The Reaction of Sodium Nitrite with Ethyl Bromoacetate and with Benzyl Bromide1, 2

N Kornblum, WM Weaver

Index: Kornblum; Weaver Journal of the American Chemical Society, 1958 , vol. 80, p. 4333,4337

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Citation Number: 24

Abstract

The reaction of ethyl bromoacetate with sodium nitrite occurs rapidly in dimethylformaniide (DMF), but the product is not ethyl nitroacetate; instead, depending on the temperature, oxalic acid or the furoxane I1 is produced. Treatment of benzyl bromide with sodium nitrite yields benzoic acid as the main product at 25" whereas at-16'phenylnitromethane is obtained in 55% yield; even at-16', prolonged standing of the reaction mixture gives the ...