Title: N,N¢-Carbonyldiimidazole

CAS Registry Number: 530-62-1

CAS Name: 1,1¢-Carbonylbis-1H-imidazole

Molecular Formula: C7H6N4O

Molecular Weight: 162.15

Percent Composition: C 51.85%, H 3.73%, N 34.55%, O 9.87%

Literature References: Prepd from phosgene and imidazole in dry tetrahydrofuran or dry benzene: Staab, Ann. 609, 75 (1957); Anderson, Paul, J. Am. Chem. Soc. 80, 4423 (1958).

Properties: Crystals from tetrahydrofuran or benzene, mp 115.5-116°. Should be handled under exclusion of atmospheric moisture. Hydrolyzed by water in a few sec with evolution of CO2.

Melting point: mp 115.5-116°

Use: In the synthesis of peptides. Reacts readily with carboxylic acids to form acyl imidazoles; subsequent reaction with amines to form amides goes smoothly.