N,N'-Carbonyldiimidazole

CAS: 530-62-1

Ref. 3D-FC02706

Product Information

• Name: N,N'-Carbonyldiimidazole
• Synonyms: CDI1,1'-Carbonyldiimidazole, 1,1'-Carbonylbis-1H-imidazol, 1,1'-Carbonylbis-1H-imidazole, 1,1'-Carbonylbisimidazole, 1,1'-Carbonyldiimidazole, 1,1'-carbonilbis-1H-imidazol, 1-(1H-Imidazol-1-ylcarbonyl)-1H-imidazole, 1-(1H-Imidazole-1-carbonyl)-1H-imidazole, Bis(1H-imidazol-1-yl)methanone, Bis(imidazol-1-yl) ketone, Bis(imidazol-1-yl)methanone, Di-1H-imidazol-1-ylmethanone, Diimidazol-1-yl ketone, Imidazole, 1,1'-carbonyldi-, Methanone, di-1H-imidazol-1-yl-, N,N'-Carbonylbis(imidazole), Nsc 67203
• CAS: 530-62-1

Description

CDI is a coupling agent used mainly for amide and ester formation, but also thioesters, ureas and carbamates. CDI is used in a one-pot procedure, where an acyl imidazolide is formed first upon activation of the carboxylic acid with CDI. The amine or alcohol is then added, and it readily reacts with the active intermediate and the product is generated. CDI does not require the presence of base. The addition to the CDI reaction mixture of carbon dioxide or weakly acid compounds such as imidazole hydrochloride, was reported to increase the reaction rates. CDI can be used in large-scale synthesis thanks to its affordable cost, its availability, and the ease of removal of the by-products during the workup, which are carbon dioxide and imidazole. CDI can be employed as a replacement of the poisonous phosgene, as an imidazolium transfer reagent and in the synthesis of lead sequestering agents.

• Brand: Biosynth

Chemical properties

• Molecular weight: 162.15 g/mol
• Formula: C₇H₆N₄O
• Color/Form: Off-White Powder
• InChI: InChI=1S/C7H6N4O/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H
• InChI key: InChIKey=PFKFTWBEEFSNDU-UHFFFAOYSA-N
• SMILES: O=C(n1ccnc1)n1ccnc1