Fluoromethylidyne

Fluoromethylidyne
Names
	IUPAC name Fluoromethylidyne (substitutive)[citation needed]; Fluoridocarbon(•) (additive)[citation needed];
	Other names Carbon(I) fluoride[citation needed]; Carbon monofluoride[citation needed]; Fluorocarbyne[citation needed]; Fluoromethylyne[citation needed];
Identifiers
CAS Number	3889-75-6 ;
3D model (JSmol)	Interactive image;
ChemSpider	10605706 ;
PubChem CID	155293615;
CompTox Dashboard (EPA)	DTXSID101315196 ;
	InChI InChI=1S/CF/c1-2 Key: ISOSXCFSIDVNNC-UHFFFAOYSA-N ;
	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). verify (what is ?) Infobox references

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.

References

^ F. J. Grieman; A. T. Droege; 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.
^ 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.
^ 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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[1] F. J. Grieman; A. T. Droege; 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.

[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(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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Fluoromethylidyne

See also

References