The chlorination of propiophenone; determination of p K a value and of the course of the reaction

JP Guthrie, J Cossar

Index: Guthrie, J. Peter; Cossar, John Canadian Journal of Chemistry, 1990 , vol. 68, # 11 p. 2060 - 2069

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Citation Number: 2

Abstract

Chlorination of propiophenone in alkaline aqueous solution leads to formation of α- hydroxypropiophenone as the first detectable intermediate; this undergoes slower oxidation to aromatic acids without any accumulation of further intermediates. From the rates of the initial chlorination we have been able to determine the p K a value as 17.56±0.51. Key words: propiophenone, chlorination, hydrolysis, rearrangement, p K a.