3,4,3',4'-tetrachloroazobenzene: a potential environmental toxicant.

3,4,3',4'-tetrachloroazobenzene (TCAB), a potential environmental toxicant formed in the industrial manufacturing and the microbial degradation of chloroanilide herbicides, has been prepared in 87% yield by an improved procedure. In vitro experiments with C3H/10T1/2 cells have shown that TCAB is toxic to mammalian cells, which may be correlated with observable cytological changes. TCAB has also been found to be weakly mutagenic by the Salmonella/microsome test. In addition, C3H/10T1/2 cells are transformed following a ten day incubation with TCAB. These data suggest the potential health hazard associated with the environmental occurrence of TCAB.