Acetonedicarboxylic acid

Acetonedicarboxylic acid[1]
IUPAC name 3-Oxopentanedioic acid
Other names 1,3-Acetonedicarboxylic acid; 3-oxoglutaric acid; 3-ketoglutaric acid; β-ketoglutaric acid
Identifiers
	PubChem	68328
ChemSpider	61623 Y
EC number	208-797-9
Jmol-3D images	Image 1 Image 2
SMILES C(C(=O)CC(=O)O)C(=O)O O=C(O)CC(=O)CC(=O)O
InChI InChI=1S/C5H6O5/c6-3(1-4(7)8)2-5(9)10/h1-2H2,(H,7,8)(H,9,10) Y Key: OXTNCQMOKLOUAM-UHFFFAOYSA-N Y InChI=1/C5H6O5/c6-3(1-4(7)8)2-5(9)10/h1-2H2,(H,7,8)(H,9,10) Key: OXTNCQMOKLOUAM-UHFFFAOYAR
Properties
Molecular formula	C5H6O5
Molar mass	146.09814 g/mol
Density	1,499 g/cm3
Melting point	133 °C (dec.)
Boiling point	408,4 °C (760mm Hg)
Hazards
Flash point	2,149 °C; 3,900 °F; 2,422 K
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Acetonedicarboxylic acid or 3-oxoglutaric acid is a simple carboxylic acid, which may be used as a building block in organic chemistry.

It is commercially available.^[2] It may also be prepared by decarbonylation of citric acid in fuming sulfuric acid:^[3]

References

1. ↑ 1,3-Acetonedicarboxylic acid at Sigma-Aldrich (safety data sheet)
2. ↑ German patent DE 32245 Farbwerke vormals Meister, Lucius und Brüning in Höchst a. M. (eingereicht 9. November 1884, erteilt 9. July 1885)
3. ↑ Roger Adams, H. M. Chiles, and C. F. Rassweiler (1941), "Acetonedicarboxylic Acid", Org. Synth. ; Coll. Vol. 1: 10