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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:
530-62-1
Molecular Weight:
162.15
Beilstein/REAXYS Number:
6826
MDL number:
MFCD00005286
UNSPSC Code:
12352115
PubChem Substance ID:
329762546
NACRES:
NA.22

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.[1]

Application

1,1′-Carbonyldiimidazole (N,N′-carbonyldiimidazole) may be used in the following studies:
  • Synthesis of peptides in aqueous solution.[2]
  • Synthesis of isoleucine-5 angiotensin II amide-1.[1]
  • For the activation of the hydroxyl termini of tween toward nucleophilic addition.[3]
  • As coupling reagent for the coupling of prostaglandins and other carboxylic acids to the amino groups of bovine serum albumin.[4]
  • Synthesis of peptide thioesters.[5]

signalword

Danger

Hazard Classifications

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

target_organs

Central nervous system

Storage Class

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

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH2278
MKBR9340V
46096PJV
46096PJ

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N,N'-carbonyldiimidazole as coupling reagent for the preparation of bovine serum albumin conjugates.
U Axen
Prostaglandins, 5(1), 45-47 (1974-01-10)
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
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)
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)
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