fluoromethylidyne

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| verifiedrevid = 451372240

| ImageFileL1 = Fluoromethylidyne.png

| ImageAltL1 = Skeletal formula of fluoromethylidyne

| ImageFileR1 = Fluoromethylidyne radical spacefill.png

| ImageAltR1 = Space-filling model of the fluoromethylidyne radical

| IUPACName = {{Unbulleted list|Fluoromethylidyne (substitutive){{Citation needed|date=April 2012}}|Fluoridocarbon(•) (additive){{Citation needed|date=April 2012}}

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| OtherNames = {{Unbulleted list|Carbon(I) fluoride{{Citation needed|date=April 2012}}|Carbon monofluoride{{Citation needed|date=April 2012}}|Fluorocarbyne{{Citation needed|date=April 2012}}|Fluoromethylyne{{Citation needed|date=April 2012}}

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|Section1={{Chembox Identifiers

| CASNo = 3889-75-6

| CASNo_Ref = {{cascite|correct|CAS}}

| ChemSpiderID = 10605706

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| PubChem = 155293615

| SMILES = [C]F

| StdInChI = 1S/CF/c1-2

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = ISOSXCFSIDVNNC-UHFFFAOYSA-N

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

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|Section2={{Chembox Properties

| Formula = CF

| MolarMass = 31.0091 g mol−1

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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.{{Cite journal |author1=F. J. Grieman |author2=A. T. Droege |author3=P. C. Engelking |date=March 1983 | title = The a4ΣX2Π transition in CF: A measurement of the term energy and bond length of a fluoromethylidyne metastable | journal = Journal of Chemical Physics | volume = 78 | issue = 5 | pages = 2248–2254 |doi= 10.1063/1.445070 }} The carbon atom has a lone-pair and a single unpaired (radical) electron in the ground state.{{cite journal |author1=Ruzsicska, B. P. |author2=Jodhan, A. |author3=Choi, H. K. J.|author4=Strausz, O. P. |author5=Bell, T. N. |title= Chemistry of carbynes: reaction of CF, CCl, and CBr with alkenes |journal= J. Am. Chem. Soc. |volume= 105 |year= 1983 |issue= 8 |pages= 2489–2490 |doi= 10.1021/ja00346a072 }}

Ground-state fluoromethylidyne radicals can be produced by the ultraviolet photodissociation of dibromodifluoromethane at 248 nanometer wavelength.{{Cite journal |author1=J. Peeters |author2=J. Van Hoeymissen |author3=S. Vanhaelemeersch |author4=D. Vermeylen |date=February 1992 | title = Absolute rate constant measurements of CF(X2Π) reactions. 1. Reactions with O2, F2, Cl2 and NO | journal = Journal of Physical Chemistry | volume = 96 | issue = 3 | pages = 1257–1263 |doi= 10.1021/j100182a043}}

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

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Category:Free radicals

Category:Reactive intermediates

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