2-Furanone
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| Template:Longitem | Template:Unbulleted list |
| Template:Longitem | 383585 |
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| EC Number | Template:Unbulleted list |
| Template:Longitem | 773828 |
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| MeSH | butenolide |
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| Template:Longitem | C4H4O2 |
| Molar mass | 84.07336 |
| Density | 1.185 g/cm3, liquid |
| Melting point | Template:Chembox CalcTemperatures |
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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:[2]
It exists in equilibrium with the tautomer 2-hydroxyfuran, which serves as an intermediate in the interconversion between the β- and α-furanones.Template:Explain 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.
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
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