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1122-28-7

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1122-28-7 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.

Check Digit Verification of cas no

The CAS Registry Mumber 1122-28-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,2 and 2 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1122-28:
(6*1)+(5*1)+(4*2)+(3*2)+(2*2)+(1*8)=37
37 % 10 = 7
So 1122-28-7 is a valid CAS Registry Number.
InChI:InChI=1/C5H2N4/c6-1-4-5(2-7)9-3-8-4/h3H,(H,8,9)

1122-28-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Price
  • Detail
  • TCI America

  • (D2026)  4,5-Dicyanoimidazole  >98.0%(HPLC)(N)

  • 1122-28-7

  • 25g

  • 760.00CNY

  • Detail
  • TCI America

  • (D2026)  4,5-Dicyanoimidazole  >98.0%(HPLC)(N)

  • 1122-28-7

  • 250g

  • 4,490.00CNY

  • Detail
  • Alfa Aesar

  • (L12215)  4,5-Dicyanoimidazole, 98+%   

  • 1122-28-7

  • 5g

  • 387.0CNY

  • Detail
  • Alfa Aesar

  • (L12215)  4,5-Dicyanoimidazole, 98+%   

  • 1122-28-7

  • 25g

  • 1322.0CNY

  • Detail
  • Aldrich

  • (554030)  4,5-Dicyanoimidazole  99.0%

  • 1122-28-7

  • 554030-5G

  • 648.18CNY

  • Detail
  • Aldrich

  • (554030)  4,5-Dicyanoimidazole  99.0%

  • 1122-28-7

  • 554030-25G

  • 2,446.47CNY

  • Detail
  • Aldrich

  • (554030)  4,5-Dicyanoimidazole  99.0%

  • 1122-28-7

  • 554030-1KG

  • 47,855.34CNY

  • Detail
  • Aldrich

  • (324132)  4,5-Dicyanoimidazole  95%

  • 1122-28-7

  • 324132-5G

  • 299.52CNY

  • Detail

1122-28-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,5-Imidazoledicarbonitrile

1.2 Other means of identification

Product number -
Other names 4,5-Dicyanoimidazole (DCI)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1122-28-7 SDS

1122-28-7Related 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

1122-28-7Relevant articles and documents

-

Ohtsuka

, p. 713 (1976)

-

-

Shuman et al.

, p. 4532,4535 (1979)

-

Harnessing chemical energy for the activation and joining of prebiotic building blocks

Liu, Ziwei,Wu, Long-Fei,Xu, Jianfeng,Bonfio, Claudia,Russell, David A.,Sutherland, John D.

, p. 1023 - 1028 (2020)

Life is an out-of-equilibrium system sustained by a continuous supply of energy. In extant biology, the generation of the primary energy currency, adenosine 5′-triphosphate and its use in the synthesis of biomolecules require enzymes. Before their emergence, alternative energy sources, perhaps assisted by simple catalysts, must have mediated the activation of carboxylates and phosphates for condensation reactions. Here, we show that the chemical energy inherent to isonitriles can be harnessed to activate nucleoside phosphates and carboxylic acids through catalysis by acid and 4,5-dicyanoimidazole under mild aqueous conditions. Simultaneous activation of carboxylates and phosphates provides multiple pathways for the generation of reactive intermediates, including mixed carboxylic acid–phosphoric acid anhydrides, for the synthesis of peptidyl–RNAs, peptides, RNA oligomers and primordial phospholipids. Our results indicate that unified prebiotic activation chemistry could have enabled the joining of building blocks in aqueous solution from a common pool and enabled the progression of a system towards higher complexity, foreshadowing today’s encapsulated peptide–nucleic acid system. [Figure not available: see fulltext.].

A tropylium annulated N-heterocyclic carbene

Appel, Sebastian,Brüggemann, Peter,Ganter, Christian

supporting information, p. 9020 - 9023 (2020/08/17)

Derivatives of the cationic tropylium annulated imidazolylidene ITrop+ are obtained by hydride abstraction from related cycloheptatriene compounds. Spectroscopic, structural and theoretical data indicate that, as a cationic relative of benzimidazolylidenes, ITrop+ has highly reduced σ-donor and strong π-acceptor character.

Push-pull molecules with a systematically extended π-conjugated system featuring 4,5-dicyanoimidazole

Kulhánek, Ji?í,Bure?, Filip,Pytela, Old?ich,Mikysek, Tomá?,Ludvík, Ji?í,R??i?ka, Ale?

scheme or table, p. 57 - 65 (2010/11/03)

Eighteen chromophores featuring 4,5-dicyanoimidazole as an acceptor moiety, a systematically enlarged π-conjugated spacer and methoxy and N,N-dimethylamino groups as donors were synthesised and characterised by X-ray analysis, electrochemistry, UV-Vis and fluorescence spectroscopy whilst NLO properties were calculated. Quantitative relationships between measured properties and structural features of the chromophores were also evaluated.

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