Kinetics and mechanism of the aminolysis of phenyl thionoacetate in aqueous solution

EA Castro, F Ibanez, JG Santos…

Index: Castro, Enrique A.; Ibanez, Fernando; Santos, Jose G.; Ureta, Carmen Journal of Organic Chemistry, 1993 , vol. 58, # 18 p. 4908 - 4912

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Citation Number: 48

Abstract

The reactions of a series of secondary alicyclic amines with the title substrate have been subjected to a kinetic study in water at 25" C, ionic strength 0.2 M. Pseudo-first-order rate coefficients are found throughout, under amine excess. The order in amine varies from 1 to 2 according to its basicity and the reaction conditions. A reaction mechanism consisting of a zwiterionic (Ti) and an anionic (T-) tetrahedral intermediate is proposed to account for the ...