词条 | 2-Furanone |
释义 |
| Watchedfields = changed | verifiedrevid = 477213431 | ImageFileL1 = Furan-2-one.svg | ImageSizeL1 = 120 | ImageAltL1 = Skeletal formula of 2-furanone | ImageFileR1 = 2-Furanone-3D-balls.png | ImageSizeR1 = 130 | ImageAltR1 = Ball-and-stick model of the 2-furanone molecule | IUPACName = 5H-furan-2-one | OtherNames = furan-2-one, γ-crotonolactone, butenolide | Section1 = {{Chembox Identifiers | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C17601 | InChI = 1/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2 | InChIKey = VIHAEDVKXSOUAT-UHFFFAOYAD | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 166223 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C4H4O2/c5-4-2-1-3-6-4/h1-2H,3H2 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = VIHAEDVKXSOUAT-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 497-23-4 | PubChem = 10341 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 38118 | SMILES = O=C\\1OC/C=C/1 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 9917 | MeSHName = butenolide | Section2 = {{Chembox Properties | Formula = C4H4O2 | MolarMass = 84.07336 | Appearance = | Density = 1.185 g/cm3, liquid | MeltingPtC = 4 to 5 | MeltingPt_ref=[1] | BoilingPtC = 86 to 87 | BoilingPt_notes= 12 mm Hg[1] | Solubility = | Section7 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} 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 reactions2-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.{{explain|reason=What are the alpha and beta forms?|date=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. See also
References1. ^1 Sigma-Aldrich Chemicals Product detail {{GHBergics}}{{DEFAULTSORT:Furanone, 2-}}2. ^{{cite journal|last1=Näsman|first1=Jan H.|title=3-Methyl-2(5H)-furanone|journal=Organic Syntheses|date=1990|volume=68|page=162|doi=10.15227/orgsyn.068.0162}} 2 : Furanones|GHB receptor ligands |
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