THE SYNTHESIS OF PERFLUOROALKYL AND PERFLUOROALKYLETHER SUBSTITUTED BENZILS

Mono- and di-iodoperfluoroalkylethers were synthesized and their reactions, as well as those of iodofluoroalkanes, with 4-iodobenzil were investigated. The formation of C8F17C6H4CHO, C8F17C6H4CO2H, C8F17C6H4COCOC6H5, and C8F17OCF2CF2C6H4COCOC6H5 proceeded readily. No C8F17OCF2C6H4COCOC6H5 was produced from the reaction of C8F17OCF2I with 4-iodobenzil in the presence of copper bronze. Low yields of bridged bisbenzils were obtained from the coupling reactions of ICF2CF2O(CF2)5OCF2CF2I and I(CF2CF2O)5CF2CF2I with 4-iodobenzil. Based on by-products formed, the operative mechanisms are postulated.