Acetonedicarboxylic acid explained
Acetonedicarboxylic acid, 3-oxoglutaric acid or β-ketoglutaric acid is a simple dicarboxylic acid.
Preparation
Acetonedicarboxylic acid can also be prepared by decarboxylation of citric acid in fuming sulfuric acid:
Applications
Acetonedicarboxylic acid and its esters such as dimethylacetonedicarboxylate are primarily used as building blocks in the synthesis of heterocyclic rings[1] and in the Weiss–Cook reaction.[2]
Acetonedicarboxylic acid is well known to be used in the Robinson tropinone synthesis.
The presence of β-ketoglutaric acid in human urine is diagnostic for the harmful gut flora such as Candida albicans.[3]
See also
References
- Book: Stanovnik . Branko . Grošelj . Uroš. Dialkyl Acetone-1,3-Dicarboxylates and their Mono- and bis(Dimethylamino)methylidene Derivatives in the Synthesis of Heterocyclic Systems . 2010 . Advances in Heterocyclic Chemistry Volume 100 . 100 . 145–174 . 10.1016/S0065-2725(10)10005-1. 9780123809360 .
- 10.1021/acs.jchemed.9b00653. Process Development of the Weiss–Cook Reaction for the Preparation of cis-1,5-Dimethylbicyclo[3.3.0]octane-3,7-dione in the Undergraduate Organic Laboratory . 2020 . Korman . Matthew . Paz . Eric . Franklin . Tylor . Lewandowski . Nicholas R. . Sullivan . Bethany . Imhoff . Andrea M. . Fisher . Luke . Bichler . Katherine A. . Van Ornum . Scott G. . Journal of Chemical Education . 97 . 10 . 3835–3838 . 2020JChEd..97.3835K . 225248640 .
- Schmidt, Michael A, Tired of Being Tired: Overcoming Chronic Fatigue and Low Energy
