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Cyclopropenone: Difference between revisions

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| Section2 = {{Chembox Properties
| Section2 = {{Chembox Properties
| C=3|H=2|O=1
| C=3|H=2|O=1
| Appearance = 
| Appearance = colorless
| Density = 
| Density = 
| MeltingPt = 
| MeltingPt = −29 to −28 °C
| BoilingPt = 
| BoilingPt = 
| Solubility = 
| Solubility = 
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'''Cyclopropenone''' is an [[organic compound]] with [[molecular formula]] C<sub>3</sub>H<sub>2</sub>O consisting of a [[cyclopropene]] carbon framework with a [[ketone]] [[functional group]].
'''Cyclopropenone''' is an [[organic compound]] with [[molecular formula]] C<sub>3</sub>H<sub>2</sub>O consisting of a [[cyclopropene]] carbon framework with a [[ketone]] [[functional group]]. It is a colorless gas.<ref>R. Breslow, J. Pecoraro, T. Sugimoto "Cyclpropenone" Org. Synth. 1977, vol. 57, pp. 41. {{DOI|10.15227/orgsyn.057.0041}}</ref> The chemical properties of the compound are dominated by the strong [[dielectric|polarization]] of the [[carbonyl]] group, which a partial positive charge on the ring and a partial negative charge on oxygen. Other cyclic unsaturated ketones, e.g., [[tropone]], [[cyclopentadienone]], also exhibit unusual properties.
==Properties==
The [[carbonyl]] group is [[dielectric|polarized]] with a partial positive charge on the carbon atom and a partial negative charge on oxygen.
==See also==
* Other cyclic ketones: [[cyclopropanone]], [[tropone]], [[cyclopentadienone]]
* Other cyclopropene derivatives: [[cyclopropene]], [[methylcyclopropenone]]


==References==
==References==

Revision as of 11:52, 23 September 2015

Cyclopropenone
[[File: |200px]]
Names
IUPAC name
 2-Cyclopropen-1-one
Other names
 Cyclopropenone, Cyclopropene-3-one
Identifiers
3D model (JSmol)
  • Key:    
  •  
Properties
C3H2O
Molar mass 54.048 g·mol−1
Appearance  colorless
Density  
Melting point  −29 to −28 °C
Boiling point  
 

 

Hazards
 
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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 a partial positive charge on the ring and a partial negative charge on oxygen. Other cyclic unsaturated ketones, e.g., tropone, cyclopentadienone, also exhibit unusual properties.

References

  1. ^ R. Breslow, J. Pecoraro, T. Sugimoto "Cyclpropenone" Org. Synth. 1977, vol. 57, pp. 41. doi:10.15227/orgsyn.057.0041