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| Names | |||
|---|---|---|---|
| Preferred IUPAC name Cycloprop-2-en-1-one | |||
| Other names Cyclopropenone, Cyclopropene-3-one | |||
| Identifiers | |||
3D model (JSmol) | |||
| ChemSpider | |||
| UNII | |||
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| Properties | |||
| C3H2O | |||
| Molar mass | 54.048 g·mol−1 | ||
| Appearance | Colorless liquid | ||
| Melting point | −29 to −28 °C (−20 to −18 °F; 244 to 245 K) | ||
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |||
Cyclopropenone is anorganic compound withmolecular formulaC3H2O consisting of acyclopropene carbon framework with aketonefunctional group. It is a colorless, volatile liquid that boils near room temperature.[1] Neat cyclopropenone polymerizes upon standing at room temperature,[2] and chemical vendors typically supply it as anacetal.[3] The chemical properties of the compound are dominated by the strongpolarization of thecarbonyl group, which gives a partial positive charge witharomatic stabilization on the ring and a partial negative charge on oxygen.[4][5]
Cyclopropenone has been observed in the gas phase in interstellar environments such as theTaurus molecular cloud.[6]
Dimethyl cyclopropenone ketal is less stable than the corresponding cyclic ketal derivatives....A direct route to cyclopropenone is the hydrolysis of 3,3‑dimethoxycyclopropene.
