Pyrolysis of Esters. XVII. Effect of Configuration on the Direction of Elimination1

WJ Bailey, RA Baylouny

Index: Bailey; Baylouny Journal of the American Chemical Society, 1959 , vol. 81, p. 2126,2128

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Citation Number: 16

Abstract

Vapor-phase chromatography showed that the pyrolysate from methyl cis-2- acetoxycyclohexanecarboxylate contained only methyl 2-cyclohexenecarboxylate and no methyl 1-cyclohexenecarboxylate. Similarly, the pyrolysate from the methyl trans-2- acetoxycyclohexanecarboxylate contained 97% of the conjugated ester and only 3% of the unconjugated isomer. Thus it appears that no trans elimination occurred in this cyclic ...