DCC

CAS: 538-75-0

Ref. 3D-FD05508

Product Information

• Name: DCC
• Synonyms: 1,3-Dicyclohexyl carbodiimideN,N'-Dicyclohexylcarbodiimide, 1,3-Dicyclohexylcarbodiimide, Bis(cyclohexyl)carbodiimide, Carbodiimide, N,N-Dicyclohexyl-, Carbodiimide, dicyclohexyl-, Cyclohexanamine, N,N'-methanetetraylbis-, Dccd, Dcci, Diciclohexilcarbodiimida, Dicyclohexyl CARBODIMIDE, Dicyclohexylcarbodiimid, Dicyclohexylcarbodiimide, N,N'-Dicyclohexyl carbodiimide, N,N'-Dicyclohexylcarbodimide, N,N'-Methanetetraylbis[cyclohexanamine], N,N'-Methanetetraylbiscyclohexanamine, N,N'-dicyclohexyl carbodimide, N,N'-diphenylcarbodiimide, Nsc 30022, Nsc 53373, Nsc 57182, N,N-dicyclohexylcarbodiimide

Description

DCC is a carbodiimide coupling reagent for amide and ester formation, used in peptide synthesis in presence of benzotriazole-based additives such as HOBt or HOAt to limit epimerisation. The urea by-product is highly insoluble in water and most organic solvents; therefore it can be easily removed by filtration. The insolubility of the urea makes the use of DCC unsuitable for solid-phase peptide synthesis unlike DIC, and only suitable for solution-phase couplings. Carbodiimide reagents including DCC tend to generate an N-acylurea by-product, whose formation can be controlled by forming the activated ester first and adding the amine afterwards, together with low reaction temperatures and the choice of DCM or chloroform as solvent.

• Brand: Biosynth

Chemical properties

• Molecular weight: 206.33 g/mol
• Formula: C₁₃H₂₂N₂
• Purity: Min. 98 Area-%
• Color/Form: Powder
• InChI: InChI=1S/C13H22N2/c1-3-7-12(8-4-1)14-11-15-13-9-5-2-6-10-13/h12-13H,1-10H2
• InChI key: InChIKey=QOSSAOTZNIDXMA-UHFFFAOYSA-N
• SMILES: C(=NC1CCCCC1)=NC1CCCCC1