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Microbial degradation of 2-chloro-4-(ethylamino)-6-(isopropylamino)-s-triazine (atrazine) and 2-hydroxy-4-(ethylamino)-6-(isopropylamino)-s-triazine (hydroxyatrazine) was investigated in three Oregon soils. Hydrolysis of atrazine was determined by the presence of14C-hydroxyatrazine in methanol extracts. Respired14CO2from the14C-ethyl side chain of atrazine represented less than 10% of the added14C in the soils after 28 days. Degradation was dependent on soil type, atrazine concentration, and moisture content. The isopropyl and ring constituents of atrazine were subject to minimal attack. The hydroxyatrazine ring was attacked more readily than the atrazine ring. Hydroxyatrazine accounted for approximately 10% of the extracted14C from14C-atrazine-treated Parkdale-A, Parkdale-C, and Coker soils and 40% from the Woodburn soil. Hydrolysis was the dominant pathway of detoxification in the Woodburn soil, whereas detoxification of atrazine in Parkdale-A, Parkdale-C, and Coker soils was a combination of chemical hydrolysis and slow microbial degradation byN-dealkylation of the ethyl side chain constituent.

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Experiments were conducted to investigate enhanced biodegradation of carbamothioates and to evaluate the effect of microbial inhibitors on the efficacy of butylate [S-ethyl bis(2-methylpropyl)carbamothioate], EPTC (S-ethyl dipropylcarbamothioate), and vernolate (S-propyl dipropylcarbamothioate) in soils that had received butylate treatment in previous years (butylate-history soils). Inhibitors used were fonofos (O-ethyl-S-phenylether phosphonodithioate) and R-33865 (O,O-diethyl-O-phenylphosphorothioate). R-33865 and fonofos significantly improved control of large crabgrass [Digitaria sanguinalis(L.) Scop. # DIGSA] with butylate and EPTC in corn (Zea maysL. ‘Coker 21’). Bioassay data reflected more residual phytotoxicity from butylate and EPTC when these herbicides were combined with the microbial inhibitors. In butylate-history soils planted to soybeans [Glycine max(L.) Merr. ‘Wright’], R-33865 did not improve the efficacy of vernolate. These results indicated some cross-adaptation of the butylate-adapted microorganisms for EPTC, but no cross-adaptation was detected for vernolate. Under laboratory conditions,14C-butylate was degraded more rapidly to14CO2in butylate-history soils than in non-butylate-history soils.

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