Journal of the American Chemical Society

Metal-ion catalysis by blocking inhibitory reverse paths in the hydrolysis of 3-carboxyaspirin

J Suh, KH Chun

Index: Suh, Junghun; Chun, Keun Ho Journal of the American Chemical Society, 1986 , vol. 108, # 11 p. 3057 - 3063

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Citation Number: 15

Abstract

Abstract: The hydrolysis of 3-carboxyaspirin (1) was kinetically investigated in the presence or absence of tri-or divalent metal ions. The spontaneous hydrolysis of the neutral and the monoanionic forms of 1 involves anhydride intermediates formed by the nucleophilic attack of the carboxyl group at the ester linkage, while that of the dianionic form of 1 proceeds through the general-base catalysis by the carboxylate ion in the attack of a water molecule ...