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Merck
CN

554030

4,5-Dicyanoimidazole

99.0%

Synonym(s):

4,5-Imidazoledicarbonitrile

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About This Item

Empirical Formula (Hill Notation):
C5H2N4
CAS Number:
Molecular Weight:
118.10
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-344-6
Beilstein/REAXYS Number:
118208
MDL number:
Assay:
99.0%
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Quality Level

assay

99.0%

mp

168-175 °C (lit.)

functional group

nitrile

SMILES string

N#Cc1nc[nH]c1C#N

InChI

1S/C5H2N4/c6-1-4-5(2-7)9-3-8-4/h3H,(H,8,9)

InChI key

XGDRLCRGKUCBQL-UHFFFAOYSA-N

General description

4,5-Dicyanoimidazole (DCI) participates as an activator in the synthesis of oligonucleotides.

Application

4,5-Dicyanoimidazole may be used to synthesize:
  • 5′-O-(4,4′-dimethoxytrityl)-2′-deoxythymidine 3′-O-(2-cyanoethyl N,N-diisopropylphosphoramidite)
  • 4,5-di(amidoximyl)imidazole [4,5-(DAO)Im]
  • 1-(4-methoxybenzyl)-4,5-dicyanoimidazole
  • novel imidazo[4 5-e][1 3]diazepine analog
  • N-benzyl-4,5-dicyanoimidazole]


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pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Steven P Kelley et al.
Chemical communications (Cambridge, England), 50(83), 12504-12507 (2014-09-06)
Here we present the first structural comparison of amidoxime complexes of UO2(2+) and VO2(+) (the main competitor in the extraction of uranium from seawater using amidoxime-based sorbents) using a 4,5-di(amidoxime)-functionalized imidazole ligand. The amidoxime groups resist tautomerization in both cases
4, 5-Dicyanoimidazole.
Sebesta DP and Vagle K.
e-EROS Encyclopedia of Reagents for Organic Synthesis. null
Synthesis of 1-benzyl-8, 9-dihydroimidazo [4, 5-c] pyrrolo [3, 2-g] quinolin-4 (5H)-one via palladium-catalyzed intramolecular arylation.
Delest B, et al.
Tetrahedron, 60(29), 6079- 6083 (2004)



Global Trade Item Number

SKUGTIN
554030-5G04061832582276
554030-1KG04061826733035
554030-25G04061832582269