Title:  Tolclofos-methyl 
CAS Registry Number:  57018-04-9 
CAS Name:  O-(2,6-Dichloro-4-methylphenyl)phosphorothioic acid O,O-dimethyl ester 
Additional Names:  O-(2,6-dichloro-p-tolyl) O,O-dimethyl phosphorothioate;  tolclophos-methyl 
Manufacturers' Codes:  S-3349 
Trademarks:  Rizolex (Sumitomo) 
Molecular Formula:  C9H11Cl2O3PS 
Molecular Weight:  301.13 
Percent Composition:  C 35.90%, H 3.68%, Cl 23.55%, O 15.94%, P 10.29%, S 10.65% 
Literature References:  Organophosphorus fungicide; inhibits phospholipid biosynthesis.  Prepn:  T. Kato et al., DE 2501040; GB 1467561 (1975, 1977 both to Sumitomo).  Properties and biological activity:  S. Ohtsuki, A. Fujinami, Jpn. Pestic. Inf. 41, 21 (1982).  Synthesis:  M. Sasaki et al., J. Pestic. Sci. 9, 737 (1984).  Mode of action:  S. Nakamura, T. Kato, ibid. 725; P. Leroux et al., Pestic. Sci. 36, 255 (1992).  GC determn in soil, lettuce:  M. Gennari et al., J. AOAC Int. 80, 1298 (1997).  Control of bottom rot on lettuce:  J. R. Coley-Smith et al., Plant Pathol. 40, 359 (1991). 
Properties:  White crystals from methanol, mp 79-79.5°.  Vapor pressure at 20°:  4.27 ´ 10-4 mm Hg.  Soly at 23°:  water 0.3-0.4 ppm.  Easily sol in xylene, acetone, cyclohexanone, chloroform.  LD50 in male, female rats, male, female mice (mg/kg):  ~5000, ~5000, 3500, 3600 orally; all >5000 dermally; ~5000, 4900, 1070, 1260 i.p.; all >5000 s.c. (Ohtsuki, Fujinami). 
Melting point:  mp 79-79.5° 
Toxicity data:  LD50 in male, female rats, male, female mice (mg/kg):  ~5000, ~5000, 3500, 3600 orally; all >5000 dermally; ~5000, 4900, 1070, 1260 i.p.; all >5000 s.c. (Ohtsuki, Fujinami) 
Use:  Agricultural fungicide.   |