3392. DMPA

Nomenclature

CAS number: 299-85-4
(1-Methylethyl)phosphoramidothioic acid O-(2,4-dichlorophenyl) O-methyl ester; isopropylphosphoramidothioic acid O-2,4-(dichlorophenyl) O-methyl ester; O-(2,4-dichlorophenyl) O-methyl isopropylphosphoramidothioate; K-22023; Dow 1329; ENT-25647; OMS-115; Dowco 118; Zytron (Dow).
C10H14Cl2NO2PS; mol wt 314.17.
C 38.23%, H 4.49%, Cl 22.57%, N 4.46%, O 10.19%, P 9.86%, S 10.21%.

Description and references

Prepn: Blair et al., J. Agric. Food Chem. 11, 237 (1963). Synthesis of the optical isomers: Seiber, Tolkmith, Tetrahedron 25, 381 (1969). Use as a herbicide: Leasure, US 3074790 (1963 to Dow); as a plant growth regulator: Holmsen, Weed Sci. 17, 187 (1969). Neurotoxicity in chickens: B. M. Francis et al., J. Environ. Sci. Health B15, 313 (1980). Toxicity study: E. W. Schafer, Toxicol. Appl. Pharmacol. 21, 315 (1972).

Chemical structure

Properties

Solid, mp 51.4°. Vapor pressure at 150°: 2 mm. Slightly sol in water (5 ppm); freely sol in acetone, benzene, carbon tetrachloride. LD50 orally in rats: 270-360 mg/kg (Schafer).

Use

Herbicide; plant growth regulator.