ipso Nitration. XXVI. Nitration of 1, 2-dimethyl-4-nitrobenzene. Formation and reactions of adducts

A Fischer, GN Henderson…

Index: Fischer, Alfred; Henderson, George N.; Iyer, Lokanathan M. Canadian Journal of Chemistry, 1985 , vol. 63, p. 2390 - 2400

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Citation Number: 11

Abstract

Nitration of 1, 2-dimethyl-4-nitrobenzene in a mixture of acetic anhydride and trifluoroacetic anhydride gives the diastereoisomers of 4, 5-dimethyl-2, 4-dinitrocyclohexa-2, 5-dienyl acetate (50%), in addition to the 1, 2-dimethyldinitrobenzenes. In moderate and more strongly acid conditions the adduct gives 4-nitro-, 3, 4-dinitro-, and 3, 5-dinitro-o-xylene. In neutral and weakly acid solutions 4-nitro-and 3, 5-dinitro-o-xylene are formed by a radical ...