Ferrocenium hexafluorophosphate
Names | |
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IUPAC name Ferrocenium hexafluorophosphate | |
Identifiers | |
CAS Number |
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3D model (JSmol) |
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ChemSpider |
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ECHA InfoCard | 100.157.410 |
PubChem CID |
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InChI
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Properties | |
Chemical formula | C10H10F6FeP |
Molar mass | 330.999 g·mol−1 |
Appearance | dark blue powder |
Density | 1.808 g/cm3 |
Melting point | (decomposes) |
Solubility in acetonitrile | Soluble[citation needed] |
Structure | |
Crystal structure | monoclinic |
Space group | P21/c |
Lattice constant | α = 90°, β = 93.31(3)°, γ = 90°[2] |
Lattice volume (V) | 1215.8(5) Å3 |
Hazards | |
GHS labelling: | |
Pictograms | |
Warning | |
H315, H319, H335 | |
P261, P305+P351+P338 | |
Safety data sheet (SDS) | External MSDS |
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 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.[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
- ^ "Ferrocenium hexafluorophosphate 388297". Sigma-Aldrich.
- ^ a b R. Martinez; A. Tiripicchio (1990). "Structure of ferrocenium hexafluorophosphate". Acta Crystallogr. C46 (2): 202–205. doi:10.1107/S0108270189005883.
- ^ a b 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.
- v
- t
- e
- H2Fe(CO)4
- Na2Fe(CO)4
- Fe(CO)5
- Fe2(CO)9
- Fe3(CO)12
- Fe(CO)3CH3COC2H2C6H6
- FeH
Organoiron(I) compounds |
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- Fe3C
- FeH2
- Mg2FeH6
- FeF2
- FeCl2
- Fe(ClO4)2
- FeBr2
- FeI2
- FeO
- Fe(OH)2
- FeS
- FeSO4
- (NH4)2Fe(SO4)2·6H2O
- FeSe
- FeSeO4
- Fe(NO3)2
- Fe3(PO4)2
- FeSi2
- Fe(BF4)2
- FeCr2O4
- FeMoO4
- FeTiO3
- FeCO3
- FeC2O4
- Fe(C2H3O2)2
- Fe(C3H5O3)2
- FeC6H6O7
- FeC12H22O14
- FeI2(CO)4
Organoiron(II) compounds |
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- Fe3O4
- Fe3S4
Organoiron(III) compounds |
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- FeF4
- K2FeO4
- BaFeO4