Description

5-Bromo-2-tert-butylpyridine (CAS No. 39919-58-9) is a high-purity brominated pyridine derivative with the molecular formula C₉H₁₂BrN. This compound is a valuable heterocyclic building block for pharmaceutical, agrochemical, and materials science research. Its unique structure, featuring a bromine substituent at the 5-position and a sterically hindered tert-butyl group at the 2-position, makes it an ideal intermediate for cross-coupling reactions (e.g., Suzuki, Stille, or Negishi couplings) and functional group transformations. Supplied as a crystalline solid with ≥95% purity (HPLC), it is rigorously tested for consistency and stability. Suitable for high-throughput screening, medicinal chemistry, and ligand design. Packaged under inert gas to ensure longevity and stored in amber vials to prevent degradation.

Properties

• CAS Number: 39919-58-9
• Complexity: 128
• IUPAC Name: 5-bromo-2-tert-butyl-pyridine
• InChI: InChI=1S/C9H12BrN/c1-9(2,3)8-5-4-7(10)6-11-8/h4-6H,1-3H3
• InChI Key: HAJSOFXLKFWERP-UHFFFAOYSA-N
• Exact Mass: 213.01531
• Molecular Formula: C9H12BrN
• Molecular Weight: 214.10
• SMILES: CC(C)(C)C1=NC=C(C=C1)Br
• Topological: 12.9
• Monoisotopic Mass: 213.01531
• Synonyms: 5-bromo-2-tert-butylpyridine, 39919-58-9, DTXSID50610315, DTXCID50561070, 5-Bromo-2-(tert-butyl)pyridine, 5-BROMO-2-TERT-BUTYL-PYRIDINE, MFCD11847809, SCHEMBL681100, HAJSOFXLKFWERP-UHFFFAOYSA-N, AKOS015841422, MB10118, AS-42333, SY128727, DB-069893, CS-0119390, 5-BROMO-2-(1,1-DIMETHYLETHYL)PYRIDINE

Application

5-Bromo-2-tert-butylpyridine is widely used as a key synthon in the preparation of bioactive molecules, particularly in kinase inhibitor development. Its tert-butyl group enhances steric control in catalytic reactions, while the bromine enables facile derivatization. Applications include metal-organic framework (MOF) synthesis, pharmaceutical intermediates, and asymmetric catalysis. It is also employed in material science for designing nitrogen-containing ligands.

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