Mirex

Mirex
Names
	Preferred IUPAC name Dodecachlorooctahydro-1H-1,3,4-(epimethanetriyl)cyclobuta[cd]pentalene
Identifiers
CAS Number	2385-85-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:34852 ;
ChemSpider	16054 ;
ECHA InfoCard	100.017.452
EC Number	236-948-9;
KEGG	C14184 ;
MeSH	D008917
PubChem CID	16945;
UNII	Z917AN264P ;
CompTox Dashboard (EPA)	DTXSID7020895 ;
	InChI InChI=1S/C10Cl12/c11-1-2(12)7(17)4(14)3(13,5(1,15)9(7,19)20)6(1,16)10(21,22)8(2,4)18 Key: GVYLCNUFSHDAAW-UHFFFAOYSA-N ; InChI=1/C10Cl12/c11-1-2(12)7(17)4(14)3(13,5(1,15)9(7,19)20)6(1,16)10(21,22)8(2,4)18 Key: GVYLCNUFSHDAAW-UHFFFAOYAV;
	SMILES ClC12C(C3(Cl)Cl)(Cl)C4(Cl)C1(Cl)C(Cl)(Cl)C5(Cl)C4(Cl)C3(Cl)C52Cl;
Properties
Chemical formula	C10Cl12
Molar mass	545.55 g/mol
Melting point	485 °C (905 °F; 758 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Mirex is an organochloride that was commercialized as an insecticide and later banned because of its impact on the environment. This white crystalline odorless solid is a derivative of cyclopentadiene. It was popularized to control fire ants but by virtue of its chemical robustness and lipophilicity it was recognized as a bioaccumulative pollutant. The spread of the red imported fire ant was encouraged by the use of mirex, which also kills native ants that are highly competitive with the fire ants. The United States Environmental Protection Agency prohibited its use in 1976.^[1] It is prohibited by the Stockholm Convention on Persistent Organic Pollutants.

^ Robert L. Metcalf "Insect Control" in Ullmann’s Encyclopedia of Industrial Chemistry" Wiley-VCH, Wienheim, 2002. doi:10.1002/14356007.a14_263