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4-Pyrone


4-Pyranone

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.

Preparation

4-Pyrone is prepared via the thermal decarboxylation of chelidonic acid.

Reactions

4-Pyrone and its derivatives react with amines in protic solvents to form 4-Pyridones.

Derivatives

4-Pyrone forms the central core of several natural chemical compounds, including maltol, meconic acid, kojic acid, and of the important class of the flavones.

:{| class="wikitable" |[[Image:Maltol.svg|70px]] |[[Image:KojicAcid.png|120px]] |- | Maltol | Kojic acid |}

References

References

  1. [http://www.sigmaaldrich.com/catalog/search/ProductDetail/ALDRICH/177229 4H-Pyran-4-one] at [[Sigma-Aldrich]]
  2. (1972). "Weygand/Hilgetag Preparative Organic Chemistry". John Wiley & Sons, Inc..
  3. (1971). "Reactions of 4-pyrones with primary amines. A new class of ionic associates". Journal of Heterocyclic Chemistry.
  4. (1963). "The Preparation, Properties, and Structure of 2,6-bis-(Alkyamino)-2,5-heptadien-4-ones". Canadian Journal of Chemistry.
  5. (2009). "Γ-Pyrone natural products—A privileged compound class provided by nature". Bioorganic & Medicinal Chemistry.
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