SYNTHESIS, UV-SPECTRUM AND MOLECULAR-STRUCTURE OF ,5'-TETRACHLORO-4,4'-BIS(TRICHLOROMETHYL)BIPHENYL, A DIMERIC ANALOG OF ALPHA,ALPHA,ALPHA,2,4,6-HEXACHLOROTOLUENE

The synthesis of 3,3', 5,5'-tetrachloro-4,4'-bis(trifluoromethyl)biphe nyl (11) and 3,3',5,5'-tetrachlo-ro-4,4'-bis(trichloromethyl) biphenyl (13), among other trifluoromethylated biphenyls, as well as a new syn thesis of perchlorobi-p-tolyl (14) is presented. A comparative study o f the crystal structures of 11, 13, 14 and perchlorotoluene, and the U V spectra of the same compounds plus alpha,alpha,alpha,2, ,4, 6-hexach lorotoluene, has been performed. While bitolyl 14, as perchlorotoluene , presents out of plane distortions of the CCl3 group and the aromatic ring, and an ''abnormal'' UV spectrum, the bitolyl 13 presents only i n plane distortions, and consequently a ''normal'' UV spectrum. This i ndicates that alpha,alpha,alpha,2,4,6-hexachlorotoluene, also with a ' 'normal'' spectrum, presents the same kind of in plane distortions.