N,N′-Carbonyldiimidazole

[530-62-1] C7H6N4O (MW 162.15) InChI = 1S/C7H6N4O/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H InChIKey = PFKFTWBEEFSNDU-UHFFFAOYSA-N (reagent for activation of carboxylic acids;1 synthesis of esters,2 amides,3 peptides,4 aldehydes,5 ketones,6 β-keto thioesters,7 tetronic acids;8 ureas,9 isocyanates,10 carbonates;9 halides from alcohols;11 glycosidation;12 dehydration13-16) Physical Data: mp 116–118 °C. Solubility: no quantitative data available. Inert solvents such as THF, benzene, CHCl3, DMF are commonly used for reactions. Form Supplied in: commercially available white solid. Analysis of Reagent Purity: purity can be determined by measuring the amount of CO2 evolved on hydrolysis. Preparative Method: prepared by mixing phosgene with four equivalents of imidazole in benzene/THF.17 Purification: may be purified by recrystallization from hot, anhydrous THF with careful exclusion of moisture.17 Handling, Storage, and Precautions: moisture sensitive; reacts readily with water with evolution of carbon dioxide. May be kept for long periods either in a sealed tube or in a desiccator over P2O5.