148231-12-3

Basic information

• Product Name: 5,8-DibroMoquinoxaline
• Synonyms: 5,8-DibroMoquinoxaline;Quinoxaline, 5,8-dibroMo-;5,8-Dibromoquinoxaline 97%
• CAS NO: 148231-12-3
• Molecular Formula: C₈H₄Br₂N₂
• Molecular Weight: 287.93876
• Mol File: 148231-12-3.mol
• Article Data: 18

Chemical Properties

• Melting Point: 198-203°C (dec.)
• Boiling Point: 352.5±37.0 °C(Predicted)
• Appearance: /
• Density: 2.022±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: -2.28±0.30(Predicted)
• CAS DataBase Reference: 5,8-DibroMoquinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 5,8-DibroMoquinoxaline(148231-12-3)
• EPA Substance Registry System: 5,8-DibroMoquinoxaline(148231-12-3)

Safety Data

• Hazard Codes: T
• Statements: 25-37/38-41
• Safety Statements: 26-39-45
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: Ⅲ
• Hazardous Substances Data: 148231-12-3(Hazardous Substances Data)

Usage

General Description

5,8-Dibromoquinoxaline is a chemical compound that belongs to the family of quinoxalines, which are bicycic aromatic compounds containing a benzene-fused pyrazine ring. This particular compound is primarily known for its two bromine atoms attached to the fifth and eighth carbon atoms of the quinoxaline ring. It acts as a versatile reagent in various chemical syntheses, specifically in the synthesis of complex nitrogen-containing molecules. Its precise physical properties such as melting point, boiling point, density etc can vary depending on conditions like temperature and state of matter. It is advised to handle it with caution because its effects and impact on human health and environment are not markedly studied yet.

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Downstream Products

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Relevant articles and documents

Synthesis, Properties, and Reactivity of Bis-BN Phenanthrenes: Stepwise Bromination of the Main Scaffold

Two bis-BN phenanthrenes have been synthesized. Their photophysical properties are different from those of the reported mono-BN phenanthrenes. Moreover, the stepwise bromination of bis-BN phenanthrene 8 gave a series of brominated bis-BN phenanthrenes, wi

Are molecular 5,8-π-extended quinoxaline derivatives good chromophores for photoluminescence applications?

The synthesis of a new series of photoluminescent compounds, namely 5,8-diaryl quinoxaline derivatives (aryl = phenyl, 4-fluorophenyl, 4-methoxyphenyl, and 4-cyanophenyl), was achieved by a direct Suzuki cross-coupling reaction with the employment of a NCP-pincer palladacycle. The electrochemical and photophysical properties of these compounds were also investigated. Four new 4,8-diaryl-2,1,3-benzothiadiazoles were also synthesized in order to enable a comparison between the two types of nitrogen-containing π-extended heterocycles. The substitution of a hydrogen atom at the 4-position of the aryl that is groups attached to the quinoxaline or benzothiadiazole base by either electron-donating or -withdrawing groups results in an increase in the bandgap energy (from 2.21 to 2.52 eV) of π-extended 5,8-quinoxaline derivatives and a decrease in the bandgap energy (from 2.65 to 2.40 eV) of π-extended 2,1,3-benzothiadiazoles. Moreover, π-extension at the 5- and 8-positions of the quinoxaline core is not essential for the photoluminescence of these compounds and 4,7-π-extended 2,1,3- benzothiadiazole derivatives are far better candidates for luminescence applications than are the quinoxaline derivatives. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Preparation of new electron-accepting π-conjugated polyquinoxalines. Chemical and electrochemical reduction, electrically conducting properties, and use in light-emitting diodes

Dehalogenation polycondensation of 5,8-dibromoquinoxaline derivatives and 2,6-dibromoquinoxaline with zerovalent nickel complex affords a series of π-conjugated polyquinoxalines with a molecular weight of 6 x 103 to 260 x 103. The polymers are electrochemically reduced (or n-doped) with an E° value of -1.75 to -2.35 V vs Ag/Ag+ and converted into electrically conducting materials with a conductivity of 1 x 10-4 to 7 x 10-3 S cm-1 by chemical reduction. Poly(quinoxaline-5,8-diyl)s with aromatic substituents give strong fluorescence with emission peaks at 450-520 nm in solutions as well as in cast films. A light-emitting diode (LED), ITO/polymer/Mg(Ag) (polymer = poly(2,3-diphenylquinoxaline-5,8-diyl)), emits blue-green light (λ(max) at about 500 nm). Introduction of hole-transporting layers such as vacuum-deposited or spin-coated thin layers of poly(thiophene-2,5-diyl), poly(p-phenylene), and poly(N-vinylcarbazole) between ITO and the light-emitting layer enhances electroluminescence efficiency by about 2 orders of magnitude. Polyquinoxalines have an ionization potential of 5.83 ± 0.11 eV and a band gap of 2.56 ± 0.26 eV.

Bromination of quinoxaline and derivatives: Effective synthesis of some new brominated quinoxalines

The synthesis of brominated quinoxaline derivatives starting from several kinds of quinoxaline by different bromination strategies was studied. First the synthesis of some brominated quinoxalines was accomplished along with the development of an alternative and effective synthesis of some known compounds. A new, clean, and effective synthetic method for selective reduction of quinoxaline to 1,2,3,4-tetrahydroquinoxaline was also developed. The products obtained were characterized by means of NMR spectroscopy, elemental analyses, and mass spectrometry.