|
HS Code |
664898 |
| Chemical Name | 4-Bromo-2-difluoromethoxypyridine |
| Cas Number | 959237-34-4 |
| Molecular Formula | C6H4BrF2NO |
| Molecular Weight | 224.00 g/mol |
| Appearance | Light yellow to brown liquid |
| Boiling Point | 220-222 °C |
| Density | 1.68 g/cm³ (approximate) |
| Purity | Typically ≥98% |
| Solubility | Soluble in organic solvents (e.g., dichloromethane, ethanol) |
| Synonyms | 2-(Difluoromethoxy)-4-bromopyridine |
| Refractive Index | 1.524 (approximate) |
| Storage | Store at 2-8°C, protected from light and moisture |
| Smiles | C1=CN=C(C=C1Br)OC(F)F |
| Inchi | InChI=1S/C6H4BrF2NO/c7-4-1-2-10-6(3-4)11-5(8)9 |
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Work in a chemical research lab often shines a light on how much difference one thoughtfully designed molecule can make. 4-Bromo-2-difluoromethoxypyridine, sometimes just called by its chemical shorthand or CAS number, has carved out a distinct place in research and industry. The compound brings together a unique set of properties with its bromo and difluoromethoxy substitutions on a pyridine ring—a motif you don’t run across every day, even when surrounded by shelves full of specialty chemicals.
Over the years, I’ve noticed more requests for chemicals that offer flexibility, purity, and a readiness to react under different conditions. This compound fits those needs. On paper, its molecular structure stands out: there’s the pyridine core, familiar to anyone who has worked with heterocycles, but the addition of a bromo atom at the 4-position and a difluoromethoxy group at the 2-position bring subtle but important shifts in reactivity and performance. It’s these modifications that let chemists steer syntheses in directions that simpler molecules don’t always allow.
This compound looks unremarkable—a fine white to off-white powder, much like its cousins on the same shelf. Under calm lighting, the fact that it holds two fluorines dancing around a central oxygen doesn’t jump out, but its behavior in a flask tells another story. Fluorinated groups are popular in medicinal chemistry, partly because they can alter biological properties without bulking up the molecule. In my experience, the difluoromethoxy group on this compound adds just the right touch, increasing metabolic stability while dialing back unwanted side reactions in early lead optimization.
Reactivity is usually front-of-mind for any synthetic chemist. The bromine on this molecule isn’t just for show. It’s a convenient handle for coupling reactions, especially Suzuki, Stille, or Buchwald-Hartwig cross-couplings. One thing I’ve found is that most off-the-shelf halogenated pyridines can clog up the process by being too reactive or not reactive enough, but this compound strikes a workable balance. The combination of the bromo and difluoromethoxy groups nudges reactions forward without making purification a headache. Using it can mean fewer side products, shorter workup times, and less time troubleshooting stubborn spots.
Take a look at the universe of substituted pyridines, and it’s easy to get lost. People often reach for the cheapest or most familiar option, but that habit sometimes stalls progress. 4-Bromo-2-difluoromethoxypyridine doesn’t just duplicate the roles of simpler analogs like 4-bromopyridine or 2-methoxypyridine. The difluoromethoxy group isn’t just for adjusting electronic effects—fluorine’s influence travels further than oxygen alone, and you sense the change in both reactivity and downstream applications.
During some early campaigns in medicinal chemistry, adding this compound gave blends of activity and selectivity that just weren't achievable with older building blocks. Colleagues reported enhanced pharmacokinetic profiles when swapping in difluoromethoxy for plain methoxy, or swapping out other halogenated pyridines for this one, thanks in part to the clever use of fluorine atoms. They also flagged more consistent yields and smoother reactions in certain cross-coupling steps, a detail that anyone running tight timelines appreciates.
On the manufacturing side, quality matters as much as novelty. High-purity material tends to flow more easily into high-value products, whether in custom synthesis, contract research, or in-house development. Suppliers of well-crafted 4-bromo-2-difluoromethoxypyridine usually report purity above 98%, which helps avoid downstream headaches from unwanted byproducts. Since I started working with fine chemicals, the time and money spent purifying low-grade material have always felt like a tax on innovation. Getting the right building block from the start saves more than just money—it preserves morale and keeps projects on track.
Most users in the field hear about this chemical through word of mouth in pharma or agrochemical circles, and it does earn its stripes there. During the design of kinase inhibitors, aromatics like this play crucial roles in tuning activity and selectivity. Swaps for other pyridines sometimes produced off-target effects or problematic metabolic breakdown, but the difluoromethoxy substitution opened possibilities for fine-tuning profiles. In one early stage project I joined, the difference between success and shelving a compound rested on subtle changes in metabolic half-life—one difluoro group made the winning difference.
Beyond medicine, designers of agricultural chemicals report similar experiences. Controlling the properties of a pesticide or herbicide, for instance, hinges on tweaking the backbone of a molecule with just the right substitutions. The difluoromethoxy group helps with lipophilicity and environmental stability, two features that can dodge rapid breakdown in the soil or sunlight. Broadening use cases, some specialty polymers and advanced materials rely on these building blocks for their unique mix of reactivity, stability, and compatibility.
In specialty chemicals, having a portfolio approach gives teams an edge when timelines are tight and objectives frequently shift. Access to 4-bromo-2-difluoromethoxypyridine, with reliable quality and documentation, means less risk if a target route changes direction or needs a quick pivot for patent or performance reasons. Plenty of teams I’ve worked with emphasize these practicalities far above theoretical advantages, and predictability in building blocks wins repeated praise.
Choosing building blocks with fluorine substitutions used to be rare—cost and hazard control slowed adoption. Modern techniques have cut those hurdles down to size, especially for common groups like difluoromethoxy. More labs can now explore fluorinated motifs without specialist equipment or unduly high prices, letting researchers reach a wider scope in molecular design.
What’s noteworthy about 4-bromo-2-difluoromethoxypyridine is how the two fluorines shape both chemical and biological behavior. Scientists keep turning to these types of groups to lock in specific properties: improved resistance to metabolic degradation, tighter fit against biological targets, or simply to nudge a compound’s polarity into a sweet spot. These benefits spill over into drug development, crop protection, and material science, driving adoption outside ultra-specialized circles.
Each project I’ve watched—whether in pharma, crop science, or materials—runs into the same roadblock sooner or later: once-promising compounds fizzle out in real-world stability or off-target effects. Introducing a difluoromethoxy-or similar groups—can revive a shelved molecule or unlock a new class of candidates. Tools like 4-bromo-2-difluoromethoxypyridine should be in any synthesis team’s toolkit for those reasons alone.
Plenty of molecular suppliers stick to the basics—purity figures, melting points, assay results. In practical lab work, I look for clear, well-documented characterization, not just a number on a spec sheet. Good batches of this compound typically exceed 98% purity by HPLC, sometimes checked against NMR to catch trace impurities. Moisture and residual solvents matter for sensitive reactions. Labs generally specify residual water below 0.5%, with low levels of common solvents like acetonitrile or dichloromethane. Each small step up in quality can shave hours or days off a synthesis cycle.
Particle size and form sometimes enter the discussion. Coarse powders dissolve slower, which might not matter at process scale but can cause problems for small batch or parallel chemistry. The samples I’ve preferred handle well on the bench and dissolve smoothly in a range of organic solvents, from DMF and DMSO to less polar options. Handling safety reflects industry standards for halogenated and fluorinated aromatics: gloves, good ventilation, and standard protocols keep risk minimal. No need to reinvent lab practices, which is a sigh of relief for overworked health and safety officers.
From experience, shipping stability rarely raises concerns here. With solid storage and packaging, samples last months in unopened containers. No special refrigeration is needed. Long shelf life means no scramble to restock mid-campaign, and less worry over out-of-spec material arriving just before a critical experiment.
The flood of halogen-substituted pyridines on the market can cloud judgment about which option fits best. Plain 4-bromopyridine might seem attractive for routine coupling reactions—and it’s handy where simplicity and lower cost are priorities. But once you run into some of the common issues, like low selectivity, short shelf life of products, or bioincompatibility, the value of more advanced molecules becomes obvious.
Other candidates like 2-methoxypyridine or 4-chloro-2-difluoromethoxypyridine each have their roles but fall short in providing the same careful balance of electronic effects, sterics, and downstream reactivity. The difluoromethoxy substitution influences how the molecule fits into enzyme binding pockets, and lab screening often finds a subtle but clear difference in performance between the single and double fluorinated variants.
Among colleagues, word travels about the difference in process reliability. A few have reported higher rates of purification problems and poor reproducibility with some 4-chloropyridines, and older single-substituted methoxy analogs failed several stability screens. Whenever a project hinges on final purity or reliable scale-up, these drawbacks add up. In contrast, clear gains in yield and downstream stability often tilt the balance toward 4-bromo-2-difluoromethoxypyridine, especially where a premium on downstream performance outweighs penny-pinching per gram.
Investing in proven building blocks shapes not just today’s project but the next few innovation cycles. Watching teams move from trial-and-error to more reliable synthesis flows reinforces the value of tested intermediates. In one instance, our team went from barely finishing deadlines to actually having a few days' cushion, just by picking a higher quality, consistently available batch.
Incorporating new molecular motifs—especially reliably sourced ones—forms the bedrock of modern chemical innovation. Even for outsiders, the knock-on effects are tangible. New candidates for drugs, materials, and crop protectants move faster to testing, and negative surprises drop off. Labs reduce time spent debugging synthetic routes and patching over poor purity or formulation issues.
One underappreciated benefit: more transparency from suppliers about sourcing, quality control, and documentation. With 4-bromo-2-difluoromethoxypyridine, reputable vendors routinely share detailed spectra, impurity profiles, and storage recommendations. This openness breeds confidence in procurement teams and clears obstacles during scale-up, regulatory review, and tech transfer—pain points that slow projects in surprising ways if left unchecked.
Anyone who’s ordered specialty chemicals knows that surprises lurk in the details. Partnering with reliable suppliers, building direct relationships with technical staff, and confirming batch quality before it reaches the lab all guard against wasted effort. I advise bringing in a fresh analytical run with each new lot, even when working with a trusted supplier. It’s cheaper to catch an issue early than to re-do weeks of work.
Sample handling, even for robust molecules like this, deserves attention. Storing powder in tightly sealed, desiccated containers away from direct light and heat protects purity and extends shelf life. Using up open samples within reasonable timeframes and keeping careful records of batch usage side-steps trouble with unidentified degradants or unexplained changes in behavior.
Process chemists working with precious or hazardous compounds often batch up test reactions at small scale to verify key steps, especially cross-coupling efficiency, before scaling. If something looks off, verifying residual solvent or moisture content from supplier analysis can catch the culprit. In larger organizations, getting quality assurance teams involved in the qualification process makes downstream synthesis far less risky.
For those researching new uses or molecular targets, staying up to date with the literature pays off. I’ve seen teams crowdsource new coupling conditions or application ideas through informal networks, journals, and conferences. Knowledge about unusual side reactions, unexpected handling benefits, or novel application areas spreads organically but can save hours—or even whole projects—from unnecessary risk.
Responsible chemical use hinges on transparency, ongoing safety improvements, and supplier accountability. Over the last decade, supply chain scrutiny increased across the fine chemicals sector, bringing positive change. With chemicals like 4-bromo-2-difluoromethoxypyridine, modern documentation and certification support safety, traceability, and quality assurance. Down-to-earth, practical buying decisions stop being guesswork when reliable data comes bundled with the product.
As green chemistry principles take root, selecting high-performance intermediates with proven stability and lower byproduct risks makes processes more sustainable. Reducing energy and solvent needs during both synthesis and purification steps pays forward—less rework, lower waste, and higher yields save effort and protect margins. Teams that share learnings about best practices, recovery techniques, and new application areas feed back into improvements seen across the sector.
Educators and newcomers in chemical sciences benefit from more accessible, well-documented materials like this one. The opportunity to train young chemists on modern intermediates carries over into the workforce, equipping them to handle modern synthesis challenges beyond the textbook examples. This keeps the field’s momentum going, ensuring progress isn’t limited to a handful of large labs.
Better access to specialized chemicals opened new doors in small molecule development, advanced materials, and crop protection. As performance expectations rise along with regulatory demands, building blocks with carefully chosen features—like fluorination, selective reactivity, and high stability—will become go-to options for forward-looking teams.
Based on my experience, having 4-bromo-2-difluoromethoxypyridine on hand means more than just checking a box on a reagent list. It reflects a shift toward careful selection, data-backed purchasing, and stronger outcomes in research and production. As more organizations make informed, responsible choices about intermediates and project planning, innovation stands to gain on multiple fronts.
Each bottle in the supply cabinet represents a balance of cost, risk, and opportunity. With chemicals like this, the case for thoughtful investment is clear: smoother synthesis, higher yields, better predictability, and a strong foundation for whatever challenge comes next. For anyone in the field, it’s worth paying attention to the molecules that quietly—but powerfully—expand the boundaries of what’s possible.