1122-28-7

Basic information

• Product Name: 4,5-Dicyanoimidazole
• Synonyms: AURORA 15196;IMIDAZOLE-4,5-DICARBONITRILE;DCI;1h-imidazole-4,5-dicarbonitrile;4,5-DICYANOIMIDAZOLE;4,5-IMIDAZOLEDICARBONITRILE;ACTIVATOR;4,5-DICYANOIMIDAZOL
• CAS NO: 1122-28-7
• Molecular Formula: C₅H₂N₄
• Molecular Weight: 118.1
• EINECS: 214-344-6
• Product Categories: blocks;Carboxes;Imidazoles;Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines;Imidazol&Benzimidazole;Coupling Reagent;Imidaxoles;Dicyanopyrazines, etc. (Building Blocks for Phthalonitriles & Naphthalonitriles);Functional Materials;Phthalonitriles & Naphthalonitriles;Naphthyridine,Quinoline;Pyridines ,Halogenated Heterocycles
• Mol File: 1122-28-7.mol
• Article Data: 21

Chemical Properties

• Melting Point: 168-175 °C(lit.)
• Boiling Point: 569.3 °C at 760 mmHg
• Flash Point: 50 °F
• Appearance: solid white/Crystalline Powder
• Density: 0.791 g/mL at 25 °C
• Vapor Pressure: 5.65E-13mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: Store below +30°C.
• Solubility: Soluble in Acetonitrile: 1.8g/10ml, DMSO, Methanol.
• PKA: 5.01±0.10(Predicted)
• BRN: 118208
• CAS DataBase Reference: 4,5-Dicyanoimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-Dicyanoimidazole(1122-28-7)
• EPA Substance Registry System: 4,5-Dicyanoimidazole(1122-28-7)

Safety Data

• Hazard Codes: Xi,Xn,F
• Statements: 37/38-41-36/37/38-20/22-36-20/21/22-11
• Safety Statements: 26-39-36/37/39-36/37-16
• RIDADR: UN 1648 3/PG 2
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 1122-28-7(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

Uses

4,5-Dicyanoimidazole is used in activation of nucleoside phosphoramidites during solid-phase oligonucleotide synthesis, and synthesis of nucleoside phosphoramidites, synthesis of novel nucleosides. It is often used as an alternative to tetrazole.

Synthesis Reference(s)

Synthesis, p. 767, 1988 DOI: 10.1055/s-1988-27702

General Description

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

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

Upstream product

• 100-66-3 Anisole 
• 122-51-0 Triethyl orthoformate 

Downstream Products

• 112229-51-3 Z-D-Orn-OH 
• 112230-06-5 (2-propoxyphenyl)methanol 
• 112230-20-3 2-(CHLOROMETHYL)IMIDAZO[1,2-A]PYRIDINE HYDROCHLORIDE 
• 112230-23-6 Imidazo[1,5-a]pyridin-1-yl-methanol 
• 112231-66-0 (S)-(+)-4'-(2-Methylbutyl)-[1,1'-biphenyl]-4-ol 
• 112231-86-4 4'-[(10-HYDROXYDECYL)OXY][1,1'-BIPHENYL]-4-CARBOXYLIC ACID 
• 112-23-2 HEPTYL FORMATE 
• 112232-52-7 (1R,3R,4S,6S)-4-hydroxy-1,5,5-trimethyl-6-[(1E)-3-oxobut-1-en-1-yl]-7-oxabicyclo[4.1.0]hept-3-yl beta-D-glucopyranoside 
• 112232-53-8 [(1S,5R)-5-hydroxy-1,3-dimethyl-2-(3-oxobutyl)cyclohex-2-en-1-yl]methyl beta-D-glucopyranoside 
• 112232-54-9 3-(4-{[(1S,2R)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3-hydroxy-5-methoxyphenyl)propyl 6-deoxy-alpha-L-mannopyranoside 
• 112233-23-5 5,6-Dihydro-3-(MethylaMino)-2H-1,4-thiazin-2-one OxiMe Hydrochloride 
• 112233-24-6 5,6-Dihydro-3-(methylamino)-2H-1,4-thiazin-2-one O-[[5-[(Dimethylamino)methyl]-2-furanyl]methyl]oxime 
• 112233-64-4 .beta.-D-Glucopyranose, 1,6-anhydro-3-deoxy-3-fluoro-4-O-(phenylmethyl)- 
• 112233-74-6 N2-ACETYL-O6-(DIPHENYLCARBAMOYL)GUANINE 

Recommend Products

• 113187-02-3  5-cyano-1(3)H-imidazole-4-carbonimidic acid ethyl ester; hydrochloride 
• 64-17-5  ethanol 
• 83-39-6  1H-imidazole-4,5-dicarboxamide 
• 122-51-0  orthoformic acid triethyl ester 
• 1187-42-4  diaminomaleonitrile 
• 123124-90-3  4,5-dicyano-1-(phenylmethyl)-1H-imidazole 
• 100-44-7  benzyl chloride 
• 162009-79-2  4,6,8-triaminoimidazo<4,5-e><1,3>diazepine 
• 113-00-8  guanidine nitrate 
• 94619-73-5  1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-4,5-dicyanoimidazole 
• 14215-97-5  1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose 
• 69840-48-8  1-(α-Phenylbenzyl)imidazole-4,5-dicarbonitrile 
• 91-01-0  1,1-Diphenylmethanol 
• 162824-35-3  (R,S)-1-(1-Phenyl-1-propyl)imidazole-4,5-dicarbonitrile 

Related news

Fluorescence and photophysical properties of D-π-A push-pull systems featuring a 4,5-Dicyanoimidazole (cas 1122-28-7) unit09/30/2019

Absorption and fluorescence spectra and fluorescence quantum yields of 18 D-;π-A push-pull compounds were measured. The investigated chromophores consist of 4,5-dicyanoimidazole — bearing donor — substituted and systematically extended π-conjugated spacers. The influence of temperature and s...detailed

Branched charge-transfer chromophores featuring a 4,5-Dicyanoimidazole (cas 1122-28-7) unit10/01/2019

Six branched and stable push–pull chromophores featuring 4,5-dicyanoimidazole as an acceptor moiety, an N,N-dimethylamino group as a donor and various π-conjugated linkers are reported. Systematic extension of the π-linker revealed that the optical and electrochemical properties of A–π–D c...detailed

Theoretical investigation of the static (hyper)polarizabilities and reorganization energy of 4,5-Dicyanoimidazole (cas 1122-28-7) chromophore and derivatives containing benzene rings and a saturated bridge09/25/2019

Calculations at HF, DFT (CAM-B3LYP) and MP2 level were carried out with a 6-31+G(d,p) basis set to estimate the polarizability α, the first β and second hyperpolarizability γ and reorganization energy λ of 4,5-dicyanoimidazole chromophore 1 and derivatives formed by adding a benzene ring 2, ...detailed