Issue 0, 1966

Perfluoroalkyl derivatives of nitrogen. Part XXI. Some reactions of bistrifluoromethylnitroxide

Abstract

Bistrifluoromethylnitroxide combines readily with ethylene, tetrafluoroethylene, hexafluoropropene, or hexafluorocyclobutene to give almost quantitative yields of the compounds 1,2-bis(NN-bistrifluoromethylnitroxy)-ethane, perfluoro-[1,2-bis(NN-dimethylnitroxy)ethane], perfluoro-[1,2-bis(NN-dimethylnitroxy)propane], and perfluoro-[1,2-bis(NN-dimethylnitroxy)cyclobutane], severally. It reacts with trifluoronitrosomethane to form perfluoro-(2,4-dimethyl-3-oxa-2,4-diazapentane), and with trifluoroiodomethane to yield tristrifluoromethylhydroxylamine. Catalytic reduction of bistrifluoromethylnitroxide affords bistrifluoromethylhydroxylamine, and hot iron converts it into perfluoro(methylenemethylamine). Bistrifluoromethylnitroxide and toluene interact readily to yield O-benzyl-NN-bistrifluoromethylhydroxylamine and bistrifluoromethylhydroxylamine.

Article information

Article type
Paper

J. Chem. Soc. C, 1966, 901-904

Perfluoroalkyl derivatives of nitrogen. Part XXI. Some reactions of bistrifluoromethylnitroxide

R. E. Banks, R. N. Haszeldine and M. J. Stevenson, J. Chem. Soc. C, 1966, 901 DOI: 10.1039/J39660000901

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