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4-Bromo-2-Trifluoromethylquinoline

    • Product Name 4-Bromo-2-Trifluoromethylquinoline
    • Alias 4-Bromo-2-(trifluoromethyl)quinoline
    • Einecs 629-667-0
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    205687

    Chemical Name 4-Bromo-2-Trifluoromethylquinoline
    Cas Number 886370-44-7
    Molecular Formula C10H5BrF3N
    Molecular Weight 276.06 g/mol
    Appearance Off-white to pale yellow solid
    Melting Point 55-59°C
    Purity Typically ≥98%
    Smiles FC(F)(F)c1nc2cc(Br)ccc2cc1
    Synonyms 4-Bromo-2-(trifluoromethyl)quinoline
    Solubility Slightly soluble in organic solvents
    Storage Temperature Store at 2-8°C
    Hazard Codes May cause irritation

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    More Introduction

    4-Bromo-2-Trifluoromethylquinoline: Powering Precision in Modern Chemistry

    A Unique Quinoline Derivative Shaping Advanced Applications

    Chemists always seem to search for molecules that push boundaries—structures that offer just enough complexity for innovation but stay within practical reach for real work in the lab. 4-Bromo-2-trifluoromethylquinoline fits that bill. This compound, with its chemical structure defined by a bromine atom at the 4-position and a potent trifluoromethyl group at the 2-position of the quinoline scaffold, lands in an area of significant interest for those working in pharmaceuticals, agrochemicals, and materials science. There’s no substitute for a tool that gives both flexibility and specific reactivity—this is where this unique quinoline really shines.

    Technical Qualities and Reliability in Synthesis

    The backbone of quinoline chemistry has a rich history, going back over a century when its derivatives first started showing promise in a host of sectors. With the introduction of both a bromine and a trifluoromethyl group, the reactivity profile of the molecule changes. From experience, introducing a bromine to the quinoline ring—especially at the 4-position—provides a vital handle for cross-coupling reactions. In Suzuki-Miyaura or Buchwald–Hartwig protocols, the 4-bromo functionality makes it possible to connect a wide range of fragments, offering either biaryl or arylamine linkages used in advanced medicinal and material chemistry.

    Fluorine chemistry holds special significance, too. Trifluoromethyl groups have an outsized effect on molecular properties. They tend to confer metabolic stability in drug design and play a big role in raising lipophilicity—key when trying to develop molecules with good oral bioavailability. At the same time, this group can affect electron density across the rest of the molecule, shifting reactivity in a way that’s very attractive to synthetic chemists who want more than just a static scaffold. There’s an energy in handling molecules like this because they enable the precise tuning of both reactivity and physical properties.

    Quality in chemistry always depends on purity. Lab work has taught me that starting material with even small contamination can torpedo an entire batch downstream. This product typically comes as a crystalline solid; high purity, often over 98%, really matters. Low residual moisture, minimal trace metal content, and consistent melting point—all these factors allow for predictable performance, reducing the variables that can cost both time and material.

    Why Structure Matters: Quinoline as a Workhorse

    Quinoline rings show up again and again wherever chemistry meets real-world challenges. Drugs based on this structure have changed the game in infectious disease and oncology. Agrochemicals derived from similar templates bring in higher yields with lower environmental imprints. The special character of this molecule—combining two potent substituents on a classic scaffold—means it’s not just another number in a catalog but a jumping-off point for real discovery.

    By putting a trifluoromethyl group on the ring, researchers dramatically change both the electronic profile and the steric bulk nearby. This modification hinders some reactions but opens the door to others, and that ability to “gatekeep” sorts out less selective chemistry, making routes cleaner and yields better. The bromine acts as a “switch” for cross-coupling. In my experience, most common building blocks don’t carry this one-two punch of electron-rich and electron-poor substituents on a solid backbone. That matters for drug discovery programs, where optimization takes as many turns as you let it.

    Applications in Pharmaceuticals: Driving Drug Discovery

    Pharmaceutical chemists design molecules to hit disease targets with speed and accuracy. Quinoline derivatives have already made significant contributions—consider antimalarial agents and kinase inhibitors as two prominent classes. Adding a trifluoromethyl group does more than just fatten a synthetic catalog; it shifts pharmacokinetics, helps dodge metabolic enzymes, and tunes a molecule’s fit to its biological target. This isn’t theory—it’s evident in the way some of the advanced kinase inhibitors were shaped in the 2010s.

    From a chemist’s perspective, using a 4-bromo-2-trifluoromethylquinoline eliminates a couple of tricky steps. Synthesizing this motif from scratch would consume days of work, especially with trifluoromethylation being anything but straightforward. The model that’s been developed for this compound brings structure-activity-relationship (SAR) campaigns into tighter focus. Instead of fighting through multiple protection, bromination, and perfluoroalkylation reactions, you start much closer to your target. This saves both material and intellectual effort, letting discovery teams move fast from idea to reality.

    Some might see little difference between this and a plain 4-bromoquinoline or an unsubstituted quinoline—there’s a world of difference once you put these to use. The trifluoromethyl group stands out in more ways than the periodic table suggests. In a molecule designed to slip through a lipid membrane or resist oxidative metabolism, that small addition becomes decisive.

    Custom Synthesis and Library Expansion

    Academic and industrial labs invest heavily in compound libraries, hoping to land that one molecule that outperforms the rest. My work in hit-to-lead optimization tracks just how quickly a campaign can stall if the right intermediates aren’t at hand. 4-Bromo-2-trifluoromethylquinoline fits into many modern medicinal chemistry plans. Its structure allows for further elaboration—not just of the core, but at multiple positions.

    Making analogues by coupling at the 4-position, swapping out different functional groups, or extending the chain at other points offers flexibility that’s tough to match. Library diversity drives better SAR studies, giving research teams the data they need to make key decisions. This flexibility makes a real difference in small biotech startups trying to compete with larger firms; early access to diverse scaffolds often levels the playing field.

    Materials Science and Advanced Applications

    The same quinoline core, combining bromine and trifluoromethyl, translates to performance materials. Organic light-emitting diodes (OLEDs) and electronic devices depend on molecular building blocks that resist degradation, keep charge mobility high, and deliver consistent performance under stress. Many organic electronic materials draw on quinoline architectures for charge transport. Perfluorinated groups not only boost chemical resistance but also help tune HOMO-LUMO energy gaps—the bread and butter of solid-state device engineering.

    From practical experience, handling these materials doesn’t just come down to spectroscopic performance. Long-term stability against light, temperature, and oxygen are crucial. By integrating the trifluoromethyl group, the entire molecule shrugs off some of the most common degradation pathways, surviving longer inside a device. In synthesis, the 4-bromo handle again enables rapid diversification, letting materials chemists tune emission color or stability on demand.

    This is where distinctions between this product and others show up clearly. Compared to straight quinoline building blocks, the trifluoromethyl derivative stands out for both improved resistance to hydrolysis and superior tunability for new functional materials. Chemists working in this space know that shaving a few tenths of a volt off an energy gap can represent years of research—starting with a molecule like this skips right to the interesting parts.

    What Sets This Compound Apart?

    In my own research, off-the-shelf quinolines usually mean making tradeoffs. Some are too reactive; others too overly stabilized for further functionalization. The 4-bromo-2-trifluoromethylquinoline manages both. The electron-withdrawing trifluoromethyl group tempers reactivity while leaving the 4-position open for transformation. That mix lets synthetic chemists run reactions that fail with other similarly substituted quinolines. It smooths the way for late-stage functionalization, where every variable needs to be under tight control.

    Researchers aiming for greener chemistry see another benefit here. Many syntheses using less halogenated quinolines require harsher conditions—stronger acids, higher temperatures, longer timeframes, more waste. With this compound, you jump on proven routes, lowering both resource consumption and unwanted byproducts. Having run my share of overnight reactions, usually under nitrogen, there’s a lot to be said for a molecule that lets you dial back on both energy and solvent use.

    Another difference shows up in analytical reliability. NMR and LCMS profiles for this compound tend to be crisp and clean, thanks to both fluorine’s unique chemical shifts and bromine’s isotopic signature. Quick identification and purity assessment help teams make decisions faster and minimize batch-to-batch variability. In a fast-paced research environment, confidence in your building blocks is as valuable as the science they make possible.

    User Insights: What Chemists Notice in Practice

    Practical work doesn’t just come down to reactivity. Handling matters. This compound usually arrives stable and not particularly moisture-sensitive, which makes it easier to weigh and dissolve. As synthetic methods have advanced, many building blocks stay troublesome—unstable in air or requiring special storage. With 4-bromo-2-trifluoromethylquinoline, you spend less time babying the bottle and more time in productive workup. Reliable melting points and high solubility in common polar aprotic solvents are the norm.

    During purification, the trifluoromethyl group offers a distinctive bonus. Its impact on chromatographic retention makes it possible to separate product from byproducts more cleanly, especially using silica gel or reverse-phase methods. Purifying molecules in this class no longer guarantees three columns and endless washes; most extractions are straightforward with this scaffold.

    Anyone who’s worked on a med chem or process chemistry team knows the struggle of repeatedly troubleshooting tough chemistry at scale. A reliable starting material with high shelf-life, strong spectral identity, and clear performance advantages speeds the campaign and energizes even routine reaction days. This molecule simply outperforms less functionalized analogues on those metrics.

    Safety and Environmental Responsibility in Practice

    Responsible chemistry starts at the bench. Although the presence of bromine and trifluoromethyl groups can raise concerns about handling and waste stream management, thoughtful use of this compound typically leads to less hazardous waste compared to older generations of building blocks. Many routes become smoother, requiring milder conditions, which reduces both chemical inventory risks and the environmental burden.

    Proper PPE and standard ventilation practices easily manage the risks. In industry, use has favored those products whose safety profiles are matched by solid documentation and ongoing compliance with evolving guidelines. This isn’t just about ticking boxes; workers appreciate not having to invent new procedures for every chemical. There’s comfort in knowing a product comes with dependable characterization and established compatibility data for both solvents and reagents.

    Solving Problems and Meeting Research Demands

    Chemists keep reaching for building blocks they trust. Year after year, those reagents tend to fade less often into obscurity—they stand tall even after waves of fads and hype. Multipurpose scaffolds like 4-bromo-2-trifluoromethylquinoline shine for those with budgets and timelines under constant pressure. Labs can plan confidently, allocating fewer resources to repeated batch analyses or troubleshooting, and more to core research.

    Every synthetic campaign has its pain points. Frequently, blockages arise from uncooperative intermediates—unpredictable reactivity, tough purification, unreliable mass balances. By shifting these challenges to “solved” early in the workflow, researchers avoid burning weeks chasing down leaks. Picking this quinoline derivative for coupling, functionalization, or diversification unlocks more of the chemistry that matters, while skipping over much of the drudgery associated with less well-defined materials.

    I’ve seen teams free up significant time and budget—not just in one-off projects but in the rhythm of monthly planning. Expanding research into new modalities (such as covalent inhibitors or bifunctional ligands) sometimes depends on readily assembling diverse molecules in parallel. By betting on dependable intermediates, organizations hedge the risk posed by more uncertain elements downstream.

    Facing Challenges Head-On: Potential Solutions

    Still, no molecule serves every application. 4-Bromo-2-trifluoromethylquinoline doesn’t sidestep every synthetic challenge, especially for those working in environments where cost control demands alternatives. It takes a little extra investment compared to basic quinolines. Supply chain consistency, as with many specialty chemicals, can also affect planning, particularly for high-throughput environments running dozens of syntheses in parallel.

    Solutions exist in developing partnerships with reliable suppliers, building in lead time, and maintaining proper stock levels based on investigative cycles. Collaborative procurement across research groups helps consolidate orders, driving costs down and smoothing out supply hiccups. Researchers willing to share strategies and experiences—whether in formal collaborations or informally across conferences—often discover easier routes to both acquisition and application.

    Training new users on the actual working advantages of this compound over its relatives addresses inertia among more conservative teams. By bringing spectroscopy, coupling results, and yield comparisons right into group meetings, lab leaders help colleagues make more informed choices. Experience broadening the scope of a standard toolbox always pays off, as it prepares researchers to meet both current and future technical needs.

    Expertise, Transparency, and Evidence-Based Practice

    Chemistry moves fast, but each breakthrough rests on clear evidence. Choosing a compound like 4-bromo-2-trifluoromethylquinoline grows out of years of accumulated knowledge, careful experimentation, and iterative optimization. The biggest advances almost never come from abandoning the basics, but from refining them with new technical insights and adopting building blocks with demonstrated value.

    Transparency about both successes and failures when using advanced intermediates makes all the difference. As a scientist who’s worked across both academic and industrial labs, the most productive research environments are those built around honest evaluation, rigorous testing, and a willingness to adapt as new information emerges. Whenever a molecule gains traction across disciplines—pharma, agrochem, materials—it’s rarely by accident. It happens by delivering genuine, measurable advantage, project after project.

    Staying in step with regulatory guidance gives another edge. Chemicals with reliable analytical packages make documentation easier, from internal audits to regulatory submissions. Researchers can turn around data to support project milestones, patent filings, or grant proposals faster, fostering an environment where speed doesn’t come at the expense of accuracy. Acting ethically and with respect for emerging environmental and safety standards enables researchers and companies to keep chemistry’s reputation strong where it matters.

    Looking Ahead: Evolving Requirements, Consistent Tools

    Research chemistry is in a period of rapid change. Advances in automated synthesis, machine learning for reaction prediction, and new modes of catalysis demand reliable, modular building blocks. 4-Bromo-2-trifluoromethylquinoline fills real, practical gaps in workflows built around discovery and scaling. Teams using this compound spend more time on new chemistry, less time reinventing paths that predecessors have already mapped.

    As challenges in the world grow—demands for greener processes, life-saving medicines, and advanced materials—researchers need tools that flex with changing requirements. This quinoline derivative has earned a spot among dependable, multipurpose reagents, enabling progress across research disciplines. With its practical blend of reactivity, robustness, and adaptability, it keeps showing up in both bench-top trials and published breakthroughs.

    A future driven by thoughtful science needs both innovation and reliability. In my experience, building teams and research plans around compounds like this helps move projects further, faster, and with confidence that each step brings you closer to real-world solutions.