Acetochlor

TC & FORMULATION: 95%TC, 50% EC, 900G/L EC

Structure Formula

NOMENCLATURE

Common name acetochlor (BSI, E-ISO, ANSI, WSSA); acétochlore ((m) F-ISO)

IUPAC name 2-chloro-N-ethoxymethyl-6'-ethylaceto-o-toluidide 

Chemical Abstracts name 2-chloro-N-(ethoxymethyl)-N-(2-ethyl-6-methylphenyl)acetamide 

CAS RN [34256-82-1]  EEC no. 251-899-3 

PHYSICAL CHEMISTRY

Composition Tech. is 92% pure.  Mol. wt. 269.8  M.f. C14H20ClNO2  Form Clear viscous liquid; (tech. is a wine red to yellow or amber oil).  M.p. 10.6 °C  B.p. 172 ºC/5 mmHg  V.p. 6.0 mPa (25 °C)  KOW logP = 4.14  Henry 3.83 ´ 10-1 Pa m3 mol-1 (calc.)  S.g./density 1.1221 (20 °C)  Solubility In water 223 mg/l (25 ºC). Soluble in diethyl ether, acetone, benzene, chloroform, ethanol, ethyl acetate, and toluene.  Stability Stable for over 2 years at 20 ºC (EC formulation).  F.p. 160 °C (Tag closed cup) 

APPLICATIONS

Biochemistry Inhibits cell division by blocking protein synthesis; more recent research suggests chloroacetamides may inhibit synthesis of very long chain fatty acids (J. Schmalfuss et al., Abstr. Meeting WSSA, Toronto, 40, 117-118, 2000; P. Böger, Abstr. III Int. Weed Control Congr., Brazil 2000). Maize tolerance of chloroacetamides is due mainly to conjugation with glutathione; P450 metabolism may also be a factor.  Mode of action Selective herbicide, absorbed mainly by the shoots and secondarily by the roots of germinating plants.  Uses Used pre-emergence or pre-plant to control annual grasses, certain annual broad-leaved weeds and yellow nutsedge in maize (at 3 kg/ha), peanuts, soya beans, cotton, potatoes and sugar cane. Formulation types CS; EC. 

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