Hexachlorocyclopentadiene

Hexachlorocyclopentadiene
Skeletal formula
Ball-and-stick model of hexachlorocyclopentadiene
Names
IUPAC name
1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene
Other names
graphlox, perchlorocyclopentadiene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.937 Edit this at Wikidata
UNII
  • InChI=1S/C5Cl6/c6-1-2(7)4(9)5(10,11)3(1)8 checkY
    Key: VUNCWTMEJYMOOR-UHFFFAOYSA-N checkY
  • 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
C5Cl6
Molar mass 272.76 g·mol−1
Appearance Pale-yellow to amber-colored liquid
Odor Pungent, unpleasant[1]
Density 1.702 g/cm3
Melting point −10 °C (14 °F; 263 K)
Boiling point 239 °C (462 °F; 512 K)
0.0002% (Reacts, 25°C)[1]
Vapor pressure 0.08 mmHg
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Teratogen
Flash point 100 °C (212 °F; 373 K)
NIOSH (US health exposure limits):
PEL (Permissible)
 none[1]
REL (Recommended)
 TWA 0.01 ppm (0.1 mg/m3)[1]
IDLH (Immediate danger)
 N.D.[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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,[2] and smaller amounts continue to be produced today.

  1. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0315". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ Robert L. Metcalf (2002). "Insect Control". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a14_263. ISBN 978-3527306732.