Glucic acid

Glucic acid

Names
Preferred IUPAC name Hydroxypropanedial
Other names Hydroxymalonaldehyde 2-Hydroxypropanedial Reductone Tartronaldehyde 2-Hydroxymalonaldehyde 2-Hydroxymalondialdehyde Glucose-reductone Tartronal Tartronic aldehyde Triose reductone
Identifiers
CAS Number	497-15-4  Y
3D model (JSmol)	Interactive image
ChemSpider	3650542  N
PubChem CID	4451502
UNII	5R0YG3SBR7  Y
InChI InChI=1S/C3H4O3/c4-1-3(6)2-5/h1-3,6H N Key: NVXLIZQNSVLKPO-UHFFFAOYSA-N N InChI=1/C3H4O3/c4-1-3(6)2-5/h1-3,6H Key: NVXLIZQNSVLKPO-UHFFFAOYAQ
SMILES O=CC(O)C=O
Properties
Chemical formula	C3H4O3
Molar mass	88.062 g·mol−1
Density	1.38 g/mL
Melting point	149 °C (300 °F; 422 K) (decomposes) [1]
Boiling point	274 °C (525 °F; 547 K)
Related compounds
Related alkenals	4-Hydroxynonenal Malondialdehyde
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

Glucic acid is an organic compound with the chemical formula C₃H₄O₃. It is classified as a reductone.

Tautomeric forms of glucic acid

Production

Glucic acid is produced by heating fructose under alkaline conditions. ^{[2] : 137–138} Under acidic conditions, levulinic acid is produced instead. ^{[2] : 137}

It also occurs in the hydrolysis of sucrose under alkaline conditions as prolonged heating causes the resulting hexoses to further decompose into several compounds, including glucic acid. ^{[2] : 221–222}

References

1. Holker, J. R. (1955). "Oxidation of Some Enediols with Selenium Dioxide". J. Chem. Soc.: 579–580. doi:10.1039/JR9550000574.
2. Honig, Pieter (2013-10-22). Principles of Sugar Technology. Elsevier. ISBN   978-1-4832-7510-9.