Formetanate
The degradation of Formetanate in soil proceeds via two routes. The first pathway leads to the formation of N’- (3-hydroxyphenyl)-N’N-dimethylformamidine (up to 2.3 %) through the hydrolysis of the carbamate group. The other pathway leads to the formation of 3-Formamidophenyl methylcarbamate (up to 6.3 %) through the hydrolysis of the amidine group. In a next step, these products are hydrolysed to yield 3-Hydroxyformanilide (up to 2.0 %). Another possible degradation step of 3-Formamidophenyl methylcarbamate leads to the formation of 3-Aminophenyl methylcarbamate (up to 8.9 %). The latter and 3’-Hydroxyformanilide are further degraded to 3- Aminophenol (up to 0.2 %). Ring cleavage through oxidative reactions leads to the final degradation product CO2, which reached levels up to 13.7 % of applied radioactivity after 49 days. Formation of non-extractable residues is another important transformation step in soil. This fraction accounted for more than 70 % of applied radioactivity after 49 days of incubation. The DT50 and DT90 values of Formetanate and its principal soil metabolites under aerobic conditions were re-calculated using the computer program ModelMaker Version 4.0 assuming simple first order kinetics. The recalculated DT50 values are 8.8 days for Formetanate, 2.2 d for N’-(3- hydroxyphenyl)-N’N-dimethylformamidine, 0.9 d for 3-Formamidophenyl methylcarbamate, 2.8 d for 3- Aminophenyl methylcarbamate and 0.8 d for 3’-Hydroxyformanilide. The respective DT90 values are 29.2 days for Formetanate, 7.3 d for N’-(3-hydroxyphenyl)-N’N-dimethylformamidine, 3.1 d for 3-Formamidophenyl methylcarbamate, 9.3 d for 3-Aminophenyl methylcarbamate and 2.5 d for 3’-Hydroxyformanilide, respectively.