EPTC

H-Dealkylation. This is commonly observed as a primary transformation of pesticides with A/-alkyl substituents, such as atrazine [1912-24-9] (3) (eq. 5), trifluraHn [1582-09-8] (4) (eq. 6) (16), and 3 -ethyl dipropylthiocarbamate [759-94-4] (EPTC) (5) (eq. 7) (18). These reactions are catalyzed by a variety of bacterial strains, including Noeardia, Pseudomonas, Phodococcus, and Streptomyces. 

Herbicide Glasses and Databases. Herbicides can be classified as selective and nonselective. Selective herbicides, like 2,4-D (2,4-dichlorophenoxyacetic acid), metolachlor [51218-45-2] and EPTC [759-94 ] are more effective against some types of plants than others, eg, broadleaved plants vs grasses. Glyphosate [1071 -83-6] is representative of the nonselective herbicides used for total vegetable control. 

The growth inhibitory mechanism of the thiocarbamate herbicides, eg, EPTC, butylate, cycloate, diaHate, and triaHate, is not well defined. Cell elongation, rather than cell division, appears to be inhibited (183), although mitotic entry may be inhibited by diaHate (184). Thiocarbamates have a greater effect on shoot than toot tissue (163,184). The weU-documented inhibition of Hpid synthesis by thiocarbamates certainly contributes to the observed inhibitions of cell division and elongation. These compounds may also inhibit gibbereUic acid synthesis (185). 

The encapsulation of herbicides has received much attention. Encapsulated alachlor is a high volume herbicide product generally sold as a Hquid formulation, although a dry granule version is also available. The capsules, produced by interfacial polymeri2ation (11), are reported to be spherical with a diameter of 2—15 p.m (75). Two thiocarbamate herbicides, EPTC and vemolate [1929-77-7], were encapsulated by interfacial polymeri2ation because they are volatile compounds. When appHed in unencapsulated form, they must be incorporated in the soil within two hours in order to provide effective weed control. When appHed as a microencapsulated formulation, the rate of volatili2ation is lower and soil incorporation can be delayed 24 hours (76). 

Sulfoxidation, This is a faidy common tiansformation of sulfui-containing pesticides such as aldicaib (6) (eq. 8) and EPTC (19). 

Nagy I, F Compernolle, K Ghys, J Vanderleyden, R De Mot (1995a) A single cytochrome P-450 system is involved in degradation of the herbicides EPTC (S-ethyl dipropylthiocarbamate) and atrazine by Rhodococcus sp. N186/21. Appl Environ Microbiol 61 2056-2060. 

Nagy 1, G Schools, F Compermolle, P Proost, J Vanderleyden, R De Mot (1995b) Degradation of the thiocar-bamate herbicide EPTC S-ethyl dipropylcarbamoylthioate and biosafening by Rhodococcus sp. strain N186/21 involve an inducible cytochrome P-450 system and aldehyde dehydrogenase. J Bacterial 177 676-687. 

Vapor pressure (VP), water solubility ( w), and soil sorption coefficients Koc) are key properties that govern volatilization of agrochemicals from soil. Volatile compounds such as 5 -ethyl dipropylthiocarbamate (EPTC) (VP 4.5 Pa,... 

Koeppe, M.K. and E.P. Lichtenstein. 1982. Effects of percolating water, captafol, and EPTC on the movement and metabolism of soil-applied (14C) carbofuran in an agromicrocosm. Jour. Agric. Food Chem, 30 116-121. 

In soil with applied EPTC or Butylate, the rate of mineralization increases as a result of prior treatments with these herbicides. 

Ammonia, see Acetonitrile, Acrylonitrile, see Atrazine. Bromacil. Bromoxvnil. Carbaryl, Chlorp3n-ifos, Dicamba. EPTC. Ethylamine, Ethylenimine, Glvnhosate. Linuron. 4-Nitrophenol, Parathion, Picloram. Pyridine, Trifluralin Ammonium acetate, see Acetonitrile Amylene, see Chloroform, Methylene chloride Aniline, see Diuron, Nitrobenzene, Nanronamide. 

Dipropylamine, see EPTC 4-(Dipropylamino)-3,5-dinitrobenzoic acid, see Trifluralin... 

Ethyleneurea see Ethylene thiourea Ethyl formate, see 2-Ethoxyethanol, Ethyl ether s-Ethyl formic acid, see EPTC 5-Ethyl A-formyl-A-propylthiocarbamate, see EPTC 5-Ethyl hexahydro-2-0X0-1 //-azepine-1 -carbothioate, see Molinate... 

Ethyl -2 -hydroxy-1 - (methylmethoxy) -1,2,3,4-tetrahydroquinone, see Alachlor Ethyl mercaptan, see Butvlate. EPTC. Ethylene dibromide, Molinate... 

Methyl isocyanate, see Carbaryl, Propoxur Methyl isothiocyanate, see Dazomet Methyl mercaptan, see EPTC. Phorate Methyl(methylaminomethyl)dithiocarbamic acid, see Dazomet... 

Propenenitrile, see Alachlor. Aldicarb Propioanilide, see Aniline Propionaldehyde, see Acrylonitrile, EPTC. 2-... 

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