Hexachlorobenzene

Hexachlorobenzene
Skeletal formula of hexachlorobenzene	Ball-and-stick model of hexachlorobenzene
Names
	Preferred IUPAC name Hexachlorobenzene
	Other names Perchlorobenzene; HCB; Julin's chloride of carbon
Identifiers
CAS Number	118-74-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:5692 ;
ChEMBL	ChEMBL228514 ;
ChemSpider	8067 ;
ECHA InfoCard	100.003.886
KEGG	C11042 ;
PubChem CID	8370;
UNII	4Z87H0LKUY ;
CompTox Dashboard (EPA)	DTXSID2020682 ;
	InChI InChI=1S/C6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9 Key: CKAPSXZOOQJIBF-UHFFFAOYSA-N ; InChI=1/C6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9 Key: CKAPSXZOOQJIBF-UHFFFAOYAV;
	SMILES c1(Cl)c(Cl)c(Cl)c(Cl)c(Cl)c1Cl;
Properties
Chemical formula	C6Cl6
Molar mass	284.77 g·mol−1
Appearance	White crystalline solid
Density	2.04 g/cm3
Melting point	228.83 °C (443.89 °F; 501.98 K)
Boiling point	325 °C (617 °F; 598 K)
Solubility in water	insoluble
Solubility in other solvents	slightly soluble in ethanol; soluble in diethyl ether and chloroform; very soluble in benzene
log P	5.47
Magnetic susceptibility (χ)	−147.0·10−6 cm3/mol
Thermochemistry
Heat capacity (C)	201.2 J·mol−1·K−1
Std molar; entropy (S⦵298)	260.2 J·mol−1·K−1
Std enthalpy of; formation (ΔfH⦵298)	−127.6 kJ·mol−1
Enthalpy of fusion (ΔfH⦵fus)	25.2 kJ·mol−1
Related compounds
Related compounds	Benzene; Hexafluorobenzene; Hexabromobenzene; Hexaiodobenzene
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Hexachlorobenzene, or perchlorobenzene, is an aryl chloride and a six-substituted chlorobenzene with the molecular formula C₆Cl₆. It is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. It has been banned globally under the Stockholm Convention on Persistent Organic Pollutants.^[6]

^ ^a ^b ^c Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. p. 3-276. ISBN 978-1-4200-9084-0.
^ Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. p. 16-42. ISBN 978-1-4200-9084-0.
^ Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. p. 3-674. ISBN 978-1-4200-9084-0.
^ Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. p. 6-137. ISBN 978-1-4200-9084-0.
^ Lide, David R., ed. (2009). CRC Handbook of Chemistry and Physics (90th ed.). Boca Raton, Florida: CRC Press. p. 5-30. ISBN 978-1-4200-9084-0.
^ Stockholm Convention on Persistent Organic Pollutants website Archived 2014-04-16 at the Wayback Machine