Description
3-Bromo-6-fluoro-2-methylpyridine (CAS No. 375368-83-5) is a high-purity halogenated pyridine derivative designed for advanced synthetic applications in pharmaceutical, agrochemical, and material science research. This compound features a bromo-fluoro substitution pattern on the pyridine ring, offering versatile reactivity for cross-coupling reactions, nucleophilic substitutions, and metal-catalyzed transformations. With a molecular formula of C6H5BrFN and a molecular weight of 190.01 g/mol, it is supplied as a clear to pale yellow liquid or solid with >98% purity (HPLC/GC). Ideal for building blocks in drug discovery, its stability under inert conditions ensures reliable performance in Suzuki-Miyaura, Buchwald-Hartwig, and other C–C/C–N bond-forming reactions. Packaged in amber glass vials under nitrogen to prevent degradation.
Properties
- CAS Number: 375368-83-5
- Complexity: 99.1
- IUPAC Name: 3-bromo-6-fluoro-2-methyl-pyridine
- InChI: InChI=1S/C6H5BrFN/c1-4-5(7)2-3-6(8)9-4/h2-3H,1H3
- InChI Key: GUYGQQWIKZLHTP-UHFFFAOYSA-N
- Exact Mass: 188.95894
- Molecular Formula: C6H5BrFN
- Molecular Weight: 190.01
- SMILES: CC1=C(C=CC(=N1)F)Br
- Topological: 12.9
- Monoisotopic Mass: 188.95894
- Synonyms: 3-bromo-6-fluoro-2-methylpyridine, 375368-83-5, DTXSID40590298, DTXCID80541062, 689-109-8, 5-bromo-2-fluoro-6-picoline, 5-Bromo-2-fluoro-6-methylpyridine, MFCD03095092, 3-Bromo-6-fluoro-2-picoline, PYRIDINE, 3-BROMO-6-FLUORO-2-METHYL-, 3-Bromo-6-fluoro-2-methyl-pyridine, SCHEMBL502824, 2-fluoro-5-bromo-6-picoline, GUYGQQWIKZLHTP-UHFFFAOYSA-N, BBL100805, SBB054321, STL554599, AKOS005255322, AB13479, AC-9424, CS-W003022, DS-1354, PS-8390, SY003431, DB-025083, B5135, EN300-109646
3-Bromo-6-fluoro-2-methylpyridine serves as a key intermediate in the synthesis of biologically active molecules, particularly in the development of kinase inhibitors and antimicrobial agents. Its reactive bromo and fluoro groups enable selective functionalization for tailored molecular architectures. Researchers utilize this compound in palladium-catalyzed cross-couplings to construct complex heterocycles for drug candidates. It is also employed in material science for designing fluorinated organic semiconductors. Handle under inert atmosphere to preserve reactivity.
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%)
- STOT SE 3 (66.7%)
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