Calicene
Sign in to saveAlso known as Triapentafulvalene, Pentatriafulvalene, Tripentafulvalene, Pentatrifulvalene
Calicene or triapentafulvalene is a hydrocarbon of the fulvalene class with chemical formula C8H6, composed of a cyclopentadiene ring and a cyclopropene ring linked by a double bond. Its name is derived from the Latin calix meaning "goblet", from its shape.
Wikidata facts
- Mass
- 102.04695
Show 2 more facts
- chemical formula
- C₈H₆
- canonical SMILES
- C1=CC(=C2C=C2)C=C1
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Article
2 sectionsContents
- Properties
- References
Calicene or triapentafulvalene is a hydrocarbon of the fulvalene class with chemical formula C8H6, composed of a cyclopentadiene ring and a cyclopropene ring linked by a double bond. Its name is derived from the Latin calix meaning "goblet", from its shape.
==Properties== Very high resonance energy is predicted by the Hückel method, however its resonance energy is not high. The central double bond is polarized with a partial positive charge on the carbon atom of triangular ring and a partial negative charge on the carbon atom of pentagonal ring, in keeping with added Hückel's rule stability of rings containing 2 π electrons and 6 π electrons respectively. Calicene's dipole moment has been computed to be 4.66 D. Several compounds that contain two or more calicene subunits are aromatic, such as trans-bicalicene (ring compound) or poly-2,7-[N]calicenes (chain compound)