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Contents

   



(Top)
 


1 Preparation  





2 Reactions  





3 Derivatives  





4 See also  





5 References  














4-Pyrone






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From Wikipedia, the free encyclopedia
 

(Redirected from 4-pyrone)

4-Pyrone[1]
Names
Preferred IUPAC name

4H-Pyran-4-one

Other names

γ-Pyrone
4-Pyranone

Identifiers

CAS Number

3D model (JSmol)

  • Interactive image
  • ChEBI
    ChemSpider
    ECHA InfoCard 100.003.305 Edit this at Wikidata

    PubChem CID

    UNII

    CompTox Dashboard (EPA)

    • InChI=1S/C5H4O2/c6-5-1-3-7-4-2-5/h1-4H checkY

      Key: CVQUWLDCFXOXEN-UHFFFAOYSA-N checkY

    • InChI=1/C5H4O2/c6-5-1-3-7-4-2-5/h1-4H

      Key: CVQUWLDCFXOXEN-UHFFFAOYAG

    • 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 checkY☒N ?)

    Infobox references

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

    Preparation

    [edit]

    4-Pyrone is prepared via the thermal decarboxylationofchelidonic acid.[2]

    Reactions

    [edit]

    4-Pyrone and its derivatives react with aminesinprotic solvents to form 4-Pyridones.[2][3][4]

    Derivatives

    [edit]

    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

    [edit]

    References

    [edit]
  • ^ a b Weygand, Conrad (1972). Hilgetag, G.; Martini, A. (eds.). Weygand/Hilgetag Preparative Organic Chemistry (4th ed.). New York: John Wiley & Sons, Inc. pp. 533–534, & 1009. ISBN 0471937495.
  • ^ Van Allan, J. A.; Reynolds, G. A.; Alessi, J. T.; Chie Chang, S.; C. Joines, R. (1971). "Reactions of 4-pyrones with primary amines. A new class of ionic associates". Journal of Heterocyclic Chemistry. 8 (6): 919–922. doi:10.1002/jhet.5570080606.
  • ^ Cook, Denys (1963). "The Preparation, Properties, and Structure of 2,6-bis-(Alkyamino)-2,5-heptadien-4-ones". Canadian Journal of Chemistry. 41 (6): 1435–1440. doi:10.1139/v63-195.
  • ^ Wilk, Wolfram; Waldmann, Herbert; Kaiser, Markus (2009). "Γ-Pyrone natural products—A privileged compound class provided by nature". Bioorganic & Medicinal Chemistry. 17 (6): 2304–2309. doi:10.1016/j.bmc.2008.11.001. PMID 19042133.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=4-Pyrone&oldid=1200065403"

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    This page was last edited on 28 January 2024, at 17:26 (UTC).

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