Tolclofos-methyl
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.

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