Chlordecone

Chlordecone
Names
	IUPAC name decachloropentacyclo[5.3.0.02.6.03.9.04.8]decan-5-one
	Other names Chlordecone; Clordecone; Merex; CAS name: 1,1a,3,3a,4,5,5,5a,5b,6-decachlorooctahydro-1,3,4-metheno-2H-cyclobuta[cd]pentalen-2-one
Identifiers
CAS Number	143-50-0 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16548 ;
ChEMBL	ChEMBL462576 ;
ChemSpider	293 ;
ECHA InfoCard	100.005.093
EC Number	205-601-3;
KEGG	C01792 ;
PubChem CID	299;
UNII	RG5XJ88UDF ;
CompTox Dashboard (EPA)	DTXSID1020770 ;
	InChI InChI=1S/C10Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20 Key: LHHGDZSESBACKH-UHFFFAOYSA-N ; InChI=1/C10Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20 Key: LHHGDZSESBACKH-UHFFFAOYAM;
	SMILES ClC54C(=O)C1(Cl)C2(Cl)C5(Cl)C3(Cl)C4(Cl)C1(Cl)C2(Cl)C3(Cl)Cl;
Properties
Chemical formula	C10Cl10O
Molar mass	490.633 g/mol
Appearance	tan to white crystalline solid
Odor	odorless
Density	1.6 g/cm3
Melting point	349 °C (660 °F; 622 K) (decomposes)
Solubility in water	0.27 g/100 mL
Solubility	soluble in acetone, ketone, acetic acid ; slightly soluble in benzene, hexane
log P	5.41
Vapor pressure	3.10−7 kPa
Thermochemistry
Std molar; entropy (S⦵298)	764 J/K mol
Std enthalpy of; formation (ΔfH⦵298)	-225.9 kJ/mol
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	carcinogen
Flash point	Non-flammable
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	95 mg/kg (rat, oral)
	NIOSH (US health exposure limits):
PEL (Permissible)	none
REL (Recommended)	Ca TWA 0.001 mg/m3
IDLH (Immediate danger)	N.D.
	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

Chlordecone, better known in the United States under the brand name Kepone, is an organochlorine compound and a colourless solid. It is an obsolete insecticide, now prohibited in the western world, but only after many thousands of tonnes had been produced and used.^[3] Chlordecone is a known persistent organic pollutant that was banned globally by the Stockholm Convention on Persistent Organic Pollutants in 2009.^[4]

^ IUPAC Agrochemical information.
^ ^a ^b ^c ^d ^e NIOSH Pocket Guide to Chemical Hazards. "#0365". National Institute for Occupational Safety and Health (NIOSH).
^ Robert L. Metcalf "Insect Control" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, Wienheim, 2002. doi:10.1002/14356007.a14_263
^ Press Release – COP4 – Geneva, 8 May 2009: Governments unite to step-up reduction on global DDT reliance and add nine new chemicals under international treaty, 2009.

[1] IUPAC Agrochemical information.

[PGCH-2] NIOSH Pocket Guide to Chemical Hazards. "#0365". National Institute for Occupational Safety and Health (NIOSH).

[Ullmann2-3] Robert L. Metcalf "Insect Control" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, Wienheim, 2002. doi:10.1002/14356007.a14_263

[COP4,_2009_Press_release-4] Press Release – COP4 – Geneva, 8 May 2009: Governments unite to step-up reduction on global DDT reliance and add nine new chemicals under international treaty, 2009.

[1]

[2]

[3]

[4]

Names


IUPAC name decachloropentacyclo[5.3.0.0^2.6.0^3.9.0^4.8]decan-5-one^[1]
Other names Chlordecone Clordecone Merex CAS name: 1,1a,3,3a,4,5,5,5a,5b,6-decachlorooctahydro-1,3,4-metheno-2H-cyclobuta[cd]pentalen-2-one
Identifiers
CAS Number	143-50-0^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:16548^N
ChEMBL	ChEMBL462576^Y
ChemSpider	293^Y
ECHA InfoCard	100.005.093
EC Number	205-601-3
KEGG	C01792^Y
PubChem CID	299
UNII	RG5XJ88UDF^N
CompTox Dashboard (EPA)	DTXSID1020770
InChI InChI=1S/C10Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20^Y Key: LHHGDZSESBACKH-UHFFFAOYSA-N^Y InChI=1/C10Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20 Key: LHHGDZSESBACKH-UHFFFAOYAM
SMILES ClC54C(=O)C1(Cl)C2(Cl)C5(Cl)C3(Cl)C4(Cl)C1(Cl)C2(Cl)C3(Cl)Cl
Properties
Chemical formula	C₁₀Cl₁₀O
Molar mass	490.633 g/mol
Appearance	tan to white crystalline solid
Odor	odorless
Density	1.6 g/cm³
Melting point	349 °C (660 °F; 622 K) (decomposes)
Solubility in water	0.27 g/100 mL
Solubility	soluble in acetone, ketone, acetic acid slightly soluble in benzene, hexane
log P	5.41
Vapor pressure	3.10⁻⁷ kPa
Thermochemistry
Std molar entropy (S^⦵₂₉₈)	764 J/K mol
Std enthalpy of formation (Δ_fH^⦵₂₉₈)	-225.9 kJ/mol
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	carcinogen^[2]
Flash point	Non-flammable^[2]
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	95 mg/kg (rat, oral)
NIOSH (US health exposure limits):
PEL (Permissible)	none^[2]
REL (Recommended)	Ca TWA 0.001 mg/m³^[2]
IDLH (Immediate danger)	N.D.^[2]
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