Ferrocenium hexafluorophosphate

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 hexafluorophosphate
Names
Other names
dicyclopentadienyl iron hexafluorophosphate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.157.410
Properties
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
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 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]

References

  1. "Ferrocenium hexafluorophosphate 388297". Sigma-Aldrich.
  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)
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