52109-66-7

Basic information

• Product Name: 2,3-Dicyano-5-phenylpyrazine, 97%
• Synonyms: 2,3-Dicyano-5-phenylpyrazine, 97%
• CAS NO: 52109-66-7
• Molecular Formula: C₁₂H₆N₄
• Molecular Weight: 206.20284
• Mol File: 52109-66-7.mol

Chemical Properties

• Melting Point: 166 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 432.9 °C at 760 mmHg
• Flash Point: 141 °C
• Appearance: /
• Density: 1.32 g/cm³
• Vapor Pressure: 1.07E-07mmHg at 25°C
• Refractive Index: 1.64
• PKA: -8.17±0.10(Predicted)
• CAS DataBase Reference: 2,3-Dicyano-5-phenylpyrazine, 97%(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dicyano-5-phenylpyrazine, 97%(52109-66-7)
• EPA Substance Registry System: 2,3-Dicyano-5-phenylpyrazine, 97%(52109-66-7)

Safety Data

• HazardClass: 6.1
• Hazardous Substances Data: 52109-66-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,3-Dicyano-5-phenylpyrazine, 97% is used as a building block for the synthesis of organic compounds. Its unique structure with two cyano groups and a phenyl ring allows for versatile reactions and the formation of a wide range of organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2,3-Dicyano-5-phenylpyrazine, 97% is utilized as a reagent in various chemical reactions. Its properties make it suitable for the development of new drugs and the modification of existing pharmaceutical compounds, contributing to advancements in medicinal chemistry.
Used in Chemical Reactions:
2,3-Dicyano-5-phenylpyrazine, 97% is employed as a reagent in different chemical reactions due to its reactive cyano groups and the presence of a phenyl ring. It can participate in various reaction types, such as addition, substitution, and condensation reactions, enabling the synthesis of complex organic molecules for various applications.

InChI:InChI=1/C12H6N4/c13-6-10-11(7-14)16-12(8-15-10)9-4-2-1-3-5-9/h1-5,8H

Upstream product

• 532-27-4 1-chloroacetophenone 
• 1187-42-4 diaminomaleonitrile 
• 79531-98-9 dimethyl phenacyl sulfonium iodide 
• 70-11-1 α-bromoacetophenone 
• 18514-52-8 2,3-diaminomaleonitrile 
• 1074-12-0 phenylglyoxal hydrate 
• 54848-44-1 1,2-diamino-1,2-dicyanoethylene 
• 100-42-5 styrene 
• 98-86-2 acetophenone 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 65-85-0 benzoic acid 

Downstream Products

• 39784-64-0 6-phenyl-pyrazine-2,3-dicarboxylic acid 
• 90701-04-5 6-Phenyl-2-pyrazinecarbonitrile 
• 90687-94-8 6-Phenyl-2-pyrazinecarboxamide 
• 80356-89-4 5-Phenyl-pyrazine-2,3-dicarboxylic acid diamide 
• 39784-65-1 5-phenyl-pyrazine-2,3-dicarboxylic acid dimethyl ester 

Relevant articles and documents

Iridium-Catalyzed [4+2] Annulations of β-Keto Sulfoxonium Ylides and o-Phenylenediamines: Mild and Facile Synthesis of Quinoxaline Derivatives

A synthetic method for quinoxaline derivatives from the [4+2] annulation of β-keto sulfoxonium ylides and o-phenylenediamine by using (Cp*IrCl2)2 catalyst is described. This novel protocol features mild reaction conditions, moderate to excellent yields, wide substrate scope, and high functional-group compatibility. Moreover, this cyclization strategy was successfully applied in late-stage modification for structurally complex bioactive compounds.

Iodine-mediated oxidative annulation for one-pot synthesis of pyrazines and quinoxalines using a multipathway coupled domino strategy

An efficient iodine-mediated oxidative annulation of aryl acetylenes-arylethenes-aromatic ketones with 1,2-diamines for the synthesis of pyrazines and regioselective synthesis of quinoxalines is presented. A multipathway coupled domino approach has been developed for the one-pot synthesis of 1,4-diazines with high functional group compatibility.

γ-Maghemite-silica nanocomposite: A green catalyst for diverse aromatic N-heterocycles

γ-Maghemite-silica nanocomposite has been applied as a green catalyst to synthesize variety of aromatic N-heterocycles under solvent free conditions. Characterization was done by modern analytical tools (UV, IR, AAS, DSC, EDXRF, powdered XRD, EPR, Mo?ssbauer and TEM). Mild reaction conditions and recyclability have made the present protocol both environmentally and economically viable.

Synthesis of functionalized benzimidazoles and quinoxalines catalyzed by sodium hexafluorophosphate bound Amberlite resin in aqueous medium

A very simple, eco-friendly, and versatile method for the selective synthesis of 1,2-disubstituted benzimidazoles and quinoxalines in water-methanol (1:1) mixture with the aid of resin bound hexafluorophosphate ion as catalyst is reported. The method is also effective for the incorporation of quinoxaline nucleus at the A ring of pentacyclic triterpenoid, friedelin. A plausible mechanism for the formation of disubstituted benzimidazole has also been suggested.

Synthesis of functionalized benzimidazoles and quinoxalines catalyzed by sodium hexafluorophosphate bound Amberlite resin in aqueous medium

A very simple, eco-friendly, and versatile method for the selective synthesis of 1,2-disubstituted benzimidazoles and quinoxalines in water-methanol (1:1) mixture with the aid of resin bound hexafluorophosphate ion as catalyst is reported. The method is also effective for the incorporation of quinoxaline nucleus at the A ring of pentacyclic triterpenoid, friedelin. A plausible mechanism for the formation of disubstituted benzimidazole has also been suggested.

Synthesis of libraries of quinoxalines through eco-friendly tandem oxidation-condensation or condensation reactions

A facile and expeditious solid-phase synthesis of libraries of quinoxalines promoted on KF-alumina surface via tandem oxidation-condensation or condensation reactions is reported. The reaction protocol is operationally simple and mild. Moreover, solvent-free reaction condition makes the reaction procedure eco-friendly and economically viable.

REACTION OF PHENACYLDIMETHYLSULFONIUM IODIDE WITH o-PHENYLENEDIAMINES

The reaction of o-phenylenediamines with phenacyldimethylsulfonium iodide gave 2-phenylquinoxaline.The same reaction by use of 3,4-diaminotoluene and 1,2-diamino-4-chlorobenzene instead of o-phenylenediamine afforded a mixture of the corresponding 6- and 7-substituted 2-phenylquinoxalines.In the case of 1,2-diamino-4-nitrobenzene, 6-nitro-2-phenylquinoxaline was obtained On the other hand, the reaction of 1,2-diamino-4-methoxybenzene and phenacyldimethylsulfonium iodide gave 7-methoxy-2-phenylquinoxaline.Furthermore, condensation of maleonitrile with phenacyldimethylsulfonium iodide gave 2,3-dicyano-6-phenylpyrazine.