Description

3-Bromo-2-chloro-6-methylpyridine (CAS No. 185017-72-5) is a high-purity halogenated pyridine derivative with the molecular formula C₆H₅BrClN. This heterocyclic compound is characterized by its bromo and chloro substituents at the 3- and 2-positions, respectively, along with a methyl group at the 6-position, making it a versatile intermediate in organic synthesis and pharmaceutical research. Its precise molecular structure (IUPAC name: 3-bromo-2-chloro-6-methylpyridine) ensures excellent reactivity in cross-coupling reactions, nucleophilic substitutions, and as a building block for agrochemicals and active pharmaceutical ingredients (APIs).

Available in >98% purity (HPLC/GC), this compound is supplied in rigorously tested batches with detailed analytical certificates (CoA) to meet the stringent requirements of research and industrial applications. Proper storage under inert conditions (2-8°C, argon) is recommended to maintain stability. Suitable for use under GLP and GMP environments.

Properties

• CAS Number: 185017-72-5
• Complexity: 99.1
• IUPAC Name: 3-bromo-2-chloro-6-methyl-pyridine
• InChI: InChI=1S/C6H5BrClN/c1-4-2-3-5(7)6(8)9-4/h2-3H,1H3
• InChI Key: JVDQYSIJBRTRMS-UHFFFAOYSA-N
• Exact Mass: 204.92939
• Molecular Formula: C6H5BrClN
• Molecular Weight: 206.47
• SMILES: CC1=NC(=C(C=C1)Br)Cl
• Topological: 12.9
• Monoisotopic Mass: 204.92939
• Synonyms: 3-bromo-2-chloro-6-methylpyridine, 694-977-6, 185017-72-5, 3-bromo-2-chloro-6-picoline, 5-bromo-6-chloro-2-picoline, MFCD03095218, 3-bromo-2-chloro-6-methyl-pyridine, 3-BroMo-2-chloro-6 picoline, PYRIDINE, 3-BROMO-2-CHLORO-6-METHYL-, SCHEMBL1347449, SCHEMBL17671214, DTXSID20370297, 2-chloro(bromo)-6-methylpyridine, JVDQYSIJBRTRMS-UHFFFAOYSA-N, BBL101699, STL555495, AKOS007930469, AB13590, CS-W015299, GS-3413, SY015687, 3-Bromo-2-chloro-6-methylpyridine, 96%, DB-027602, EN300-136397

Application

3-Bromo-2-chloro-6-methylpyridine serves as a key intermediate in the synthesis of complex pyridine-based compounds, particularly in pharmaceutical and agrochemical development. Its reactive halogen sites enable efficient Suzuki-Miyaura and Buchwald-Hartwig couplings for constructing heterocyclic scaffolds. Researchers utilize this compound in the design of kinase inhibitors and antimicrobial agents due to its structural versatility. It is also employed in material science for creating functionalized ligands in catalysis.

Safety and Hazards

GHS Hazard Statements

• H301 (95.1%): Toxic if swallowed [Danger Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (95.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P330, P332+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (95.1%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (95.1%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.