Fluoromethylidyne

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.[1] The carbon atom has a lone-pair and a single unpaired (radical) electron in the ground state.[2]

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
3D model (JSmol)
ChemSpider
Properties
CF•
Molar mass 31.0091 g mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Ground-state fluoromethylidyne radicals can be produced by the ultraviolet photodissociation of dibromodifluoromethane at 248 nanometer wavelength.[3]

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, and P. C. Engelking (March 1983). "The a4Σ−–X2Π 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.CS1 maint: uses authors parameter (link)
  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: 2489–2490. doi:10.1021/ja00346a072.CS1 maint: uses authors parameter (link)
  3. J. Peeters; J. Van Hoeymissen; S. Vanhaelemeersch; D. Vermeylen (February 1992). "Absolute rate constant measurements of CF(X2Π) 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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