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
Names
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
Properties
Molecular formula C12H8Cl6O
Molar mass 380.9 g mol-1
Appearance Colorless to tan crystalline solid
Density 1.77 g/cm3 [1]
Melting point

200 °C, 473 K, 392 °F

Solubility in water 0.23 mg/L[2]
Vapor pressure 2.6 x 10-5 Pa[1]
Hazards
NFPA 704

NFPA 704.svg

0
2
0
 
Flash point noncombustible
U.S. Permissible
exposure limit (PEL)
TWA 0.1 mg/m3 [skin][3]

References

  1. 1.0 1.1 EndrinDeutsche Gesellschaft für Technische Zusammenarbeit. Retrieved 13 March 2015.
  2. Endrin (PDS)IPCS. Retrieved 13 March 2015.
  3. NIOSH Pocket Guide to Chemical Hazards. #0252National Institute for Occupational Safety and Health (NIOSH).