Calicene
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IUPAC name
5-(2-Cyclopropen-1-ylidene)-1,3-cyclopentadiene
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| Other names
Triapentafulvalene
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| Identifiers | |
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3D model (JSmol)
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PubChem CID
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| Properties | |
| C8H6 | |
| Molar mass | 102.14 g·mol−1 |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references | |
Calicene or Triapentafulvalene is a fulvalene hydrocarbon with chemical formula C8H6, composed of linked a cyclopentadiene ring and a cyclopropene ring.
Very high resonance energy is predicted by 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. Calicene's dipole moment is 4.66D. Several compounds that contains two or more calicene subunits are aromatic, such as trans-bicalicene(ring compound) or poly-2,7-[N]calicenes (chain compound)
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