Tartronic acid

Tartronic acid or 2-hydroxymalonic acid is an organic compound with the structural formula of HOHC(CO2H)2. This dicarboxylic acid is related to malonic acid. It is a white solid. It is produced by oxidation of glycerol:

HOCH2CH(OH)CH2OH + 2 O2 → HO2CCH(OH)CO2H + 2 H2O
Tartronic acid
Names
Preferred IUPAC name
Hydroxypropanedioic acid
Other names
tartronic acid,
2-tartronic acid,
hydroxymalonic acid,
2-hydroxymalonic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.184
EC Number
  • 201-301-1
KEGG
UNII
  • InChI=1S/C3H4O5/c4-1(2(5)6)3(7)8/h1,4H,(H,5,6)(H,7,8) Y
    Key: ROBFUDYVXSDBQM-UHFFFAOYSA-N Y
  • InChI=1/C3H4O5/c4-1(2(5)6)3 (7)8/h1,4H,(H,5,6)(H,7,8)
  • InChI=1/C3H4O5/c4-1(2(5)6)3(7)8/h1,4H,(H,5,6)(H,7,8)
    Key: ROBFUDYVXSDBQM-UHFFFAOYAD
  • O=C(O)C(O)C(=O)O
Properties
C3H4O5
Molar mass 120.06 g/mol
Appearance white solid
Density 1.849 g/cm3
Melting point 159 °C (318 °F; 432 K) (decomposes)
Hazards
NFPA 704 (fire diamond)
2
0
0
Related compounds
Tartaric acid
Malic acid
Mesoxalic acid
Lactic acid
3-Hydroxypropionic acid
Malonic acid
Propionic acid
Oxalic acid
Related compounds
Glyceric acid
Glyceraldehyde
Tartonaldehyde
Glycerol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Glyceric acid HOCH2CH(OH)CO2H is an intermediate.

Its derivative, 2-methyltartronic acid, is isomalic acid.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.