Description

4-Bromo-2-methylpyridine (CAS No. 22282-99-1) is a high-purity halogenated pyridine derivative with the molecular formula C₆H₆BrN. This versatile organic intermediate is widely used in pharmaceutical synthesis, agrochemical development, and materials science research. The compound features a bromine substituent at the 4-position and a methyl group at the 2-position of the pyridine ring, offering excellent reactivity for cross-coupling reactions such as Suzuki-Miyaura and Stille couplings.

Our product is rigorously quality-controlled to ensure ≥96% purity (GC), making it ideal for sensitive applications. Supplied as a clear to pale yellow liquid with a characteristic pyridine odor, it should be stored under inert atmosphere at 2-8°C. The compound is compatible with common organic solvents including DMF, THF, and dichloromethane.

Key applications include:

• Building block for kinase inhibitor development
• Precursor for functionalized pyridine derivatives
• Ligand synthesis in coordination chemistry

Safety Data Sheets and certificates of analysis are available upon request. Suitable for research and commercial-scale applications under proper handling conditions.

Properties

• CAS Number: 22282-99-1
• Complexity: 74.9
• IUPAC Name: 4-bromo-2-methyl-pyridine
• InChI: InChI=1S/C6H6BrN/c1-5-4-6(7)2-3-8-5/h2-4H,1H3
• InChI Key: JFBMFWHEXBLFCR-UHFFFAOYSA-N
• Exact Mass: 170.96836
• Molecular Formula: C6H6BrN
• Molecular Weight: 172.02
• SMILES: CC1=NC=CC(=C1)Br
• Topological: 12.9
• Monoisotopic Mass: 170.96836
• Synonyms: 4-Bromo-2-methylpyridine, 22282-99-1, DTXSID20376496, DTXCID20327524, 624-896-3, 4-Bromo-2-picoline, 2-Methyl-4-bromopyridine, MFCD03788196, 4-bromo-2-methyl pyridine, CHEMBL2087645, 4-bromo-2-methyl-pyridine, Pyridine, 4-bromo-2-methyl-, 4-bromopicoline, 4bromo-2-methylpyridine, 4-bromo-2-methylpyridin, 4-bromo-6-methylpyridine, 4-Bromo-2-methylpyridine (4-Bromo-2-picoline), SCHEMBL156475, SCHEMBL600904, SCHEMBL1310350, SCHEMBL4922063, SCHEMBL28549884, 4-Bromo-2-methylpyridine, 96%, JFBMFWHEXBLFCR-UHFFFAOYSA-N, BCP22098, AC-188, BDBM50626266, SBB088565, AKOS005146001, CS-W007447, HY-W007447, PB26077, PS-6174, SY002014, B3279, 4-Bromo-2-picoline;2-Methyl-4-bromopyridine, EN300-82850, B67455, AN-584/43413320

4-Bromo-2-methylpyridine serves as a key synthetic intermediate in medicinal chemistry, particularly for constructing pyridine-containing pharmacophores. It’s extensively used in palladium-catalyzed cross-coupling reactions to create biaryl structures found in many drug candidates. The compound finds application in developing agricultural chemicals and functional materials due to its balanced reactivity profile. Researchers value its versatility in heterocyclic chemistry for creating complex molecular architectures.

Safety and Hazards

GHS Hazard Statements

• H302 (96%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (10%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H318 (84%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H319 (16%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (10%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (90%): 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, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (96%)
• Acute Tox. 4 (10%)
• Skin Irrit. 2 (100%)
• Eye Dam. 1 (84%)
• Eye Irrit. 2 (16%)
• Acute Tox. 4 (10%)
• STOT SE 3 (90%)

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