| IUPAC name
| Other names
furan-2-one, γ-crotonolactone, butenolide
|3D model (Jmol)||Interactive image|
|Density||1.185 g/cm3, liquid|
|Melting point||4 to 5 °C (39 to 41 °F; 277 to 278 K)|
|Boiling point||86 to 87 °C (187 to 189 °F; 359 to 360 K) 12 mm Hg|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|(what is ?)|
2-Furanone, also known as γ-crotonolactone (GCL), is a heterocyclic organic compound. Classified as a lactone, this colourless liquid is colloquially called "butenolide." As a class of compounds, substituted derivatives, which are not in fact prepared from the parent 2-furanone, are called butenolides.
Synthesis and reactions
2-Furanone is prepared by oxidation of furfural:
It exists in equilibrium with the tautomer 2-hydroxyfuran, which serves as an intermediate in the interconversion between the β- and α-furanones. The β form is the more stable. The interconversion is catalyzed by base.