21860
CDI
≥97.0% (T), for peptide synthesis
Synonym(s):
1,1′-Carbonyldiimidazole
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About This Item
Empirical Formula (Hill Notation):
C7H6N4O
CAS Number:
Molecular Weight:
162.15
Beilstein:
6826
EC Number:
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22
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product name
CDI, ≥97.0% (T)
Quality Level
Assay
≥97.0% (T)
form
solid
reaction suitability
reaction type: Carbonylations
mp
115-122 °C
117-122 °C (lit.)
application(s)
peptide synthesis
storage temp.
2-8°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
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General description
CDI serves as a powerful coupling reagent in peptide synthesis and organic chemistry.
Application
CDI (1,1′-Carbonyldiimidazole) can be used:
- In the activation of malonic acid derivatives to prepare carbonyl imidazoles by mild decarboxylation.
- In the activation of cellulose membranes for the development of immunosensors.
- In the synthesis of substituted 1,3-oxazolo[4,5-d] pyridazinones.
- As a reagent for the conversion of various hydroxamic acids to isocyanates by Lossen rearrangement.
- In the synthesis of 1,3,4-oxadiazole derivatives , and peptide thioesters in water.
- As an acylation agent for the synthesis of carbamates.
Other Notes
Reactive reagent for the activation of acids as imidazolides: synthesis of esters, amides, ketones etc. Reagent for immobilizing enzymes and affinity ligands; Carbonyl-transfer reagent for the synthesis of various heterocycles, some recent applications
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive 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
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Customers Also Viewed
J. Barluenga et al.
The Journal of Organic Chemistry, 56, 6751-6751 (1991)
Mechanochemical 1, 1′-Carbonyldiimidazole-Mediated Synthesis of Carbamates
Lanzillotto M, et al.
ACS sustainable chemistry & engineering, 11(3), 2882-2889 (2015)
An efficient synthesis of novel 1, 3-oxazolo [4, 5-d] pyridazinones
Frolov EB, et al.
Tetrahedron Letters, 45(24), 4693-4696 (2004)
Activation of cellulose membranes with 1, 1′-carbonyldiimidazole or 1-cyano-4-dimethylaminopyridinium tetrafluoroborate as a basis for the development of immunosensors
Stollner, D, et al.
Analytical Biochemistry, 2(304), 157-165 (2002)
Mild Decarboxylative Activation of Malonic Acid Derivatives by 1, 1′-Carbonyldiimidazole
Lafrance D, et al.
Organic Letters, 9(13), 2322-2325 (2011)
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