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HS Code |
530323 |
| Product Name | 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid |
| Cas Number | 864070-31-9 |
| Molecular Formula | C7H7BBrFO2 |
| Molecular Weight | 232.85 |
| Appearance | White to off-white solid |
| Purity | Typically ≥98% |
| Melting Point | 180-186°C |
| Solubility | Soluble in DMSO, slightly soluble in water |
| Smiles | CC1=C(C=C(C(=C1Br)B(O)O)F) |
| Inchi | InChI=1S/C7H7BBrFO2/c1-4-2-5(8(11)12)3-6(9)7(4)10/h2-3,11-12H,1H3 |
| Storage Condition | Store at 2-8°C, protect from moisture |
| Synonyms | 2-Fluoro-4-methyl-5-bromophenylboronic acid |
| Hs Code | 293190 |
As an accredited 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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Every experienced researcher knows the subtle challenges that come with creating reliable molecular building blocks. As the field of organic chemistry keeps evolving, having versatile and predictable reagents becomes less of a luxury and more of a necessity. 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid enters the conversation at this intersection of precision and innovation. This compound has steadily secured its place in the toolkit of synthetic chemists who deal with complex pharmaceutical syntheses, agrochemical discovery, and materials chemistry.
What distinguishes this molecule from a host of similar products starts with its careful molecular design: a methyl group increases manageability, while bromo and fluoro substitutions lend unique reactivity and selectivity. Chemists in my professional circle tend to value this structure for the balance it strikes. Boronic acids, in general, have gained tremendous popularity after the rise of Suzuki-Miyaura cross-coupling reactions, but this specific arrangement delivers outcomes that plain phenylboronic acids or even many substituted analogues can’t guarantee. The fluoro group, for instance, influences the electronic nature of the aromatic ring, leading to greater control of reaction rates and final yields in Suzuki reactions, Heck couplings, or Chan–Lam couplings, especially where precision in regiochemistry is crucial.
The application field for 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid extends well beyond academic curiosity. In industrial discovery labs where time-saving and step reduction matter, this compound often acts as an enabler of brevity in synthetic routes. Several published studies point to boronic acids with halogen and alkyl substitutions streamlining the construction of biaryls, especially in making kinase inhibitors, anticancer motifs, or crop protection agents. In my experience, I have seen labs stuck because a standard phenylboronic acid failed to give the yield or selectivity needed, only for a switch to this bromo-fluoro-methyl scaffold to save the project from being shelved.
This acid’s compatibility with various base systems, and its tolerance of air and moisture during the reaction setup, translate into reliable outcomes for chemists working both on the benchtop and in scale-up environments. Unlike some boron reagents that decompose or polymerize under mild mishandling, this variant carries improved stability, simplifying storage and management.
The formal designation of 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid gives some insight into its structural appeal. The boronic acid group sits at the core, responsible for its coupling activity in a wide arena of Pd-catalyzed reactions. The bromine atom at the 5-position and fluoro at the 2-position each tweak electronic properties and steric accessibility, which translates to selectivity advantages.
Thinking back to the number of reactions derailed by off-target activation or unwanted isomerization, it’s the methyl at the 4-position that becomes a game-changer. It directs the reaction by subtly changing electron density and steric profile, letting researchers avoid problematic byproducts that plague less thoughtfully designed systems. An aryl halide’s reactivity can be too high or low depending on electronic context, so having a molecule with predictable directing effects keeps research projects on schedule and budgets in line.
Unlike standard phenylboronic acid, which is often a blunt tool for cross-coupling, this substituted variety gives researchers the nuanced control necessary for complex scaffold elaboration. The role of halogen and fluoro substituents in metabolic stability and binding affinity isn’t academic; drug discovery projects often pivot around such small tweaks.
People in the lab talk about reagents like 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid as if they’re players on a sports team — everyone wants a viable performer, one that shows up and gets the job done without drama. Many chemists choose this compound over similar boronic acids like 4-bromophenylboronic acid or 2-fluorophenylboronic acid because the combined effect on both reactivity and selectivity helps push challenging reactions across the finish line.
In my direct experience, the difference unfolds during late-stage diversification of candidate molecules. Suppose a project requires the introduction of a highly specific aromatic group with predictable orientation and minimal side-reactions. In that setting, generic boronic acids lead to excessive byproduct formation or lower yields. Specialized analogues without the right substitution often fall short, adding extra purification steps or, worse, causing full-scale project delays. In contrast, the trifecta of bromo, fluoro, and methyl substituents in this molecule gives a broader safety margin. Coupling reactions become reproducible, making scale-up less nerve-wracking.
5-Bromo-2-Fluoro-4-Methylphenylboronic Acid typically comes as a fine solid with mild sensitivity to ambient moisture yet manageable with standard precautions. Purity levels above 97 percent are common in reputable sources, though researchers know to verify each new batch with NMR and HPLC. Having spent many years triaging problematic reactions, I respect reagents that arrive with clear documentation and traceability, yet also deliver chemistries consistent with published data.
Product labels do little justice to the small things that matter: batch consistency, shelf-life, the real-world ease of weighing and transferring the compound, and how efficiently it dissolves in the most common solvents like DMSO, ethanol, or acetonitrile. Sometimes it’s not until you run a side-by-side comparison between this product and its closet analogues — say, a mono-substituted boronic acid — that the incremental gains in purity and yield become apparent. Over a long project, even a 5% difference on yield means the world for budgets and confidence in reproducibility.
Looking back, the best chemists I know build experience not just by memorizing CAS numbers, but by understanding the lived reality of their reagents in the lab. With 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid, that reality means fewer hours spent troubleshooting poor reactivity and more confidence in result interpretation. While some researchers chase esoteric, one-off compounds, others recognize the value of repeatable wins—traits this compound consistently delivers.
I’ve spent enough time working late nights in fluorescent-lit chemistry bays to know that managing the small details can transform a promising synthetic plan into an actual, publishable result. If a coupling partner gives clean conversion while being robust to air, minor trace base, or even overdried solvents, chemists can focus more on new ideas and less on tedious error correction.
Chemists seeking to install complex aryl units via Suzuki reactions routinely face the headaches of incomplete reactions, messy purification, or instability in the presence of water and air. In one recent pipeline project, we tested five boronic acids across a core scaffold and discovered that introducing a methyl group alongside bromo and fluoro groups not only sped up reaction times but also reduced undesirable isomer formation. It’s one thing to cite kinetic isotope effects; it’s another to finish a synthesis with only one column chromatography step rather than three, thanks to cleaner reactivity.
Sometimes the merits of boronic acids only reveal themselves after repeated failures with other coupling partners. Back in graduate school, I watched colleagues troubleshoot endlessly with less substituted boronic acids, accepting lower yields as inevitable. Switching to more advanced analogues like 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid was more than a hopeful guess — it reflected a growing empirical base that validated new patterns in selectivity and reliability.
Working with arylboronic acids isn’t without pitfalls. Some degrade with exposure to high humidity, while others stubbornly resist full solvation, leading to uneven reaction rates. This particular reagent stands out not just for what it can do, but for what it helps the chemist avoid: time wasted on laborious purification and untrustworthy TLCs, unwanted byproducts, or reaction reruns caused by hidden batch variability. Consistency matters. Every synthetic chemist, whether in the pharmaceutical industry or academia, appreciates a workhorse chemical that removes rather than creates additional steps.
Over the years, I have learned to appreciate manufacturers who go beyond surface claims and commit to transparency. Reliable suppliers back up each shipment of 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid with HPLC chromatograms and NMR spectra. This degree of disclosure isn’t always standard for the range of commercially available boronic acids, but it tips the balance in favor of those willing to invest a little more upfront for reproducibility down the line.
Medicinal chemists are increasingly drawn to complex aryl-based scaffolds, aiming for molecules that evade metabolic degradation and show improved bioavailability. Multiple sources point to the benefits of boronic acids functionalized with both halogen and alkyl groups in such contexts. Projects focused on kinase inhibitors or proteasome-targeting drugs tend to see material improvements when switching to these multi-substituted systems.
My collaborators working in preclinical drug development often describe a domino effect: swapping out a less substituted boronic acid with this bromo-fluoro-methyl variant can unlock entire SAR campaigns. Fewer side-reactions and greater predictability mean that researchers can test more compounds, iterate faster, and spot meaningful trends in activity. A recent paper in the Journal of Medicinal Chemistry detailed how small changes in the halogen pattern led to major leaps in ligand efficiency and off-target activity reduction. In my own experience, projects incorporating these smarter building blocks reach go/no-go decisions faster, and valuable resources stretch further.
The chemical industry faces real pressure to cut waste, curb hazardous byproducts, and streamline processes for minimum environmental burden. While boronic acids generally fare well compared to legacy aryl triflates or stannanes, not all are created equal. The increased selectivity offered by 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid means fewer purification steps and less reliance on aggressive solvents, which translates into meaningful reductions in waste production.
Having run both legacy reactions that sprawl across columns of silica and more refined syntheses that needed only a single pass — due to the clean reactivity of this compound — has made me an advocate for smarter reagent choices. Choosing selectively substituted boronic acids is a minor up-front investment for laboratories, but the downstream savings in material, time, and hazardous waste disposal can be profound.
For those who want to cut down troubleshooting time while raising reaction reliability, a thoughtful choice of boronic acid provides much more than a marginal gain. 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid isn’t just another SKU — it’s a chance to align cutting-edge science with practical workflow improvements. Researchers value the compound for its real impact on bottom lines and project timelines, not merely as a theoretical nod to reactivity trends.
Chemistry, at its best, rewards both curiosity and pragmatism. The future won’t belong to those who blindly follow catalogs but to those who develop a nuanced understanding of the real properties that substances like 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid bring to everyday research. In a landscape crowded with options, choosing the right reagent can mean the difference between stalled progress and valuable discovery. As synthetic methods continue to evolve, a growing body of evidence supports the idea that small adjustments in reagent design — the judicious selection of substituents and functional groups — will shape the future of chemical innovation as much as any headline-grabbing breakthrough.
As research projects grow in complexity, the small and well-considered upgrades often yield outsize benefits. Armed with first-hand knowledge and lessons learned from countless reaction runs, I see 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid not as an esoteric specialty item, but as an essential to the modern chemist. Its strengths show up in streamlined experiment design, increased yield, and more predictable results. This isn’t just about staying current with synthetic methods. It’s about giving talented scientists the best chance to achieve new ideas, meet deadlines, and capitalize on every precious resource — from raw material to creativity itself.
In conclusion, the difference between success and setback in synthetic chemistry doesn’t always come from headline discoveries. It often starts in the considered choice of the reagents we use daily. For those seeking better performance, more flexibility, and fewer troubleshooting headaches, 5-Bromo-2-Fluoro-4-Methylphenylboronic Acid stands as a proven, effective solution in a crowded reagent landscape. Armed with the right knowledge and tools, researchers can make the most out of every reaction, pushing boundaries in drug discovery, crop protection, and materials innovation for years to come.