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106860

Sigma-Aldrich

Acetylferrocene

95%

Synonym(s):

(Acetylcyclopentadienyl)cyclopentadienyliron, 1-Ferrocenylethanone, Acetoferrocene

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About This Item

Empirical Formula (Hill Notation):
C12H12FeO
CAS Number:
1271-55-2
Molecular Weight:
228.07
EC Number:
215-043-2
MDL number:
MFCD00001432
UNSPSC Code:
12161600
PubChem Substance ID:
24846743
NACRES:
NA.22

Assay

95%

form

solid

reaction suitability

core: iridium
reagent type: catalyst

mp

81-83 °C (lit.)

SMILES string

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

InChI

1S/C7H7O.C5H5.Fe/c1-6(8)7-4-2-3-5-7;1-2-4-5-3-1;/h2-5H,1H3;1-5H;

InChI key

PHMAOJNZIFULOG-UHFFFAOYSA-N

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General description

Acetylferrocene is an organometallic compound that can be used as a catalyst and as a starting material for the synthesis of complex organometallic compounds.

Application

Acetylferrocene can be used as:
  • A Precursor to synthesize 1-ferrocenylethanol by reduction in the presence of sodium borohydride.
  • An electroactive compound along with MgO nanoparticles to modify carbon paste electrode (CPE) that can be used to determine L-cysteine.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Electrocatalytic determination of L-cysteine in the presence of tryptophan using carbon paste electrode modified with MgO nanoparticles and acetylferrocene
Gupta VK, et al.
International Journal of Electrochemical Science, 13, 4309-4318 (2018)
Y N Vashisht Gopal et al.
Archives of biochemistry and biophysics, 376(1), 229-235 (2000-03-24)
Topoisomerase II is a major molecular target for a number of DNA-binding anticancer drugs. In the present study, we report topoisomerase II inhibition and anticancer activity by four substituted ferrocene derivatives which do not bind to DNA. The first derivative
Sunita Yadav et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 78(1), 298-306 (2010-12-21)
Biological important complexes of boron(III) derived from 1-acetylferrocenehydrazinecarboxamide (L1H), 1-acetylferrocenehydrazinecarbothioamide (L2H) and 1-acetylferrocene carbodithioic acid (L3H) have been prepared and investigated using a combination of microanalytical analysis, melting point, electronic, IR, 1H NMR and 13C NMR spectral studies, cyclic voltammetry
Jeremie Brichet et al.
Journal of enzyme inhibition and medicinal chemistry, 35(1), 622-628 (2020-02-11)
A series of bio-organometallic-hydrazones of the general formula [{(η5-C5H4)-C(R)=N-N(H)-C6H4-4-SO2NH2}]MLn(MLn = Re(CO)3, Mn(CO)3, FeCp; R=H, CH3) were prepared by reaction of formyl/acetyl organometallic precursors with 4-hydrazino-benzenesulphonamide. All compounds were characterized by conventional spectroscopic techniques (infra-red, 1H and 13C NMR, mass spectrometry and elemental
Martin Bertau et al.
Bioorganic & medicinal chemistry, 12(11), 2973-2983 (2004-05-15)
The bioavailability of lipophilic substrates is critical for biotransformations with isolated enzymes as well as with whole cells. With the example of a series of lipophilic ketones the suitability of saccharides as potent solubilisers for highly lipophilic substrates was demonstrated.
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