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- Title
Каталітичне окиснення 4-нітроетилбензену озоном в оцтовій кислоті.
- Authors
Галстян, А. Г.; Баула, О. П.; Бушуєв, А. С.; Галстян, Г. А.
- Abstract
The kinetics and reaction products of catalytic ozonation of 4-nitroethylbenzene in acetic acid have been studied for the development of low-temperature synthesis of 4- nitroacetophenone. It was found that the non-catalytic oxidation of 4-nitroethylbenzene by ozone in acetic acid runs mainly along the side chain and to a lesser extent along the benzene ring. Among the oxidation products, 4- nitroacetophenone predominates, the maximum yield of which (58%) depends on temperature. As the temperature increases, the selectivity of the formation of the corresponding ketone increases, but after 500 C the yield of 4-nitroacetophenone gradually decreases with a constant increase in the selectivity of oxidation along the side chain, which is associated with increasing the oxidation rate of the corresponding ketone to 4-nitrobenzoic acid. Aliphatic peroxides were found among the oxidation products of the benzene ring of the substrate. The selectivity of oxidation of 4-nitroethylbenzene by ozone by ethyl group is increased in the presence of a catalyst – manganese(II) acetate. This is explained by the fact that ozone under catalysis conditions preferably reacts not with the substrate, but with Mn(II) to form the active form of Mn(IV) which, in turn, is reduced in the reaction with 4-nitroethylbenzene, and thus initiates oxidation of the substrate on the side chain, while the yield of 4-nitroacetophenone reaches 98.5%. The effect of temperature on the oxidation selectivity of 4- nitroethylbenzene was revealed. As the temperature increases, the rate of accumulation of 4-nitroacetophenone increases and its yield gradually decreases.
- Subjects
KETONIC acids; ETHYL group; ACETIC acid; CHEMICAL kinetics; KETONES; CATALYSTS; MANGANESE porphyrins
- Publication
Issues of Chemistry & Chemical Technology / Voprosy Khimii & Khimicheskoi Tekhnologii, 2022, Vol 7, Issue 2, p38
- ISSN
0321-4095
- Publication type
Article
- DOI
10.32434/0321-4095-2022-141-2-38-42