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Merck
CN

106860

Acetylferrocene

95%, solid

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
NACRES:
NA.22
PubChem Substance ID:
24846743
UNSPSC Code:
12161600
EC Number:
215-043-2
MDL number:
MFCD00001432

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Product Name

Acetylferrocene, 95%

InChI key

PHMAOJNZIFULOG-UHFFFAOYSA-N

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;

SMILES string

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

assay

95%

form

solid

reaction suitability

core: iridium, reagent type: catalyst

mp

81-83 °C (lit.)

Quality Level

100

Related Categories

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

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Oral

Storage Class

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

wgk

WGK 2

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF1816V
WXBD9418V
STBJ5703
STBG8062
STBF0032V

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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
Ysaías J Alvarado et al.
Molecules (Basel, Switzerland), 10(2), 457-474 (2007-11-17)
The solvent effect on the position of the carbonyl vibrational stretching of acetylferrocene in aprotic media was studied in this work. The solvent-induced shifts in this organometallic compound were interpreted in terms of the alternative reaction field model(SCRF-MO) proposed by
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.
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
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