Description
2-Bromo-5-chloro-3-methylpyridine (CAS No. 65550-77-8) is a high-purity halogenated pyridine derivative with the molecular formula C6H5BrClN. This versatile heterocyclic compound features a bromo substituent at the 2-position, a chloro group at the 5-position, and a methyl group at the 3-position of the pyridine ring, making it a valuable intermediate for pharmaceutical synthesis, agrochemical development, and material science applications. With exceptional reactivity in cross-coupling reactions (e.g., Suzuki, Stille) and nucleophilic substitutions, it is ideal for constructing complex molecular architectures. Supplied as white to off-white crystalline powder (≥98% purity by HPLC), it is packaged under inert gas with batch-specific COA and NMR spectra. Store at 2-8°C in a tightly sealed container to prevent degradation. Handle with appropriate PPE due to potential irritant properties.
Properties
- CAS Number: 65550-77-8
- Complexity: 99.1
- IUPAC Name: 2-bromo-5-chloro-3-methyl-pyridine
- InChI: InChI=1S/C6H5BrClN/c1-4-2-5(8)3-9-6(4)7/h2-3H,1H3
- InChI Key: XEHWMXAUPXFOHZ-UHFFFAOYSA-N
- Exact Mass: 204.92939
- Molecular Formula: C6H5BrClN
- Molecular Weight: 206.47
- SMILES: CC1=CC(=CN=C1Br)Cl
- Topological: 12.9
- Monoisotopic Mass: 204.92939
- Synonyms: 2-bromo-5-chloro-3-methylpyridine, 65550-77-8, DTXSID20505002, DTXCID80455812, 639-376-1, 2-Bromo-5-chloro-3-picoline, 2-Bromo-3-methyl-5-chloropyridine, MFCD03095062, PYRIDINE, 2-BROMO-5-CHLORO-3-METHYL-, SCHEMBL1506656, XEHWMXAUPXFOHZ-UHFFFAOYSA-N, BCP22992, BBL101367, STL555163, AKOS005258274, AB13444, AC-5415, CS-W003018, DS-0651, PS-3965, SY015056, DB-003075, DB-364826, B5133, EN300-261789
2-Bromo-5-chloro-3-methylpyridine serves as a key building block for synthesizing active pharmaceutical ingredients (APIs), particularly in kinase inhibitor scaffolds. Its halogenated structure enables efficient Pd-catalyzed couplings for drug discovery pipelines. In agrochemical research, it functions as a precursor for pyridine-based herbicides and fungicides. The compound’s stability under rigorous reaction conditions also makes it suitable for creating specialty chemicals in material science.
Safety and Hazards
GHS Hazard Statements
- H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Acute Tox. 4 (50%)
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (75%)
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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.


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