CAS 693-13-0: Diisopropylcarbodiimide

DIC is a carbodiimide used as a coupling reagent for amide and ester formation, widely employed in peptide synthesis in presence of additives such as HOBt or HOAt to supress racemisation. Being a liquid, DIC is easier to handle than the solid DCC and forms a DCM-soluble urea by-product, while DCC generates a urea by-product insoluble in most organic solvents. Since the presence of insoluble urea is reportedly problematic in solid-phase peptide synthesis, for this application DIC is more suitable than DCC. A possible side-reaction with DIC and carbodiimides in general is the formation of an N-acylurea, which can be limited by conducting the reaction in DCM or chloroform at low temperatures, and by adding the amine at last.

N,N'-Bis(isopropyl)carbodiimide

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications N,N'-Diisopropylcarbodiimide can be used as an alternative to N,N’-Dicyclohexylcarbodiimide (D438500) in peptide synthesis. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Kearney, A.S., et al.: Pharm. Res., 10, 1461 (1993); Heinonen, T.M., et al.: Clin. Ther., 18, 853 (1996); Whitfield, L.R., et al.: Eur. J. Drug Metab. Pharmacokinet., 25, 97 (2000); Collingwood, S.P., et al.: Tetrahedron Lett. 28, 4445, (1987); Benoiton, N.L., et al.: J. Chem. Soc., Chem. Commun., 543, (1981)

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

N,N'-Diisopropylcarbodiimide is used as a reagent in synthetic organic chemistry. It serves as a chemical intermediate and as a stabilizer for Sarin (chemical weapon). It is also used in the synthesis of peptide and nucleic acid. Further, it is used as an antineoplastic and involved in the treatment of malignant melanoma and sarcomas. In addition to this, it is used in the synthesis of acid anhydride, aldehyde, ketone and isocyanate. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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