Ferrocenium tetrafluoroborate

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Ferrocenium tetrafluoroborate
Ferrocenium tetrafluoroborate.svg
Names
Other names
dicyclopentadienyl iron tetrafluoroborate
Identifiers
ECHA InfoCard 100.156.161
Properties
C10H10BFeF4
Molar mass 272.84 g/mol
Appearance dark blue powder
Melting point 178 °C (352 °F; 451 K) (decomposes)
Solubility in acetonitrile Soluble[citation needed]
Hazards
Safety data sheet External MSDS
Corrosive C
Related compounds
Related compounds
Ferrocene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Ferrocenium tetrafluoroborate is an organometallic compound with the formula [Fe(C5H5)2]BF4. This salt is composed of the cation [Fe(C5H5)2]+ and the tetrafluoroborate anion (BF
4
). The related hexafluorophosphate 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 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 0.400 V vs. the normal hydrogen electrode (NHE)[1] and is often assumed to be invariant between different solvents.

Preparation[edit]

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

References[edit]

  1. ^ Bard, A.J.; Parsons, R.; Jordan, J. (1985). Standard Potentials in Aqueous Solution. New York: IUPAC. 
  2. ^ Connelly, N. G.; Geiger, W. E. (1996). "Chemical Redox Agents for Organometallic Chemistry". Chem. Rev. 96 (2): 877–910. PMID 11848774. doi:10.1021/cr940053x. 
  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.