Polyhalogenoaromatic compounds. Part 30. Eliminations of molecular nitrogen from trichloro- and perfluorotri-isopropyl-1,2,4-triazine

Abstract

Fluorination of trichloro-1, 2, 4-triazine (2), using potassium fluoride at elevated temperatures is not a useful route to the corresponding trifluoro-derivative but reaction of (2) with hexafluoropropene and potassium fluoride gave perfluorotri-isopropyl-1, 2, 4-triazine (8). Pyrolysis of (2) in the vapour phase gave trichloroacrylonitrile and this is interpreted as evidence for an intermediate azete. Pyrolysis of (8) gave a mixture of (CF₃)₂CFCCCF(CF₃)₂(16) and (CF₃)₂CFCN (17) while photolysis gave rearrangement to perfluorotri-isopropyl-1, 3, 5-triazine (18) as well as (16) and (17) by elimination of nitrogen.