Studies in azide chemistry. Part I. Synthesis of perfluoropropenyl azide and its conversion into perfluoro-(2- and 3-methyl-2H-azirine)
- 1 January 1966
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 2304-2307
- https://doi.org/10.1039/j39660002304
Abstract
Perfluoropropene reacts with triethylammonium azide in sym-tetrachloroethane or sodium azide in dimethylformamide at low temperatures to give perfluoropropenyl azide, which decomposes at 20° into nitrogen and perfluoro-(2-methyl-2H-azirine). Hydrolysis of the azirine provides trifluoropyruvic acid. Isomerisation of perfluoro-(2-methyl-2H-azirine) to perfluoro-(3-methyl-2H-azirine) occurs when it is treated with anhydrous hydrogen fluoride, a procedure that also leads to the formation of perfluoro-(2-methylaziridine).Keywords
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