EN300-20020

Product Information

In the EnamineStore catalog, code EN300-20020 corresponds to 3-oxopentanedioic acid (CAS 542-05-2). Acetonedicarboxylic acid and 3-oxoglutaric acid are established alternative names. All three describe HOOC–CH2–C(=O)–CH2–COOH, a five-carbon chain in which a central ketone separates two equivalent CH2COOH arms.

A 3-oxopentanedioic acid supplier may choose a systematic or traditional name for its catalog, so identification should rely on more than wording. The 2-oxo isomer has the same elemental formula and molar mass but different connectivity.

Structure and Chemical Identifiers

Read from either end, the carbon sequence is carboxyl carbon–methylene–ketone carbon–methylene–carboxyl carbon. The molecule has two constitutionally identical halves. C2 and C4 carry the hydrogens involved in enol or enolate formation; C3 is the ketone carbonyl and is not itself an enolizable carbon atom. Each CH2 group lies between two carbonyl functions, so the structure can be viewed as two β-keto acid units sharing one ketone. Comparisons among 3-oxopentanedioic acid suppliers should therefore include the CAS number and a structural representation.

Key reference data are:

• Molecular formula: C5H6O5
• Molar mass: 146.10 g/mol
• SMILES: O=C(O)CC(=O)CC(=O)O
• Synonyms: acetonedicarboxylic acid and 3-oxoglutaric acid

A record from a 542-05-2 supplier should report this combination of formula, structure, and identifiers. Formula or molar mass alone cannot distinguish 3-oxopentanedioic acid from the 2-oxo positional isomer.

Applications of 3-Oxopentanedioic Acid

The historical reference point for this reagent is Robinson's 1917 tropinone synthesis. Acetonedicarboxylic acid, succinaldehyde, and methylamine assemble the tropane framework in one pot through two Mannich carbon–carbon bond-forming events. In this sequence, the diacid acts as an activated acetone equivalent: its carboxyl substituents increase the reactivity of the neighboring methylene sites and are removed later by decarboxylation.

In a later catalytic study, copper activation of the diacid was combined with amine activation of an unsaturated aldehyde to produce chiral cyclohexenones. Within that reaction, the reagent supplied two nucleophilic carbon sites and ultimately lost both carboxyl groups. The free acid and its esters can likewise enter other condensation sequences, although route design must account for keto–enol equilibria and possible decarboxylation. Broader claims about ring construction require evidence for the particular substrates and conditions.

3-Oxopentanedioic Acid Available from EnamineStore

EnamineStore associates EN300-20020 with the identity described above. Offers from 542-05-2 suppliers are best compared by reviewing product form, analytical specification, and available lot documentation rather than relying on the catalog name alone.

Because commercial terms change, the current price of 3-oxopentanedioic acid should be taken from the live EN300-20020 listing. That listing also shows whether 3-oxopentanedioic acid is in stock at the time of checking. Before ordering, researchers should confirm that the CAS identifier and SMILES match the intended starting material rather than relying only on a molecular formula shared by positional isomers.