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Merck
CN

705284

Sigma-Aldrich

1,1′-Carbonyldiimidazole solution

0.4 M in methylene chloride

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About This Item

Empirical Formula (Hill Notation):
C7H6N4O
CAS Number:
Molecular Weight:
162.15
Beilstein:
6826
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22
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form

liquid

reaction suitability

reaction type: Carbonylations

concentration

0.4 M in methylene chloride

refractive index

n20/D 1.434

density

1.303 g/mL at 25 °C

SMILES string

O=C(n1ccnc1)n2ccnc2

InChI

1S/C7H6N4O/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H

InChI key

PFKFTWBEEFSNDU-UHFFFAOYSA-N

General description

1,1′-Carbonyldiimidazole (N,N′-carbonyldiimidazole) is a versatile peptide-forming reagent.

Application

1,1′-Carbonyldiimidazole (N,N′-carbonyldiimidazole) may be used in the following studies:
  • Synthesis of peptides in aqueous solution.
  • Synthesis of isoleucine-5 angiotensin II amide-1.
  • For the activation of the hydroxyl termini of tween toward nucleophilic addition.
  • As coupling reagent for the coupling of prostaglandins and other carboxylic acids to the amino groups of bovine serum albumin.
  • Synthesis of peptide thioesters.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Carc. 2 - Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Central nervous system

Storage Class Code

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Robert J Chen et al.
Proceedings of the National Academy of Sciences of the United States of America, 100(9), 4984-4989 (2003-04-17)
Novel nanomaterials for bioassay applications represent a rapidly progressing field of nanotechnology and nanobiotechnology. Here, we present an exploration of single-walled carbon nanotubes as a platform for investigating surface-protein and protein-protein binding and developing highly specific electronic biomolecule detectors. Nonspecific
Zain Kassam et al.
Inflammatory bowel diseases, 20(12), 2483-2492 (2014-09-05)
Inflammatory bowel disease (IBD), including Crohn's disease (CD) and ulcerative colitis (UC) is perceived to harbor significant morbidity but limited excess mortality, thought to be driven by colon cancer, compared with the general population. Recent studies suggest mortality rates seem
N,N'-carbonyldiimidazole-induced peptide formation in aqueous solution.
K W Ehler et al.
Biochimica et biophysica acta, 434(1), 233-243 (1976-05-20)
N, N'-Carbonyldiimidazole in Peptide Synthesis. III. 1 A Synthesis of Isoleucine-5 Angiotensin II Amide-I.
Paul R and Anderson GW.
The Journal of Organic Chemistry, 27(6), 2094-2099 (1962)
N,N'-carbonyldiimidazole as coupling reagent for the preparation of bovine serum albumin conjugates.
U Axen
Prostaglandins, 5(1), 45-47 (1974-01-10)

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