Heavy atom isotope effect studies of elimination reaction mechanisms. 1. A kinetic and carbon-14 kinetic isotope effect study of the base-promoted …

T Hasan, LB Sims, A Fry

Index: Hasan, Tayyaba; Sims, Leslie B.; Fry, Arthur Journal of the American Chemical Society, 1983 , vol. 105, # 12 p. 3967 - 3975

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Citation Number: 20

Abstract

Abstract: Upon treatment with the solvent conjugate base, the primary reaction of substituted 1-phenylethyl chlorides is elimination to substituted styrenes in t-BuOH-10% v/v Me2S0 at 60 OC and in bis (Zhydroxyethy1) ether-10% v/v Me2S0 at 45 OC. Kinetic studies using eight substituted chlorides show that these reactions are strongly accelerated by both electron-donating and electron-withdrawing substituents, probably indicating a fairly ...