Solvolysis of tert-butylethylmethylsulfonium salts. Effect of the anion on product distribution

D Darwish, G Tourigny

Index: Darwish,D.; Tourigny,G. Journal of the American Chemical Society, 1972 , vol. 94, # 7 p. 2191 - 2196

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Citation Number: 4

Abstract

Abstract: The rate constants for solvolysis of tert-butylethylmethylsulfonium perchlorate and bromide have been measured in ethanol, acetic acid, and 50Z acetic acid-acetic anhydride. The sulfonium bromide reacts ca. 20Z more rapidly than the perchlorate. The relative amounts of olefin and substitution products from solvolysis of the bromide and perchlorate salts are markedly different. In general, a higher yield of olefin is obtained from the ...