Synthesis of the Octa- and Nonachlorobiphenyl Isomers and Congeners and Their Quantitation Commercial Polychlorinated Biphenyls and Identification in Human Breast Milk

The synthesis of all possible Isomeric nons- and octachloroblphenyls has been accomplished by the Cadogsn coupling of commercially available or synthetic chlorinated anilines in the presence of excess chlorinated benzenes and isoemyl nitrite. 2,3,4,6-Tetrachioroanliine was prepared by the chlorination of 2,4,5-trichloroaniilne. The synthetic polychlorinsted biphenyis (PCBs) were characterized by their proton magnetic resonance and mass spectra and their purities determined by gas chromatographic analyses. The PCB standards were used to unambiguously identify the deca-, none-, and octachloroblphenyls present in human breast milk and in the commercial PCB preparations Aroclors 1260, 1202, 1260, 1254, 1248, 1242, 1016, 1232 and 1221 utilizing high resolution glass capillary gas chromatogrpehy.