Endrin

Endrin is an insecticide that was commonplace among cotton growers and for the treament of cereals. It was also used to kill rodents. It is a neurotoxin. It is a stereoisomer of Dieldrin. In the soil, it can take up to twelve years to decay. It is one of the twelve substances listed in the Stockholm Convention on Persistent Organic Pollutants, and its production, trade and use is banned since 2004.

Endrin
IUPAC name	(1R,2S,3R,6S,7R,8S,9S,11R)-3,4,5,6,13,13-Hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-ene
Other names	Mendrin, Compound 269, (1aR,2S,2aS,3S,6R,6aR,7R,7aS)-3,4,5,6,9,9-hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphtho[2,3-b]oxirene, 1,2,3,4,10,10-Hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-endo,endo-5,8-dimethanonaphthalene
Identifiers
CAS number	72-20-8
PubChem	3048
KEGG	C18124
ChEBI	CHEBI:81526
RTECS number	IO1575000
SMILES	C1C2C3C(C1C4C2O4)C5(C(=C(C3(C5(Cl)Cl)Cl)Cl)Cl)Cl
InChI InChI=1/C12H8Cl6O/c13-8-9(14)11(16)5-3-1-2(6-7(3)19-6)4(5)10(8,15)12(11,17)18/h2-7H,1H2/t2-,3+,4+,5-,6-,7+,10-,11+
Properties
Molecular formula	C12H8Cl6O
Molar mass	380.9 g mol-1
Appearance	Colorless to tan crystalline solid
Density	1.77 g/cm3
Melting point	200 °C, 473 K, 392 °F
Solubility in water	0.23 mg/L
Vapor pressure	2.6 x 10-5 Pa
Hazards
NFPA 704	0 2 0
Flash point	noncombustible
U.S. Permissible exposure limit (PEL)	TWA 0.1 mg/m3 [skin]
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)