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Zymonic acid

Chemical compound From Wikipedia, the free encyclopedia

Zymonic acid is an organic compound with the empirical formula C6H6O5. It is the product of the condensation of two molecules of pyruvic acid:[1]

2 CH3C(O)CO2H → (O=C)(HOC)(HC)OC(CH3)(CO2H) + H2O
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Zymonic acid
Names
IUPAC name
4-hydroxy-2-methyl-5-oxofuran-2-carboxylic acid
Other names
  • 2,5-Dihydro-4-hydroxy-2-methyl-5-oxo-2-furancarboxylic acid
  • 4-hydroxy-2-methyl-5-oxo-2,5-dihydrofuran-2-carboxylic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C6H6O5/c1-6(5(9)10)2-3(7)4(8)11-6/h2,7H,1H3,(H,9,10)
    Key: FMOWGHRAYUFXIG-UHFFFAOYSA-N
  • CC1(C=C(C(=O)O1)O)C(=O)O
Properties
C6H6O5
Molar mass 158.109 g·mol−1
Appearance white solid
Density 1.523 g/cm3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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The molecule is an unsaturated furanone, as established by X-ray crystallography.[2] In aqueous solution, zymonic acid reversibly converts to a variety of derivatives including ring-opened and cyclic hydrates. [3]

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