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CAS 538-75-0, Cat. No EN300-20280
Reagent for peptide coupling, amide formation, ester, and thioester

DCC

N,N'-dicyclohexylmethanediimine, commonly known as DCC, is a widely recognized reagent extensively used for protein coupling and various amide bond-forming reactions involving primary and secondary amines with carboxylic acids1. As a simple carbodiimide reagent, DCC finds numerous applications in diverse fields, including the synthesis of esters and anhydrides. DCC's versatility extends beyond amide bond formation. It can be utilized in conjunction with DMSO for the mild oxidation of alcohols to ketones, and it also plays a role in the dehydrative conversion of primary amides to nitriles, 𝛽-hydroxy ketones to 𝛼,𝛽-unsaturated ketones, and the stereochemical inversion of secondary alcohols1. One of the key advantages of DCC lies in its solubility and low melting point, allowing for easy handling in liquid form. Additionally, its cost-effectiveness makes it a preferred choice for many researchers and chemists.

Synonyms: N,N'-dicyclohexylmethanediimine; carbodiimide; dicyclohexyl- (6CI, 7CI, 8CI); N,N′-methanetetraylbis[cyclohexanamine] (ACI); 1,3-dicyclohexylcarbodiimide; bis(cyclohexyl)carbodiimide; dicyclohexylcarbodiimide; DN-TE 9; N,N′-dicyclohexylcarbodiimide; cyclohexanamine; N,N′-methanetetraylbis-(9CI, ACI)

Selected publication

  1. 1,3-Dicyclohexylcarbodiimide.

    Albert J. S.; Hamilton A. D.; Hart A. C.; Feng X.; Lin L.; Wang Z. Encyclopedia of Reagents for Organic Synthesis 2017, 1–9. DOI: 10.1002/047084289X.rd146.pub3

 

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