Mirex

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Mirex

Names
Preferred IUPAC name Dodecachlorooctahydro-1H-1,3,4-(epimethanetriyl)cyclobuta[cd]pentalene
Other names Perchlorodihomocubane
Identifiers
CAS Number	2385-85-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:34852 N
ChemSpider	16054 N
ECHA InfoCard	100.017.452
EC Number	236-948-9
KEGG	C14184 N
MeSH	D008917
PubChem CID	16945
UNII	Z917AN264P Y
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 N Key: GVYLCNUFSHDAAW-UHFFFAOYSA-N 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). N verify (what is YN ?) 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 both cyclopentadiene and cubane. It was popularized to control fire ants but by virtue of 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.