarboxylate 3-ethylester, 5-[3-(3-pyridyl)propyl]ester (Compound 9) Starting material Ethyl 4'-(2-methylimidazo[4,5-c]pyridin-1-yl)benzoylacetate 3-Aminocrotonate 3-(3-pyridyl)propylester Cyclohexanal NMR: 1.04 (3H, t), 1.06 - 2.02 (11H, m), 2.05 (2H, m), 2.44 (3H, s), 2.57 (3H, s), 2.80 (2H, t), 4.01 (2H, m), 4.13 (1H, d), 4.21 (2H, m), 7.06 (1H, d), 7.24 (1H, m), 7.37 (2H, d), 7.55 (1H, m), 7.59 (2H, d), 8.25 (1H, m), 8.45 (1H, d), 8.50 (1H, s), 9.02 (1H, s)

Hide Experimental Procedure

BABCOCK-HITACHI KABUSHIKI KAISHA

Patent: EP189312 B1, 1991 ; Title/Abstract Full Text Show Details

Comparative exmaple 1

Comparative exmaple 1 In Example 65, reaction was carried out without adding water to obtain 1.8 g of cyclohexanone in 30 minutes.

Hide Experimental Procedure

BABCOCK-HITACHI KABUSHIKI KAISHA

Patent: EP189312 B1, 1991 ; Title/Abstract Full Text Show Details

69:Example 69

Example 69 Experiment was carried out in the same manner as in Example 66 except that in place of hmpa (60 g), ethylene glycol dibutyl ether (50 g) was added as the solvent for the Pd(2)C2*(PhCN)2 complex, to obtain 12.8 g of cyclohexanone in 30 minutes.

Hide Experimental Procedure

BABCOCK-HITACHI KABUSHIKI KAISHA

Patent: EP189312 B1, 1991 ; Title/Abstract Full Text Show Details

70:Example 70

Example 70 Experiment was carried out in the same manner as in Example 66 except that in place of hmpa (60 g), diethylene glycol monomethyl ether (60 g) was added as the solvent for the Pd(2)C2*(PhCN)2 complex, to obtain 11.2 g of cyclohexanone in 30 minutes.

Hide Experimental Procedure

BABCOCK-HITACHI KABUSHIKI KAISHA

Patent: EP189312 B1, 1991 ; Title/Abstract Full Text Show Details

71:Example 71

Example 71 Reaction was carried out in the same manner as in Example 51 except that Cu(1)C (50 g, 0.5 mol) was fed and the concentration of the oxygen complex was made 0.290 mol/, to obtain 19.6 g of cyclohexanone in 20 minutes.

72:Example 72

Example 72

Hide Experimental Procedure

BABCOCK-HITACHI KABUSHIKI KAISHA

Patent: EP189312 B1, 1991 ; Title/Abstract Full Text Show Details

Reaction was carried out in the same manner as in Example 65 except that in place of hmpa (60 g), PhCN (58 g) was fed as the solvent for the Pd(2)C2*(PhCN)2 complex, to obtain 10.7 g of cyclohexanone in 50 minutes.

Faust Pharmaceuticals

Patent: EP1992637 A1, 2008 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

1:1)

To a stirred solution of Bu4NBr (3.0 g) and sodium ethoxide (31.8 g) in acetonitrile (200 mL) cooled by an ice bath, under a nitrogen atmosphere, a solution of ethyl N-(diphenylmethylene)glycinate (25.0 g) and ethyl acrylate (51.0 g) in acetonitrile (200 mL) was added. The mixture was stirred at 0°C to 4°C overnight then 4 Hrs at 5°C to 10°C and then was filtered. The filtrate was hydrolyzed with 5percent citric acid (aq.) and extracted with ethyl acetate. The organic layer was dried and solvent removed to give an orange oil which was purified by chromatography on silica gel (ethyl acetate: isohexane (10:90)) to give a mixture of cyclohexanone diastereomers as a yellow oil (30.0 g, 76percent). M/Z (M+H2O-benzophenone+H)+ = 258.

The Board of Trustees of the University of Illinois

Patent: US2011/15397 A1, 2011 ; Location in patent: Page/Page column 12-14 ;

Title/Abstract Full Text Show Details

BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; BIELAWSKI, Christopher W.; DREYER, Daniel R.; JIA, Hong-Peng

Patent: WO2011/150329 A2, 2011 ; Location in patent: Page/Page column 49-50 ;

Title/Abstract Full Text Show Details

Yeda Research and Development Co., Ltd.

Patent: US2012/197033 A1, 2012 ; Location in patent: Page/Page column 10 ;

Title/Abstract Full Text Show Details

75 %Chromat.

With tetrafluoroboric acid; water; palladium diacetate; p-benozquinone in N,N-dimethyl acetamide; acetonitrile

T=20°C; 16 h; Hide Experimental Procedure

CALIFORNIA INSTITUTE OF TECHNOLOGY; MORANDI, Bill; GRUBBS, Robert H.; WICKENS, Zachary K.

Patent: US2014/194604 A1, 2014 ; Location in patent: Paragraph 0122; 0127; 0149 ; Title/Abstract Full Text Show Details

4.4:Example 4.2

General procedure: [0122] General Procedure 2 (Table 2 and Scheme 1): Palladium acetate (11.5 mg, 0.05 mmol, 5 mol percent) and benzoquinone (108 mg, 1.00 mmol) were charged in a resealable 20-mL vial under air. A mixture of DMA (2.2 mL), MeCN (2.2 mL) and water (0.63 mL) was added, followed by the addition of aqueous HBF4 (0.18 mL, 48percent in water, 1.38 mmol). After the addition of the corresponding substrate (1.00 mmol), the homogenous reaction mixture was stirred for 16 h at room temperature. The crude reaction mixture was then diluted with brine (30 mL) and ether (30 mL), the phases were separated and the aqueous phase was further extracted (2×) with ether. The combined organic phases were then dried over Na2SO4, filtered, and evaporated in vacuo. In some cases, NMRanalysis of the crude mixture was performed to determine the regioselectivity of the process. The crude product was then further purified by column chromatography on silica gel using pentane/ether as eluent. [0125] Octan-4-one (Table 2, Entry 2). Cis-4-octene was reacted following the General Procedure 2. The mixture of crude products was analyzed by GC using tridecane as a standard. Yields of products: 3percent 2-octanone, 3percent 3-octanone, 70percent 4-octanone. A

Synthesize Find similar

36 Synthesize Find similar

Rx-ID: 8678368 Find similar reactions

A: 46.2%

With CuO(5.5percent)/WO3 (impregnation) in acetonitrile

T=70°C; 12 h; Reagent/catalyst;

Acharyya, Shankha S.; Ghosh, Shilpi; Bal, Rajaram

Green Chemistry, 2015 , vol. 17, # 6 p. 3490 - 3499 Title/Abstract Full Text View citing articles Show Details

A: 11%

With tert.-butylhydroperoxide; 3,5-Cl2salen, [N,N'-bis (3,5-dihalogen substituted salicylaldehyde)ethylenediimine]manganese(III)chloride

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ;

T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

18:EXAMPLE 18

An autoclave was charged with 20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis (3,5-dihalogen substituted salicylaldehyde)ethylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter and finally filled with air at 600 psi pressure. The mixture was stirred at 110° C. for 22 hours. After the completion of the reaction, the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the obtained liquid mixture (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector(FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are shown in table 2.

A: 11%

With tert.-butylhydroperoxide; 5-Brsalen, T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

10:EXAMPLE 10

In an autoclave, 20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(5-halogen substituted salicylaldehyde)ethylendediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were taken and pressurized with air at 600 psi. The reaction mixture was constantly stirred at 110° C. for 22 hours. After completion of the reaction, the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the product mixture(unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are presented in table 2. Hide Details

A: 10%

With tert.-butylhydroperoxide; 3,5-Cl2salcyhexene, [N,N'-bis(3,5dihalogen substituted salicylaldehyde)1,2-phenylenediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

21:EXAMPLE 21

An autoclave was charged with 20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(3,5dihalogen substituted salicylaldehyde)1,2-phenylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter. Autoclave was pressurized with air at 600 psi and stirred at 110° C. for 22 hours. After completion of the reaction, the solvent and the cyclohexane layer was separated and added 10 ml of methanol to the products (unreacted cyclohexane, cyclohexanol cyclohexanone and adipic acid) which were separated by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are presented in table 2. A: 10%

With tert.-butylhydroperoxide; 3,5-Cl2salophene, [N-N' bis(3,5dihalogen substituted salicylaldehyde)1,2-phenylenediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

20:EXAMPLE 20

20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N-N' bis(3,5dihalogen substituted salicylaldehyde)1,2-phenylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were filled in an autoclave and pressurized with air at 600 psi. The temperature of the reaction mixture was maintained at 110° C. with constant stirring. At the end of the reaction, the solvent and cyclohexane layer was separated and added 10 ml of methanol to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were separated by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector (FID).The identity of the products were confirmed by GC mass spectroscopy using standard compounds. The results are shown in table 2. A: 9%

With tert.-butylhydroperoxide; 3,5-Cl2saltin, [N,N'-bis(3,5-dihalogen substituted salicylaldehyde) 1,3-propylendeiimine]manganese(III)chloride T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

19:EXAMPLE 19

20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(3,5-dihalogen substituted salicylaldehyde) 1,3-propylendeiimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were filled in an autoclave and pressurized with air at 600 psi. The reaction temperature was maintained at 110° C. with stirring for 22 hours. At the end of the reaction the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the products(unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were separated by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector(FID). The identity of the products were confirmed by GC mass spectroscopy using standard compounds. The results are tabulated in table 2. A: 9%

With tert.-butylhydroperoxide; 5-Brsalophene, [N,N'-bis(5-halogen substituted salicylaldehyde) 1,2 phenylenediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

12:EXAMPLE 12

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

In an autoclave, 20 g of solvent, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(5-halogen substituted salicylaldehyde) 1,2 phenylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were charged with air at 600 psi pressure. The reaction mixture was stirred constantly at 110° C. for 22 hours. At the end of the reaction, the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography (Shimadzu GC 14B) using a carbowax column and flame ionization detector(FID). The identity of the products were confirmed by GC mass spectroscopy using standard compounds. The results are shown in table 2.

A: 9%

With tert.-butylhydroperoxide; 5-Brsaltin, [N,N'-bis(5-halogen substituted salicylaldehyde) 1,3propylenediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

11:EXAMPLE 11

In an autoclave, 20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(5-halogen substituted salicylaldehyde) 1,3-propylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were charged with air at 600 psi pressure. The reaction mixture was continuously stirred at 110° C. for 22 hours. At the end of the reaction, the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector(FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are tabulated in table 2. A: 9%

With tert.-butylhydroperoxide; 5-NO2salcyhexane, [N,N'-bis(5-nitro or and 3,5dinitrosalicylaldehyde)1,2-cyclohexanediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

17:EXAMPLE 17

In an autoclave, 20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(5-nitro or and 3,5-dinitrosalicylaldehyde)1,2-cyclohexanediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were filled and pressurized with air at 600 psi. The reaction mixture was constantly stirred at 110° C. for 22 hours. At the end of the reaction the solvent and cyclohexane layer was separated and added 10 ml of methanol to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are presented in table 2. A: 8%

With tert.-butylhydroperoxide; 5-Brsalicyhexene, [N,N'-bis(5-halogen substituted salicylaldehyde)1,2-cyclohexanediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

13:EXAMPLE 13

20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(5-halogen substituted salicylaldehyde)1,2-cyclohexanediimine]manganese(III)chloride and 0.3 g of tertiary butylhydroperoxide as a promoter were filled in an autoclave and pressurized with air at 600 psi. The reaction mixture was stirred at 110° C. for 22 hours. After completion of the reaction,the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector (FID). The identity of the products were confirmed by GC mass spectroscopy using standard compounds. The results are tabulated in table 2. A: 8%

With tert.-butylhydroperoxide; 5-NO2salen, [N,N'-bis(5-nitro or and 3.5-dinitrosalicylaldehyde)1,2ethylenediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

14:EXAMPLE 14

20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(5-nitro or and 3.5-dinitrosalicylaldehyde)1,2-ethylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as promoter were charged in an autoclave and air was filled at 600 psi pressure. The reaction mixture was stirred at 110° C. for 22 hours. After completion of the reaction, the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector(FID). The identity of the compounds were confirmed by GC mass spectroscopy using standard compounds. The results are shown in table 2. A: 8%

With tert.-butylhydroperoxide; 5-NO2salophene, [N,N'-bis(5-nitro or and 3,5dinitrosalicylaldehyde) 1,2-phenylenediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

16:EXAMPLE 16

In an autoclave, 20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(5-nitro or and 3,5-dinitrosalicylaldehyde) 1,2-phenylenediimine]manganese(III)chloride and 0.3 g of of tertiary butyl hydroperoxide as a promoter were charged with air at 600 psi pressure. The reaction mixture was continuously stirred at 110° C. for 22 hours. After completion of the reaction, the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the products (unreacted cyclohexane, cyclohexananol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are shown in table 2. A: 8%

With tert.-butylhydroperoxide; 5-NO2saltin, [N,N'-bis(5-nitro or and 3,5-dinitrosalicylaldehyde) 1,3propylenediimine]manganese(III)chloride

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ;

T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

15:EXAMPLE 15

In an autoclave, 20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(5-nitro or and 3,5-dinitrosalicylaldehyde) 1,3-propylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were charged with air at 600 psi pressure. The reaction mixture was continuously stirred at 110° C. for 22 hours. At the end of the reaction, the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector(FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are presented in table 2. A: 8%

With tert.-butylhydroperoxide; [N,N'-bis(salicylaldehyde)1,3propylenediimine]manganese(III)chloride

T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 7 ; Title/Abstract Full Text Show Details

EXAMPLE 7:

EXAMPLE 7 20 g of cyclohexane, 10 g of solvent 0.5 g of encapsulated solid [N,N'-bis(salicylaldehyde)1,3-propylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were filled in an autoclave and pressurized with air at 600 psi. The reaction mixture was kept on stirring at 110° C. At the end of the reaction, the two layers formed was separated and 10 ml of methanol was added to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are presented in table 2. A: 8%

With tert.-butylhydroperoxide; chloro-[N,N'-bis(salicylidene)-1,2cyclohexanodiaminato]manganese(III)

T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 7 ; Title/Abstract Full Text Show Details

EXAMPLE 9:

EXAMPLE 9 An autoclave was charged with 20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(salicylaldehyde) 1,2-cyclohexanediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter and finally air was pressurized at 600 psi. The mixture was stirred at 110° C. for 22 hours. After completion of the reaction, the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the obtained liquid mixture (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are shown in table 2. A: 8%

With tert.-butylhydroperoxide; [Mn(N,N'-bis(salicylidene(-2H))-o-phenylenediamine)]Cl

T=110°C; P=31029.7 Torr; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 7 ; Title/Abstract Full Text Show Details

EXAMPLE 8:

EXAMPLE 8 20 g of cyclohexane, 10 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(salicylaldehyde) 1,2-phenylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were taken in an autoclave and pressurized with air at 600 psi. The temperature of the reaction mixture was maintained at 110° C. with continuous stirring. At the end of the reaction, the cyclohexane and solvent layers formed was separated and 10 ml of methanol was added to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are tabulated in table 2. A: 6%

With tert.-butylhydroperoxide; [N,N'-bis(5-halogen substituted salicylaldehyde) ethylenediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

22:EXAMPLE 22

In an autoclave 15 g of cyclohexane, 15 g of solvent, 0.5 g of encapsulated solid [N,N'-bis(5-halogen substituted salicylaldehyde) ethylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were charged with air at 600 psi pressure. The reaction mixture was stirred constantly at 110° C. for 22 hours. At the end of the reaction, the solvent and cyclohexane layer formed was separated and added 10 ml of methanol to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatogragphy using a carbowax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The conversion of cyclohexane was 16percent wt. and the adipic acid was 6percent wt. A: 5%

With tert.-butylhydroperoxide; [N,N?-bis(salicylaldehyde/and 3,5-mono or disubstituted chloro, bromo or nitro salicylaldehyde) 1,2-phenylenediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

4:EXAMPLE 4

In an autoclave, 30 g of cyclohexane, 0.5 g of encapsulated solid [N,N?-bis(salicylaldehyde/and 3,5-mono or disubstituted chloro, bromo or nitro salicylaldehyde) 1,2-phenylenediimine]manganese(III)chloride and 0.5 g of tertiary butyl hydroperoxide as a promoter filled and pressurized with air at 600 psi. The reaction temperature was maintained at 110 C. with stirring. At the end of the reaction, 10 ml of methanol was added to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analysed by gas chromatography

using a carbowax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are presented in table 1.

A: 4%

With tert.-butylhydroperoxide; [N,N'-bis(salicylaldehyde) ethylenediimine]manganese(III)chloride

T=110°C; P=31029.7 Torr; 22 h; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

EXAMPLE 1:

20 g of cyclohexane, 10 g of solvent, 0.5 g of [N,N'-bis(salycylaldehyde)ethylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were taken in an autoclave and pressurized with air at 600 psi. The reaction mixture was stirred at 110° C. for 22 hours. At the end of the reaction the solvent and cyclohexane layer was separated and 10 ml of methanol was added to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbo wax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The conversion of cyclohexane was 13percent wt and the adipic acid was 4percent wt. A: 4%

With tert.-butylhydroperoxide; [N,N'-bis(salicylaldehyde/and 3,5 mono or disubstituted chloro, bromo or nitro salicylaldehyde) 1.2-cyclohexanediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

5:EXAMPLE 5

In an autoclave, 30 g of cyclohexane, 0.5 g of encapsulated solid [N,N'-bis(salicylaldehyde/and 3,5 mono or disubstituted chloro, bromo or nitro salicylaldehyde) 1.2-cyclohexanediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxideas a promoter were taken and was filled with air at 600 psi pressure. The reaction temperature was monitered at 110° C. with constant stirring. At the end of the reaction, 10 ml of methanol was added to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector(FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are tabulated in table 1. A: 4%

With tert.-butylhydroperoxide; [N,N'-bis(salicylaldehyde/and 3,5-mono or di substituted chloro, bromo or nitro salicylaldehyde)ethylenediimine]manganese(III)chloride T=110°C; P=31029.7 Torr; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

2:EXAMPLE 2

In an autoclave, 30 g of cyclohexane, 0.5 g of encapsulated solid [N,N'-bis(salicylaldehyde/and 3,5-mono or di substituted chloro, bromo or nitro salicylaldehyde)ethylenediimine]manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were filled and pressurized with air at 600 psi. The temperature of the reaction mixture maintained at 110° C. with stirring. At the end of the reaction, 10 ml of methanol was added to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector(FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are shown in table 1. A: 3%

With tert.-butylhydroperoxide; {N,N'-bis(salicylaldehyde/and 3,5-mono or di substituted chloro, bromo or nitro salicylaldehyde) 1,3-propylenediimine}manganese(III)chloride T=110°C; P=31029.7 Torr; Hide Experimental Procedure

Council of Scientific and Industrial Research

Patent: US6392093 B1, 2002 ; Location in patent: Page column 5 ; Title/Abstract Full Text Show Details

3:EXAMPLE 3

In an autoclave, 30 g of cyclohexane, 0.5 g of encapsulated solid {N,N'-bis(salicylaldehyde/and 3,5-mono or di substituted chloro, bromo or nitro salicylaldehyde) 1,3-propylenediimine}manganese(III)chloride and 0.3 g of tertiary butyl hydroperoxide as a promoter were taken and pressurized with air at 600 psi. The reaction mixture was stirred at 110° C. At the end of the reaction, 10 ml of methanol was added to the products (unreacted cyclohexane, cyclohexanol, cyclohexanone and adipic acid) which were then separated from the solid catalyst by centrifugation and analyzed by gas chromatography using a carbowax column and flame ionization detector (FID). The identity of the products was confirmed by GC mass spectroscopy using standard compounds. The results are tabulated in table 1.

With oxygen; Bi-MCM-41

T=150°C; P=7500.6 Torr; 4 h; Product distribution; Further Variations:Catalystsreaction time;

Qian, Guang; Lu, Gaomeng; Ji, Dong; Zhao, Rui; Qi, Yanxing; Suo, Jishuan

Chemistry Letters, 2005 , vol. 34, # 2 p. 162 - 163 Title/Abstract Full Text View citing articles Show Details

With phosphoric acid; water

T=24.84°C; Electrochemical reaction; Product distribution; Further Variations:Reaction partnersSolventsReagents;

Yamanaka; Furukawa; Otsuka

Chemical Communications, 2000 , # 22 p. 2209 - 2210 Title/Abstract Full Text View citing articles Show Details

With oxygen; acetic acid; Fe(acac)3; cobalt(II) acetate; chromium(lll) acetate in water

T=20 - 105°C; P=15001.5 Torr; 0.333333 - 1.26667 h; Product distribution / selectivity; Hide Experimental Procedure

Fache, Eric

Patent: US2005/277787 A1, 2005 ; Location in patent: Page/Page column 2-4 ; Title/Abstract Full Text Show Details

1; 4; 6:

EXAMPLE 1; The reagents below are loaded into a 1.5 l titanium autoclave equipped with heating means via a heating collar, cooling means, a turbomixer and means for introducing and removing gas and for pressure regulation, the autoclave being purged beforehand with nitrogen: 292.5 g of cyclohexane 357 g of acetic acid 3.4 g of cyclohexanone 4.16 g (16.7 mmol of Co) of cobalt acetate tetrahydrate 0.162 g

(0.74 mmol of Cr) of chromium acetate dihydrate 1.183 g (3.2 mmol of Fe) of iron acetylacetonate 0.8 g of water. After closing the reactor, it is stirred at 1 000 rpm, a nitrogen pressure of 20 bar is created at 20° C. and heat is applied. The temperature reaches 105° C. in the bulk over 20 min. The nitrogen is replaced with air containing 5percent oxygen under a pressure of 20 bar. The normal gas flow rate of the air is 250 l/h. After a brief period of about a few minutes without consumption of oxygen, the temperature rises by a few degrees and oxygen consumption is observed. The oxygen content of the air is gradually increased to a value of 21percent. The oxygen content in the gas leaving the reactor remains less than 5percent. After reaction for 76 minutes, 52.8 normal litres of oxygen have been consumed, corresponding to a degree of conversion of the cyclohexane of about 20percent. After stopping the flushing with air and cooling to a temperature of 70° C., the reaction mixture is analysed to determine the degree of conversion and the selectivity. These analyses are performed by gas chromatography (the term "selectivity"-ST-means the molar ratio, expressed as a percentage of the number of moles metered, of a species relative to the theoretical number of moles of the species calculated from the number of moles of cyclohexane effectively converted).; EXAMPLE 4; Example 1 is repeated in the same apparatus and under the same operating conditions, but loading the following compounds into the reactor: 292.5 g of cyclohexane 357 g of acetic acid 3.4 g of cyclohexanone 4.13 g (16.6 mmol of Co) of cobalt acetate tetrahydrate 0.2325 g (1.06 mmol of Cr) of chromium acetate dihydrate 1.086 g (3.1 mmol of Fe) of iron acetylacetonate 0.8 g of water. The reaction time is 73 minutes.; EXAMPLE 6; The reagents below are loaded into a 1.5 l titanium autoclave equipped with heating means via a heating collar, cooling means, a turbomixer and means for introducing and removing gas and for pressure regulation, the autoclave being purged beforehand with nitrogen: 292.5 g of cyclohexane 357 g of acetic acid 3.67 g of cyclohexanone 4.13 g (16.6 mmol of Co) of cobalt acetate tetrahydrate 0.1595 g (0.73 mmol of Cr) of chromium acetate dihydrate 1.0895 g (3.1 mmol of Fe) of iron acetylacetonate 0.8 g of water. After closing the reactor, it is stirred at 1 000 rpm, a nitrogen pressure of 20 bar is created at 20° C. and heat is applied. The temperature reaches 105° C. in the bulk over 20 min. The nitrogen is replaced with air containing 5percent oxygen under a pressure of 20 bar. The normal gas flow rate of the air is 250 l/h. After a brief period of about a few minutes without consumption of oxygen, the temperature rises by a few degrees and oxygen consumption is observed. The oxygen content of the air is gradually increased to a value of 21percent. The oxygen content in the gas leaving the reactor remains less than 5percent. When 50 normal litres of oxygen have been consumed, corresponding to a degree of conversion of the cyclohexane of about 20percent, continuous injection into the liquid phase of a solution of acetic acid containing 1.1percent by weight of cobalt acetate tetrahydrate, 0.043percent by weight of chromium acetate dihydrate and 0.3percent by weight of iron acetylacetonate at a flow rate of 3.9 ml/min and an injection of 4.3 ml/min of cyclohexane are begun. The consumption of oxygen during the injection period is 0.6 l/min. After stopping the flushing with air and stopping the injections of the reagents, the mixture is cooled to a temperature of 70° C. The reaction mixture is analysed to determine the various degrees of conversion and selectivity. These analyses are performed by gas chromatography.

With oxygen; acetic acid; Fe(acac)3; cobalt(II) acetate; manganese(II) acetate; chromium(lll) acetate; zirconium(IV) acetylacetonate

T=20 - 105°C; P=75007.5 Torr; 0.916667 h; Product distribution / selectivity; Hide Experimental Procedure

Fache, Eric

Patent: US2005/277787 A1, 2005 ; Location in patent: Page/Page column 5 ; Title/Abstract Full Text Show Details

11:

EXAMPLE 11; Example 10 is repeated, but using as catalytic system the system having the following composition: 0.3135 g (1.258 mmol of Co) of cobalt acetate tetrahydrate 0.0114 g (0.0113 mmol of Cr) of chromium acetate dihydrate 0.0828 g (0.234 mmol of Fe) of iron acetylacetonate 0.0522 g (0.148 mmol of Mn) of manganese (III) acetylacetonate 0.0059 g (0.0121 mmol of Zr) of zirconium acetylacetonate.

With oxygen; acetic acid; Fe(acac)3; cobalt(II) acetate; manganese(II) acetate; chromium(lll) acetate

T=20 - 105°C; P=75007.5 Torr; 0.916667 h; Product distribution / selectivity; Hide Experimental Procedure

Fache, Eric

Patent: US2005/277787 A1, 2005 ; Location in patent: Page/Page column 5 ; Title/Abstract Full Text Show Details

10:

EXAMPLE 10; Example 9 is repeated, but using as catalytic system the system having the following composition: 0.3107 g (1.247 mmol of Co) of cobalt acetate tetrahydrate 0.0119 g (0.012 mmol of Cr) of chromium acetate dihydrate 0.0861 g (0.244 mmol of Fe) of iron acetylacetonate 0.0525 g (0.149 mmol of Mn) of manganese (III) acetylacetonate. The mixture is maintained at 105° C. for 45 minutes.

With oxygen; acetic acid; cobalt(II) acetate; chromium(lll) acetate in water

T=20 - 105°C; P=15001.5 Torr; 0.333333 - 3.5 h; Product distribution / selectivity; Hide Experimental Procedure

Fache, Eric

Patent: US2005/277787 A1, 2005 ; Location in patent: Page/Page column 3-5 ; Title/Abstract Full Text Show Details

2; 5; 7:

EXAMPLE 2-COMPARATIVE; Example 1 is repeated in the same apparatus and under the same operating conditions, loading the following reagents: 292.5 g of cyclohexane 25-357 g of acetic acid 3.4 g of cyclohexanone 4.0 g (16.2 mmol of Co) of cobalt acetate tetrahydrate 0.157 g (0.64 mmol of Cr) of chromium acetate dihydrate 0.6 g of water. The reaction time is 95 minutes instead of 76 minutes in Example 1, for an equivalent degree of conversion.; EXAMPLE 5-COMPARATIVE; Example 1 is repeated in the same apparatus and under the same operating conditions, but loading the following compounds into the reactor: 292.5 g of cyclohexane 357 g of acetic acid 3.4 g of cyclohexanone 4.0 g (16.1 mmol of Co) of cobalt acetate tetrahydrate 0.309 g (1.25 mmol of Cr) of chromium acetate dihydrate 0.6 g of water. The reaction induction time is 50 minutes and the reaction time is 160 minutes.; EXAMPLE 7-COMPARATIVE; Example 6 is repeated in the same apparatus and under the same operating conditions, but eliminating only the iron in the initial load and in the solution injected. The oxygen consumption during the injection period is 0.44 l/min.

With oxygen; acetic acid; cobalt(II) acetate in water

T=20 - 105°C; P=15001.5 Torr; 0.333333 - 1.25 h; Product distribution / selectivity; Hide Experimental Procedure

Fache, Eric

Patent: US2005/277787 A1, 2005 ; Location in patent: Page/Page column 3; 5 ; Title/Abstract Full Text Show Details

3; 8:

EXAMPLE 3-COMPARATIVE; Example 1 is repeated in the same apparatus and under the same operating conditions, loading the following reagents: 292.5 g of cyclohexane 357 g of acetic acid 3.4 g of cyclohexanone 4.17 g (16.7 mmol of Co) of cobalt acetate tetrahydrate 0.8 g of water. The reaction time is 75 minutes.; EXAMPLE 8-COMPARATIVE; Example 7 is repeated in the same apparatus and under the same operating conditions, but eliminating the iron and chromium in the initial load and in the solution injected. The oxygen consumption during the injection period is 0.55 l/min.

With oxygen; acetic acid; manganese(II) acetate; chromium(lll) acetate

T=20 - 105°C; P=75007.5 Torr; 2.66667 h; Product distribution / selectivity; Hide Experimental Procedure

Fache, Eric

Patent: US2005/277787 A1, 2005 ; Location in patent: Page/Page column 5 ; Title/Abstract Full Text Show Details

EXAMPLE 9-Comparative; The ingredients below are loaded into a 125 ml titanium autoclave equipped with heating means via a heating collar, a turbomixer and gas introduction and pressure regulation means: 21.25 g (253 mmol) of cyclohexane 27.35 g of acetic acid 0.26 g (2.65 mmol) of cyclohexanone 0.0357 g (0.146 mmol of Mn) of manganese acetate tetrahydrate 0.011 g of chromium acetate

dihydrate (0.04 mmol of Cr). After closing the reactor, it is stirred at 1 000 rpm, an air pressure (100 bar at 20° C.) is created and the reactor is heated. The temperature reaches 105° C. in the bulk in 10 min and this temperature is maintained for a further 150 min. After cooling and depressurization, the reaction mixture consists of two liquid phases, which are homogenized by adding acetic acid. The homogeneous mixture thus obtained is assayed by gas chromatography.

With air; 4-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro)octyl Nhydroxyphthalimide; manganese (II) acetate tetrahydrate; cobalt(II) diacetate tetrahydrate

T=100°C; P=7600.51 Torr; 14 h; Neat (no solvent); ReactivityMechanism; Reagent/catalystSolventTime;

Guha, Samar Kumar; Obora, Yasushi; Ishihara, Daisuke; Matsubara, Hiroshi; Ryu, Ilhyong; Ishii, Yasutaka

Advanced Synthesis and Catalysis, 2008 , vol. 350, # 9 p. 1323 - 1330 Title/Abstract Full Text View citing articles Show Details

With oxygen; tert.-butylhydroperoxide; 1 wt Au/TiO2 in acetonitrile

T=150°C; P=7500.75 Torr; 4 h; Product distribution / selectivity; Hide Experimental Procedure

KING ABDULAZIZ CITY FOR SCIENCE AND TECHNOLOGY

Patent: US2012/95258 A1, 2012 ; Location in patent: Page/Page column 6 ; Title/Abstract Full Text Show Details

10:

Example 10; Example 10 presents the influence of stirring speed on the catalytic performance of the 1 wt percent Au/TiO2 solid. This catalyst was prepared according to the procedure given in Example 1 and tested according to the procedure described in Example 2. The results are shown below in Table 7.

With tert.-butylhydroperoxide; oxygen; gold on titanium oxide in acetonitrile

T=150°C; P=7500.75 Torr; 4 h; Autoclave; Product distribution / selectivity; Hide Experimental Procedure

Petrochemicals Research Institute King Abdulaziz City for Science and Technology

Patent: EP2441747 A1, 2012 ; Location in patent: Page/Page column 7; 8 ; Title/Abstract Full Text Show Details

Example 5 demonstrates the effect of catalyst amount on the performance of 1wtpercentAu/TiO2 solid. This catalyst was prepared according to the procedure given in Example 1 and tested according to the procedure presented in Example 2. The results are shown below in Table 2. From the results, it appears that an amount of 400 mg is an optimum for better performance and hence this amount is used for further investigations. Table 2 Variation of activity and selectivity of 1wt percentAu/TiO2 catalyst with varying amount of catalyst Catalyst wt. (mg) X-CH (percent) S-AA (percent) S-One (percent) S-Ol(percent) S-Others (percent) 200 7.4 11.0 34.3 49.7 5.0 300 15.8 21.4 21.7 48.9 8.0 400 26.0 26.3 12.3 58.4 3.0 500 22.4 23.7 32.1 36.7 7.5X-CH = conversion of cyclohexane; S-AA = selectivity of adipic acid; S-One = selectivity of cyclohexanone; S-Ol = selectivity of cyclohexanol; S-Others = yields of glutaric acid, succinic acid, cyclohexylhydroperoxide, CO and CO2, Reaction conditions: 5 ml CH, 25 ml solvent (acetonitrile), 0.1 g TBHP, pO2 = 10 bar, t = 4 h, 1500 rpm.

With tert.-butylhydroperoxide; oxygen; gold on titanium oxide in acetonitrile

T=150°C; P=7500.75 Torr; 4 h; Autoclave; Product distribution / selectivity; Hide Experimental Procedure

Petrochemicals Research Institute King Abdulaziz City for Science and Technology

Patent: EP2441747 A1, 2012 ; Location in patent: Page/Page column 8; 9 ; Title/Abstract Full Text Show Details

Example 7 refers to the influence of reaction temperature on the catalytic performance of 1wtpercent Au/TiO2 catalyst. The catalyst was prepared according to the procedure given in Example 1 and tested according to Example 2. The catalytic results obtained are given below in Table 4. Table 4 Effect of reaction temperature on the oxidation of cyclohexane over 1wtpercentAu/TiO2 catalyst T (°C) X-CH (percent) S-AA (percent) S-One (percent) S-Ol (percent) S-Others (percent) 100 2.4 5.6 14.3 66.5 13.6 130 12.8 18.9 11.8 64.3 5.0 150 26.0 26.3 12.3 58.4 3.0 170 28.2 28.5 11.1 12.0 48.4X-CH = conversion of cyclohexane; S-AA = selectivity of adipic acid; S-One = selectivity of cyclohexanone; S-Ol = selectivity of cyclohexanol; S-Others = yields of glutaric acid, succinic acid, cyclohexylhydroperoxide, CO and CO2, Reaction conditions: 5 ml CH, 25 ml solvent (acetonitrile), 0.4 g catalyst, 0.1 g TBHP, pO2 = 10 bar, t = 4 h, 1500 rpm. From these results, it appears that a reaction temperature of 150 °C seems to be optimum for better selectivity of desired products at reasonably good conversion and hence this temperature is used in further investigations.

With oxygen in acetone

T=125°C; P=11251.1 Torr; 8 h; Autoclave;

Yang, Xixian; Yu, Hao; Peng, Feng; Wang, Hongjuan

ChemSusChem, 2012 , vol. 5, # 7 p. 1213 - 1217 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=140°C; P=2250.23 Torr; 17 h; Reagent/catalyst; Hide Experimental Procedure

INVISTA NORTH AMERICA S.A R.L.; Whiston, Keith; Liu, Xi; Hutchings, Graham

Patent: US2015/11797 A1, 2015 ; Location in patent: Paragraph 0060-0061; 0064 ; Title/Abstract Full Text Show Details

1:Oxidation of Cyclohexane

With oxygen in neat (no solvent) T=140°C; P=2250.23 Torr; 17 h; Reagent/catalyst;

Catalysis Science and Technology, 2015 , vol. 5, # 1 p. 217 - 227 Title/Abstract Full Text View citing articles Show Details

With oxygen

T=140°C; P=2250.23 Torr; 17 h;

Liu, Xi; Conte, Marco; Sankar, Meenakshisundaram; He, Qian; Murphy, Damien M.; Morgan, David; Jenkins, Robert L.; Knight, David; Whiston, Keith; Kiely, Christopher J.; Hutchings, Graham J.

Applied Catalysis A: General, 2015 , vol. 504, p. 373 - 380 Title/Abstract Full Text View citing articles Show Details

With oxygen in neat (no solvent) T=140°C; P=3750.38 Torr; 4 h; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Wu, Mingzhou; Zhan, Wangcheng; Guo, Yanglong; Guo, Yun; Wang, Yunsong; Wang, Li; Lu, Guanzhong

Applied Catalysis A: General, 2016 , vol. 523, p. 97 - 106 Title/Abstract Full Text View citing articles Show Details

2.3. Testing of catalytic activity

The activity of the catalyst for the selective oxidation of cyclohexane was tested in a 100 mL stainless steel reactor equipped with magnetic stirrer and explosion-proof pressure sensor. Molecular oxygen was used as an oxidant, and solvent was not added during the reaction process. In a typical reaction, 8 mL of cyclohexane and 50 mg of catalyst (∼2000 mesh) were introduced intothe reactor. After O2 was charged to 0.5 MPa, the reactor washeated to 140C under stirring at 800 rpm and maintained for 4 h. In some cases, tert-butyl hydroperoxide and hydroquinone were added into the reaction system as the free-radical initiator and the free-radical scavenger, respectively. The effects of the rotation speed and the particle size of catalyst on the conversion of cyclohexane were evaluated under the conditions of 8 mL of cyclohexane, 50 mg of catalyst, 140C and 0.5 MPa O2. Under the rotation speed of 800 rpm and using a powder catalyst size (∼2000 mesh), the effect of diffusion was excluded, that is, the oxidation reaction was carried out in a regime of kinetics control.

With oxygen in neat (no solvent) T=139.84°C; P=7500.75 Torr; 6 h; Green chemistry; Catalytic behavior; Reagent/catalystConcentrationTemperaturePressureTime; Hide Experimental Procedure

Zou, Guoqiang; Zhong, Wenzhou; Xu, Qiong; Xiao, Jiafu; Liu, Chang; Li, Yongqiang; Mao, Liqiu; Kirk, Steven; Yin, Dulin

Catalysis Communications, 2014 , vol. 58, p. 46 - 52 Title/Abstract Full Text View citing articles Show Details

2.2. Cyclohexane oxidation

General procedure: The catalytic oxidations were carried out in a 100 mL stainless steel reactor equipped with a Teflon beaker, magnetic stirrer. In a typical reaction, cyclohexane (119 mmol) was mixed with the target catalyst and then heated to the reaction temperature under a constant oxygen pressure. After reaction, the mixture was cooled down, dissolved in ethanol and filtered. Aliquots of the above mixture (25 μL) were with drawn by asyringe. Each aliquot was diluted with 0.4 mL of toluene containing 50 mg of PPh3 and internal standard (n-hexanol). The yield of cyclohexanol was calculated as a difference between the value obtained by GC and the concentration of cyclohexyl hydroperoxide determined iodometrically (reduction in cyclohexyl hydroperoxide with PPh3 gives an additional amount of cyclohexanol). The obtained acid was analyzed by high-performance liquid chromatography using the external standard method. A

Synthesize Find similar

37 Synthesize Find similar

Rx-ID: 9175119 Find similar reactions

With hydrogen; rhodium(III) chloride in water

T=50°C; P=182400 Torr; Title compound not separated from byproducts;

Ohde, Mariko; Ohde, Hiroyuki; Wai, Chien M.

Chemical Communications, 2002 , # 20 p. 2388 - 2389 Title/Abstract Full Text View citing articles Show Details

With CF3O3S(1-)*C5H9N2O3S(1+); hydrogen

T=15 - 130°C; P=30402 Torr; 4.25 h; AutoclaveInert atmosphereIonic liquid;

Yan, Ning; Yuan; Dykeman, Ryan; Kou, Yuan; Dyson, Paul J.

Angewandte Chemie - International Edition, 2010 , vol. 49, # 32 p. 5549 - 5553 Title/Abstract Full Text View citing articles Show Details

With phosphoric acid; palladium on activated carbon; hydrogen in water

T=199.84°C; P=15001.5 Torr; 2 h; Autoclave; Hide Experimental Procedure

Guevenatam, Burcu; Kursun, Osman; Heeres, Erik H.J.; Pidko, Evgeny A.; Hensen, Emiel J.M.

Catalysis Today, 2014 , vol. 233, p. 83 - 91 Title/Abstract Full Text View citing articles Show Details

Experimental setup and procedure

Hide Details

With hydrogen in water

T=275°C; P=48004.8 Torr; 2 h; Reagent/catalyst;

Shafaghat, Hoda; Sirous Rezaei, Pouya; Daud, Wan Mohd Ashri Wan

RSC Advances, 2015 , vol. 5, # 43 p. 33990 - 33998 Title/Abstract Full Text View citing articles Show Details

Stage #1: in water

T=20°C; 0.166667 h; Autoclave; Stage #2: With hydrogen in water

T=150°C; P=30003 Torr; 4 h; Autoclave;

Wang, Liang; Zhang, Jian; Yi, Xianfeng; Zheng, Anmin; Deng, Feng; Chen, Chunyu; Ji, Yanyan; Liu, Fujian; Meng, Xiangju; Xiao, Feng-Shou

ACS Catalysis, 2015 , vol. 5, # 5 p. 2727 - 2734 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1.1: cetyltrimethylammonim bromide; sodium hydroxide / water / 1 h / 60 °C 1.2: 24 h / 80 °C 2.1: Ru supported sulfate zirconia / water / 1 h / 180 °C / 6000.6 Torr / |Autoclave View Scheme

Luo, Zhicheng; Wang, Yimeng; He, Mingyuan; Zhao, Chen

Green Chemistry, 2016 , vol. 18, # 2 p. 433 - 441 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

38 Synthesize Find similar

A: 5.9% B: 15.3% C: 6.1%

With oxygen

T=380°C; Hide Experimental Procedure

Rx-ID: 10289202 Find similar reactions

Aliev; Shabanova; Nadzhaf-Kuliev; Medzhidova

Petroleum Chemistry, 2016 , vol. 56, # 7 p. 639 - 645 Neftekhimiya, 2016 , vol. 56, # 4 p. 407 - 413,7 Title/Abstract Full Text View citing articles Show Details

EXPERIMENTAL

General procedure: The reaction was carried out on a laboratory flow unit with a quartz reactor over a fixed catalyst bed at ambient pressure in the temperature range of 280–390°C, space velocity of the gas mixture of 1000–3000 h–1, and cyclohexane : O2 : N2 molar ratio of 1 : (0.24–1) : 5.3. The work was concerned with synthetic zeolites NaY (SiO2/Al2O3 = λ = 4.2), NaX (λ =2.9), NaA (λ = 2.0) and natural zeolites clinoptilolite (λ = 8.68) and mordenite (λ = 9.6) from Azerbaijan deposit modified by different transition metal cations and maingroup elements (Zn, Cu, Co, Cr, Mn, Fe,Mg, Mo, etc.). The catalysts were synthesized by the ion exchange method. Prior to ion exchange, the natural zeolites were treated with 0.5 N HCl. The amount of elements introduced into zeolite composition was defined by ion spectral analysis on an Agilent 7700 ICPMS spectrometer and composed 0.1–2percent of the zeolite mass. The catalysts with a particle size of 0.25–0.63 mm and cyclohexane of 99.5percent purity were used. The analysis of the reactants and reaction products was carried out on a gas chromatograph, directly connected with the reaction unit, using a 3-m Porapak-T packed column under conditions of linear temperature programming from 50 to 200°C. The analysis ofthe products was performed also on an Agilent 7890 chromatograph with an Agilent 5975 mass detector and a HP5 MS column of 30 m in length. Resulting cyclohexadiene-1,3 was identified by chromatography mass–spectrometry, IR and UV–vis spectroscopy.

With oxygen; iron(III); titanium(IV) oxide in acetonitrile

3 h; Product distribution;

Li, Xinyong; Yue, Po-Lock; Kutal, Charles

New Journal of Chemistry, 2003 , vol. 27, # 8 p. 1264 - 1269 Title/Abstract Full Text View citing articles Show Details

With oxygen; mesoporous titanium dioxide Irradiation; Product distribution; Further Variations:Catalystsirradiation wavelength;

Aprile, Carmela; Corma, Avelino; Garcia, Hermenegildo

Physical Chemistry Chemical Physics, 2008 , vol. 10, # 6 p. 769 - 783 Title/Abstract Full Text View citing articles Show Details

A: 1.3 μmol B: 10.2 μmol C: 4.2 μmol

With oxygen in acetonitrile

T=-0.16 - 39.84°C; P=760.051 Torr; 5 h; Irradiation;

Shiraishi, Yasuhiro; Ohara, Hiroshi; Hirai, Takayuki

New Journal of Chemistry, 2010 , vol. 34, # 12 p. 2841 - 2846 Title/Abstract Full Text View citing articles Show Details

A: 25 μmol B: 6 μmol C: 9 μmol

With iron(III)-acetylacetonate; oxygen in acetonitrile

24 h; Irradiation;

Ide; Iwata; Yagenji; Tsunoji; Sohmiya; Komaguchi; Sano; Sugahara

Journal of Materials Chemistry A, 2016 , vol. 4, # 41 p. 15829 - 15835 Title/Abstract Full Text Show Details

A: 32 μmol B: 8 μmol C: 35 μmol

With oxygen; titanium(IV) oxide in acetonitrile

24 h; Irradiation;

Ide; Iwata; Yagenji; Tsunoji; Sohmiya; Komaguchi; Sano; Sugahara

Journal of Materials Chemistry A, 2016 , vol. 4, # 41 p. 15829 - 15835 Title/Abstract Full Text Show Details

Hide Details

A: 19 μmol B: 24 μmol C: 13 μmol

With oxygen in acetonitrile

24 h; Irradiation;

Ide; Iwata; Yagenji; Tsunoji; Sohmiya; Komaguchi; Sano; Sugahara

Journal of Materials Chemistry A, 2016 , vol. 4, # 41 p. 15829 - 15835 Title/Abstract Full Text Show Details

A: 27 μmol B: 12 μmol C: 27 μmol

With oxygen in acetonitrile

24 h; Irradiation;

Ide; Iwata; Yagenji; Tsunoji; Sohmiya; Komaguchi; Sano; Sugahara

Journal of Materials Chemistry A, 2016 , vol. 4, # 41 p. 15829 - 15835 Title/Abstract Full Text Show Details

Synthesize Find similar

39 Synthesize Find similar

Synthesize Find similar

Rx-ID: 29160079 Find similar reactions

A: 8.4% B: 28.6%

With dipotassium peroxodisulfate; C26H38Cu3N4O16; water in acetonitrile

T=60°C; 6 h; AutoclaveGreen chemistry; Reagent/catalyst;

Ansari, Istikhar A.; Sama, Farasha; Raizada, Mukul; Shahid; Ahmad, Musheer; Siddiqi, Zafar A.

New Journal of Chemistry, 2016 , vol. 40, # 11 p. 9840 - 9852 Title/Abstract Full Text Show Details

A: 10.1 %Chromat. B: 7 %Chromat.

With dipotassium peroxodisulfate; 2BF4(1-)*C24H53B4Cu4N4O17(2+); water; oxygen in acetonitrile

T=50°C; P=22801.5 Torr; 6 h; Autoclave;

Kirillova, Marina V.; Kirillov, Alexander M.; Pombeiro, Armando J. L.

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 17 p. 2936 - 2948 Title/Abstract Full Text View citing articles Show Details

A: 8.4 %Chromat. B: 33.1 %Chromat.

With potassium dichromate; dipotassium peroxodisulfate; water in acetonitrile

T=50°C; P=15201 Torr; 6 h; Autoclave;

Kirillova, Marina V.; Kirillov, Alexander M.; Pombeiro, Armando J. L.

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 17 p. 2936 - 2948 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

40 Synthesize Find similar

A: 5% B: 95%

Stage #1: With palladium/alumina; hydrogen; potassium carbonate in water

T=80°C; 12 h; Stage #2: With hydrogenchloride in water

Rx-ID: 30353178 Find similar reactions

Oyamada, Hidekazu; Naito, Takeshi; Kobayashi, Shu

Beilstein Journal of Organic Chemistry, 2011 , vol. 7, art. no. 83, p. 735 - 739 Title/Abstract Full Text View citing articles Show Details

B: 63%

With Pd-C nanopowder; hydrogen in ethanol

T=25°C; P=760.051 Torr;

Mekhaev; Chupakhin; Uimin; Ermakov; Pervova; Gorbunova; Mysik; Saloutin; Yatlulk

Russian Chemical Bulletin, 2009 , vol. 58, # 6 p. 1321 - 1324 Title/Abstract Full Text View citing articles Show Details

With dipotassium hydrogenphosphate; hydrogen

T=20°C; P=760.051 Torr; Inert atmosphereNeat (no solvent);

Chang, Fei; Kim, Hakwon; Lee, Byeongno; Park, Hoon Gyu; Park, Jaiwook

Bulletin of the Korean Chemical Society, 2011 , vol. 32, # 3 p. 1074 - 1076 Title/Abstract Full Text View citing articles Show Details

With 5 palladium on Al2O3; hydrogen

T=20°C; P=760.051 Torr; Inert atmosphereNeat (no solvent);

Chang, Fei; Kim, Hakwon; Lee, Byeongno; Park, Hoon Gyu; Park, Jaiwook

Bulletin of the Korean Chemical Society, 2011 , vol. 32, # 3 p. 1074 - 1076 Title/Abstract Full Text View citing articles Show Details

Hide Details

With hydrogen in water

T=25°C; P=760.051 Torr; 1.5 h; TimeReagent/catalyst; Hide Experimental Procedure

Fan, Guangyin; Ren, Yanlin; Jiang, Weidong; Wang, Chenyu; Xu, Bin; Liu, Fuan

Catalysis Communications, 2014 , vol. 52, p. 22 - 25 Title/Abstract Full Text View citing articles Show Details

2.4 Activity tests

The catalytic HDC of 4-CP was performed at room temperature in a 25 mL round-bottom-flask equipped with a hydrogen balloon. The reactor was immersed in a thermostatic water bath to keep the temperature constant. Typically, catalyst (5.0 mg) and 4-CP aqueous solution (0.5 g/L, 5.0 mL) were transferred into the flask. Next, the flask was vacuumed and flushed with pure hydrogen. The reaction time was accounted when the designated reaction temperature was reached and the stirring rate was adjusted to 1200 rpm. All liquid samples were analyzed by gas chromatography (Agilent GC-7890) with a FID detector and HP-5 supelco column (30 m × 0.25 mm, 0.25 μm film) and nitrogen as a carrier gas.

With hydrogen in water

T=29.84°C; P=760.051 Torr; 0.416667 h; Hide Experimental Procedure

Deng, Hongying; Fan, Guangyin; Wang, Yinhu

Synthesis and Reactivity in Inorganic, Metal-Organic and Nano-Metal Chemistry, 2014 , vol. 44, # 9 p. 1306 - 1311 Title/Abstract Full Text View citing articles Show Details

Activity Test

General procedure: The HDC reaction was carried out in a 25 mL round-bottom flask. A typical procedure for the HDC of 4-CP is as following: The desired amounts of catalyst (5 mg), 4-CP (2.5 g/L), and solvent (5.0 mL) were charged to the flask equipped with a balloon. The reactor was vacuumed and flushed with pure hydrogen. When the designated reaction temperature was reached,the stirring rate was adjusted to 1200 rpm, and reaction time was accounted. Many experimental data were obtained by repeating the reaction two or three times and they had the good repeatability.

With hydrogen; sodium hydroxide in water

P=760.051 Torr; Reagent/catalyst;

Zhao, Jinbo; Li, Wanjun; Fang, Deren

RSC Advances, 2015 , vol. 5, # 53 p. 42861 - 42868 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=25°C; P=760.051 Torr; 15 h; Schlenk techniqueGreen chemistry;

Lin, Chi-Jui; Huang, Shao-Hsien; Lai, Nien-Chu; Yang, Chia-Min

ACS Catalysis, 2015 , vol. 5, # 7 p. 4121 - 4129 Title/Abstract Full Text Show Details

With 3 palladium on graphene; hydrogen; potassium carbonate in isopropyl alcohol

P=760.051 Torr; 2 h; Reagent/catalyst; Hide Experimental Procedure

Chang, Wonghil; Kim, Hojun; Lee, Ga Young; Ahn, Byoung Joon

Research on Chemical Intermediates, 2016 , vol. 42, # 1 p. 71 - 82 Title/Abstract Full Text View citing articles Show Details

Reaction procedure for hydrodechlorination of chlorophenols

General procedure: For HDC reaction, 10 ml of 100 ppm solution of 4-chlorophenol in isopropanol was treated with catalyst (50 mg of 3 percent Pd/G), base (K2CO3, 100 mg) under a hydrogen gas at ambient pressure. The progress of the chlorophenol-decomposition was checked with GC.

With palladium on activated charcoal; hydrogen; sodium hydroxide in water

T=60°C; P=760.051 Torr; 3 h; Reagent/catalyst;

Synthesize Find similar

Zhao, Shiling; Zhao, Chang; Li, Xinzhe; Li, Feng; Jiao, Lixin; Gao, Wenbin; Li, Rong

RSC Advances, 2016 , vol. 6, # 80 p. 76582 - 76589 Title/Abstract Full Text View citing articles Show Details

41 Synthesize Find similar

A: 62% B: 27%

Rx-ID: 31431180 Find similar reactions

With iodosylbenzene; [Mn(N-(2-hydroxybenzyl)-N,N'-bis(2-methylpyridyl)-Nhydroxyethylethylenodiamine)]ClO4 in dichloromethane; acetone

T=20°C; 1 h; Inert atmosphereDarkness; Catalytic behaviorMechanism; Reagent/catalystSolvent; Hide Experimental Procedure

Wegermann, Camila Anchau; Ribeiro, Ronny Rocha; Ucoski, Geani Maria; Nakagaki, Shirley; Nunes, Fabio Souza; Drechsel, Sueli Maria

Applied Catalysis A: General, 2014 , vol. 471, p. 56 - 62 Title/Abstract Full Text View citing articles Show Details

Oxidation by iodosylbenzene (PhIO)

General procedure: The oxidation reactions of cyclooctene and cyclohexene by iodosylbenzene (PhIO) catalyzed by (1) and (2) were carried out in 4 mL samples in the solvent mixture (dichloromethane/acetonitrile 1:1, v/v). In a typical experiment 1 mg of [MnL1(H2O)](ClO4)2, 3.5–35 mg of PhIO and 220–1320 μL of cyclooctene or 160–560 μL of cyclohexene were mixed under argon and kept at 25 °C under stirring in a dark chamber for 1 h. Saturated solution of sodium sulfite was added to the reaction in order to eliminate the excess of iodosylbenzene and to quench the reactions after the experiment time was completed. The resulting solution (1 mL) was transferred to a volumetric flask and the volume adjusted to 2 mL with the mixture DCM:MeCN (1:1, v/v) and 100–300 μL of methanol, depending on the proportion of PhIO used in the reaction. This procedure is to dissolve any unreacted PhIO and is it necessary before injection into the chromatograph. A volume of 30–100 μL of this solution was then collected and mixed with 10–40 μL of the internal standard (n-octanol, 9.63 × 10−3 mol L−1 in acetonitrile) and the final volume completed to 500 μL. The products were analyzed by gaschromatography. The yields were based on PhIO. Control reactions (without the catalyst) were carried out using the same procedure. Different solvent ratios DCM:MeCN of 10:0, 4:1, 2:3, 1:1, 1:4 and 0:10 for the condition 1:50:1000 (cat:PhIO:substrate) were also carried out. Furthermore, a study of reaction times at 30 min up to a 5 h period was investigated. In this case, 40 μL samples were extracted at a given

time and immediately mixed with a sodium sulfite solution. The resulting solution was then transferred to a 1 mL volumetric flask to chromatographic analysis. The results herein presented represent an average of at least two measurements.

A: 32% B: 5%

With (tetraphenylporphinato)manganese(III) acetate; tetrabutylammonium periodite in dichloromethane

T=25°C; 4 h;

Rayati, Saeed; Zakavi, Saeed; Bohloulbandi, Elaheh; Jafarian, Majid; Avei, Mehdi Rashvand

Polyhedron, 2012 , vol. 34, # 1 p. 102 - 107 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; C15H26Cl2CuN2 in acetonitrile

T=26.84°C; 24 h;

Indra, Arindam; Mobin, Shaikh M.; Bhaduri, Sumit; Lahiri, Goutam Kumar

Inorganica Chimica Acta, 2011 , vol. 374, # 1 p. 415 - 421 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in tetrachloromethane

3 h; Reflux; Reagent/catalyst; Hide Experimental Procedure

Mirzaee, Mahdi; Bahramian, Bahram; Mirebrahimi, Marieh

Chinese Journal of Catalysis, 2016 , vol. 37, # 8 p. 1263 - 1274 Title/Abstract Full Text Show Details

Hide Details

A: 85 %Chromat. B: 7 %Chromat.

2.4 Catalytic epoxidation of alkenes

General procedure: In a typical process, an appropriate round bottom flask equipped with a magnetic stirrer bar and a condenser was charged with an alkene, an oxidant, the catalyst (Mo-AFBNPs or VAFBNPs), and solvent, and the mixture was then refluxed. All the reactions were performed at least two times, and the reaction progress was monitored by GLC. Because different alkenes have different reactivities toward oxidation, these reactions were continued until no further progress was observed. The characterizations of the main products and by-products were performed by comparison of their retention times with those for the standard samples. The alkene conversions and product selectivities were calculated using their peak areas by the standard addition method. In the case of cis- and transstilbene, 1H NMR was also used to analyze the products. A

Synthesize Find similar

42 Synthesize Find similar

Rx-ID: 32837028 Find similar reactions

With 5Pd-5Tl/SiO2; hydrogen in water

pH=7;

Krolak, Aleksandra; Witonska, Izabela; Krawczyk, Natasza; Frajtak, Magdalena; Karski, Stanislaw

Revue Roumaine de Chimie, 2011 , vol. 56, # 6 p. 625 - 630 Title/Abstract Full Text View citing articles Show Details

With 3 palladium on graphene; hydrogen; potassium carbonate in isopropyl alcohol

P=760.051 Torr; 2 h; Hide Experimental Procedure

Chang, Wonghil; Kim, Hojun; Lee, Ga Young; Ahn, Byoung Joon

Research on Chemical Intermediates, 2016 , vol. 42, # 1 p. 71 - 82 Title/Abstract Full Text View citing articles Show Details

Reaction procedure for hydrodechlorination of chlorophenols

Synthesize Find similar

43 Synthesize Find similar

A: 17.7% B: 10.5% C: 12.5%

With oxygen

T=380°C; Hide Experimental Procedure

Rx-ID: 34692684 Find similar reactions

Aliev; Shabanova; Nadzhaf-Kuliev; Medzhidova

Petroleum Chemistry, 2016 , vol. 56, # 7 p. 639 - 645 Neftekhimiya, 2016 , vol. 56, # 4 p. 407 - 413,7 Title/Abstract Full Text View citing articles Show Details

EXPERIMENTAL

With oxygen; 8 WCs4O6/SiO2

T=470°C; P=760.051 Torr; Hide Experimental Procedure

EVERNU TECHNOLOGY LLC; LIN, Manhua; WANG, Xiang; YEOM, Younghoon

Patent: WO2012/158418 A1, 2012 ; Location in patent: Page/Page column 13 ; Title/Abstract Full Text Show Details

E-7:

EXAMPLE 7; Catalyst-7 (8percentWCs406/Si02) was prepared according to composition shown in Table- 2. Solid metal oxide having empirical formula WCs406 was first prepared from cesium carbonate (CS2CO3) and ammonium metatungstate ((NH4)6H2Wi204o) by the mixing and evaporation of the corresponding solutions. The catalyst was obtained subsequently by mixing and grinding of the solid metal oxide and the Si02 support material. The catalytic oxidation took place in the same manner as described in Example-4. The specific reaction condition and results of cyclohexane oxidation are shown in Table 2.

44 Synthesize Find similar

Synthesize Find similar

Rx-ID: 35092001 Find similar reactions

11.6%

With hydrogen; sodium hydroxide in water

T=20°C; P=760.051 Torr; 24 h;

Zhang, Wei; Wang, Fushan; Li, Xinlin; Liu, Yansheng; Ma, Jiantai

RSC Advances, 2016 , vol. 6, # 33 p. 27313 - 27319 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=80°C; P=750.075 Torr; 18 h; Schlenk technique;

Chen, Jinzhu; Zhang, Wei; Chen, Limin; Ma, Longlong; Gao, Hui; Wang, Tiejun

ChemPlusChem, 2013 , vol. 78, # 2 p. 142 - 148 Title/Abstract Full Text View citing articles Show Details

With potassium tetrachloropalladate(II); dodecatungstophosphoric acid hydrate; hydrogen in water

T=80°C; P=1500.15 Torr; 6 h;

Chen, Aibing; Zhao, Guoying; Chen, Jinzhu; Chen, Limin; Yu, Yifeng

RSC Advances, 2013 , vol. 3, # 13 p. 4171 - 4175 Title/Abstract Full Text View citing articles Show Details

With sodium formate in water

T=80°C; 1.5 h; Sealed tube; chemoselective reaction;

Chen, Aibing; Li, Yonglei; Chen, Jinzhu; Zhao, Guoying; Ma, Longlong; Yu, Yifeng

ChemPlusChem, 2013 , vol. 78, # 11 p. 1370 - 1378 Title/Abstract Full Text View citing articles Show Details

With hydrogen; sodium hydroxide in water

T=60°C; P=760.051 Torr; 3 h; Kinetics; Temperature;

Zhao, Shiling; Zhao, Chang; Li, Xinzhe; Li, Feng; Jiao, Lixin; Gao, Wenbin; Li, Rong

RSC Advances, 2016 , vol. 6, # 80 p. 76582 - 76589 Title/Abstract Full Text View citing articles Show Details

Hide Details

Synthesize Find similar

45 Synthesize Find similar

Rx-ID: 38691523 Find similar reactions

A: 9.3% B: 7.8% C: 13.7%

With oxygen

T=380°C; Hide Experimental Procedure

Aliev; Shabanova; Nadzhaf-Kuliev; Medzhidova

Petroleum Chemistry, 2016 , vol. 56, # 7 p. 639 - 645 Neftekhimiya, 2016 , vol. 56, # 4 p. 407 - 413,7 Title/Abstract Full Text View citing articles Show Details

EXPERIMENTAL

Mistri, Rajib; Maiti, Sayantani; Llorca, Jordi; Dominguez, Montserrat; Mandal, Tapas Kumar; Mohanty, Paritosh; Ray, Bidhan Chandra; Gayen, Arup

Applied Catalysis A: General, 2014 , vol. 485, p. 40 - 50 Title/Abstract Full Text View citing articles Show Details

With Cu0.05Mn0.95Al2O4; dihydrogen peroxide in acetonitrile

T=70°C; 4 h; Catalytic behavior; Reagent/catalyst; Hide Experimental Procedure

Catalytic test

Synthesize Find similar

46 Synthesize Find similar

Rx-ID: 41289304 Find similar reactions

With hydrogen in water

T=25°C; P=760.051 Torr; 15 h; Schlenk techniqueGreen chemistry;

Lin, Chi-Jui; Huang, Shao-Hsien; Lai, Nien-Chu; Yang, Chia-Min

ACS Catalysis, 2015 , vol. 5, # 7 p. 4121 - 4129 Title/Abstract Full Text Show Details

With hydrogen; 5-methyl-dihydro-furan-2-one in water

T=25°C; 8 h; Autoclave;

Fehn, Sonja; Zaheer, Muhammad; Denner, Christine E.; Friedrich, Martin; Kempe, Rhett

New Journal of Chemistry, 2016 , vol. 40, # 11 p. 9252 - 9256 Title/Abstract Full Text Show Details

Synthesize Find similar

47 Synthesize Find similar

Rx-ID: 41745209 Find similar reactions

With Ru supported sulfate zirconia in water

T=180°C; P=6000.6 Torr; 1 h; Autoclave;

Luo, Zhicheng; Wang, Yimeng; He, Mingyuan; Zhao, Chen

Green Chemistry, 2016 , vol. 18, # 2 p. 433 - 441 Title/Abstract Full Text View citing articles Show Details

48 Synthesize Find similar Rx-ID: 41769791 Find similar reactions

Synthesize Find similar

With oxygen

T=150°C; P=7500.75 Torr; 2 h; Autoclave; Reagent/catalyst;

Synthesize Find similar

Saxena, Shilpi; Singh, Rupesh; Pala, Raj Ganesh S.; Sivakumar, Sri

RSC Advances, 2016 , vol. 6, # 10 p. 8015 - 8020 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

49 Synthesize Find similar

Synthesize Find similar

With colloidal ruthenium in water

T=20°C; 9 h; Green chemistry; Reagent/catalyst;

Rx-ID: 41939921 Find similar reactions

Denicourt-Nowicki, Audrey; Lebedeva, Anastasia; Bellini, Clément; Roucoux, Alain

ChemCatChem, 2016 , vol. 8, # 2 p. 357 - 362 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

50 Synthesize Find similar

Rx-ID: 41953861 Find similar reactions

With 3 palladium on graphene; hydrogen; potassium carbonate in isopropyl alcohol

P=760.051 Torr; 2 h; Time; Hide Experimental Procedure

Chang, Wonghil; Kim, Hojun; Lee, Ga Young; Ahn, Byoung Joon

Research on Chemical Intermediates, 2016 , vol. 42, # 1 p. 71 - 82 Title/Abstract Full Text View citing articles Show Details

Reaction procedure for hydrodechlorination of chlorophenols

Synthesize Find similar

51 Synthesize Find similar

Rx-ID: 41953863 Find similar reactions

With 3 palladium on graphene; hydrogen; potassium carbonate in isopropyl alcohol

P=760.051 Torr; 2 h; Hide Experimental Procedure

Chang, Wonghil; Kim, Hojun; Lee, Ga Young; Ahn, Byoung Joon

Research on Chemical Intermediates, 2016 , vol. 42, # 1 p. 71 - 82 Title/Abstract Full Text View citing articles Show Details

Reaction procedure for hydrodechlorination of chlorophenols

Synthesize Find similar

52 Synthesize Find similar

Rx-ID: 41953864 Find similar reactions

With 3 palladium on graphene; hydrogen; potassium carbonate in isopropyl alcohol

P=760.051 Torr; 2 h; Hide Experimental Procedure

Chang, Wonghil; Kim, Hojun; Lee, Ga Young; Ahn, Byoung Joon

Research on Chemical Intermediates, 2016 , vol. 42, # 1 p. 71 - 82 Title/Abstract Full Text View citing articles Show Details

Reaction procedure for hydrodechlorination of chlorophenols

Synthesize Find similar

53 Synthesize Find similar

Rx-ID: 41953866 Find similar reactions

With 3 palladium on graphene; hydrogen; potassium carbonate in isopropyl alcohol

P=760.051 Torr; 2 h; Hide Experimental Procedure

Chang, Wonghil; Kim, Hojun; Lee, Ga Young; Ahn, Byoung Joon

Research on Chemical Intermediates, 2016 , vol. 42, # 1 p. 71 - 82 Title/Abstract Full Text View citing articles Show Details

Reaction procedure for hydrodechlorination of chlorophenols

Synthesize Find similar

54 Synthesize Find similar

Rx-ID: 41953868 Find similar reactions

With 3 palladium on graphene; hydrogen; potassium carbonate in isopropyl alcohol

P=760.051 Torr; 2 h; Hide Experimental Procedure

Chang, Wonghil; Kim, Hojun; Lee, Ga Young; Ahn, Byoung Joon

Research on Chemical Intermediates, 2016 , vol. 42, # 1 p. 71 - 82 Title/Abstract Full Text View citing articles Show Details

Reaction procedure for hydrodechlorination of chlorophenols

Synthesize Find similar

Rx-ID: 41956854 Find similar reactions

A: 48 %Chromat. B: 12 %Chromat. C: 18 %Chromat.

Synthesize Find similar

Zhang, Guoqi; Yin, Zhiwei; Zheng, Shengping

Organic Letters, 2016 , vol. 18, # 2 p. 300 - 303 Title/Abstract Full Text View citing articles Show Details

With tetrakis[3,5-bis(trifluoromethyl)phenyl]boric acid bis(diethyl ether) complex; C32H63CoNP2Si(2+) in toluene

48 h; Molecular sieveRefluxInert atmosphere; chemoselective reaction;

Synthesize Find similar

56 Synthesize Find similar Rx-ID: 42012511 Find similar reactions

With tert-butyl nitrite; N -hydroxyphthalimide; oxygen

T=70°C; 24 h; Catalytic behaviorMechanism; Reagent/catalystTemperature; Hide Experimental Procedure

Liu, Shuilin; You, Kuiyi; Jian, Jian; Luo, Qing; Liu, Pingle; Ai, Qiuhong; Luo, He'An

Research on Chemical Intermediates, 2016 , vol. 42, # 3 p. 2211 - 2220 Title/Abstract Full Text View citing articles Show Details

Typical experimental procedure

The nitration reaction of cyclohexane with TBN was carried out in liquid-phase at acertain set temperature in a 100 ml round-bottomed flask reactor equipped with a reflux condenser and a magnetic stirrer. The reactor was immersed in an oil bath. Atypical reaction procedure was as follows: 0.2 g catalyst and 20 mmol TBN wereadded in a certain amount of cyclohexane. The obtained mixture was heated to thereaction temperature and stirred for 24 h. After cooling to room temperature, thecatalyst was separated by filtration and the resulting mixture was analyzed by usingan Agilent 7890 gas chromatography with hydrogen flame ion detector (FID). Thequantitative analysis of products was calculated by internal standard methods. Theconversion of cyclohexane and selectivity of products were calculated using thefollowing formulas [Eqs. (1) and (2)]. All raw material and products wereestablished mass balances (including carbon mass balance and nitrogen massbalance). A

Synthesize Find similar

57 Synthesize Find similar

A: 77% B: 22%

With water in aq. phosphate buffer

T=25°C; pH=2.7 - 3.2; 7.5 h; Electrochemical reaction; Hide Experimental Procedure

Rx-ID: 42031332 Find similar reactions

Xu, Yinghua; Ma, Hongxing; Ge, Tingjie; Chu, Youqun; Ma, Chun-An

Electrochemistry Communications, 2016 , vol. 66, p. 16 - 20 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

A: 40% B: 57%

Synthesize Find similar

Rx-ID: 42031337 Find similar reactions

With water in aq. phosphate buffer

T=25°C; pH=2.7 - 3.2; 1.5 h; Electrochemical reaction; Kinetics; pH-value; Hide Experimental Procedure

Xu, Yinghua; Ma, Hongxing; Ge, Tingjie; Chu, Youqun; Ma, Chun-An

Electrochemistry Communications, 2016 , vol. 66, p. 16 - 20 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

59 Synthesize Find similar

A: 40% B: 57%

Rx-ID: 42031345 Find similar reactions

With water in aq. phosphate buffer

T=25°C; pH=2.7 - 3.2; 1.5 h; Electrochemical reaction; Hide Experimental Procedure

Xu, Yinghua; Ma, Hongxing; Ge, Tingjie; Chu, Youqun; Ma, Chun-An

Electrochemistry Communications, 2016 , vol. 66, p. 16 - 20 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

60 Synthesize Find similar

A: 33% B: 66%

With water in aq. phosphate buffer

T=25°C; pH=2.7 - 3.2; 1.5 h; Electrochemical reaction; Hide Experimental Procedure

Rx-ID: 42031347 Find similar reactions

Xu, Yinghua; Ma, Hongxing; Ge, Tingjie; Chu, Youqun; Ma, Chun-An

Electrochemistry Communications, 2016 , vol. 66, p. 16 - 20 Title/Abstract Full Text View citing articles Show Details

61 Synthesize Find similar

A: 39% B: 60%

Synthesize Find similar

Rx-ID: 42031349 Find similar reactions

With water in aq. phosphate buffer

T=25°C; pH=2.7 - 3.2; 3 h; Electrochemical reaction; Hide Experimental Procedure

Xu, Yinghua; Ma, Hongxing; Ge, Tingjie; Chu, Youqun; Ma, Chun-An

Electrochemistry Communications, 2016 , vol. 66, p. 16 - 20 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

62 Synthesize Find similar

A: 42% B: 56%

Rx-ID: 42031351 Find similar reactions

With water in aq. phosphate buffer

T=25°C; pH=2.7 - 3.2; 7.5 h; Electrochemical reaction; Hide Experimental Procedure

Xu, Yinghua; Ma, Hongxing; Ge, Tingjie; Chu, Youqun; Ma, Chun-An

Electrochemistry Communications, 2016 , vol. 66, p. 16 - 20 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

63 Synthesize Find similar

A: 78% B: 22%

With water in aq. phosphate buffer

T=25°C; pH=2.7 - 3.2; 1.5 h; Electrochemical reaction; Hide Experimental Procedure

Rx-ID: 42031353 Find similar reactions

Xu, Yinghua; Ma, Hongxing; Ge, Tingjie; Chu, Youqun; Ma, Chun-An

Electrochemistry Communications, 2016 , vol. 66, p. 16 - 20 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

64 Synthesize Find similar

Rx-ID: 42047724 Find similar reactions

Drabowicz, Józef; Jordan, Frank; Kudzin, Marcin H.; Kudzin, Zbigniew H.; Stevens, Christian V.; Urbaniak, Paweł

Dalton Transactions, 2016 , vol. 45, # 5 p. 2308 - 2317 Title/Abstract Full Text View citing articles Show Details

in chloroform

T=25°C; pH=4.79; 0.5 h;

65 Synthesize Find similar

5.1%

Synthesize Find similar

Rx-ID: 42142306 Find similar reactions

With hydrogen; sodium hydroxide in water

T=20°C; P=760.051 Torr; 24 h;

Zhang, Wei; Wang, Fushan; Li, Xinlin; Liu, Yansheng; Ma, Jiantai

RSC Advances, 2016 , vol. 6, # 33 p. 27313 - 27319 Title/Abstract Full Text View citing articles Show Details

66 Synthesize Find similar

Synthesize Find similar

Rx-ID: 42142307 Find similar reactions

10.6%

With hydrogen; sodium hydroxide in water

T=20°C; P=760.051 Torr; 24 h;

Zhang, Wei; Wang, Fushan; Li, Xinlin; Liu, Yansheng; Ma, Jiantai

RSC Advances, 2016 , vol. 6, # 33 p. 27313 - 27319 Title/Abstract Full Text View citing articles Show Details

With hydrogen; sodium hydroxide in water

T=60°C; P=760.051 Torr; 3 h;

Zhao, Shiling; Zhao, Chang; Li, Xinzhe; Li, Feng; Jiao, Lixin; Gao, Wenbin; Li, Rong

RSC Advances, 2016 , vol. 6, # 80 p. 76582 - 76589 Title/Abstract Full Text View citing articles Show Details

67 Synthesize Find similar

Synthesize Find similar

Rx-ID: 42142308 Find similar reactions

12.1%

With hydrogen; sodium hydroxide in water

T=20°C; P=760.051 Torr; 24 h;

Zhang, Wei; Wang, Fushan; Li, Xinlin; Liu, Yansheng; Ma, Jiantai

RSC Advances, 2016 , vol. 6, # 33 p. 27313 - 27319 Title/Abstract Full Text View citing articles Show Details

With hydrogen; sodium hydroxide in water

Zhao, Shiling; Zhao, Chang; Li, Xinzhe; Li, Feng; Jiao, Lixin; Gao, Wenbin; Li,

Rong

RSC Advances, 2016 , vol. 6, # 80 p. 76582 - 76589 Title/Abstract Full Text View citing articles Show Details

T=60°C; P=760.051 Torr; 3 h;

68 Synthesize Find similar

Synthesize Find similar

Rx-ID: 42142309 Find similar reactions

10.8%

With hydrogen; sodium hydroxide in water

T=20°C; P=760.051 Torr; 24 h;

Zhang, Wei; Wang, Fushan; Li, Xinlin; Liu, Yansheng; Ma, Jiantai

RSC Advances, 2016 , vol. 6, # 33 p. 27313 - 27319 Title/Abstract Full Text View citing articles Show Details

With hydrogen; sodium hydroxide in water

T=60°C; P=760.051 Torr; 3 h;

Zhao, Shiling; Zhao, Chang; Li, Xinzhe; Li, Feng; Jiao, Lixin; Gao, Wenbin; Li, Rong

RSC Advances, 2016 , vol. 6, # 80 p. 76582 - 76589 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar

69 Synthesize Find similar

A: 5.1% B: 11% C: 6.4%

With [MnIIIT(p-Cl)PP]Cl; oxygen; benzoic acid

T=140°C; P=10501.1 Torr; 3 h; Hide Experimental Procedure

Rx-ID: 42177518 Find similar reactions

Wang, Tao; She, Yuanbin; Fu, Haiyan; Li, Hui

Catalysis Today, 2016 , vol. 264, p. 185 - 190 Title/Abstract Full Text View citing articles Show Details

General procedures for cyclohexane oxidation

Synthesize Find similar

70 Synthesize Find similar Rx-ID: 42672709 Find similar reactions

With hydrogen

T=150°C; P=10501.1 Torr; PressureReagent/catalystTemperature;

Couto, Clara Sá; Madeira, Luis M.; Nunes, Clemente Pedro; Araújo, Paulo

Applied Catalysis A: General, 2016 , vol. 522, p. 152 - 164 Title/Abstract Full Text View citing articles Show Details

71 Synthesize Find similar Rx-ID: 42681943 Find similar reactions

Synthesize Find similar

With hydrogen

T=650°C; 3 h; Catalytic behavior; Reagent/catalyst;

Synthesize Find similar

Berenguer; Sankaranarayanan; Gómez; Moreno; Coronado; Pizarro; Serrano Green Chemistry, 2016 , vol. 18, # 7 p. 1938 - 1951 Title/Abstract Full Text View citing articles Show Details

72 Synthesize Find similar

Synthesize Find similar

Rx-ID: 42884105 Find similar reactions

Multi-step reaction with 2 steps 1: hydrogen / water / 5 h / 120 °C / 60006 Torr 2: ClH*ZnCl2 / toluene / 20 °C / |Reflux View Scheme

MICROMIDAS, INC.; MASUNO, Makoto, Nathanael; HIRSCH-WEIL, Dimitri, A.; SMITH, Ryan, L.; BISSELL II, John, Albert

Patent: WO2015/175528 A1, 2015 ;

Multi-step reaction with 2 steps 1: hydrogen / water / 5 h / 120 °C / 60006 Torr 2: zinc(II) chloride; hydrogenchloride / toluene / 1 h / 20 °C / |Reflux View Scheme

MICROMIDAS, INC.; MASUNO, MAKOTO N; HIRSCH, WEILDIMITRI A; SMITH, RYAN L; BISSELL II, JOHN ALBERT

Patent: TW2016/9681 A, 2016 ;

Title/Abstract Full Text Show Details

73 Synthesize Find similar

Synthesize Find similar

Rx-ID: 42884128 Find similar reactions

Multi-step reaction with 3 steps 1: hydrogen; platinum on activated charcoal / toluene / 5 h / 100 °C / 7500.75 Torr 2: hydrogen / water / 5 h / 120 °C / 60006 Torr 3: ClH*ZnCl2 / toluene / 20 °C / |Reflux View Scheme

MICROMIDAS, INC.; MASUNO, Makoto, Nathanael; HIRSCH-WEIL, Dimitri, A.; SMITH, Ryan, L.; BISSELL II, John, Albert

Patent: WO2015/175528 A1, 2015 ;

Multi-step reaction with 4 steps 1: hydrogen; Rh/Al2O3 / para-xylene / 10 h / 100 °C / 67506.8 Torr 2: hydrogen / water / 5 h / 180 °C / 60006 Torr 3: 3,3-dimethyldioxirane / acetone / 2 h / 20 °C 4: ClH*ZnCl2 / toluene / 20 °C / |Reflux View Scheme

MICROMIDAS, INC.; MASUNO, Makoto, Nathanael; HIRSCH-WEIL, Dimitri, A.; SMITH, Ryan, L.; BISSELL II, John, Albert

Patent: WO2015/175528 A1, 2015 ;

Multi-step reaction with 3 steps 1: platinum on activated charcoal; hydrogen / toluene / 5 h / 100 °C / 7500.75 Torr 2: hydrogen / water / 5 h / 120 °C / 60006 Torr 3: zinc(II) chloride; hydrogenchloride / toluene / 1 h / 20 °C / |Reflux View Scheme

MICROMIDAS, INC.; MASUNO, MAKOTO N; HIRSCH, WEILDIMITRI A; SMITH, RYAN L; BISSELL II, JOHN ALBERT

Patent: TW2016/9681 A, 2016 ;

Title/Abstract Full Text Show Details

Multi-step reaction with 4 steps 1: Rh/Al2O3; hydrogen / para-xylene / 10 h / 100 °C / 67506.8 Torr 2: hydrogen / water / 5 h / 180 °C / 60006 Torr 3: 3,3-dimethyldioxirane / acetone / 2 h / 20 °C 4: zinc(II) chloride; hydrogenchloride / toluene / 1 h / 20 °C / |Reflux View Scheme

MICROMIDAS, INC.; MASUNO, MAKOTO N; HIRSCH, WEILDIMITRI A; SMITH, RYAN L; BISSELL II, JOHN ALBERT

Patent: TW2016/9681 A, 2016 ;

Hide Details

Title/Abstract Full Text Show Details

74 Synthesize Find similar

Synthesize Find similar

Rx-ID: 42884145 Find similar reactions

Multi-step reaction with 3 steps 1: hydrogen / water / 5 h / 180 °C / 60006 Torr 2: 3,3-dimethyldioxirane / acetone / 2 h / 20 °C 3: ClH*ZnCl2 / toluene / 20 °C / |Reflux View Scheme

MICROMIDAS, INC.; MASUNO, Makoto, Nathanael; HIRSCH-WEIL, Dimitri, A.; SMITH, Ryan, L.; BISSELL II, John, Albert

Patent: WO2015/175528 A1, 2015 ;

Multi-step reaction with 3 steps 1: hydrogen / water / 5 h / 180 °C / 60006 Torr 2: 3,3-dimethyldioxirane / acetone / 2 h / 20 °C 3: zinc(II) chloride; hydrogenchloride / toluene / 1 h / 20 °C / |Reflux View Scheme

MICROMIDAS, INC.; MASUNO, MAKOTO N; HIRSCH, WEILDIMITRI A; SMITH, RYAN L; BISSELL II, JOHN ALBERT

Patent: TW2016/9681 A, 2016 ;

Title/Abstract Full Text Show Details

75 Synthesize Find similar

Synthesize Find similar

Rx-ID: 42884147 Find similar reactions

Multi-step reaction with 2 steps 1: 3,3-dimethyldioxirane / acetone / 2 h / 20 °C 2: ClH*ZnCl2 / toluene / 20 °C / |Reflux View Scheme

MICROMIDAS, INC.; MASUNO, Makoto, Nathanael; HIRSCH-WEIL, Dimitri, A.; SMITH, Ryan, L.; BISSELL II, John, Albert

Patent: WO2015/175528 A1, 2015 ;

Multi-step reaction with 2 steps 1: 3,3-dimethyldioxirane / acetone / 2 h / 20 °C 2: zinc(II) chloride; hydrogenchloride / toluene / 1 h / 20 °C / |Reflux View Scheme

MICROMIDAS, INC.; MASUNO, MAKOTO N; HIRSCH, WEILDIMITRI A; SMITH, RYAN L; BISSELL II, JOHN ALBERT

Patent: TW2016/9681 A, 2016 ;

Title/Abstract Full Text Show Details

76 Synthesize Find similar

Synthesize Find similar

With ClH*ZnCl2 in toluene

Rx-ID: 42884148 Find similar reactions

MICROMIDAS, INC.; MASUNO, Makoto, Nathanael; HIRSCH-WEIL, Dimitri,

A.; SMITH, Ryan, L.; BISSELL II, John, Albert

Patent: WO2015/175528 A1, 2015 ; Location in patent: Paragraph 0165 ;

T=20°C; Reflux; Hide Experimental Procedure

Title/Abstract Full Text Show Details

1:Synthesis of Cyclohexanone

To a round bottom flask is added the keto alcohol compound, toluene and ZnCl2. HC1 gas is then introduced into the reaction mixture. The reaction mixture is then stirred at room temperature for 1 h followed by heating to reflux. Product conversion and selectivity are analyzed by GC. The product is then purified by distillation.

With hydrogenchloride; zinc(II) chloride in toluene

T=20°C; 1 h; Reflux; Hide Experimental Procedure

MICROMIDAS, INC.; MASUNO, MAKOTO N; HIRSCH, WEILDIMITRI A; SMITH, RYAN L; BISSELL II, JOHN ALBERT

Patent: TW2016/9681 A, 2016 ; Location in patent: Paragraph 0161; 0165 ; Title/Abstract Full Text Show Details

1:Synthesis of Cyclohexanone

To a round bottom flask is added the keto alcohol compound, toluene and ZnCl2. HCl gas is then introduced into the reaction mixture. The reaction mixture is then stirred at room temperature for 1 h followed by heating to reflux. Product conversion and selectivity are analyzed by GC. The product is then purified by distillation. A

Synthesize Find similar

77 Synthesize Find similar Rx-ID: 43006918 Find similar reactions

A: 5.5% B: 8.2% C: 5.4% D: 10.8% E: 9.9%

With oxygen

T=380°C; Hide Experimental Procedure

Aliev; Shabanova; Nadzhaf-Kuliev; Medzhidova

Petroleum Chemistry, 2016 , vol. 56, # 7 p. 639 - 645 Neftekhimiya, 2016 , vol. 56, # 4 p. 407 - 413,7 Title/Abstract Full Text View citing articles Show Details

EXPERIMENTAL

Synthesize Find similar

78 Synthesize Find similar Rx-ID: 43006919 Find similar reactions

A: 6.5% B: 11.8% C: 16.7% D: 7.2%

With oxygen

T=380°C; Hide Experimental Procedure

Aliev; Shabanova; Nadzhaf-Kuliev; Medzhidova

Petroleum Chemistry, 2016 , vol. 56, # 7 p. 639 - 645 Neftekhimiya, 2016 , vol. 56, # 4 p. 407 - 413,7 Title/Abstract Full Text View citing articles Show Details

EXPERIMENTAL

mixture of 1000–3000 h–1, and cyclohexane : O2 : N2 molar ratio of 1 : (0.24–1) : 5.3. The work was concerned with synthetic zeolites NaY (SiO2/Al2O3 = λ = 4.2), NaX (λ =2.9), NaA (λ = 2.0) and natural zeolites clinoptilolite (λ = 8.68) and mordenite (λ = 9.6) from Azerbaijan deposit modified by different transition metal cations and maingroup elements (Zn, Cu, Co, Cr, Mn, Fe,Mg, Mo, etc.). The catalysts were synthesized by the ion exchange method. Prior to ion exchange, the natural zeolites were treated with 0.5 N HCl. The amount of elements introduced into zeolite composition was defined by ion spectral analysis on an Agilent 7700 ICPMS spectrometer and composed 0.1–2percent of the zeolite mass. The catalysts with a particle size of 0.25–0.63 mm and cyclohexane of 99.5percent purity were used. The analysis of the reactants and reaction products was carried out on a gas chromatograph, directly connected with the reaction unit, using a 3-m Porapak-T packed column under conditions of linear temperature programming from 50 to 200°C. The analysis ofthe products was performed also on an Agilent 7890 chromatograph with an Agilent 5975 mass detector and a HP5 MS column of 30 m in length. Resulting cyclohexadiene-1,3 was identified by chromatography mass–spectrometry, IR and UV–vis spectroscopy. A

Synthesize Find similar

79 Synthesize Find similar Rx-ID: 43006920 Find similar reactions

A: 6.6% B: 8.6% C: 5.5% D: 7.9% E: 9.6%

With oxygen

T=380°C; Hide Experimental Procedure

Aliev; Shabanova; Nadzhaf-Kuliev; Medzhidova

Petroleum Chemistry, 2016 , vol. 56, # 7 p. 639 - 645 Neftekhimiya, 2016 , vol. 56, # 4 p. 407 - 413,7 Title/Abstract Full Text View citing articles Show Details

EXPERIMENTAL

Synthesize Find similar

80 Synthesize Find similar

A: 13.5% B: 16.2% C: 16.9%

With oxygen

T=380°C; Hide Experimental Procedure

Rx-ID: 43006921 Find similar reactions

Aliev; Shabanova; Nadzhaf-Kuliev; Medzhidova

Petroleum Chemistry, 2016 , vol. 56, # 7 p. 639 - 645 Neftekhimiya, 2016 , vol. 56, # 4 p. 407 - 413,7 Title/Abstract Full Text View citing articles Show Details

EXPERIMENTAL

Synthesize

81 Synthesize Find similar

Rx-ID: 43006923 Find similar reactions

A: 10.5% B: 8.8% C: 7.9% D: 15.5%

Find similar

With oxygen

T=380°C; Hide Experimental Procedure

Find similar

Aliev; Shabanova; Nadzhaf-Kuliev; Medzhidova

Petroleum Chemistry, 2016 , vol. 56, # 7 p. 639 - 645 Neftekhimiya, 2016 , vol. 56, # 4 p. 407 - 413,7 Title/Abstract Full Text View citing articles Show Details

EXPERIMENTAL

A: 10.6% B: 6.9% C: 6.5% D: 9.8%

With oxygen

T=380°C; Hide Experimental Procedure

Aliev; Shabanova; Nadzhaf-Kuliev; Medzhidova

Petroleum Chemistry, 2016 , vol. 56, # 7 p. 639 - 645 Neftekhimiya, 2016 , vol. 56, # 4 p. 407 - 413,7 Title/Abstract Full Text View citing articles Show Details

EXPERIMENTAL

Synthesize Find similar

82 Synthesize Find similar

A: 13.8% B: 7.5%

Rx-ID: 43006924 Find similar reactions

With oxygen

T=380°C; Hide Experimental Procedure

Aliev; Shabanova; Nadzhaf-Kuliev; Medzhidova

Petroleum Chemistry, 2016 , vol. 56, # 7 p. 639 - 645 Neftekhimiya, 2016 , vol. 56, # 4 p. 407 - 413,7 Title/Abstract Full Text View citing articles Show Details

EXPERIMENTAL

Synthesize Find similar

83 Synthesize Find similar Rx-ID: 43458282 Find similar reactions

Synthesize Find similar

With Raney nickel T=75°C; 3.5 h; Temperature; Hide Experimental Procedure

LG CHEM, LTD.; NAM, Hyun; KIM, Jin Soo; CHOE, Yong Jin; CHOI, Sun Hyuk

Patent: US2016/207857 A1, 2016 ; Location in patent: Paragraph 0043 ; Title/Abstract Full Text Show Details

3:EXAMPLE 3

EXAMPLE 3 (0043) 2.0 g of n-butylaldehyde, 39.3 g of isopropyl alcohol, 24.1 g of cyclohexanol and 6.0 g of raney nickel were placed into a 100 ml three necked flask equipped with a freezer and a stirrer, a temperature in the flask was increased to 75° C., and a reaction was performed for 3.5 hours. A mixture of a product produced after the reaction and a reactant remaining in the flask was analyzed by GC, and it was confirmed that a conversion rate was 100percent, and the mixture was composed of 2percent acetone, 56percent isopropyl alcohol, 2percent n-butanol, 39percent cyclohexanol, and 1percent cyclohexanone (GC percent area). A

Synthesize Find similar

84 Synthesize Find similar

Synthesize Find similar

With Raney nickel T=86°C; 3 h; Temperature; Hide Experimental Procedure

Rx-ID: 43458283 Find similar reactions

LG CHEM, LTD.; NAM, Hyun; KIM, Jin Soo; CHOE, Yong Jin; CHOI, Sun Hyuk

Patent: US2016/207857 A1, 2016 ; Location in patent: Paragraph 0042 ; Title/Abstract Full Text Show Details

2:EXAMPLE 2

EXAMPLE 2 (0042) 2.0 g of n-butylaldehyde, 48.1 g of cyclohexanol and 6.0 g of raney nickel were placed into a 100 ml three necked flask equipped with a freezer and a stirrer, a temperature in the flask was increased to 86° C., and a reaction was performed for 3 hours. A mixture of a product produced after the reaction and a reactant remaining in the flask was analyzed by GC, and it was confirmed that a conversion rate was 100percent, and the mixture was composed of 2percent n-butanol, 97percent cyclohexanol, and 1percent cyclohexanone (GC percent area). A

Synthesize Find similar

85 Synthesize Find similar Rx-ID: 43501846 Find similar reactions

With hydrogen in decane

T=240°C; P=15001.5 Torr; 8 h; Reagent/catalystPressure;

Ren, Hangxing; Li, Chuang; Yin, Dongdong; Liu, Jinxuan; Liang, Changhai

RSC Advances, 2016 , vol. 6, # 88 p. 85659 - 85665 Title/Abstract Full Text Show Details

Synthesize Find similar

86 Synthesize Find similar Rx-ID: 43501847 Find similar reactions

With hydrogen in decane

T=240°C; P=7500.75 Torr; 8 h;

Ren, Hangxing; Li, Chuang; Yin, Dongdong; Liu, Jinxuan; Liang, Changhai

RSC Advances, 2016 , vol. 6, # 88 p. 85659 - 85665 Title/Abstract Full Text Show Details

87 Synthesize Find similar

11.38%

Synthesize Find similar

Rx-ID: 43894072 Find similar reactions

With hydrogen; hydroxylamine; palladium; acetic acid in water

T=80°C; P=15001.5 Torr; 4 h; Inert atmosphereAutoclave; Hide Experimental Procedure

Hebei University of Technology; Wang, Yanji; Wang, Tong; Zhang, Dongsheng; Li, Zhihui; Xu, Yuanyuan; Wu, Changcheng; Zhao, Xinqiang

Patent: CN105523907 A, 2016 ; Location in patent: Paragraph 0009; 0052; 0053 ; Title/Abstract Full Text Show Details

21:

In the autoclave are then added to benzene 20mmol, hydroxylamine salt 20mmol, NH4VO3(First catalyst) 0.07 g of, the percentage loading of 2percent by mass of Pd / MCM-41 0.3 g of catalyst (second catalyst), 5ml of acetic acid, 10ml water (molar ratio 1: 1: 0.03: 0.0028: 4.37: 27.78) through N2 Replacement.Then warmed to 80 C , keeping the reaction 1h, and then introducing hydrogen to the reactor pressure 2MPa maintain 3h, was stopped hydrogen, cooling to room temperature, centrifugal separation of the catalyst and the reaction liquid, the reaction liquid by the mass fraction of 30percent NaOH solution and, toluene extraction separation, in the organic phase, the organic phase was analyzed by gas chromatography.Quantitative calculation of yield of the product cyclohexanone 6.84percent.. Synthesis of cyclic steps and reaction conditions are the same as cyclohexanone process, but the second loading Pd catalysts were respectively changed to 3percent, 4percent, 5percent, 6percent, 7percent, 8percent.The organic phase was analyzed by gas chromatography, a quantitative calculation of the yield of the product cyclohexanone. A

Synthesize Find similar

88 Synthesize Find similar

With hydrogen; 5-methyl-dihydro-furan-2-one in water

T=25°C; 7 h; Autoclave;

Rx-ID: 43942644 Find similar reactions

Fehn, Sonja; Zaheer, Muhammad; Denner, Christine E.; Friedrich, Martin; Kempe, Rhett

New Journal of Chemistry, 2016 , vol. 40, # 11 p. 9252 - 9256 Title/Abstract Full Text Show Details

Synthesize Find similar

89 Synthesize Find similar

With hydrogen; sodium hydroxide in water

T=60°C; P=760.051 Torr; 3 h;

Rx-ID: 44008152 Find similar reactions

Zhao, Shiling; Zhao, Chang; Li, Xinzhe; Li, Feng; Jiao, Lixin; Gao, Wenbin; Li, Rong

RSC Advances, 2016 , vol. 6, # 80 p. 76582 - 76589 Title/Abstract Full Text View citing articles Show Details

90 Synthesize Find similar

38%

Synthesize Find similar

;

Rx-ID: 351427 Find similar reactions

Pap, Jzsef S.; El Bakkali-Tahri, Nadia; Fadel, Antoine; Gger, Szabina; Bogth,

With ammonium hydroxide [Cu (2,2'-bipyridine)(1-aminocyclohexane-1-carboxylic acid(H))]ClO4*H2O; dihydrogen peroxide in water; N,N-dimethyl-formamide

T=35°C; Kinetics;

With ammonium hydroxide; C18H12N5(1-)*Fe(3+)*2Cl(1-); dihydrogen peroxide in water; N,Ndimethyl-formamide

T=35°C; 0.75 h; Inert atmosphereSchlenk technique; Catalytic behaviorKinetics; Time; Hide Experimental Procedure

33%

Dra; Molnr, Miln; Giorgi, Michel; Speier, Gbor; Simaan, A. Jalila; Kaizer, Jzsef

European Journal of Inorganic Chemistry, 2014 , vol. 2014, # 17 p. 2829 - 2838 Title/Abstract Full Text Show Details

Lakk-Bogth, Dra; Harasztia, Mikls; Csonka, Rbert; Speier, Gbor; Kaizer, Jzsef

Polyhedron, 2015 , vol. 89, p. 91 - 95 Title/Abstract Full Text View citing articles Show Details

2.2 Determination of products

General procedure: Reactivity assays were performed as follows: the respective amino acid (ACCH, ACBH, ACPH, ACHH, AIBH) was dissolved in 10mL of DMF/H2O mixture (3/1 V/V) in a 20 mL sealable tube. With MeCN (10μL) as inner standard, NH4OH and the catalyst were then added to the mixture. Hydrogen peroxide was added through the septum with a syringe and the evolved ethylene, cyclobutanone, cyclopentanone, cyclohexanone or acetone was measured by removing 0.25 mL from the headspace with a gastight syringe and the sample was injected into a gas chromatograph. The concentration of the corresponding product in the headspace is linearly proportional to the concentration of the product in the reaction mixture. GC analyses were performed on a Hewlett Packard 5890 gas chromatograph equipped with a flame ionization detector and a 30m Supelcowax column.

With sodium hypochlorite

Langheld

Patent: DE226227 ;

Full Text Show Details

Hide Details

With FeIII(N,N′-bis(salicylidene)ethylenediamine)Cl; dihydrogen peroxide in water; N,N-dimethylformamide

T=35°C; Catalytic behaviorKinetics;

Goger, Szabina; Bogath, Dora; Barath, Gabor; Simaan, A. Jalila; Speier, Gabor; Kaizer, Jozsef

Journal of Inorganic Biochemistry, 2013 , vol. 123, p. 46 - 52 Title/Abstract Full Text View citing articles Show Details

With ammonium hydroxide; dihydrogen peroxide; copper dichloride in water; N,N-dimethylformamide

T=35°C; KineticsCatalytic behavior; Hide Experimental Procedure

Goger, Szabina; Pap, Jozsef S.; Bogath, Dora; Simaan, A. Jalila; Speier, Gabor; Giorgi, Michel; Kaizer, Jozsef

Polyhedron, 2014 , vol. 73, p. 37 - 44 Title/Abstract Full Text View citing articles Show Details

2.8 Determination of products and kinetic measurements

General procedure: Kinetic studies on the catalytic oxidation of amino acids by CuCl2 or Cu(AA)2 complexes were performed in a 3:1 DMF–water mixture at 35°C. Assays were performed as follows: respective amino acid (3.6×10−4mol) was dissolved in 10mL of the solvent mixture in a sealable tube of 20mL. To the mixture were then added MeCN (10μL) as internal standard, the catalyst (7.2×10−8mol) and NH4OH

(3.6×10−4mol). Hydrogen peroxide (32μL, 3.6×10−4mol) was then added through the septum with a syringe and the evolved product(s) were measured by removing 250μL of the headspace by GC analysis. The concentration of products in the head space are linearly proportional to the concentration of those in the reaction mixture.

91 Synthesize Find similar

88%

Synthesize Find similar

Rx-ID: 546939 Find similar reactions

With gold(III) chloride; silver hexafluoroantimonate in 1,4-dioxane

T=20°C; 1.25 h; regioselective reaction; Hide Experimental Procedure

Gudla, Vanajakshi; Balamurugan, Rengarajan

Tetrahedron Letters, 2012 , vol. 53, # 39 p. 5243 - 5247 Title/Abstract Full Text View citing articles Show Details

Representive procedure for the rearrangement of 1a

General procedure: To a solution of the epoxide 1a (100 mg, 0.61 mmol) in dry dioxane (3 mL) freshly prepared AuCl3 (0.2 mg, 0.1 mol percent) and AgSbF6 (0.6 mg, 0.3 mol percent) solutions in dry dioxane were added and the reaction mixture was allowed to stir at room temperature. The reaction was monitored by TLC and found to complete in 20 min. Dioxane was evaporated. The residue was loaded on a silica gel column and was eluted with EtOAc/hexanes (7/93) mixtures to obtain pure compound 2a in 83percent yield as colorless liquid.

T=735°C; P=6 Torr;

Rice; Stallbaumer

Journal of the American Chemical Society, 1942 , vol. 64, p. 1527,1529 Full Text Show Details

With pumice stone; magnesium sulfate

T=230 - 250°C;

Schering-Kahlbaun A.G.

Patent: DE566156 , 1930 ;

Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 19, p. 725 Full Text Show Details

With hydrogen; silica gel; copper in gas T=129.85°C; 3.5 h; Ea; var. temp.; Thermodynamic data;

Fasi, Andras; Palinko, Istvan

Journal of Catalysis, 1999 , vol. 181, # 1 art. no. JCAT.1998.2284, p. 28 - 36 Title/Abstract Full Text View citing articles Show Details

With 4-nitroaniline; mesoporous aluminosilicate (Si/Al = 14) in dichloromethane

Meinwald rearrangement; Heating;

Robinson, Mathew W.C.; Timms, David A.; Williams, Sarah M.; Graham, Andrew E.

Tetrahedron Letters, 2007 , vol. 48, # 36 p. 6249 - 6251 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: sodium hydrogen telluride / ethanol / Heating 2: nickel boride / Ambient temperature View Scheme

Barton, Derek H. R.; Fekih, Abdelwaheb; Lusinchi, Xavier

Tetrahedron Letters, 1985 , vol. 26, # 50 p. 6197 - 6200 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 3 steps 1: sodium hydrogen telluride / ethanol / Heating 2: nickel boride / Ambient temperature 3: pyridine dichromate View Scheme

Barton, Derek H. R.; Fekih, Abdelwaheb; Lusinchi, Xavier

Tetrahedron Letters, 1985 , vol. 26, # 50 p. 6197 - 6200 Title/Abstract Full Text View citing articles Show Details

80 %Spectr.

With [Rh(bimca)Cl(CO)(Allyl)]; bis(trifluoromethane)sulfonimide lithium in benzene-d6

T=60°C; Meinwald Rearrangement; 24 h; Inert atmosphereSchlenk technique; regioselective reaction;

Jürgens, Eva; Wucher, Barbara; Rominger, Frank; Törnroos, Karl W.; Kunz, Doris

Chemical Communications, 2015 , vol. 51, # 10 p. 1897 - 1900 Title/Abstract Full Text View citing articles Show Details

Hide Details

92 Synthesize Find similar

Synthesize Find similar

Rx-ID: 597041 Find similar reactions

92%

With 2,6-dimethylpyridine; nitroxyl radical; sodium perchlorate in water; acetonitrile

Oxidation; 5 h; Electrochemical reaction;

Kashiwagi, Yoshitomo; Kurashima, Futoshi; Kikuchi, Chikara; Anzai, JunIchi; Tetsuo, Osa

Heterocycles, 2000 , vol. 53, # 7 p. 1583 - 1587 Title/Abstract Full Text View citing articles Show Details

90%

With NaClO adsorbed on montmorillonite K10 in dichloromethane

T=20°C; Oxidation; 0.916667 h;

Hashemi, Mohammed M.; Beni, Yousef A.

Journal of Chemical Research - Part S, 2000 , # 5 p. 224 - 225 Title/Abstract Full Text View citing articles Show Details

75%

With oxygen; potassium iodide; sodium nitrite in water; acetonitrile

8 h; Reflux;

Chaudhari, Hemchandra K.; Telvekar, Vikas N.

Synthetic Communications, 2013 , vol. 43, # 8 p. 1155 - 1160 Title/Abstract Full Text View citing articles Show Details

66%

With potassium hydroxide in ethyl acetate

T=-78°C; Product distribution;

Hoffman, Robert V.; Kumar, Anil

Journal of Organic Chemistry, 1984 , vol. 49, # 21 p. 4011 - 4014 Title/Abstract Full Text View citing articles Show Details

58%

With Cu(I) 3-methylsalicylate; oxygen; ascorbic acid in N,N-dimethyl acetamide

T=80°C; 20 h; chemoselective reaction;

Srogl, Jiri; Voltrova, Svatava

Organic Letters, 2009 , vol. 11, # 4 p. 843 - 845 Title/Abstract Full Text View citing articles Show Details

Hide Details

49%

With iodosylbenzene in water

T=0°C; 1 h;

Moriarty, Robert M.; Vaid, Radhe K.; Duncan, Michael P.; Ochiai, Masahito; Inenaga, Minako; Nagao, Yoshimitsu

Tetrahedron Letters, 1988 , vol. 29, # 52 p. 6913 - 6916 Title/Abstract Full Text View citing articles Show Details

36%

Stage #1: With tert.-butylhydroperoxide; 3 A molecular sieve; zirconium(IV) tert-butoxide in dichloromethane

Oxidation; 4 h; Stage #2: With tert.-butylhydroperoxide; potassium tert-butylate; zirconium(IV) tert-butoxide in dichloromethane

Oxidation; 5 h;

Krohn, Karsten; Steingroever, Klaus

Advanced Synthesis and Catalysis, 2000 , vol. 342, # 2 p. 192 - 194 Title/Abstract Full Text View citing articles Show Details

15.4%

With water; NiO : 60percent Cr2O3 in gaseous matrix T=199.9°C; 0.25 h; other NiO-Cr2O3 catalyst; Mechanism;

Fridman, V. Z.; Davydov, A. A.; Mikhal'chenko, E. D.

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1991 , # 12 p. 2379 - 2384 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1991 , vol. 40, # 12 p. 2732 - 2739 Title/Abstract Full Text View citing articles Show Details

With water; oxygen; copper

Smirnow

Zhurnal Obshchei Khimii, 1938 , vol. 8, p. 1727 Chem. Zentralbl., 1939 , vol. 110, # II p. 4211 Full Text Show Details

With water; hydrogen

T=270 - 320°C; beim Leiten ueber Metall-Katalysatoren;

I.G. Farbenind.

Patent: DE725083 , 1938 ; DRP/DRBP Org.Chem. Full Text Show Details

With water

T=270 - 320°C; beim Leiten ueber Metall-Katalysatoren;

Schmidt; Seydel

Patent: US2387617 , 1940 ;

With water; nickel-chromium

Full Text Show Details

I.G. Farbenind.

Patent: DE727626 , 1939 ; DRP/DRBP Org.Chem. Full Text Show Details

Mikhal'chenko, E. D.; Fridman, V. Z.; Plotnikov, V. A.

J. Appl. Chem. USSR (Engl. Transl.), 1989 , vol. 62, # 22 p. 425 - 427,382 - 384 Title/Abstract Full Text Show Details

778 % Chromat.

With pyrroloquinoline quinone; cetyltrimethylammonim bromide in water

24 h; Ambient temperaturepH=6.6-9.1;

Oshiro, Yoshiki; Itoh, Shinobu; Kurokawa, Ken; Kato, Jinichiro; Hirao, Toshikazu; Agawa, Toshio

Tetrahedron Letters, 1983 , vol. 24, # 33 p. 3465 - 3468 Title/Abstract Full Text View citing articles Show Details

With pyridine-4-carbaldehyde; hydrogenchloride; sodium hydroxide

1.) CH3OH, reflux, 7 h; Yield given. Multistep reaction;

Ohta, Shunsaku; Okamoto, Masao

Synthesis, 1982 , # 9 p. 756 - 758 Title/Abstract Full Text Show Details

97 % Turnov.

With air; Na5PV2Mo10O40 on activated carbon in toluene

T=100°C; P=760 Torr; 4.5 h;

Neumann, Ronny; Levin, Michal

Journal of Organic Chemistry, 1991 , vol. 56, # 19 p. 5707 - 5710 Title/Abstract Full Text View citing articles Show Details

With oxalic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; Rapoport’s salt

1) room temperature, CH2Cl2, DMF; 2) 5 min; 3) cooling, 0.5 - 1 h; Yield given. Multistep reaction;

Buckley, Thomas F.; Rapoport, Henry

Journal of the American Chemical Society, 1982 , vol. 104, # 16 p. 4446 - 4450 Title/Abstract Full Text View citing articles Show Details

93 % Chromat.

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; water; lithium perchlorate in acetonitrile

T=23°C; electrolysis, a platinum gauze electrode, +0.33 V (vs. Ag/Ag(1+));

Semmelhack, M. F.; Schmid, Christopher R.

Journal of the American Chemical Society, 1983 , vol. 105, # 22 p. 6732 - 6734 Title/Abstract Full Text View citing articles Show Details

With water; nickel-chromium

Mikhal'chenko, E. D.; Fridman, V. Z.; Plotnikov, V. A.

Equilibrium constant;

J. Appl. Chem. USSR (Engl. Transl.), 1989 , vol. 62, # 22 p. 425 - 427,382 - 384 Title/Abstract Full Text Show Details

With dipotassium peroxodisulfate; sodium carbonate in water

0.333333 h; IrradiationpH: 11.5, rate constant (k M-1s-1); MechanismRate constant;

Elango, T. P.; Ramakrishnan, V.; Vancheesan, S.; Kuriacose, J. C.

Tetrahedron, 1985 , vol. 41, # 18 p. 3837 - 3843 Title/Abstract Full Text View citing articles Show Details

With potassium hydroxide; lt;Ag(OH)2(H4TeO6)2gt;(3-); water

T=29.9°C; ΔE(excit.), ΔG(excit.), ΔH(excit.), ΔS(excit.); KineticsThermodynamic dataMechanism;

Ravi Prasad, T.; Sethuram, B.; Navaneeth Rao, T.

Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical & Analytical, 1982 , vol. 21, # 2 p. 169 - 170 Title/Abstract Full Text Show Details

With Carbonate buffer; potassium chloride in water

T=35°C; KineticsMechanismRate constant;

Itoh, Shinobu; Kitamura, Yutaka; Ohshiro, Yoshiki; Agawa, Toshio

Bulletin of the Chemical Society of Japan, 1986 , vol. 59, # 6 p. 1907 - 1910 Title/Abstract Full Text Show Details

68 % Chromat.

With potassium permanganate; copper(II) sulfate in dichloromethane

24 h; Heating;

Noureldin, Nazih A.; Bellegarde, Jody W.

Synthesis, 1999 , # 6 p. 939 - 942 Title/Abstract Full Text View citing articles Show Details

With air; 3-Ph-cyclohepta[4,5]imidazo[1,2-a]-1,3,5-triazine-1,4-dione in acetonitrile

16 h; Irradiation; Product distribution; Further Variations:Reagents;

Nitta, Makoto; Ohtsuki, Daisuke; Mitsumoto, Yuhki; Naya, Shin-Ichi

Tetrahedron, 2005 , vol. 61, # 25 p. 6073 - 6081 Title/Abstract Full Text View citing articles Show Details

With oxygen; titanium(IV) oxide in acetonitrile

P=760.051 Torr; 5 h; UV-irradiation;

Lang, Xianjun; Ji, Hongwei; Chen, Chuncheng; Ma, Wanhong; Zhao, Jincai

Angewandte Chemie - International Edition, 2011 , vol. 50, # 17 p. 3934 - 3937 Title/Abstract Full Text View citing articles Show Details

With water in dimethyl sulfoxide

T=30°C; pH=7; 18 h; aq. phosphate bufferEnzymatic reaction;

Leisch, Hannes; Grosse, Stephan; Iwaki, Hiroaki; Hasegawa, Yoshie; Lau, Peter C.K.

Canadian Journal of Chemistry, 2012 , vol. 90, # 1 p. 39 - 45 Title/Abstract Full Text View citing articles Show Details

82 %Chromat.

With oxygen; 2,2-diphenyl-1-picrylhydrazine in acetonitrile

T=80°C; P=37503.8 Torr; 8 h;

Suzuki, Ken; Watanabe, Tomonari; Murahashi, Shun-Ichi

Journal of Organic Chemistry, 2013 , vol. 78, # 6 p. 2301 - 2310 Title/Abstract Full Text View citing articles Show Details

With dipotassium peroxodisulfate; tris(bipyridine)ruthenium(II) dichloride hexahydrate; water in acetonitrile

T=20°C; 12 h; Sealed tubeIrradiationGreen chemistry;

Iqbal, Naeem; Cho, Eun Jin

Advanced Synthesis and Catalysis, 2015 , vol. 357, # 10 p. 2187 - 2192 Title/Abstract Full Text View citing articles Show Details

93 Synthesize Find similar

Synthesize Find similar

Rx-ID: 1533410 Find similar reactions

98%

With 2,4,4,6-tetrabromo-2,5-cyclohexadien-1-one; dihydrogen peroxide in water; acetonitrile

T=20°C; 0.75 h;

Ganguly, Nemai C.; Nayek, Subhasis; Barik, Sujoy Kumar

Journal of the Indian Chemical Society, 2011 , vol. 88, # 2 p. 251 - 256 Title/Abstract Full Text View citing articles Show Details

82%

With acetic acid

T=20°C; 6 h;

Jin, Yong-Sheng; Zhang, Wei; Zhang, Da-Zhi; Qiao, Li-Ming; Wu, Qiu-Ye; Chen, Hai-Sheng

Asian Journal of Chemistry, 2011 , vol. 23, # 3 p. 1117 - 1119 Title/Abstract Full Text View citing articles Show Details

75%

With dihydrogen peroxide; iodine; sodium lauryl sulfate in water

T=20°C; 3 h; Micellar solution;

Ganguly, Nemai C.; Barik, Sujoy Kumar

Synthesis, 2009 , # 8 art. no. Z26708SS, p. 1393 - 1399

Title/Abstract Full Text View citing articles Show Details

58%

With water in 1,4-dioxane

T=110°C; 2 h; Inert atmosphereMicrowave irradiation;

Myles, Lauren; Gathergood, Nicholas; Connon, Stephen J.

European Journal of Organic Chemistry, 2015 , vol. 2015, # 1 p. 188 - 194 Title/Abstract Full Text View citing articles Show Details

95 % Chromat.

With tri(4-methylphenyl)amine; lithium perchlorate; sodium hydrogencarbonate in water; acetonitrile

T=20°C; electrolysis;

Platen, Martin; Steckhan, Eberhard

Chemische Berichte, 1984 , vol. 117, # 5 p. 1679 - 1694 Title/Abstract Full Text Show Details

With NH4I; dihydrogen peroxide; sodium lauryl sulfate in water

T=20°C; 0.333333 h; micellar medium;

Ganguly, Nemai C.; Mondal, Pallab

Synthetic Communications, 2011 , vol. 41, # 16 p. 2374 - 2384 Title/Abstract Full Text View citing articles Show Details

81 %Chromat.

With p-benozquinone; sodium iodide in water; acetonitrile

T=100°C; 48 h; Hide Experimental Procedure

Inamoto, Kiyofumi; Yamada, Tetsuya; Kato, Sei-Ichi; Kikkawa, Shoko; Kondo, Yoshinori

Tetrahedron, 2013 , vol. 69, # 44 p. 9192 - 9199 Title/Abstract Full Text View citing articles Show Details

Hide Details

4.3.1 Representative procedure for deprotection of 1,3-dithianes (Table 2, entry 3)

General procedure: A mixture of 2-(2-methoxyphenyl)-1,3-dithiane (1c) (0.11 g, 0.50mmol), 1,4-benzoquinone (64.8 mg, 0.60 mmol), and NaI (0.70 mg, 0.005 mmol) in MeCN (2mL) and H2O (0.2mL) was stirred at 100°C for 24 h. The reaction mixture was filtered through a pad of Celite and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography (eluent: hexane/AcOEt=15/1) to give 2-methoxybenzaldehyde (2c, 66.5mg, 98percent) as colorless oil.

94 Synthesize Find similar

Synthesize Find similar

Rx-ID: 1615304 Find similar reactions

84%

With sodium periodate in N,N-dimethyl-formamide

T=150°C; 0.666667 h;

Das, Sasmita; Panigrahi; Maikap, Golak C.

Tetrahedron Letters, 2003 , vol. 44, # 7 p. 1375 - 1377 Title/Abstract Full Text View citing articles Show Details

70%

With dihydrogen peroxide in ethanol

8 h; RefluxGreen chemistry;

Bayat, Ahmad; Shakourian-Fard, Mehdi; Ramezanpour, Shaghayegh; Mahmoodi Hashemi, Mohammad

New Journal of Chemistry, 2015 , vol. 39, # 5 p. 3845 - 3851 Title/Abstract Full Text View citing articles Show Details

20 % Chromat.

With aluminum oxide; K2CrO4 in dichloromethane

T=130°C; 4 h;

Thuy, Vu Moc

Bulletin des Societes Chimiques Belges, 1993 , vol. 102, # 4 p. 299 - 300 Title/Abstract Full Text Show Details

With sodium hydrogencarbonate; dimethyl sulfoxide; sodium iodide

T=120°C; 4 h;

Dave, Paritosh; Byun, Hoe-Sup; Engel, Robert

Synthetic Communications, 1986 , vol. 16, p. 1343 - 1346 Title/Abstract Full Text Show Details

Hide Details

16 % Chromat.

Synthesize Find similar

Rx-ID: 1731927 Find similar reactions

With Li-n-BuBH3 in hexane; toluene

T=-78°C; 2 h; other acyclic, cyclic and substituted enones; other solvent and time; Product distribution;

Kim, Sunggak; Moon, Young Choon; Ahn, Kyo Han

Journal of Organic Chemistry, 1982 , vol. 47, # 17 p. 3311 - 3315 Title/Abstract Full Text View citing articles Show Details

With sodium tetrahydroborate; acetic acid in tetrahydrofuran

T=25°C; 20 h; other α,β-unsaturated carbonyls; various sodium acetoxyborohydrides; Product distribution;

Nutaitis, Charles F.; Bernardo, Joseph E.

Journal of Organic Chemistry, 1989 , vol. 54, # 23 p. 5629 - 5630 Title/Abstract Full Text View citing articles Show Details

With sodium tetrahydroborate; acetic acid in tetrahydrofuran

T=25°C; 20 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Nutaitis, Charles F.; Bernardo, Joseph E.

Journal of Organic Chemistry, 1989 , vol. 54, # 23 p. 5629 - 5630 Title/Abstract Full Text View citing articles Show Details

A: 94.0 % Chromat. B: 3.9 % Chromat.

With KHBPh3 in tetrahydrofuran

T=0°C; 4 h;

Kim, Kwan Eung; Park, Soo Bong; Yoon, Nung Min

Synthetic Communications, 1988 , vol. 18, # 1 p. 89 - 96 Title/Abstract Full Text Show Details

Stage #1: With diphenylsilane; rhodium(III) complex catalyst in tetrahydrofuran

T=22°C; 20 h; Stage #2: With potassium carbonate in methanol

0.5 h;

Fujihara, Tetsuaki; Obora, Yasushi; Tokunaga, Makoto; Tsuji, Yasushi

Dalton Transactions, 2007 , # 16 p. 1567 - 1569 Title/Abstract Full Text View citing articles Show Details

Stage #1: With diphenylsilane; Rh(IMes)(cod)Cl in dichloromethane

T=20°C; 24 h; Stage #2: With methanol; potassium carbonate in diethyl ether

T=-30°C; 1 h;

Sato, Hiromichi; Fujihara, Tetsuaki; Obora, Yasushi; Tokunaga, Makoto; Kiyosu, Junya; Tsuji, Yasushi

Chemical Communications, 2007 , # 3 p. 269 - 271 Title/Abstract Full Text View citing articles Show Details

Stage #1: With C43H48FeN2; diphenylsilane

T=70°C; GloveboxSchlenk technique; Stage #2: With tetrabutyl ammonium fluoride in tetrahydrofuran

T=0 - 20°C; 3 h; chemoselective reaction;

Wekesa, Francis S.; Arias-Ugarte, Renzo; Kong, Lydia; Sumner, Zachary; McGovern, Gregory P.; Findlater, Michael

Organometallics, 2015 , vol. 34, # 20 p. 5051 - 5056 Title/Abstract Full Text View citing articles Show Details

Hide Details

96 Synthesize Find similar

Synthesize Find similar

Rx-ID: 1793811 Find similar reactions

97%

With [Ru(η(5)-C5,κ-P-Cp(P))(CH3CN)2]PF6 in tetrahydrofuran-d8

T=60°C; 5 h; Inert atmosphere;

Batuecas, Maria; Esteruelas, Miguel A.; Garcia-Yebra, Cristina; Onate, Enrique

Organometallics, 2010 , vol. 29, # 9 p. 2166 - 2175 Title/Abstract Full Text View citing articles Show Details

96%

With [Ru(η5-C5Me5)(MeCN)3][PF6]; potassium carbonate in acetonitrile

1 h; Inert atmosphereReflux;

Bouziane, Asmae; Carboni, Bertrand; Bruneau, Christian; Carreaux, Francois; Renaud, Jean-Luc

Tetrahedron, 2008 , vol. 64, # 51 p. 11745 - 11750 Title/Abstract Full Text View citing articles Show Details

95.5%

With [Rh(NCMe)2(cod)][BF4]; (1,3,5-triaza-7-phosphaadamantane); isopropyl alcohol in water

T=100°C; 1 h; Reagent/catalyst; Hide Experimental Procedure

CAMBREX KARLSKOGA AB; TRACEY, Michael; HOLMBERG, Pär

Patent: WO2015/11474 A1, 2015 ; Location in patent: Page/Page column 48-49 ; Title/Abstract Full Text Show Details

7:Redox Isomerisation of Cyclohex-2-enol in the Presence of Isopropanol

Redox isomerisation experiments were conducted using cyclohex-2-enol in the presence of isopropanol. Cyclohex-2-enol (1.0 g, 10.18 mmol) was added to a solution of [Rh(COD)(CH3CN)2]BF4 (0.1 molpercent) and PTA (0.2 molpercent) in 7 mL water and heated at 100°C for 1 hr. Isopropanol (6 equivalents) was added to the solution of the catalyst before addition of the cyclohex-2-enol, or to the cyclohex-2-enol before addition to the catalyst solution (Table 4) Hide Details

89%

With tetrapropylammonium perruthennate; 10-undecane-1-ol in monofluorobenzene

Isomerization; Heating;

Marko, Istvan E.; Gautier, Arnaud; Tsukazaki, Masao; Llobet, Antoni; Plantalech-Mir, Elena; Urch, Christopher J.; Brown, Stephen M.

Angewandte Chemie - International Edition, 1999 , vol. 38, # 13-14 p. 1960 - 1962 Title/Abstract Full Text View citing articles Show Details

89%

With 2C25H28N2OP(1-)*2Cl(1-)*2Ru(2+) in tetrahydrofuran

T=80°C; 3 h; Inert atmosphereSchlenk techniqueSealed tube;

Kechaou-Perrot, Manel; Vendier, Laure; Bastin, Stphanie; Sotiropoulos, Jean-Marc; Miqueu, Karinne; Menndez-Rodrguez, Luca; Crochet, Pascale; Cadierno, Victorio; Igau, Alain

Organometallics, 2014 , vol. 33, # 22 p. 6294 - 6297 Title/Abstract Full Text View citing articles Show Details

87%

With {(η6-p-cymene)RuCl2}{[3-(3,5-diaza-1-azonia-7-phosphatricyclo[3.3.1.13,7]decan-1yl)propyl]silanetriyltrioxy} supported on silica-coated ferrite nanoparticles in water

T=150°C; P=5171.62 - 6205.94 Torr; 8 h; Inert atmosphereMicrowave irradiation;

Garcia-Garrido, Sergio E.; Francos, Javier; Cadierno, Victorio; Basset, JeanMarie; Polshettiwar, Vivek

ChemSusChem, 2011 , vol. 4, # 1 p. 104 - 111 Title/Abstract Full Text View citing articles Show Details

85%

With Fe2(CO)9 in benzene

T=40 - 50°C; 1.5 h;

Iranpoor, N.; Imanieh, H.; Forbes, E. J.

Synthetic Communications, 1989 , vol. 19, # 17 p. 2955 - 2962 Title/Abstract Full Text Show Details

82%

With [Ir(hydroxide)(1,5-cyclooctadiene)(1,3-diisopropylimidazol-2-ylidene)] in toluene

T=140°C; 1.5 h; Microwave irradiation; TemperatureSolvent;

Nelson, David J.; Fernandez-Salas, Jose A.; Truscott, Byron J.; Nolan, Steven P.

Organic and Biomolecular Chemistry, 2014 , vol. 12, # 34 p. 6672 - 6676 Title/Abstract Full Text View citing articles Show Details

81%

With [RuCl(η5-(3-phenyl)indenyl)(PPh3)2] in toluene

T=20°C; 1.5 h;

Manzini, Simone; Poater, Albert; Nelson, David J.; Cavallo, Luigi; Nolan, Steven P.

Chemical Science, 2013 , vol. 5, # 1 p. 180 - 188 Title/Abstract Full Text View citing articles Show Details

48%

With [Ru(η3:η3-C10H16)Cl2(benzimidazole)] in glycerol

T=75°C; 24 h; Sealed tubeInert atmosphereGreen chemistry; Hide Experimental Procedure

Vidal, Cristian; Suarez, Francisco J.; Garcia-Alvarez, Joaquin

Catalysis Communications, 2014 , vol. 44, p. 76 - 79 Title/Abstract Full Text View citing articles Show Details

2.1 General procedure for the catalytic isomerization of allylic alcohols into carbonyl compounds

General procedure: The corresponding allylic alcohol (1mmol) and the DES solvent (1g) were introduced into a sealed tube under a nitrogen atmosphere. Complex 1c (0.2–10molpercent) was then introduced at room temperature, and the resulting solution was heated at 75°C for the indicated time. The course of the reaction was monitored by regular sampling and analysis by GC. The validity of this method has been confirmed by analyzing mixtures of the corresponding allylic alcohol/carbonyl compound in known proportions under the same conditions. To evaluate the recyclability of complex 1c, the addition of successive amounts of 1-octen-3-ol to the reaction mixture at regular times was tested. 77 % Chromat.

With triethylammonium hexafluorophosphate; [RuCl(PPh3)2Cp] in 1,4-dioxane

T=100°C; 24 h;

Baeckvall, Jan-E.; Andreasson, Ulrika

Tetrahedron Letters, 1993 , vol. 34, # 34 p. 5459 - 5462 Title/Abstract Full Text View citing articles Show Details

35 % Turnov.

With dihydridotris(triphenylphosphine)ruthenium in tetrahydrofuran

Heating;

Uma, Ramalinga; Davies, Maxwell K.; Crevisy, Christophe; Gree, Rene

European Journal of Organic Chemistry, 2001 , # 16 p. 3141 - 3146 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: Cr2O3-H2SO4

2: palladium; methanol / Hydrogenation View Scheme

Koetz; Richter

Journal fuer Praktische Chemie (Leipzig), 1925 , vol. <2> 111, p. 390 Full Text Show Details

Multi-step reaction with 3 steps 1: water; hypochlorous acid 2: calcined natrium carbonate; plaster / im Vakuum 3: palladium; methanol / Hydrogenation View Scheme

Koetz; Richter

Journal fuer Praktische Chemie (Leipzig), 1925 , vol. <2> 111, p. 390 Full Text Show Details

90 %Chromat.

With 3-[{2-[4-(4-{2-[bis-(2-methoxycarbonyl-ethyl)-amino]-ethylcarbamoyl}-phenyldisulfanyl)benzoylamino]-ethyl}-(2-methoxycarbonyl-ethyl)-amino]-propionic acid methyl ester in benzene

T=20°C; 2.5 h; UV-irradiation;

Tsuboi, Takaaki; Takaguchi, Yutaka; Tsuboi, Sadao

Heteroatom Chemistry, 2009 , vol. 20, # 1 p. 1 - 11 Title/Abstract Full Text View citing articles Show Details

With [RhCl(η2:η2-cycloocta-1,5-diene)]2; potassium tert-butylate; triphenylphosphine in tetrahydrofuran

T=40°C;

Ahlsten, Nanna; Martin-Matute, Belen

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 16 p. 2657 - 2666 Title/Abstract Full Text View citing articles Show Details

> 99 %Spectr.

With [Rh(NCMe)2(cod)][BF4]; (1,3,5-triaza-7-phosphaadamantane) in water

T=23°C; 12 h; Inert atmosphere;

Ahlsten, Nanna; Lundberg, Helena; Martin-Matute, Belen

Green Chemistry, 2010 , vol. 12, # 9 p. 1628 - 1633 Title/Abstract Full Text View citing articles Show Details

With trans-[OsCl2(dppf)(en)]; potassium tert-butylate in tert-butanol

T=130°C; 2 h; Inert atmosphere;

Baratta, Walter; Bossi, Gianluca; Putignano, Elisabetta; Rigo, Pierluigi

Chemistry - A European Journal, 2011 , vol. 17, # 12 p. 3474 - 3481 Title/Abstract Full Text View citing articles Show Details

78 %Chromat.

With [Ru(.eta.(3):.eta.(3)-C10H16)Cl(O2CCH3)] in water

T=75°C; 20 h; Inert atmosphereSealed tube; chemoselective reaction;

Garcia-Alvarez, Joaquin; Gimeno, Jose; Suarez, Francisco J.

Organometallics, 2011 , vol. 30, # 10 p. 2893 - 2896 Title/Abstract Full Text View citing articles Show Details

99 %Chromat.

With C13H18Cl2N2Ru(1+) in water

T=75°C; 15 h; Inert atmosphere;

Bellarosa, Luca; Diez, Josefina; Gimeno, Jos; Lledos, Agusti; Suarez, Francisco J.; Ujaque, Gregori; Vicent, Cristian

Chemistry - A European Journal, 2012 , vol. 18, # 25 p. 7749 - 7765 Title/Abstract Full Text View citing articles Show Details

With C17H22Cl2N2Ru; Isopropylamin in aq. phosphate buffer

T=75°C; pH=8.5; 15 h; Inert atmosphere;

Ros-Lombarda, Nicols; Vidal, Cristian; Cocina, Mara; Mors, Francisco; Garca-lvarez, Joaqun; Gonzlez-Sabn, Javier

Chemical Communications, 2015 , vol. 51, # 54 p. 10937 - 10940 Title/Abstract Full Text View citing articles Show Details

97 Synthesize Find similar

Synthesize Find similar

Rx-ID: 1982318 Find similar reactions

82%

With Ca(OCl)2; acetic acid in dichloromethane; water; acetonitrile

1 h; Ambient temperature;

Nwaukwa, Stephen O.; Keehn, Philip M.

Tetrahedron Letters, 1982 , vol. 23, # 31 p. 3135 - 3138 Title/Abstract Full Text View citing articles Show Details

0.078 g

in benzene

T=20°C; 20 h; Hide Experimental Procedure

Stepovik; Zaburdaeva; Fukin; Karaghiosoff

Russian Journal of General Chemistry, 2015 , vol. 85, # 11 p. 2547 - 2559 Zh. Obshch. Khim., 2015 , vol. 85, # 11 p. 1805 - 1817,13 Title/Abstract Full Text View citing articles Show Details

Oxidation of 1,1'-dioxydicyclohexyl with the t-BuOOH–Cr(OBu-t)4 system (1 : 3 : 1, 20°)

0.123 g of pinacol and 0.19 g of the hydroperoxide were added to a solution of 0.21 g of the alkoxide in 10 mL of benzene. The color of the solution turned from dark-blue to wine-red and then to brown. After 20 h incubation, the volatile products were isolated as described above. 0.28 g of t-BuOH, 0.01 g of (t-BuO)2, 1 mg of acetone, and 0.078 g of cyclohexanone were detected in the bright-yellow condensate. Part of the solution was treated with 2,4-DNPH, and the ketone derivative was isolated, its mp (160°C) coinciding with that of 2,4-dinitrophenylhydrazone of cyclohexanone, PPh3, was added to the rest of the condensate. The mixture turned colorless within several minutes, and flake-like precipitate was formed, indicative of the presence of chromium compounds in the form of Cr+5=O in the condensate [35]. The dry residue was mixed with benzene, and the insoluble chromium compounds were filtered off. The solvent was removed under reduced pressure to give 0.019 mg of the starting pinacol. A

98 Synthesize Find similar Rx-ID: 3855590 Find similar reactions

Synthesize Find similar

A: 4.5% B: 34% C: 1.9% D: 1.5%

With iodosylbenzene; Ni-complex of 1,4,8,111-tetraazacyclotetradecane (1a) in acetonitrile

5 h; Ambient temperature; MechanismProduct distribution;

Kinneary, Joanne F.; Wagler, Thomas R.; Burrows, Cynthia J.

Tetrahedron Letters, 1988 , vol. 29, # 8 p. 877 - 880 Title/Abstract Full Text View citing articles Show Details

A: 0.0006 mmol B: 0.117 mmol C: 0.0085 mmol D: 0.0030 mmol

With iodosylbenzene; Zn2lt;m-lt;(α-py-C2H4)2NCH2gt;2C6H4gt;4+ in acetonitrile

2 h; Ambient temperatureother transition metal complexes, other olefins, addition of water or H218O; Product distributionMechanism;

Nam, Wonwoo; Valentine, Joan Selverstone

Journal of the American Chemical Society, 1990 , vol. 112, # 12 p. 4977 - 4979 Title/Abstract Full Text View citing articles Show Details

A: 31 % Chromat. B: 2 % Chromat. C: 2 % Chromat. D: 23 % Chromat.

With pyrimidolt;5.4-ggt;pteridine 10-oxide in acetonitrile

0.666667 h; Ambient temperatureIrradiation; Quantum yieldMechanismProduct distribution;

Maki, Yoshifumi; Sako, Magoichi; Murase, Toshinobu; Kitade, Yukio; Hirota, Kosaku

Heterocycles, 1990 , vol. 30, # 1 p. 279 - 282 Title/Abstract Full Text View citing articles Show Details

With iodosylbenzene; Os(III)(octaethylporphinato)(P(n-Bu)3)(Br) in dichloromethane

T=25°C; also with t-butylhydroperoxide; various catalysts and reaction conditions; Product distribution;

Che, Chi-Ming; Chung, Wai-Cheung

Journal of the Chemical Society, Chemical Communications, 1986 , # 5 p. 386 - 388 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in n-heptane; water

T=64.84°C; 6 h; Reagent/catalyst; Hide Experimental Procedure

El-Korso, Sanaa; Khaldi, Ilyes; Bedrane, Sumeya; Choukchou-Braham, Abderrahim; Thibault-Starzyk, Frederic; Bachir, Redouane

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 394, p. 89 - 96 Title/Abstract Full Text View citing articles Show Details

Hide Details

The catalytic epoxidation of cyclohexene with tertiobutylhydroperoxyde TBHP (Aldrich, 70wt.percent in H2O) as an oxidant was carried out in a two neck glass round-bottom flask equipped with a magnetic stirrer and a reflux condenser. First, TBHP was stirred with heptane as solvent in order to perform a phase transfer from water to organic phase. Typically, 25mL of heptane and 38.45mmol (5.5mL) of oxidant (TBHP) were mixed in a closed Erlenmeyer flask and magnetically stirred for 24h. The organic phase was then separated from the aqueous phase. To control the phase transfer, the concentration of the remaining TBHP in the aqueous phase was determined by iodometric titration. Less than 10percent of the initial TBHP remained in the aqueous phase. Then, 29mmol (3mL) of cyclohexene, 0.1g of catalyst and the TBHP–heptane mixture were mixed in the magnetic stirrer-glass reactor at 338K during 6h. The reaction products were identified by comparison with authentic products and the course of reactions was followed by gas chromatography (GC), using a SCHIMADZU 14-B gas chromatograph equipped with Agile HP-FFAP capillary column. A flame ionization detector (FID) was used and 0.5μL of the sample was analyzed. Before the GC analysis, the remaining TBHP was decomposed by introducing an excess of triphenylphosphine (Aldrich). On the other hand, to control the remaining TBHP, an iodometric titration was performed at the end of the reaction (after 6h) by analyzing the organic phase.

With tert.-butylhydroperoxide in n-heptane

T=65°C; 6 h; Catalytic behavior;

99 Synthesize

Synthesize

Rx-ID: 3855605

El-Korso, Sanaa; Bedrane, Sumeya; Choukchou-Braham, Abderrahim; Bachir, Redouane

RSC Advances, 2015 , vol. 5, # 78 p. 63382 - 63392 Title/Abstract Full Text View citing articles Show Details

Find similar

Find similar reactions

96.7%

With oxygen; H3PMo6W6O40 in water

T=29.9°C; P=760 Torr; 5 h;

Ogawa; Fujinami; Taya; Teratani

Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 7 p. 1908 - 1913 Title/Abstract Full Text View citing articles Show Details

96.7%

With MFA; oxygen; palladium(II) sulfate; PdSO4-H3PMo6W6O40 in water

T=30°C; 5 h; var. of solvent; Product distribution;

Ogawa, Haruo; Fujinami, Hideharu; Taya, Kazuo; Teratani, Shousuke

Journal of the Chemical Society, Chemical Communications, 1981 , # 24 p. 1274 1275 Title/Abstract Full Text View citing articles Show Details

96.7%

With palladium(II) sulfate; oxygen; H3PMo6W6O40 in water

T=29.9°C; P=760 Torr; 5 h; other time, other Pd(II) salt, other concentration of catalyst, other solvent; Product distributionRate constant;

Ogawa; Fujinami; Taya; Teratani

Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 7 p. 1908 - 1913 Title/Abstract Full Text View citing articles Show Details

With oxygen; palladium diacetate; scandium tris(trifluoromethanesulfonate) in water; acetonitrile

Qin, Shuhao; Dong, Lei; Chen, Zhuqi; Zhang, Sicheng; Yin, Guochuan

Dalton Transactions, 2015 , vol. 44, # 40 p. 17508 - 17515 Title/Abstract Full Text View citing articles Show Details

Hide Details

86.3%

T=80°C; Wacker Oxidation; P=15201 Torr; 24 h; Autoclave; Reagent/catalyst;

75%

With tetrafluoroboric acid; oxygen; palladium diacetate; p-benozquinone in N,N-dimethyl acetamide; water; acetonitrile

T=20°C; 16 h;

Morandi, Bill; Wickens, Zachary K.; Grubbs, Robert H.

Angewandte Chemie - International Edition, 2013 , vol. 52, # 10 p. 2944 - 2948 Angew. Chem., 2013 , p. 3016 - 3020 Title/Abstract Full Text View citing articles Show Details

73%

With oxygen; palladium dichloride in N,N-dimethyl acetamide; water

T=70°C; Autoclave; Product distribution / selectivity; Hide Experimental Procedure

JX Nippon Oil and Energy Corporation

Patent: EP2364965 A1, 2011 ; Location in patent: Page/Page column 12-13 ; Title/Abstract Full Text Show Details

(Example 9) Oxidation reaction was conducted in the same manner as in Example 8, except that the amount of cyclohexene was changed to 82 mg (1.0 mmol), and that the reaction temperature was changed to 70 °C. The products were analyzed in the same manner as in Example 1. As a result, it was found that an oxo group (=O) was bonded to a carbon atom in the C=C bond of cyclohexene, so that cyclohexanone was formed. Table 4 shows the yield of cyclohexanone based on the amount of cyclohexene supplied, and the selectivity to cyclohexanone with respect to the total amount of the product.; (Example 8) Oxidation reaction was conducted in the same manner as in Example 1, except that trans-4-octene was replaced with cyclohexene (42 mg, 0.5 mmol), and that the amount of palladium chloride was changed to 17.5 mg (0.1 mmol). The products were analyzed in the same manner as in Example 1. As a result, it was found that an oxo group (=O) was bonded to a carbon atom in the C=C bond of cyclohexene, so that cyclohexanone was formed. Table 4 shows the yield of cyclohexanone based on the amount of cyclohexene supplied, and the selectivity to cyclohexanone with respect to the total amount of the product.; (Example 1) Palladium chloride (8.8 mg, 0.05 mmol), dimethylacetamide (DMA, 5 ml), and water (0.5 ml) were placed in a pressure vessel, and heated to 80°Cto dissolve palladium chloride. The obtained solution was transferred to an autoclave reactor. Then, the pressure inside the reactor was raised to 0.9 MPa by supplying oxygen gas thereto, and stirring was conducted for 1 hour. The pressure inside the reactor was released, and trans-4-octene (112 mg, 1.0 mmol) was added thereto. Then, the pressure inside the reactor was raised to 0.6 MPa by supplying oxygen gas thereto, and the oxidation reaction was allowed to proceed at 80°C for 10 hours. After completion of the reaction, the product was analyzed by using a gas chromatograph equipped with a FID detector ("GC-2014" manufactured by Shimadzu Corporation, column: KOCL 3 m). As a result, it was found that an oxo group (=O) was bonded to a carbon atom in the C=C bond of trans-4-octene , so that 4-octanone was formed. Accordingly, trans-4-octene was presumably oxidized as shown in the following reaction the formula (I): [Show Image] Table 1 shows the yield of 4-octanone based on the amount of trans-4 -octene supplied, and the selectivity to 4-octanone with respect to the total amount of the product. 49.5%

With oxygen; copper(I)ketenide

T=20°C; P=1360 Torr; 10 h;

'Femi-Onadeko, Bankole

Acta Chimica Hungarica, 1986 , vol. 122, # 2 p. 175 - 180 Title/Abstract Full Text Show Details

26%

With oxygen; palladium dichloride in n-heptane

T=80°C; Wacker oxidation reaction; 1 h; microwave irradiation;

Chemat-Djenni, Zoubida; Hamada, Boudjema; Chemat, Farid

Molecules, 2007 , vol. 12, # 7 p. 1399 - 1409 Title/Abstract Full Text View citing articles Show Details

83 % Chromat.

With palladium diacetate; p-benozquinone in water; acetonitrile

Ambient temperatureelectrolysis was used for the oxidation;

Tsuji, Jiro; Minato, Makoto

Tetrahedron Letters, 1987 , vol. 28, # 32 p. 3683 - 3686 Title/Abstract Full Text View citing articles Show Details

With borane-THF; 4 A molecular sieve; pyridinium chlorochromate

1.) THF, 2 deg C, 1 h, 2.) CH2Cl2, reflux, 3 h; Yield given. Multistep reaction;

Parish, Edward J.; Parish, Sarawanee; Honda, Hiroshi

Synthetic Communications, 1990 , vol. 20, # 21 p. 3265 - 3271 Title/Abstract Full Text Show Details

With lithium borohydride; sodium dichromate; sulfuric acid; boron trifluoride diethyl etherate

1.) ethyl ether, 25-30 deg C, 2 h; 2.) water, ethyl ether, reflux, 2 h; Yield given. Multistep reaction;

Brown, Herbert C.; Garg, Chandra P.

Tetrahedron, 1986 , vol. 42, # 20 p. 5511 - 5514 Title/Abstract Full Text View citing articles Show Details

With chloroborane; pyridinium chlorochromate

1.) CH2Cl2, reflux, 3 h; Yield given. Multistep reaction;

Brown, Herbert C.; Kulkarni, Surendra U.; Rao, C. Gundu; Patil, Vemanna D.

Tetrahedron, 1986 , vol. 42, # 20 p. 5515 - 5522 Title/Abstract Full Text View citing articles Show Details

With oxygen; C4H8N3O2Pb(1+)*CF3O3S(1-) in tetrahydrofuran P=760 Torr; Ambient temperature; Yield given;

Wenzel, Timothy T.

Journal of the Chemical Society, Chemical Communications, 1989 , # 14 p. 932 933 Title/Abstract Full Text View citing articles Show Details

With borane-THF; 4 A molecular sieve; PFC

1.) THF, 2 deg C, 1 h, 2.) CH2Cl2, reflux, 3 h; Yield given. Multistep reaction;

Parish, Edward J.; Ktzito, Stephen A.; Sun, Hang

Journal of Chemical Research - Part S, 1997 , # 2 p. 64 - 65 Title/Abstract Full Text View citing articles Show Details

Multi-step reaction with 2 steps 1: tert.-butylhydroperoxide; C15H26ClCuN3O2 / acetonitrile / 12 h / 79.84 °C 2: C15H26ClCuN3O2; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen / acetonitrile / 24 h / 79.84 °C View Scheme

Indra, Arindam; Mobin, Shaikh M.; Bhaduri, Sumit; Lahiri, Goutam Kumar

Inorganica Chimica Acta, 2011 , vol. 374, # 1 p. 415 - 421 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=80°C; 4 h;

Zhang, Pengling; Wang, Liang; Ren, Limin; Zhu, Longfeng; Sun, Qi; Zhang, Jian; Meng, Xiangju; Xiao, Feng-Shou

Journal of Materials Chemistry, 2011 , vol. 21, # 32 p. 12026 - 12033 Title/Abstract Full Text View citing articles Show Details

With [Co(bpc)Cl2][Et4N]; dihydrogen peroxide

72 h;

Song, Young Joo; Hyun, Min Young; Lee, Jun Ho; Lee, Hong Gyu; Kim, Jin Hoon; Jang, Seung Pyo; Noh, Jin Young; Kim, Youngmee; Kim, Sung-Jin; Lee, Suk Joong; Kim, Cheal

Chemistry - A European Journal, 2012 , vol. 18, # 19 p. 6094 - 6101 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; [Co3(1,4-benzenedicarboxylic acid)3(DMF)2(H2O)2]n in 1,2dichloro-ethane

T=75°C; 7 h; Hide Experimental Procedure

Bagherzadeh, Mojtaba; Ashouri, Fatemeh; Dakovi, Marijana

Journal of Solid State Chemistry, 2015 , vol. 223, p. 32 - 37 Title/Abstract Full Text View citing articles Show Details

2.4 General process for catalytic oxidation reaction

General procedure: For the heterogeneous olefins oxidation, the reactions was done in a two-necked round-bottom flask fitted with a condenser and placed in a temperature controlled oil bath. Typically, 1mmol of the substrate was taken in 2mL solvent, followed by the addition of 3mg catalyst (0.01mmol to Co center) and then, the mixture was heated at 75°C under stirring. The reaction began with the addition of tert-butyl hydroperoxide (TBHP) (equimolar with respect to substrate). The products from the reaction mixture were analyzed by Gas Chromatography in the presence of chlorobenzene as an internal standard and were identified through being compared with known standards.