2-Pyrone
2-Pyrone (α-pyrone or pyran-2-one) is an unsaturated cyclic chemical compound with the molecular formula C5H4O2. It is isomeric with 4-pyrone.
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Preferred IUPAC name
2H-Pyran-2-one | |
Other names
α-Pyrone 2-Pyranone Pyran-2-one | |
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.007.264 |
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CompTox Dashboard (EPA) |
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Properties | |
C5H4O2 | |
Molar mass | 96.085 g·mol−1 |
Density | 1.197 g/mL |
Boiling point | 102 to 103 °C (216 to 217 °F; 375 to 376 K) at 20 mmHg |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
2-Pyrone is used in organic synthesis as a building block for more complex chemical structures because it may participate in a variety of cycloaddition reactions to form bicyclic lactones. For example, it readily undergoes Diels-Alder reactions with alkynes producing, upon loss of carbon dioxide, substituted benzenes. The Gogte Synthesis (1938) is a method for the alkylation of certain pyrones with acid chlorides.
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