Journal of the American Chemical Society

Intramolecular amine-catalyzed ketone enolization. A search for concerted intramolecular general-base, general-acid catalysis

JK Coward, TC Bruice

Index: Coward,J.K.; Bruice,T.C. Journal of the American Chemical Society, 1969 , vol. 91, p. 5339 - 5345

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Citation Number: 19

Abstract

Abstract: A series of ketones possessing one or two tertiary amino groups has been prepared and their rate of enolization determined. Rates of enolization were determined by use of one or more of the following kinetic procedures:(a) zero-order kinetics employing ketone in excess of the iodine trapping reagents (spectrophotometric);(b) first-order kinetics employing iodine trapping reagents in great excess over ketone (pH-stat); and (c) first- ...