5398-63-0

Basic information

• Product Name: 2,5-DIPHENYLPYRAZINE
• Synonyms: SALOR-INT L162248-1EA;2,5-DIPHENYLPYRAZINE
• CAS NO: 5398-63-0
• Molecular Formula: C₁₆H₁₂N₂
• Molecular Weight: 232.28
• Mol File: 5398-63-0.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 403 °C at 760 mmHg
• Flash Point: 153.2 °C
• Appearance: /
• Density: 1.125 g/cm³
• Vapor Pressure: 2.44E-06mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 2,5-DIPHENYLPYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIPHENYLPYRAZINE(5398-63-0)
• EPA Substance Registry System: 2,5-DIPHENYLPYRAZINE(5398-63-0)

Safety Data

• Hazardous Substances Data: 5398-63-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 99, p. 4330, 1977 DOI: 10.1021/ja00455a020

InChI:InChI=1/C16H12N2/c1-3-7-13(8-4-1)15-11-18-16(12-17-15)14-9-5-2-6-10-14/h1-12H

Upstream product

• 3282-32-4 2-diazo-acetophenone 
• 64-17-5 ethanol 
• 54266-40-9 3,6-diphenyl-1,2-dihydro-pyrazine 
• 54266-41-0 3,6-diphenyl-2,5-dihydropyrazine 
• 6607-45-0 α,β-dichlorostyrene 
• 17016-15-8 anti-phenylglyoxime 
• 532-54-7 oxo-phenyl-acetaldehyde oxime 
• 825-52-5 2-(hydroxyimino)-2-phenylacetonitrile 
• 101874-78-6 3,6-diphenyl-pyrazine-2,5-dicarboxylic acid 
• 64-19-7 acetic acid 
• 25827-90-1 1,2-dibenzyl-3,6-diphenyl-1,2-dihydro-pyrazine 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 141-78-6 ethyl acetate 
• 532-27-4 1-chloroacetophenone 

Downstream Products

• 76849-27-9 2-azido-3,6-diphenylpyrazine 
• 41270-72-8 2-amino-3,6-diphenylpyrazine 
• 54266-41-0 3,6-diphenyl-2,5-dihydropyrazine 
• 34046-78-1 2,5-diphenylpyrazine 1-oxide 
• 1259685-27-2 trans-2,5-Diphenyl-piperazin 

Relevant articles and documents

A simple synthesis of salicylamide and 2,5-diphenylpyrazine

The compound I (C7H7NO2, salicylamide) and the compound II (C16H12N2, 2,5-diphenylpyrazine) were both obtained as the by-product of the onepot synthesis of oxazolinyl zinc complexes from the reaction of 2-hydroxybenzonitrile and 3-(N-ethyl-N-phenyl)-propanenitrile with D-phenylalaninol, which was catalyzed by 235 and 83.1 mol% zinc dichloride. Their structures were determined by X-ray diffraction, IR ,and elemental analysis.

Streamlined Routes to Phenacyl Azides and 2,5-Diarylpyrazines Enabled by Deep Eutectic Solvents

A Deep Eutectic Solvent like choline chloride/glycerol (1:2 mol mol–1) proved to be an effective, sustainable reaction medium to easily synthesize both phenacyl azides and symmetrical 2,5-diarylpyrazines of interest in pharmacology and in coordination chemistry. Notable features of our report include: (i) nucleophilic substitution reactions of α-halo carbonyl compounds to the corresponding phenacyl azides compatible with the eutectic mixture, (ii) the reduction of phenacyl azides to α-amino carbonyl compounds, which undergo spontaneous dimerisation/cyclisation/aromatisation in the same eutectic mixture to provide valuable pyrazines. Telescoped, one-pot, two-steps stoichiometric/catalytic processes have also been successfully developed to furnish 2,5-diarylpyrazines in up to 95 % yield.

Direct Assembly of 4-Substituted Quinolines with Vinyl Azides as a Dual Synthon via C=C and C-N Bond Cleavage

An unprecedented Zn-promoted selective cleavage of vinyl azides for the synthesis of 4-substituted quinolines is developed. In this conversion, vinyl azides function as a dual synthon via C=C and C-N bond cleavage with two C=C bonds and one C=N bond formation in a one-step manner. The reaction is appreciated for its readily accessible substrates, high step economy, mild conditions, and use of air as the sole oxidant.