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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-H315-H317-H318-H330-H334-H335
Flammable liquid and vapour. Causes skin irritation. May cause an allergic skin reaction. Causes serious eye damage. Fatal if inhaled. May cause allergy or asthma symptoms or breathing difficulties if inhaled. May cause respiratory irritation.
Precautionary Statements: P210-P233-P235-P240-P241-P242-P243-P260-P264b-P271-P272-P280-P284-P285-P303+P361+P353-P304+P340-P305+P351+P338-P310-P312-P333+P313-P363-P370+P378q-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. Wear respiratory protection. In case of inadequate ventilation wear respiratory protection. 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. Immediately call a POISON CENTER or doctor/physician. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation or rash occurs: Get medical advice/attention. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant