Carbon-13 kinetic isotope effects. V. Substituent effects on k 12/k 13 for alcoholysis of 1-phenyl-1-bromoethane

J Bron, JB Stothers

Index: Bron,J.; Stothers,J.B. Canadian Journal of Chemistry, 1969 , vol. 47, p. 2506 - 2509

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Citation Number: 12

Abstract

As a test of our earlier interpretations of the 13C kinetic isotope effects found for alcoholysis of 1-phenyl-1-bromoethane, we have examined the effect of the p-methyl and p-bromo substituents on the 13C fractionations in ethanol and methanol. Isotopic fractionation at the α- carbon is found to be substituent dependent, and the observed trend is consistent with the proposal that stabilization of the cationic center by the phenyl ring is a major factor ...