Keto-enol equilibrium constants of simple monofunctional aldehydes and ketones in aqueous solution

JR Keeffe, AJ Kresge, NP Schepp

Index: Keeffe; Kresge; Schepp Journal of the American Chemical Society, 1990 , vol. 112, # 12 p. 4862 - 4868

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Citation Number: 72

Abstract

Abstract: Keto-enol equilibrium constants, KE, were determined for five aliphatic ketones (2- butanone, 3-methyl-2-butanone, 3, 3dimethyl-2-butanone, 3-pentanone, and 2, 4dimethyl-3- pentanone) and three alicyclic ketones (cyclopentanone, cyclohexanone, and cycloheptanone) in aqueous solution at 25 OC by combining acid-catalyzed enolization and ketonization rate constants according to the relationship KE= kE/kK. Enolization rate ...