The Journal of Organic Chemistry

Sulfonyl radicals. 7. Kinetics and mechanism of the thermal decomposition of. alpha.-phenylalkanesulfonyl chlorides proceeding via ionic intermediates

HH Thoi, M Iino, M Matsuda

Index: Thoi, Ho Huu; Iino, Masashi; Matsuda, Minoru Journal of Organic Chemistry, 1980 , vol. 45, # 18 p. 3626 - 3630

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Citation Number: 3

Abstract

Kinetics and mechanism of the decomposition of a-phenylalkanesulfonyl chlorides [a- toluenesulfonyl chloride, TSC, and a-phenyl-P-(methanesulfony1) ethanesulfonyl chloride, PMC] were studied. It was found that the rate of decomposition increased with increasing polarity of solvent or addition of LiCl, but the rate was not affected by addition of radical inhibitors. An ionic chain mechanism involving a heterolytic scission of a C-S02 bond was ...