Topic summary

Hexachlorocyclopentadiene

Hexachlorocyclopentadiene
Names IUPAC name
1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene
Other names
graphlox, perchlorocyclopentadiene
Identifiers
3D model (JSmol)
ChemSpiderECHA InfoCard100.000.937UNII
  • InChI=1S/C5Cl6/c6-1-2(7)4(9)5(10,11)3(1)8
    Key: VUNCWTMEJYMOOR-UHFFFAOYSA-N
  • InChI=1/C5Cl6/c6-1-2(7)4(9)5(10,11)3(1)8
    Key: VUNCWTMEJYMOOR-UHFFFAOYAM
  • ClC1(Cl)C(/Cl)=C(/Cl)\C(\Cl)=C1\Cl
Properties C5Cl6Molar mass272.76 g·mol Appearance Pale-yellow to amber-colored liquid OdorPungent, unpleasant Density1.702 g/cm3 Melting point−10 °C (14 °F; 263 K) Boiling point239 °C (462 °F; 512 K) 0.0002% (Reacts, 25°C) Vapor pressure0.08 mmHg Hazards Occupational safety and health (OHS/OSH):
Main hazards
Teratogen Flash point100 °C (212 °F; 373 K) NIOSH (US health exposure limits):
PEL (Permissible)
none
REL (Recommended)
TWA 0.01 ppm (0.1 mg/m)
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).
checkYverify (  ?)

Hexachlorocyclopentadiene (HCCPD), also known as C-56, Graphlox, and HRS 1655, is an organochlorine compound with the formula C5Cl6. It is a precursor to pesticides, flame retardants, and dyes. It is a colourless liquid, although commercial samples appear lemon-yellow liquid sometimes with a bluish vapour. Many of its derivatives proved to be highly controversial, as studies showed them to be persistent organic pollutants. An estimated 270,000 tons were produced until 1976, and smaller amounts continue to be produced today.