Reactions of the 1-hydroxy-1, 4-dimethylcyclohexadienyl cation, an intermediate in the solvolysis of 1, 4-dimethyl-4-nitrocyclohexa-2, 5-dien-1-ol

A Fischer, GN Henderson…

Index: Fischer, Alfred; Henderson, George N.; Smyth, Trevor A. Canadian Journal of Chemistry, 1986 , vol. 64, p. 1093 - 1101

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Citation Number: 4

Abstract

Solvolysis of 1, 4-dimethyl-4-nitrocyclohexa-2, 5-dien-1-ol in mixed aqueous organic solvents gives the diastereomers of 1, 4-dimethylcyclohexa-2, 5-diene-1, 4-diol, 1, 4- dimethylcyclohexa-3, 5-diene-1, 2-diol, 2-nitro-p-xylene, 2, 4-dimethylphenol (all derived from the title cation, itself formed by ionization of the nitro group as nitrite), and 2, 5- dimethylphenol. In aqueous methanol the diastereomers of 4-methoxy-1, 4- ...