3086. Dicofol

Nomenclature

CAS number: 115-32-2
4-Chloro-α-(4-chlorophenyl)-α-(trichloromethyl)benzenemethanol; 4,4′-dichloro-α-(trichloromethyl)benzhydrol; 1,1-bis(p-chlorophenyl)-2,2,2-trichloroethanol; di(p-chlorophenyl)trichloromethylcarbinol; DTMC; ENT-23648; FW-293; Acarin (Makhteshim-Agan); Kelthane (Dow AgroSci.); Mitigan (Makhteshim-Agan).
C14H9Cl5O; mol wt 370.49.
C 45.39%, H 2.45%, Cl 47.85%, O 4.32%.

Description and references

Prepn: Wilson, Craig, US 2812280; Wilson, Wolffe, US 2812362 (both 1957 to Rohm & Haas); Bergmann, Kaluszyner, J. Org. Chem. 23, 1306 (1958); GB 831421 (1960 to Metal & Thermit Corp.). Miticidal activity: J. S. Baker, F. B. Maughan, J. Econ. Entomol. 49, 458 (1956). Toxicology: R. B. Smith et al., Toxicol. Appl. Pharmacol. 1, 119 (1959). Metabolism: J. R. Brown et al., ibid. 15, 30 (1969); K. Tabata et al., Appl. Entomol. Zool. 14, 490 (1979). Review of carcinogenic risk: IARC Monographs 30, 87-101 (1983).

Chemical structure

Properties

Crystals from petr ether, mp 77-78°. uv max (ethanol): 226, 258, 266, 276 nm (4.43, 2.82, 2.85, 2.60). Practically insol in water. Sol in most aliphatic and aromatic solvents. LD50 in rats (mg/kg): 1495 orally; 1150 i.p. (Brown).

Use

Acaricide.