Description
2,3-Bis(4-bromophenyl)quinoxaline (CAS No. 19802-70-1) is a high-purity brominated quinoxaline derivative with the molecular formula C20H12Br2N2. This compound features a quinoxaline core symmetrically substituted with 4-bromophenyl groups at the 2 and 3 positions, making it a valuable building block for organic synthesis and materials science applications. Its rigid aromatic structure and bromine substituents enhance its utility in cross-coupling reactions (e.g., Suzuki, Heck) and as a precursor for luminescent materials or organic semiconductors. Available in >98% purity (HPLC), it is supplied as a crystalline solid with strict quality control to ensure batch-to-batch consistency. Ideal for researchers developing advanced polymers, OLEDs, or pharmaceutical intermediates.
Properties
- CAS Number: 19802-70-1
- Complexity: 364
- IUPAC Name: 2,3-bis(4-bromophenyl)quinoxaline
- InChI: InChI=1S/C20H12Br2N2/c21-15-9-5-13(6-10-15)19-20(14-7-11-16(22)12-8-14)24-18-4-2-1-3-17(18)23-19/h1-12H
- InChI Key: WATVCMJLZPTSSS-UHFFFAOYSA-N
- Exact Mass: 439.93467
- Molecular Formula: C20H12Br2N2
- Molecular Weight: 440.1
- SMILES: C1=CC=C2C(=C1)N=C(C(=N2)C3=CC=C(C=C3)Br)C4=CC=C(C=C4)Br
- Topological: 25.8
- Monoisotopic Mass: 437.93672
- Synonyms: 2,3-Bis(4-bromophenyl)quinoxaline, 19802-70-1, DTXSID70339253, DTXCID10290334, Quinoxaline, 2,3-bis(4-bromophenyl)-, ChemDiv1_019165, bis(4 bromophenyl)quinoxaline, CBDivE_015911, SCHEMBL652142, HMS641H03, STK747126, 2,3-Bis(4-bromophenyl)quinoxaline #, AKOS001570602, HS-3824, ST010141, AG-205/07915059, SR-01000393498, SR-01000393498-1
Application
2,3-Bis(4-bromophenyl)quinoxaline is widely used as a key intermediate in the synthesis of conjugated polymers for organic electronics, particularly in light-emitting diodes (OLEDs) and photovoltaic devices. Its bromine groups facilitate palladium-catalyzed coupling reactions to construct extended π-systems. Researchers also employ it as a scaffold for designing fluorescent probes and bioactive molecules due to its electron-deficient quinoxaline core. In materials science, it serves as a precursor for thermally stable, high-performance polymers.
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