4-Pyrone

4-Pyrone (γ-pyrone or pyran-4-one) is an unsaturated cyclic chemical compound with the molecular formula C₅H₄O₂.It is isomeric with 2-pyrone.

4-Pyrone^[1]

Names
Preferred IUPAC name 4H-Pyran-4-one
Other names γ-Pyrone 4-Pyranone
Identifiers
CAS Number	108-97-4 Y
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:37966 Y
ChemSpider	7680 Y
ECHA InfoCard	100.003.305
PubChem CID	7968
UNII	UJ7X07IM7Z Y
CompTox Dashboard (EPA)	DTXSID20148352
InChI InChI=1S/C5H4O2/c6-5-1-3-7-4-2-5/h1-4H Y Key: CVQUWLDCFXOXEN-UHFFFAOYSA-N Y InChI=1/C5H4O2/c6-5-1-3-7-4-2-5/h1-4H Key: CVQUWLDCFXOXEN-UHFFFAOYAG
SMILES C1=COC=CC1=O O=C\1/C=C\O/C=C/1
Properties
Chemical formula	C5H4O2
Molar mass	96.08
Melting point	32 to 34 °C (90 to 93 °F; 305 to 307 K)
Boiling point	210 to 215 °C (410 to 419 °F; 483 to 488 K)
Hazards
Flash point	101 °C (214 °F; 374 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Preparation

4-Pyrone is prepared via the thermal decarboxylation of chelidonic acid.^[2]

Reactions

4-Pyrone and its derivatives react with amines in protic solvents to form 4-Pyridones.^[2][3][4]

Derivatives

4-Pyrone forms the central core of several natural chemical compounds,^[5] including maltol, meconic acid, kojic acid, and of the important class of the Flavones.

Maltol	Kojic acid

See also

• Pyrone
• 4-Pyridone
• Dehydroacetic acid