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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.
Reagent for peptide coupling: J. Org. Chem., 44, 5000 (1979). Has the advantage over N,N'-Dicyclohexylcarbodiimide, A10973 in solid phase peptide syntheses that the urea by-product is more soluble in organic solvents and hence more readily separated from the polymer support. For peptide reagents, see Appendix 6.
Ogawa, T.; Usuki, N.; Nakazono, K.; Koyama, Y.; Takata, T. Linear-cyclic polymer structural transformation and its reversible control using a rational rotaxane strategy. Chem. Commun. 2015, 51 (26), 5606-5609.
Smith, J. M.; Moreno, J.; Boal, B. W.; Garg, N. K. Cascade Reactions: A Driving Force in Akuammiline Alkaloid Total Synthesis. Angew. Chem. Int. Ed. 2015, 54 (2), 400-412.
Hazard Statements: H226-H330-H315-H318-H334-H317-H335
Flammable liquid and vapour. Fatal if inhaled. Causes skin irritation. Causes serious eye damage. May cause allergy or asthma symptoms or breathing difficulties if inhaled. May cause an allergic skin reaction. May cause respiratory irritation.
Precautionary Statements: P303+P361+P353-P304+P340-P305+P351+P338-P320-P405-P501a
IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Specific treatment is urgent (see label). Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.