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Revision as of 10:39, 14 May 2011 editEmausBot (talk | contribs)Bots, Template editors2,856,891 editsm r2.6.4) (robot Modifying: pt:Tetrafluoroborato de ferrocênio← Previous edit Latest revision as of 13:21, 31 August 2023 edit undoBernardirfan (talk | contribs)Extended confirmed users10,991 edits Clarification 
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{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 417952552 | verifiedrevid = 429060751
| ImageFile =
| ImageFile1 = Ferrocenium_tetrafluoroborate.svg
| ImageSize =
| ImageFile2 = Ferrocenium-tetrafluoroborate-3D-vdW.png
| IUPACName =
| ImageFile3 = FcBF4.jpg
| OtherNames = dicyclopentadienyl iron tetrafluoroborate | IUPACName = Ferrocenium tetrafluoroborate
⚫ | Section1 = {{Chembox Identifiers

| CASNo = 1282-37-7
⚫ |Section1={{Chembox Identifiers
⚫ | PubChem =
| CASNo_Ref = {{cascite|correct|??}}
⚫ | ChEBI =
| SMILES = | CASNo = 1282-37-7
| InChI = | EINECS = 627-836-4
⚫ | PubChem = 124204127
| PubChem_Comment = charge error
| ChemSpiderID = 69007671
| SMILES = C1=CC=C1..C2=CC=C2.F(F)(F)F
⚫ | InChI =
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>10</sub>H<sub>10</sub>BFeF<sub>4</sub> | Formula = C<sub>10</sub>H<sub>10</sub>BFeF<sub>4</sub>
| MolarMass = 272.84 g/mol | MolarMass = 272.84 g/mol
| Appearance = dark blue powder | Appearance = dark blue powder
| Density = | Density =
| MeltingPt = 178 °C (decomp.) | MeltingPtC = 178
| MeltingPt_notes = (decomposes)
| BoilingPt = | BoilingPt =
| Solubility = Unstable in water, soluble in MeCN
| Solubility =
| SolubleOther = Soluble{{cn|date=January 2013}}
| Solvent = ]
}} }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| Hazards_ref = <ref>{{cite web |title=Ferrocenium tetrafluoroborate 482358 |url=https://www.sigmaaldrich.com/catalog/product/aldrich/482358 |website=Sigma-Aldrich}}</ref>
| EUClass = {{Hazchem C}}
| GHSPictograms = {{GHS05}}
⚫ | ExternalMSDS =
| FlashPt = | GHSSignalWord = Danger
| HPhrases = {{H-phrases|314}}
| Autoignition =
| PPhrases = {{P-phrases|280|305+351+338|310 }}
⚫ | ExternalSDS =
| FlashPt =
| AutoignitionPt =
}} }}
| Section8 = {{Chembox Related |Section8={{Chembox Related
| OtherCompounds = ]}}
| OtherCpds = cobaltocenium fluoroborate, ferrocene}}
}} }}


'''Ferrocenium tetrafluoroborate''' is an ] with the formula BF<sub>4</sub>. This salt is composed of the cation <sup>+</sup> and the ] ] (BF<sub>4</sub><sup>-</sup>). The related ] is also a popular reagent with similar properties. The cation is often abbreviated Fc<sup>+</sup>. The salt is deep blue in color and ]. '''Ferrocenium tetrafluoroborate''' is an ] with the formula BF<sub>4</sub>. This salt is composed of the cation <sup>+</sup> and the ] ] ({{chem|BF|4|−}}). The related ] is also a popular reagent with similar properties. The ferrocenium cation is often abbreviated Fc<sup>+</sup> or ]<sub>2</sub>Fe<sup>+</sup>. The salt is deep blue in color and ].
Ferrocenium salts are sometimes used as one-electron oxidizing agents, and the reduced product, ], 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.<ref name="Geiger" />

Ferrocenium salts are sometimes used as one-electron oxidizing agents. The product of the oxidation, ], is inert and readily separated from ionic products. The ferrocene/ferrocenium couple is often used as a reference in electrochemistry. In ] solution that is 0.1 M in NBu<sub>4</sub>PF<sub>6</sub>, the Fc<sup>+/0</sup> couple is +0.641 V vs the ].<ref>{{cite journal|author=N. G. Connelly, W. E. Geiger| title=Chemical Redox Agents for Organometallic Chemistry|journal=]|year= 1996| volume= 96|issue=2| pages= 877–910| doi=10.1021/cr940053x| pmid=11848774}}</ref>


==Preparation== ==Preparation==
Commercially available, this compound may be prepared by oxidizing ferrocene with ].<ref>{{cite journal | title = Solvent and electrolyte effects on the kinetics of ferrocenium-ferrocene self-exchange. A reevaluation | author = Roger M. Nielson, George E. McManis, Lance K. Safford, Michael J. Weaver | journal = ] | doi = 10.1021/j100342a086 | year = 1989 | volume = 93 | issue = 5 | pages = 2152}}</ref> Commercially available, this compound may be prepared by oxidizing ferrocene typically with ferric salts followed by addition of ].<ref name=Geiger>{{cite journal|first1=N. G.|last1= Connelly|first2= W. E.|last2= Geiger| title=Chemical Redox Agents for Organometallic Chemistry|journal=Chemical Reviews|year= 1996| volume= 96|issue=2| pages= 877–910| doi=10.1021/cr940053x| pmid=11848774}}</ref> A variety of other oxidants work well also, such as ].<ref>{{cite journal | title = Solvent and electrolyte effects on the kinetics of ferrocenium-ferrocene self-exchange. A reevaluation | first1= Roger M.|last1= Nielson|first2= George E.|last2= McManis|first3= Lance K.|last3= Safford|first4= Michael J. |last4=Weaver | journal = ] | doi = 10.1021/j100342a086 | year = 1989 | volume = 93 | issue = 5 | pages = 2152}}</ref> Many analogous ferrocenium salts are known.<ref>{{cite journal|first1=J.|last1= Le Bras|first2= H. |last2=Jiao |first3=W. E. |last3=Meyer |first4=F.|last4= Hampel |first5= J. A.|last5= Gladysz |title=Synthesis, Crystal Structure, and Reactions of the 17-Valence-Electron Rhenium Methyl Complex <sup>+</sup> {{chem|B(3,5-C|6|H|3|(CF|3|)|2|)|4|−}}: Experimental and Computational Bonding Comparisons with 18-Electron Methyl and Methylidene Complexes |journal=]|date= 2000 |volume= 616 |pages= 54–66 |doi=10.1016/S0022-328X(00)00531-3}}</ref>

==Structure==
According to ], the structures of the metallocene component of FcBF<sub>4</sub> and the parent ferrocene are very similar. The Fe-C distances in the cation are 209.5 ], about 2% longer than the Fe-C distances in ferrocene.
<ref>{{cite journal |doi=10.1016/j.ica.2007.03.049 |title=Difference in Reactivity of Triel Halides EX<sub>3</sub> Towards Ferrocene |date=2007 |last1=Scholz |first1=Stefan |last2=Scheibitz |first2=Matthias |last3=Schödel |first3=Frauke |last4=Bolte |first4=Michael |last5=Wagner |first5=Matthias |last6=Lerner |first6=Hans-Wolfram |journal=Inorganica Chimica Acta |volume=360 |issue=10 |pages=3323–3329 }}</ref>


==References== ==References==
{{reflist}} {{reflist}}


] {{iron compounds}}
⚫ {{Tetrafluoroborates}}
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