Journal of the American Chemical Society

Carbonyl Reactions. VI. Evidence for Alternate Mechanisms for the Dehydration of β-Hydroxy Ketones1

DS Noyce, WL Reed

Index: Noyce; Snyder Journal of the American Chemical Society, 1958 ,  vol. 80, p. 4033,4324            

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Citation Number: 34

Abstract

The rates of dehydration of 4-(+ methoxyphenyl)-4-hydroxy-2-butanone (I), 4-pheiiyl-4- hydroxy-2-butanone (11) and 4-(@-nitrophenyl)-4-hydroxy-2-butanone (111) have been studied in aqueous acid. The rates of dehydration of I, 11 and I11 are all comparable in 1 molar sulfuric acid; I1 and I11 show non-linear dependence upon Ho, while I shows a linear correlation with NO. It is concluded that I1 and 111 undergo dehydration by rate- ...