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115533

Sigma-Aldrich

CDI

greener alternative

reagent grade

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Synonym(s):
1,1′-Carbonyldiimidazole
Empirical Formula (Hill Notation):
C7H6N4O
CAS Number:
Molecular Weight:
162.15
Beilstein:
6826
EC Number:
MDL number:
PubChem Substance ID:

grade

reagent grade

Quality Level

Assay

≥90.0% (proton, NMR)

form

solid

reaction suitability

reaction type: Carbonylations

greener alternative product characteristics

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

mp

117-122 °C (lit.)

application(s)

peptide synthesis

greener alternative category

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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This Item
218608.510548.02301
CDI reagent grade

Sigma-Aldrich

115533

CDI

CDI ≥97.0% (T)

Sigma-Aldrich

21860

CDI

CDI 1,1′-Carbonyldiimidazole Novabiochem®

Sigma-Aldrich

8.51054

CDI

assay

≥90.0% (proton, NMR)

assay

≥97.0% (T)

assay

≥97.0% (GC)

assay

≥97.0% (GC)

form

solid

form

solid

form

powder

form

powder

mp

117-122 °C (lit.)

mp

115-122 °C, 117-122 °C (lit.)

mp

116-120 °C

mp

116-120 °C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

reaction suitability

reaction type: Carbonylations

reaction suitability

reaction type: Carbonylations

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Carbonylations

General description

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.

Application

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.

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

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Polym. Mater. Sci. Eng., 61, 936-936 (1989)
Tetrahedron Letters, 34, 725-725 (1993)
The Journal of Organic Chemistry, 54, 5620-5620 (1989)
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

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 CDI (1,1’-carbonyldiimidazole) and related carbonylimidazoles.

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