Ferrocenium hexafluorophosphate
{{chembox
| Watchedfields = changed
| verifiedrevid =
| ImageFile = Ferrocenium hexafluorophosphate.svg
| ImageSize = 200px
| IUPACName = Ferrocenium hexafluorophosphate
|Section1={{Chembox Identifiers
| CASNo = 11077-24-0
| PubChem = 16212479
| ChemSpiderID = 17340319
| StdInChI=1S/2C5H5.F6P.Fe/c2*1-2-4-5-3-1;1-7(2,3,4,5)6;/h2*1-5H;;/q;;-1;
| StdInChIKey = PCJFEGIXYOQEQD-UHFFFAOYSA-N
| SMILES = [CH-]1C=CC=C1.[Fe+3].[CH-]1C=CC=C1.F[P-](F)(F)(F)(F)F
}}
|Section2={{Chembox Properties
| C=10|H=10|P=1|Fe=1|F=6
| MolarMass =
| Appearance = dark blue powder
| Density = {{val|1.808|u=g/cm3}}
| MeltingPtC =
| MeltingPt_notes = (decomposes)
| BoilingPt =
| Solubility =
| SolubleOther = Soluble{{citation needed|date=January 2013}}
| Solvent = acetonitrile
}}
| Section3 = {{Chembox Structure
| Structure_ref =
| CrystalStruct = monoclinic
| SpaceGroup = P21/c
| PointGroup =
| LattConst_a = {{val|13.429|(3)|ul=Å}}
| LattConst_b = {{val|9.547|(2)|u=Å}}
| LattConst_c = {{val|9.547|(2)|u=Å}}
| LattConst_alpha =
| LattConst_beta = 93.31(3)
| LattConst_gamma =
| LattConst_Comment =
| UnitCellVolume = {{val|1215.8|(5)|u=Å3}}
| UnitCellFormulas =
| Coordination =
| MolShape =
| OrbitalHybridisation =
| Dipole =
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|Section7 = {{Chembox Hazards
| ExternalSDS = [http://msds.chem.ox.ac.uk/FE/ferrocenium_tetrafluoroborate.html External MSDS]
| FlashPt =
| AutoignitionPt =
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|315|319|335}}
| PPhrases = {{P-phrases|261|305+351+338}}
}}
|Section8={{Chembox Related
| OtherAnions = Ferrocenium tetrafluoroborate
| OtherCompounds = Ferrocene}}
}}
Ferrocenium hexafluorophosphate is an organometallic compound with the formula [Fe(C5H5)2]PF6. This salt is composed of the cation [Fe(C5H5)2]+ and the hexafluorophosphate anion ({{chem|P|F|6|−}}). The related tetrafluoroborate is also a popular reagent with similar properties. The ferrocenium cation is often abbreviated Fc+ or Cp2Fe+. The salt is deep blue in color and paramagnetic.
Ferrocenium salts are one-electron oxidizing agents, and the reduced product, ferrocene, is relatively inert and readily separated from ionic products. The ferrocene–ferrocenium couple is often used as a reference in electrochemistry. In acetonitrile solution that is 0.1 M in NBu4PF6, the Fc+/Fc couple is +0.641 V with respect to the normal hydrogen electrode.{{cite journal|first1=N. G.|last1= Connelly|first2= W. E.|last2= Geiger| title=Chemical Redox Agents for Organometallic Chemistry|journal=Chem. Rev.|year= 1996| volume= 96|issue=2| pages= 877–910| doi=10.1021/cr940053x| pmid=11848774}}
Preparation and structure
Commercially available, this compound may be prepared by oxidizing ferrocene with ferric salts followed by addition of hexafluorophosphoric acid.
The compound is monoclinic with well-separated cation and anion; the {{chem|P|F|6|-}} may rotate freely. The average Fe-C bond length is 2.047 Å, which is virtually indistinguishable from the Fe-C distance in ferrocene.
References
{{reflist}}
{{iron compounds}}
{{Hexafluorophosphates}}
{{Cyclopentadienide complexes}}