Description

2-Bromo-6-(trifluoromethyl)pyridine (CAS No. 189278-27-1) is a high-purity halogenated pyridine derivative with the molecular formula C₆H₃BrF₃N. This compound is a versatile building block in organic synthesis, particularly in pharmaceutical, agrochemical, and material science research. Its unique structure, featuring both a bromo substituent and a trifluoromethyl group, enables selective functionalization via cross-coupling reactions (e.g., Suzuki, Stille) or nucleophilic substitutions. Offered at ≥97% purity, it is rigorously tested via GC/MS, NMR, and HPLC to ensure consistency for sensitive applications. Available in scalable quantities (mg to kg) with secure packaging under inert conditions to maintain stability. Ideal for researchers developing fluorinated heterocycles or halogenated intermediates.

Properties

• CAS Number: 189278-27-1
• Complexity: 136
• IUPAC Name: 2-bromo-6-(trifluoromethyl)pyridine
• InChI: InChI=1S/C6H3BrF3N/c7-5-3-1-2-4(11-5)6(8,9)10/h1-3H
• InChI Key: DOWNSQADAFSSAR-UHFFFAOYSA-N
• Exact Mass: 224.94010
• Molecular Formula: C6H3BrF3N
• Molecular Weight: 225.99
• SMILES: C1=CC(=NC(=C1)Br)C(F)(F)F
• Topological: 12.9
• Monoisotopic Mass: 224.94010
• Synonyms: 2-Bromo-6-(trifluoromethyl)pyridine, 189278-27-1, DTXSID70382345, DTXCID50333370, 634-229-8, Pyridine, 2-bromo-6-(trifluoromethyl)-, 2-Bromo-6-trifluoromethylpyridine, MFCD00153087, 2-bromo-6-trifluoromethyl-pyridine, 6-bromo-2-(trifluoromethyl)pyridine, 2-Bromo-6-trifluoronethylpyridine, SCHEMBL37428, 6-trifluoromethyl-2-bromopyridine, BDBM113773, BCP15794, BBL103783, SBB054360, STL557593, AKOS005063456, AB04069, CS-W007843, FG-0483, AC-24542, SY001906, 2-Bromo-6-(trifluoromethyl)pyridine, 97%, DB-044702, B3759, ST50827462, EN300-108890, 2‐bromo‐6‐(trifluoromethyl)pyridine (5)

2-Bromo-6-(trifluoromethyl)pyridine serves as a key intermediate in synthesizing trifluoromethyl-substituted pharmaceuticals and ligands for catalysis. It is employed in palladium-catalyzed cross-couplings to construct complex pyridine scaffolds. The trifluoromethyl group enhances lipophilicity and metabolic stability in drug candidates. Applications extend to agrochemicals (e.g., herbicides) and electronic materials. Handle under nitrogen/argon due to moisture sensitivity.

Safety and Hazards

GHS Hazard Statements

• H301 (87.8%): Toxic if swallowed [Danger Acute toxicity, oral]
• H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (98%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.9%): 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+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (87.8%)
• Skin Irrit. 2 (98%)
• Eye Irrit. 2 (98%)
• STOT SE 3 (95.9%)

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