Kalpana Kalpana (Editor)

2 Furanone

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Formula  C4H4O2
Density  1.18 g/cm³
2-Furanone wwwsigmaaldrichcomcontentdamsigmaaldrichstr

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.

2-Furanone 25HFuranone C4H4O2 ChemSpider

Synthesis and reactions

2-Furanone is prepared by oxidation of furfural:

2-Furanone Floral Compound 5me2furanone

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-Furanone CV8P0396gif

2-Furanones can be converted to furans by a two-step process of reduction followed by dehydration. First the carbon-oxygen double bond is reduced by trimethylsilylation of the oxygen centre.

2-Furanone 2Methyltetrahydro3furanone 98 SigmaAldrich
2-Furanone substancetooltipashxid12699
2-Furanone 4Methyl25Hfuranone C5H6O2 ChemSpider
2-Furanone

References

2-Furanone Wikipedia


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