6358. Naled

Nomenclature

CAS number: 300-76-5
Phosphoric acid 1,2-dibromo-2,2-dichloroethyl dimethyl ester; 1,2-dibromo-2,2-dichloroethyl dimethyl phosphate; bromchlophos; ENT-24988; OMS-75; RE-4355; Bromex; Dibrom (Amvac); Lucanal (Lucava).
C4H7Br2Cl2O4P; mol wt 380.78.
C 12.62%, H 1.85%, Br 41.97%, Cl 18.62%, O 16.81%, P 8.13%.

Description and references

Organophosphate insecticide; cholinesterase inhibitor. Prepn: GB 855157; Ospenson, Kohn, US 2971882 (1960, 1961 both to California Res. Corp.). Toxicity study: T. B. Gaines, Toxicol. Appl. Pharmacol. 14, 515 (1969) DOI PubMed. GC determn of environmental residue: H. Zhong, M. Latham, J. Am. Mosq. Control Assoc. 17, 225 (2001) PubMed.

Chemical structure

Properties

Usually obtained as a liquid, slightly pungent odor, bp0.5 110°. Poisonous. Corrosive. d425 1.96. Has been crystallized, mp 26.5-27.5°. Vapor pressure at 20° about 2 × 10-3 mm Hg. Practically insol in water. Completely hydrolyzed by water within 48 hrs. Freely sol in aromatic and chlorinated hydrocarbons, ketones, alcohols. Sparingly sol in petroleum solvents and mineral oils. LD50 in male rats (mg/kg): 250 orally; 800 dermally (Gaines).

Caution

Potential symptoms of overexposure are miosis, lacrimation; headache; chest tightness, wheezing and laryngeal spasm; salivation; cyanosis; anorexia, nausea, vomiting, abdominal cramps and diarrhea; weakness, twitching and paralysis; giddiness, ataxia and convulsions; low blood pressure; cardiac irregularities; irritation of skin and eyes. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 114.

Use

Insecticide; acaricide.