Description

6-Bromo-2,3-bis(4-bromophenyl)quinoxaline (CAS No. 1204705-18-9) is a high-purity brominated quinoxaline derivative with the molecular formula C₂₀H₁₁Br₃N₂. This compound features a quinoxaline core substituted with three bromine atoms, including two at the 4-positions of the phenyl rings and one at the 6-position of the quinoxaline ring. Its well-defined structure and high bromine content make it a valuable intermediate in organic synthesis, particularly in the development of advanced materials, pharmaceuticals, and optoelectronic compounds. The product is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring consistency for research and industrial applications. Suitable for Suzuki coupling, cross-coupling reactions, and as a building block for π-conjugated systems.

Properties

• CAS Number: 1204705-18-9
• Complexity: 433
• IUPAC Name: 6-bromo-2,3-bis(4-bromophenyl)quinoxaline
• InChI: InChI=1S/C20H11Br3N2/c21-14-5-1-12(2-6-14)19-20(13-3-7-15(22)8-4-13)25-18-11-16(23)9-10-17(18)24-19/h1-11H
• InChI Key: HLHLIPKWWZLGCV-UHFFFAOYSA-N
• Exact Mass: 517.84519
• Molecular Formula: C20H11Br3N2
• Molecular Weight: 519.0
• SMILES: C1=CC(=CC=C1C2=NC3=C(C=C(C=C3)Br)N=C2C4=CC=C(C=C4)Br)Br
• Topological: 25.8
• Monoisotopic Mass: 515.84724
• Synonyms: 6-Bromo-2,3-bis(4-bromophenyl)quinoxaline, 1204705-18-9, HS-8325, 2,3-bis-(4-bromophenyl)-6-bromo-quinoxaline

Application

6-Bromo-2,3-bis(4-bromophenyl)quinoxaline is widely used as a key synthon in the preparation of organic semiconductors and luminescent materials due to its electron-deficient quinoxaline core. Researchers employ it in the synthesis of small-molecule acceptors for organic photovoltaics (OPVs) and perovskite solar cells. It also serves as a precursor for polycyclic aromatic hydrocarbons (PAHs) in materials science. In medicinal chemistry, it may be utilized to develop kinase inhibitors or DNA-intercalating agents.

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