CAS 5699-58-1

2,4-Dioxopentanoic acid

Description:

2,4-Dioxopentanoic acid, also known as 2,4-pentanedione-3-carboxylic acid, is an organic compound characterized by its dicarbonyl structure and carboxylic acid functional group. It features two ketone groups located at the 2 and 4 positions of a five-carbon chain, along with a carboxylic acid group at the terminal position. This compound is typically a colorless to pale yellow liquid or solid, depending on its state at room temperature. It is soluble in water and organic solvents, making it versatile for various applications in organic synthesis and as an intermediate in chemical reactions. The presence of both carbonyl and carboxylic acid functionalities allows for a range of reactivity, including condensation and esterification reactions. Additionally, 2,4-dioxopentanoic acid can participate in chelation with metal ions, which may be useful in coordination chemistry. Its unique structure and properties make it of interest in fields such as pharmaceuticals, agrochemicals, and materials science. Safety data should be consulted for handling and storage, as with all chemical substances.

Formula: C₅H₆O₄

InChI: InChI=1S/C5H6O4/c1-3(6)2-4(7)5(8)9/h2H2,1H3,(H,8,9)

InChI key: InChIKey=UNRQTHVKJQUDDF-UHFFFAOYSA-N

SMILES: C(CC(C)=O)(C(O)=O)=O

Synonyms:

• 2,4-Dioxopentanoate
• 2,4-Dioxopentanoic Acid
• 2,4-Dioxovalerate
• 2,4-Dioxovaleric acid
• Acetoneoxalic acid
• Acetylpyruvic acid
• Pentanoic acid, 2,4-dioxo-
• Valeric acid, 2,4-dioxo-
• Acetopyruvic acid

Acetylpyruvic Acid

CAS: 5699-58-1

Applications Acetylpyruvic acid is a derivative of pyruvic acid (P998900) which is an intermediate in sugar metabolism and in enzymatic carbohydrate degradation (alcoholic fermentation) where it is converted to acetaldehyde and CO2 by carboxylase. In muscle, Pyruvic acid (derived from glycogen) is reduced to lactic acid during exertion, which is reoxidized and partially retransformed to glycogen during rest. The liver can convert Pyruvic acid to alanine by amination. A diagnostic agent for Parkinson disease.
References Wenzel, A., et al.: J. Neurosci., 21, 53 (2001), Martinez., et al.: Development, 6, 851 (2002), Nakayama, K., et al.: J. Biochem., 146, 757 (2009), Tanaka, T., et al.: J. Pharmacol. Sci., 109, 24 (2009),

Formula: C₅H₆O₄

Color and Shape: Neat

Molecular weight: 130.1

Ref: TR-A163940