Skip to Content
Merck
All Photos(3)

Documents

554030

Sigma-Aldrich

4,5-Dicyanoimidazole

99.0%

Synonym(s):

4,5-Imidazoledicarbonitrile

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C5H2N4
CAS Number:
1122-28-7
Molecular Weight:
118.10
Beilstein:
118208
EC Number:
214-344-6
MDL number:
MFCD00005194
UNSPSC Code:
12352005
PubChem Substance ID:
24879368
NACRES:
NA.22

Assay

99.0%

mp

168-175 °C (lit.)

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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]

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

Customers Also Viewed

Slide 1 of 2

1 of 2

DCI Activator 0.25 M, configured for PerkinElmer, configured for Polygen

Sigma-Aldrich

L032080

DCI Activator

BTT Activator 0.3 M

Sigma-Aldrich

L033000

BTT Activator

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)
4, 5-Dicyanoimidazole.
Sebesta DP and Vagle K.
e-EROS Encyclopedia of Reagents for Organic Synthesis. null
C Vargeese et al.
Nucleic acids research, 26(4), 1046-1050 (1998-03-21)
A new activator for the coupling of phosphoramidites to the 5'-hydroxyl group during oligonucleotide synthesis is introduced. The observed time to complete coupling is twice as fast with 4, 5-dicyanoimidazole (DCI) as the activator, compared with 1 H -tetrazole. The
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
Matthew T Holden et al.
Analytical chemistry, 87(22), 11420-11428 (2015-10-24)
The photolithographic fabrication of high-density DNA and RNA arrays on flexible and transparent plastic substrates is reported. The substrates are thin sheets of poly(ethylene terephthalate) (PET) coated with cross-linked polymer multilayers that present hydroxyl groups suitable for conventional phosphoramidite-based nucleic

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