''N,N'''-Diisopropylcarbodiimide

N,N'-Diisopropylcarbodiimide
Ball-and-stick model of the N,N'-diisopropylcarbodiimide molecule
Identifiers
3D model (JSmol)
Abbreviations DIC, DIPC
ChemSpider
ECHA InfoCard 100.010.677
Properties
C7H14N2
Molar mass 126.20 g·mol−1
Appearance Liquid
Density 0.806 g/mL
Boiling point 145 to 148 °C (293 to 298 °F; 418 to 421 K)
Hazards
Safety data sheet External MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

N,N-Diisopropylcarbodiimide is a carbodiimide used in peptide synthesis. As a liquid, it is easier to handle than the commonly used N,N-dicyclohexylcarbodiimide, a waxy solid. In addition, N,N'-diisopropylurea, the byproduct of its use in many chemical reactions, is soluble in most organic solvents, a property that facilitates work-up.

Further reading

  • Angell, Y (1994). "Comparative studies of the coupling of N-methylated, sterically hindered amino acids during solid-phase peptide synthesis". Tetrahedron Lett. 35 (33): 5981. doi:10.1016/0040-4039(94)88054-9.
  • Izdebski, JAN; Orlowska, Alicja; Anulewicz, Romana; Witkowska, EWA; Fiertek, Dariusz (1994). "Reinvestigation of the reactions of carbodiimides with alkoxycarbonylamino acid symmetrical anhydrides : Isolation of two N-acylureas". Int. J. Pept. Protein Res. 43 (2): 184. doi:10.1111/j.1399-3011.1994.tb00521.x.


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