349631

Dimethyl 2-oxoglutarate

96%

• Sinónimos: Dimethyl α-ketoglutarate
• Fórmula lineal: CH₃O₂CCH₂CH₂COCO₂CH₃
• Número de CAS: 13192-04-6
• Peso molecular: 174.15
• MDL number: MFCD00048052
• UNSPSC Code: 12352100
• PubChem Substance ID: 24861693
• NACRES: NA.22

Propiedades

• assay: 96%
• form: liquid
• refractive index: n20/D 1.439 (lit.)
• bp: 90-95 °C/0.4 mmHg (lit.)
• density: 1.203 g/mL at 25 °C (lit.)
• functional group: ester; ketone
• SMILES string: 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
• InChI key: TXIXSLPEABAEHP-UHFFFAOYSA-N

Descripción

General description

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.

Información de seguridad

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves