All Photos(4)

F408

Sigma-Aldrich

Ferrocene

98%

Synonym(s):
Di(cyclopentadienyl)iron, Bis(cyclopentadienyl)iron
Linear Formula:
Fe(C5H5)2
CAS Number:
Molecular Weight:
186.03
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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

Looking for similar products? Visit Product Comparison Guide

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.

Packaging

5, 100, 500 g in glass bottle

Signal Word

Danger

Hazard Classifications

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

Target Organs

Liver

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Muneebah Adams et al.
Dalton transactions (Cambridge, England : 2003), 42(13), 4677-4685 (2013-01-31)
A series of aryl-functionalized and ferrocenyl monothiosemicarbazone compounds (L1-L4) were synthesized in moderate yields via a general Schiff-base condensation reaction. The thiosemicarbazone (TSC) ligands were reacted with the ruthenium dimer [Ru(Ar)(μ-Cl)Cl](2) (Ar = benzene; p-cymene) to yield a series of
Hybrid of ferrocene and fullerene
Sawamura M, et al.
Journal of the American Chemical Society, 32(124), 9354-9355 (2002)
Applications of ferrocenium salts in organic synthesis
Toma S and Sebesta R
Synthesis, 12(47), 1683-1695 (2015)
The syntheses and catalytic applications of unsymmetrical ferrocene ligands
Atkinson RCJ, et al.
Chemical Society Reviews, 33(33), 313-328 (2004)
Sumit Kumar et al.
ACS omega, 3(9), 12106-12113 (2018-10-16)
1H-1,2,3-Triazole tethered imidazole-isatin and imidazole-isatin-thiosemicarbazone conjugates were synthesized and evaluated against MCF-7 and MDA-MB-231 cell lines. Antiproliferative activities of the synthesized conjugates revealed an optimum combination of longer alkyl chain length as spacer and a halogen-substituent on the isatin ring

Articles

Ferrocenylmethyl Methacrylate for Functional Polymers

Ferrocenylmethyl Methacrylate for Functional Polymers

Molecular Layer Deposition of Organic and Hybrid Organic-Inorganic Polymers

Molecular Layer Deposition of Organic and Hybrid Organic-Inorganic Polymers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service