N,N'-Carbonyldiimidazole
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.

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