Carbonyldiimidazole

Carbonyldiimidazole (CDI) is a chemical compound used in organic synthesis. It is a white crystalline solid that is soluble in organic solvents. It is often used as a reagent in the synthesis of other organic compounds.

Structure and properties

Carbonyldiimidazole is a heterocyclic compound that consists of two imidazole rings linked by a carbonyl group. The molecule is planar, with the carbonyl group located in the center of the molecule. The carbonyl group is highly electrophilic, which makes it a good leaving group in reactions.

Synthesis

Carbonyldiimidazole can be synthesized from carbon dioxide and imidazole in the presence of triethylamine. The reaction proceeds via the formation of a carbamate intermediate, which is then dehydrated to form the final product.

Uses

Carbonyldiimidazole is primarily used as a reagent in organic synthesis. It is particularly useful for the synthesis of amides, esters, and anhydrides from carboxylic acids. It can also be used to form carbamates from alcohols.

Safety

Carbonyldiimidazole is a strong irritant and should be handled with care. It can cause burns to the skin and eyes, and inhalation can cause respiratory irritation.

See also

• Imidazole
• Carboxylic acid
• Organic synthesis