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Cyclopropenone

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Cyclopropenone
Names
IUPAC name
 2-Cyclopropen-1-one
Other names
 Cyclopropenone, Cyclopropene-3-one
Identifiers
3D model (JSmol)
  • Key:    
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Properties
C3H2O
Molar mass 54.048 g·mol−1
Appearance  colorless gas
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 gives a partial positive charge with aromatic stabilization on the ring and a partial negative charge on oxygen.

Main resonance structures of cyclopropenone.

References

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