2-'ALK'cyclohexa-2,5-diene-1,4-dione by Asch

Reaxys

PubChem

eMolecules

Reactions (279)

Yield

Substances (27)

Citations (300)

Conditions

References A

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100

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Rx-ID: 6208523 Find similar reactions

bei der elektrolytischen Oxydation;

101

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Fichter; Meyer

Helvetica Chimica Acta, 1925 , vol. 8, p. 79 Full Text Show Details

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Rx-ID: 6208524 Find similar reactions

bei der elektrolytischen Oxydation;

Fichter; Meyer

Helvetica Chimica Acta, 1925 , vol. 8, p. 79 Full Text Show Details

102

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Rx-ID: 6675280 Find similar reactions

T=20 - 30°C; bei der elektrolytischen Oxydation;

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Ono

Helvetica Chimica Acta, 1927 , vol. 10, p. 46,47, 51 Full Text Show Details

103

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Rx-ID: 7061688 Find similar reactions

T=90°C; bei der elektrolytischen Oxydation;

Fichter; Rinderspacher

Helvetica Chimica Acta, 1927 , vol. 10, p. 40 Full Text Show Details

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104

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Hide Experimental Procedure

Rx-ID: 7173897 Find similar reactions

Singh; Turner

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1974 , p. 2556,2558 Full Text Show Details

Meinwald et al.

Journal of the American Chemical Society, 1966 , vol. 88, p. 1590 Full Text View citing articles Show Details

Kwong Chip; Grossert

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972 , p. 1629 Full Text Show Details

Orlando jun. et al.

Journal of Organic Chemistry, 1968 , vol. 33, p. 2512 Full Text View citing articles Show Details

Bayer Aktiengesellschaft

Patent: US5138054 A1, 1992 ; Title/Abstract Full Text Show Details

Suitable amino compounds of the formulae (IV) and (V) for reaction with the quinones (VI) or (VIII) are, for example: STR16 Suitable 1,4-benzoquinones (VI) or (VIII) for condensation with the amines of the formula (IV) or (V) are, for example ... 2-(2,-chlorophenyl)-3,5,6-tribromo-1,4-benzoquinone, 2-methyl-3-methoxy-1,4-benzoquinone, 1,4-benzoquinone, 2-methyl-1,4-benzoquinone, 2-ethyl-1,4-benzoquinone, 2-n-propyl-1,4-benzoquinone, 2-isopropyl-1,4-benzoquinone, 2,2'-ethoxyethyl-1,4-benzoquinone, ...

Hide Experimental Procedure

Examples of quinones of the formula (10) are: 1,4-benzoquinone, 2-methyl-1,4-benzoquinone, 2-ethyl-1,4-benzoquinone, 2-n-propyl-1,4-benzoquinone, 2-isopropyl-1,4-benzoquinone, 2,2'-ethoxyethyl-1,4-benzoquinone, 2-phenyl-1,4-benzoquinone, 2-(4'-methylphenyl)-1,4-benzoquinone, 2-(4'-methoxyphenyl)-1,4-benzoquinone, ...

Bayer Aktiengesellschaft

Patent: US4621138 A1, 1986 ; Title/Abstract Full Text Show Details

105

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With sulfuric acid

Rx-ID: 7173898 Find similar reactions

Bayrac

Bulletin de la Societe Chimique de France, 1894 , vol. <3> 11, p. 1130,1133 Annales de Chimie (Cachan, France), 1897 , vol. <7> 10, p. 55,56, 68 Full Text Show Details

106

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Rx-ID: 7173899 Find similar reactions

Clemmensen

Chemische Berichte, 1914 , vol. 47, p. 62 Full Text Show Details

107

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Rx-ID: 9200833 Find similar reactions

82%

With persulfate silver

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Eipert, Martin; Maichle-Moessmer, Caecilia; Maier, Martin E.

Journal of Organic Chemistry, 2002 , vol. 67, # 24 p. 8692 - 8695 Title/Abstract Full Text View citing articles Show Details

108

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42%

With titanium tetrachloride in dichloromethane

T=20°C; 1 h;

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Rx-ID: 29324239 Find similar reactions

Murahashi, Shun-Ichi; Fujii, Akiko; Inubushi, Yasutaka; Komiya, Naruyoshi

Tetrahedron Letters, 2010 , vol. 51, # 17 p. 2339 - 2341 Title/Abstract Full Text View citing articles Show Details

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109

Synthesize Find similar Rx-ID: 30024809 Find similar reactions

With K[VO(O2)2(2,2'bipyridine)]*5H2O; dihydrogen peroxide; acetic acid in water

T=50°C; 4 h;

Liu, Qiuyuan; Zhu, Liangfang; Li, Li; Guo, Bin; Hu, Xiaoke; Hu, Changwei

Journal of Molecular Catalysis A: Chemical, 2010 , vol. 331, # 1-2 p. 71 - 77 Title/Abstract Full Text View citing articles Show Details

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110

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With perchloric acid; 4C16H36N(1+)*HO40PV2W10(4-); dihydrogen peroxide in water; acetonitrile; tert-butyl alcohol

T=59.84°C; P=760.051 Torr; 1 h; Inert atmosphere; chemoselective reaction;

Kamata, Keigo; Yamaura, Taiyo; Mizuno, Noritaka

Angewandte Chemie - International Edition, 2012 , vol. 51, # 29 p. 7275 - 7278 Title/Abstract Full Text View citing articles Show Details

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111

Synthesize Find similar Rx-ID: 33644725 Find similar reactions

With Cu(NO3)2*3H2O; dihydrogen peroxide in acetonitrile

T=50°C; 4 h; aq. phosphate buffer; chemoselective reaction;

Kamata, Keigo; Yamaura, Taiyo; Mizuno, Noritaka

Angewandte Chemie - International Edition, 2012 , vol. 51, # 29 p. 7275 - 7278 Title/Abstract Full Text View citing articles Show Details

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112

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in water

T=22°C; Rate constant;

Roginsky, Vitaly A.; Pisarenko, Leonid M.; Bors, Wolf; Michel, Christa; Saran, Manfred

Journal of the Chemical Society - Faraday Transactions, 1998 , vol. 94, # 13 p. 1835 - 1840 Title/Abstract Full Text View citing articles Show Details

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113

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A: 31 %Chromat.

in water

pH=6.96; Photolysisaq. phosphate

Arumugam, Selvanathan; Popik, Vladimir V.

Journal of Organic Chemistry, 2010 , vol. 75, # 21 p. 7338 - 7346

B: 59 %Chromat.

buffer; Quantum yield;

Title/Abstract Full Text View citing articles Show Details

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114

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A: 37% B: 57%

in water

pH=6.96; Photolysisaq. phosphate buffer;

Arumugam, Selvanathan; Popik, Vladimir V.

Journal of Organic Chemistry, 2010 , vol. 75, # 21 p. 7338 - 7346 Title/Abstract Full Text View citing articles Show Details

115

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With nitric acid; acetic acid

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Rx-ID: 289231 Find similar reactions

Hiraiwa

Yakugaku Zasshi, 1940 , vol. 60, p. 569,574 Full Text Show Details

116

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With steam; iron(III) chloride

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Rx-ID: 457435 Find similar reactions

Baddeley; Kenner

Journal of the Chemical Society, 1934 , p. 633 Full Text Show Details

117

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Rx-ID: 665616 Find similar reactions

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With potassium dichromate; acetic acid

durch Spaltung des Reaktionsprodukts mit verd. Schwefelsaeure;

Bayrac

Bulletin de la Societe Chimique de France, 1895 , vol. <3> 13, p. 979 Annales de Chimie (Cachan, France), 1897 , vol. <7> 10, p. 66,73 Full Text Show Details

With potassium dichromate; acetic acid

Bayrac

Annales de Chimie (Cachan, France), 1897 , vol. <7> 10, p. 55,67 Full Text Show Details

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118

Synthesize Find similar Rx-ID: 1767236 Find similar reactions

A: 62 % Spectr. B: 38 % Spectr.

With {Ru(IV)(2,2'bipyridine)2(pyridine)O}(2+) in acetonitrile-D3

T=25°C; MechanismProduct distribution;

Seok, Won K.; Meyer, Thomas J.

Journal of the American Chemical Society, 1988 , vol. 110, # 22 p. 7358 - 7367 Title/Abstract Full Text View citing articles Show Details

119

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Rx-ID: 4405361 Find similar reactions

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With (NH4)2S2O8; silver nitrate

Jacobsen,N.; Torrsell,K.

Justus Liebigs Annalen der Chemie, 1972 , vol. 763, p. 135 - 147 Full Text View citing articles Show Details

120

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Rx-ID: 4537597 Find similar reactions

98%

With titanium tetrachloride in dichloromethane

T=-78 - -15°C; Inert atmosphere; regioselective reaction;

Murahashi, Shun-Ichi; Miyaguchi, Noriko; Noda, Shinji; Naota, Takeshi; Fujii, Akiko; Inubushi, Yasutaka; Komiya, Naruyoshi

European Journal of Organic Chemistry, 2011 , # 27 p. 5355 - 5365 Title/Abstract Full Text View citing articles Show Details

86%

With titanium tetrachloride in dichloromethane

T=-15°C; 4 h;

Murahashi, Shun-Ichi; Naota, Takeshi; Miyaguchi, Noriko; Noda, Shinji

Journal of the American Chemical Society, 1996 , vol. 118, # 10 p. 2509 - 2510 Title/Abstract Full Text View citing articles Show Details

86%

With titanium tetrachloride in dichloromethane

T=-15°C; 4 h;

Murahashi, Shun-Ichi; Fujii, Akiko; Inubushi, Yasutaka; Komiya, Naruyoshi

Tetrahedron Letters, 2010 , vol. 51, # 17 p. 2339 - 2341 Title/Abstract Full Text View citing articles Show Details

121

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Rx-ID: 7175637 Find similar reactions

2-Isopropyl-hydrochinon/Dioxan, wss. H2SO4, KBrO3/W., 70grad;

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Bogoljubskii

J. Gen. Chem. USSR (Engl. Transl.), 1962 , vol. 32, p. 869,862 Chem.Abstr., 1963 , vol. 58, # 2391 Full Text Show Details

Bayer Aktiengesellschaft

Patent: US5138054 A1, 1992 ; Title/Abstract Full Text Show Details

2-isopropyl-1,4-benzoquinone, 2,2'-ethoxyethyl-1,4-benzoquinone, 2-phenyl-1,4-benzoquinone, 2-(4'-methylphenyl)-1,4-benzoquinone, ...

Hide Experimental Procedure

Bayer Aktiengesellschaft

Patent: US4621138 A1, 1986 ; Title/Abstract Full Text Show Details

122

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With sulfuric acid

Rx-ID: 7175638 Find similar reactions

Bayrac

Annales de Chimie (Cachan, France), 1897 , vol. <7> 10, p. 55,67 Full Text Show Details

123

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With sulfuric acid; sodium nitrite

anschliessend Erwaermen;

Rx-ID: 7175639 Find similar reactions

Zenker; Jorgensen

Journal of Organic Chemistry, 1959 , vol. 24, p. 1351 Full Text View citing articles Show Details

124

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44%

in benzene

T=100°C; 3 h; Irradiation;

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Rx-ID: 8798806 Find similar reactions

Yamago, Shigeru; Hashidume, Masahiro; Yoshida, Jun-Ichi

Chemistry Letters, 2000 , # 11 p. 1234 - 1235 Title/Abstract Full Text View citing articles Show Details

125

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Rx-ID: 9152683 Find similar reactions

44%

in benzene

T=100°C; 3 h; Photolysis;

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Yamago, Shigeru; Hashidume, Masahiro; Yoshida, Jun-Ichi

Tetrahedron, 2002 , vol. 58, # 34 p. 6805 - 6813 Title/Abstract Full Text View citing articles Show Details

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126

Synthesize Find similar Rx-ID: 11174840 Find similar reactions

With dihydrogen peroxide; polymer-anchored [VO(fsal-ea)*DMF] in acetonitrile

T=80°C; Product distribution; Further Variations:TemperaturesCatalystscatalyst amount;

Maurya, Mannar R.; Kumar, Umesh; Manikandan

European Journal of Inorganic Chemistry, 2007 , # 16 p. 2303 - 2314 Title/Abstract Full Text View citing articles Show Details

127

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Multi-step reaction with 2 steps 1: 86 percent / RuCl2(PPh3)3 / ethyl acetate; benzene / 3 h / Ambient temperature 2: 86 percent / TiCl4 / CH2Cl2 / 4 h / -15 °C View Scheme

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Rx-ID: 17627004 Find similar reactions

Murahashi, Shun-Ichi; Naota, Takeshi; Miyaguchi, Noriko; Noda, Shinji

Journal of the American Chemical Society, 1996 , vol. 118, # 10 p. 2509 - 2510 Title/Abstract Full Text View citing articles Show Details

128

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Multi-step reaction with 3 steps 1: benzene; aqueous HNO3

2: tin; aqueous hydrochloric acid 3: aqueous FeCl3-solution; steam View Scheme

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Rx-ID: 22126683 Find similar reactions

Baddeley; Kenner

Journal of the Chemical Society, 1934 , p. 633 Full Text Show Details

129

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Multi-step reaction with 2 steps 1: tin; aqueous hydrochloric acid 2: aqueous FeCl3-solution; steam View Scheme

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Rx-ID: 22140389 Find similar reactions

Baddeley; Kenner

Journal of the Chemical Society, 1934 , p. 633 Full Text Show Details

130

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With manganese(IV) dioxide in sulfuric acid

Hide Experimental Procedure

Rx-ID: 24591715 Find similar reactions

Zeneca Limited

Patent: US5498712 A1, 1996 ; Title/Abstract Full Text Show Details

83:Preparation of STR11 Stage a)

EXAMPLE 83 Preparation of STR11 Stage a) Manganese dioxide (45 g) was stirred in 25percent H2 SO4 (1300 ml) at room temperature. 2-propylphenol (90 g) was added followed by managanese dioxide (270 g), added over 1 hr to maintain a reaction temperature below 50° C. After a further 11/2 hours the reaction mixture was steam distilled, the distillates extracted with chloroform and the chloroform evaporated to yield propyl-p-benzoquinone (7 g), delta H(CDCl3) 1.00 (3H, t, J8.0Hz), CH3), 1.57(2H, tq, J 8.0,8.0Hz, CH2), 2.42(2H,t,J 8.0Hz, CH2), 6.58-6.82 (3H, m, CH).

131

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Hide Experimental Procedure

Rx-ID: 24953952 Find similar reactions

Bayer Aktiengesellschaft

Patent: US5138054 A1, 1992 ; Title/Abstract Full Text Show Details

Suitable amino compounds of the formulae (IV) and (V) for reaction with the quinones (VI) or (VIII) are, for example: STR16 Suitable 1,4-benzoquinones (VI) or (VIII) for condensation with the amines of the formula (IV) or (V) are, for example ... 2-methyl-3-methoxy-1,4-benzoquinone, 1,4-benzoquinone, 2-methyl-1,4-benzoquinone, 2-ethyl-1,4-benzoquinone, 2-n-propyl-1,4-benzoquinone, 2-isopropyl-1,4-benzoquinone, 2,2'-ethoxyethyl-1,4-benzoquinone, 2-phenyl-1,4-benzoquinone, ...

Hide Experimental Procedure

Examples of quinones of the formula (10) are: 1,4-benzoquinone,

Bayer Aktiengesellschaft

Patent: US4621138 A1, 1986 ; Title/Abstract Full Text Show Details

2-methyl-1,4-benzoquinone, 2-ethyl-1,4-benzoquinone, 2-n-propyl-1,4-benzoquinone, 2-isopropyl-1,4-benzoquinone, 2,2'-ethoxyethyl-1,4-benzoquinone, 2-phenyl-1,4-benzoquinone, 2-(4'-methylphenyl)-1,4-benzoquinone, 2-(4'-methoxyphenyl)-1,4-benzoquinone, ...

132

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Multi-step reaction with 2 steps 1: tris(triphenylphosphine)ruthenium(II) chloride / benzene / 20 °C / Inert atmosphere 2: titanium tetrachloride / dichloromethane / -78 -15 °C / Inert atmosphere View Scheme

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Rx-ID: 31833727 Find similar reactions

Murahashi, Shun-Ichi; Miyaguchi, Noriko; Noda, Shinji; Naota, Takeshi; Fujii, Akiko; Inubushi, Yasutaka; Komiya, Naruyoshi

European Journal of Organic Chemistry, 2011 , # 27 p. 5355 - 5365 Title/Abstract Full Text View citing articles Show Details

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133

Synthesize Find similar Rx-ID: 33644719 Find similar reactions

134

With perchloric acid; 4C16H36N(1+)*HO40PV2W10(4-); dihydrogen peroxide in water; acetonitrile; tert-butyl alcohol

T=59.84°C; P=760.051 Torr; 1 h; Inert atmosphere; chemoselective reaction;

Kamata, Keigo; Yamaura, Taiyo; Mizuno, Noritaka

Angewandte Chemie - International Edition, 2012 , vol. 51, # 29 p. 7275 - 7278 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 39809240 Find similar reactions

41%

With [{(η5-C5Me5)IrCl}2(μ-Cl)2] in dichloromethane; water

T=20°C; 12 h; Hide Experimental Procedure

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Wang, Dawei; Ge, Bingyang; Ju, Anqi; Zhou, Yucheng; Xu, Chongying; Ding, Yuqiang

Journal of Organometallic Chemistry, 2015 , vol. 780, p. 30 - 33 Title/Abstract Full Text View citing articles Show Details

2. General procedure for thereaction of benzoquinone with phenylboronic acid.

General procedure: To a solution of benzoquinone (0.5 mmol, 1.0 equiv.) and [Cp*IrCl2]2 (0.025mmol, 5percent) in dichloromethane (2 mL) was added the phenylboronic acid (0.75 mmol, 1.5 equiv.) and water (2 mL) Then the solution was stirred vigorously at room temperature for 12 h. Upon completion, the reaction was diluted with dichloromethane (5 mL) and washed with 5percent sodium bicarbonate. The layers were separated, and the aqueous layer was extracted with dichloromethane (10 X 3 mL), dried over sodium sulfate, and was evaporated to give the residue. The residue was then purified by column chromatography on silica gel (ethyl acetate / petroleumether = 1:10) to provide the corresponding product. A

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135

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A: 7% B: 6% C: 11%

With dihydrogen peroxide in formic acid; water

T=40°C; 2 h;

Orita, Hideo; Shimizu, Masao; Hayakawa, Takashi; Takehira, Katsuomi

Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 5 p. 1652 - 1657 Title/Abstract Full Text Show Details

A: 6% B: 6% C: 11%

With dihydrogen peroxide in formic acid; water

T=40°C; 2 h;

Orita, Hideo; Shimizu, Masao; Hayakawa, Takashi; Takehira, Katsuomi

Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 5 p. 1652 - 1657 Title/Abstract Full Text Show Details

A: 7% B: 6% C: 11%

With dihydrogen peroxide in formic acid; water

T=40°C; 2 h;

Orita, Hideo; Shimizu, Masao; Hayakawa, Takashi; Takehira, Katsuomi

Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 5 p. 1652 - 1657 Title/Abstract Full Text Show Details

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136

Synthesize Find similar Rx-ID: 2932592 Find similar reactions

A: 27.9 % Chromat. B: 41.0 %

With hydrogenchloride; sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

0.133333 h; Title compound not separated from

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

Chromat. C: 22.5 % Chromat. D: 7.3 % Chromat.

byproducts;

A: 27.9 % Chromat. B: 41.0 % Chromat. C: 22.5 % Chromat. D: 7.3 % Chromat.

With hydrogenchloride; sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

0.133333 h; two phase nitration of 3-substituted phenols with or without NaNO2 and urea; Product distribution;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

With sulfuric acid; nitric acid; sodium nitrite in diethyl ether

2-phase nitration; further 3alkylphenoles; MechanismProduct distribution;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron, 1989 , vol. 45, # 1 p. 191 - 202 Title/Abstract Full Text View citing articles Show Details

Hide Details

A: 27.9 % Chromat. B: 41.0 % Chromat. C: 22.5 % Chromat. D: 7.3 % Chromat.

With hydrogenchloride; sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

0.133333 h; Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

A: 27.9 % Chromat. B: 41.0 % Chromat. C: 22.5 % Chromat. D: 7.3 % Chromat.

With hydrogenchloride; sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

0.133333 h; Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

A: 27.9 % Chromat. B: 41.0 % Chromat. C: 22.5 % Chromat. D: 7.3 % Chromat.

With hydrogenchloride; sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

0.133333 h; Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

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137

Synthesize Find similar Rx-ID: 2938213 Find similar reactions

C: 34 % Spectr. D: 13 %

With nitrogen(IV) oxide in chloroform-d1

T=-60°C; Yields of byproduct given;

Fischer, Alfred; Mathivanan, N.

Tetrahedron Letters, 1988 , vol. 29, # 16 p. 1869 - 1872 Title/Abstract Full Text View citing articles Show Details

Spectr.

C: 34 % Spectr. D: 13 % Spectr.

With nitrogen(IV) oxide in chloroform-d1

T=-60°C; Yield given. Yields of byproduct given;

Fischer, Alfred; Mathivanan, N.

Tetrahedron Letters, 1988 , vol. 29, # 16 p. 1869 - 1872 Title/Abstract Full Text View citing articles Show Details

C: 34 % Spectr. D: 13 % Spectr.

With nitrogen(IV) oxide in chloroform-d1

T=-60°C; Yields of byproduct given;

Fischer, Alfred; Mathivanan, N.

Tetrahedron Letters, 1988 , vol. 29, # 16 p. 1869 - 1872 Title/Abstract Full Text View citing articles Show Details

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138

Synthesize Find similar Rx-ID: 11134586 Find similar reactions

With air; nitrous acid methyl ester; nitrogen(II) oxide

T=20.84°C; P=760 Torr; UVirradiation; Kinetics;

Coeur-Tourneur, Cecile; Henry, Francoise; Janquin, Marie-Andree; Brutier, Laurent

International Journal of Chemical Kinetics, 2006 , vol. 38, # 9 p. 553 - 562 Title/Abstract Full Text View citing articles Show Details

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139

Synthesize Find similar Rx-ID: 11134587 Find similar reactions

With air; nitrous acid methyl ester; nitrogen(II) oxide

T=20.84°C; P=760 Torr; UVirradiation; Kinetics;

Coeur-Tourneur, Cecile; Henry, Francoise; Janquin, Marie-Andree; Brutier, Laurent

International Journal of Chemical Kinetics, 2006 , vol. 38, # 9 p. 553 - 562 Title/Abstract Full Text View citing articles Show Details

140

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Rx-ID: 11238651 Find similar reactions

Irradiation;

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Kostikov, Alexey P.; Popik, Vladimir V.

Journal of Organic Chemistry, 2007 , vol. 72, # 24 p. 9190 - 9194 Title/Abstract Full Text View citing articles Show Details

141

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Rx-ID: 6680985 Find similar reactions

T=20°C; bei der elektrolytischen Oxydation;

Fichter; Rinderspacher

Helvetica Chimica Acta, 1927 , vol. 10, p. 40 Full Text Show Details

142

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Rx-ID: 270543 Find similar reactions

100%

With Oxonereg;; para-iodophenoxyacetic acid in 2,2,2-trifluoroethanol; water

T=20°C; 1 h;

Yakura, Takayuki; Tian, Yuan; Yamauchi, Yu; Omoto, Masanori; Konishi, Tatsuya

Chemical and Pharmaceutical Bulletin, 2009 , vol. 57, # 3 p. 252 - 256 Title/Abstract Full Text View citing articles Show Details

100%

With PhI(OCOCF3)O(OCOCF3)IPh in water; acetonitrile

Dohi, Toshifumi; Nakae, Tomofumi; Takenaga, Naoko; Uchiyama, Teruyoshi; Fukushima, Kei-Ichiro; Fujioka, Hiromichi; Kita, Yasuyuki

Synthesis, 2012 , vol. 44, # 8 p. 1183 - 1189 Title/Abstract Full Text View citing articles Show Details

99%

T=0°C; 2 h;

With Oxonereg;; tetrabutylammomium bromide in water; acetonitrile

T=20°C; 0.583333 h;

Yakura, Takayuki; Ozono, Ayaka; Morimoto, Kohei

Chemical and Pharmaceutical Bulletin, 2011 , vol. 59, # 1 p. 132 - 134 Title/Abstract Full Text View citing articles Show Details

Hide Details

93%

With cerium ammonium nitrate; silica gel in dichloromethane

0.25 h;

Ali, Mohammed Hashmat; Niedbalski, Melinda; Bohnert, Gary; Bryant, Daniel

Synthetic Communications, 2006 , vol. 36, # 12 p. 1751 - 1759 Title/Abstract Full Text View citing articles Show Details

53%

With Oxonereg; in water; acetonitrile

T=20°C; 24 h;

Yakura, Takayuki; Konishi, Tatsuya

Synlett, 2007 , # 5 p. 765 - 768 Title/Abstract Full Text View citing articles Show Details

With sulfuric acid; sodium nitrite

Universal Oil Prod. Co.

Patent: US2573136 , 1949 ;

Full Text Show Details

With potassium chlorate; sulfuric acid; vanadium pentoxide

Universal Oil Prod. Co.

Patent: US2573136 , 1949 ;

Full Text Show Details

143

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With iron(III) chloride

With potassium dichromate; sulfuric acid

144

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Rx-ID: 307956 Find similar reactions

Gulland

Biochemical Journal, 1932 , vol. 26, p. 32,43 Full Text Show Details

Eastman Kodak Co.

Patent: US2533203 , 1948 ; Full Text Show Details

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Rx-ID: 3565878 Find similar reactions

99%

With manganese(IV) oxide in dichloromethane

0.25 h; Ambient temperature;

Cassis, R.; Valderrama, J. A.

Synthetic Communications, 1983 , vol. 13, # 5 p. 347 - 356 Title/Abstract Full Text Show Details

99%

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

0.15 h; Reflux;

Pourali, Ali Reza; Goli, Arezou

Journal of Chemical Sciences, 2011 , vol. 123, # 1 p. 63 - 67 Title/Abstract Full Text View citing articles Show Details

99%

With [4,5-dihydro-4,4-dimethyl-2-phenyloxazole Ru(CH3CN)4]PF6; hydrogen peroxide in tetrahydrofuran; water

T=0 - 20°C; 0.0833333 h; Hide Experimental Procedure

Abu-Elfotoh, Abdel-Moneim; Tsuzuki, Kazuyuki; Nguyen, Tram Bao; Chanthamath, Soda; Shibatomi, Kazutaka; Iwasa, Seiji

Tetrahedron, 2013 , vol. 69, # 40 p. 8612 - 8617 Title/Abstract Full Text View citing articles Show Details

3:General procedure for 2a catalyzed H2O2 oxidation of dihydroxy arenes

General procedure: To a solution of dihydroxy arene (0.34 mmol) and 2a (1.98 mg,0.0034 mmol) in THF (1.0 mL) was added H2O2 (30percent aq, 50.0 mL,0.44 mmol) at 0 C. After 5 min the starting material had completelyoxidized to the quinone product. The quinone product wasthen extracted by ether or dichloromethane, dried over anhydrous Na2SO4, and concentrated under reduced pressure to afford thedesired product. Pleasingly, the resulted quinone products werepure enough and there is no necessity for column chromatographyin most of the cases. Hide Details

98%

With cerium(IV); silica gel in dichloromethane

0.0833333 h; Ambient temperature;

Fischer, Alfred; Henderson, George N.

Synthesis, 1985 , # 6/7 p. 641 - 643 Title/Abstract Full Text Show Details

98%

With {-N(+)(CH3)2CH2CH2N(+)[(CH3)2](CH2)4}n*S2O8(2-) in water

Tajbakhsh, Mahmood; Lakouraj, Moslem Mansour; Ramzanian-Lehmali, Farhad

Synlett, 2006 , # 11 p. 1724 - 1728 Title/Abstract Full Text View citing articles Show Details

98%

With water; oxygen in chloroform

T=20°C; 2.5 h;

Miyamura, Hiroyuki; Shiramizu, Mika; Matsubara, Ryosuke; Kobayashi, Shu

Chemistry Letters, 2008 , vol. 37, # 3 p. 360 - 361 Title/Abstract Full Text View citing articles Show Details

98%

With potassium carbonate in chloroform; water

T=20°C; 4 h; Catalytic behavior; Time;

Jawale, Dhanaji V.; Gravel, Edmond; Geertsen, Valerie; Li, Haiyan; Shah, Nimesh; Namboothiri, Irishi N. N.; Doris, Eric

ChemCatChem, 2014 , vol. 6, # 3 p. 719 - 723 Title/Abstract Full Text View citing articles Show Details

97%

With sodium peroxodisulphate; phen; phosphate buffer; copper diacetate; tetra(n-butyl)ammonium hydrogensulfate in methanol; dichloromethane

0.0833333 h;

Costantini; D'Ischia; Prota

Synthesis, 1994 , # 12 p. 1399 - 1400 Title/Abstract Full Text View citing articles Show Details

96.5%

With cerium ammonium nitrate; silica gel in dichloromethane

0.25 h;

Ali, Mohammed Hashmat; Niedbalski, Melinda; Bohnert, Gary; Bryant, Daniel

Synthetic Communications, 2006 , vol. 36, # 12 p. 1751 - 1759 Title/Abstract Full Text View citing articles Show Details

95%

With sodium hydroxide; sodium bromide; mercury dibromide in dichloromethane; water

0.0833333 h; Ambient temperature;

Deacon, Glen B.; O'Donoghue, Michael F.; McKillop, Alexander; Young, Derek W.

Synthetic Communications, 1980 , vol. 10, # 8 p. 615 - 622 Title/Abstract Full Text Show Details

95%

With o-xylylenebis(triphenylphosphonium) peroxymonosulfate; aluminium trichloride

0.0833333 h;

Tajbakhsh, Mahmoud; Lakouraj, Moslem-Mansor; Yadoolahzadeh, Khadijeh

Phosphorus, Sulfur and Silicon and the Related Elements, 2005 , vol. 180, # 11 p. 2431 - 2437 Title/Abstract Full Text View citing articles Show Details

95%

With macroporous polystyrene-supported (diacetoxyiodo)benzene in methanol

T=20°C; 4 h;

Shang, Yongjia; But, Tracy Yuen Sze; Togo, Hideo; Toy, Patrick H.

Synlett, 2007 , # 1 p. 67 - 70 Title/Abstract Full Text View citing articles Show Details

95%

With NTPPPODS in acetonitrile

0.0333333 h; Reflux;

Lakouraj, Moslem Mansour; Tajbakhsh, Mahmood; Ramzanian-Lehmali, Farhad

Phosphorus, Sulfur and Silicon and the Related Elements, 2008 , vol. 183, # 6 p. 1388 - 1395

0.0833333 h; Heating;

Title/Abstract Full Text View citing articles Show Details

94%

With EBMICC in acetonitrile

0.0666667 h; Reflux;

Hosseinzadeh, Rahman; Tajbakhsh, Mahmood; Khaledi, Hamid

Journal of the Chinese Chemical Society, 2008 , vol. 55, # 1 p. 239 - 243 Title/Abstract Full Text View citing articles Show Details

93%

With 2,6-dicarboxypyridinium fluorochromate

T=20°C; 0.116667 h;

Tajbakhsh; Hosseinzadeh; Sadatshahabi

Synthetic Communications, 2005 , vol. 35, # 11 p. 1547 - 1554 Title/Abstract Full Text View citing articles Show Details

92%

With oxygen; bis(acetylacetonate)oxovanadium in dichloromethane

10 h; Ambient temperature;

Hwang, Der-Ren; Chu, Chang-Ying; Wang, Sheng-Kai; Uang, Biing-Jiun

Synlett, 1999 , # 1 p. 77 - 78 Title/Abstract Full Text View citing articles Show Details

92%

With hydrogen peroxide; Ru(II)(pybox-dh) (pydic) in tetrahydrofuran

T=20°C; 2 h;

Iwasa, Seiji; Fakhruddin, Ahmad; Widagdo, Herman Setyo; Nishiyama, Hisao

Advanced Synthesis and Catalysis, 2005 , vol. 347, # 4 p. 517 - 520 Title/Abstract Full Text View citing articles Show Details

90%

With polymeric complex of oxodiperoxochromium(VI) compound and pyrazine (Pyz-CrO5)n in dichloromethane

0.4 h; Ambient temperature;

Tamami, Bahman; Yeganeh, Hamid

Tetrahedron, 1997 , vol. 53, # 23 p. 7889 - 7896 Title/Abstract Full Text View citing articles Show Details

90%

With mesopentafluoro[26]hexaphyrin(1.1.1.1.1) in chloroform-d1

T=20°C; 0.166667 h;

Maeda, Chihiro; Shinokubo, Hiroshi; Osuka, Atsuhiro

Organic and Biomolecular Chemistry, 2006 , vol. 4, # 2 p. 200 - 202 Title/Abstract Full Text View citing articles Show Details

90%

With BTMPDC in acetonitrile

0.0833333 h; Reflux; chemoselective reaction;

Shiri, Lotfi; Ghorbani-Choghamarani, Arash

Phosphorus, Sulfur and Silicon and the Related Elements, 2009 , vol. 184, # 2 p. 492 - 498 Title/Abstract Full Text View citing articles Show Details

88%

With sodium hypochlorite; tetra(nbutyl)ammonium hydrogensulfate in chloroform

0.166667 h; Ambient temperaturepH 8 (HCl);

Ishii, Fumio; Kishi, Ken-ichi

Synthesis, 1980 , # 9 p. 706 - 708 Title/Abstract Full Text Show Details

88%

With diphenyl diselenide; hydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate in dichloromethane

3 h; Heating;

Pratt, Daniel V.; Ruan, Fuqiang; Hopkins, Paul B.

Journal of Organic Chemistry, 1987 , vol. 52, # 22 p. 5053 - 5055 Title/Abstract Full Text View citing articles Show Details

86%

With silica gel supported cerium(IV) ammonium nitrate-NaBrO3 in dichloromethane; water

T=40°C; 2 h; Hide Experimental Procedure

Ali, Mohammed Hashmat; Welker, Andrea; York, Crystal

Synthesis (Germany), 2015 , vol. 47, # 20 art. no. SS-2015-M0265-OP, p. 3207 - 3211 Title/Abstract Full Text View citing articles Show Details

Oxidation Reactions; Typical Procedure

General procedure: A solution of CAN (0.056 g, 0.102 mmoles) and sodium bromate (0.780 g, 5.17 mmoles) in H2O (3 mL) was added slowly to vigorously stirred anhydrous silica gel (5 g) that was contained in a 100 mLround-bottom flask containing a magnetic stirring bar and fitted with a rubber septum. After complete addition of the aqueous solution, stirring was continued until a free-flowing powder was obtained.CH2Cl2 (25 mL) was then added to the flask and a solution of hydroquinone 1A (220.23 mg, 2.0 mmol), in CH2Cl2 (5 mL) was added slowly to the stirred heterogeneous mixture. A condenser was attached to the flask and the reaction was heated to reflux. Disappearance of 1A was monitored by thin-layer chromatography (EtOAc–hexane, 1:4; panisaldehyde/sulfuric acid as staining agent). Upon complete disappearance of 1A (ca. 2 h), the reaction mixture was filtered through a sintered glass funnel, the solid residue was washed with additional CH2Cl2 (3 × 10 mL), and the washings were added to the filtrate. Removal of solvent from the organic solution under vacuum gave an orange solid. Radial chromatography of the crude product (EtOAc–hexane,1:9) gave 1,4benzoquinone 2A (89 mg, 82percent) as an orange solid. 85%

With sodium perborate in acetic acid

T=50 - 60°C; 4 h;

McKillop, Alexander; Tarbin, Jonathan A.

Tetrahedron, 1987 , vol. 43, # 8 p. 1753 - 1758 Title/Abstract Full Text View citing articles Show Details

85%

With 3-[3,6-dioxo-2-(pyridinium-1-yl)cyclohexa1,4-dienyl]-2-oxo-2H-chromen-4-olate in methanol; dichloromethane

T=20°C; 2.5 h;

Albrecht, Marcel; Schneider, Oliver; Schmidt, Andreas

Organic and Biomolecular Chemistry, 2009 , vol. 7, # 7 p. 1445 - 1453 Title/Abstract Full Text View citing articles Show Details

80%

With potassium dichromate; sulfuric acid

Michman, Michael; Oron, Miriam; Schaefer, Hans J.

Oxidation; 0.25 h;

Collection of Czechoslovak Chemical Communications, 2000 , vol. 65, # 6 p. 924 - 940 Title/Abstract Full Text View citing articles Show Details

74%

With potassium carbonate; dibenzoyl peroxide in dichloromethane

168 h;

McKay, Peter G.; Mitchell, Anthony S.

Australian Journal of Chemistry, 1989 , vol. 42, # 12 p. 2295 - 2297 Title/Abstract Full Text Show Details

44%

With hydrogen peroxide in methanol; water

T=20°C; 6 h;

Maggi, Raimondo; Piscopo, Calogero G.; Sartori, Giovanni; Storaro, Loretta; Moretti, Elisa

Applied Catalysis A: General, 2012 , vol. 411-412, p. 146 - 152 Title/Abstract Full Text View citing articles Show Details

With [Cu(NCCH3)4]+PF6-; 3,6,9,16,19,22hexaazatricyclo{22.2.1.1(11,14)}octacosa1(26),2,9,11,13,15,22,24-octaene; oxygen in methanol; acetonitrile

2 h; Rate constant;

Rockcliffe, David A.; Martell, Artur E.

Journal of the Chemical Society, Chemical Communications, 1992 , # 24 p. 1758 - 1760 Title/Abstract Full Text View citing articles Show Details

With silver(l) oxide in diethyl ether

Buben,I.; Pospisil,J.

Collection of Czechoslovak Chemical Communications, 1969 , vol. 34, p. 1991 - 2001 Full Text View citing articles Show Details

With thallic(III) trifluoroacetate

With silver(l) oxide

With sulfuric acid; hydrogen peroxide in acetic acid

Horswill,E.C.; Ingold,K.U.

Canadian Journal of Chemistry, 1966 , vol. 44, p. 269 - 277 Full Text View citing articles Show Details

Cuntze,U.; Musso,H.

Chemische Berichte, 1970 , vol. 103, p. 62 - 70 Full Text View citing articles Show Details

97 % Chromat.

With sodium periodate; N-benzyl-N,N,Ntrimethyl-ammonium chloride in chloroform; water

Ambient temperature;

Takata, Toshikazu; Tajima, Rieko; Ando, Wataru

Journal of Organic Chemistry, 1983 , vol. 48, # 24 p. 4764 - 4766 Title/Abstract Full Text View citing articles Show Details

With potassium hexacyanoferrate(III) in diethyl ether; benzene

Roginsky, Vitaly A.; Pisarenko, Leonid M.; Bors, Wolf; Michel, Christa

Journal of the Chemical Society. Perkin Transactions 2, 1999 , # 4 p. 871 - 876 Title/Abstract Full Text View citing articles Show Details

With citrate-phosphate buffer; Myceliophthora thermophila fungal laccase; oxygen

T=20°C; pH=7; Enzymatic reaction;

Niedermeyer, Timo H. J.; Mikolasch, Annett; Lalk, Michael

Journal of Organic Chemistry, 2005 , vol. 70, # 6 p. 2002 - 2008 Title/Abstract Full Text View citing articles Show Details

With oxygen in methanol; phosphate buffer

T=37°C; Oxidation; pH=7.40; Kinetics; Further Variations:pH-valueseffect of superoxide dismutase from bovine erythrocites;

Roginsky, Vitaly; Barsukova, Tatyana

Journal of the Chemical Society. Perkin Transactions 2, 2000 , # 7 p. 1575 - 1582 Title/Abstract Full Text View citing articles Show Details

in acetone

Seiko Kagaku Kabushiki Kaisha

Patent: EP812816 A1, 1997 ;

Hide Experimental Procedure

McKillop,A. et al.

Tetrahedron, 1970 , vol. 26, p. 4031 - 4039 Full Text View citing articles Show Details

Title/Abstract Full Text Show Details

15:EXAMPLE 15

EXAMPLE 15 The reaction was made under the same conditions as those in the procedure of EXAMPLE 1 except that the aromatic diol compound was 83.1g (0.5 mole) of t-butylhydroquinone and 250 ml of acetone was used as the solvent. No unreacted t-butylhydroquinone was detected and the yield of t-butyl-p-benzoquinone was 99.9percent. 95 %

With [(Me2N(CH2)3NMe2)2Cu2(OTf)2(μ-η2:η2-

Bar-Nahum, Itsik; York, John T.; Young Jr., Victor G.; Tolman, William B.

Spectr.

S2)] in dichloromethane-d2

0.25 h;

Angewandte Chemie - International Edition, 2008 , vol. 47, # 3 p. 533 - 536 Title/Abstract Full Text View citing articles Show Details

> 99 %Chromat.

With oxygen in chloroform; water

T=20°C; P=760.051 Torr; 3.5 h;

Miyamura, Hiroyuki; Shiramizu, Mika; Matsubara, Ryosuke; Kobayashi, Shu

Angewandte Chemie - International Edition, 2008 , vol. 47, # 42 p. 8093 - 8095 Title/Abstract Full Text View citing articles Show Details

99 %Chromat.

With oxygen in toluene

T=25°C; P=760.051 Torr; 2 h;

Kim, Sungjin; Kim, Daehwan; Park, Jaiwook

Advanced Synthesis and Catalysis, 2009 , vol. 351, # 16 p. 2573 - 2578 Title/Abstract Full Text View citing articles Show Details

With oxygen; copper dichloride

T=25°C; pH=8; aq. buffer;

Wang, Xiu Jun; Hayes, John D.; Higgins, Larry G.; Wolf, C. Roland; Dinkova-Kostova, Albena T.

Chemistry and Biology, 2010 , vol. 17, # 1 p. 75 - 85 Title/Abstract Full Text View citing articles Show Details

With NADH dipotassium salt; oxygen; 5-Methylphenazinium

T=25°C; 0.5 h; aq. buffer;

Bekdeser, Burcu; Oezyuerek, Mustafa; Gueclue, Kubilay; Apak, Resat

Analytical Chemistry, 2011 , vol. 83, # 14 p. 5652 - 5660 Title/Abstract Full Text View citing articles Show Details

> 98 %Chromat.

With [CoII(3,5-ditert-butylsemiquinonate) (hydrotris(3,5dimethylpyrazolyl)borate)]; oxygen in acetonitrile

P=760.051 Torr; 0.25 h; Inert atmosphere;

Ikeda, Atsushi; Hoshino, Kazuya; Komatsuzaki, Hidehito; Satoh, Minoru; Nakazawa, Jun; Hikichi, Shiro

New Journal of Chemistry, 2013 , vol. 37, # 8 p. 2377 - 2383 Title/Abstract Full Text View citing articles Show Details

With potassium carbonate in chloroform; water

T=20°C; P=760.051 Torr; 4 h; Catalytic behavior; Hide Experimental Procedure

Jawale, Dhanaji V.; Gravel, Edmond; Geertsen, Valrie; Li, Haiyan; Shah, Nimesh; Kumar, Rahul; John, Jubi; Namboothiri, Irishi N.N.; Doris, Eric

Tetrahedron, 2014 , vol. 70, # 36 p. 6140 - 6145 Title/Abstract Full Text View citing articles Show Details

5.4. Typical procedure for hydroquinone oxidation

5.4. Typical procedure for hydroquinone oxidationtert-Butyl-1,4-hydroquinone (8, 0.23 mmol), K2CO3 (0.23 mmol),and the aqueous catalyst (0.13 mol percent) were stirred in a biphasicCHCl3/H2O 3:1 (2 mL) mixture at room temperature. The reactionmixture was stirred until complete consumption of the startingmaterial (monitored by TLC). After completion of the reaction, thecatalyst was removed by filtration and the organic solvent wasextracted with CH2Cl2, dried on Na2SO4, filtered, and evaporatedunder vacuum. Pure quinone 9 was obtained without any furtherpurification.1H NMR (400 MHz, CDCl3): d 1.28 (s, 9H), 6.59 (s, 1H), 6.67 (m,2H) ppm.

30.4 mg

With polymer-incarcerated aluminum and gold nanocluster catalyst with actual loading of gold/aluminum of 0.297/2.466 mmol g-1; air in chloroform-d1; water

T=30°C; 24 h; Hide Experimental Procedure

Yasukawa, Tomohiro; Miyamura, Hiroyuki; Kobayashi, Shu

Chemistry Letters, 2015 , vol. 44, # 1 p. 50 - 52 Title/Abstract Full Text View citing articles Show Details

3.3. A typical procedure for aerobic oxidation of hydroquinones catalyzed by PIAL Au (Scheme 4):

2-(tert-Butyl)benzene-1,4-diol (33.2 mg, 0.2 mmol), PIAL Au3 (0.297 mmol/g, 1 molpercent), chloroform-d (1.12 mL), and water (0.08 mL) werecombined in a round-bottomed flask. After the mixture was stirred for 24 h under airat 30 °C, the reaction mixture was filtered and dried over Na2SO4. The solvent wasremoved in vacuo to afford 2-(tert-butyl)cyclohexa-2,5-diene-1,4-dione (30.4 mg,92percent yield) without further purification. The purity of product was determined byNMR spectrum. 1H NMR (CDCl3, 400 MHz) δ = 1.26 (s, 9H), 6.57 (s, 1H), 6.65 (s,1H); 13C NMR (CDCl3, 100 MHz) δ = 29.1, 35.2, 131.5, 134.9, 138.7, 156.0, 187.4,188.4.

145

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Rx-ID: 3793094 Find similar reactions

90 % Turnov.

With sodium peroxodisulphate; silver nitrate in dichloromethane; water

2 h; Heating;

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Coppa, Fausta; Fontana, Francesca; Lazzarini, Edoardo; Minisci, Francesco

Chemistry Letters, 1992 , # 7 p. 1299 - 1302 Title/Abstract Full Text Show Details

146

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Rx-ID: 3793373 Find similar reactions

With 3-chloro-benzenecarboperoxoic acid

1) 0 deg C, CH2Cl2, irradiation, 2) a) 0 deg C, 1 h, b) r. t., 4 h; Yield given. Multistep reaction;

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Barton, Derek H. R.; Sas, Woijciech

Tetrahedron, 1990 , vol. 46, # 10 p. 3419 - 3430 Title/Abstract Full Text View citing articles Show Details

147

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With oxygen in water

T=22°C; Irradiation; Equilibrium constantRate constant;

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Rx-ID: 4082925 Find similar reactions

Dohrmann, Juergen K.; Bergmann, Barbara

Journal of Physical Chemistry, 1995 , vol. 99, # 4 p. 1218 - 1227 Title/Abstract Full Text View citing articles Show Details

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148

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in water

T=22°C; Irradiation; Equilibrium constantRate constant;

Dohrmann, Juergen K.; Bergmann, Barbara

Journal of Physical Chemistry, 1995 , vol. 99, # 4 p. 1218 - 1227 Title/Abstract Full Text View citing articles Show Details

149

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Rx-ID: 4412225 Find similar reactions

With (NH4)2S2O8; silver nitrate in cyclohexane

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Jacobsen,N.; Torrsell,K.

Justus Liebigs Annalen der Chemie, 1972 , vol. 763, p. 135 - 147 Full Text View citing articles Show Details

150

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Rx-ID: 7020936 Find similar reactions

Orlando et al.

Journal of the American Chemical Society, 1967 , vol. 89, p. 6527,6531 Full Text Show Details

Bruce; Chaudhry

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972 , p. 372,379 Full Text Show Details

Hewgill et al.

Journal of the Chemical Society, 1965 , p. 2904,2910 Full Text Show Details

Karpov; Chidekel'

Zhurnal Organicheskoi Khimii, 1967 , vol. 3, p. 1669,1625 Full Text Show Details

Dadze; Khidekel'

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1970 , p. 2561,2563 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1970 , p. 2722 Full Text Show Details

Norris; Sternhell

Australian Journal of Chemistry, 1966 , vol. 19, p. 617,625 Full Text Show Details

McKillop; Young

Synthetic Communications, 1977 , vol. 7, p. 467,470 Full Text Show Details

Singh; Turner

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1974 , p. 2556,2558 Full Text Show Details

Blatchly et al.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972 , p. 2286,2290 Full Text Show Details

Kwong Chip; Grossert

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972 , p. 1629 Full Text Show Details

McKillop et al.

Angewandte Chemie, 1970 , vol. 82, p. 84 Full Text Show Details

Hussain et al.

Tetrahedron Letters, 1977 , p. 3199 Full Text View citing articles Show Details

McKillop; Ray

Synthesis, 1977 , p. 847 Full Text Show Details

Maruyama; Otsuki

Bulletin of the Chemical Society of Japan, 1971 , vol. 44, p. 2873 Full Text Show Details

Ho et al.

Chemistry and Industry (London, United Kingdom), 1972 , p. 729 Full Text Show Details

Hewgill; Hewitt

Journal of the Chemical Society [Section] C: Organic, 1967 , p. 726 Full Text Show Details

Petranek et al.

Collection of Czechoslovak Chemical Communications, 1967 , vol. 32, p. 2140 Full Text Show Details

Canadian Patents and Development Limited

Patent: US4158822 A1, 1979 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

A method as claimed in claim 22 wherein the quinone is selected from the group consisting of ... Tetrachloro-p-benzoquinone 2-methyl-p-benzoquinone 2,5-dimethyl-p-benzoquinone 2,6-dimethyl-p-benzoquinone 2-t-Butyl-p-benzoquinone 2,5-di-t-butyl-p-benzoquinone 2,6-di-t-butyl-p-benzoquinone 2-methyl-1,4-napthaquinone

Canadian Patents and Development Limited

Patent: US4158822 A1, 1979 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

An optically pumped laser as claimed in claim 29 wherein the quinone is selected from the group consisting of: ... 2-methyl-p-benzoquinone 2,5-dimethyl-p-benzoquinone 2,6-dimethyl-p-benzoquinone 2,3,6-trimethyl-p-benzoquinone 2-t-Butyl-p-benzoquinone 2,5-di-t-butyl-p-benzoquinone 2. 6-di-t-butyl-p-benzoquinone 2-methyl-1,4-napthaquinone

151

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Rx-ID: 7020937 Find similar reactions

With hydrogenchloride; sodium nitrite in ethanol 1 h; Ambient temperature; Yield given;

Natake, Masato; Kawamura, Kazuhiko; Danno, Gen-ichi; Kanazawa, Kazuki

Agricultural and Biological Chemistry, 1982 , vol. 46, # 4 p. 1083 - 1084 Title/Abstract Full Text Show Details

152

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Rx-ID: 7180043 Find similar reactions

2-sek-Butyl-hydrochinon, Dioxan, H2SO4, KBrO3;

Bogoljubskii

Journal of Organic Chemistry USSR (English Translation), 1966 , vol. 2, p. 1420 Zhurnal Organicheskoi Khimii, 1966 , vol. 2, p. 1433 Full Text Show Details

2-sec-Butyl-phenol, K-nitrosodisulfonat;

Singh; Turner

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1974 , p. 2556,2558 Full Text Show Details

2-<Butyl-(2)>-hydrochinon;

Hawthorne; Reintjes

Journal of the American Chemical Society, 1964 , vol. 86, p. 951 Full Text View citing articles Show Details

153

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154

Rx-ID: 7671881 Find similar reactions

2-(2-Methyl-propyl)-hydrochinon;

Hawthorne; Reintjes

Journal of the American Chemical Society, 1964 , vol. 86, p. 951 Full Text View citing articles Show Details

Isobutyl-hydrochinon, Ag2O;

Orlando jun. et al.

Journal of Organic Chemistry, 1968 , vol. 33, p. 2512 Full Text View citing articles Show Details

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2-Butyl-hydrochinon;

Rx-ID: 7671882 Find similar reactions

Hawthorne; Reintjes

Journal of the American Chemical Society, 1964 , vol. 86, p. 951 Full Text View citing articles Show Details

155

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Rx-ID: 25120856 Find similar reactions

88%

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With hydrogenchloride in hexane; chloroform; water

Konishiroku Photo Industry Co., Ltd.

Patent: US4394315 A1, 1983 ;

Hide Experimental Procedure

Title/Abstract Full Text Show Details

1:EXAMPLE 1

EXAMPLE 1 2-t-butyl hydroquinone (Ic) of 3.0 g (18 mmol) are dissolved in 50 ml of chloroform, and wherein 50 ml of 10percent hypochloride solution (6.0 g NaOCl, 80 mmol) containing 200 mg (0.59 mmol) of tetra-n-butyl ammonium are added. The solution of hypochloride had been so prepared as to be at pH 8 by using conc. hydrochloric acid, before use. The mixture reacted is stirred severely for five minutes at room temperature, then, the water and the organic layers of the reacted mixture are separated from each other, and the organic layer is washed with 180 ml of cold water. Thereafter, the organic layer having been washed is dried up by magnesium sulfate anhydrous, and chloroform is removed therefrom at reduced pressure and at 30° C., and the residue is crystallized from 10 ml of hexane. Then, 2-t-butyl benzoquinone (III c) of 2.60 g (15.9 mmol) are obtained. Yield at 88percent, m.p. at 54°-55° C. [Value in the literature: at 52°-55° C. from I. Buben and J. Pospisil, Collect Czech., Chem. Commun., 34, 1991 (1969).]

156

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97%

157

With (CTA)2S2O8 in acetonitrile

0.416667 h; Reflux;

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Rx-ID: 28219627 Find similar reactions

Tajbakhsh, Mahmoud; Alinezhad, Heshmatollah; Urimi, Azade Geran

Phosphorus, Sulfur and Silicon and the Related Elements, 2008 , vol. 183, # 6 p. 1447 - 1454 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 28644769 Find similar reactions

100%

With Oxonereg;; para-iodophenoxyacetic acid in 2,2,2-trifluoroethanol; water

T=20°C; 1 h;

Yakura, Takayuki; Yamauchi, Yu; Tian, Yuan; Omoto, Masanori

Chemical and Pharmaceutical Bulletin, 2008 , vol. 56, # 11 p. 1632 - 1634 Title/Abstract Full Text View citing articles Show Details

100%

With Oxonereg;; para-iodophenoxyacetic acid in 2,2,2-trifluoroethanol; water

T=20°C; 1 h;

Yakura, Takayuki; Omoto, Masanori; Yamauchi; Tian, Yuan; Ozono, Ayaka

Tetrahedron, 2010 , vol. 66, # 31 p. 5833 - 5840 Title/Abstract Full Text View citing articles Show Details

With ammonium cerium (IV) nitrate in dimethyl sulfoxide

T=20°C; 1 h; Solvent; Hide Experimental Procedure

Love, Brian E.; Duffy, Brian C.; Simmons, Alexander L.

Tetrahedron Letters, 2014 , vol. 55, # 12 p. 1994 - 1997 Title/Abstract Full Text View citing articles Show Details

General procedure: A 3.85g (7.0 mmol) sample of CAN was dissolved in7.0 mL of distilled water and added dropwise over 10-15 minutes to a rapidlystirred solution of 2.0 mmol of arene dissolved in 14.0 mL of THF in a 25 mL round-bottom flask. After the addition was complete, the mixturewas stirred for an additional 1 hour at room temperature opento the air. (Work-up same as protocol A)

158

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159

With relaxed deoxy-tyrosinase; oxygen

T=25°C; pH=7; Sodium phosphate bufferEnzymatic reaction; Kinetics; pHvalueReagent/catalyst;

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Rx-ID: 29690955 Find similar reactions

Munoz-Munoz; Garcia-Molina; Garcia-Ruiz; Varon; Tudela; Garcia-Canovas; Rodriguez-Lopez

Journal of Molecular Catalysis B: Enzymatic, 2010 , vol. 62, # 2 p. 173 - 182 Title/Abstract Full Text View citing articles Show Details

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Rx-ID: 30579605 Find similar reactions

76%

With dipotassium peroxodisulfate; silver nitrate in dichloromethane; water

T=23°C; 5 h;

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Fujiwara, Yuta; Domingo, Victoriano; Seiple, Ian B.; Gianatassio, Ryan; Del Bel, Matthew; Baran, Phil S.

Journal of the American Chemical Society, 2011 , vol. 133, # 10 p. 3292 - 3295 Title/Abstract Full Text View citing articles Show Details

160

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Rx-ID: 30579606 Find similar reactions

58%

With [(η5-C5Me5)2Rh2(μ-Cl)2Cl2] in dichloromethane; water

T=20°C; 10 h; Hide Experimental Procedure

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Wang, Dawei; Ge, Bingyang; Du, Liyong; Miao, Hongyan; Ding, Yuqiang

Synlett, 2014 , vol. 25, # 20 art. no. ST-2014-W0606-L, p. 2895 - 2898 Title/Abstract Full Text View citing articles Show Details

General Procedure for the Reaction of Benzoquinone with Boronic Acid

General procedure: To a solution of benzoquinone (0.5 mmol, 1.0 equiv) and [Cp*RhCl2]2 (0.025 mmol, 5 molpercent) in CH2Cl2 (2 mL) was added the boronic acid (0.75 mmol, 1.5 equiv), H2O (1 mL). Then the solution was stirred vigorously at r.t. for 10 h. Upon completion, the reaction was diluted with CH2Cl2 (3 mL) and washed with 5percent NaHCO3. The layers were separated, and the aqueous layer was extracted with CH2Cl2 (3 × 4 mL), dried over Na2SO4, and was evaporated to give the residue. The residue was then purified by column chromatography on silica gel (EtOAc–PE, 1:10) to provide the corresponding product.

57%

With dipotassium peroxodisulfate; silver nitrate in dichloromethane; water

T=23°C; 4 h;

Fujiwara, Yuta; Domingo, Victoriano; Seiple, Ian B.; Gianatassio, Ryan; Del Bel, Matthew; Baran, Phil S.

Journal of the American Chemical Society, 2011 , vol. 133, # 10 p. 3292 - 3295 Title/Abstract Full Text View citing articles Show Details

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161

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With 2-tert-butylsemiquinone radical anion in water

T=22°C; Irradiation; Rate constant;

Dohrmann, Juergen K.; Bergmann, Barbara

Journal of Physical Chemistry, 1995 , vol. 99, # 4 p. 1218 - 1227 Title/Abstract Full Text View citing articles Show Details

162

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Rx-ID: 5820010 Find similar reactions

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Siegel; Antony

Monatshefte fuer Chemie, 1955 , vol. 86, p. 292,298 Full Text Show Details

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163

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in water

T=22°C; Irradiation; Equilibrium constantRate constant;

Dohrmann, Juergen K.; Bergmann, Barbara

Journal of Physical Chemistry, 1995 , vol. 99, # 4 p. 1218 - 1227 Title/Abstract Full Text View citing articles Show Details

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164

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in water

T=22°C; Rate constant;

Roginsky, Vitaly A.; Pisarenko, Leonid M.; Bors, Wolf; Michel, Christa; Saran, Manfred

Journal of the Chemical Society - Faraday Transactions, 1998 , vol. 94, # 13 p. 1835 - 1840 Title/Abstract Full Text View citing articles Show Details

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165

Synthesize Find similar Rx-ID: 8619832 Find similar reactions

With ruthenium trichloride in water; acetonitrile

Oxidation; Hydrolysis; Electrochemical reaction;

Michman, Michael; Oron, Miriam; Schaefer, Hans J.

Collection of Czechoslovak Chemical Communications, 2000 , vol. 65, # 6 p. 924 - 940 Title/Abstract Full Text View citing articles Show Details

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166

Synthesize Find similar Rx-ID: 23577522 Find similar reactions

A: 97% B: 0.7%

With dihydrogen peroxide; Ti-superoxide in water; acetic acid

T=50 - 60°C; 1.25 h; Product distribution / selectivity; Hide Experimental Procedure

COUNCIL OF SCIENTIFIC and INDUSTRIAL RESEARCH

Patent: WO2005/63664 A1, 2005 ; Location in patent: Page/Page column 7 ; Title/Abstract Full Text Show Details

Preparation of 2-tert-butyl-1, 4-benzoquinone A mixture of 2-t-butylphenol (5 mmol) and Ti-superoxide catalyst (125 mg, 20percent w/w) in acetic acid (5 ml) was heated with stirring at 50-60 C under inert atmosphere. To this reaction mixture was added aq. 30percent H202 (20 mmol) drop wise over 15 min. and heated for 1 h. The catalyst was recovered by simple filtration and 2-tert-butyl-1, 4-benzoquinone formed (97percent) was separated by chromatographic purification.Table 1: Ti-superoxide (1) catalyzed oxidation of phenols to quinines and hydroquinones with aq. 30percent H202 : a Ex. Substrate t/h Conversion ProductU Selectivity (percent) c No. (percent)

Quinone HQd 1. Phenol 10 22 2 20e 91. 0 2. Phenol 8 66 5 6 92. 4 3. Phenol 7 65 3 60 92.3 4. Phenol 7 68 3.5 63g 92.7 5. Phenol 1 92 88 2.3 95.7 6. o-Cresol 1 99 96 3.0 97.0 7. 7n-Cresol 1 100 99 0.5 99.0 8. 2,6-Dimethylphenol 1 100 97 2.0 97.0 9. 2-'Butylphenol 1 99 97 0. 7 98.0 10. 2, 6-Dibutylphenol 3 70 65 2. 0 93.0 11.4-Chlorophenol 1 57 55-96.5 12.4-Bromophenol 1 61 60-98. 4 13. 4-Iodophenol 1 77 75-97.4 14.2, 4-Dichlorophenol 1 32 25 5. 0 78.1 (a) See examples for detailed experimental procedure; (b) determined by GC analysis of the crude product; (c) selectivity to hydroquinone ; (d) hydroquinone; (e) aq. 10percent H202; (f) aq.50percent H202; (g) 40percent w/w catalyst. A

167

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A: 5.6 % Chromat. B: 41.4 % Chromat. C: 29.9 % Chromat. D: 20.5 % Chromat.

With sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

A: 5.6 % Chromat. B: 41.4 % Chromat. C: 29.9 % Chromat. D: 20.5 % Chromat.

With sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

A: 5.6 % Chromat. B: 41.4 % Chromat. C: 29.9 % Chromat. D: 23.9 % Chromat.

With sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

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Hide Details

A: 5.6 % Chromat. B: 41.4 % Chromat. C: 29.9 % Chromat. D: 20.5 % Chromat.

With sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

168

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Find similar

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Rx-ID: 2886095 Find similar reactions

With water; Nitrous oxide

Ambient temperatureIrradiationother reagents; Rate constantMechanismThermodynamic data;

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Veltwisch, Dieter; Asmus, Klaus-Dieter

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1982 , p. 1147 - 1152 Title/Abstract Full Text View citing articles Show Details

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169

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With water

T=20°C; Irradiation;

Chaikovskaya; Sokolova; Karetnikova; Mal'Kov; Kuz'Mina

Russian Journal of Applied Chemistry, 2009 , vol. 82, # 3 p. 396 - 401 Title/Abstract Full Text View citing articles Show Details

170

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Rx-ID: 290599 Find similar reactions

74%

With nitric acid in acetic acid

T=15°C; 3 h;

Tandon, V. K.; Vaish, Meenu; Jain, P. K.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 2 p. 93 - 96 Title/Abstract Full Text Show Details

59%

With anhydrous iron chloride in methanol

1 h; Inert atmosphere; Hide Experimental Procedure

The University of Chicago; MRKSICH, Milan; HODNELAND, Christian

Patent: US2015/369816 A1, 2015 ; Location in patent: Paragraph 0202 ; Title/Abstract Full Text Show Details

12:n-Pentylbenzoquinone 22. To the solution of 360 mg (2 mmol) of 21 in methanol, 650 mg (2 eq) of FeCl3 was added. The reaction mixture was stirred for 1 hr, and the solvent was removed. Silicagel chromatography (hexane:EA=20:1) gave 210 mg (59percent yield) 22 as a brown solid.

With nitric acid; acetic acid

Hiraiwa

Yakugaku Zasshi, 1940 , vol. 60, p. 569,574 Full Text Show Details

Asahina; Yasue

Chemische Berichte, 1936 , vol. 69, p. 643,647 Yakugaku Zasshi, 1936 , vol. 56, p. 549,554 Full Text Show Details

171

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Rx-ID: 3793663 Find similar reactions

98 % Turnov.

With sodium peroxodisulphate; silver nitrate in dichloromethane; water

2 h; Heating;

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Coppa, Fausta; Fontana, Francesca; Lazzarini, Edoardo; Minisci, Francesco

Chemistry Letters, 1992 , # 7 p. 1299 - 1302 Title/Abstract Full Text Show Details

172

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With silver(l) oxide in diethyl ether

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Rx-ID: 4220440 Find similar reactions

Buben,I.; Pospisil,J.

Collection of Czechoslovak Chemical Communications, 1969 , vol. 34, p. 1991 - 2001 Full Text View citing articles Show Details

173

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2-tert-Pentyl-hydrochinon, FeCl3/A.;

Rx-ID: 7672142 Find similar reactions

Perrotti; Castelfranchi

Chimica e l'Industria (Milan, Italy), 1960 , vol. 42, p. 1333,1338 Full Text Show Details

174

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Rx-ID: 17924516 Find similar reactions

Multi-step reaction with 2 steps 1: 80 percent / AlCl3 / benzene / 8 h / Heating 2: 74 percent / 70percent aq. HNO3 / acetic acid / 3 h / 15 °C View Scheme

Tandon, V. K.; Vaish, Meenu; Jain, P. K.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 2 p. 93 - 96 Title/Abstract Full Text Show Details

Multi-step reaction with 2 steps 1: boron tribromide / dichloromethane / 4 h / -78 20 °C / |Inert atmosphere 2: anhydrous iron chloride / methanol / 1 h / |Inert atmosphere View Scheme

The University of Chicago; MRKSICH, Milan; HODNELAND, Christian

Patent: US2015/369816 A1, 2015 ; Title/Abstract Full Text Show Details

175

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Multi-step reaction with 4 steps 2: Raney Ni 3: 80 percent / AlCl3 / benzene / 8 h / Heating 4: 74 percent / 70percent aq. HNO3 / acetic acid / 3 h / 15 °C View Scheme

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Rx-ID: 17925203 Find similar reactions

Tandon, V. K.; Vaish, Meenu; Jain, P. K.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 2 p. 93 - 96 Title/Abstract Full Text Show Details

176

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Rx-ID: 17933636 Find similar reactions

Multi-step reaction with 5 steps 1: AlCl3

3: Raney Ni 4: 80 percent / AlCl3 / benzene / 8 h / Heating 5: 74 percent / 70percent aq. HNO3 / acetic acid / 3 h / 15 °C View Scheme

Tandon, V. K.; Vaish, Meenu; Jain, P. K.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 2 p. 93 - 96 Title/Abstract Full Text Show Details

177

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Multi-step reaction with 3 steps 1: Raney Ni 2: 80 percent / AlCl3 / benzene / 8 h / Heating 3: 74 percent / 70percent aq. HNO3 / acetic acid / 3 h / 15 °C View Scheme

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Rx-ID: 17947958 Find similar reactions

Tandon, V. K.; Vaish, Meenu; Jain, P. K.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 2 p. 93 - 96 Title/Abstract Full Text Show Details

178

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179

Multi-step reaction with 5 steps 1: AlCl3

3: Raney Ni 4: 80 percent / AlCl3 / benzene / 8 h / Heating 5: 74 percent / 70percent aq. HNO3 / acetic acid / 3 h / 15 °C View Scheme

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Rx-ID: 17960926 Find similar reactions

Tandon, V. K.; Vaish, Meenu; Jain, P. K.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1995 , vol. 34, # 2 p. 93 - 96 Title/Abstract Full Text Show Details

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Multi-step reaction with 3 steps 1.1: tetrahydrofuran; pentane / 1.33 h / 0 - 20 °C / |Inert atmosphere 1.2: 15 h / 0 - 20 °C / |Inert atmosphere 2.1: boron tribromide / dichloromethane / 4 h / -78 - 20 °C / |Inert atmosphere 3.1: anhydrous iron chloride / methanol / 1 h / |Inert atmosphere View Scheme

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Rx-ID: 42005042 Find similar reactions

The University of Chicago; MRKSICH, Milan; HODNELAND, Christian

Patent: US2015/369816 A1, 2015 ; Title/Abstract Full Text Show Details

180

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Rx-ID: 42005048 Find similar reactions

The University of Chicago; MRKSICH, Milan; HODNELAND, Christian

Patent: US2015/369816 A1, 2015 ; Title/Abstract Full Text Show Details

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181

Synthesize Find similar Rx-ID: 32760273 Find similar reactions

With water

UV-irradiation;

Tchaikovskaya, Olga N.; Karetnikova, Elena A.; Sokolova, Irina V.; Mayer, Georgy V.; Shvornev, Dmitry A.

Journal of Photochemistry and Photobiology A: Chemistry, 2012 , vol. 228, # 1 p. 8 - 14 Title/Abstract Full Text View citing articles Show Details

182

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C: 47%

With oxygen; 5,15,10,20tetraphenylporphyrin in chloroform-d1

T=-30°C; 0.5 h; Irradiation; Yields of byproduct given;

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Prein, Michael; Maurer, Michael; Peters, Eva Maria; Peters, Karl; Schnering, Hans Georg von; Adam, Waldemar

Chemistry--A European Journal, 1995 , vol. 1, # 1 p. 89 - 94 Title/Abstract Full Text Show Details

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183

Synthesize Find similar Rx-ID: 9130357 Find similar reactions

B: 8%

With triethylamine tris(hydrogen fluoride); bis[(trifluoroacetoxy)iodo]benzene in dichloromethane

T=25°C; 24 h;

Bienvenu, Antoine; Barthelemy, Audrey; Boichut, Sarah; Marquet, Bernard; Billard, Thierry; Langlois, Bernard R.

Collection of Czechoslovak Chemical Communications, 2002 , vol. 67, # 10 p. 1467 - 1478 Title/Abstract Full Text View citing articles Show Details

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184

Synthesize Find similar Rx-ID: 9130415 Find similar reactions

A: 28% B: 15%

With triethylamine tris(hydrogen fluoride); bis[(trifluoroacetoxy)iodo]benzene in dichloromethane

Bienvenu, Antoine; Barthelemy, Audrey; Boichut, Sarah; Marquet, Bernard; Billard, Thierry; Langlois, Bernard R.

Collection of Czechoslovak Chemical Communications, 2002 , vol. 67, # 10 p. 1467 - 1478 Title/Abstract Full Text View citing articles Show Details

T=25°C; 24 h;

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185

Synthesize Find similar Rx-ID: 23058432 Find similar reactions

With water; hydrogen bromide; oxygen; copper(ll) bromide in acetonitrile

T=65°C; P=51716.2 Torr; 2 h; Conversion of starting material; Hide Experimental Procedure

General Electric Company

Patent: US6693221 B1, 2004 ; Location in patent: Page column 7 ; Title/Abstract Full Text Show Details

4:Example 4

An amber 3 dram vial was charged with o-cresol (1.47 mL, 14.00 mmol), 48 percent hydrobromic acid (0.118 mL, 1.0 mmol of hydrogen bromide), cupric bromide (156 milligrams, 0.7 mmol), water (0.45 mL, 25 mmol) and acetonitrile (2.91 mL). The vial was loaded into an aluminum block, placed inside an autoclave and pressurized with air (1000 psi). Upon heating at 65° C. for 2 hours the autoclave was allowed to cool and the product mixture was analyzed by gas chromatography. The product mixture was found to contain 4-bromo-2-methylphenol (5.5percent by weight), methyl-1,4benzoquinone (6.40percent by weight), and 6-bromo-2-methylphenol (0.6percent by weight). These product concentrations corresponded to 45 percent overall conversion of o-cresol to products with a selectivity for 4-bromo-2-methylphenol of 22 percent and a selectivity for methyl-p-benzoquinone of 40 percent. A

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186

Synthesize Find similar Rx-ID: 23058440 Find similar reactions

With water; hydrogen bromide; oxygen; copper(ll) bromide in acetonitrile

T=65°C; P=51716.2 Torr; 2 h; Hide Experimental Procedure

General Electric Company

Patent: US6693221 B1, 2004 ; Location in patent: Page column 7-8 ; Title/Abstract Full Text Show Details

5:Example 5

An amber 3 dram vial was charged with m-cresol (1.46 mL, 14.00 mmol), 48 percent hydrobromic acid (0.118 mL, 1.0 mmol of hydrogen bromide), cupric bromide (156 milligrams, 0.7 mmol), water (0.45 mL, 25 mmol) and acetonitrile (2.92 mL). The vial was loaded into an aluminum block, placed inside an autoclave and pressurized with air (1000 psi). Upon heating at 65° C. for 2 hours the autoclave was allowed to cool and the product mixture was analyzed by gas chromatography. The product mixture was found to contain 4-bromo-3-methylphenol (6.2percent by weight), methyl-p-benzoquinone (15.84percent by weight). These product concentrations corresponded to 67 percent overall conversion of m-cresol to products with a selectivity for 4-bromo-3-methylphenol of 17 percent and a selectivity for methyl-p-benzoquinone of 65 percent. A

187

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Rx-ID: 3792952 Find similar reactions

With 4-methoxybenzenediazonium tetrafluoroborate; copper in dimethyl sulfoxide

3 h; Ambient temperature; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

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Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

188

Synthesize Find similar Rx-ID: 3793091 Find similar reactions

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A: 43 % Turnov. B: 29 % Turnov. C: 6 % Turnov.

With sodium peroxodisulphate; silver nitrate in water; benzene

2 h; Heating;

Coppa, Fausta; Fontana, Francesca; Lazzarini, Edoardo; Minisci, Francesco

Chemistry Letters, 1992 , # 7 p. 1299 - 1302 Title/Abstract Full Text Show Details

A: 43 % Turnov. B: 29 % Turnov. C: 6 % Turnov.

With sodium peroxodisulphate; silver nitrate in water; benzene

2 h; Heating;

Coppa, Fausta; Fontana, Francesca; Lazzarini, Edoardo; Minisci, Francesco

Chemistry Letters, 1992 , # 7 p. 1299 - 1302 Title/Abstract Full Text Show Details

A: 43 % Turnov. B: 29 % Turnov. C: 6 % Turnov.

With sodium peroxodisulphate; silver nitrate in water; benzene

2 h; Heating;

Coppa, Fausta; Fontana, Francesca; Lazzarini, Edoardo; Minisci, Francesco

Chemistry Letters, 1992 , # 7 p. 1299 - 1302 Title/Abstract Full Text Show Details

189

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Rx-ID: 3793363 Find similar reactions

With 2-iodo-propane; copper in dimethyl sulfoxide

3 h; Ambient temperature; Yield given. Further byproducts given. Yields of byproduct given;

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Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

190

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2-Hexyl-hydrochinon;

Rx-ID: 7672330 Find similar reactions

Hawthorne; Reintjes

Journal of the American Chemical Society, 1964 , vol. 86, p. 951 Full Text View citing articles Show Details

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191

Synthesize Find similar Rx-ID: 33905752 Find similar reactions

A: 16% B: 66%

With potassium peroxymonosulfate; Na2SO4; tetra(nbutyl)ammonium hydrogensulfate; potassium carbonate; Sodium 2-iodo-5methylbenzenesulfonate in ethyl acetate

T=40°C; 5 h; regioselective reaction;

Uyanik, Muhammet; Mutsuga, Tatsuya; Ishihara, Kazuaki

Molecules, 2012 , vol. 17, # 7 p. 8604 - 8616 Title/Abstract Full Text View citing articles Show Details

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192

Synthesize Find similar Rx-ID: 6732010 Find similar reactions

C: 1.2% D: 38%

With copper diacetate; oxygen; potassium thioacyanate; potassium thioacyanate; copper diacetate in N,N-dimethyl-formamide

T=49 - 102°C; P=25742.8 Torr; 0.5 h; variable reaction time, different concentrations of catalysts, steel and PTFE-lined reactors; Rate constantProduct distribution;

Beltrame, Paolo; Beltrame, Pier Luigi; Bussola, Marzio; Carniti, Paolo

Gazzetta Chimica Italiana, 1980 , vol. 110, # 2/3 p. 141 - 146 Title/Abstract Full Text Show Details

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193

Synthesize Find similar Rx-ID: 2014803 Find similar reactions

A: 2.9 % Chromat. B: 40.7 % Chromat. C: 34.8 % Chromat. D: 19.3 % Chromat.

With sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

A: 2.9 % Chromat. B: 40.7 % Chromat. C: 34.8 % Chromat. D: 19.3 % Chromat.

With sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

A: 2.9 % Chromat. B: 40.7 % Chromat. C: 34.8 % Chromat. D: 19.3 %

With sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

Chromat. Hide Details

A: 2.9 % Chromat. B: 40.7 % Chromat. C: 34.8 % Chromat. D: 19.3 % Chromat.

With sodium nitrate; sulfuric acid; sodium nitrite in diethyl ether

Title compound not separated from byproducts;

Thompson, Malcolm J.; Zeegers, Petrus J.

Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2471 - 2474 Title/Abstract Full Text View citing articles Show Details

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194

Synthesize Find similar Rx-ID: 4274925 Find similar reactions

A: 5%

With oxygen; 5,15,10,20tetraphenylporphyrin in chloroform-d1

T=-30°C; 21 h; Irradiation; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Prein, Michael; Maurer, Michael; Peters, Eva Maria; Peters, Karl; Schnering, Hans Georg von; Adam, Waldemar

Chemistry--A European Journal, 1995 , vol. 1, # 1 p. 89 - 94 Title/Abstract Full Text Show Details

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195

Synthesize Find similar Rx-ID: 3793364 Find similar reactions

With 2-iodo-propane; copper in dimethyl sulfoxide

3 h; Ambient temperature; Yield given. Further byproducts given. Yields of byproduct given;

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Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

196

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Rx-ID: 3792948 Find similar reactions

A: 40 % Chromat. B: 41 % Chromat. E: 45 % Chromat.

With copper in dimethyl sulfoxide

T=20°C; 1 h; different quinone/isopropyl iodide ratio; other catalyst, other time; Rate constantMechanismProduct distribution;

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Citterio, Attilio; Vismara, Elena; Bernardi, Rosanna

Journal of Chemical Research, Miniprint, 1983 , # 4 p. 876 - 890 Title/Abstract Full Text Show Details

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197

Synthesize Find similar Rx-ID: 4093778 Find similar reactions

B: 10% C: 20% D: 2%

With [2,2']bipyridinyl; Balt;RuO3(OH)2gt;; trifluoroacetic acid in dichloromethane

T=20°C; 0.0833333 h; Product distribution;

Lau, Tai-Chu; Mak, Chi-Keung

Journal of the Chemical Society, Chemical Communications, 1995 , # 9 p. 943 - 944 Title/Abstract Full Text View citing articles Show Details

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198

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Rx-ID: 2060968 Find similar reactions

in water

Youngblood, Michael P.

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T=25°C; dependence on pH; Rate constantEquilibrium constant;

Journal of the American Chemical Society, 1989 , vol. 111, # 5 p. 1843 - 1849 Title/Abstract Full Text View citing articles Show Details