Studies on the liquid phase oxidation of nitroalkylbenzenes catalyzed by transition metal and bromide ions.
スポンサーリンク
概要
- 論文の詳細を見る
The liquid phase autoxidation of nitroalkylbenzenes catalyzed by transition metal and bromide ions in acetic acid was investigated at 55–85 °C. A remarkable synergistic effect was found on the mixtures of metal catalysts composed of cobalt and other transition metals, the maximum reaction rate being observed at the molar ratio of Co : Mn : Br=1 : 0.005–0.01 : 1–2. The rate of oxygen absorption of <I>p</I>- or <I>m</I>-nitroalkylbenzenes wasas affected by the partial pressure of oxygen, showing deviation from the first order dependency on the substrate concentration in contrast to the case of ordinary alkylbenzenes. The results can be explained by the retardation effect due to nitro compounds which might result from the reaction with alkyl radicals and the deactivation of metal catalysts. <I>o</I>-Nitroalkylbenzenes except nitroethylbenzene show a great resistivity against the oxidation. The retardation effect can be ascribed to the inhibiting effect due to inactive free radicals and also to the various reduced products resulting from the intramolecular reaction of nitro groups and active radicals. It was found that the autoxidation of <I>p</I>-nitrotoluene catalyzed by Co–Mn–Br catalyst proceeds very rapidly at temperatures as low as 85 °C, yeilding mostly <I>p</I>-nitrobenzoic acid along with a small amount of <I>p</I>-nitrobenzaldehyde.
- 公益社団法人 日本化学会の論文
著者
-
Kamiya Yoshio
Department of Applied Chemistry Faculty of Engineering The University of Tokyo
-
Hasegawa Ryoichi
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
- Formation of 2,6-Naphthalenedicarboxylic Acid by the Co-Mn-Br-Catalyzed Autoxidation of 2,6-Diethylnaphthalene in Acetic Acid
- 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.
- The liquid-phase oxidation of methylbenzenes by the cobalt-copper-bromide system.
- 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