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Merck
CN

21860

CDI

greener alternative

≥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:
530-62-1
Molecular Weight:
162.15
NACRES:
NA.22
PubChem Substance ID:
57647944
UNSPSC Code:
12352115
EC Number:
208-488-9
MDL number:
MFCD00005286
Beilstein/REAXYS Number:
6826

Key Documents

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Product Name

CDI, ≥97.0% (T)

InChI key

PFKFTWBEEFSNDU-UHFFFAOYSA-N

InChI

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

SMILES string

O=C(n1ccnc1)n2ccnc2

assay

≥97.0% (T)

form

solid

reaction suitability

reaction type: Carbonylations

greener alternative product characteristics

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

sustainability

Greener Alternative Product

mp

115-122 °C
117-122 °C (lit.)

application(s)

peptide synthesis

greener alternative category

Aligned

storage temp.

2-8°C

Quality Level

200

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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.

General description

CDI serves as a powerful coupling reagent in peptide synthesis and organic chemistry.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of the 12 Principles of Green Chemistry. 1,1′-carbonyldiimidazole (CDI) is an alternative to highly toxic insidious poison phosgene and thus aligns with the principle "Designing Safer Chemicals". Click here for more information.

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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3825V
0000404280
0000404284
0000404283
0000404285

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S.K. Kang et al.
Synthetic Communications, 23, 2219-2219 (1993)
1,1'-Carbonyldiimidazole-mediated immobilization of enzymes and affinity ligands.
M T Hearn
Methods in enzymology, 135, 102-117 (1987-01-01)
Sequential One-Pot Synthesis of Dipeptides through the Transient Formation of CDI-N-Protected \alpha-Aminoesters
Renata Marcia D et al.
advanced synthesis and catalysis, 359, 1963-1968 (2017)
Carbonyldiimidazole-mediated Lossen rearrangement
Dube P, et al.
Organic Letters, 11(24), 5622-5625 (2009)
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)
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