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
  • InChI=1S/2C5H5.F6P.Fe/c2*1-2-4-5-3-1;1-7(2,3,4,5)6;/h2*1-5H;;/q;;-1;
    Key: PCJFEGIXYOQEQD-UHFFFAOYSA-N
  • [CH]1[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1.F[P-](F)(F)(F)(F)F.[Fe]
Properties
C10H10F6FeP
Molar mass 330.999 g·mol−1
Appearance dark blue powder
Density 1.808 g/cm3
Melting point (decomposes)
Solubility in acetonitrile Soluble
Structure
monoclinic
P21/c
a = 13.429(3) Å, b = 9.547(2) Å, c = 9.547(2) Å
α = 90°, β = 93.31(3)°, γ = 90°[2]
1215.8(5) Å3
Hazards
Safety data sheet External MSDS
GHS labelling:
Warning
H315, H319, H335
P261, P305+P351+P338
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.[3]

Preparation and structure

Commercially available, this compound may be prepared by oxidizing ferrocene with ferric salts followed by addition of hexafluorophosphoric acid.[3]

The compound is monoclinic with well-separated cation and anion; the PF−
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.[2]

References
  1. "Ferrocenium hexafluorophosphate 388297". Sigma-Aldrich.
  2. 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)
  3. 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.
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