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482358

Sigma-Aldrich

Ferrocenium tetrafluoroborate

technical grade

Synonym(s):

Bis(cyclopentadienyl)iron tetrafluoroborate, Dicyclopentadienyliron fluoborate, Dicyclopentadienyliron tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C10H10BF4Fe
CAS Number:
1282-37-7
Molecular Weight:
272.84
MDL number:
MFCD00192174
UNSPSC Code:
12161600
PubChem Substance ID:
24871823
NACRES:
NA.22

grade

technical grade

Quality Level

100

reaction suitability

core: iron
reagent type: catalyst

mp

178 °C (dec.) (lit.)

SMILES string

[Fe+].F[B-](F)(F)F.[CH]1[CH][CH][CH][CH]1.[CH]2[CH][CH][CH][CH]2

InChI

1S/2C5H5.BF4.Fe/c2*1-2-4-5-3-1;2-1(3,4)5;/h2*1-5H;;/q;;-1;+1

InChI key

ZSPXIHLQPWVOQR-UHFFFAOYSA-N

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General description

Ferrocenium tetrafluoroborate [FeCp2][BF4] is one of the commonly employed ferrocenium salts within chemical synthesis. Ferrocenium salts are commonly used as Lewis acid catalysts, one-electron oxidants, and electron donors.

Application

Ferrocenium tetrafluoroborate serves as:

  • an oxidizing agent in the synthesis of the monocationic Co(II)complex [CpCo(azpy)]+
  • a Lewis acid catalyst in epoxide ring opening and to activatethe carbonyl group for addition or cycloadditions reactions
  • an oxidizing agent when used in conjuntion with a Cl-source
  • a reversible redox reagent between stannole dianion and bistannole-1,2-dianion

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
34996AP
46796HK
15323CH
18130PD
18418JI

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R F Anderson et al.
The Journal of biological chemistry, 275(40), 30781-30786 (2000-06-22)
Trimethylamine dehydrogenase from the pseudomonad Methylophilus methylotrophus has been examined using the technique of pulse radiolysis to rapidly introduce a single reducing equivalent into the enzyme. Using enzyme that has had its iron-sulfur center rendered redox-inert by prior reaction with
Ralf Warratz et al.
Inorganic chemistry, 48(8), 3591-3607 (2009-03-27)
Ferrocene-ferrocenium dimers exhibit a double-peak intervalence charge-transfer (IVCT) band in the NIR/MIR region, which is analyzed in terms of a four-level, two-mode vibronic coupling configuration interaction (VCCI) scheme. Besides providing satisfactory fits of the measured spectra, the model also gives
T David Harris et al.
Chemical communications (Cambridge, England), 47(22), 6344-6346 (2011-05-07)
Oxidation of the nominally all-ferrous hexanuclear cluster ((H)L)(2)Fe(6) with six equivalents of ferrocenium in the presence of bromide ions results in a six-electron oxidation of the Fe(6) core to afford the nominally all-ferric cluster ((H)L)(2)Fe(6)Br(6). The hexabromide cluster is also
Songbo Xu et al.
Organic & biomolecular chemistry, 5(3), 558-568 (2007-01-26)
Various calix[4]arene derivatives, fixed in the cone conformation by decylether groups and functionalized at their wide rim by urea residues, were synthesized. In two compounds (,) sulfur functions were attached to the urea groups via different spacers in order to
Mutlu Sönmez Celebi et al.
Talanta, 78(2), 405-409 (2009-02-11)
A new surface based on poly(vinylferrocenium) (PVF(+))-modified platinum electrode was developed for determination of Hg(2+) ions in aqueous solutions. The polymer was electrodeposited on platinum electrode by constant potential electrolysis as PVF(+)ClO(4)(-). Cl(-) ions were then attached to the polymer
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