Abstract
1,3-Dicyclohexylcarbodiimide (DCC) is a versatile organic reagent. It is a powerful dehydrating agent commonly used for the preparation of amides, [1] [2] esters, [3] and anhydrides. [4] It can also be used with dimethylsulfoxide for mild oxidation of alcohols to ketones and aldehydes (Moffatt oxidation), dehydration of hydroxy compounds, and many other reactions. Under standard conditions, DCC exists in the form of white crystals with a heavy, sweet odor. The low melting point (34 °C) of this material allows it to be melted for easy handling. DCC is highly soluble in many organic solvents (e.g., dichloromethane, tetrahydrofuran, acetonitrile, or N,N′-dimethylformamide). The main drawback of its use is the formation of N,N′-dicyclohexylurea (DCU), which partially remains in solution with the product. The low solubility of DCU in most organic solvents complicates purifications, especially in the peptide synthesis.
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