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2-Trifluoromethyl-5-Bromoanisole

    • Product Name 2-Trifluoromethyl-5-Bromoanisole
    • Alias 2-Bromo-1-methoxy-4-(trifluoromethyl)benzene
    • Einecs 629-513-5
    • 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

    399088

    Product Name 2-Trifluoromethyl-5-Bromoanisole
    Cas Number 635749-78-7
    Molecular Formula C8H6BrF3O
    Molecular Weight 255.03 g/mol
    Appearance Colorless to pale yellow liquid
    Boiling Point 68-71°C at 8 mmHg
    Density 1.594 g/cm³
    Purity Typically ≥98%
    Smiles COC1=C(C=CC(Br)=C1)C(F)(F)F
    Refractive Index n20/D 1.513
    Solubility Insoluble in water; soluble in organic solvents
    Synonyms 5-Bromo-2-(trifluoromethyl)anisole
    Storage Store at room temperature, protect from light

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    More Introduction

    Exploring 2-Trifluoromethyl-5-Bromoanisole: A Closer Look at Its Role in Modern Chemical Synthesis

    Understanding the Building Blocks

    Chemistry has long valued compounds that push the limits of discovery. Among these, 2-Trifluoromethyl-5-Bromoanisole stands out for more than just its mouthful of a name. With the formula C8H6BrF3O and a molecular weight tipping the scale at 271.03 g/mol, this compound offers something special for chemists looking to build more complex structures. The trifluoromethyl group attached at the 2-position adds a unique electronic twist, while the bromine at the 5-position invites possibilities for further transformations through coupling reactions. It’s a clear, colorless to pale yellow liquid, often with a faint but distinct smell, showing its purity and high reactivity—a signal for many synthetic possibilities ahead.

    The Details That Drive Application

    High purity matters. Labs have come to expect nothing less than 97% purity for 2-Trifluoromethyl-5-Bromoanisole, helping ensure chemical consistency across batches. Water content remains close to zero, and impurities such as isomers or residual solvents are kept near detection limits. This sort of attention to detail builds confidence, especially in multi-step syntheses where even tiny impurities can derail a project.

    Anyone who has spent hours—sometimes days—chasing down an unexpected side product knows the importance of clean reagents. I remember working on an aryl ether coupling that stalled because the starting material carried a minor impurity. That one hiccup cost a week of troubleshooting. The purity of 2-Trifluoromethyl-5-Bromoanisole spares chemists these headaches, which, over months, adds up to precious time saved and results delivered faster.

    What Sets This Compound Apart

    While brominated anisoles aren’t exactly rare, few possess both a bromine atom and a trifluoromethyl group on the same aromatic ring. The trifluoromethyl modification sets off a cascade of changes. Electronegative fluorine atoms draw charge through the ring, affecting reactivity and the pathways available for making new bonds. The bromo group, at position 5, acts like a handle, offering an anchor point for metal-catalyzed cross-coupling reactions. Compared with simpler anisoles or brominated arenes, this combo opens up lanes for creating molecules not easily accessed otherwise.

    Chemists usually reach for a compound like this when they are aiming for something ambitious: building new pharmaceutical scaffolds, tweaking bioactive compounds, or trying to give a molecule just the right mix of reactivity and stability. Not every brominated compound delivers the same range of choices. Some bromides offer sluggish reactivity. Others might introduce unwanted side products. With this compound, the electronic shape of the ring gives predictable performance in things like Suzuki, Heck, or Buchwald-Hartwig reactions—areas where reliability matters.

    Essential Role in Pharmaceutical Development

    Drug discovery and development continually press for compounds that do more. Fluorination plays a big part here. Attaching a trifluoromethyl group to an aromatic ring can dramatically change how a molecule behaves in the body. Studies show fluorinated drugs often have improved metabolic stability and oral bioavailability. The trifluoromethyl group resists breakdown by liver enzymes, helping active pharmaceutical ingredients stay in circulation longer.

    Brominated building blocks, on the other hand, offer chemists flexibility in tuning pharmacological profiles. The combination found in 2-Trifluoromethyl-5-Bromoanisole forms a platform where multiple derivative molecules can be rapidly created and screened for biological activity. Medicinal chemists lean on intermediates like this to introduce diversity when optimizing lead compounds. Whether it’s shortening the timeline to a clinical candidate or creating new chemical matter for difficult targets, the value of this starting material shines through.

    Bridging Gaps in Agrochemical Research

    The pursuit of more robust, selective, and environmentally sound pesticides also benefits from novel aromatic compounds. Many leading agrochemicals rely on the same electron-withdrawing and coupling-ready motifs as those used in medical chemistry. With its dual functionalization, 2-Trifluoromethyl-5-Bromoanisole offers agrochemical researchers a shortcut to molecules that resist sunlight degradation, show persistence against pests, or offer improved selectivity for target species.

    Big agriculture often faces a challenge balancing efficacy with safety. Adding a trifluoromethyl group can help—these groups often boost selectivity and lower toxicity to non-target species. At the same time, sites for easy modification (such as the 5-bromo position) speed up the search for compounds that address emerging resistance in pest populations.

    Fine Chemicals and Materials Science: More Than Just Pharmaceuticals

    The value doesn’t end in health and agriculture. Materials science has started exploring small-molecule building blocks with both bromine and trifluoromethyl features. Polymers carrying such components often show higher hydrophobicity, which means better performance in water-repellent coatings and membranes. Some of the newest organic electronic materials rely on precisely tuned aromatic frameworks—using electron-rich anisoles combined with strong electron-withdrawing groups to tilt conductivity in the desired direction.

    In dyes, specialty inks, or advanced lubricants, subtle tweaks from the trifluoromethyl group can deliver measurable advantages: faster drying times, improved chemical stability, or colorfastness that holds up under UV light. My time in a small specialty chemical lab showed just how often the right substituent, in the right place, made or broke a project’s commercial promise.

    The Nuances of Selectivity

    It’s easy to overlook how little changes matter. Placing a trifluoromethyl substituent at the 2-position versus the 3-position of an anisole ring doesn’t just change the name; it shapes where reactions happen, which pathways are open, and which arenes can couple smoothly. The selectivity offered by 2-Trifluoromethyl-5-Bromoanisole helps create libraries of finely tuned analogues, each with its own set of properties. Some will be too reactive, others too inert, but with a good starting block, the search gets more efficient.

    Back in graduate school, I saw this first-hand. We ran dozens of couplings on similar aryl bromides. Just switching the position of a substituent changed yields from barely measurable to nearly quantitative. Decisions about which starting material to order—sometimes boiling down to a single atom’s location—suddenly mattered more than the choice of catalyst.

    Challenges and Practical Considerations

    A powerful building block like 2-Trifluoromethyl-5-Bromoanisole invites questions around safety and handling. Brominated aromatics and trifluoromethyl-containing compounds can come with their share of health and environmental concerns. Labs use proper ventilation and personal protective equipment due to volatility and the potential for skin or eye irritation. Waste management for halogenated organics often goes through special disposal channels.

    Cost and availability sometimes impact project planning. High-end aromatic intermediates do not come cheap, especially ones that require multi-step synthesis and rigorous purification. Researchers pulling from limited grant budgets feel these pressures. From talking with colleagues in both academic and industrial labs, it’s clear that a productive partnership with a reliable supplier can make all the difference—especially when timelines depend on access to high-purity reagents that don’t fail quality control down the line.

    Differentiating from Other Common Intermediates

    A direct comparison with similar aromatic compounds underscores 2-Trifluoromethyl-5-Bromoanisole’s unique value. Take basic bromoanisole, which offers just a bromine atom as a reactive anchor. Without some extra push from electron-withdrawing groups, reactions may run slowly, with lower selectivity. Tacking on a trifluoromethyl group at an alternate position (like 3- or 4-) changes reaction patterns; sometimes even subtle shifts on the ring flip a cross-coupling’s outcome.

    Then there are simple trifluoromethylanisoles, which lack the bromo group altogether. They might work for direct functionalization, but they lack the coupling flexibility a bromide offers. For chemists with an eye on library synthesis—systematically varying just one or two variables—the 2- trifluoromethyl/5-bromo combination delivers richer chemistry, broader choices, and, ultimately, a route to more interesting molecules. This diversity can mean the difference between a dead end and a patentable lead in medicinal chemistry or a truly new material in polymer science.

    Real-World Use: Academic and Industrial Outlook

    The academic sector, always short on resources but big on ideas, finds in 2-Trifluoromethyl-5-Bromoanisole a tool for hypothesis-driven exploration. Graduate students and postdocs run parallel syntheses, exploring new reactions or mapping out structure-activity relationships. In contrast, industrial groups use such intermediates on a larger scale, feeding them into multi-kilogram runs and pilot plants. The scalable purity and predictable performance help bridge these two worlds. Both benefit from knowing that this compound will behave as expected, saving time, reducing costly surprises, and delivering results that can be trusted and repeated.

    Having worked in both a university lab and a contract research organization, I see the pressures from both sides. In academia, speed and improvisation often drive choices. In industry, regulatory demands and cost management take precedence. 2-Trifluoromethyl-5-Bromoanisole answers both: easy to monitor by NMR or GC, tough enough to handle transit, and clean enough to make troubleshooting rare.

    Sourcing, Storage, and Handling—Key Lessons for the Bench

    Every synthetic chemist has a bench drawer filled with half-used bottles of questionable age, but the stakes are higher with specialized chemicals. 2-Trifluoromethyl-5-Bromoanisole keeps best in sealed, cool, dry conditions, away from direct sunlight and incompatible reagents. Short exposure to air or moisture rarely causes problems, but extended contact risks slight decomposition or color changes. Labs learning this the hard way soon mark their bottles with delivery dates and run periodic checks on purity—often by thin-layer chromatography or NMR—to avoid nasty shocks on critical reaction days.

    Transport and storage regulations require attention, but standard laboratory protocols generally suffice. For larger-scale operations or export-import scenarios, shipping documentation and spill mitigation plans are routine. The question of “shelf life” always comes up in purchasing meetings, and for this compound, proper storage stretches usability for a year or longer. Nothing saps team morale like discovering a vital reagent has soured just when an urgent project is ready to go. Institutional memory—lab notebooks and digital ordering records—helps track this, making sure the right material remains on hand when someone needs it most.

    Future Directions and Sustainable Chemistry

    As the field embraces greener chemistry, questions grow around sustainable routes to specialized building blocks like this one. Traditional synthesis of brominated, trifluoromethylated aromatics often relies on halogenated solvents and sometimes harsh reagents. Research into milder, catalytic approaches picks up steam every year, with new reports offering cleaner ways to attach both groups to a central ring. Several recent papers highlight copper- or palladium-catalyzed couplings that avoid older, dirtier methods, lowering environmental impact and operator risk.

    My own collaborations with environmental chemists pointed up the tradeoffs in adopting new technologies. While not every lab can immediately shift to the greenest method, incremental progress adds up. The hope is that next-generation suppliers will offer 2-Trifluoromethyl-5-Bromoanisole sourced with more sustainable processes, whether from raw materials with a lower carbon footprint or via catalysts that cut down on waste. Chemists everywhere watch these developments, eager for solutions that balance need with responsibility.

    Expertise, Trust, and the Human Side of Chemistry

    At the heart of every new synthetic route or experimental breakthrough sits trust—in the tools, the people, and the data that makes progress possible. Reaching for a bottle of 2-Trifluoromethyl-5-Bromoanisole carries an implicit reliance on both the supplier and the entire chain of quality control behind it. This isn’t just about certificates of analysis; it’s about repeatable performance, accurate documentation, and partners who understand that one poorly characterized lot can set a project back weeks or months.

    Stories circulate through the synthetic community like folklore. Researchers share tips on which sources deliver true-to-label material, which lots passed the NMR check, and which failed due to unexpected byproducts—or too much water. The flow of information, both formal and informal, shapes decisions far more than price lists do. Trust builds over time, and a record of reliability in delivering critical building blocks like this one cements relationships, sometimes carrying through entire careers.

    Opportunities and Solutions: Broadening Access, Driving Innovation

    Opening up access to compounds like 2-Trifluoromethyl-5-Bromoanisole unlocks new kinds of chemical creativity. More affordable, more sustainable synthesis pathways would expand the reach to labs with tighter budgets, especially in developing economies. Open-source reaction protocols and supplier partnerships can shorten the learning curve for labs new to this chemistry.

    Collaboration between users and producers could further raise standards. Routine batch analytics—ranging from mass spectroscopy to high-resolution NMR—mean that end users spend less time doubting their materials and more time pushing the science forward. Digital tools that track inventory, usage dates, and performance in real-world reactions offer data-driven ways to catch problems before they arise. These incremental workflow improvements, shared across the scientific community, help create a rising tide that lifts all boats.

    Final Thoughts: Making the Most of a Powerful Reagent

    Having seen both the promise and the pitfalls of aromatic intermediates, I can say that 2-Trifluoromethyl-5-Bromoanisole’s unique positioning draws attention for good reason. The interplay of fluorine and bromine in a single ring structure arms chemists with new tools to solve old problems—whether it’s reaching an elusive drug candidate or tailoring the properties of new materials. Its reliability, backed by careful purification and thoughtful distribution, brings peace of mind to both students starting their first synthesis and experienced process chemists overseeing complex projects.

    Every time I open a fresh bottle, check its clarity and run that first analysis, I’m reminded how much hinges on the small things in chemistry: purity, reactivity, and trust. Those who built their careers at the lab bench know that big innovations ride on the shoulders of humble intermediates, and 2-Trifluoromethyl-5-Bromoanisole proves its worth in the hands of those who need both performance and reliability. Through rigorous science and careful stewardship, its legacy continues to grow, one well-executed synthesis at a time.