Zymonic acid

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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).

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

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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