The Journal of Organic Chemistry

Synthesis and properties of halohydroxyacetones and halomethylglyoxals

RVJ Chari, JW Kozarich

Index: Chari, Ravi V.J.; Kozarich, John W. Journal of Organic Chemistry, 1982 , vol. 47, # 12 p. 2355 - 2358

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Citation Number: 20

Abstract

mediate. Moreover, formation of an enediol could also have led to elimination of halide to ultimately yield methylglyoxal. Fluorohydroxyacetone (4a) was also stable in solution to pH 12, and the relative amounts of hydrate and free ketone appeared to be unaffected from pH 1 to 12. The chloro (4b) and bromo (4c) analogues were considerably labile under alkaline conditions presumably via nucleophilic substitution of the activated a-halo ketone by ...