Alkaline Nitration. III. The Reaction of Acetone Cyanohydrin Nitrate with Metal Alkoxides1

WD Emmons, JP Freeman

Index: Emmons; Freeman Journal of the American Chemical Society, 1955 , vol. 77, p. 4673

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Citation Number: 2

Abstract

The formation of an a-hydroxy ester as the predominant product of this reaction was surprising. Attack of the alkoxide ion at the nitrile group might be expected to lead to an a- nitrato ester as it is highly unlikely that the negatively charged intermediate I1 could undergo further attack by alkoxide at the nitro group. For instance, it can be ob-(a) CN