Synthesis and transformations of perfluoro-2-methyl-3-azido-2-pentene

Reactions between perfluoro-2-methyl-2-pentene and NaN3 in acetonitrile at −20°C provided perfluoro-2-methyl-3-azido-2-pentene stable only to 0°C, which decomposed in CCl4 at 20°C to give 2,2-bis(trifluoromethyl)-3-pentafluoroethylaziridine or in EtOH at 20°C to 4,4-bis(trifluoromethyl)-5-ethoxy-5-pentafluoroethyl-1,2,3-triazoline, whose structure was confirmed by the X-ray crystallographic analysis. The routes of formation for these products have been discussed.