Description

5-Bromo-3,4′-bipyridine (CAS No. 106047-38-5) is a high-purity heterocyclic organic compound with the molecular formula C₁₀H₇BrN₂. This brominated bipyridine derivative is a valuable building block in pharmaceutical and materials science research, offering versatile reactivity for cross-coupling reactions, metal-catalyzed transformations, and ligand synthesis. Its IUPAC name, 3-bromo-5-pyridin-4-ylpyridine, reflects its precise structural configuration, featuring a bromine substituent at the 3-position of one pyridine ring and a 4-pyridyl group at the 5-position. The compound is supplied as a crystalline solid with ≥95% purity (HPLC), ensuring optimal performance in synthetic applications. Store under inert conditions at 2-8°C to maintain stability. Suitable for use in Suzuki-Miyaura couplings, C-H activation studies, and as a precursor for functionalized bipyridine ligands in coordination chemistry.

Properties

• CAS Number: 106047-38-5
• Complexity: 157
• IUPAC Name: 3-bromo-5-(4-pyridyl)pyridine
• InChI: InChI=1S/C10H7BrN2/c11-10-5-9(6-13-7-10)8-1-3-12-4-2-8/h1-7H
• InChI Key: ZKNBQZBRNLAVHS-UHFFFAOYSA-N
• Exact Mass: 233.97926
• Molecular Formula: C10H7BrN2
• Molecular Weight: 235.08
• SMILES: C1=CN=CC=C1C2=CC(=CN=C2)Br
• Topological: 25.8
• Monoisotopic Mass: 233.97926
• Synonyms: 5-Bromo-3,4′-bipyridine, 106047-38-5, 3-bromo-5-pyridin-4-ylpyridine, 4-(3-BROMOPYRIDIN-5-YL)PYRIDINE, 5-Bromo-[3,4′]bipyridinyl, MFCD09908008, SCHEMBL5115735, DTXSID80543425, 5-Bromo-3 pound not4′-bipyridine, AKOS015946265, DS-17425, SY114768, DB-059431, CS-0316698, A11868, 5-Bromo-3,4 inverted exclamation mark -bipyridine, A1-25782

Application

5-Bromo-3,4′-bipyridine serves as a key intermediate in medicinal chemistry for the synthesis of kinase inhibitors and receptor modulators. Its bromine moiety enables palladium-catalyzed cross-coupling reactions to construct complex heteroaromatic systems. Researchers utilize this compound to develop luminescent materials and electron-transport layers in OLEDs. The bipyridine scaffold also facilitates chelation of transition metals for catalytic applications.

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