The reactions of highly fluorinated organic compounds. IV. Some polyfluoro<i>cyclo</i>hexanes and certain derived compounds

Abstract

Abstract Fluorination of benzene, in the vapour phase, over cobaltic fluoride at about 150° gave a complex mixture of polyfluoro cyclo hexanes. Two definite compounds present were undeca‐ and a decafluoro cyclo hexane. Other components corresponded to nona‐ and octa‐fluoro cyclo hexanes, though in these cases a number of isomers appeared to be present. Hydrogen fluoride was eliminated when the cyclic polyfluorides were treated with alkali and the resultant olefins were oxidized to carboxylic acids. Perfluoro cyclo hexane, perfluoroadipic acid, a nonafluoro cyclo hexane and a perfluoro cyclo hexadiene were prepared in this way. Oxidation of the high‐boiling components of the polyfluoro cyclo hexane mixture afforded a hexafluoroadipic acid.