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Key Documents

V900131

Sigma-Aldrich

CDI

Vetec, reagent grade, 97%

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:

grade

reagent grade

product line

Vetec

Assay

97%

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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Application

CDI can be used:
  • To decarboxylate malonic acid derivatives to yield carbonyl imidazole moiety, which can further be reacted with different nucleophiles.
  • To activate cellulose membranes, which are used in immunosensor applications.
  • To functionalize Fe3O4-SiO2 core-shell nanoparticles for bio-applications.
  • To prepare syn- and anti-1,2-imidazolylpropylamines by reacting with syn- and anti-1,2-amino alcohols.
  • In the preparation of N-substituted imidazole derivatives, which are further used to prepare new ionic liquids.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard 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


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1, 1′-Carbonyldiimidazole mediates the synthesis of N-substituted imidazole derivatives from Morita--Baylis--Hillman adducts
Rodrigues Jr MT, et al.
Tetrahedron Letters, 55(1), 180-183 (2014)
Regio-and Stereospecific Syntheses of syn-and anti-1, 2-Imidazolylpropylamines from the Reaction of 1, 1′-Carbonyldiimidazole with syn-and anti-1, 2-Amino Alcohols
Mulvihill MJ, et al.
The Journal of Organic Chemistry, 69(15), 5124-5127 (2004)
Synthesis and surface functionalization of Fe3O4-SiO2 core-shell nanoparticles with 3-glycidoxypropyltrimethoxysilane and 1, 1′-carbonyldiimidazole for bio-applications
Ta TKH, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 504(2), 376-383 (2016)
Daniela Stöllner et al.
Analytical biochemistry, 304(2), 157-165 (2002-05-16)
Methods for the activation of a cellulose dialysis membrane for immunosensor applications have been developed. For activation two reagents, 1,1'-carbonyldiimidazole (CDI) and 1-cyano-4-dimethylaminopyridinium tetrafluoroborate (CDAP), were compared with respect to the coupling efficiency for glucose oxidase (GOx) and 1,8-diamino-2,6-dioxaoctane. The
Frank Münch et al.
European journal of cardio-thoracic surgery : official journal of the European Association for Cardio-thoracic Surgery, 48(2), 236-243 (2014-11-22)
Experience regarding warm blood cardioplegia according to Calafiore results from its broad use in adult patients. In this experimental study, tepid (28°C) modified full blood cardioplegia (MBC) was adopted for paediatric use and compared with cold crystalloid cardioplegia (CCC). Twenty

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