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Biferrocene
Sign in to saveBiferrocene is the organometallic compound with the formula [(C5H5)Fe(C5H4)]2. It is the product of the formal dehydrocoupling of ferrocene, analogous the relationship between biphenyl and benzene. It is an orange, air-stable solid that is soluble in nonpolar organic solvents.
Chemical data
- Formula
- C20H18Fe2-8
- Molecular weight
- 370 g/mol
- IUPAC name
- bis(cyclopenta-1,3-diene);cyclopenta-2,4-dien-1-ylcyclopentane;iron
- SMILES
- [CH-]1[CH-][CH-][C-]([CH-]1)[C-]2C=CC=C2.[CH-]1C=CC=C1.[CH-]1C=CC=C1.[Fe].[Fe]
- InChIKey
- CEMHVYUXQJEPPO-UHFFFAOYSA-N
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 8
- Formal charge
- -8
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 370.01511421528
Show 2 more facts
- chemical formula
- C₂₀H₁₈Fe₂
- canonical SMILES
- [CH-]1[CH-][CH-][C-]([CH-]1)[C-]2C=CC=C2.[CH-]1C=CC=C1.[CH-]1C=CC=C1.[Fe].[Fe]
Sources (1)
via Wikidata · CC0
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Encyclopedic overview
4 sectionsContents
- Reactions
- Derivatives
- Related compounds
- References
Biferrocene is the organometallic compound with the formula [(C5H5)Fe(C5H4)]2. It is the product of the formal dehydrocoupling of ferrocene, analogous the relationship between biphenyl and benzene. It is an orange, air-stable solid that is soluble in nonpolar organic solvents.
Biferrocene can be prepared by the Ullmann coupling of iodoferrocene. Its one-electron oxidized derivative [(C5H5)Fe(C5H4)]2+ attracted attention as a prototypical mixed-valence compound.
Excerpted from Wikipedia’s “Biferrocene” article, available under the CC BY-SA 4.0 licence.