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F408

Sigma-Aldrich

Ferrocene

98%

Synonym(s):

Bis(cyclopentadienyl)iron, Di(cyclopentadienyl)iron

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About This Item

Linear Formula:
Fe(C5H5)2
CAS Number:
102-54-5
Molecular Weight:
186.03
EC Number:
203-039-3
MDL number:
MFCD00001427
UNSPSC Code:
12161600
PubChem Substance ID:
24894802
NACRES:
NA.22

vapor pressure

0.03 mmHg ( 40 °C)

assay

98%

reaction suitability

core: iron
reagent type: catalyst

bp

249 °C (lit.)

mp

172-174 °C (lit.)

λmax

358 nm

storage temp.

2-8°C

SMILES string

[Fe].[CH]1[CH][CH][CH][CH]1.[CH]2[CH][CH][CH][CH]2

InChI

1S/2C5H5.Fe/c2*1-2-4-5-3-1;/h2*1-5H;

InChI key

DFRHTHSZMBROSH-UHFFFAOYSA-N

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Application

Ferrocene (dicyclopentadienyliron) can be used:
  • As a scaffold for chiral ligands in asymmetric catalysis.
  • In ferrocene-based electrolytes for dye sensitized solar cells applications.
  • In the synthesis of unsymmetrical ferrocene ligands used as catalysts in cross-coupling, hydrogenation, allylic substitution, hydroformylation and aldol reactions.
  • In the synthesis of two-dimensional hexagonally ordered mesoporous carbon (CMK-5) via chemical vapor deposition method, which is used as a catalyst support in oxidation of methanol.
  • In the synthesis of molecular hybrids of ferrocene and fullerene (Bucky ferrocenes).
  • In the preparation of ferrocenium salt which is used as a mild oxidant.

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Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 1 - Flam. Sol. 1 - Repr. 1B - STOT RE 2 Inhalation

target_organs

Liver

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificates of Analysis (COA)

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Lanti Yang et al.
Journal of the American Chemical Society, 134(46), 19199-19206 (2012-11-07)
Adopting supramolecular chemistry for immobilization of proteins is an attractive strategy that entails reversibility and responsiveness to stimuli. The reversible and oriented immobilization and micropatterning of ferrocene-tagged yellow fluorescent proteins (Fc-YFPs) onto β-cyclodextrin (βCD) molecular printboards was characterized using surface
CMK-5 mesoporous carbon synthesized via chemical vapor deposition of ferrocene as catalyst support for methanol oxidation
Lei Z, et al.
The Journal of Physical Chemistry C, 3(112), 722-731 (2008)
Micheál D Scanlon et al.
Physical chemistry chemical physics : PCCP, 15(8), 2847-2857 (2013-01-23)
Rarely reported low-cost molybdenum boride and carbide microparticles, both of which are available in abundant quantities due to their widespread use in industry, adsorb at aqueous acid-1,2-dichloroethane interfaces and efficiently catalyse the hydrogen evolution reaction in the presence of the
Kristjan Kalam et al.
Beilstein journal of nanotechnology, 9, 119-128 (2018-02-15)
Thin solid films consisting of ZrO
Hybrid of ferrocene and fullerene
Sawamura M, et al.
Journal of the American Chemical Society, 32(124), 9354-9355 (2002)
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