Ferrocenium hexafluorophosphate

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| Watchedfields = changed

| verifiedrevid =

| ImageFile = Ferrocenium hexafluorophosphate.svg

| ImageSize = 200px

| IUPACName = Ferrocenium hexafluorophosphate

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cite web |title=Ferrocenium hexafluorophosphate 388297 |url=https://www.sigmaaldrich.com/catalog/product/aldrich/388297 |website=Sigma-Aldrich}}

| 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

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| 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_ref = {{cite journal|journal=Acta Crystallogr.|year=1990|volume=C46|issue=2|pages=202–205|title=Structure of ferrocenium hexafluorophosphate |author=R. Martinez |author2=A. Tiripicchio |doi=10.1107/S0108270189005883|doi-access=}}

| LattConst_Comment =

| UnitCellVolume = {{val|1215.8|(5)|u=Å3}}

| UnitCellFormulas =

| Coordination =

| MolShape =

| OrbitalHybridisation =

| Dipole =

}}

|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}}

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|Section8={{Chembox Related

| OtherAnions = Ferrocenium tetrafluoroborate

| OtherCompounds = Ferrocene}}

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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}}

Category:Ferrocenes

Category:Hexafluorophosphates

Category:Oxidizing agents