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Fluoromethylidyne

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Fluoromethylidyne
Skeletal formula of fluoromethylidyne
Space-filling model of the fluoromethylidyne radical
Names
IUPAC name
  • Fluoromethylidyne (substitutive)
  • Fluoridocarbon(•) (additive)
Other names
  • Carbon(I) fluoride
  • Carbon monofluoride
  • Fluorocarbyne
  • Fluoromethylyne
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/CF/c1-2Key: ISOSXCFSIDVNNC-UHFFFAOYSA-N
SMILES
  • F
Properties
Chemical formula CF
Molar mass 31.0091 g mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Fluoromethylidyne is not a stable chemical species but a metastable radical containing one highly reactive carbon atom bound to one fluorine atom with the formula CF. The carbon atom has a lone-pair and a single unpaired (radical) electron in the ground state.

Ground-state fluoromethylidyne radicals can be produced by the ultraviolet photodissociation of dibromodifluoromethane at 248 nanometer wavelength.

It readily and irreversibly dimerises to difluoroacetylene, also known as difluoroethyne, perfluoroacetylene, or di- or perfluoroethylyne. Under certain conditions it can hexamerise to hexafluorobenzene.

See also

References

  1. F. J. Grieman; A. T. Droege; P. C. Engelking (March 1983). "The aΣ–XΠ transition in CF: A measurement of the term energy and bond length of a fluoromethylidyne metastable". Journal of Chemical Physics. 78 (5): 2248–2254. doi:10.1063/1.445070.
  2. Ruzsicska, B. P.; Jodhan, A.; Choi, H. K. J.; Strausz, O. P.; Bell, T. N. (1983). "Chemistry of carbynes: reaction of CF, CCl, and CBr with alkenes". J. Am. Chem. Soc. 105 (8): 2489–2490. doi:10.1021/ja00346a072.
  3. J. Peeters; J. Van Hoeymissen; S. Vanhaelemeersch; D. Vermeylen (February 1992). "Absolute rate constant measurements of CF(XΠ) reactions. 1. Reactions with O2, F2, Cl2 and NO". Journal of Physical Chemistry. 96 (3): 1257–1263. doi:10.1021/j100182a043.


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