Acid-catalyzed hydrolysis of 2-methylene-1, 3-dithiolane. Complete analysis of a three-stage reaction mechanism
T Okuyama
Index: Okuyama, Tadashi Journal of the American Chemical Society, 1984 , vol. 106, # 23 p. 7134 - 7139
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Citation Number: 21
Abstract
Abstract: Hydrolysis of 2-methylene-l, 3-dithiolane (1) consists of three reversible, consecutive reactions, involving 2-methyl-l, 3-dithiolan-2-ylium ion (2) and 2-hydroxy-2- methyl-l, 3-dithiolane (3) as intermediates. Kinetic examinations of reactions of 1 as well as the isolated salts of 2 and the product S-(2-mercaptoethyl) thioacetate (4) provided the rate constants for all the six individual steps of the hydrolysis. Above pH 3, the first protonation ...
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