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cyclopropene
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Cyclopropene is an organic compound with the formula . It is the simplest cycloalkene. Because the ring is highly strained, cyclopropene is difficult to prepare and highly reactive. This colorless gas has been the subject for many fundamental studies of bonding and reactivity. It does not occur naturally, but derivatives are known in some fatty acids. Derivatives of cyclopropene are used commercially to control ripening of some fruit.
Chemical data
- Formula
- C3H4
- Molecular weight
- 40.06 g/mol
- IUPAC name
- cyclopropene
- SMILES
- C1C=C1
- InChIKey
- OOXWYYGXTJLWHA-UHFFFAOYSA-N
- XLogP
- 1.1
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 40.0313
Show 3 more facts
- chemical formula
- C₃H₄
- canonical SMILES
- C1C=C1
- Commons category
- Cyclopropene
via Wikidata · CC0
~4 min read
Article
9 sectionsContents
- Structure and bonding
- Synthesis of cyclopropene and derivatives
- Early syntheses
- Modern syntheses from allyl chlorides
- Derivatives
- Reactions of cyclopropene
- Related compounds
- References
- External links
Cyclopropene is an organic compound with the formula . It is the simplest cycloalkene. Because the ring is highly strained, cyclopropene is difficult to prepare and highly reactive. This colorless gas has been the subject for many fundamental studies of bonding and reactivity. It does not occur naturally, but derivatives are known in some fatty acids. Derivatives of cyclopropene are used commercially to control ripening of some fruit.
==Structure and bonding== The molecule has a triangular structure. The reduced length of the double bond compared to a single bond causes the angle opposite the double bond to narrow to about 51° from the 60° angle found in cyclopropane. As with cyclopropane, the carbon–carbon bonding in the ring has increased p character: the alkene carbon atoms use sp2.68 hybridization for the ring.