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 ;
3D model (JSmol)	Interactive image;
ChemSpider	3650542 ;
PubChem CID	4451502;
UNII	5R0YG3SBR7 ;
	InChI InChI=1S/C3H4O3/c4-1-3(6)2-5/h1-3,6H Key: NVXLIZQNSVLKPO-UHFFFAOYSA-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)
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). verify (what is ?) Infobox references

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

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

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

[1] Holker, J. R. (1955). "Oxidation of Some Enediols with Selenium Dioxide". J. Chem. Soc.: 579–580. doi:10.1039/JR9550000574.

[sugar-2] Honig, Pieter (2013-10-22). Principles of Sugar Technology. Elsevier. ISBN 978-1-4832-7510-9.

[1]

[2]