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HS Code |
774222 |
| Chemical Name | 3-Bromo-4-Trifluoromethoxyphenol |
| Cas Number | 151243-27-7 |
| Molecular Formula | C7H4BrF3O2 |
| Molecular Weight | 273.01 g/mol |
| Appearance | White to off-white solid |
| Melting Point | 67-70°C |
| Density | 1.84 g/cm³ (estimated) |
| Solubility | Slightly soluble in water, soluble in organic solvents |
| Purity | Typically >98% |
| Synonyms | 3-Bromo-4-(trifluoromethoxy)phenol |
| Smiles | C1=CC(=C(C=C1Br)OC(F)(F)F)O |
| Inchi | InChI=1S/C7H4BrF3O2/c8-5-2-1-4(13)3-6(5)12-7(9,10)11/h1-3,13H |
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In the world of fine chemicals and specialty intermediates, 3-Bromo-4-Trifluoromethoxyphenol stands apart for its powerful role in the synthesis of advanced materials and pharmaceuticals. Its unique structure, recognized by the presence of a bromine atom combined with a trifluoromethoxy group and a phenolic hydroxyl, gives it an edge in both reactivity and stability. This molecule doesn’t just join the family of halogenated phenols — it raises the bar in chemical laboratories, research facilities, and manufacturing setups that require both selectivity and reliability.
The word 'trifluoromethoxy' might seem intimidating, but the property it brings to this molecule can’t be overlooked. With the bromine atom located at the third position and the trifluoromethoxy group at the fourth, this compound achieves a delicate balance. It creates opportunities for further functionalization, which is a boon for synthesis routes where specificity means less waste, fewer purification headaches, and ultimately, better products. People in pharmaceutical labs, agrochemical research, and even advanced polymer design know that versatility matters. That’s where this phenolic compound makes a difference.
I’ve spent many hours at the bench with similar phenols, and nothing tests a chemist’s patience quite like unpredictable reactivity. With 3-Bromo-4-Trifluoromethoxyphenol, experience shows that reactions go where you intend, not where some stray electron wants. The compound’s solid crystalline form handles well without constant worry about degradation. Spectra remain sharp, and batches hold their specs batch after batch, which cuts down on troubleshooting and lets projects stay on track.
Talk to anyone working in medicinal chemistry, and they’ll point out how often just a single atom can shift a compound’s pharmaceutical profile. Adding a trifluoromethoxy group, or selecting for bromination at a specific ring position, can impact metabolic stability, selectivity for a biological target, and oral bioavailability. Over the past decade, fluorinated building blocks have found favor because they’re more resistant to breakdown, and the bromine adds options for further extension by Suzuki or Buchwald cross-coupling reactions. This means new drug leads and candidates develop more efficiently, a goal that matters not only for researchers but also for patients waiting for better therapies.
On the materials science front, trifluoromethoxyphenols have a knack for thermal stability and increased resistance against harsh environments. Incorporating this substituted phenol into polymers or specialty coatings can enhance toughness and chemistry. These improvements show up in real-world products: think of protective films that shrug off corrosion, or electronic components that last through heat cycles. It’s not just about fancy molecular diagrams — it’s about gear that endures.
A quality batch of 3-Bromo-4-Trifluoromethoxyphenol comes with excellent purity, with typical lots tested upwards of 98% by HPLC or GC. This matters because the differences between a smooth synthesis and a failed reaction often rest on the contaminants in a bottle. Weight, color, and melting points tend to remain consistent across reputable suppliers. My own attempts to purify similar molecules taught me that a reliable supply translates directly to less time over a hot flask, more time designing new chemistry. The product’s powdered or crystalline nature makes it easy to weigh and dissolve, whether for small discovery-scale reactions or larger process development runs.
Not all phenols behave the same way. Take 4-Bromophenol, a classic halogenated building block. Its reactivity is solid, but lacks the electron-withdrawing punch of the trifluoromethoxy group. This electron pull makes a difference in C-C and C-N couplings, often reducing unwanted side reactions and clearing the recipe for purer final compounds. Likewise, simple trifluoromethoxyphenols without the bromine don’t offer much opportunity for further functionalization using conventional transition metal chemistry. Bromine’s inclusion on the ring opens the door to more advanced transformations, letting labs move nimbly from intermediate to target molecule with fewer steps.
A bad chemical wastes more than money. It sinks time, reroutes schedules, and sometimes risks credibility when a published procedure doesn’t pan out. Labs paying close attention to water content, residual solvents, and by-products avoid disappointment. Every seasoned chemist either learns from personal mistake or from a story that makes the rounds: one bottle with a trace impurity can torpedo an entire series of experiments. Whenever I work with phenolic intermediates, my instinct is to question the label, then let sharp melting points, NMR, and chromatography data do the talking. 3-Bromo-4-Trifluoromethoxyphenol, handled properly, gives sharp results — the type that show up clean in spectra and let you move forward with confidence.
Experimentation with brominated phenols puts the bench chemist to work, but adds valuable flexibility. Coupling reactions benefit from the bromo substituent, easing the installation of aryl, alkyl, or heteroaryl fragments by palladium or copper catalysis. The trifluoromethoxy group does more than simply look interesting; it influences electronic distribution and can guide regioselectivity when introducing new groups. Nucleophilic substitution, oxidation, reduction, and cross-coupling all stand to gain from this calculated design. The phenolic OH group gives possibilities for esterification or ether formation, which has come up frequently in my own work on protecting group strategies.
Any time a molecule mixes halogens and strong electron-withdrawing groups, the need for careful handling goes up. In my own lab days, we drilled hazard assessments before the first vial ever came out. This compound deserves eye protection, gloves, and a dedicated fume hood space — not just for the operator, but for anyone working nearby. Accidental inhalation or skin contact can lead to irritation or health problems down the line. Chemical storage also plays a role: keeping the bottle tightly sealed away from incompatible reagents, moisture, and heat protects both the material and the people around it. Chemical hygiene isn’t a side note, it’s a core part of responsible research.
3-Bromo-4-Trifluoromethoxyphenol shows up most often in pharmaceutical, agrochemical, and material synthesis, but creative chemists keep inventing new uses. The trifluoromethoxy group not only enhances metabolic stability but also boosts binding affinity in enzyme and receptor studies. This has ripple effects: a better lead in the early stages can accelerate translation to clinical programs and, in rare but important cases, shorten the route from concept to clinic.
In advanced materials, I’ve watched this compound turn up in unexpected corners. Coating formulations now draw on the chemical’s resilience to give better barriers against water and oxygen, improving shelf life for sensitive electronics and display materials. Medical device coatings and implantable materials also benefit — properties like hydrophobicity and thermal resistance contribute to safer and longer-lasting medical gear. There was a time when only a handful of researchers considered fluorinated groups valuable in polymer science; now, industrial teams take it almost for granted.
One lesson that keeps surfacing in any synthesis-driven field is the reality of supply chain risk. Specialty chemicals like 3-Bromo-4-Trifluoromethoxyphenol might not be as readily available as more common phenols. Just-in-time ordering works fine until a supplier runs dry or an unexpected purity issue derails timelines. Past experience has taught me to keep at least a backup source in mind and to routinely check up-to-date inventory before scaling up a reaction series. Researchers working on tight deadlines have learned, sometimes painfully, that a little extra planning can prevent weeks — or worse — of lost productivity.
Rolling out a new compound in a synthesis plan demands more than opening a catalog and making a purchase. Pilot reactions need attention, close monitoring, and willingness to tweak reaction conditions. 3-Bromo-4-Trifluoromethoxyphenol stands up well to many standard solvents and handles common reaction temperatures without decomposing, but nothing replaces bench-scale verification before leaping to larger volumes. I like to keep analytical controls — TLC, NMR, and LC-MS — close by to quickly spot any route deviations or contamination. Once a clean, reproducible route is in hand, scaling up with confidence comes naturally.
Proper disposal practices also count. Phenols and halogenated organics carry environmental baggage, so spent reagents and mother liquors belong in designated hazardous waste streams, not everyday trash. In regions with tight regulations, compliance means staying current on local rules and erring on the side of caution.
Having used a range of brominated and fluorinated intermediates, the difference between 3-Bromo-4-Trifluoromethoxyphenol and less decorated phenols shows up in yield, product quality, and purity. Compounds lacking the trifluoromethoxy group sometimes fall apart under harsh conditions, leading to messier reaction profiles. The added fluorine elements confer not only chemical toughness but also, in some cases, improved selectivity for target transformations. On the flip side, this reactivity can make workup and isolation trickier if the route isn’t tuned. Good laboratory notebooks carry the stories of both success and setbacks; over years and many failed runs, the value in starting with quality material becomes clear.
The popularity of fluorinated building blocks isn’t an accident. Academic literature and industry reports both highlight the climb in new drug approvals that borrow from these motifs. At conferences, discussions always return to the value of introducing groups like trifluoromethoxy for metabolic and physical property improvements. Those in agrochemical R&D have also turned to this compound to tackle pest resistance and create selectively active formulations with lower environmental footprints.
Down on the manufacturing floor, batch-to-batch consistency takes priority. Here, purity and trace by-product levels make a material difference for health, safety, and regulatory acceptance. Having handled both large and small-scale lots, the story is much the same: better input, smoother process, less cleanup, and clearer pathway to successful scale-up.
No conversation about specialty chemicals is complete without a nod to persistent issues. Environmental concerns come up often — production of fluorinated and brominated compounds can generate persistent waste streams if not managed well. Industry has responded with improved crystallization, advanced recovery of process solvents, and responsible incineration or recycling protocols. Shifts toward greener chemistry aren’t theoretical. I’ve worked with teams that dedicate months to tuning synthetic routes, adding scrubbing stages or switching to milder reagents to shrink environmental impact. This comes down to responsibility, not just compliance.
Intellectual property and access issues play out too. As more companies recognize the value of 3-Bromo-4-Trifluoromethoxyphenol, patents and proprietary processes have cropped up, placing new challenges on sourcing and application. Staying informed about legal landscapes has become part of the chemist’s job description. At the same time, collaboration between academic and industry researchers keeps pushing boundaries — not by hoarding knowledge, but by sharing what works and what doesn’t through publications, conferences, and shared databases.
Looking at the broader market, specialty chemicals have experienced rising demand due to the explosion of personalized medicine, new crop protection strategies, and tougher demands on materials used in everything from cell phones to medical diagnostics. In my own network, I’ve heard from colleagues moving their focus away from bulk commodities and zeroing in on custom synthesis. The drive for tailored solutions underscores the need for reliable, high-functionality intermediates like 3-Bromo-4-Trifluoromethoxyphenol.
Regulatory shifts will also determine how long the momentum lasts. The approval path for new pharmaceuticals often centers on the quality of key synthetic steps. Demonstrating purity, process robustness, and impurity profiles becomes a deciding factor, turning attention onto the chemical’s traceability and analytical support. The discipline shown throughout the supply and use of this compound reflects a culture where quality assurance isn’t just a buzzword, it’s a requirement.
Watching the next generation of chemists interact with sophisticated intermediates remains one of the more rewarding parts of my career. Access to high-quality, well-characterized small molecules raises the level of classroom and research instruction. Students equipped with these materials push past theory into hands-on skills — reaction setup, purification, instrumentation, and troubleshooting all sharpen faster with real-world chemicals in play. The excitement of seeing a clean TLC, the satisfaction of growing needle-sharp crystals, or the pride of an NMR spectrum with clear peaks for each group, these small victories matter. The foundation of trust in advanced intermediates like 3-Bromo-4-Trifluoromethoxyphenol makes a difference in that learning.
Beyond the lab or pilot plant, the influence of advanced phenolic intermediates has stretched across pharmaceuticals, electronics, coatings, and biological imaging. In my time consulting for device manufacturers, the reach of these molecules has only grown. Semiconductor packaging, for example, now calls for higher-performing materials with minimal dielectric loss, where fluorinated motifs come to the fore. In bioimaging, trifluoromethoxyphenols serve as scaffolds for probes and labeling agents due to their unique reactivity with specific enzymes or functional groups.
The agricultural sector, always hunting for new solutions to resistance and climate shifts, looks for actives that perform well with fewer applications and less runoff. The stability and selectivity provided by this compound sits well with that mission, letting researchers tweak biological half-lives and uptake profiles. Real-world case studies — not just hypothetical potential — drive adoption by teams responsible for food security and environmental safety.
No chemical solves every problem without complication. Poor solubility in certain media, management of dust or powder during weighing, and the need for careful containment all factor into daily workflows. Chemical hygiene, good storage, and documentation prevent accidents and contamination. My personal experience with unexpected reactivity — particularly in the presence of active metals or incompatible solvents — taught me never to take a new building block at face value. Even a proven material like 3-Bromo-4-Trifluoromethoxyphenol earns respect through routine validation; a new project means starting with small-scale tests and building out from there.
Managing leftover waste and protecting the environment remain daily challenges. Every experiment leaves a mark unless thoughtful disposal practices are in place. Integration with on-site treatment, working in tandem with waste contractors, or keeping up with regional rules all become part of the chemist’s work. It’s about meeting obligations to the community as much as to the project.
Peer-reviewed research continues to uncover new side benefits of this compound class. From reducing fouling and degradation in membrane technology to exploring new pharmacophores for next-generation therapies, the versatility on display reflects practical ingenuity. Having tracked the shift in specialty chemical design for more than two decades, I’ve seen both hype and real benefit. The long-term winners turn out to be those molecules that check boxes for reliability, adaptability, and meaningful impact across several industries.
The potential for greener production processes, improved worker safety, and more sustainable application grows stronger as the chemical community shares lessons learned. Managing trade-offs transparently — accepting cost for purity, or investing in training for safer handling — marks responsible progress. New equipment for material handling, increased automation, and better analytical controls allow safe, reproducible work even as molecule complexity ratchets up year after year.
Having spent most of my own career close to the bench, there’s no substitute for trust in the building blocks that underpin ambitious research. 3-Bromo-4-Trifluoromethoxyphenol stands as a prime example: complex enough to stretch what’s possible, stable enough to simplify real-world workflows, pure enough to encourage bold new applications. Whether working toward a new pharmaceutical, a smarter coating, or an advanced agricultural solution, the value delivered by this compound is more than theoretical. Getting comfortable with its quirks, strengths, and the challenges it brings requires real experience, regular evaluation of data, and a willingness to adapt. In the crowded world of specialty chemicals, it's the hands-on lessons and the drive for quality that ensure the enduring relevance of this remarkable molecule.