Description

3-Bromo-6-chloro-2-methylpyridine (CAS No. 132606-40-7) is a high-purity halogenated pyridine derivative with the molecular formula C₆H₅BrClN. This heterocyclic compound is a versatile building block in pharmaceutical, agrochemical, and material science research, offering reactive sites for further functionalization. Its bromo- and chloro-substitutions at the 3- and 6-positions, along with a methyl group at the 2-position, make it a valuable intermediate for cross-coupling reactions (e.g., Suzuki, Stille) and nucleophilic substitutions. Available in >98% purity (HPLC/GC), this compound is rigorously tested for consistency and stability, supplied in sealed amber vials under inert atmosphere to ensure longevity. Ideal for medicinal chemistry, ligand synthesis, and as a scaffold for bioactive molecule development.

Properties

• CAS Number: 132606-40-7
• Complexity: 99.1
• IUPAC Name: 3-bromo-6-chloro-2-methyl-pyridine
• InChI: InChI=1S/C6H5BrClN/c1-4-5(7)2-3-6(8)9-4/h2-3H,1H3
• InChI Key: DTFBHJWQTDQBEM-UHFFFAOYSA-N
• Exact Mass: 204.92939
• Molecular Formula: C6H5BrClN
• Molecular Weight: 206.47
• SMILES: CC1=C(C=CC(=N1)Cl)Br
• Topological: 12.9
• Monoisotopic Mass: 204.92939
• Synonyms: 3-bromo-6-chloro-2-methylpyridine, 132606-40-7, 915402-29-8, DTXSID90919672, DTXCID601348598, 603-643-0, 5-Bromo-2-chloro-6-methylpyridine, Pyridine, 3-bromo-6-chloro-2-methyl-, 3-bromo-6-chloro-2-picoline, 5-bromo-2-chloro-6-picoline, MFCD07375117, 3-Bromo-6-chloro-2-methyl-pyridine, 2-chloro-5-bromo-6-methylpyridine, 2-CHLORO-6-METHYL-5-BROMOPYRIDINE, SCHEMBL1445722, DTFBHJWQTDQBEM-UHFFFAOYSA-N, 6-chloro-3-bromo-2-methylpyridine, BCP11807, SBB054371, AKOS005064135, AB41208, CS-W003403, PS-8070, AC-24538, BP-12868, SY019304, DB-025209, B4405, EN300-109340, 2-chloro-5-bromo-6-picoline;3-Bromo-6-chloro-2-methylpyridine

Application

3-Bromo-6-chloro-2-methylpyridine serves as a key intermediate in the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals, particularly in the development of kinase inhibitors and herbicides. Its halogenated structure enables efficient participation in palladium-catalyzed coupling reactions to construct complex heterocycles. Researchers also utilize it in metal-organic framework (MOF) design and as a precursor for functionalized ligands in catalysis.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (66.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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