Difluoroacetylene is a compound of carbon and fluorine having molecular formula C2F2. A linear molecule, its two carbons are joined by a triple bond and have terminal fluorines: F-C≡C-F. The molecule is the perfluorocarbon analog of acetylene, C2H2. Preparation of difluoroacetylene is difficult, with danger of explosions and with low yields. Nevertheless, the compound has been made, isolated, and characterized by various spectroscopical methods (MS, NMR, Photoelectron- and IR spectroscopy). The compound is of interest as a precursor to fluoropolymers containing double bonds, analogous to polyacetylene.

Difluoroacetylene
Names
Preferred IUPAC name
Difluoroethyne[1]
Other names
Difluoroacetylene
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C2F2/c3-1-2-4
    Key: BWTZYYGAOGUPFQ-UHFFFAOYSA-N
  • InChI=1/C2F2/c3-1-2-4
    Key: BWTZYYGAOGUPFQ-UHFFFAOYAS
  • FC#CF
Properties
C2F2
Molar mass 62.019 g·mol−1
Related compounds
Related compounds
Dichloroacetylene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Difluoroacetylene is stable in the gaseous phase under low pressure. At liquid nitrogen temperature, it is slowly changing to tetrafluorobutatriene, most likely through an intermediate of difluorovinylidene.

See also

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Higher halogen homologues:

References

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  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 375. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

Bibliography

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  • Trifu, Roxana Melita (1999). Homopolymers of dihaloacetylenes (Ph.D. thesis, University of Illinois at Chicago).