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N,N′-Carbonyldiimidazole (CAS 530-62-1)

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Alternate Names:
CDI, 1,1′-Carbonyldiimidazole
Application:
N,N′-Carbonyldiimidazole is a versatile coupling agent used in the synthesis of dipolar polyamides
CAS Number:
530-62-1
Molecular Weight:
162.15
Molecular Formula:
C7H6N4O
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N,N′-Carbonyldiimidazole is a reagent utilized in organic synthesis, particularly for the activation of carboxylic acids to form amides, esters, and anhydrides. It is used for its efficiency in facilitating the formation of peptide bonds, which is a central reaction in the synthesis of polypeptides and proteins in the laboratory. Some employ N,N′-Carbonyldiimidazole in the preparation of various acylated compounds, taking advantage of its ability to act as a coupling agent that minimizes the formation of side products. This reactivity is also exploited in the synthesis of heterocycles, where it is used to introduce carbonyl groups into cyclic frameworks. Within material science, it is studied for its role in modifying the surface chemistry of polymers, where it can be used to attach bioactive molecules or other functional groups to polymer backbones.


N,N′-Carbonyldiimidazole (CAS 530-62-1) References

  1. N,N'-carbonyldiimidazole-mediated cyclization of amino alcohols to substituted azetidines and other N-heterocycles.  |  de Figueiredo, RM., et al. 2006. J Org Chem. 71: 4147-54. PMID: 16709054
  2. DBU catalysis of N,N'-carbonyldiimidazole-mediated amidations.  |  Larrivée-Aboussafy, C., et al. 2010. Org Lett. 12: 324-7. PMID: 20014771
  3. N,N'-Carbonyldiimidazole-mediated functionalization of superparamagnetic nanoparticles as vaccine carrier.  |  Ho, J., et al. 2011. Colloids Surf B Biointerfaces. 83: 83-90. PMID: 21145216
  4. Synthesis and evaluation of the antioxidative potential of minoxidil-polyamine conjugates.  |  Hadjipavlou-Litina, D., et al. 2013. Biochimie. 95: 1437-49. PMID: 23542595
  5. Xylan derivatives and their application potential - mini-review of own results.  |  Petzold-Welcke, K., et al. 2014. Carbohydr Polym. 100: 80-8. PMID: 24188841
  6. A GC-FID method for quantitative analysis of N,N-carbonyldiimidazole.  |  Lee, C. and Mangion, I. 2016. J Pharm Biomed Anal. 121: 1-5. PMID: 26773533
  7. Corn starch ferulates with antioxidant properties prepared by N,N'-carbonyldiimidazole-mediated grafting procedure.  |  Wen, Y., et al. 2016. Food Chem. 208: 1-9. PMID: 27132817
  8. Ultrasensitive immunoassay for monocrotaline using monoclonal antibody produced by N, N'-carbonyldiimidazole mediated hapten-carrier protein conjugates.  |  Sakamoto, S., et al. 2017. Talanta. 168: 67-72. PMID: 28391867
  9. Unsaturated Polyester Resin Nanocomposites Containing ZnO Modified with Oleic Acid Activated by N,N'-Carbonyldiimidazole.  |  Chen, H., et al. 2018. Polymers (Basel). 10: PMID: 30966397
  10. Novel amphiphilic dextran esters with antimicrobial activity.  |  Stanciu, MC., et al. 2020. Int J Biol Macromol. 150: 746-755. PMID: 32035962
  11. Derivatization and determination of residual N,N-Carbonyldiimidazole by LC for an in-process control test.  |  Borges-Muñoz, A., et al. 2022. J Pharm Biomed Anal. 207: 114395. PMID: 34628292
  12. Ultrasensitive detection of phenolphthalein in slimming products by gold-based immunochromatographic paper.  |  Li, X., et al. 2022. J Pharm Biomed Anal. 212: 114609. PMID: 35158187
  13. Reactions of polyfunctional amino acids with N,N'-carbonyldiimidazole in aqueous solution--oligopeptide formation.  |  Ehler, KW., et al. 1977. Biochim Biophys Acta. 491: 253-64. PMID: 849460
  14. N,N'-carbonyldiimidazole-induced peptide formation in aqueous solution.  |  Ehler, KW. and Orgel, LE. 1976. Biochim Biophys Acta. 434: 233-43. PMID: 938667

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N,N′-Carbonyldiimidazole, 5 g

sc-208070
5 g
$30.00

N,N′-Carbonyldiimidazole, 10 g

sc-208070A
10 g
$44.00