Solvents of low nucleophilicity. IX. Inductive and participation effects in carbonium ion reactions in acetic, formic, and trifluoroacetic acid

PE Peterson, RJ Bopp, DM Chevli…

Index: Peterson,P.E. et al. Journal of the American Chemical Society, 1967 , vol. 89, # 23 p. 5902 - 5911

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Citation Number: 41

Abstract

Abstract: Rates of solvolysis of w-chloro-and w-fluoro-substituted 2-alkyl tosylates were determined in acetic, formic, and trifluoroacetic acid for tosylates having four to seven carbon atoms in the aliphatic chain, The magnitude of rate-decreasing inductive influences upon the rates of reaction diminished as the solvent was varied according to the order trifluoroacetic acid> formic acid> acetic acid. The magnitude of superimposed rate-increasing effects of 1 ...