Journal of the American Chemical Society

The mechanism of the reaction of diphenylketene with bases in aqueous solution: nucleophilic attack versus general base catalysis of ketene hydration

J Andraos, AJ Kresge

Index: Andraos; Kresge Journal of the American Chemical Society, 1992 , vol. 114, # 14 p. 5643 - 5646

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Citation Number: 49

Abstract

Abstract: Diphenylketene was generated in aqueous solution by flash photolysis, and rates of its decay accelerated by 30 bases of various structure were determined. The rate constants so obtained did not show the regular dependence on basic strength expected if the bases were serving as general base catalysts assisting the attack of water on the ketene, but they did vary with polarizability and steric bulk of the base in the way expected for ...