1,2-Dichloroethene

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cis-1,2-Dichloroethene (Z) (left) and trans-1,2-Dichloroethene (E) (right)
Skeletal formula of cis-1,2-dichloroethene
Skeletal formula of trans-1,2-dichloroethene
Ball-and-stick model of cis-1,2-dichloroethene
Ball-and-stick model of trans-1,2-dichloroethene
Names
IUPAC name
1,2-Dichloroethene
Other names
1,2-Dichloroethylene
1,2-DCE
sym-Dichloroethylene
Identifiers
156-59-2 (Z) YesY
156-60-5 (E) YesY
540-59-0 (mixture of E and Z) YesY
ChEBI CHEBI:18882 YesY
ChemSpider 10438 YesY
Jmol 3D model Interactive image
Interactive image
KEGG C06792 YesY
PubChem 643833 (Z)
638186 (E)
10900 (mixture of E and Z)
  • InChI=1S/C2H2Cl2/c3-1-2-4/h1-2H YesY
    Key: KFUSEUYYWQURPO-UHFFFAOYSA-N YesY
  • 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
  • Cl[C@H]=CCl
  • ClC=CCl
Properties
C2H2Cl2
Molar mass 96.95 g/mol
Appearance clear liquid[1]
Odor acrid, chloroform-like[1]
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
Z: 1.9 D
E: 0 D
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

1,2-Dichloroethene, commonly called 1,2-dichloroethylene or 1,2-DCE, is an organochloride with the molecular formula C2H2Cl2. It is a highly flammable, colorless liquid with a sharp, harsh 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 "scarcely any industrial applications,"[2] although they are fundamental given their simple stoichiometries.

Production

cis-DCE is obtainable by the controlled chlorination of acetylene:

C2H2 + Cl2 → C2H2Cl2

Industrially both isomers arise as byproduct of the production of vinyl chloride, which is produced on a vast scale. Unlike vinyl chloride, the 1,2-dichloroethylene isomers do not polymerize.[2]

These compounds are in a variety of applications including electronics cleaning, precision cleaning, and certain metal cleaning applications sold under the trade name VersaTrans.

Safety

These compounds have "moderate oral toxicity to rats."[2]

See also

References

  1. ↑ 1.0 1.1 Cite error: Invalid <ref> tag; no text was provided for refs named NIOSH
  2. ↑ 2.0 2.1 2.2 Lua error in package.lua at line 80: module 'strict' not found.

External links

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