Fate of 3,3′,4,4′-tetrachloroazobenzene in soybean plants grown in treated soils

Three soils of varying organic matter (OM) concentrations (0, 1.7 and 57%) were treated with 3,3′4,4′-tetrachlorazobenzene (TCAB) at the 25 ppm level. Germinated soybeans$\text{(Glycine}$$\text{max}$ (L.) Merr.) were planted in the treated soils, along with controls, and grown for 12 days. The shoots, roots and soil were air-dried and analyzed for TCAB and 3,3′,4,4′-tetrachloroazoxybenzene (TCAOB). TCAB appears to translocate from the treated soil into the plant shoots and roots. Residue levels varied with the percentage organic matter of each soil; levels as high as 58.4 ppm were identified in roots of soybeans grown in 1.7% OM soil and 0.620 ppm in the shoots from 0% OM soil. TCAOB was identified in soil and root extracts with the highest levels in soybean roots grown in 0% OM soil, 0.317 ppm. Residues of TCAB and TCAOB decreased in soil and root and shoot tissues as percentage OM increased. Bound residues of TCAB were released from roots grown in 0% OM soil by refluxing with boron trifluoride methanol (BF₃CH₃OH).