Structural effects on the rates of formation and the stability of enols of cyclic benzyl ketones

S Eldin, RM Pollack, DL Whalen

Index: Eldin, Sherif; Pollack, Ralph M.; Whalen, Dale L. Journal of the American Chemical Society, 1991 , vol. 113, # 4 p. 1344 - 1349

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Citation Number: 13

Abstract

Abstract: The acid dissociation constants (KaK), the keto-enol equilibrium constants (K& and the rate constants for enolization of the cyclic benzyl ketones 2-indanone (la), 2-tetralone (3, 4-dihydro-2 (1H)-naphthalenone, lb) and 2-benzosuberone (3, 4-benzo-3-cyclohepten-I- one, IC) were measured in aqueous solution at 25" C. The rate constants for ketonization of the enols and the acid dissociation constants (KaE) for the corresponding enols were also ...