31722-48-2

Basic information

• Product Name: 2,5-Pyrazinedicarbonitrile
• CAS NO: 31722-48-2
• Molecular Formula: C6H2N4
• Mol File: 31722-48-2.mol

Chemical Properties

• CAS DataBase Reference: 2,5-Pyrazinedicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Pyrazinedicarbonitrile(31722-48-2)
• EPA Substance Registry System: 2,5-Pyrazinedicarbonitrile(31722-48-2)

Safety Data

• Hazardous Substances Data: 31722-48-2(Hazardous Substances Data)

Usage

General Description

2,5-Pyrazinedicarbonitrile, also known as 2,5-Dicyanopyrazine, is a chemical compound with the molecular formula C6H2N4. It is a heterocyclic organic compound that is used in the synthesis of pharmaceuticals, dyes, and agrochemicals. It is a yellow crystalline powder with a melting point of around 160-162 degrees Celsius. 2,5-Pyrazinedicarbonitrile is also used as a reagent in organic synthesis, particularly in the preparation of heterocyclic compounds. It has potential applications in the development of new materials and is a versatile building block in organic chemistry. Due to its diverse uses, 2,5-Pyrazinedicarbonitrile is a valuable and important chemical compound in various industries.

Upstream product

• 2942-58-7 diethyl cyanophosphonate 
• 25594-31-4 3-pyrazinecarbonitrile N-oxide 
• 103150-78-3 diethyl pyrazine-2,5-dicarboxylate 
• 122-05-4 2,5-pyrazinedicarboxylic acid 
• 41110-27-4 2,5-pyrazinedicarboxamide 

Relevant articles and documents

Reductive Silylation Using a Bis-silylated Diaza-2,5-cyclohexadiene

1,4-Bis(trimethylsilyl)-1,4-diaza-2,5-cyclohexadiene, 1, was tested as a reagent for the reductive silylation of various unsaturated functionalities, including N-heterocycles, quinones, and other redox-active moieties in addition to deoxygenation of main group oxides. Whereas most reactions tested are thermodynamically favorable, based on DFT calculations, a few do not occur, perhaps giving limited insight on the mechanism of this very attractive reductive process. Of note, reductive silylation reactions show a strong solvent dependence where a polar solvent facilitates conversions.

Studies on Pyrazines. Part 22. Lewis Acid-Mediated Cyanation of Pyrazine N-Oxides with Trimethylsilyl Cyanide: New Route to 2-Substituted 3-Cyanopyrazines

Reaction of 3-substituted pyrazine 1-oxides with trimethylsilyl cyanide in the presence of triethylamine in acetonitrile gave the corresponding cyanopyrazines, yields of which depended remarkably on the substituent.Electron-donating groups enhanced the cyanation with high regioselectivity to 2-substituted 3-cyanopyrazines, while a chloro substituent suppressed the conversion.Addition of zinc halide to the reaction mixture, in most cases, increased the reactivity and improved the regioselectivity.On the other hand, the N-oxides carrying an electron-withdrawing methoxycarbonyl or N-butylcarbamoyl group underwent the cyanation, without need for the Lewis acid, to provide a mixture of nearly equal amounts of 2-substituted 3- and 5-cyanopyrazines.The latter compound was exclusively obtained when 3-methoxycarbonyl- or 3-cyanopyrazine 1-oxide was treated with diethoxyphosphoryl cyanide.