349631

Dimethyl 2-oxoglutarate

96%

• Synonyme(s) : Dimethyl α-ketoglutarate
• Formule linéaire : CH₃O₂CCH₂CH₂COCO₂CH₃
• CAS Number: 13192-04-6
• Poids moléculaire : 174.15
• Numéro MDL: MFCD00048052
• Code UNSPSC : 12352100
• ID de substance PubChem : 24861693
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Essai: 96%
• Forme: liquid
• Indice de réfraction: n20/D 1.439 (lit.)
• pb: 90-95 °C/0.4 mmHg (lit.)
• Densité: 1.203 g/mL at 25 °C (lit.)
• Groupe fonctionnel: ester; ketone
• Chaîne SMILES: COC(=O)CCC(=O)C(=O)OC
• InChI: 1S/C7H10O5/c1-11-6(9)4-3-5(8)7(10)12-2/h3-4H2,1-2H3
• Clé InChI: TXIXSLPEABAEHP-UHFFFAOYSA-N

Description

Description générale

Dimethyl 2-oxoglutarate is a key intermediate formed during the Krebs cycle and an important nitrogen transporter in the biological metabolic pathways. The electrochemical behavior of dimethyl-2-oxoglutarate has been investigated by cyclic voltammetry, square wave voltammetry and differential pulse voltammetry using a glassy carbon electrode.

Application

Dimethyl 2-oxoglutarate can undergo cylocondensation with dinucleophiles, such as 1,2-phenylenediamine, 2-aminophenol and 2-aminobenzenethiol to form novel heterocycles.

Dimethyl 2-oxoglutarate may be used to synthesize the conformationally constrained PNA (peptide nucleic acid) -monomer capable of binding thymine in a triplex motif. It may be used in the synthesis of 4-aryl kainic acid analogs, via highly stereoselective Michael addition reaction with nitrostyrene.

Informations sur la sécurité

• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves