2-Furanone

changed 477213431 Furan-2-one.svg 120 Skeletal formula of 2-furanone 2-Furanone-3D-balls.png 130 Ball-and-stick model of the 2-furanone molecule Furan-2(5H)-one Furan-2-one, γ-crotonolactone, butenolide, 5H-furan-2-one 383585 773828 correct kegg C17601 1/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2 VIHAEDVKXSOUAT-UHFFFAOYAD correct EBI 166223 207-839-3 correct chemspider 1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2 correct chemspider VIHAEDVKXSOUAT-UHFFFAOYSA-N correct CAS 497-23-4 correct FDA 8KXK25H388 10341 correct EBI 38118 O=C\1OC/C=C/1 correct chemspider 9917 butenolide C4H4O2 84.07336 1.185 g/cm3, liquid 4 to 5 Sigma-Aldrich Chemicals Product detail 86 to 87 12 mm Hg 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:Näsman Jan H. 3-Methyl-2(5H)-furanone Organic Syntheses 1990 68 162 10.15227/orgsyn.068.0162 free 400px It exists in equilibrium with the tautomer 2-hydroxyfuran, which serves as an intermediate in the interconversion between the β- and α-furanones.What are the alpha and beta forms? October 2017 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 Category:Furanones Category:GHB receptor ligands