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2,6-Dibromopyridine
2,6-Dibromopyridine (CAS 626-05-1) is a strategically symmetric halogenated heterocyclic scaffold engineered for cross-coupling reactions, ligand synthesis, and pharmaceutical intermediate development. This molecule integrates a pyridine core—a nitrogen-containing six-membered aromatic ring—with two bromine substituents at the C2 and C6 positions, creating a symmetric C₂ᵥ architecture. The dual bromine handles are activated by the adjacent ring nitrogen, enabling efficient sequential or simultaneous Pd-catalyzed cross-coupling (Suzuki, Stille, Negishi, Sonogashira) to introduce diverse aryl, alkyl, or heteroaryl groups. The symmetric substitution pattern makes it a privileged precursor for constructing terpyridine ligands, conjugated polymers, and bis-heterocyclic kinase inhibitors where precise spatial arrangement of binding motifs is critical. Compared to mono-brominated or asymmetrically substituted pyridines, 2,6-dibromopyridine offers streamlined synthetic routes to C2-symmetric structures and enhanced binding affinity through chelation effects. Manufactured with purity ≥98% under controlled conditions, it supports drug discovery, materials science, and coordination chemistry programs requiring modular access to symmetrically functionalized pyridine architectures.
Property
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Product Name
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2,6-Dibromopyridine
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CAS Number
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626-05-1
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Chinese Name
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2,6-二溴吡啶
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Synonyms
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Pyridine, 2,6-dibromo-; 2,6-Dibromopyridine; C₅H₃Br₂N heterocycle; DBP
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Chinese Synonyms
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2,6-二溴吡啶; 二溴吡啶; 2,6-二溴氮苯; 对称二溴吡啶
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Molecular Formula
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C₅H₃Br₂N
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Molecular Weight
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236.89 g/mol
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Purity
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≥ 98% (GC/HPLC area normalization)
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Product Category
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Pharmaceutical Intermediates / Pyridine Derivatives / Dihalo heterocycles
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Appearance
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White to Off-white to Beige Crystalline Powder
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Melting Point
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119-121°C (literature)
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Storage Conditions
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Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). Protect from strong bases and nucleophiles to avoid premature substitution.
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Shelf Life
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24 months under recommended storage conditions
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Packaging
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100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
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Applications
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Terpyridine ligand synthesis, conjugated polymer precursor, kinase inhibitor scaffold development, agrochemical intermediate, symmetric heterocycle construction, Pd-catalyzed cross-coupling reactions
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Reactivity
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Suitable for Suzuki coupling, Stille coupling, Negishi coupling, Sonogashira coupling, nucleophilic aromatic substitution (SNAr), and lithiation at C3/C5 positions
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Special Note
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✅ Symmetric Building Block—C2/C6 dibromo pattern enables streamlined synthesis of C2-symmetric structures. Dual activated sites for sequential functionalization. Part of our halogenated pyridine series.
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