The oxidation of toluene by cobalt-copper-bromide system. A side-chain acetoxylation.

スポンサーリンク

概要

• 論文の詳細を見る

• The liquid-phase oxidation of toluene catalyzed by the cobalt(II) ion and the bromide ion in the presence of the copper(II) ion has been studied. Benzyl acetate was obtained in a good yield (50–70%) with mixed catalysts of metal acetates and sodium bromide in acetic acid at 100–150 °C, accompanied by small amounts of benzaldehyde and benzoic acid. The product distribution was greatly dependent on the NaBr concentration, which can be explained in terms of the high oxidizing ability of the copper(II) ion coordinated by the bromide ion. A synergistic effect was found on the yield of benzyl acetate upon the addition of copper(II) acetate with a high NaBr concentration, the maximum yield being obtained at the Co:Cu:NaBr ratio of 1:1:5–10. A change in the oxygen partial pressure also varied the product distribution, suggesting that the competitive reaction of the copper(II) ion with the oxygen molecule for the benzyl radical was simultaneously taking place at a diffusion-controlled rate. Benzyl acetate was considered to result from the oxidation of the benzyl radical by cop-per(II) bromide and the subsequent solvolysis by acetic acid. The addition of acetic anhydride had a negative effect on the formation of benzyl acetate.

• 公益社団法人 日本化学会の論文

著者

• OKADA Toshihiko

  Department of Biochemistry and Kanazawa Medical Universit

• Kamiya Yoshio

  Department of Applied Chemistry Faculty of Engineering The University of Tokyo

• Okada Toshihiko

  Department of Reaction Chemistry, Faculty of Engineering, The University of Tokyo

関連論文

• A Change in Gastric Mucosal Ascorbic Acid Status with the Formation, Progression, and Recovery of Compound 48/80-induced Acute Gastric Mucosal Lesions in Rats
• 大腸菌K12株のバリン阻害に対する感受性に及ぼすスレオニンの影響--スレオニンによるアセトヒドロキシ酸合成酵素の脱抑制とバリン膜輸送系の抑制〔英文〕
• 大腸菌K12株における,スレオニンα-ケト酪酸またはイソロイシンによるバリン感受性アセトヒドロキシ酸合成酵素の脱抑制〔英文〕
• 大腸菌株におけるチミジン抵抗菌性状〔英文〕
• 大腸菌K12株のチミン要求性菌におけるdeoxyribonucleosideの分解系に関する遺伝生化学的研究〔英文〕
• Learning behavior of variable-structure stochastic automata in a three person zero-sum game
• Potassium and sodium chloride ion pairs are presumed to constitute a complex during elution from a Sephadex G-15 column with sodium phosphate buffer
• Formation of 2,6-Naphthalenedicarboxylic Acid by the Co-Mn-Br-Catalyzed Autoxidation of 2,6-Diethylnaphthalene in Acetic Acid
• サルモネラ菌の分岐鎖アミノ酸LIV-2輸送系の膜たんぱく成分を支配するbrnQ遺伝子のクロ-ニング及びその塩基配列〔英文〕
• Formation of Benzenecarboxylic Acids from Bituminous Coal by Means of Oxygen-oxidation in Alkaline Medium
• Ozonization of organic compounds. VI. Relative reactivity of protic solvents toward carbonyl oxide.
• Phenolic solvent-assisted hydrogenolysis of trans-stilbene.
• Photoinduced electron transfer oxidation. I. 9,10-Dicyanoanthracene-sensitized photooxidation of hindered phenols.
• Spectrophotometric study on the complex formation of hydroperoxide with tetraphenylporphyrin cobalt(II).
• Interaction of galvinoxyl radical with ascorbic acid, cysteine, and glutathione in homogeneous solution and in aqueous dispersions.
• Ligand effects of 2,2'-bipyridine in the decomposition of 1,2,3,4-tetrahydro-1-naphthyl hydroperoxide catalyzed by cobalt(II) salt.
• Ozonization of organic compounds. VII. Carboxylic acids, alcohols, and carbonyl compounds.
• Ozonization of organic compounds. V. Aromatic compounds.
• Catabolism of nucleosides is essential for their effects in enhancing catabolite repression of .BETA.-galactosidase synthesis in Escherichia coli K12.
• The liquid-phase oxidation of methylbenzenes by the cobalt-copper-bromide system.
• Effects of nucleosides on repression of .BETA.-galactosidase synthesis by glucose and by glycerol in Escherichia coli K12.
• Oxidation of lipids. XIII. Antioxidant activities of .ALPHA.-, .BETA.-, .GAMMA.-, and .DELTA.-tocopherols.
• The oxidation of toluene by cobalt-copper-bromide system. A side-chain acetoxylation.
• Oxidation of lipids. I. Quantitative determination of the oxidation of methyl linoleate and methyl linolenate.
• Oxidation of lipids. V. Oxidation of methyl linoleate in aqueous dispersion.
• The Metal-Catalyzed Autoxidation of Cumene
• Oxidative degradation of polymers. V. Ozonization of polypropylene and polystyrene in carbon tetrachloride.
• Oxidation of lipids. XII. Inhibition of oxidation of soybean phosphatidylcholine and methyl linoleate in aqueous dispersions by uric acid.
• Oxidation of lipids. IX. Decomposition of methyl linoleate and methyl linolenate hydroperoxides in solution.
• Oxidation of lipids. XIV Inhibition of oxidation of methyl linoleate by fatty acid esters of L-ascorbic acid.
• Oxidation of lipids. II. Rate of inhibition of oxidation by .ALPHA.-tocopherol and hindered phenols measured by chemiluminescence.
• Oxidation of lipids. VIII. Synergistic inhibition of oxidation of phosphatidylcholine liposome in aqueous dispersion by vitamin E and vitamin C.
• A study of the color of coal liquids. II Involvement of light, oxygen, phenols, and aromatic amines in formation of colored materials from Wandoan-coal-derived liquids.
• The photocycloaddition of 6-substituted phenanthridines to electron-rich olefins.
• Oxidative degradation of polymers. VI. Photooxidation of polystyrene powder and some model compounds.
• Liquid phase disproportionation of propylene over MoO3-Al2O3 catalyst in the presence of solvents.
• Effects of pressure on the disproportionation of olefins over MoO3-Al2O3 and Re2O7-Al2O3 catalysts.
• Disproportionation of propylene over MoO3-SiO2 catalyst with various treatments.
• Reaction of dioxygen complexes with catechols.
• Studies on the liquid phase oxidation of nitroalkylbenzenes catalyzed by transition metal and bromide ions.
• Autoxidation of atactic polypropylene and related alkanes. Rates and reactivities toward peroxy radicals.
• Catalysis of Manganese Salts in the Autoxidation of Cyclohexanone

もっと見る 閉じる

スポンサーリンク