Canadian Journal of Chemistry

The Cumulative Acceleration by Methyl Substituents on the Rate of Addition of 4-Chlorobenzenesulfenyl Chloride to Olefins

GH Schmid, DG Garratt

Index: Schmid,G.H.; Garratt,D.G. Canadian Journal of Chemistry, 1973 , vol. 51, p. 2463 - 2468

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Citation Number: 19

Abstract

The rate of addition of 4-chlorobenzenesulfenyl chloride to ethylene and all six of its methylated derivatives has been measured in 1, 1, 2, 2-tetrachloroethane at 25° by means of the stopped flow and a competitive technique. A plot of log k rel vs. the number of methyl groups on the carbon-carbon double bond is linear. This establishes that the methyl groups have a cumulative acceleration on the rate contrary to previous reports. The use of the ...