Dichlorodifluoroethylene

A dichlorodifluoroethylene (systematically named dichlorodifluoroethene) is one of three compounds with the chemical formula C
2Cl
2F
2. Dichlorodifluoroethylenes are colourless gases, and are some of the simplest chlorodifluoroalkenes.

Dichlorodifluoroethylene

1,1-Dichloro-2,2-difluoroethylene
cis-1,2-Dichloro-1,2-difluoroethylene
trans-1,2-Dichloro-1,2-difluoroethylene
Names
IUPAC names
1,1-Dichloro-2,2-difluoroethene
(Z)-1,2-Dichloro-1,2-difluoroethene
(E)-1,2-Dichloro-1,2-difluoroethene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.090
UNII
  • InChI=1S/C2Cl2F2/c3-1(4)2(5)6 checkY
    Key: QDGONURINHVBEW-UHFFFAOYSA-N checkY
  • InChI=1S/C2Cl2F2/c3-1(5)2(4)6/b2-1-
    Key: UPVJEODAZWTJKZ-UPHRSURJSA-N
  • InChI=1S/C2Cl2F2/c3-1(5)2(4)6/b2-1+
    Key: UPVJEODAZWTJKZ-OWOJBTEDSA-N
  • ClC(Cl)=C(F)F
  • Cl/C(F)=C(\Cl)F
  • Cl/C(F)=C(/Cl)F
Properties
C2Cl2F2
Molar mass 132.92 g·mol−1
-60.0·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

The structural isomers are used as intermediates or precursors in the production of other industrial chemicals.[1][2]

1,1-Dichloro-2,2-difluoroethylene

1,1-Dichloro-2,2-difluoroethylene is a low-boiling liquid that is used a refrigerant.[3] It may also be used as a solvent, but has practical limitations as such, because of its low boiling point (commercial listings, 19 °C; lit. 17 °C).[4]

It is regarded as a hazardous chemical for being toxic by inhalation (see MSDS), and a low-boiling liquid, and it causes irritation when it comes into contact with the skin and mucous membranes. Its ASHRAE number is R-1112a, and its CAS number is 79-35-6. Concentrated 1,1-dichloro-2,2-difluoroethylene can be ignited with ease in the laboratory.

cis- And trans-1,2-dichloro-1,2-difluoroethylene

The diastereomers were co-isolated first in 1965, by using a combination of fractional melting and fractional distillation.[5] The cis isomer's ASHRAE number is R-1112c, and its CAS number is 311-81-9. Its melting point is −119.6 °C (−183.3 °F).[5] The trans isomer's ASHRAE number is R-1112t, and its CAS number is 381-71-5. Its melting point is −93.3 °C (−135.9 °F).[5] The diastereomers are commercially only available as a mixtures of varying proportions.

References
  1. "1,1-Dichlorodifluoroethylene | 79-35-6 suppliers - BuyersGuideChem". www.buyersguidechem.com. Retrieved 26 December 2013.
  2. "Process for the preparation of 1,2-difluoro-ethylene and 1-chloro-1,2-difluoro-ethylene". www.google.nl. Retrieved 26 December 2013.
  3. "Refrigeration Technologies: Knowledge Center: Toxic Info: Refrigerant Safety Profile". Archived from the original on 2013-12-24. Retrieved 2013-12-05.
  4. "Organic Syntheses Procedure".
  5. Craig, Norman C.; Evans, David A. (5 October 1965). "Infrared and Raman spectra of cis- and trans-1,2-dichloro-1,2-difluoroethylene". Journal of the American Chemical Society. ACS Publications. 87 (19): 4223–4230. doi:10.1021/ja00947a001.
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