Fluoromethylidyne (original) (raw)

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Fluoromethylidyne

Skeletal formula of fluoromethylidyne Space-filling model of the fluoromethylidyne radical
Names
IUPAC name Fluoromethylidyne (substitutive)[_citation needed_]Fluoridocarbon(•) (additive)[_citation needed_]
Other namesCarbon(I) fluoride[_citation needed_]Carbon monofluoride[_citation needed_]Fluorocarbyne[_citation needed_]Fluoromethylyne[_citation needed_]
Identifiers
CAS Number 3889-75-6 checkY
3D model (JSmol) Interactive image
ChemSpider 10605706 checkY
PubChem CID 155293615
CompTox Dashboard (EPA) DTXSID101315196 Edit this at Wikidata
InChI InChI=1S/CF/c1-2 checkYKey: ISOSXCFSIDVNNC-UHFFFAOYSA-N checkY
SMILES [C]F
Properties
Chemical formula 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). ☒N verify (what is checkY☒N ?) 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.[1] The carbon atom has a lone-pair and a single unpaired (radical) electron in the ground state.[2]

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.

  1. ^ F. J. Grieman; A. T. Droege; P. C. Engelking (March 1983). "The _a_4Σ−–_X_2Π 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(_X_2Π) reactions. 1. Reactions with O2, F2, Cl2 and NO". Journal of Physical Chemistry. 96 (3): 1257–1263. doi:10.1021/j100182a043.