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Merck
CN

46264

Ferrocenecarboxylic acid

≥96%, purum

Synonym(s):

Ferrocenemonocarboxylic acid, Ferrocenylcarboxylic acid, (Carboxycyclopentadienyl)cyclopentadienyliron, Carboxyferrocene, Carboxylferrocene, Cyclopentadienecarboxylic acid, Ferrocenoic acid

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About This Item

Empirical Formula (Hill Notation):
C11H10FeO2
CAS Number:
1271-42-7
Molecular Weight:
230.04
NACRES:
NA.22
PubChem Substance ID:
329757114
UNSPSC Code:
12161600
EC Number:
215-040-6
MDL number:
MFCD00001430

Key Documents

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Product Name

Ferrocenecarboxylic acid, purum, ≥96%

InChI

1S/C6H5O2.C5H5.Fe/c7-6(8)5-3-1-2-4-5;1-2-4-5-3-1;/h1-4H,(H,7,8);1-5H;

InChI key

VUJLGCHOGQEAED-UHFFFAOYSA-N

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.OC(=O)[C]2[CH][CH][CH][CH]2

grade

purum

assay

≥96%

reaction suitability

core: iron
reagent type: catalyst

mp

210 °C (dec.) (lit.)

Quality Level

200

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Application

Ferrocene carboxylic acid can be used as a:
  • Starting material in the synthesize of ferrocene-guanine conjugates.
  • Redox mediator in electrochemical-chemical-chemical (ECC) redox cycling.

General description

Ferrocene carboxylic acid (FCCa) is an organometallic compound comprised of a ferrocene core with a carboxylic acid functional group. It is used as a mediator in electrocatalytic oxidation. Due to its excellent redox properties, it is widely used in electrochemistry, redox probes, and peptide chain modifications. In addition, a direct cross-coupling reaction was explored using ferrocenecarboxylic acid and alkenes.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6615V
WXBF2730V
WXBF1992V
BCCH8911
BCCG2247

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New approaches toward ferrocene--guanine conjugates: synthesis and electrochemical behavior
Iurlo M, et al.
Organometallics, 33(18), 4986-4993 (2014)
New chiral ferrocenyl amidophosphine ligand for remarkable improvement of enantioselectivities in copper-catalyzed addition of diethylzinc to N-sulfonylimines
Wang MC, et al.
Tetrahedron Letters, 46(32), 5413-5416 (2005)
Palladium (II)-Catalyzed Enantioselective C- H Alkenylation of Ferrocenecarboxylic Acid
Huang Y, et al.
Advanced Synthesis & Catalysis, 362(6), 1385-1390 (2020)
Electrochemical-chemical-chemical redox cycling triggered by thiocholine and hydroquinone with ferrocenecarboxylic acid as the redox mediator
Liu L, et al.
Electrochimica Acta, 139, 323-330 (2014)
Simultaneous electrochemical determination of glutathione and tryptophan on a nano-TiO2/ferrocene carboxylic acid modified carbon paste electrode
Raoof JB, et al.
Sensors and Actuators B, Chemical, 143(1), 261-269 (2009)
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