The Photolyses of 2,6- and 2,4-Difluorohalobenzenes

Abstract

Photolyses of 2,6- and 2,4-difluorobromobenzenes in acetonitrile gave isomerized and brominated products in addition to 1,3-difluorobenzene produced by the dehalogenation. The reactions were compared with similar reactions of the corresponding chloro- and iodoarenes. In general, photolytic cleavage of the C–X bond of 2,6-difluorohalo(X)benzene was shown to proceed more easily than the corresponding 2,4-difluorohalo compound.