What Is 2-Bromo-3-fluoro-6-(trifluoromethyl)pyridine?

2-Bromo-3-fluoro-6-(trifluoromethyl)pyridine (SKU B189844) is a polyfluorinated, brominated pyridine derivative carrying three distinct halogen or fluorinated substituents on the pyridine ring: a bromine atom at position 2, a fluorine atom at position 3, and a trifluoromethyl (–CF₃) group at position 6. This combination renders the aromatic ring strongly electron-deficient, which profoundly influences its chemical reactivity and makes it a valuable synthetic building block.

The compound belongs to the broader class of halogenated trifluoromethylpyridines, a family of reagents that has grown in importance due to the widespread incorporation of fluorine-containing motifs in modern drug discovery and crop-protection chemistry. The presence of multiple points of diversification—bromine for metal-catalyzed coupling and fluorine/trifluoromethyl for property tuning—makes this reagent particularly attractive to medicinal and process chemists.

Chemical Properties and Handling

The electron-withdrawing nature of both the trifluoromethyl group and the ring nitrogen makes the pyridine ring highly susceptible to nucleophilic attack at positions bearing leaving groups. The C–Br bond at position 2 is activated for palladium- and nickel-catalyzed cross-coupling reactions such as Suzuki–Miyaura, Negishi, Stille, and Buchwald–Hartwig amination. The C–F bond at position 3 can participate in nucleophilic aromatic substitution (SNAr) under appropriate conditions, offering an orthogonal handle for further elaboration.

As with most organohalide reagents, standard laboratory precautions apply: use in a well-ventilated fume hood, wear appropriate personal protective equipment (gloves, lab coat, eye protection), and avoid inhalation or skin contact. Consult the Safety Data Sheet (SDS) supplied with SKU B189844 before use for specific hazard classifications and first-aid measures.

Store the compound in a cool, dry location away from moisture and strong bases or nucleophiles that could initiate premature substitution reactions. Tightly seal the container after each use to prevent moisture ingress and maintain reagent integrity.

Applications in Synthesis

2-Bromo-3-fluoro-6-(trifluoromethyl)pyridine is primarily employed as an electrophilic coupling partner or a versatile intermediate in multi-step synthesis. Key application areas include:

• Pharmaceutical synthesis: Fluorine atoms and trifluoromethyl groups are routinely introduced into drug candidates to improve metabolic stability, membrane permeability, and binding affinity. This pyridine scaffold serves as a privileged fragment in CNS, oncology, and anti-infective drug programs.
• Agrochemical development: Trifluoromethylpyridine derivatives are core structures in numerous modern herbicides, fungicides, and insecticides. The compound can serve as a key intermediate for building such active ingredients.
• Materials and ligand chemistry: Electron-deficient pyridines are useful building blocks for coordination compounds, N-heterocyclic ligands, and functional organic materials.

The orthogonal reactivity of the C–Br and C–F bonds allows sequential functionalization, enabling the construction of highly elaborated molecular architectures from a single starting material.

Ordering, Specifications, and Purity

2-Bromo-3-fluoro-6-(trifluoromethyl)pyridine is available from Aladdin Scientific under SKU B189844. For detailed specification information—including purity grade, available pack sizes, lot-specific certificates of analysis (CoA), and current pricing—please visit the product page on the Aladdin Scientific website or contact our customer service team.

When placing an order, researchers should confirm the required purity grade for their application. Higher-purity grades are recommended for sensitive catalytic reactions such as Pd-catalyzed cross-coupling, where trace metal contaminants or impurities can affect catalyst performance and product yield.

Bulk quantities and custom packaging may be available for process chemistry and scale-up needs. Contact Aladdin Scientific procurement for volume pricing and lead-time information.

Storage, Stability, and Safety Summary

Proper storage is essential for maintaining the integrity and reactivity of 2-Bromo-3-fluoro-6-(trifluoromethyl)pyridine. General recommended storage conditions for halogenated pyridine reagents of this type include storage at room temperature or refrigerated (2–8 °C) in a sealed container under an inert atmosphere when long-term storage is required, in a dry environment away from light and incompatible materials such as strong oxidizers, strong bases, and reactive metals.

The compound should be considered a potential irritant; avoid contact with skin, eyes, and mucous membranes. In case of accidental exposure, follow the first-aid procedures detailed in the SDS. Waste disposal must comply with local regulations governing halogenated organic compounds.

Note: Specific stability data, exact melting/boiling points, and flash point values should be verified against the current lot CoA and SDS available from Aladdin Scientific, as these values are not independently reproduced here to avoid inaccuracy.