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F408

Sigma-Aldrich

Ferrocene

98%

Synonym(s):

Bis(cyclopentadienyl)iron, Di(cyclopentadienyl)iron

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5 G
$27.88
100 G
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500 G
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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

$27.88

List Price$30.30Save 8%
Web-Only Promotion

In StockDetails

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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.[1]
  • In ferrocene-based electrolytes for dye sensitized solar cells applications.[2]
  • In the synthesis of unsymmetrical ferrocene ligands used as catalysts in cross-coupling, hydrogenation, allylic substitution, hydroformylation and aldol reactions.[3]
  • 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.[4]
  • In the synthesis of molecular hybrids of ferrocene and fullerene (Bucky ferrocenes).[5]
  • In the preparation of ferrocenium salt which is used as a mild oxidant.[6]

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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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL3617
SDBB0410
STBL2804
STBL3168
STBL1710

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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)
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
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
Asymmetric catalysis with chiral ferrocene ligands
Dai LX, et al.
Accounts of Chemical Research, 36(9), 659-667 (2003)
Kristjan Kalam et al.
Beilstein journal of nanotechnology, 9, 119-128 (2018-02-15)
Thin solid films consisting of ZrO
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Questions

1–3 of 3 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. What is the thermal stability of the product ferrocene (F408) and what is the temperature limit for ferrocene before it decomposes into different elements or chemicals?

    1 answer

    1. Decomposition temperature has not been tested for the product ferrocene (F408). Please refer to the following article for more information; J. Phys. Chem. B 2006, 110, 42, 20973–20977. Publication Date:September 29, 2006. https://doi.org/10.1021/jp0636571

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