Nitric acid oxidation of polyalkylbenzenes

EW Crandall, R Beasley, LL Lambing…

Index: Crandall,E.W. et al. Journal of Organic Chemistry, 1967 , vol. 32, p. 134 - 136

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Citation Number: 16

Abstract

2-Substituted p-xylenes on oxidation with nitric acid gave both isomeric toluic acids with the 3-substituted acid predominating. Ease of oxidation of a methyl group meta to the substituent is in the order Br> C1> NO2> F, that in theortho position is C1> Br> F> NO2, while the order at the para position is Br> C1> F> NO2. The effect appears to be inductive rather than mesomeric.