Title: Crufomate
CAS Registry Number: 299-86-5
CAS Name: Methylphosphoramidic acid 2-chloro-4-(1,1-dimethylethyl)phenyl methyl ester
Additional Names: methylphosphoramidic acid 4-tert-butyl-2-chlorophenyl methyl ester; 4-tert-butyl-2-chlorophenyl N-methyl O-methylphosphoramidate
Manufacturers' Codes: Dowco 132
Trademarks: Montrel (Dow); Ruelene (Dow)
Molecular Formula: C12H19ClNO3P
Molecular Weight: 291.71
Percent Composition: C 49.41%, H 6.57%, Cl 12.15%, N 4.80%, O 16.45%, P 10.62%
Literature References: Prepn: Wasco et al., US 2929762 (1960 to Dow). Toxicity study: T. B. Gaines, Toxicol. Appl. Pharmacol. 14, 515 (1969). Anthelmintic activity in dairy cattle: E. T. Lyons et al., Am. J. Vet. Res. 43, 1072 (1982).
Properties: Crystals from petr ether, mp 60-60.5°. Relatively stable in aq dispersions at pH 7 or below. Commercial product is a yellow oil, bp0.01 117-118°. nD20 1.5142. Sol in acetone, benzene, carbon tetrachloride. Practically insol in water, light petroleum. LD50 in male, female rats (mg/kg): 635, 460 orally (Gaines).
Melting point: mp 60-60.5°
Boiling point: bp0.01 117-118°
Index of refraction: nD20 1.5142
Toxicity data: LD50 in male, female rats (mg/kg): 635, 460 orally (Gaines)
CAUTION: Potential symptoms of overexposure are irritation of eyes, skin, respiratory system; wheezing, dyspnea; blurred vision, lacrimation; sweating; abdominal cramps, diarrhea, nausea, anorexia. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 80.
Use: Insecticide.
Therap-Cat-Vet: Anthelmintic.

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