Journal of the American Chemical Society

Protonation of diazomethane in superacid media

JF McGarrity, DP Cox

Index: McGarrity; Cox; Phillip Journal of the American Chemical Society, 1983 , vol. 105, # 12 p. 3961 - 3966

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Citation Number: 23

Abstract

Abstract: Diazomethane is protonated by HOS02F in SOzCIF at-120 OC to yield exclusively methanediazonium ion (l), which decomposes at-85 OC to yield methyl fluorosulfate. When the more acidic HOSO, F/SbF, system is used, both 1 and the isomeric methylenediazenium ion (2) are formed. These structures are confirmed by experiments using diazomethane labeled with 15N in each position. The compound 2, the first example of its class, can be ...

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