Chemistry:Zymonic acid
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| File:ZymonicAcid.svg | |
| Names | |
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| IUPAC name
4-hydroxy-2-methyl-5-oxofuran-2-carboxylic acid
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Other names
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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| 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). | |
| Infobox references | |
Tracking categories (test):
Zymonic acid is an organic compound with the empirical formula C
6H
6O
5. It is the product from the condensation of a two molecules of pyruvic acid:[1]
- 2 CH
3C(O)CO
2H → (O=C)(HOC)(HC)OC(CH
3)(CO
2H) + H
2O
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]
References
- ↑ Klingler, Franz Dietrich; Ebertz, Wolfgang (2000). "Oxocarboxylic Acids". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a18_313. ISBN 978-3-527-30385-4.
- ↑ Heger, Dominik; Eugene, Alexis J.; Parkin, Sean R.; Guzman, Marcelo I. (2019). "Crystal structure of zymonic acid and a redetermination of its precursor, pyruvic acid". Acta Crystallographica Section E 75 (6): 858–862. doi:10.1107/S2056989019007072. PMID 31391982.
- ↑ Perkins, Russell J.; Shoemaker, Richard K.; Carpenter, Barry K.; Vaida, Veronica (2016). "Chemical Equilibria and Kinetics in Aqueous Solutions of Zymonic Acid". The Journal of Physical Chemistry A 120 (51): 10096–10107. doi:10.1021/acs.jpca.6b10526. PMID 27991786.
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