6957-19-3

Basic information

• Product Name: 2,3,6,7-TETRAMETHYLQUINOXALINE
• Synonyms: 2,3,6,7-TETRAMETHYLQUINOXALINE;Nsc66172
• CAS NO: 6957-19-3
• Molecular Formula: C12H14N2
• Molecular Weight: 186.25
• Mol File: 6957-19-3.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 301.7 °C at 760 mmHg
• Flash Point: 124.1 °C
• Appearance: /
• Density: 1.063 g/cm³
• Vapor Pressure: 0.00185mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: 2,3,6,7-TETRAMETHYLQUINOXALINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,6,7-TETRAMETHYLQUINOXALINE(6957-19-3)
• EPA Substance Registry System: 2,3,6,7-TETRAMETHYLQUINOXALINE(6957-19-3)

Safety Data

• Hazardous Substances Data: 6957-19-3(Hazardous Substances Data)

Usage

General Description

2,3,6,7-Tetramethylquinoxaline is a heterocyclic organic compound with the molecular formula C12H14N2. It is a colorless, crystalline solid with a melting point of 24-25°C. This chemical is commonly used as a reagent for the detection and quantification of hydrogen peroxide, which makes it useful in various analytical and biochemical applications. 2,3,6,7-Tetramethylquinoxaline is also known for its antioxidant properties and its ability to scavenge free radicals, making it potentially useful in the development of pharmaceuticals, cosmetics, and food additives. Additionally, it has been investigated for its potential in organic electronics and optoelectronic applications.

InChI:InChI=1/C12H14N2/c1-7-5-11-12(6-8(7)2)14-10(4)9(3)13-11/h5-6H,1-4H3

Upstream product

• 3171-45-7 4,5-dimethyl-1,2-phenylenediamine 
• 431-03-8 dimethylglyoxal 
• 3298-98-4 7,8-dimethyl-2,3-bis(bromomethyl)quinoxaline 
• 6972-71-0 4,5-dimethyl-2-nitrobenzenamine 
• 513-85-9 2.3-butanediol 
• 6957-19-3 2,3,6,7-tetramethylquinoxaline 

Relevant articles and documents

Flavosemiquinone Model Systems. Part 2. Methyl-substituted Quinoxaline Radical Ions

2,3-Dimethyl-, 6,7-dimethyl-, and 2,3,6,7-tetramethyl-quinoxaline were reduced in aprotic (THF) and acidic media (DMF - HClO4) to yield the corresponding quinoxaline radical anions and 1,4-dihydroquinoxaline radical cations.Analysis of their e.s.r. spectra was accomplished by computer simulation; a consistent assignment of coupling constants in quinoxaline radical ions could be made on the basis of the methyl substitution pattern.The hyperfine splitting is in agreement with Hueckel MO correlations and may be used to explain the spin distribution in flavosemiquinones.

Iron-catalyzed one-pot synthesis of quinoxalines: Transfer hydrogenative condensation of 2-nitroanilines with vicinal diols

Here, we report iron-catalyzed one-pot synthesis of quinoxalines via transfer hydrogenative condensation of 2-nitroanilines with vicinal diols. The tricarbonyl (η4-cyclopentadienone) iron complex, which is well known as the Kn?lker complex, catalyzed the oxidation of alcohols and the reduction of nitroarenes, and the corresponding carbonyl and 1,2-diaminobenzene intermediates were generated in situ. Trimethylamine N-oxide was used to activate the iron complex. Various unsymmetrical and symmetrical vicinal diols were applied for transfer hydrogenation, resulting in quinoxaline derivatives in 49-98% yields. A plausible mechanism was proposed based on a series of control experiments. The major advantages of this protocol are that no external redox reagents or additional base is needed and that water is liberated as the sole byproduct. This journal is

Nickel-Catalyzed Direct Synthesis of Quinoxalines from 2-Nitroanilines and Vicinal Diols: Identifying Nature of the Active Catalyst

The inexpensive and simple NiBr2/1,10-phenanthroline system-catalyzed synthesis of a series of quinoxalines from both 2-nitroanilines and 1,2-diamines is demonstrated. The reusability test for this system was performed up to the seventh cycle, which afforded good yields of the desired product without losing its reactivity significantly. Notably, during the catalytic reaction, the formation of the heterogeneous Ni-particle was observed, which was characterized by PXRD, XPS, and TEM techniques.