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Acetone-1,3-dicarboxylic acid is used as a building block in organic chemistry. It is also used in the synthesis of hetrocyclic rings and in the Weiss-Cook reaction, which involves the preparation of cis-bicyclo[3.3.0]octane-3,7-dione by reacting with diacyl (1,2 ketone). Its presence in human urine is used as a diagnostic test for the overgrowth of harmful gut flora such as Candida albicans.
For use in Robinson's classical one-step synthesis of pseudopelletierine, see: Org. Synth. Coll., 4, 816 (1963):
For a more recent analogous example of the synthesis of azabicyclo[3.3.1]nonan-3-one derivatives, see: J. Med. Chem., 36, 3707 (1993).
Li, C.; Breit, B. Rhodium-Catalyzed Chemo- and Regioselective Decarboxylative Addition of beta-Ketoacids to Allenes: Efficient Construction of Tertiary and Quaternary Carbon Centers. J. Am. Chem. Soc. 2014, 136 (3), 862-865.
Sousa, A.; Araújo, P.; Mateus, N.; de Freitas, V. Deoxyvitisins: a new set of pyrano-3-deoxyanthocyanidins. Tetrahedron Lett. 2013, 54 (35), 4785-4788.
Hazard Statements: H315-H319-H500
Causes skin irritation. Causes serious eye irritation. May form combustible dust concentrations in air
Precautionary Statements: P264b-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362
Wash face, hands and any exposed skin thoroughly after handling Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse.