Ferrocenium tetrafluoroborate

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Ferrocenium tetrafluoroborate
Ferrocenium tetrafluoroborate.svg
Other names
dicyclopentadienyl iron tetrafluoroborate
1282-37-7 YesY
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]
Safety data sheet External MSDS
EU classification Corrosive C
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 YesY verify (what isYesY/N?)
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 (BF4). 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. In acetonitrile solution that is 0.1 M in NBu4PF6, the Fc+/0 couple is +0.641 V with respect to the normal hydrogen electrode.[1]


Commercially available, this compound may be prepared by oxidizing ferrocene typically with ferric salts followed by addition of fluoroboric acid.[1] A variety of other oxidants work well also, such as nitrosyl tetrafluoroborate.[2] Many analogous ferrocenium salts are known.[3]


  1. ^ a b N. G. Connelly, W. E. Geiger (1996). "Chemical Redox Agents for Organometallic Chemistry". Chemical Reviews 96 (2): 877–910. doi:10.1021/cr940053x. PMID 11848774. 
  2. ^ Roger M. Nielson, George E. McManis, Lance K. Safford, Michael J. Weaver (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. 
  3. ^ J. Le Bras, H. Jiao, W. E. Meyer, F. Hampel and J. A. Gladysz, "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-C6H3(CF3)2)4: Experimental and Computational Bonding Comparisons with 18-Electron Methyl and Methylidene Complexes", J. Organomet. Chem. 2000, vol. 616, p 54-66. doi:10.1016/S0022-328X(00)00531-3