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cyclopentadienone
Sign in to saveCyclopentadienone is an organic compound with molecular formula C5H4O. The parent cyclopentadienone is rarely encountered, because it rapidly dimerizes. Many substituted derivatives are known, notably tetraphenylcyclopentadienone. Such compounds are used as ligands in organometallic chemistry. thumb|left|The Knölker complex, derived from a substituted cyclopentadienone, is a catalyst for [[transfer hydrogenation.]]
Chemical data
- Formula
- C5H4O
- Molecular weight
- 80.08 g/mol
- IUPAC name
- cyclopenta-2,4-dien-1-one
- SMILES
- C1=CC(=O)C=C1
- InChIKey
- FQQOMPOPYZIROF-UHFFFAOYSA-N
- XLogP
- 0.8
- Polar surface area
- 17.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Has part
- hydrogen
- Mass
- 80.026215
Show 3 more facts
- chemical formula
- C₅H₄O
- canonical SMILES
- C1=CC(=O)C=C1
- Commons category
- Cyclopentadienone
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Preparation
- See also
- References
Cyclopentadienone is an organic compound with molecular formula C5H4O. The parent cyclopentadienone is rarely encountered, because it rapidly dimerizes. Many substituted derivatives are known, notably tetraphenylcyclopentadienone. Such compounds are used as ligands in organometallic chemistry. thumb|left|The Knölker complex, derived from a substituted cyclopentadienone, is a catalyst for [[transfer hydrogenation.]]
==Preparation== Cyclopentadienone can be generated by the photolysis or pyrolysis of various substances (e.g. 1,2-benzoquinone), and then isolated in an argon matrix at . It dimerizes readily upon thawing the matrix at .
Excerpted from Wikipedia’s “cyclopentadienone” article, available under the CC BY-SA 4.0 licence.