Skip to Content
MilliporeSigma
All Photos(1)

Documents

21860

Sigma-Aldrich

CDI

≥97.0% (T), for peptide synthesis

Synonym(s):

1,1′-Carbonyldiimidazole

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C7H6N4O
CAS Number:
Molecular Weight:
162.15
Beilstein/REAXYS Number:
6826
EC Number:
MDL number:
UNSPSC Code:
12352115
PubChem Substance ID:
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Mild Decarboxylative Activation of Malonic Acid Derivatives by 1, 1′-Carbonyldiimidazole
Lafrance D, et al.
Organic Letters, 9(13), 2322-2325 (2011)
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)
Carbonyldiimidazole-mediated Lossen rearrangement
Dube P, et al.
Organic Letters, 11(24), 5622-5625 (2009)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service