The Journal of Organic Chemistry

Arylsulfonoxylation of aromatic compounds. VII. p-Nitrophenylsulfonoxylation of benzyl alcohol, benzaldehyde and acetophenone

RL Dannley, RV Hoffman

Index: Dannley,R.L.; Hoffman,R.V. Journal of Organic Chemistry, 1975 , vol. 40, p. 2426 - 2429

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Citation Number: 3

Abstract

p-Nitrobenzenesulfonyl peroxide (I) oxidized benzaldehyde in ethyl acetate solution at 0'in the presence of N, N-diphenylpicrylhydrazyl to give benzoic acid (85%) with a AH* of 22 f 4 kcal mol-I. No nuclear substitution in the aromatic aldehyde was detected. I (1.00) reacts with a mixture of benzene (113) and benzyl alcohol (20) in ethyl acetate to give p- nitrobenzenesulfonic acid (1.191, benzoic acid (0.1871, phenyl p-nitrobenzenesulfonate ( ...

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