The Journal of Organic Chemistry

Synthesis of Nitro-olefins from Olefin Dinitrogen Tetroxide Adducts1

WK Seifert

Index: Seifert,W.K. Journal of Organic Chemistry, 1963 , vol. 28, p. 125 - 129

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Citation Number: 29

Abstract

A ronvenient synthesis has been developed for the direct conversion of 1-octadecene into I- nitro-1-octadecene and of cyclooctene into I-nitrocyclooctene in 80% and 95% yields, respectively. The reaction involves addition of the olefin and oxygen to an ethereal solution of dinitrogen tetroxide and subsequent elimination of nitrous and nitric acids from the adducts with triethylamine. Elimination reactions of the independently synthesized ...