Title: Dieldrin
CAS Registry Number: 60-57-1
CAS Name: (1aa,2b,2aa,3b,6b,6aa,7b,7aa)-3,4,5,6,9,9-Hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphth[2,3-b]oxirene
Additional Names: 1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-endo,exo-1,4:5,8-dimethanonaphthalene; insecticide no. 497; HEOD
Manufacturers' Codes: ENT-16225; compd 497
Trademarks: Octalox (Velsicol)
Molecular Formula: C12H8Cl6O
Molecular Weight: 380.91
Percent Composition: C 37.84%, H 2.12%, Cl 55.84%, O 4.20%
Literature References: Stereoisomer of endrin, q.v. Activity: C. W. Kearns et al., J. Econ. Entomol. 42, 127 (1949). Prepn from aldrin, q.v.: Soloway, US 2676131 (1954 to Shell); Payne, Smith, US 2776301 (1957 to Shell). Synthesis: Korte, Rechmeier, Ann. 656, 131 (1962). Metabolism: M. K. Baldwin et al., Chem. Ind. (London) 1970, 595; C. T. Bedford, D. H. Hutson, ibid. 1976, 440. Toxicity data: Gaines, Toxicol. Appl. Pharmacol. 14, 515 (1969). Review of toxicology and human exposure: Toxicological Profile for Aldrin/Dieldrin (PB2003-100134, 2002) 354 pp.
Properties: Crystals, mp 176-177°. Vapor press at 20°: 3.1 ´ 10-6 mm Hg. Practically insol in water. Moderately sol in common organic solvents except aliphatic petr solvents and methyl alcohol. Stable in org and inorg alkalies and acids commonly used in agriculture. Affected by strong mineral acids. LD50 orally in rats: 46 mg/kg (Gaines).
Melting point: mp 176-177°
Toxicity data: LD50 orally in rats: 46 mg/kg (Gaines)
CAUTION: Absorbed through skin, respiratory mucosa and GI tract. Potential symptoms of overexposure are malaise, headache, nausea, vomiting, dizziness, sweating, tremors, myoclonic limb jerks; clonic and tonic convulsions, coma, respiratory failure; leukocytosis, increased blood pressure, tachycardia, arrhythmia, metabolic acidosis, fever. Potential occupational carcinogen. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 104; Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section III, pp 143-146.
Use: Formerly as insecticide. |