1,2-Dichloroethene

1,2-Dichloroethene, commonly called 1,2-dichloroethylene or 1,2-DCE, is the name for a pair of organochlorine compounds with the molecular formula C2H2Cl2. They are both colorless liquids with a sweet odor. It can exist as either of two geometric isomers, cis-1,2-dichloroethene or trans-1,2-dichloroethene, but is often used as a mixture of the two. They have modest solubility in water. These compounds have some applications as a degreasing solvent. In contrast to most cis-trans compounds, the Z isomer (cis) is more stable than the E isomer (trans) by 0.4 kcal/mol.

1,2-Dichloroethene
cis-1,2-Dichloroethene (Z)
trans-1,2-Dichloroethene (E)
Names
Preferred IUPAC name
1,2-Dichloroethene
Other names
1,2-Dichloroethylene
1,2-DCE
Acetylene dichloride
sym-Dichloroethylene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.007.956
EC Number
  • 208-750-2
KEGG
PubChem CID
UNII
  • InChI=1S/C2H2Cl2/c3-1-2-4/h1-2H Y
    Key: KFUSEUYYWQURPO-UHFFFAOYSA-N Y
  • InChI=1/C2H2Cl2/c3-1-2-4/h1-2H/b2-1-
    Key: KFUSEUYYWQURPO-UPHRSURJBI
  • InChI=1/C2H2Cl2/c3-1-2-4/h1-2H
    Key: KFUSEUYYWQURPO-UHFFFAOYAW
SMILES
  • Cl[C@H]=CCl
  • ClC=CCl
Properties
C2H2Cl2
Molar mass 96.95 g/mol
Appearance colorless liquid
Odor sweet
Density Z: 1.28 g/cm3
E: 1.26 g/cm3
Melting point Z: −81.47 °C
E: −49.44 °C
Boiling point Z: 60.2 °C
E: 48.5 °C
Magnetic susceptibility (χ)
  • −51.0·10−6 cm3/mol (cis)
  • −48.9·10−6 cm3/mol (trans)
Z: 1.9 D
E: 0 D
Hazards
Flash point 2–4 °C; 36–39 °F; 275–277 K
Explosive limits 5.6–12.8%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
 770 mg/kg (oral, rat)
1275 mg/kg (oral, rat, trans-isomer)
LC50 (median concentration)
 21,273 ppm (mouse, 6 hr, trans-isomer)
LCLo (lowest published)
 16,000 ppm (rat, 6 hr, cis-isomer)
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 200 ppm (790 mg/m3)
REL (Recommended)
 TWA 200 ppm (790 mg/m3)
IDLH (Immediate danger)
 1000 ppm
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
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