Benzotriyne or cyclocarbon is a hypothetical chemical compound, an allotrope of carbon with molecular formula C6. The molecule is a ring of six carbon atoms, connected by alternating triple and single bonds. It is, therefore, a potential member of the cyclo[n]carbon family.
3D model (JSmol)
CompTox Dashboard (EPA)
|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).
Recent investigations have concluded that benzotriyne is unlikely to exist due to the large angle strain. A likely alternative isomer would be a cyclic cumulene called cyclohexahexaene, which should itself be a metastable species.
- Adamson, George A.; Rees, Charles W. (1996). "Towards the total synthesis of cyclo[n]carbons and the generation of cyclocarbon". J. Chem. Soc., Perkin Trans. 1 (13): 1535–1543. doi:10.1039/P19960001535.
- Fields, Ellis K.; Meyerson, Seymour (October 1966). "Arynes by Pyrolysis of Acid Anhydrides". J. Org. Chem. 31 (10): 3307–3309. doi:10.1021/jo01348a046.