Cyclobutenone

Cyclobutenone
Names
IUPAC name
Cyclobut-2-en-1-one
Other names
2-Cyclobutene-1-one
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 32264-87-2
MeSH cyclobutenone
  • InChI=1S/C4H4O/c5-4-2-1-3-4/h1-2H,3H2
    Key: DFLRGCFWSRELEL-UHFFFAOYSA-N
  • C1C=CC1=O
Properties
C4H4O
Molar mass 68.075 g·mol−1
Hazards
GHS labelling:
Warning
H302, H315, H319, H335
P280, P305+P351+P338
Safety data sheet (SDS) A2B Chem
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Cyclobutenone is a chemical compound with the formula C4H4O. It is a highly strained cyclic enone which exhibits significant chemical reactivity. Notable reactions of cyclobutenone include acting as a Michael acceptor, a dienophile for Diels-Alder reactions, and a regioselective substrate for activation of C−C bonds. Electrocyclic ring opening of cyclobutenones yields vinylketenes, which serve as reactive intermediates in cycloaddition reactions.