Aliphatic sulfonyl compounds. IX. Polar effects in ethylene-and 2-propene-1-sulfonyl chlorides

J Preston, RB Scott Jr

Index: Preston,J.; Scott,R.B. Journal of Organic Chemistry, 1968 , vol. 33, p. 4343 - 4346

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Citation Number: 3

Abstract

Rates of ethanolysis of ethylenesulfonyl and 2-propene-1-sulfonyl chloride were found to be significantly faster and only slightly faster, respectively, than that of a saturated sulfonyl chloride. Although infrared and mass spectra suggest that in the case of the former there may be some allylic participation by the a double bond to give the resonance stabilized sulfonylium ion intermediate, enhancement of ethanolysis is not that great and probably is ...