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46264

Sigma-Aldrich

Ferrocenecarboxylic acid

purum, ≥96%

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
EC Number:
215-040-6
MDL number:
MFCD00001430
UNSPSC Code:
12352300
PubChem Substance ID:
329757114
NACRES:
NA.22

grade

purum

Quality Level

200

assay

≥96%

reaction suitability

core: iron
reagent type: catalyst

mp

210 °C (dec.) (lit.)

SMILES string

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

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

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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.

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG2247
BCCD3537
BCBX8472
BCBX0737
BCBR3235V

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Huilan Su et al.
Biosensors & bioelectronics, 26(11), 4601-4604 (2011-05-31)
A multiple amplification immunoassay was proposed to detect alpha-fetoprotein (AFP), which was based on ferrocenemonocarboxylic-HRP conjugated on Pt nanoparticles as labels for rolling circle amplification (RCA). Firstly, the capture antibody (anti-AFP) was immobilized on glass carbon electrode (GCE) deposited nano-sized
Xuan-Hung Pham et al.
Analytica chimica acta, 671(1-2), 36-40 (2010-06-15)
We developed glucose biosensing electrodes using single-walled carbon nanotube (SWCNT) films on flexible, transparent poly(ethylene terephthalate). The homogeneous SWCNT films were fabricated by a vacuum filtration method, and the averaged resistivity and transparency of the fabricated flexible SWCNT films were
Latif Elci et al.
Talanta, 85(1), 551-555 (2011-06-08)
Solid-phase extraction (SPE) followed by derivatization and gas chromatography-atomic emission detection (GC-AED) was evaluated for the determination of five chlorophenols (CPs) in water samples. The derivatization was based on the esterification of phenolic compounds with ferrocenecarboxylic acid. The determination of
Beatriz Alonso et al.
Chemical communications (Cambridge, England), (16)(16), 1778-1779 (2002-08-29)
A new series of dendrimers with poly(propylene imine) backbones and 4, 8, 16, or 32 peripheral ferrocenyl-urea groups were prepared and characterized; their voltammetric behavior in DMSO solution was very sensitive to the presence of hydrogenphosphate anions at submillimolar concentration
Jean Chrysostome Ndamanisha et al.
Biosensors & bioelectronics, 23(11), 1680-1685 (2008-03-15)
Ordered mesoporous carbon (OMC) functionalized with ferrocenecarboxylic acid (Fc) was used to modify the glassy carbon (GC) electrode. The characterization of OMC-Fc shows that, after anchoring ferrocene on the mesoporous, ordered mesostructure of the material (OMC-Fc) remains intact and Fc
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