Hexachlorobenzene

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.

Hexachlorobenzene
Names
Preferred IUPAC name
Hexachlorobenzene
Other names
Perchlorobenzene; HCB; Julin's chloride of carbon
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.886
KEGG
UNII
  • InChI=1S/C6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9 Y
    Key: CKAPSXZOOQJIBF-UHFFFAOYSA-N Y
  • InChI=1/C6Cl6/c7-1-2(8)4(10)6(12)5(11)3(1)9
    Key: CKAPSXZOOQJIBF-UHFFFAOYAV
  • c1(Cl)c(Cl)c(Cl)c(Cl)c(Cl)c1Cl
Properties
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)
insoluble
Solubility in other solvents slightly soluble in ethanol; soluble in diethyl ether and chloroform; very soluble in benzene
log P 5.47
−147.0·10−6 cm3/mol
Thermochemistry
201.2 J·mol−1·K−1
260.2 J·mol−1·K−1
−127.6 kJ·mol−1
Enthalpy of fusion fHfus)
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
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