Cyclopropenone
From Wikipedia, the free encyclopedia
| Names | |
|---|---|
| IUPAC name
2-Cyclopropen-1-one
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| Other names
Cyclopropenone, Cyclopropene-3-one
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| Identifiers | |
| 2961-80-0 | |
| 3D model (Jmol) | Interactive image |
| ChemSpider | 121433 |
| PubChem | 137779 |
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| Properties | |
| C3H2O | |
| Molar mass | 54.05 g·mol−1 |
| Appearance | colorless gas |
| Melting point | −29 to −28 °C |
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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 | |
Cyclopropenone is an organic compound with molecular formula C3H2O consisting of a cyclopropene carbon framework with a ketone functional group. It is a colorless gas.[1] The chemical properties of the compound are dominated by the strong polarization of the carbonyl group, which gives a partial positive charge with aromatic stabilization on the ring and a partial negative charge on oxygen. It is an aromatic compound.[2][3]
See also[edit]
References[edit]
- ^ R. Breslow, J. Pecoraro, T. Sugimoto "Cyclpropenone" Org. Synth. 1977, vol. 57, pp. 41. doi:10.15227/orgsyn.057.0041
- ^ "Experiments show cyclopropenone is aromatic". Chem. Eng. News. 61 (38): 33. 1983. doi:10.1021/cen-v061n038.p033.
- ^ Peart, Patricia A.; Tovar, John D. (2010). "Poly(cyclopropenone)s: Formal Inclusion of the Smallest Hückel Aromatic into π-Conjugated Polymers". J. Org. Chem. 76 (15): 5689–5696. doi:10.1021/jo101108f.