Journal of Chemical and Pharmaceutical Research (ISSN : 0975-7384)

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Original Articles: 2012 Vol: 4 Issue: 1

Kinetics of Amino Acid Catalyzed Enolisation of Acetophenone

Abstract

The present investigation deals with the study of kinetics of enolisation of acetophenone in water-Ac-OH binary mixture catalyzed by amino acid. Rate of enolisation of the ketone has been studied in water-Ac-OH binary mixture and it has been briefly compared with the rate using DMF (Dimethyl Formamide), as another solvent, using amino acid as catalysts. Zwitter ion of the amino acid has been found to catalyze the reaction. The reaction followed first order kinetics. The values of Arrhenius parameters for the reaction have been calculated and data obtained confirmed the reaction to be of bimolecular nature. Amino acid has been found to be very effective in the enolisation of ketones. The rate controlling step is the reaction between keto form of ketone and Zwitter ion of amino acid to form a transition state, which decomposes to give enol form of the ketone. Rate of enolisation under present investigation is measured by halogenation. Rate of acetophenone enolisation is enhanced when the medium is changed from protoic to dipolar aprotic solvent.

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