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Ferrocenium tetrafluoroborate

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Ferrocenium tetrafluoroborate
Names
IUPAC name
Ferrocenium tetrafluoroborate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.156.161Edit this at Wikidata
EC Number
  • 627-836-4
  • C1=C[CH-]C=C1.[Fe+3].C2=C[CH-]C=C2.F[B-](F)(F)F
Properties
C10H10BFeF4
Molar mass272.84 g/mol
Appearancedark blue powder
Melting point178 °C (352 °F; 451 K) (decomposes)
Solubility inacetonitrileSoluble[citation needed]
Hazards[1]
GHS labelling:
GHS05: Corrosive
Danger
H314
P280,P305+P351+P338,P310
Safety data sheet (SDS)External MSDS
Related compounds
Related compounds
Ferrocene
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

Ferrocenium tetrafluoroborate is anorganometallic compound with the formula [Fe(C5H5)2]BF4. This salt is composed of the cation [Fe(C5H5)2]+ and thetetrafluoroborateanion (BF
4
). The relatedhexafluorophosphate is also a popular reagent with similar properties. The ferrocenium cation is often abbreviated Fc+ orCp2Fe+. The salt is deep blue in color andparamagnetic.Ferrocenium salts are sometimes used as one-electron oxidizing agents, and the reduced product,ferrocene, is inert and readily separated from ionic products. The ferrocene–ferrocenium couple is often used as a reference in electrochemistry. The standard potential of ferrocene-ferrocenium is dependent on specific electrochemical conditions.[2]

Preparation

[edit]

Commercially available, this compound may be prepared by oxidizing ferrocene typically with ferric salts followed by addition offluoroboric acid.[2] A variety of other oxidants work well also, such asnitrosyl tetrafluoroborate.[3] Many analogous ferrocenium salts are known.[4]

Structure

[edit]

According toX-ray crystallography, the structures of the metallocene component of FcBF4 and the parent ferrocene are very similar. The Fe-C distances in the cation are 209.5pm, about 2% longer than the Fe-C distances in ferrocene.[5]

References

[edit]
  1. ^"Ferrocenium tetrafluoroborate 482358".Sigma-Aldrich.
  2. ^abConnelly, N. G.; Geiger, W. E. (1996). "Chemical Redox Agents for Organometallic Chemistry".Chemical Reviews.96 (2):877–910.doi:10.1021/cr940053x.PMID 11848774.
  3. ^Nielson, Roger M.; McManis, George E.; Safford, Lance K.; Weaver, Michael J. (1989). "Solvent and electrolyte effects on the kinetics of ferrocenium-ferrocene self-exchange. A reevaluation".J. Phys. Chem.93 (5): 2152.doi:10.1021/j100342a086.
  4. ^Le Bras, J.; Jiao, H.; Meyer, W. E.; Hampel, F.; Gladysz, J. A. (2000). "Synthesis, Crystal Structure, and Reactions of the 17-Valence-Electron Rhenium Methyl Complex [(η5-C5Me5)Re(NO)(P(4-C6H4CH3)3)(CH3)]+B(3,5-C
    6
    H
    3
    (CF
    3
    )
    2
    )
    4
    : Experimental and Computational Bonding Comparisons with 18-Electron Methyl and Methylidene Complexes".J. Organomet. Chem.616:54–66.doi:10.1016/S0022-328X(00)00531-3.
  5. ^Scholz, Stefan; Scheibitz, Matthias; Schödel, Frauke; Bolte, Michael; Wagner, Matthias; Lerner, Hans-Wolfram (2007). "Difference in Reactivity of Triel Halides EX3 Towards Ferrocene".Inorganica Chimica Acta.360 (10):3323–3329.doi:10.1016/j.ica.2007.03.049.
Fe(−II)
Fe(0)
Fe(I)
Organoiron(I) compounds
Fe(0,II)
Fe(II)
Organoiron(II) compounds
Fe(0,III)
Fe(II,III)
Fe(III)
Organoiron(III) compounds
Fe(IV)
Fe(VI)
Purported
Salts and covalent derivatives of thetetrafluoroborate ion
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