115533 Aldrich

CDI Green Alternative

reagent grade

Synonym: 1,1′-Carbonyldiimidazole



Related Categories Carbonyldiimidazole Derivatives, Chemical Biology, Chemical Synthesis, Coupling, Peptide Chemistry,
Quality Level   PREMIUM
grade   reagent grade
greener alternative product characteristics   Designing Safer Chemicals
Learn more about the Principles of Green Chemistry.
mp   117-122 °C(lit.)



1 kg in glass bottle

25 kg in fiber drum

5, 10, 25, 100, 500 g in glass bottle


Coupling agent in the synthesis of dipolar polyamides for nonlinear optical applications1 and polypeptides.2 Also used to make β-keto sulfones and sulfoxides,3 lead sequestering agents,4 and β-enamino acid derivatives.5

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1,1′-Carbonyldiimidazole solution

0.4 M in methylene chloride


≥97.0% (T)

Safety & Documentation
Protocols & Articles


Imidazolium Derived Reagents

N-Acylimidazoles were recognized in the early 1950s as reactive intermediates suitable for the acylation of amino compounds. The search for better coupling reagents than DCC led to the development of...
Matthias Junkers
Aldrich ChemFiles 2007, 7.2, 7.
Keywords: Acylations, Chemfiles, Esterifications, Peptide synthesis, Search

Peer-Reviewed Papers


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1. Polym. Mater. Sci. Eng. 61, 936, (1989)

2. Polymerization of amino acids containing nucleotide bases. J. Mol. Evol. 30, 315, (1990)


3. J. Org. Chem. 54, 5620, (1989)

4. Inorg. Chem. 32, 3052, (1993)

5. Tetrahedron Lett. 34, 725, (1993)

Development of GSKDevelopment of GSK's reagent guides – embedding sustainability into reagent selections reagent guides – embedding sustainability into reagent selection. Adams JP, et al. Green Chem. 15, 1542-1549 , (2013)

A new simple and rapid LC-ESI-MS/MS method for quantification of plasma oxysterols as dimethylaminobutyrate esters. Its successful use for the diagnosis of Niemann-Pick type C disease. Boenzi S, Deodato F, Taurisano R, et al. Clin. Chim. Acta 437, 93-100, (2014)


Synthesis and characterization of neutral and anionic cellulosic amphiphiles. Liu H, Edgar KJ, et al. Carbohydr. Polym. 113, 480-9, (2014)


N,N'-Carbonyldiimidazole-mediated functionalization of superparamagnetic nanoparticles as vaccine carrier. Ho J, Al-Deen FM, Al-Abboodi A, et al. Colloids Surf. B Biointerfaces 83(1), 83-90, (2011)


Nanosponge formulations as oxygen delivery systems. Cavalli R, Akhter AK, Bisazza A, et al. Int. J. Pharm. 402(1-2), 254-7, (2010)


Surface plasmon resonance imaging measurements of antibody arrays for the multiplexed detection of low molecular weight protein biomarkers. Lee HJ, Nedelkov D, and Corn RM Anal. Chem. 78(18), 6504-10, (2006)


Mechanosynthesis of amides in the total absence of organic solvent from reaction to product recovery. Métro TX, Bonnamour J, Reidon T, et al. Chem. Commun. (Camb.) 48(96), 11781-3, (2012)


Successful application of monolithic innovative technology using a carbonyldiimidazole disk to purify supercoiled plasmid DNA suitable for pharmaceutical applications. Sousa A, Tomaz CT, Sousa F, et al. J. Chromatogr. A. 1218(46), 8333-43, (2011)


Thixotropic twin-dendritic organogelators. Percec V, Peterca M, Yurchenko ME, et al. Chemistry 14(3), 909-18, (2008)


Fluorescence immunosensor based on p-acid-encapsulated silica nanoparticles for tumor marker detection. Yan M, Ge S, Gao W, et al. Analyst 137(12), 2834-9, (2012)


Hyperbranched cationic amylopectin derivatives for gene delivery. Zhou Y, Yang B, Ren X, et al. Biomaterials 33(18), 4731-40, (2012)


Mild decarboxylative activation of malonic acid derivatives by 1,1'-carbonyldiimidazole. Lafrance D, Bowles P, Leeman K, et al. Org. Lett. 13(9), 2322-5, (2011)


DBU catalysis of N,N'-carbonyldiimidazole-mediated amidations. Larrivée-Aboussafy C, Jones BP, Price KE, et al. Org. Lett. 12(2), 324-7, (2010)


N,N'-carbonyldiimidazole-mediated cyclization of amino alcohols to substituted azetidines and other N-heterocycles. de Figueiredo RM, Fröhlich R, and Christmann M J. Org. Chem. 71(11), 4147-54, (2006)


Novel bulky esters of cellulose. Heinze T, Pohl M, Schaller J, et al. Macromol. Biosci. 7(11), 1225-31, (2007)


Surface functionalization chemistries on highly sensitive silica-based sensor chips. Gopinath SC, Awazu K, Fujimaki M, et al. Analyst 137(15), 3520-7, (2012)


Bioactivity of immobilized EGF on self-assembled monolayers: optimization of the immobilization process. Gonçalves R, Martins MC, Oliveira MJ, et al. J. Biomed. Mater. Res. A 94(2), 576-85, (2010)


A chemical proteomics approach reveals Hsp27 as a target for proapoptotic clerodane diterpenes. Faiella L, Piaz FD, Bisio A, et al. Mol. Biosyst. 8(10), 2637-44, (2012)


Small-molecule reagents for cellular pull-down experiments. Wang X, Imber BS, and Schreiber SL Bioconjug. Chem. 19(3), 585-7, (2008)


Hyaluronic acid lipoate: synthesis and physicochemical properties. Picotti F, Fabbian M, Gianni R, et al. Carbohydr. Polym. 93(1), 273-8, (2013)


Interactions of leukocytes and platelets with poly(lysine/leucine) immobilized on tetraethylene glycol-terminated self-assembled monolayers. Martins MC, Ochoa-Mendes V, Ferreira G, et al. Acta Biomater. 7(5), 1949-55, (2011)


Separation of hematopoietic stem cells from human peripheral blood through modified polyurethane foaming membranes. Higuchi A, Sekiya M, Gomei Y, et al. J. Biomed. Mater. Res. A 85(4), 853-61, (2008)


Temperature-induced cell detachment on immobilized pluronic surface. Higuchi A, Aoki N, Yamamoto T, et al. J. Biomed. Mater. Res. A 79(2), 380-92, (2006)


Synthesis of novel tricalcium phosphate-bioactive glass composite and functionalization with rhBMP-2. Schickle K, Zurlinden K, Bergmann C, et al. J. Mater. Sci. Mater. Med. 22(4), 763-71, (2011)


Aqueous synthesis of peptide thioesters from amino acids and a thiol using 1,1'-carbonyldiimidazole. Weber AL Orig. Life Evol. Biosph. 35(5), 421-7, (2005)


Characterization of dextrin-based hydrogels: rheology, biocompatibility, and degradation. Carvalho J, Moreira S, Maia J, et al. J. Biomed. Mater. Res. A 93(1), 389-99, (2010)


Interaction of supramolecular centers of silica surface with aromatic amino acids. Roik NV and Belyakova LA J. Colloid. Interface Sci. 362(1), 172-9, (2011)


Carbonyldiimidazole (CDI) mediated synthesis of Nα-protected amino acid azides: application to the one-pot preparation of ureidopeptides. Vasantha B, Vishwanatha TM, and Sureshbabu VV Protein Pept. Lett. 18(11), 1093-8, (2011)


Carbon nanotube biosensors with aptamers as molecular recognition elements. So HM, Park DW, Chang H, et al. Methods Mol. Biol. 625, 239-49, (2010)


Merck 14,1819

Beil. 23,V,4,245

Fieser 1,114 / Fieser 2,61 / Fieser 5,97 / Fieser 6,97 / Fieser 8,77 / Fieser 9,96 / Fieser 12,106 / Fieser 13,66 / Fieser 16,64

Aldrich MSDS 1, 351:D / Corp MSDS 1 (1), 688:A / FT-IR 1 (2), 619:D / FT-IR 2 (3), 3516:B / FT-NMR 1 (3), 85:B / IR-Spectra (2), 1063:C / IR-Spectra (3), 1221:C / NMR-Reference 2 (2), 491:A / RegBook 1 (2), 2359:L / Sigma FT-IR 1 (2), 363:A / Structure Index 1, 373:B:7

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