Synthesis and decomposition of the N-alkyl-N-nitro-O-benzoylhydroxylamines

…, J Reefer, RH Erickson, PM Dzadzic

Index: White, Emil H.; Reefer, John; Erickson, Ronald H.; Dzadzic, Petar M. Journal of Organic Chemistry, 1984 , vol. 49, # 25 p. 4872 - 4876

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Citation Number: 11

Abstract

Nitration of N-alkyl-0-benzoylhydroxylamines yields the corresponding N-nitro derivatives. At modest temperatures these compounds decompose to yield alkyl benzoates, alkenes, benzoic acid, and nitrous oxide. In the caee of primary alkylnitrohydroxylamines, nitroalkanes and alkyl nitrates are also formed. The alkyl benzoates are products of ionic reactions since skeletal rearrangements characteristic of carbonium ions OCCUT. The ...