Cyclohexanone by Asch

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Conditions

References A

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A: 20% B: 50%

With oxygen; benzaldehyde in 1,2-dichloro-ethane

T=80°C; 36 h;

Choudary, Boyapati M.; Sudha, Yepuri

Synthetic Communications, 1996 , vol. 26, # 9 p. 1651 - 1655 Title/Abstract Full Text View citing articles Show Details

A: 20% B: 50%

With oxygen; benzaldehyde in 1,2-dichloro-ethane

T=80°C; 36 h; further reagent: isobutyraldehyde;

Choudary, Boyapati M.; Sudha, Yepuri

Synthetic Communications, 1996 , vol. 26, # 9 p. 1651 - 1655 Title/Abstract Full Text View citing articles Show Details

A: 14% B: 35%

With 2,2,2-trifluoro-1-(4-fluorophenyl)ethanone; dihydrogen peroxide; acetic acid in 1,2-dichloro-ethane

T=70°C; 72 h; chemoselective reaction;

Pierce, Conor J.; Hilinski, Michael K.

Organic Letters, 2014 , vol. 16, # 24 p. 6504 - 6507 Title/Abstract Full Text View citing articles Show Details

With Fe(AAEMA)3; oxygen; isovaleraldehyde in 1,2-dichloro-ethane

P=760 Torr; 48 h; Ambient temperature; Yield given. Yields of byproduct given;

Mastrorilli, Piero; Nobile, Cosimo Francesco

Tetrahedron Letters, 1994 , vol. 35, # 24 p. 4193 - 4196 Title/Abstract Full Text View citing articles Show Details

With 3-chloro-benzenecarboperoxoic acid in tert-butyl alcohol

T=18°C; 120 h; 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

A: 1.5 mmol B: 2.8 mmol

A: 18 %Spectr. B: 65 %Spectr.

Stage #1: With 2,2'-azo-bisisobutyronitrile; oxygen; 2-hydroxy-1,3isoindolinedione in acetonitrile

T=75°C; Baeyer-Villiger oxidation; P=760 Torr; 15 h; Stage #2: With indium(III) chloride in acetonitrile

T=25°C; 6 h;

Fukuda, Osamu; Sakaguchi, Satoshi; Ishii, Yasutaka

Tetrahedron Letters, 2001 , vol. 42, # 20 p. 3479 - 3481 Title/Abstract Full Text View citing articles Show Details

With peracetic acid; dihydrogen peroxide; Cr(VI)AlPO-5 in water; acetonitrile

T=59.84°C; 3 h;

Raja, Robert; Thomas, John Meurig; Greenhill-Hooper, Mike; Doukova, Violeta

Chemical Communications, 2007 , # 19 p. 1924 - 1926 Title/Abstract Full Text View citing articles Show Details

With C32H36ClN10ORuS(1+)*F6P(1-); 3-chloro-benzenecarboperoxoic acid in dichloromethane; 1,2-dichloro-benzene

T=40°C; 16 h; Inert atmosphereSchlenk technique;

Weisser, Fritz; Stevens, Hendrik; Klein, Johannes; Van Der Meer, Margarethe; Hohloch, Stephan; Sarkar, Biprajit

Chemistry - A European Journal, 2015 , vol. 21, # 24 p. 8926 - 8938 Title/Abstract Full Text View citing articles Show Details

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101 Synthesize Find similar A: 15% B: 60% C: 35%

With hydrogen in benzene

T=180°C; Flow reactor; Catalytic behavior; TemperatureReagent/catalyst; Hide Experimental Procedure

Rx-ID: 3926427 Find similar reactions

Giraldo, Liliana; Moreno-Pirajn, Juan Carlos; Bastidas-Barranco, Marlon

Molecules, 2014 , vol. 19, # 12 p. 20594 - 20612 Title/Abstract Full Text View citing articles Show Details

3.3. Hydrogenation of Phenol

The vapour phase hydrogenation of phenol was tested in a fixed-bed tubular glass reactor(10 mm i.d. × 250 mm) at atmospheric using 0.6 g of the catalyst in the temperature range 130–270 °C, as reported in literature [49]. Before their catalytic behaviours were evaluated, the catalysts (around 0.15 g) were reduced in situ at 598 K with a heating rate of 1 °C·min−1 under flowing hydrogen (50 cm3·min−1) for 10 h, then cooled under hydrogen to the reaction temperature. Preliminary experiments reported inthe literature, using cyclohexane as a solvent indicated the formation of a significant amount (15–20 mol percent) of benzene [49]. Consequently, a series of solvents such as benzene, toluene, n-hexane and ethanol were examined. A considerable amount of benzene formation was also observed using toluene or n-hexane as solvents. Hence, in order to avoid the formation of benzene in the phenol hydrogenation, in the present study benzene itself was used as solvent. The hydrogenation of benzene to cyclohexane and other compounds using several catalyst systems is well known in the literature [47–49]. A blank experiment without phenol under the same experimental conditions produced an amount of cyclohexane (10–15 mol percent). However, the use of benzene as solvent for phenol hydrogenation is preferred because under the adopted experimental conditions, the hydrogenation of phenol is predominant if compared to the hydrogenation of benzene, as reported inthe literature [43–49]. A premixed phenol and benzene with a benzene/phenol molar ratio = 2 was fed into the pre-heater by means of a micro-feeder (liquid flow rate = 3.0 cm3·h−1). H2 was used as carrier gas as well as reactant; its flow rate was adjusted using a mass flow controller in such a way that the H2/phenol = 6. Chromatographic analyses were performed with a HP PAS/5 (25 m × 0.32 mm × 0.52 μm) capillary column (Hewlett Packard, Palo Alto, CA, USA), on a Shimadzu GC-17 (Kyoto, Japan) gas chromatographer with flame ionisation detector. Data between one and two hours were registered, then a comparative analysis and an interpretation of the results was completed. A: 6 % Chromat. B: 67 % Chromat. C: 27 % Chromat.

With hydrogen; Aliquatreg; 336; rhodium(III) chloride in water; 1,2-dichloroethane

T=30°C; P=760 Torr; 5 h;

Blum, Jochanan; Amer, Ibrahim; Zoran, Amikam; Sasson, Yoel

Tetrahedron Letters, 1983 , vol. 24, # 38 p. 4139 - 4142 Title/Abstract Full Text View citing articles Show Details

A: 15.6 % Chromat. C: 84.4 % Chromat.

With hydrogen; Rh-Fe; silica gel in water

T=19.9°C; P=760 Torr; 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

Hide Details A: 6 % Chromat. B: 67 % Chromat. C: 27 % Chromat.

With hydrogen; Aliquatreg; 336; rhodium(III) chloride in water; 1,2-dichloroethane

T=30°C; P=760 Torr; 5 h;

Blum, Jochanan; Amer, Ibrahim; Zoran, Amikam; Sasson, Yoel

Tetrahedron Letters, 1983 , vol. 24, # 38 p. 4139 - 4142 Title/Abstract Full Text View citing articles Show Details

A: 15.6 % Chromat. C: 84.4 % Chromat.

With hydrogen; Rh-Fe; silica gel in water

T=19.9°C; P=760 Torr; other catalysts; Product distribution;

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; Pd-La-B amorphous catalyst in ethanol

T=119.85°C; P=7500.6 Torr; 5 h; Product distribution; Further

Zhuang, Li; Li, Hexing; Dai, Weilin; Qiao, Minghua

Chemistry Letters, 2003 , vol. 32, # 11 p. 1072 - 1073

Variations:Catalysts;

Title/Abstract Full Text View citing articles Show Details

With 5 wt Ru/C; phosphoric acid; 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 [BMIM(SO3H)][OTf]; 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 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 hydrogen

T=249.84°C; P=30003 Torr; 10 h; Autoclave;

Wang, Weiyan; Yang, Yunquan; Luo, Hean; Hu, Tao; Liu, Wenying

Catalysis Communications, 2011 , vol. 12, # 6 p. 436 - 440 Title/Abstract Full Text View citing articles Show Details

With hydrogen in 2,2,4-trimethylpentane

T=180°C; P=7500.75 - 37503.8 Torr; 1.5 h; Inert atmosphere; Reagent/catalyst; Hide Experimental Procedure

Horacek, Jan; St'Avova, Gabriela; Kelbichova, Vendula; Kubicka, David

Catalysis Today, 2013 , vol. 204, p. 38 - 45 Title/Abstract Full Text View citing articles Show Details

General procedure: Hydrogenation/deoxygenation experiments were carried out in a 500 ml batch stirred reactor (PPI). The reactor vessel wasfilled with 1.00 g of not calcined catalyst and flushed with nitrogen and hydrogen. Before each experiment, catalyst was heated at 200 C in presence of hydrogen. After reactor cooling to ambient temperature, the vessel was filled with 300 ml of isooctane containing 0.125 mol of substrate. Reactor free space was gradually flushed first with nitrogen and then with hydrogen and pressurized to 1 MPa. Reactor was then heated under slow stirring (lessthan 50 rpm) for promoting heat transfer until the desired reaction temperature (180°C) was reached. After reaching the reaction temperature, hydrogen pressure was set at 5 MPa and the stirrer rotation was increased to 1500 rpm. The reaction was carriedout under the set reaction conditions for 90 min. Samples of reaction products were taken at defined reaction times and analyzed off-line by GC. As constant amount of reactant and catalyst were used in each experiment, the determined conversions correspond to catalyst activity, i.e. rate of disappearance of reactant per mass of catalyst. For catalyst activity study, o-, m- and p-cresols were used for studying the effect of isomer type, i.e. of the methyl position relative to the hydroxyl group, on substrate hydrogenation and deoxygenation.Eugenol was used as a model compound for pyrolysis oil stabilization (allyl hydrogenation). Guaiacol represents a modelcompound for studying the effect of methoxy substitution that istypical in products of lignin pyrolysis. Samples of products and substrates were analyzed by gas chromatography, using HP-PONAcolumn with temperature ramp starting at 35 C for 15 min and5 C/min up to 250 C. 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

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

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

A: 9 %Chromat. B: 33 %Chromat. C: 51 %Chromat.

With hydrogen in decalin

T=150°C; P=90009 Torr; 2 h; AutoclaveHigh pressure;

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

A: 32 %Chromat. B: 19 %Chromat. C: 11 %Chromat.

With hydrogen in decalin

T=150°C; P=90009 Torr; 2 h; AutoclaveHigh pressure;

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

102

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With tert.-butylhydroperoxide; chromium-substituted aluminophosphate5; oxygen

T=100°C; P=760 Torr; 10 h; other hydrocarbons, var. ratio of substrates, var. temp., var. catalysts; Mechanism;

Chen, Ji Dong; Sheldon, Roger A.

Journal of Catalysis, 1995 , vol. 153, # 1 p. 1 - 8 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; [py3Co3(μ3-O)(OH)(O2CCH3)5](PF6)

T=69.85°C; Product distribution; Further Variations:Catalysts;

Nowotny, Mathias; Pedersen, Lone N.; Hanefeld, Ulf; Maschmeyer, Thomas

Chemistry - A European Journal, 2002 , vol. 8, # 16 p. 3724 - 3731 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

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With C40H55Cl3N2Ni2O3*5H2O; dihydrogen peroxide in acetonitrile

T=100°C; P=22502.3 Torr; 0.5 h; Microwave irradiation; Hide Experimental Procedure

Ceyhan, Goekhan; Celik, Cumali; Urus, Serhan; Demirtas, Ibrahim; Elmastas, Mahfuz; Tuemer, Mehmet

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2011 , vol. 81, # 1 p. 184 - 198 Title/Abstract Full Text View citing articles Show Details

2.4. Cyclohexane oxidation under microwave irradiation

The catalytic oxidation of cycloclohexane under microwave irradiation was performed as follows: catalyst (0.02 mmol),cyclohexane (2 mmol) and H2O2 (4 mmol) were microwaved for 25 min at 300 W (30percent of maximum output power). Thecatalyst:substrate:oxidant ratio is 1:100:200, respectively. The complexes were dissolved in 5 mL acetonitrile and then cyclohexane and H2O2 were added to the microwave vessels for each oxidation experiments. After immediately closing the vessels with their captures or caps, the vessels were placed inside the Berghof MWS3+ microwave oven and applied the microwave program with the power of 300 W for 30 min. The temperature was controlled automatically by the microwave instrument at about 100 °C. The pressure increased to 30-35 bar due to the evaporation of solventand substrate. In order to stop the oxidation process, H2O (1 mL) was added to the vessels. The oxidized organic products, except the organic acids, were extracted with 10 mL CH2Cl2 and injected to GC and GC-MS to be analyzed and characterized. CyH, Cy-OH and Cy=O amounts were calculated from the external calibration curves which were prepared before analyses.

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

11: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 oxygen in neat (no solvent) T=139.84°C; P=7500.75 Torr; 6 h; Green chemistry; Reagent/catalyst; 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

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With hydrogen peroxide; oxalic acid; [Mn2(1,4,7-trimethyl-1,4,7triazacyclononane)2O3][PF6]2 in water

T=50°C; 3 h;

Rx-ID: 10117667 Find similar reactions

Shul'pin, Georgiy B.; Nizova, Galina V.; Kozlov, Yuriy N.; Arutyunov, Vladimir S.; Dos Santos, Ana Claudia M.; Ferreira, Ana Carolina T.; Mandelli, Dalmo

Journal of Organometallic Chemistry, 2005 , vol. 690, # 20 SPEC. ISS. p. 4498 - 4504 Title/Abstract Full Text View citing articles Show Details

With triflic acid; C18H22Cl2FeN2S2*2H2O; hydrogen peroxide in water; acetonitrile

T=25°C; 6 h;

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

European Journal of Inorganic Chemistry, 2011 , # 25 p. 3781 - 3790 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 hydrogen 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

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With tert -butyl hydrogen peroxide; 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 FeIII(N-(2-hydroxybenzyl)-N-(2-pyridylmethyl)(3-chloro)(2hydroxy)propylamine)(Cl)2; hydrogen peroxide in water; acetonitrile

T=24.84°C; 24 h; Inert atmosphere; Overall yield = 8.4 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. A

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A: 99% B: 99%

With Fe/W/Zr oxide catalyst of example 3 in acetone

T=70°C; Product distribution / selectivity; Hide Experimental Procedure

Rx-ID: 29329325 Find similar reactions

EXXONMOBIL CHEMICAL COMPANY; DAKKA, Jihad, M.; WANG, Kun; MOZELESKI, Edmund, J.; ZUSHMA, Stephen

Patent: WO2010/42261 A1, 2010 ; Location in patent: Page/Page column 20 ; Title/Abstract Full Text Show Details

The catalyst prepared in Example 3 was pelletized to 40-80 mesh size, mixed with 60-80 mesh sand (v/v 1: 1), and loaded into a 1/4-inch (0.6 cm) diameter stainless steel tubular reactor. The reactor was held at 70 0C and liquid acetone was passed through the reactor tube at 3 cc/min via an ISCO pump for 30 min. The acetone feed was turned off and a 5 wtpercent solution of cyclohexylbenzene hydroperoxide in acetone was fed to the reactor via another ISCO pump at a rate of 0.45 cc/min. The products were collected in a chilled knockout pot and sampled for GC analysis periodically. At the completion of the run, a different cyclohexylbenzene hydroperoxide flow rate was used to change the residence time. [0077] The results for Examples 6 to 8 are shown in Table 1, from which it will be seen that the mixed metal oxides of Examples 1 to 3 are very active and selective catalysts for the cleavage of cyclohexylbenzene hydroperoxide (CHBHP) into phenol and cyclohexanone.

A: 99.56 %Chromat. B: 99.47 %Chromat.

With sulfuric acid in decane; nitromethane

Product distribution / selectivity; Hide Experimental Procedure

EXXONMOBIL CHEMICAL PATENTS INC.; WANG, Kun; BENITEZ, Francisco, M.; LATTNER, James, R.; DAKKA, Jihad, M.; MOZELESKI, Edmund, J.; ZUSHMA, Stephen

Patent: WO2010/98916 A2, 2010 ; Location in patent: Page/Page column 21-22 ; Title/Abstract Full Text Show Details

Example 6: Sulfuric Acid Catalyzed Cleavage of Dilute Cyclohexylbenzene Hydroperoxide[0086] Cyclohexylbenzene oxidation products (including cyclohexylbenzene hydroperoxide, CHBHP) from Example 5 where NHPI was used the first catalyst was used. An amount of 5.0 milliliters of such feed was charged into a glass flask held at 53 0C and decane was added as an internal standard. Toward this feed was added 0.5 milliliters of 1.5 wt.percent sulfuric acid in nitromethane, giving a sulfuric acid concentration of 1600 ppm. Cleavage reaction occurred instantaneously as indicated by the reaction exotherm. An aliquot was taken after 10 min and sulfuric acid was neutralized using 10 wt.percent sodium carbonate solution. The sample was analyzed by GC and the results are listed in Table 2. High conversion of CHBHP was observed and no by-product formation was observed.

With sulfuric acid in decane; nitromethane

T=53°C; Product distribution / selectivity; Hide Experimental Procedure

EXXONMOBIL CHEMICAL PATENTS INC.; KUECHLER, Keith, H.; BENITEZ, Francisco, M.

Patent: WO2012/36823 A1, 2012 ; Location in patent: Page/Page column 32 ; Title/Abstract Full Text Show Details

The oxidation composition generated in Example 1 was mixed with approximately 8 wtpercent decane and charged into a glass flask maintained at 53°C. 0.5 mL of 1.5 wtpercent sulfuric acid catalyst in nitromethane was added to the flask, giving a sulfuric acid concentration of 1500 wppm in the cleavage reaction mixture. The cleavage reaction occurred instantaneously as indicated by the reaction exotherm to form the cleavage products. An aliquot of the cleavage reaction mixture was taken after 10 minutes and the sulfuric acid was neutralized using a stoichiometric amount of 10 wtpercent sodium carbonate solution to form the treated cleavage reaction mixture. The sample was analyzed using GC and the composition results of the oxidation composition and treated cleavage reaction mixture are listed in Table 1.

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With sulfuric acid in dodecane; acetone

T=55°C; 1 h; Product distribution / selectivity; Hide Experimental Procedure

EXXONMOBIL CHEMICAL PATENTS INC.; WANG, Kun; GARCIA, Roberto

Patent: WO2012/67711 A1, 2012 ; Location in patent: Page/Page column 16-17 ; Title/Abstract Full Text Show Details

3.D:

To help determine conversion and selectivity, the product from Example 2 was mixed with anhydrous dodecane (~ 8 wtpercent, Aldrich) as an internal standard for mass balance. Typically 30 grams of the feed generated in this fashion was placed in a 50-cc jacketed glass reactor with a circulating temperature bath. The bath was set to the desired temperature (55°C) and the reactor content was allowed to equilibrate. Once the temperature stabilized, a GC sample was taken for the hot feed. The desired amount of concentrated sulfuric acid (96percent, triple-distilled, Aldrich) was then added via a micro-syringe. After a brief reaction exotherm, as indicated by the temperature rise inside the reactor, 1-cc aliquots were taken at certain time intervals and neutralized with a stoichiometric amount of dihexylamine. The samples generated were analyzed by GC.[0071] When acetone was used in the cleavage, the same procedures were used except that a desired amount of acetone was mixed with the CHBHP feed containing the internal standard.[0072] Table 1 and Figures 1 to 3 compare the CHBHP conversion and the yield of phenol and cyclohexanone with and without the use of acetone. Clearly presence of acetone in the cleavage feed improves both conversion and selectivity to desired products.

With 1-(4-sulfobutyl)-3-methylimidazolium hydrogen sulfate in dodecane

T=56 - 57°C; 0.5 h; Reagent/catalyst; Hide Experimental Procedure

EXXONMOBIL CHEMICAL PATENTS INC.; WANG, Kun; GARCIA, Roberto; BENITEZ, Francisco, M.

Patent: WO2013/43271 A1, 2013 ; Location in patent: Paragraph 0071 ; Title/Abstract Full Text Show Details

4:Example 4. Cleavage of CHBHP Using l-(4-sulfobutyl)-3-methylimidazolium hydrogen sulfate

Example 4. Cleavage of CHBHP Using l-(4-sulfobutyl)-3-methylimidazolium hydrogen sulfate (Invention)[0071] An amount of 30 grams of mixture containing CHBHP/CHB/phenol/cyclohexanone (about 3/81/8/8 wt. ratio) and dodecane (internal standard for mass balance calculations) was charged to a 50-mL jacketed glass reactor with a circulating temperature bath. The bath was set to 60°C and the reactor contents were allowed to equilibrate. Once the temperature stabilized (56°C-57°C), a GC sample was taken from the hot feed. An amount of 0.19 gram of the acidic ionic liquid l-(4-sulfobutyl)-3-methylimidazolium hydrogen sulfate (0.1 wtpercent to liquid feed) was then added to the mixture. A 1 -mL aliquot was taken at certain time intervals and analyzed by GC. The results are shown in Table 1.

EXXONMOBIL CHEMICAL PATENTS INC.; WANG, Kun; GARCIA, Roberto; BENITEZ, Francisco, M.

Patent: WO2013/43272 A1, 2013 ; Location in patent: Paragraph 0072 ;

With Nafion® SAC-13 in dodecane

T=56 - 57°C; 1 h; Reagent/catalyst; Hide Experimental Procedure

Title/Abstract Full Text Show Details

6:Example 6. Cleavage of CHBHP Using supported Nafion® catalyst

Example 6. Cleavage of CHBHP Using supported Nafion® catalyst (invention)[0072] An amount of 30 grams of mixture containing CHBHP/CHB/phenol/cyclohexanone (about 3/81/8/8 wt. ratio) and dodecane (internal standard for mass balance calculations) was charged to a 50-mL jacketed glass reactor with a circulating temperature bath. The bath was set to 60°C and the reactor contents were allowed to equilibrate. Once the temperature stabilized (56-57°C), a GC sample was taken from the hot feed. The Nafion® SAC-13 catalyst (fluorosulfonic acid Nafion® polymer supported on amorphous silica from Aldrich, 1 wtpercent catalyst to liquid feed) was then added to the mixture. After a brief reaction exotherm, as indicated by the temperature rise inside the reactor, a 1-mL aliquot was taken at certain time intervals and the solid filtered. The liquid samples were analyzed by GC and the results are shown in Table 1. At comparable conversions, the Nafion® resin has the best selectivity to phenol and cyclohexanone.

With water in dodecane

T=60°C; Reagent/catalyst; Hide Experimental Procedure

Wang, Kun; Garcia, Roberto

Patent: US2014/296577 A1, 2014 ; Location in patent: Paragraph 0081 ; Title/Abstract Full Text Show Details

4:Cleavage of CHBHP (3 wt percent CHBHP) Using FAU with Addition of Water to the Feed in Batch Operation

An amount of 30 g mixture of CHBHP/CHB/phenol/cyclohexanone (about 3/81/8/8 wt. ratio) and dodecane (for mass balance purposes) was charged to a 50-mL jacketed glass reactor with a circulating temperature bath. A desired amount of water (see Table 1) was then added to the feed. The bath was set to the desired temperature of 60° C. and the reactor contents were allowed to equilibrate. Once the temperature stabilized, a GC sample was taken for the hot feed. The desired amount of CBV760 (see Table 1) was then added to the mixture. After a brief reaction exotherm, as indicated by the temperature rise inside the reactor, a 1-mL aliquot was taken at certain time interval and the solid filtered. The samples generated were analyzed by GC and the results are summarized in Table 1.

EXXONMOBIL CHEMICAL PATENTS INC.; Becker, Christopher L.; Lattner, James R.; Benitez, Francisco M.; Smith, Charles Morris

Patent: US2015/353459 A1, 2015 ; Location in patent: Paragraph 0080; 0081; 0082; 0083 ;

Acidic conditions; Hide Experimental Procedure

Title/Abstract Full Text Show Details

Cleavage Reaction

In the cleavage reaction, at least a portion of the cyclohexyl- 1 -phenyl- 1 -hydroperoxide decomposes in the presence of an acid catalyst in high selectivity to cyclohexanone and phenol according to the following desired Reaction-4, The cleavage product mixture may comprise the acid catalyst, phenol, cyclohexanone, cyclohexylbenzene, and contaminants.The acid catalyst can be at least partially soluble in the cleavage reaction mixture, is stable at a temperature of at least 185° C. and has a lower volatility (higher normal boiling point) than cyclohexylbenzene.Acid catalysts preferably include, but are not limited to, Bronsted acids, Lewis acids, sulfonic acids, perchloric acid, phosphoric acid, hydrochloric acid, p-toluene sulfonic acid, aluminum chloride, oleum, sulfur trioxide, ferric chloride, boron trifluoride, sulfur dioxide, and sulfur trioxide. Sulfuric acid is a preferred acid catalyst.The cleavage reaction preferably occurs under cleavage conditions including a temperature in a range from 20°C. to 200° C., or from 40°C. to 120° C., and a pressure in a range from ito 370 psig (at least 7 kPa, gauge and no greater than 2,550 kPa, gauge), or from 14.5 psig to 145 psig (from 100 kPa, gauge to 1,000 kPa, gauge) such that the cleavage reaction mixture is completely or predominantly in the liquid phase during the cleavage reaction.

105 Synthesize Find similar

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With sodium hydroxide in methanol

Rx-ID: 30546649 Find similar reactions

Shoman, Mai E.; Dumond, Jenna F.; Isbell; Crawford; Brandon, Angela; Honovar, Jaideep; Vitturi, Dario A.; White; Patel; King, S. Bruce

Journal of Medicinal Chemistry, 2011 , vol. 54, # 4 p. 1059 - 1070 Title/Abstract Full Text View citing articles Show Details

With TXPTS in acetonitrile

pH=7.6;

Hadimani, Mallinath B.; Mukherjee, Rajeswari; Banerjee, Ranjan; Shoman, Mai E.; Aly, Omar M.; Bruce King

Tetrahedron Letters, 2015 , vol. 56, # 43 p. 5870 - 5873 Title/Abstract Full Text View citing articles Show Details

106 Synthesize Find similar

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Rx-ID: 30619594 Find similar reactions

With hydrogen; palladium in water

T=60°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 hydrogen in water

T=80°C; P=750.075 Torr; 11 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; H3[PW12O40].xH2O; 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

Hide Details

With sodium formate in water

T=80°C; 6 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 Pd/Al2O3; hydrogen in water

T=59.84°C; P=760.051 Torr; 9 h; 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 in water

T=45°C; P=750.075 Torr; 6 h;

Xu, Xuan; Li, Haoran; Wang, Yong

ChemCatChem, 2015 , vol. 6, # 12 p. 3328 - 3332 Title/Abstract Full Text View citing articles Show Details

With hydrogen in water

T=75°C; P=760.051 Torr; 5.5 h;

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

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107 Synthesize Find similar

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With C13H16N4NiO2*CF3O3S(1-)*Na(1+) in acetonitrile

T=-30°C; Overall yield = 67 percent;

Rx-ID: 35913909 Find similar reactions

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

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108 Synthesize Find similar

Rx-ID: 38243374 Find similar reactions

Multi-step reaction with 2 steps 1: 5 wt ruthenium/carbon; hydrogen / water / 4 h / 199.84 °C / 15001.5 Torr / |Autoclave 2: palladium on activated carbon; phosphoric acid; hydrogen / water / 2 h / 199.84 °C / 15001.5 Torr / |Autoclave View Scheme

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

Multi-step reaction with 2 steps 1: hydrogen / water / 2 h / 275 °C / 48004.8 Torr 2: hydrogen / water / 2 h / 275 °C / 48004.8 Torr View Scheme

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

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109 Synthesize Find similar

With tert.-butylhydroperoxide in n-heptane; water

T=64.84°C; 6 h; Hide Experimental Procedure

Rx-ID: 38604509 Find similar reactions

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

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.

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

With tert.-butylhydroperoxide in n-heptane

T=65°C; 6 h; Catalytic behavior;

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110 Synthesize Find similar Rx-ID: 39499587 Find similar reactions

Multi-step reaction with 2 steps 1: ; hydrogen / water / 0.33 h / 199.84 °C / 22502.3 Torr 2: ; hydrogen / water / 2 h / 249.84 °C / 22502.3 Torr View Scheme

Song, Wenji; Liu, Yuanshuai; Barth, Eszter; Zhao, Chen; Lercher, Johannes A.

Green Chemistry, 2015 , vol. 17, # 2 p. 1204 - 1218 Title/Abstract Full Text View citing articles Show Details

111 Synthesize Find similar Rx-ID: 39499589 Find similar reactions

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With hydrogen in water

T=199.84°C; P=22502.3 Torr; 0.333333 h;

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Song, Wenji; Liu, Yuanshuai; Barth, Eszter; Zhao, Chen; Lercher, Johannes A.

Green Chemistry, 2015 , vol. 17, # 2 p. 1204 - 1218 Title/Abstract Full Text View citing articles Show Details

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112 Synthesize Find similar Rx-ID: 39499590 Find similar reactions

With hydrogen in water

T=199.84°C; P=22502.3 Torr; 0.666667 h; Reagent/catalyst;

Song, Wenji; Liu, Yuanshuai; Barth, Eszter; Zhao, Chen; Lercher, Johannes A.

Green Chemistry, 2015 , vol. 17, # 2 p. 1204 - 1218 Title/Abstract Full Text View citing articles Show Details

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113 Synthesize Find similar Rx-ID: 39499591 Find similar reactions

With hydrogen in water

T=249.84°C; P=22502.3 Torr; 2 h; Reagent/catalyst;

Song, Wenji; Liu, Yuanshuai; Barth, Eszter; Zhao, Chen; Lercher, Johannes A.

Green Chemistry, 2015 , vol. 17, # 2 p. 1204 - 1218 Title/Abstract Full Text View citing articles Show Details

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114 Synthesize Find similar Rx-ID: 39499592 Find similar reactions

With hydrogen in water

T=249.84°C; P=22502.3 Torr; 2 h; Reagent/catalyst;

Song, Wenji; Liu, Yuanshuai; Barth, Eszter; Zhao, Chen; Lercher, Johannes A.

Green Chemistry, 2015 , vol. 17, # 2 p. 1204 - 1218 Title/Abstract Full Text View citing articles Show Details

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115 Synthesize Find similar Rx-ID: 39571418 Find similar reactions

With oxygen in neat (no solvent) T=75.84°C; P=15001.5 Torr; 6 h; Heating; TemperatureReagent/catalyst;

Hao, Jianmin; Jiao, Xiaoli; Han, Limin; Suo, Quanling; Ma, Ang; Liu, Jiansheng; Lian, Xu; Zhang, Linlin

RSC Advances, 2015 , vol. 5, # 18 p. 13809 - 13817 Title/Abstract Full Text View citing articles Show Details

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116 Synthesize Find similar

With water

T=400°C; Beckmann Rearrangement; P=240024 Torr; Supercritical conditionsGreen chemistry; TemperaturePressure; A

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Rx-ID: 39595206 Find similar reactions

Li, Yang; Wang, Kai; Qin, Kang; Wang, Tao

RSC Advances, 2015 , vol. 5, # 32 p. 25365 - 25371 Title/Abstract Full Text View citing articles Show Details

117 Synthesize Find similar

With [CuI-CuI-CuI(3,3″-(1,4-diazepane-1,4-diyl)bis[1-(4-ethylpiperazine-1yl)propan-2-ol])](ClO4); dihydrogen peroxide in water; acetonitrile

T=20°C; Hide Experimental Procedure

Rx-ID: 39941437 Find similar reactions

CHAN, Sunney Ignatius; YU, Sheng-Fa; NAGABABU, Penumaka; MAJI, Suman; CHEN, Ping-Yu; RAMU, Ravirala; MOU, Chung-Yuan; LIU, Chih-Cheng

Patent: US2015/99876 A1, 2015 ; Location in patent: Paragraph 0137; 0138; 0139 ; Title/Abstract Full Text Show Details

EXAMPLE 1 Homogeneous Catalysis

General procedure: EXAMPLE 1 Homogeneous Catalysis [0136] This Example provides a description of exemplary homogeneous catalyst compositions, formulations and methods of the invention. The molecular catalyst used in this example is [CuICuICuI(7-N-Etppz)](ClO4) according to the first embodiment of this invention. [0137] In this example, 22.7 pmoles (I equiv.) of [CuICuICuI(7-N-Etppz)]1+ was used to catalyze the oxidation of various hydrocarbons by H2O2 in 3 ml of MeCN (or EtCN) in a 60 ml glass sample bottle at room temperature. The studied hydrocarbons included methane, ethane, propane, n-butane, n-pentane, n-hexane, cyclohexane and cyclohexene, wherein n-pentane, n-hexane, cyclohexane and cyclohexene were liquids. Although each of these liquid substrates was not miscible with MeCN in all proportions, it had sufficient solubility and the substrate oxidation could be initiated by adding appropriate amounts of the hydrocarbon to the solvent containing the tricopper catalyst followed by adding the desired amounts of H2O2, and the solution was mixed vigorously. [0138] The data for these hydrocarbons were obtained with 11.3 mmoles (500 equiv.) of the hydrocarbon in each case, and the turnover was driven by 200 equiv. of H2O2 from a 33percent aqueous solution in the experiment. In the case of methane, ethane, propane and n-butane, the glass sample bottle is first sealed tightly with a rubber cap and evacuated before one of these gas substrates (100 ml NTP or 4.17×10−3 mole, about 200 equiv.) was injected into the solvent containing the tricopper catalyst using a gas syringe.

Then, 2.27 mmoles of H2O2 (100 equiv.) from a 33percent aqueous solution was injected using a separate syringe to initiate the oxidation of ethane, propane or n-butane. Again, the reactions were carried out with vigorous agitation of the solution. [0139] In the case of methane, 0.39 mmoles (20 equiv.) of H2O2 was used and the H2O2 solution was added dropwise over 2 to 3 minutes. Given the limited solubility of these hydrocarbon gases in MeCN, the extent of hydrocarbon oxidation depends on the gas pressure in the overhead space (starting pressure 1.67 atm), as well as the amount of the gas dissolved in the solution. With the low solubility of methane in MeCN, only 20 equivalents of H2O2 were used in the initial experiments to mitigate abortive cycling of the catalyst. The amounts of H2O2 added have a dramatic effect on the turnover, which will be discussed later. The findings are summarized in FIG. 1 and Table 1. A

118

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A: 6 %Chromat. B: 73%

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With p-CF3C6H4Br(OAc)2

T=0 - 15°C; 26 h; Inert atmosphere; Catalytic behavior; Reagent/catalystTemperature;

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Rx-ID: 40004183 Find similar reactions

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

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119 Synthesize Find similar Rx-ID: 40075174 Find similar reactions

With tert.-butylhydroperoxide

T=70°C; 24 h; Catalytic behavior; Reagent/catalyst; Overall yield = 90 percent;

Ruano, Daniel; Daz-Garca, Manuel; Alfayate, Almudena; Snchez-Snchez, Manuel

ChemCatChem, 2015 , vol. 7, # 4 p. 674 - 681 Title/Abstract Full Text View citing articles Show Details

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120 Synthesize Find similar

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Rx-ID: 40271262 Find similar reactions

With A-40Si/Ti-MCM-36 in decane

T=79.84°C; 6 h; Catalytic behavior; Reagent/catalystConcentration; Overall yield = 38.1 percent;

Jin, Fang; Huang, Shingjong; Cheng, Soofin; Wu, Yuanxin; Chang, Chih-Cheng; Huang, Yu-Wei

Catalysis Science and Technology, 2015 , vol. 5, # 5 p. 3007 - 3016 Title/Abstract Full Text View citing articles Show Details

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121 Synthesize Find similar Rx-ID: 40391967 Find similar reactions

With palladium on activated charcoal; hydrogen in water

T=275°C; P=48004.8 Torr; 2 h;

122 Synthesize

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

Find similar

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With hydrogen in water

T=275°C; P=48004.8 Torr; 2 h;

Rx-ID: 40391968 Find similar reactions

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

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123 Synthesize Find similar

Rx-ID: 40391969 Find similar reactions

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

With hydrogen in water

T=275°C; P=48004.8 Torr; 2 h;

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124 Synthesize Find similar

Rx-ID: 40391973 Find similar reactions

Multi-step reaction with 2 steps 1: hydrogen / water / 2 h / 275 °C / 48004.8 Torr 2: hydrogen; palladium on activated charcoal / water / 2 h / 275 °C / 48004.8 Torr View Scheme

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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

125 Synthesize Find similar

Rx-ID: 40391974 Find similar reactions

Multi-step reaction with 2 steps 1: hydrogen / water / 2 h / 275 °C / 48004.8 Torr 2: hydrogen / water / 2 h / 275 °C / 48004.8 Torr View Scheme

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

126 Synthesize Find similar

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Rx-ID: 40490777 Find similar reactions

With manganese; [CrCl2(H2O)4]Cl*2H2O; 4-tert-butyl-2-(4-tert-butylpyridin-2-

Inanaga, Kazato; Fukuyama, Takashi; Kubota, Manabu; Komatsu, Yuki; Chiba, Hiroyuki; Kayano, Akio; Tagami, Katsuya

%Chromat.

Organic Letters, 2015 , vol. 17, # 12 p. 3158 - 3161 Title/Abstract Full Text View citing articles Show Details

yl)pyridine in tetrahydrofuran

T=20°C; 2.5 h; Inert atmosphere; Reagent/catalystConcentration;

127 Synthesize Find similar

85 %Chromat.

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Rx-ID: 40490778 Find similar reactions

With manganese; [CrCl2(H2O)4]Cl*2H2O; 4-tert-butyl-2-(4-tert-butylpyridin-2yl)pyridine in tetrahydrofuran

T=20°C; 2.5 h; Inert atmosphere;

Inanaga, Kazato; Fukuyama, Takashi; Kubota, Manabu; Komatsu, Yuki; Chiba, Hiroyuki; Kayano, Akio; Tagami, Katsuya

Organic Letters, 2015 , vol. 17, # 12 p. 3158 - 3161 Title/Abstract Full Text View citing articles Show Details

128 Synthesize Find similar

85 %Chromat.

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Rx-ID: 40490780 Find similar reactions

With manganese; [CrCl2(H2O)4]Cl*2H2O; 4-tert-butyl-2-(4-tert-butylpyridin-2yl)pyridine in tetrahydrofuran

T=20°C; 2.5 h; Inert atmosphere;

Inanaga, Kazato; Fukuyama, Takashi; Kubota, Manabu; Komatsu, Yuki; Chiba, Hiroyuki; Kayano, Akio; Tagami, Katsuya

Organic Letters, 2015 , vol. 17, # 12 p. 3158 - 3161 Title/Abstract Full Text View citing articles Show Details

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129 Synthesize Find similar Rx-ID: 40558900 Find similar reactions

C: 32% D: 51%

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

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130 Synthesize Find similar

With hydrogen in water

T=75°C; P=760.051 Torr; 24 h;

Rx-ID: 40574246 Find similar reactions

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

131 Synthesize Find similar Rx-ID: 40652369 Find similar reactions

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With disodium hexachloroplatinum(IV) in water; acetonitrile

T=20°C; Inert atmosphereDarknessIrradiation; Hide Experimental Procedure

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Tsukamoto, Takamasa; Shimada, Tetsuya; Takagi, Shinsuke; Shiragami, Tsutomu

Bulletin of the Chemical Society of Japan, 2015 , vol. 88, # 4 p. 578 - 583 Title/Abstract Full Text View citing articles Show Details

Photochemical Reaction Using GaIIITPP without Clay

The concentrations of GaIIITPP as a sensitizer, cyclohexene as a substrate and Na2[PtIVCl6] as an electron acceptor were 1.0 © 105, 1.0 © 101, and 5.0 © 104 M (M= mol L1), respectively. The solvent was 5 mL water acetonitrile (30/70 (v/v)). The sample solution was added to a 1 © 1 © 4 cm quartz cell sealed with a septum cap. The oxygen in sample solution was removed by nitrogen bubbling for 30 min in the dark at room temperature. Monochromatic light (λmax= 550 nm) was irradiated to the stirred sample through a 4 cm light path. Thephotochemical reaction was monitored with a UV-visible spectrometer through a 1 cm light path. The reaction mixture after the photochemical reaction was vacuum-distilled, and the products were analyzed by GC-MS spectrometer. Monochromatic light (λmax= 640 nm) was used for the subsequent photochemical reaction sensitized by altered GaIIITPP. A

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132 Synthesize Find similar

Rx-ID: 40657015 Find similar reactions

Nandi, Ganesh C.; Kota, Sudhakar R.; Wakchaure, Prasad B.; Chinthakindi, Praveen K.; Govender, Thavendran; Kruger, Hendrick G.; Naicker, Tricia; Arvidsson, Per I.

RSC Advances, 2015 , vol. 5, # 76 p. 62084 - 62090 Title/Abstract Full Text View citing articles Show Details

in chloroform-d1

Acidic conditions;

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133 Synthesize Find similar

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;

Rx-ID: 40684473 Find similar reactions

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

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134 Synthesize Find similar

Stage #1: in water

T=20°C; 0.166667 h; Autoclave; Stage #2: With hydrogen in water

T=170°C; P=30003 Torr; 4 h; Autoclave;

Rx-ID: 40684475 Find similar reactions

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

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

Stage #1: in water

T=20°C; 0.166667 h; Autoclave; Stage #2: With hydrogen in water

T=170°C; P=30003 Torr; 4 h; Autoclave; A

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135 Synthesize Find similar

Rx-ID: 40684476 Find similar reactions

Stage #1: in water

T=20°C; 0.166667 h; Autoclave; Stage #2: With hydrogen in water

T=170°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

Stage #1: in water

T=20°C; 0.166667 h; Autoclave; Stage #2: With hydrogen in water

T=170°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

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136 Synthesize Find similar

Rx-ID: 40744577 Find similar reactions

A: 23.7% B: 10.5%

With Pd/SiO2; hydrogen

T=299.84°C; P=760.051 Torr; Gas phase; Reagent/catalyst;

De Souza, Priscilla M.; Rabelo-Neto, Raimundo C.; Borges, Luiz E. P.; Jacobs, Gary; Davis, Burtron H.; Sooknoi, Tawan; Resasco, Daniel E.; Noronha, Fabio B.

ACS Catalysis, 2015 , vol. 5, # 2 p. 1318 - 1329 Title/Abstract Full Text View citing articles Show Details

A: 13.8% B: 20.5%

With palladium on zirconium oxide; hydrogen

T=299.84°C; P=760.051 Torr; Gas phase; Reagent/catalystTemperature;

De Souza, Priscilla M.; Rabelo-Neto, Raimundo C.; Borges, Luiz E. P.; Jacobs, Gary; Davis, Burtron H.; Sooknoi, Tawan; Resasco, Daniel E.; Noronha, Fabio B.

ACS Catalysis, 2015 , vol. 5, # 2 p. 1318 - 1329 Title/Abstract Full Text View citing articles Show Details

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137 Synthesize Find similar

Rx-ID: 40744581 Find similar reactions

A: 9.5% B: 8.1% C: 19.3%

With Pd/SiO2; hydrogen

T=299.84°C; P=760.051 Torr; Gas phase;

De Souza, Priscilla M.; Rabelo-Neto, Raimundo C.; Borges, Luiz E. P.; Jacobs, Gary; Davis, Burtron H.; Sooknoi, Tawan; Resasco, Daniel E.; Noronha, Fabio B.

ACS Catalysis, 2015 , vol. 5, # 2 p. 1318 - 1329 Title/Abstract Full Text View citing articles Show Details

A: 13.7% B: 8.4% C: 10.7%

With Pd/SiO2; hydrogen

T=299.84°C; P=760.051 Torr; Gas phase;

De Souza, Priscilla M.; Rabelo-Neto, Raimundo C.; Borges, Luiz E. P.; Jacobs, Gary; Davis, Burtron H.; Sooknoi, Tawan; Resasco, Daniel E.; Noronha, Fabio B.

ACS Catalysis, 2015 , vol. 5, # 2 p. 1318 - 1329 Title/Abstract Full Text View citing articles Show Details

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138 Synthesize Find similar

Multi-step reaction with 2 steps 1: Pd/SiO2; hydrogen / 299.84 °C / 760.05 Torr / |Gas phase 2: palladium on zirconium oxide; hydrogen / 299.84 °C / 760.05 Torr / |Gas phase View Scheme

Rx-ID: 40744582 Find similar reactions

De Souza, Priscilla M.; Rabelo-Neto, Raimundo C.; Borges, Luiz E. P.; Jacobs, Gary; Davis, Burtron H.; Sooknoi, Tawan; Resasco, Daniel E.; Noronha, Fabio B.

ACS Catalysis, 2015 , vol. 5, # 2 p. 1318 - 1329 Title/Abstract Full Text View citing articles Show Details

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139 Synthesize Find similar Rx-ID: 40854627 Find similar reactions

With hydrogen

T=250°C; P=37503.8 Torr; 3 h; Autoclave; Hide Experimental Procedure

Phan, Binh M. Q.; Ha, Quan L. M.; Le, Nguyen P.; Ngo, Phuong T.; Nguyen, Thu H.; Dang, Tung T.; Nguyen, Luong H.; Nguyen, Duc A.; Luu, Loc C.

Catalysis Letters, 2015 , vol. 145, # 2 p. 662 - 669 Title/Abstract Full Text View citing articles Show Details

HDO Measurements

In a typical test, 40 g of 3 wtpercent GUA in n-hexadecane and2 g catalyst were loaded into an autoclave reactor (ParrInstruments). The reactor was flushed with nitrogen, pressurizedwith H2 (99.999 percent) to 5 MPa at room temperature,and then heated to 250 C. The starting time (t = 0) wasrecorded when the required reaction temperature was reached (250 °C), while stirring speed was set at 1000 rpm. After 3-hour reaction, the reactor was cooled to roomtemperature. The gas was analyzed by gas chromatography (GC, HP 5890). The liquid products were analyzed byGCMS (Agilent 7890A Gas Chromatography, 5975C MassSelective Detector). A

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140 Synthesize Find similar

With water in aq. phosphate buffer

T=28°C; Michael Addition; pH=6.2; Inert atmosphereEnzymatic reaction; enantioselective reaction;

Rx-ID: 40922090 Find similar reactions

Chen, Bi-Shuang; Resch, Verena; Otten, Linda G.; Hanefeld, Ulf

Chemistry - A European Journal, 2015 , vol. 21, # 7 p. 3020 - 3030 Title/Abstract Full Text View citing articles Show Details

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141 Synthesize Find similar Rx-ID: 41050106 Find similar reactions

With oxygen

T=150°C; P=7500.75 Torr; 2 h; AutoclaveHigh pressure; Catalytic

Feng, Ze; Xie, Yujia; Hao, Fang; Liu, Pingle; Luo, He'An

Journal of Molecular Catalysis A: Chemical, 2015 , vol. 410, p. 221 - 225

behavior; Reagent/catalystTemperaturePressure; Hide Experimental Procedure

Title/Abstract Full Text View citing articles Show Details

2.5. Procedures for the catalytic test

Cyclohexane oxidation was carried out in a 50 mL autoclavereactor with a magnetic stirrer in the absence of solvent. Typi-cally, cyclohexane (188 mmol) and catalysts were added into theautoclave reactor. And the reactor was sealed and heated to thesetting temperature. Then it was pressurized to the setting pres-sure with the molecular oxygen under stirring. After the reaction,the reactor was cooled to the ambient temperature in an ice-waterbath waterbath. The mixture was dissolved in ethanol and the catalysts wereremoved by filtration. The catalysts were washed by ethanol, driedand then recycled in the next reaction. The cyclohexanol and cyclohexanone in the product were analyzed by gas chromatography byusing chlorobenzene as the internal standard. The total acid andester in the product was analyzed by the chemical titration method. A

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142 Synthesize Find similar Rx-ID: 41093258 Find similar reactions

With K2[PtCl6]; Al(III)(tetramesitylporphyrin)(OH)(H2O); potassium hydroxide in water; acetonitrile

T=20°C; Irradiation; Quantum yield;

Mathew, Siby; Kuttassery, Fazalurahman; Gomi, Yuki; Yamamoto, Daisuke; Kiyooka, Ryuichi; Onuki, Satomi; Nabetani, Yu; Tachibana, Hiroshi; Inoue, Haruo

Journal of Photochemistry and Photobiology A: Chemistry, 2015 , vol. 313, p. 137 - 142 Title/Abstract Full Text View citing articles Show Details

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143 Synthesize Find similar Rx-ID: 41168573 Find similar reactions

With K2[PtCl6]; trans-dihydroxy[5,10, 15, 20-tetra(2,4,6trimethyl)phenylporphyrinato] silicon (IV); potassium hydroxide in water; acetonitrile

Irradiation; A

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Remello, Sebastian Nybin; Hirano, Takehiro; Kuttassery, Fazalurahman; Nabetani, Yu; Yamamoto, Daisuke; Onuki, Satomi; Tachibana, Hiroshi; Inoue, Haruo

Journal of Photochemistry and Photobiology A: Chemistry, 2015 , vol. 313, p. 176 - 183 Title/Abstract Full Text View citing articles Show Details

144 Synthesize Find similar

Multi-step reaction with 2 steps 1: hydrogen / water / 15 h / 25 °C / 760.05 Torr / |Schlenk technique; |Green chemistry 2: hydrogen / water / 15 h / 35 °C / 760.05 Torr / |Schlenk technique; |Green chemistry View Scheme

145

Rx-ID: 41289301 Find similar reactions

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

Synthesize Find similar Rx-ID: 41289302 Find similar reactions

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With hydrogen in water

T=25°C; P=760.051 Torr; 15 h; Schlenk techniqueGreen chemistry;

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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

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146 Synthesize Find similar

With hydrogen in water

T=45°C; P=760.051 Torr; 15 h; Schlenk techniqueGreen chemistry;

Rx-ID: 41289303 Find similar reactions

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

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147 Synthesize Find similar

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Rx-ID: 41386499 Find similar reactions

A: 89 %Chromat. B: 3 %Chromat. C: 3 %Chromat. D: 2 %Chromat. E: 1 %Chromat. F: 7 %Chromat. G: 40 %Chromat.

With dichloromethane; [Os(VI)(N)(N,N'-bis(salicylidene)-o-cyclohexyldiamine(2))(CH OH)]PF in acetic acid

3 6 T=23°C; 3 h; Inert atmosphere; Catalytic behavior;

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

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148 Synthesize Find similar Rx-ID: 41391750 Find similar reactions

With 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

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149 Synthesize Find similar

A: 77.1 %Chromat. B: 7 %Chromat. C: 13 %Chromat.

Stage #1: With C19H42N(1+)*2H(1+)*O40PW12(3-); water; hydrogen peroxide

T=80°C; 6 h; Stage #2: With hydroxylammonium sulphate

T=80°C; Beckmann Rearrangement; 5 h; Catalytic behaviorMechanism; Reagent/catalystTemperatureTime; Overall yield = 95.8 percentChromat.; chemoselective reaction; Hide Experimental Procedure

Rx-ID: 41437319 Find similar reactions

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

2.5. Catalytic test.

General procedure: In a typical experiment, the catalyst (0.25 mmol) was mixed with cyclohexanol (50 mmol) in a 100 mL three-necked flask equipped with a reflux condenser, a magnetic stirrer and a thermometer. When the required temperature reached, 30percent aqueous hydrogen peroxide (75 mmol) was then added dropwise to the reaction mixture, with vigorous stirring for 300 min. Hydroxylamine sulfate (25 mmol) was added to the flask with vigorous stirring for a certain time. After the completionof reaction, the reaction mixture was divided into two phases. Water phase was extracted with dichloromethane and the product swere identified by a Thermo Trace DSQ gas chromatograph–mass spectrometer. The products were analyzed by a SP-3420A gas chromatograph equipped with a KB-Wax column (30 m, 0.32 mm id, 0.25 μm film thickness) with toluene as internal standard. A

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150 Synthesize Find similar

With water in decane

T=250°C; P=30003 Torr; 1.41667 h;

Rx-ID: 41544399 Find similar reactions

Yoon, Ji Sun; Choi, Jae-Wook; Suh, Dong Jin; Lee, Kangtaek; Lee, Hyunjoo; Ha, Jeong-Myeong

ChemCatChem, 2015 , vol. 7, # 17 p. 2669 - 2674 Title/Abstract Full Text View citing articles Show Details

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151 Synthesize Find similar

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Rx-ID: 41674734 Find similar reactions

Castro-Alvarez, Alejandro; Carneros, Héctor; Sánchez, Dani; Vilarrasa, Jaume

Journal of Organic Chemistry, 2015 , vol. 80, # 24 p. 11977 - 11985 Title/Abstract Full Text View citing articles Show Details

in benzene-d6

Equilibrium constant; Solvent;

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152 Synthesize Find similar

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in benzene-d6

Equilibrium constant; Solvent;

Rx-ID: 41674735 Find similar reactions

Castro-Alvarez, Alejandro; Carneros, Héctor; Sánchez, Dani; Vilarrasa, Jaume

Journal of Organic Chemistry, 2015 , vol. 80, # 24 p. 11977 - 11985 Title/Abstract Full Text View citing articles Show Details

153 Synthesize Find similar

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Rx-ID: 41674737 Find similar reactions

Multi-step reaction with 2 steps 1: benzene-d6 2: benzene-d6 View Scheme

Castro-Alvarez, Alejandro; Carneros, Héctor; Sánchez, Dani; Vilarrasa, Jaume

Journal of Organic Chemistry, 2015 , vol. 80, # 24 p. 11977 - 11985 Title/Abstract Full Text View citing articles Show Details

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154 Synthesize Find similar

A: 79% B: 51% C: 10%

With iodine; sodium carbonate in chloroform

T=60°C; 24 h; Hide Experimental Procedure

Rx-ID: 41811260 Find similar reactions

Ezawa, Masatoshi; Moriyama, Katsuhiko; Togo, Hideo

Tetrahedron Letters, 2015 , vol. 56, # 48 p. 6689 - 6692 Title/Abstract Full Text View citing articles Show Details

Typical experimental procedure for removal of N-isopropyl group from N,N-diisopropylarylmethylamine:

General procedure: To a solution of N,N-diisopropyl-p-bromobenzylamine (1.0 mmol, 270.2 mg) in CHCl3 (2.0 mL) was added I2 (1.5 mmol,380.7 mg) and Na2CO3 (2.0 mmol, 212.0 mg) at room temperature, and the mixture was stirred for 24 h at 60 C. The reaction mixture was cooled to room temperature and quenched by satd aq Na2SO3 (10 mL), and extracted with CHCl3 (20 mL 3). Then, the organic layer was dried over Na2SO4. After removal of the solvent under reduced pressure, the yield was determined by 1H NMR analysis (89percent). The residue was purified by short column chromatography on neutral silica gel (AcOEt/EtOH = 7:3) to afford N-isopropyl-p-bromobenzylamine. A

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155 Synthesize Find similar

A: 68% B: 22% C: 12%

With iodine; sodium carbonate in chloroform

T=60°C; 24 h; Hide Experimental Procedure

Rx-ID: 41811264 Find similar reactions

Ezawa, Masatoshi; Moriyama, Katsuhiko; Togo, Hideo

Tetrahedron Letters, 2015 , vol. 56, # 48 p. 6689 - 6692 Title/Abstract Full Text View citing articles Show Details

Typical experimental procedure for removal of N-isopropyl group from N,N-diisopropylarylmethylamine:

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156 Synthesize Find similar

(6+)

(1-);

;

Rx-ID: 41826960 Find similar reactions

Palomas, David; Kalamaras, Christos; Haycock, Peter; White, Andrew J. P.; Hellgardt, Klaus; Horton, Andrew; Crimmin, Mark R.

With C80H74Cu3N30O2 *6NO3 hydrogen peroxide nitric acid in water T=25°C; P=22502.3 Torr; 20 h; Autoclave; Catalytic behavior; Reagent/catalyst; A

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Catalysis Science and Technology, 2015 , vol. 5, # 8 p. 4108 - 4115 Title/Abstract Full Text View citing articles Show Details

157 Synthesize Find similar

Rx-ID: 41920431 Find similar reactions

With [Au2(bis(dicyclohexylphosphanyl)methane)2](OTf)2 in dichloromethane

12 h; UV-irradiationInert atmosphere; Catalytic behavior;

Ma, Chensheng; Chan, Chris Tsz-Leung; To, Wai-Pong; Kwok, Wai-Ming; Che, Chi-Ming

Chemistry - A European Journal, 2015 , vol. 21, # 40 p. 13888 - 13893 Title/Abstract Full Text View citing articles Show Details

158 Synthesize Find similar

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Rx-ID: 276790 Find similar reactions

88%

With oxygen; kieselguhr; copper(l) chloride in hexane

Oxidation; 3 h; Heating;

Hashemi, Mohammed M.; Ahmadi Beni, Yousef

Journal of Chemical Research - Part S, 1999 , # 7 p. 434 - 435 Title/Abstract Full Text View citing articles Show Details

37%

Stage #1: With sodium hydroxide in water

T=45 - 50°C; 2.5 h; Stage #2: With QCC in water

18 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

With pumice stone; vanadia

T=350°C; beim Leiten im Gemisch mit Luft und Wasserdampf;

Schorygin; Lossew

Zhurnal Obshchei Khimii, 1933 , vol. 3, p. 823 Chem. Zentralbl., 1934 , vol. 105, # II p. 2206 Full Text Show Details

159 Synthesize Find similar

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Rx-ID: 1517987 Find similar reactions

98%

With 1,1,1-trifluoro-2-propanone; methyltrifluoromethyldioxirane in dichloromethane

T=0°C; 2 h; also dimethyldioxirane efficiently afford cleavage of acetals and ketals to carbonyl products under mild, neutral conditions through α-CH insertion, also react dialkyl ethers and cyclic ethers to alcohols, aldehydes, carboxylic axids or to lactones;

Curci; D'Accolti; Fiorentino; Fusco; Adam; Gonzalez-Nunez; Mello

Tetrahedron Letters, 1992 , vol. 33, # 29 p. 4225 - 4228 Title/Abstract Full Text View citing articles Show Details

98%

With 1,1,1-trifluoro-2-propanone; methyltrifluoromethyldioxirane in dichloromethane

T=0°C; 2 h;

Curci; D'Accolti; Fiorentino; Fusco; Adam; Gonzalez-Nunez; Mello

Tetrahedron Letters, 1992 , vol. 33, # 29 p. 4225 - 4228 Title/Abstract Full Text View citing articles Show Details

96%

With iron(III) chloride in dichloromethane

0.25 h; Ambient temperature;

Sen, Stephanie E.; Roach, Steven L.; Boggs, Janet K.; Ewing, Gregory J.; Magrath, Joe

Journal of Organic Chemistry, 1997 , vol. 62, # 19 p. 6684 - 6686 Title/Abstract Full Text View citing articles Show Details

Hide Details 95%

With polyaniline-sulfate salt; water

0.75 h; Heating;

Palaniappan, Srinivasan; Narender, Puli; Saravanan, Chandrasekaran; Rao, Vaidya Jayathirtha

Synlett, 2003 , # 12 p. 1793 - 1796 Title/Abstract Full Text View citing articles Show Details

94%

With formaldehyd; silica gel; iron(III) chloride

T=20°C; 0.166667 h;

Fadel, Antoine; Yefsah, Ramdane; Salauen, Jacques

Synthesis, 1987 , # 1 p. 37 - 40 Title/Abstract Full Text Show Details

94%

With n-butyltriphenylphosphonium peroxodisulfate in acetonitrile

2.5 h; Heating;

Mohammadpoor-Baltork; Hajipour; Aghajari

Synthetic Communications, 2002 , vol. 32, # 9 p. 1311 - 1317 Title/Abstract Full Text View citing articles Show Details

92%

With water; β-cyclodextrin

T=20°C; 2.5 h;

Ji, Hong-Bing

European Journal of Organic Chemistry, 2003 , # 18 p. 3659 - 3662 Title/Abstract Full Text View citing articles Show Details

89%

With indium(III) chloride in methanol; water

1.5 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

88%

With aluminium trichloride; tetramethylammonium chlorochromate in acetonitrile

1 h; Heating;

Hajipour, Abdol R.; Ruohol, Arnold E.

Synthetic Communications, 2003 , vol. 33, # 6 p. 871 - 878 Title/Abstract Full Text View citing articles Show Details

88%

With 2,6-dicarboxypyridinium chlorochromate in acetonitrile

T=20°C; 0.466667 h;

Hosseinzadeh, Rahman; Tajbakhsh, Mahmood; Shakoori, Alireza; Niaki, Mohammad Yazdani

Monatshefte fur Chemie, 2004 , vol. 135, # 10 p. 1243 - 1249 Title/Abstract Full Text View citing articles Show Details

87%

With thiourea in ethanol; water

5 h; Heating;

Majumdar, Swapan; Bhattacharjya, Anup

Journal of Organic Chemistry, 1999 , vol. 64, # 15 p. 5682 - 5685 Title/Abstract Full Text View citing articles Show Details

85%

With cerium(III) chloride; sodium iodide in acetonitrile

12 h; Ambient temperature;

Marcantoni, Enrico; Nobili, Francesco; Bartoli, Giuseppe; Bosco, Marcella; Sambri, Letizia

Journal of Organic Chemistry, 1997 , vol. 62, # 12 p. 4183 - 4184 Title/Abstract Full Text Show Details

84%

With ammonium cerium(IV) nitrate in methanol; water

T=20°C; Ring cleavage; 0.166667 h;

Nair, Vijay; Nair, Latha G.; Balagopal, Lakshmi; Rajan, Roshini

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999 , vol. 38, # 11 p. 1234 - 1236 Title/Abstract Full Text View citing articles Show Details

83%

With pyridinium chlorochromate

T=50°C; 1.5 h;

Salehi; Firouzabadi; Farrokhi; Gholizadeh

Synthesis, 2001 , # 15 p. 2273 - 2276 Title/Abstract Full Text View citing articles Show Details

80%

With silica gel; iodic acid in water

0.0111111 h; microwave irradiation;

Hashemi; Bakhtiari; Karimi-Jaberi

Russian Journal of Organic Chemistry, 2007 , vol. 43, # 4 p. 621 - 622 Title/Abstract Full Text View citing articles Show Details

80%

With water in acetone

T=20 - 55°C;

Verma, Sanjeev K.; Sathe, Manisha; Kaushik

Synthetic Communications, 2010 , vol. 40, # 11 p. 1701 - 1707 Title/Abstract Full Text View citing articles Show Details

78%

With chloral hydrate in hexane

T=25°C; 2 h; Inert atmosphere; Hide Experimental Procedure

Chandrasekhar, Sosale; Shrinidhi, Annadka

Synthetic Communications, 2014 , vol. 44, # 13 p. 1904 - 1913 Title/Abstract Full Text View citing articles Show Details

General procedure: A stirred solution of the acetal (2, 3.5 mmol) in dry hexane (5 ml), under dry nitrogen at 25 C, was treated with 1 (1.7 g, 10.6 mmol). The mixture was stirred for 2 h, treated with water, and extracted with dichloromethane (10 ml). The extracts were washed with brine solution, dried (Na2SO4), and concentrated in vacuo. The resulting residue was purified by column chromatography on neutral alumina(50–325 mesh, eluent: 2.5:97.5 ethyl acetate–hexane), to obtain the corresponding carbonyl compound (3). The purity was estimated to be >98percent by 1H and 13C NMRspectroscopic analysis. In the case of solid acetals, 0.5 ml of dichloromethane along with hexane was added for added solubility; in the case of thioacetals, 21.2 mmol of 1 was used fo reffective deprotection 77%

With Oxonereg; in methanol

2 h; Heating;

Mohammadpoor-Baltork; Amini; Farshidipoor

Bulletin of the Chemical Society of Japan, 2000 , vol. 73, # 12 p. 2775 - 2778 Title/Abstract Full Text View citing articles Show Details

77%

With γ-picolinium chlorochromate in dichloromethane

T=20°C; 15 h;

Salehi; Khodaei; Goodarzi

Russian Journal of Organic Chemistry, 2002 , vol. 38, # 11 p. 1671 - 1673 Title/Abstract Full Text View citing articles Show Details

75%

With titanium tetrachloride in diethyl ether

20 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

75%

With oxygen; manganese(II) p-aminobenzoate; cobalt(II) paminobenzoate; silica gel in dichloromethane

10 h; Heating;

Hashemi, Mohammed M.; Kalantari, Fariba

Synthetic Communications, 2000 , vol. 30, # 10 p. 1857 - 1863 Title/Abstract Full Text View citing articles Show Details

71%

With Montmorillonite K10 in dichloromethane

2 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

70%

With boron trifluoride diethyl etherate; sodium iodide in acetonitrile

4 h; Heating;

Mandal, Arun K.; Shrotri, P. Y.; Ghogare, A. D.

Synthesis, 1986 , # 3 p. 221 - 222 Title/Abstract Full Text Show Details

70%

With bismuth(III) chloride in methanol

8 h; Heating;

Sabitha, Gowravaram; Babu, R. Satheesh; Reddy, E. Veakata; Yadav

Chemistry Letters, 2000 , # 9 p. 1074 - 1075 Title/Abstract Full Text View citing articles Show Details

62%

With sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate in water

T=30°C; 0.5 h;

Chang, Chih-Ching; Liao, Bei-Sih; Liu, Shiuh-Tzung

Synlett, 2007 , # 2 p. 283 - 287 Title/Abstract Full Text View citing articles Show Details

60%

With zinc dichromate(VI) in dichloromethane

0.5 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

90 % Chromat.

With palladium (II) ion in acetone

30 h; Ambient temperaturedifferent reaction conditions with further ketals; Product distribution;

Lipshutz, Bruce H.; Pollart, Daniel; Monforte, Joseph; Kotsuki, Hiyoshizo

Tetrahedron Letters, 1985 , vol. 26, # 6 p. 705 - 708 Title/Abstract Full Text View citing articles Show Details

85 % Chromat.

With Ru(CH3CN)3(triphos)(OTf)2 (triphos = CH3C(CH2PPh2)3); acetone

4 h; Ambient temperaturemethod for mild recovery of dialkyl ketones from 2,2dialkyl-1,3-dioxolanes; Product distribution;

Ma; Venanzi

Tetrahedron Letters, 1993 , vol. 34, # 50 p. 8071 - 8074 Title/Abstract Full Text View citing articles Show Details

With tellurium; sodium tetrahydroborate; water

1.) EtOH, 25 deg C, 30 min; Multistep reaction;

Lue, Ping; Fan, Wei-Qiang; Zhou, Xun-Jun

Synthesis, 1989 , # 9 p. 692 - 693 Title/Abstract Full Text Show Details

95 % Chromat.

With dinitrogen tetraoxide; ferric nitrate in dichloromethane

T=20°C; Oxidation;

Firouzabadi, Habib; Iranpoor, Nasser; Zolfigol, Mohammad Ali

Bulletin of the Chemical Society of Japan, 1998 , vol. 71, # 9 p. 2169 - 2173 Title/Abstract Full Text View citing articles Show Details

With aluminium trichloride; silver bromate in acetonitrile

2 h; Heating; Yield given;

Mohammadpoor-Baltork, Iraj; Nourozi, Ali Reza

Synthesis, 1999 , # 3 p. 487 - 490 Title/Abstract Full Text View citing articles Show Details

With 1-ethyl-3-methylimidazolium hydrogensulfate

T=90 - 100°C; 1.5 h; Hide Experimental Procedure

Ignatyev, Nikolai (Mykola); Koppe, Karsten; Frohn, Hermann Josef; Barthen, Peter

Patent: US2009/12329 A1, 2009 ; Location in patent: Page/Page column 8 ; Title/Abstract Full Text Show Details

15.5 g (109.0 mmol) of cyclohexanone ethylene ketal are added to 50 ml of 1-ethyl-3-methylimidazolium hydrogensulfate in a 100 ml round-bottomed flask, and the mixture is stirred at 90-100° C. for half an hour. The volatile constituents are then distilled off at a pressure of 35 mbar using a Vigreux column (20 cm) over the course of 4 hours. 5.58 g of a clear and colourless liquid are isolated, which separates over time. The lower (2.14 g) of the two phases consists of a solution of pure cyclohexanone and acid and is returned to the ionic liquid.The upper phase (3.44 g) comprises cyclohexanone, C6H10O (purity 97percent). A further 22.4 g (157.5 mmol) of cyclohexanone ethylene ketal, C8H14O2, are added to the ionic liquid (emulsion) remaining, and the mixture is stirred again for one hour at 90-100° C. After distillation for 2 hours at a pressure of 35 mbar, a clear and colourless liquid (7.21 g) is isolated, which separates over time. The lower (3.00 g) of the two phases consists of pure cyclohexanone and acid and is returned to the ionic liquid. The upper phase (3.44 g) comprises cyclohexanone, C6H10O (purity 96percent), which is separated off. On further distillation in vacuo (5 mbar), further distillate (12.2 g) of two substances: cyclohexanone ethylene ketal, C8H14O2 (50 mol percent) and cyclohexanone, C6H10O (50 mol percent), can be obtained. Cyclohexanone can be isolated from this distillate in a further step. Sulfuric acid must subsequently be added to the reaction mixture in order to carry out further reactions.This operation can be repeated a number of times without changing the ionic liquid.The product, cyclohexanone, is characterised by means of NMR spectroscopy.

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96%

Stage #1: With bromine in dichloromethane; water

1 h; Reflux; Stage #2: With dihydrogen peroxide in dichloromethane; water

4 h; Reflux;

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

81%

With Sodium bromate; ammonium cerium(IV) nitrate in water; acetonitrile

T=80°C; 12 h; other Alkyl and Silyl Ethers; Product distribution;

Olah, George A.; Gupta, B. G. Balaram; Fung, Alexander P.

Synthesis, 1980 , # 11 p. 897 - 898 Title/Abstract Full Text Show Details

Stage #1: in aq. phosphate buffer; acetonitrile

T=4°C; pH=7; 0.25 h; Inert atmosphere; Stage #2: With peracetic acid in aq. phosphate buffer; water; acetonitrile

T=4°C; pH=7; Inert atmosphere; Hide Experimental Procedure

Zhang, Chen; Srivastava, Poonam; Ellis-Guardiola, Ken; Lewis, Jared C.

Tetrahedron, 2014 , vol. 70, # 27-28 p. 4245 - 4249 Title/Abstract Full Text View citing articles Show Details

4.5. General procedure for biocatalysis

General procedure: A solution of Nb-C96-3 (500 μL, 100 μM), 500 μL NaPi buffer (100 μM, pH 7.0 with 10percent ACN), and 12.5 μL substrate (80 mM stock in ACN) were added to 1.5 mL microcentrifuge tube, and incubated at 4 °C for 15 min. 5 μL of peracetic acid aqueous solution (1 M) was added to the mixture. The resulting solution was shaken at 4 °C overnight. The final concentrations were: 1 mM substrate, 2.5 mM AcOOH, and 50 μM hybrid. The reaction was quenched by adding 350 μL DCM. pH was adjusted to 2 for ibuprofen case. The closed vials were agitated using a vortexer for 30 s and centrifuged at 15,000 rpm for 3 min. The organic layer was isolated. 10 μL sample was injected on HPLC. A

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161 Synthesize Find similar

A: 62%

With C20H24CoN2O6(1+)*NO3(1-)*H2O; oxygen; isobutyraldehyde in acetonitrile

T=60°C; P=760.051 Torr; 8 h; Time; Hide Experimental Procedure

Rx-ID: 3855591 Find similar reactions

Saha, Debraj; Maity, Tanmoy; Bera, Rajesh; Koner, Subratanath

Polyhedron, 2013 , vol. 56, p. 230 - 236 Title/Abstract Full Text View citing articles Show Details

2.6. Catalytic reactions

General procedure: Catalytic test reactions were performed in a three-necked flask (50 mL) equipped with a reflux condenser, magnetic stirrer and gas inlet. The olefin (10 mmol), isobutyraldehyde (10 mmol) andacetonitrile (20 ml) were added to the flask and immersed in an oil bath kept at 60 C. Bubbling air at atmospheric pressure was passed through the reaction mixture at a flow rate of ca. 5ml/min under vigorous stirring. The mixture was then equilibrated to the desired temperature in an oil bath. The reaction was started after addition of catalyst (1 mg) into the reaction mixture. The products of the epoxidation reactions were collected atdifferent time intervals and were identified and quantified by gas chromatography.

With pyridine 1-oxide in dichloromethane

0.5 h; Ambient temperatureIrradiation; Yield given. Yields of byproduct given;

Akhtar, M. Naseem; Boyd, Derek R.; Neill, John D.; Jerina, Donald M.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1693 - 1699 Title/Abstract Full Text View citing articles Show Details

With nitrogen(IV) oxide in gaseous matrix T=-261.2°C; 6 h; Irradiationat 355 nm; Mechanism;

Fitzmaurice, Donald J.; Frei, Heinz

Journal of Physical Chemistry, 1991 , vol. 95, # 7 p. 2652 - 2661 Title/Abstract Full Text View citing articles Show Details

Hide Details

With tert.-butylhydroperoxide in n-heptane; water

T=64.84°C; 6 h; 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

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162 Synthesize Find similar

A: 40% B: 20% C: 6%

With iodosylbenzene; [Mn(N,N,N'-tris(2-methylpyridyl)-N'hydroxyethylethylenediamine)(H2O)](ClO4)2 in dichloromethane; acetone

T=20°C; 1 h; Inert atmosphereDarkness; Catalytic behaviorMechanism; Reagent/catalystSolvent; Hide Experimental Procedure

Rx-ID: 3855592 Find similar reactions

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 gas-chromatography. 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: 39% B: 10% C: 16%

With (R,R)-trans-1,2-diphenyl-1,2-bislt;(2-hydroxy-3-tert-butyl-5methylbenzylidene)aminogt;ethane manganese chloride; PFIB in acetonitrile

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: 7%

With [Ru(TPP)(O)2] in methanol; dichloromethane

Rate constant;

Ho, Clare; Leung, Wa-Hung; Che, Chi-Ming

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1991 , # 11 p. 2933 - 2940 Title/Abstract Full Text View citing articles Show Details

Hide Details

With iodosylbenzene; lt;Ru(III)N4O(OH2)gt;(2+)*2ClO4(1-) in acetone

T=25°C; 3.5 h; Yield given. Yields of byproduct given;

Che, Chi-Ming; Yam, Vivian Wing-Wah

Journal of the American Chemical Society, 1987 , vol. 109, # 4 p. 1262 - 1263 Title/Abstract Full Text View citing articles Show Details

With [2,2']bipyridinyl; tetrakis(acetonitrile)iron(II) perchlorate; oxygen in acetonitrile

T=25°C; P=760 Torr; 1 h; also methyl linoleate and 1,4-cyclohexadiene; var. pressure and time; Product distributionMechanism;

Hage, John P.; Powell, John A.; Sawyer, Donald T.

Journal of the American Chemical Society, 1995 , vol. 117, # 51 p. 12897 - 12898 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide; αββα-Na16(MnOH2)2Mn2(As2W15O56)2*55H2O in 1,2-dichloro-ethane

T=25°C;

Mbomekalle, Israel Martyr; Keita, Bineta; Nadjo, Louis; Berthet, Patrick; Neiwert, Wade A.; Hill, Craig L.; Ritorto, Michelle D.; Anderson, Travis M.

Dalton Transactions, 2003 , # 13 p. 2646 - 2650 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide; C15H26ClCuN3O2 in acetonitrile

T=79.84°C; 12 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

T=50°C; P=760.051 Torr; 24 h; Reagent/catalyst;

Alshammari, Hamed; Miedziak, Peter J.; Knight, David W.; Willock, David J.; Hutchings, Graham J.

Catalysis Science and Technology, 2013 , vol. 3, # 12 p. 3372 - 3373 Title/Abstract Full Text View citing articles Show Details

With tert.-butylhydroperoxide in neat (no solvent) T=60°C; 24 h;

Alshammari, Hamed; Miedziak, Peter J.; Davies, Thomas E.; Willock, David J.; Knight, David W.; Hutchings, Graham J.

Catalysis Science and Technology, 2014 , vol. 4, # 4 p. 908 - 911 Title/Abstract Full Text View citing articles Show Details

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163 Synthesize Find similar

Rx-ID: 3926426 Find similar reactions

A: 38.0 % Turnov. B: 4.4 % Turnov. C: 47.4 % Turnov.

With hydrogen; Cu on gumbrin; nickel

other catalysts (Pd, Ni, or Cu on clinoptilolite, his ammonium form or H form, gumbrin, or gumbrin modified caustic potash; Product distribution;

Areshidze, Kh. I.; Chivadze, G. O.; Tsereteli, B. S.

J. Appl. Chem. USSR (Engl. Transl.), 1982 , vol. 55, # 9 p. 2050 - 2054,1887 - 1890 Title/Abstract Full Text Show Details

With 5 ruthenium on aluminium oxide; 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

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). A

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164 Synthesize Find similar Rx-ID: 8618356 Find similar reactions

With air; FeAlPO

T=99.85°C; Oxidation; 8 h; Product distribution; Further Variations:CatalystsTemperaturestime;

Dugal, Markus; Sankar, Gopinathan; Raja, Robert; Thomas, John Meurig

Angewandte Chemie - International Edition, 2000 , vol. 39, # 13 p. 2310 - 2313 Title/Abstract Full Text View citing articles Show Details

With air; manganese(II) acetate; N-hydroxy-4dodecyloxycarbonylphthalimide; cobalt acetylacetonate in ethanol

T=100°C; P=7600.51 Torr; 14 h; Product distribution; Further Variations:Reagents;

Sawatari; Yokota; Sakaguchi; Ishii

Journal of Organic Chemistry, 2001 , vol. 66, # 23 p. 7889 - 7891 Title/Abstract Full Text View citing articles Show Details

With Sumicrystal; oxygen in acetone

T=124.84°C; P=11251.1 Torr; 8 h; Autoclave; Catalytic behaviorKinetics; Reagent/catalystTemperatureSolvent;

Cao, Yonghai; Luo, Xianyu; Yu, Hao; Peng, Feng; Wang, Hongjuan; Ning, Guoqing

Catalysis Science and Technology, 2013 , vol. 3, # 10 p. 2654 - 2660 Title/Abstract Full Text View citing articles Show Details

Hide Details

With oxygen in neat (no solvent) T=139.84°C; P=7500.75 Torr; 6 h; Green chemistry; Reagent/catalyst; 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

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With chloral hydrate in hexane

T=25°C; 1 h; Inert atmosphere; Hide Experimental Procedure

76%

Chandrasekhar, Sosale; Shrinidhi, Annadka

Synthetic Communications, 2014 , vol. 44, # 13 p. 1904 - 1913 Title/Abstract Full Text View citing articles Show Details

99 % Chromat.

With water; β-cyclodextrin

T=20°C; 46 h;

Ji, Hong-Bing

European Journal of Organic Chemistry, 2003 , # 18 p. 3659 - 3662 Title/Abstract Full Text View citing articles Show Details

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166 Synthesize Find similar Rx-ID: 24790778 Find similar reactions

With oxygen; acetic acid; .LAMBDA.-tris(2,4-pentanedionato)cobalt(III); 1,3dioxoisoindolin-2-yl acetate; anhydrous cobalt diacetate

T=110°C; P=36778.6 Torr; 1 h; Product distribution / selectivity; Hide Experimental Procedure

Daicel Chemical Industries, Ltd.

Patent: EP1350786 A1, 2003 ; Location in patent: Page/Page column 15-16 ; Title/Abstract Full Text Show Details

19:

In a 316 stainless steel reactor having an internal volume of 300 ml, 72 g (857 mmol) of cyclohexane, 351.4 mg (1.71 mmol) of N-acetoxyphthalimide, 214 mg (0.859 mmol) of cobalt(II) acetate tetrahydrate, and 306 mg (0.859 mmol) of tris(acetylacetonato)cobalt(III) were placed, and the reactor was sealed and was pressurized to 50 Kg/cm<2> (4.9 MPa) with a gaseous mixture comprising 50percent of O2 and 50percent of N2. The liquid temperature was raised on an oil bath and was held at 110 DEG C. Immediately after the liquid temperature reached 110 DEG C, absorption of the gas began. The reaction was terminated by cooling 60 minutes later. A reaction mixture was analyzed to find that a conversion from cyclohexane was 3.65percent and a selectivity for adipic acid was 4.79percent. In addition, glutaric acid (selectivity: 1.15percent), succinic acid (selectivity: 0.60percent), cyclohexanone (selectivity: 49.8percent), and cyclohexanol (selectivity: 43.6percent) were by-produced.

With C44H26Cl3CoN4; oxygen in acetonitrile

T=155°C; P=15001.5 Torr; 2 h; Autoclave; Catalytic behavior; Reagent/catalystPressure; Overall yield = 9.41 percent; Hide Experimental Procedure

Xie, Yujia; Zhang, Fengyong; Liu, Pingle; Hao, Fang; Luo, He'An

Journal of Molecular Catalysis A: Chemical, 2014 , vol. 386, p. 95 - 100 Title/Abstract Full Text View citing articles Show Details

2.5. Procedures for the catalytic test

General procedure: Cyclohexane oxidation was carried out in a 50 mL autoclavereactor with a magnetic stirrer in the absence of solvent. Typically, catalysts and cyclohexane (15.6 g) were added into the autoclave reactor. And the reactor was sealed and heated to the setting tem-perature. Then it was pressurized to the setting pressure with themolecular oxygen under stirring. After the reaction, the reactor wascooled to the ambient temperature. The mixture was dissolved inethanol and the catalysts were removed by filtration. And the catalysts were washed in alcohol and dried, and then recycled in thenext reaction. The samples of the reaction mixture were identified by GC–MS and LC–MS. The acid in the product can mainly be attributed to the succinic acid, glutaric acid and adipic acid.The cyclohexanol and cyclohexanone in the product were analyzed by gas chromatography with the internal standard method using chlorobenzene as the internal standard. The total acid in the product was analyzed by the chemical titration method. The total ester in the product was analyzed by the chemical titration method with a solution of hydrochloric acid. A

167

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With hydrogen in N-dodecane

T=274.84°C; P=30003 Torr; 10 h; Autoclave;

Wang, Wei-yan; Yang, Yun-quan; Luo, He-an; Liu, Wen-ying

Catalysis Communications, 2010 , vol. 11, # 9 p. 803 - 807 Title/Abstract Full Text View citing articles Show Details

With hydrogen

T=249.84°C; P=30003 Torr; 10 h; Autoclave;

Wang, Weiyan; Yang, Yunquan; Luo, Hean; Hu, Tao; Liu, Wenying

Catalysis Communications, 2011 , vol. 12, # 6 p. 436 - 440 Title/Abstract Full Text View citing articles Show Details

With water; hydrogen

T=250°C; P=37503.8 Torr; 2 h; AutoclaveInert atmosphere; Reagent/catalyst;

Huynh, Thuan Minh; Armbruster, Udo; Pohl, Marga-Martina; Schneider, Matthias; Radnik, Joerg; Hoang, Dang-Lanh; Phan, Binh Minh Quoc; Nguyen, Duc Anh; Martin, Andreas

ChemCatChem, 2014 , vol. 6, # 7 p. 1940 - 1951 Title/Abstract Full Text View citing articles Show Details

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168 Synthesize Find similar

Rx-ID: 29718226 Find similar reactions

With [BMIM(SO3H)][OTf]; 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; 5 platinum on carbon; hydrogen in water

T=199.84°C; P=15001.5 Torr; 4 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

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169 Synthesize Find similar

Rx-ID: 30197089 Find similar reactions

With perchloric acid; palladium diacetate; p-benozquinone in water; acetonitrile

T=23°C; Inert atmospheresealed reactor; Kinetics; Concentration;

Temkin; Bruk; Zakharova; Odintsov; Katsman; Petrov; Istomina

Kinetics and Catalysis, 2010 , vol. 51, # 5 p. 691 - 703 Title/Abstract Full Text View citing articles Show Details

With dihydrogen peroxide in acetonitrile

T=70°C; 6 h; Green chemistry; Catalytic behaviorKinetics; Reagent/catalyst; Hide Experimental Procedure

Von Willingh, Gavin; Abbo, Hanna S.; Titinchi, Salam J.J.

Catalysis Today, 2014 , vol. 227, p. 96 - 104 Title/Abstract Full Text View citing articles Show Details

2.4.1. Catalytic liquid phase oxidation reaction

General procedure: Catalytic liquid phase oxidation reactions were carried out ina 50 ml round-bottom flask fitted to a water condenser. In a typi-cal reaction, equimolar amounts of substrate and 30percent H2O2weremixed in 3 ml MeCN and the reaction mixture was refluxed andstirred in an oil bath at 70C after which the catalyst (0.01 g) to betested was added and this was assumed to be the starting point ofthe reaction. Progress of the reaction was monitored as a functionof time by withdrawing small aliquots after certain time intervalsand analysing them quantitatively by gas chromatograph.

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170 Synthesize Find similar Rx-ID: 32541601 Find similar reactions

With hydrogenchloride; CuCl2·2H2O; oxygen in acetonitrile

T=36 - 38°C; P=1520.1 Torr; 12 h; visible light irradiation; KineticsMechanism; Reagent/catalystSolventPressureConcentration;

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 VOCl3 in acetonitrile

T=34.84°C; P=760.051 Torr; 8 h; Inert atmosphereIrradiation; 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

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. A

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171 Synthesize Find similar

With hydrogen

T=249.84°C; P=30003 Torr; 0.5 h; Autoclave; Catalytic behavior; Hide Experimental Procedure

Rx-ID: 36878365 Find similar reactions

He, Jiayue; Lu, Lu; Zhao, Chen; Mei, Donghai; Lercher, Johannes A.

Journal of Catalysis, 2014 , vol. 311, p. 41 - 51 Title/Abstract Full Text View citing articles Show Details

2.4. Catalytic test

General procedure: The detailed reaction conditions are described in the correspondingfigures as footnotes. In a typical experiment, the catalyticreactions were carried out in a slurry autoclave reactor loaded with Ni/HZSM-5 in the water solvent at 523 K in the presence of 4 MPa H2 (STP). A mixture of benzyl phenyl ether (0.010 mol), 10 wt.percent Ni/HZSM-5 (0.050 g, 8.62 x 105 mol Ni), and H2O (80 mL) was firstly added into a Parr reactor (Series 4848, 300 mL). After the reactor was flushed with H2 by three times, the autoclave was charged with 4 MPa H2 (ambient temperature) and the reaction was conducted at 523 K with a stirring speed of 700 rpm at different reaction times. The temperature of the autoclave was increased in approximately 20 min. from ambient to reaction temperature (523 K). Because it is a two-phase reaction, the kinetics data are collected at different duration times. After reaction, the reactor was cooled by ice to ambient temperature, and the organic products were extracted by ethyl acetate and analyzed by GC and MS. The products were analyzed by a gas chromatography (GC) and GC–mass spectroscopy (GC–MS) on Shimadzu 2010 gas chromatograph with flame ionization detector and a Shimadzu QP 2010S GC–MS, both of them equipped with a HP-5 capillary column (30 m x 250 lm). Internal standard, i.e., 2-isopropylphenol, was used to determine the liquid product concentration and carbon balance. The carbon balance for all reported experiments in liquid phase was better than 95 ± 3percent in this work. The calculations of conversion and selectivity were based on carbon mole basis. Conversion = (the amount of raw materials change during reaction/total amount of raw materials) x 100percent. Selectivity = (C atoms in each product/total C atoms in the products) x 100percent. Rate = (moles of reactants cleaved)/(reaction time in hour). TOF = (moles of reactants cleaved)/(moles of surface active sites x reaction time in hour). A

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172 Synthesize Find similar

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Rx-ID: 36935603 Find similar reactions

With [Fe(dnbpn)(OTf)2] in acetonitrile

T=24.84°C; Reagent/catalyst;

Zhang, Qiao; Gorden, John D.; Goldsmith, Christian R.

Inorganic Chemistry, 2013 , vol. 52, # 23 p. 13546 - 13554 Title/Abstract Full Text View citing articles Show Details

With nitric acid in acetonitrile

T=50°C; 5 h;

Das, Swapan K.; Mukherjee, Sanghamitra; Lopes, Luis M. F.; Ilharco, Laura M.; Ferraria, Ana M.; Botelho Do Rego, Ana M.; Pombeiro, Armando J. L.

Dalton Transactions, 2014 , vol. 43, # 8 p. 3215 - 3226 Title/Abstract Full Text View citing articles Show Details

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173 Synthesize Find similar

With niobium doped hexagonal mesoporous silica in benzene

T=350°C; Beckmann Rearrangement; 1 h; Inert atmosphere;

Rx-ID: 37139472 Find similar reactions

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

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174 Synthesize Find similar Rx-ID: 37141321 Find similar reactions

A: 48 %Chromat. B: 6 %Chromat. C: 16 %Chromat. D: 20 %Chromat. E: 10 %Chromat.

With 5 palladium on charcoal; hydroxylamine hydrochloride; hydrogen in diethyl ether

4 h; Catalytic behavior;

Rubio-Marques, Paula; Hernandez-Garrido, Juan Carlos; Leyva-Perez, Antonio; Corma, Avelino

Chemical Communications, 2014 , vol. 50, # 14 p. 1645 - 1647 Title/Abstract Full Text View citing articles Show Details

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175 Synthesize Find similar Rx-ID: 37141322 Find similar reactions

A: 7 %Chromat. B: 5 %Chromat. D: 10 %Chromat. E: 60 %Chromat.

With ruthenium trichloride; 5 palladium on charcoal; hydroxylamine hydrochloride; hydrogen in diethyl ether

4 h; Catalytic behavior;

176 Synthesize

Rubio-Marques, Paula; Hernandez-Garrido, Juan Carlos; Leyva-Perez, Antonio; Corma, Avelino

Chemical Communications, 2014 , vol. 50, # 14 p. 1645 - 1647 Title/Abstract Full Text View citing articles Show Details

Find similar Rx-ID: 37141323 Find similar reactions

A: 19 %Chromat. B: 25 %Chromat. C: 14 %Chromat. E: 26 %Chromat.

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With AlCl3, aluminium chloride; 5 palladium on charcoal; hydroxylamine hydrochloride; hydrogen in diethyl ether

4 h; Catalytic behavior;

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Rubio-Marques, Paula; Hernandez-Garrido, Juan Carlos; Leyva-Perez, Antonio; Corma, Avelino

Chemical Communications, 2014 , vol. 50, # 14 p. 1645 - 1647 Title/Abstract Full Text View citing articles Show Details

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177 Synthesize Find similar

A: 84 %Chromat. B: 5 %Chromat. C: 11 %Chromat.

With 5 palladium on charcoal; hydrogen; acetic acid in hexane

T=20°C; Catalytic behavior;

Rx-ID: 37141324 Find similar reactions

Rubio-Marques, Paula; Hernandez-Garrido, Juan Carlos; Leyva-Perez, Antonio; Corma, Avelino

Chemical Communications, 2014 , vol. 50, # 14 p. 1645 - 1647 Title/Abstract Full Text View citing articles Show Details

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178 Synthesize Find similar

A: 37 %Chromat. B: 40 %Chromat. C: 21 %Chromat.

With 5 palladium on charcoal; hydroxylamine hydrochloride; hydrogen; cobalt(II) chloride in diethyl ether

4 h; Catalytic behavior;

Rx-ID: 37141326 Find similar reactions

Rubio-Marques, Paula; Hernandez-Garrido, Juan Carlos; Leyva-Perez, Antonio; Corma, Avelino

Chemical Communications, 2014 , vol. 50, # 14 p. 1645 - 1647 Title/Abstract Full Text View citing articles Show Details

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179 Synthesize Find similar

A: 18 %Chromat. B: 17 %Chromat. C: 65 %Chromat.

Rubio-Marques, Paula; Hernandez-Garrido, Juan Carlos; Leyva-Perez, Antonio; Corma, Avelino

Chemical Communications, 2014 , vol. 50, # 14 p. 1645 - 1647 Title/Abstract Full Text View citing articles Show Details

With Cl4Zn; 5 palladium on charcoal; hydroxylamine hydrochloride; hydrogen in diethyl ether

4 h; Catalytic behavior;

Rx-ID: 37141327 Find similar reactions

180 Synthesize Find similar Rx-ID: 37141328 Find similar reactions

A: 9 %Chromat. B: 15 %Chromat. D: 51 %Chromat.

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With 5 palladium on charcoal; hydroxylamine hydrochloride; hydrogen; nickel dichloride in diethyl ether

4 h; Catalytic behavior;

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Rubio-Marques, Paula; Hernandez-Garrido, Juan Carlos; Leyva-Perez, Antonio; Corma, Avelino

Chemical Communications, 2014 , vol. 50, # 14 p. 1645 - 1647 Title/Abstract Full Text View citing articles Show Details

181 Synthesize Find similar

A: 85 %Chromat. B: 15 %Chromat.

Rx-ID: 37141330 Find similar reactions

With cerium(III) chloride; 5 palladium on charcoal; hydroxylamine hydrochloride; hydrogen in diethyl ether

4 h; Catalytic behavior; Reagent/catalyst;

Rubio-Marques, Paula; Hernandez-Garrido, Juan Carlos; Leyva-Perez, Antonio; Corma, Avelino

Chemical Communications, 2014 , vol. 50, # 14 p. 1645 - 1647 Title/Abstract Full Text View citing articles Show Details

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182 Synthesize Find similar

B: 82%

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With Ni1.3Cu1.7[Co(CN)6]2; oxygen in water

T=100°C; P=3750.38 Torr; 1 h; Reagent/catalystTimeSolvent; Hide Experimental Procedure

Rx-ID: 37254767 Find similar reactions

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

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. A

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183 Synthesize Find similar

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With pyridoxal 5'-phosphate; recombinant ω-transaminase from Burkholderia vietnamiensis G4 in aq. phosphate buffer

Rx-ID: 37304919 Find similar reactions

Jiang, Jinju; Chen, Xi; Feng, Jinhui; Wu, Qiaqing; Zhu, Dunming

Journal of Molecular Catalysis B: Enzymatic, 2014 , vol. 100, p. 32 - 39

T=37°C; pH=7.4; 0.0833333 h; Enzymatic reaction; enantioselective reaction; Hide Experimental Procedure

Title/Abstract Full Text View citing articles Show Details

2.7. Substrate specificity and enantioselectivity

General procedure: Amino donor specificity was assayed by following the similar procedure of Section 2.5. The amino donor substrates (10 mM) listed in Table 1 reacted with pyruvate (10 mM) as amino acceptor. For racemic amino donor, the concentration was 20 mM. After the reaction, residual pyruvate was analyzed by HPLC according to Section 2.10. Amino acceptor specificity was assayed by following the similar procedure of Section 2.5. The amino acceptor substrates (10 mM) listed in Table 2 reacted with (S)-α-MBA (10 mM) as amino donor. After the reaction, the amount of produced acetophenone was analyzed and the ee values of the produced amines were determined according to Section 2.10. A

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184 Synthesize Find similar

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

T=20°C; 0.5 h; Inert atmosphere; Kinetics;

Rx-ID: 37410705 Find similar reactions

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

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185 Synthesize Find similar Rx-ID: 37465542 Find similar reactions

With 2-carboxypyrazine; dihydrogen peroxide in acetonitrile

T=60°C; 24 h; Reagent/catalystTemperatureTimeConcentration;

Aboelfetoh, Eman Fahmy; Pietschnig, Rudolf

Catalysis Letters, 2014 , vol. 144, # 1 p. 97 - 103 Title/Abstract Full Text View citing articles Show Details

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186 Synthesize Find similar Rx-ID: 37465543 Find similar reactions

With 2-carboxypyrazine; dihydrogen peroxide in acetonitrile

T=60°C; 24 h;

Aboelfetoh, Eman Fahmy; Pietschnig, Rudolf

Catalysis Letters, 2014 , vol. 144, # 1 p. 97 - 103 Title/Abstract Full Text View citing articles Show Details

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187 Synthesize Find similar

Rx-ID: 37487826 Find similar reactions

With hydrogen; ethylenediamine

T=49.84°C; P=2250.23 Torr; 6 h; Autoclave; Reagent/catalyst; Hide Experimental Procedure

Yan, Yanhua; Liu, Sihua; Hao, Fang; Liu, Pingle; Luo, He'An

Catalysis Communications, 2014 , vol. 50, p. 9 - 12 Title/Abstract Full Text View citing articles Show Details

2.4 Typical procedures for the catalytic test

The catalytic process was performed in a 50mL Teflon-lined stainless-steel autoclave equipped with magnetic stirring. Briefly, 0.56g nitrocyclohexane (95wt.percent), 5mL ethylenediamine solvent and 0.1g catalyst were added into the autoclave. The reactor was sealed and the hydrogen was used for replacing the air, then the autoclave was heated to 323K and pressurized to the required pressure under continuous stirring. The catalysts were separated from the reaction solution by vacuum filtration when the reaction was completed. The products were identified by GC–MS (SHIMADZU, QP2010 PLUS). The content of the products was determined by GC (GC-14C, SHIMADZU) with a flame ionization detector (FID) using dimethyl phthalate (DMP) as the internal standard. A

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188 Synthesize Find similar Rx-ID: 37593404 Find similar reactions

With hydrogen in water

T=119.84°C; P=4500.45 Torr; Catalytic behaviorActivation energy;

He, Jiayue; Zhao, Chen; Mei, Donghai; Lercher, Johannes A.

Journal of Catalysis, 2014 , vol. 309, p. 280 - 290 Title/Abstract Full Text View citing articles Show Details

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189 Synthesize Find similar Rx-ID: 37752646 Find similar reactions

A: 19% B: 16% C: 47% D: 9% E: 7%

With 5 active carbon-supported ruthenium; hydrogen; magnesium oxide in water

T=159.84°C; P=11251.1 Torr; 2 h;

Nakagawa, Yoshinao; Ishikawa, Momoko; Tamura, Masazumi; Tomishige, Keiichi

Green Chemistry, 2014 , vol. 16, # 4 p. 2197 - 2203 Title/Abstract Full Text View citing articles Show Details

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190 Synthesize Find similar

B: 28.2%

With rhenium oxide-modified Ir/SiO2 in water

T=219.84°C; P=7500.75 Torr; 1 h; AutoclaveGreen chemistry;

191

Rx-ID: 37912841 Find similar reactions

Sato, Hiraku; Tamura, Masazumi; Nakagawa, Yoshinao; Tomishige, Keiichi

Chemistry Letters, 2014 , vol. 43, # 3 p. 334 - 336 Title/Abstract Full Text View citing articles Show Details

Synthesize Find similar B: 19.8%

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With rhenium oxide-modified Ir/SiO2 in water

T=179.84°C; P=7500.75 Torr; AutoclaveGreen chemistry; Reagent/catalyst;

Rx-ID: 37912842 Find similar reactions

Sato, Hiraku; Tamura, Masazumi; Nakagawa, Yoshinao; Tomishige, Keiichi

Chemistry Letters, 2014 , vol. 43, # 3 p. 334 - 336 Title/Abstract Full Text View citing articles Show Details

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192 Synthesize Find similar Rx-ID: 37912843 Find similar reactions

B: 15.8%

With rhodium contaminated with carbon in water

T=219.84°C; P=7500.75 Torr; 1 h; AutoclaveGreen chemistry; Catalytic behavior; Reagent/catalyst;

Sato, Hiraku; Tamura, Masazumi; Nakagawa, Yoshinao; Tomishige, Keiichi

Chemistry Letters, 2014 , vol. 43, # 3 p. 334 - 336 Title/Abstract Full Text View citing articles Show Details

B: 13%

With ruthenium-carbon composite in water

T=219.84°C; P=7500.75 Torr; 1 h; AutoclaveGreen chemistry; Catalytic behavior; Time;

Sato, Hiraku; Tamura, Masazumi; Nakagawa, Yoshinao; Tomishige, Keiichi

Chemistry Letters, 2014 , vol. 43, # 3 p. 334 - 336 Title/Abstract Full Text View citing articles Show Details

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193 Synthesize Find similar B: 17%

With Ir/SiO2 in water

T=219.84°C; P=7500.75 Torr; 1 h; AutoclaveGreen chemistry;

Rx-ID: 37912844 Find similar reactions

Sato, Hiraku; Tamura, Masazumi; Nakagawa, Yoshinao; Tomishige, Keiichi

Chemistry Letters, 2014 , vol. 43, # 3 p. 334 - 336 Title/Abstract Full Text View citing articles Show Details

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194 Synthesize Find similar

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Rx-ID: 37948446 Find similar reactions

A: 78% B: 36% C: 25%

195

With (PPh4)2[Mn(N)(CN)4] in 2,2,2-trifluoroethanol

T=23°C;

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

Synthesize Find similar 64%

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Rx-ID: 38011777 Find similar reactions

With chloral hydrate in hexane

T=25°C; 12 h; Inert atmosphere; Hide Experimental Procedure

Chandrasekhar, Sosale; Shrinidhi, Annadka

Synthetic Communications, 2014 , vol. 44, # 13 p. 1904 - 1913 Title/Abstract Full Text View citing articles Show Details

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196 Synthesize Find similar Rx-ID: 38155196 Find similar reactions

With silicadodecatungstate; oxygen in water

T=20°C; 2 h; UV-irradiation; Kinetics; Hide Experimental Procedure

Fotiou, Theodora; Triantis, Theodoros M.; Kaloudis, Triantafyllos; Papaconstantinou, Elias; Hiskia, Anastasia

Journal of Photochemistry and Photobiology A: Chemistry, 2014 , vol. 286, p. 1 - 9 Title/Abstract Full Text View citing articles Show Details

2.3. Photocatalysis experiments

General procedure: In a typical experiment for GSM/MIB degradation, aqueous solution (20 mL) containing the photocatalyst SiW12O404− (7 × 10−4 M, 200 mg L−1) or commercial available TiO2 Degussa P25(200 mg L−1) was added to a cylindrical pyrex cell, oxygenated for 20 min, spiked with GSM or MIB solution giving a total concentration of 1 mg L−1 and covered air tightly with a serum cap. Photocatalysts loadings were selected according to previous studies for comparison reasons [43,54]. Illumination was performed at

ambient temperature in the photolysis apparatus. The solutions were magnetically stirred throughout the experiment. In experiments with ⩽OH radical trapping reagents (scavengers) KBr (10−2 M) and tertiary butyl alcohol (10−2 M) were used.

197 Synthesize Find similar

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Rx-ID: 38157675 Find similar reactions

With ammonium hydroxide; dihydrogen peroxide in water; N,N-dimethylformamide

T=35°C; Kinetics; Solvent;

Pap, Jõzsef S.; El Bakkali-Tahéri, Nadia; Fadel, Antoine; Gõger, Szabina; Bogáth, Dõra; Molnár, Milán; Giorgi, Michel; Speier, Gábor; Simaan, A. Jalila; Kaizer, Jõzsef

European Journal of Inorganic Chemistry, 2014 , # 17 p. 2829 - 2838 Title/Abstract Full Text View citing articles Show Details

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198 Synthesize Find similar Rx-ID: 38226279 Find similar reactions

With C47H40O4P2Rh(1+)*CF3O3S(1-); (Ph)2SiH2 in dichloromethane T=20°C; P=15001.5 Torr; 1 h; Inert atmosphereAutoclave; regioselective reaction;

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