9510. Tolclofos-methyl

Nomenclature

CAS number: 57018-04-9
O-(2,6-Dichloro-4-methylphenyl)phosphorothioic acid O,O-dimethyl ester; O-(2,6-dichloro-p-tolyl) O,O-dimethyl phosphorothioate; tolclophos-methyl; S-3349; Rizolex (Sumitomo).
C9H11Cl2O3PS; mol wt 301.13.
C 35.90%, H 3.68%, Cl 23.55%, O 15.94%, P 10.29%, S 10.65%.

Description and 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) DOI. 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) DOI.

Chemical structure

Properties

White crystals from methanol, mp 79-79.5°. Vapor pressure at 20°: 4.27 × 104 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).

Use

Agricultural fungicide.