61. Acetochlor

Nomenclature

CAS number: 34256-82-1
2-Chloro-N-(ethoxymethyl)-N-(2-ethyl-6-methylphenyl)acetamide; 2-chloro-N-(ethoxymethyl)-6′-ethyl-o-acetotoluidide; 2′-ethyl-6′-methyl-N-(ethoxymethyl)-2-chloroacetanilide; MON-097; MG-02; Harness (Monsanto); Surpass (Dow AgroSci.); TopNotch (Dow AgroSci.); Trophy (Dow AgroSci.).
C14H20ClNO2; mol wt 269.77.
C 62.33%, H 7.47%, Cl 13.14%, N 5.19%, O 11.86%.

Description and references

Pre-emergent herbicide. Prepn: J. F. Olin, US 3547620 (1970 to Monsanto). Description of physical and biological properties: R. P. Upchurch et al., Proc. North Cent. Weed Control Conf. 25, 56 (1970). Synthesis: B. G. Zupancic, M. Sopcic, Synthesis 1982, 942. Field trials on peanuts and soybeans: C. W. Derting et al., Proc. South. Weed Sci. Soc. 25, 131 (1972); on peanuts: L. R. Hawf, K. R. Frost, Jr., ibid. 38, 20 (1985). Soil adsorption and bioactivity: J. B. Weber, C. J. Peter, Weed Sci. 30, 14 (1982). Soil transformation: P. C. C. Feng, Pestic. Biochem. Physiol. 40, 136 (1991).

Chemical structure

Properties

Pale straw-colored oil. bp0.4 torr 134°. nD20 1.5272. Sol in water (25°): 400 ppm. LD50 orally in rats: 1160 mg/kg (Upchurch).

Use

Herbicide.