Benzotriyne
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| Identifiers | |
|---|---|
3D model (JSmol)
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CompTox Dashboard (EPA)
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| 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).
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Benzotriyne or cyclo[6]carbon 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.[1] It is, therefore, a potential member of the cyclo[n]carbon family.
There have been a few attempts to synthesize benzotriyne, e.g. by pyrolysis of mellitic anhydride,[2] but without success as of 2011[update].
Recent investigations have concluded that benzotriyne is unlikely to exist due to the large angle strain.[citation needed] A likely alternative would be a cyclic cumulene called cyclohexahexaene, which should itself be a metastable species.
References
- ^ George A. Adamson and Charles W. Rees (1996). "Towards the total synthesis of cyclo[n]carbons and the generation of cyclo[6]carbon". J. Chem. Soc., Perkin Trans. 1 (13): 1535–1543. doi:10.1039/P19960001535.
- ^ Ellis K. Fields, Seymour Meyerson (October 1966). "Arynes by Pyrolysis of Acid Anhydrides". J. Org. Chem. 31 (10): 3307–3309. doi:10.1021/jo01348a046.
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