Ferrocenium hexafluorophosphate

Ferrocenium hexafluorophosphate
Names
	Other names dicyclopentadienyl iron hexafluorophosphate
Identifiers
CAS Number	11077-24-0[1];
3D model (JSmol)	Interactive image;
ChemSpider	17340319;
ECHA InfoCard	100.157.410
PubChem CID	16212479;
	InChI InChI=1S/2C5H5.F6P.Fe/c21-2-4-5-3-1;1-7(2,3,4,5)6;/h21-5H;;/q;;-1; Key: PCJFEGIXYOQEQD-UHFFFAOYSA-N;
	SMILES [CH]1[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1.F[P-](F)(F)(F)(F)F.[Fe];
Properties
Chemical formula	C10H10F6FeP
Molar mass	330.999 g·mol−1
Appearance	dark blue powder
Melting point	(decomposes)
Solubility in acetonitrile	Soluble
Hazards
Safety data sheet	External MSDS
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P305+351+338
Related compounds
Other anions	Ferrocenium tetrafluoroborate
Related compounds	Ferrocene
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

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 (PF⁻
₆). The related tetrafluoroborate is also a popular reagent with similar properties. The 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.[2]

Preparation and structure

Commercially available, this compound may be prepared by oxidizing ferrocene with ferric salts followed by addition of hexafluorophosphoric acid.[2]

The compound has been characterized by X-ray crystallography. The cation and anion are well separated. The average Fc-C bond lengths is 2.047 Å, which is virtually indistinguishable from the Fe-C distance in ferrocene.[3]

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References

"Ferrocenium hexafluorophosphate 388297". Sigma-Aldrich.
Connelly, N. G.; Geiger, W. E. (1996). "Chemical Redox Agents for Organometallic Chemistry". Chem. Rev. 96 (2): 877–910. doi:10.1021/cr940053x. PMID 11848774.
R. Martinez, A. Tiripicchio (1990). "Structure of ferrocenium hexafluorophosphate". Acta Crystallogr. C46 (2): 202–205. doi:10.1107/S0108270189005883.CS1 maint: uses authors parameter (link)

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[1] "Ferrocenium hexafluorophosphate 388297". Sigma-Aldrich.

[Geiger-2] Connelly, N. G.; Geiger, W. E. (1996). "Chemical Redox Agents for Organometallic Chemistry". Chem. Rev. 96 (2): 877–910. doi:10.1021/cr940053x. PMID 11848774.

[3] R. Martinez, A. Tiripicchio (1990). "Structure of ferrocenium hexafluorophosphate". Acta Crystallogr. C46 (2): 202–205. doi:10.1107/S0108270189005883.CS1 maint: uses authors parameter (link)