115533

Sigma-Aldrich

CDI

greener alternative

reagent grade

Sinónimos:
1,1′-Carbonyldiimidazole
Empirical Formula (Hill Notation):
C7H6N4O
Número de CAS:
Peso molecular:
162.15
Beilstein/REAXYS Number:
6826
Número de EC:
Número MDL:
ID de la sustancia en PubChem:

Nivel de calidad

200

grado

reagent grade

ensayo

≥90.0% (proton, NMR)

reaction suitability

reaction type: Carbonylations

características de los productos alternativos más sostenibles

Designing Safer Chemicals
Learn more about the Principles of Green Chemistry.

aplicaciones

peptide synthesis: suitable

mp

117-122 °C (lit.)

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

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Descripción general

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. 1,1′-carbonyldiimidazole (CDI) is an alternative to highly toxic insidious poison phosgene and thus aligns with the principle "Designing Safer Chemicals". For more information see the article Controlled Synthesis of Asymmetric Dialkyl and Cyclic Carbonates Using the Highly Selective Reactions of Imidazole Carboxylic Esters.

Aplicación

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

Envase

5, 10, 25, 100, 500 g in glass bottle
1 kg in glass bottle
25 kg in fiber drum

Palabra de señalización

Danger

Frases de peligro

hazcat

Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1B

storage_class_code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK Alemania

WGK 2

Punto de inflamabilidad F

Not applicable

Punto de inflamabilidad C

Not applicable

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

Certificado de Análisis

Certificado de origen

Polym. Mater. Sci. Eng., 61, 936-936 (1989)
The Journal of Organic Chemistry, 54, 5620-5620 (1989)
Tetrahedron Letters, 34, 725-725 (1993)
Inorganic Chemistry, 32, 3052-3052 (1993)
A B Cheikh et al.
Journal of molecular evolution, 30(4), 315-321 (1990-04-01)
We have prepared the nucleoamino acids 1-(3'-amino,3'-carboxypropyl)uracil (3) and 9-(3'-amino,3'-carboxypropyl)adenine (4) as (L)-enantiomers and as racemic mixtures. When 3 or 4 is suspended in water and treated with N,N'-carbonyldiimidazole, peptides are formed in good yield. The products formed from the...
Artículos
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 CDI (1,1’-carbonyldiimidazole) and related carbonylimidazoles.
Más información
Amide bonds are ubiquitous in both nature and industrial applications. They are vital to the structure and function of biological macromolecules and polymers. The importance of this functionality has resulted in numerous approaches to its formation, ranging from stoichiometric activation of carboxylic acids to more recent advances in catalytic amide bond formation.
Más información

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