| Watchedfields | changed |
|---|---|
| Verifiedrevid | 477213431 |
| Pin | Furan-2(5H)-one |
| Othernames | Furan-2-one, γ-crotonolactone, butenolide, 5H-furan-2-one |
2-Furanone is a heterocyclic organic compound. It is also known as γ-crotonolactone (GCL), as it is formally the lactone derived from γ-hydroxyisocrotonic acid. The chemical is colloquially called "butenolide", and is the parent structure for the butenolide class of compounds. It is a colourless liquid.
Synthesis and reactions
2-Furanone is prepared by oxidation of furfural:[1]
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.
2-Furanones can be converted to furans by a two-step process of reduction followed by dehydration reaction.
Furanone is thought to contribute to the unique taste of maple syrup.
See also
- Category:Furanones, various substituted structural analogs
- Pyrone, which has one more carbon atom in the ring
References
- ^ Näsman, Jan H. (1990). "3-Methyl-2(5H)-furanone". Organic Syntheses. 68: 162. doi:10.15227/orgsyn.068.0162