Cyclo(6)carbon
| |
| Names | |
|---|---|
| Preferred IUPAC name Hexadehydrobenzene | |
| Identifiers | |
3D model (JSmol) |
|
| ChemSpider | |
PubChem CID |
|
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C6 | |
| Molar mass | 72.066 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Cyclo[6]carbon is an allotrope of carbon with molecular formula C6. The molecule is a ring of six carbon atoms, connected by alternating double bonds.[1] It is, therefore, a member of the cyclo[n]carbon family.
There have been a few attempts to synthesize cyclo[6]carbon, e.g. by pyrolysis of mellitic anhydride,[2] but without success until 2023, when it was successfully synthesized by atom manipulation of hexachlorobenzene.[1]
Calculations suggest that the alternative cyclic cumulene structure, called cyclohexahexaene, is the potential energy minimum of the cyclo[6]carbon framework.[3]
References
- ^ a b Xu, Wei; Sun, Luye; Zheng, Wei; Gao, Wenze; Kang, Faming (2023-10-05), On-surface synthesis of anti-aromatic cyclo[12]carbon and aromatic cyclo[6]carbon (PDF), doi:10.21203/rs.3.rs-3411973/v1
- ^ Fields, Ellis K.; Meyerson, Seymour (October 1966). "Arynes by Pyrolysis of Acid Anhydrides". J. Org. Chem. 31 (10): 3307–3309. doi:10.1021/jo01348a046.
- ^ Zahradník, Rudolf; Hobza, Pavel; Burcl, Rudolf; Andes Hess, B. (October 1994). "Strained unsaturated molecules. Theoretical study of acyclic and cyclic cumulenes and acetylenes". Journal of Molecular Structure: THEOCHEM. 313 (3): 335–349. doi:10.1016/0166-1280(94)85015-1.