Adduct intermediates in the side-chain nitration of 1, 4-dimethylnaphthalene

A Fischer, AL Wilkinson

Index: Fischer,A.; Wilkinson,A.L. Canadian Journal of Chemistry, 1972 , vol. 50, p. 3988 - 3992

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Citation Number: 12

Abstract

cis and trans isomers of 1, 4-dimethyl-4-nitro-1, 4-dihydro-1-naphthyl acetate (1) have been isolated from a mixture of 1, 4-dimethylnaphthalene and nitric acid in acetic anhydride by quenching at-40°. At room temperature only 1-methyl-4-nitromethylnaphthalene (4) is obtained. The conversion of 1, 4-dimethylnaphthalene to 4 and of the cis (1 a) and trans (1 b) adducts to 4, by nitric acid in acetic anhydride, has been followed by nmr 1, 4-Dimethyl- ...