Aldrin

Aldrin is an organochlorine insecticide that was widely used until the 1990s, when it was banned in most countries. Aldrin is a member of the so-called "classic organochlorines" (COC) group of pesticides. COCs enjoyed a very sharp rise in popularity during and after World War II. Other noteworthy examples of COCs include dieldrin and DDT. After research showed that organochlorines can be highly toxic to the ecosystem through bioaccumulation, most were banned from use. Before the ban, it was heavily used as a pesticide to treat seed and soil. Aldrin and related "cyclodiene" pesticides (a term for pesticides derived from Hexachlorocyclopentadiene) became notorious as persistent organic pollutants.

Aldrin
Names
Preferred IUPAC name
(1R,4S,4aS,5S,8R,8aR)-1,2,3,4,10,10-Hexachloro-1,4,4a,5,8,8a-hexahydro-1,4:5,8-dimethanonaphthalene
Other names
HHDN
octalene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.652
EC Number
  • 206-215-8
KEGG
RTECS number
  • IO2100000
UNII
UN number 2762, 2761
  • InChI=1S/C12H8Cl6/c13-8-9(14)11(16)7-5-2-1-4(3-5)6(7)10(8,15)12(11,17)18/h1-2,4-7H,3H2/t4-,5+,6+,7-,10+,11- Y
    Key: QBYJBZPUGVGKQQ-SJJAEHHWSA-N Y
  • InChI=1/C12H8Cl6/c13-8-9(14)11(16)7-5-2-1-4(3-5)6(7)10(8,15)12(11,17)18/h1-2,4-7H,3H2/t4-,5+,6+,7-,10+,11-
    Key: QBYJBZPUGVGKQQ-SJJAEHHWBI
  • ClC4(Cl)[C@@]2(Cl)C(/Cl)=C(/Cl)[C@]4(Cl)[C@@H]3[C@@H]\1C[C@@H](/C=C/1)[C@H]23
Properties
C12H8Cl6
Molar mass 364.90 g·mol−1
Appearance Colorless solid
Density 1.60 g/mL
Melting point 104 °C (219 °F; 377 K)
slightly soluble (0.003%)
Vapor pressure 7.5 × 10−5 mmHg @ 20 °C
Pharmacology
Legal status
  • AU: S6 (Poison)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
potential occupational carcinogen
GHS labelling:
Danger
H300, H301, H310, H311, H351, H372, H410
P201, P202, P260, P262, P264, P270, P273, P280, P281, P301+P310, P302+P350, P302+P352, P308+P313, P310, P312, P314, P321, P322, P330, P361, P363, P391, P405, P501
NFPA 704 (fire diamond)
4
0
0
Flash point 66 °C (151 °F; 339 K)
Lethal dose or concentration (LD, LC):
50 mg/kg (rabbit, oral)
33 mg/kg (guinea pig, oral)
39 mg/kg (rat, oral)
44 mg/kg (mouse, oral)
5.8 mg/m3 (rat, 4 hr)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 0.25 mg/m3 [skin]
REL (Recommended)
Ca TWA 0.25 mg/m3 [skin]
IDLH (Immediate danger)
25 mg/m3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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