The Journal of Organic Chemistry

Organic sulfur mechanisms. 36. Cyclopropanesulfonyl chloride: its mechanisms of hydrolysis and reactions with tertiary amines in organic media

JF King, JYL Lam, G Ferrazzi

Index: King, James F.; Lam, Joe Y. L.; Ferrazzi, Gabriele Journal of Organic Chemistry, 1993 , vol. 58, # 5 p. 1128 - 1135

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Citation Number: 6

Abstract

Cyclopropanesulfonyl chloride (1) has been synthesized and its reactions examined to see if the three-membered ring leads to unusual reactions in either 1 or the corresponding sulfene, cyclopropanethione S, S-dioxide (2). pH-rate profiles, primary kinetic isotope effects (KIEs), and pH-product ratio experiments are in full agreement with mechanisms of hydrolysis of 1 like those of a simple alkanesulfonyl chlorides (J. Am. Chem. SOC. 1992, 114, 1743- ...