N,N'-Diisopropylcarbodiimide
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.
Names | |
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Preferred IUPAC name
N,N’-Di(propan-2-yl)methanediimine | |
Other names
Diisopropylmethanediimine | |
Identifiers | |
3D model (JSmol) |
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Abbreviations | DIC, DIPC |
878281 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.010.677 |
EC Number |
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101400 | |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C7H14N2 | |
Molar mass | 126.203 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 |
GHS pictograms | |
GHS Signal word | Danger |
H226, H315, H317, H318, H330, H334 | |
P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P272, P280, P284, P285, P302+352, P303+361+353, P304+340, P304+341, P305+351+338, P310, P312, P320, P321, P332+313, P333+313 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
verify (what is ?) | |
Infobox references | |
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): 5981–5984. 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): 184–9. doi:10.1111/j.1399-3011.1994.tb00521.x. PMID 8200738.
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