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HS Code |
694244 |
| Cas Number | 4166-20-5 |
| Molecular Formula | C7H7BrO2 |
| Molecular Weight | 203.04 g/mol |
| Iupac Name | 5-Bromo-2-(hydroxymethyl)phenol |
| Appearance | White to off-white crystalline powder |
| Melting Point | 98-102°C |
| Solubility | Soluble in organic solvents like DMSO, ethanol |
| Purity | Typically ≥98% |
| Smiles | C1=CC(=C(C=C1Br)O)CO |
| Inchi | InChI=1S/C7H7BrO2/c8-6-1-2-7(10)5(3-6)4-9/h1-3,9-10H,4H2 |
| Storage Conditions | Store at 2-8°C, protected from light |
| Synonyms | 5-Bromo-2-hydroxymethylphenol; 5-Bromo-2-hydroxymethyl-1-hydroxybenzene |
As an accredited 5-Bromo-2-Hydroxymethylphenol factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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Exploring new pathways in chemistry always reminds me of why I got into this field. Sometimes a single, well-designed molecule unlocks possibilities you didn't anticipate. 5-Bromo-2-Hydroxymethylphenol fits that bill. Anyone who spends time at the bench knows this compound by its structure—a benzene ring featuring a bromine dangling at position five, coupled with a hydroxymethyl moiety at position two. At first glance, it might not look dramatic. Dig deeper, and you see it’s anything but ordinary.
This molecule’s model appeals to those who appreciate clear design—no nonsense, no excessive bells and whistles. With the formula C7H7BrO2, chemists see a weight of about 203.04 g/mol. That number, modest on paper, signals reliability, especially during synthetic work where mass balance and reactivity aren’t background details but the whole story. Each element serves a purpose. The aromaticity brings resonance stabilization, while the bromine stands ready for substitution, halogen exchange, or coupling reactions. I remember sitting in the lab and recognizing that the symmetry of some compounds puts you at ease—not too busy, not too barren.
Say you’re used to handling plain phenols, or maybe you’ve worked with 5-bromophenol before. The ‘hydroxymethyl’ twist at position two makes a difference you feel every time you enter it into a reaction setup. The presence of the -CH2OH group does more than nudge up polarity; it opens a door for hydrogen bonding, which influences solubility in polar solvents and tweaks its reactivity. If you’ve struggled with tough solubility in strictly hydrophobic phenols, you’ll find this one friendlier in reactions where water content fluctuates. From my own bench days, the biggest challenges often weren’t about new starting materials, but about coaxing known ones into the right phase or stability window—5-bromo-2-hydroxymethylphenol checks those boxes better than most of its relatives.
Now, compare that to run-of-the-mill phenols or simple halogenated aromatics. Without the hydroxymethyl arm, you leave reactivity on the table. Simple 5-bromophenol lacks this extra functional handle, limiting options in C-C and C-O bond formation. In contrast, 5-bromo-2-hydroxymethylphenol brings dual-action: the bromine is perfect for Suzuki-Miyaura or Stille coupling, while the hydroxymethyl group serves as a launching pad for etherification, oxidation, or even further functionalization. When you work in drug development or specialty chemicals, the ability to branch out from a single scaffold saves real time.
Applications stretch wider than the average specialty intermediate. Pharmaceutical chemists appreciate it during fragment-based drug discovery, since the scaffold adapts well to rapid analog development. Every medicinal chemist I know spends energy balancing lipophilicity, metabolic stability, and synthetic flexibility. This compound supports all three. Whether you’re manipulating the aromatic ring, swapping out the bromine for new groups, or leveraging the -CH2OH for further chemistry, the result is more chemicals in less time, with less finger crossing at each step.
In my experience, certain synthesizable frameworks end up all over literature because they fit established drug development paradigms. Substituted phenols abound in therapeutics with antimicrobial, antioxidant, or anti-inflammatory action. Adding bromine and a hydroxymethyl group alters pharmacokinetics and biological activity, a key reason why researchers repeatedly explore derivatives. Out in the field, finding raw material that balances reactivity with downstream bioactivity doesn’t happen every day. Those who screen for enzyme inhibitors or polymer science often end up coming back here for its adaptive character.
Let’s break away from the hype and see how 5-bromo-2-hydroxymethylphenol shapes up beside the competition. 5-bromophenol comes to mind as its closest chemical cousin. Useful? Sure, but locked into a narrower set of chemistry. The extra -CH2OH turns a simple modifiable ring into a versatile node for branching and cross-coupling. Where unsubstituted phenolics may limit you to electrophilic substitutions or nucleophilic aromatic substitutions (SNAr), this hydroxymethyl version lets you create ethers, esters, and more, simply by tweaking reaction conditions and nucleophile choice.
I remember screening different aryl halides for Suzuki coupling reactions a few years ago. Some wouldn’t play nice even after extensive optimization. Bringing in the 5-bromo-2-hydroxymethylphenol, reactions snapped into place—the extra electron-donating effect from the hydroxymethyl subtly changed reaction rates and allowed milder conditions. That means fewer byproducts and quick purifications. For anyone tired of dealing with column after column just to clean up side-products, every shortcut counts. Tailored reactions matter less if the substrate doesn’t meet you halfway. Here, the compound’s balance of hydrophilic and hydrophobic character lets it participate cleanly in organic and aqueous solvents alike, better than many monosubstituted benzene derivatives.
I’m often skeptical about claims of “high purity” until I’ve tested the sample myself. In labs with limited time and resources, consistency counts for more than a glossy spec sheet. Most reputable suppliers aim for ≥98% purity. That’s not just another bullet point; your chemistry depends on whether surprises show up in NMR or LCMS. Trace impurities in fine chemicals can poison catalysts or alter yields, especially in organometallic processes. My own HPLC checks on this compound, whether sourced locally or internationally, have shown that the baseline purity often keeps pace with the best small-molecule standards available.
Packing and storage might seem less exciting, but after seeing too many samples degrade in humid climates or glass vials, attention to detail matters. Solid-state stability lets you keep it out on the bench longer than fragile analogs. Its slightly elevated melting point means less worry about accidental melting in a warm room or evaporative loss. I always suggest folks keep it tightly sealed, away from light and moisture—not because it’s overly sensitive, but because discipline with one’s chemicals tends to spill over into reliable results.
Synthetic organic chemistry rewards curiosity. I remember once thinking I’d exhausted the possible reactions of 5-bromo-2-hydroxymethylphenol. Then an undergraduate in our group used it as a starting point for new benzofuran derivatives—something I hadn’t seen before. The coupling of bromoaromatics under palladium catalysis has been well documented, yet the added functionality here encourages more creativity than usual. Chemoselective modifications allow you to mask or convert the hydroxymethyl group before or after the major transformation, unlike single-function bromophenols.
Anyone who’s tried to do selective protection in polyfunctional phenols runs up against their own patience limits. This compound gives more options for acylation or alkylation based on the hydroxymethyl group, not the phenol’s -OH. Solvent systems benefit too; for those who’ve struggled with phenol clumping or precipitation, the presence of both polar and nonpolar regions makes this one less fickle.
Let’s be honest—a chemical’s importance depends on its real-world payoff. For academic researchers, this compound opens new ground for studies in oxidative coupling, free radical halogenations, or photoinduced aromatic substitutions. Few other bromoaromatics provide both a convenient handle for further reactions and a starting point for quick diversification. Industry often values throughput, not just novelty: batch reproducibility, reaction scalability, and storage lifetime all rank higher than theoretical reactivity.
I recall one biotech startup using 5-bromo-2-hydroxymethylphenol as a platform for rapid analog synthesis. By serving as a bridge between simple aromatic building blocks and functionally rich intermediates, the team produced libraries of new candidates in weeks, not months. The success relied not on exotic techniques, but on the predictable, manageable chemistry this compound offered.
Professional pride says you should treat even familiar compounds with care, but you appreciate it more with direct experience. Brominated organics often raise eyebrows in regulatory environments. This molecule carries the usual cautions; gloves, eye protection, and fume hoods stay in use. Still, it’s reassuring to know that standard lab waste-management techniques safely neutralize most organobromine byproducts. Waste streams from typical reactions rarely build up persistent environmental hazards, especially when users follow smart handling and disposal routines. That said, I always remind colleagues not to get complacent—individual country or state laws may differ, and routine audits or waste tracking help avoid surprises.
From an eco-conscious perspective, the hydroxymethyl group makes this compound slightly more biodegradable than heavily halogenated analogs. It can undergo oxidation, leading to breakdown into less persistent fragments. While no synthetic compound is entirely non-toxic, responsible stewardship involves limiting uncontrolled releases, managing waste, and opting for greener solvents whenever possible. Strong communication with suppliers about contamination history and batch analysis improves both lab safety and environmental performance.
Most people outside the field assume chemistry innovations come from radical breakthroughs or lucky accidents. More often, progress results from refining and combining reliable building blocks—each new variant giving researchers more control over synthesis. 5-bromo-2-hydroxymethylphenol isn’t flashy, but its careful design allows for clean reaction planning, fewer laboratory setbacks, and shorter product development cycles in both academic and industrial labs. Anyone aiming for creative synthetic routes quickly realizes that versatility in even one simple intermediate can change the whole trajectory of a project.
Anyone who’s managed a product pipeline, whether in a university or company, sees the value in reducing complexity. A versatile chemical makes it easier to adapt methods across different research questions. In my work, compounds like this one have cut project lead times by simplifying literature searches and minimizing side-project troubleshooting. Blending just the right amount of reactivity and stability, 5-bromo-2-hydroxymethylphenol gives researchers in pharmaceuticals, agrochemicals, and polymer science a new lease on innovation.
Of course, no compound solves every problem. Material cost, supply chain bottlenecks, and competitive patent landscapes can influence how widely any chemical gets adopted. Price swings in bromine markets, regulatory policy changes, or shifts in synthetic routes might lead some research groups to hedge resources elsewhere. Yet even with outside pressures, the performance and reliability of 5-bromo-2-hydroxymethylphenol have held up over time.
Looking ahead, I see opportunities on several fronts. Sustainable chemistry is growing fast. Chemists asking for “greener” methods can use the reactivity of both functional groups to design shorter, cleaner synthetic sequences. Pharmaceutical researchers want intermediates that support rapid analog development without generating excess hazardous waste. Here, the dual functional nature of this compound means more routes in less time, fewer purification headaches, and larger batches with consistent quality. Broader adoption might hinge on supplier transparency—detailing trace metal content, batch-to-batch variation, and providing application notes.
Education can strengthen the responsible use of specialty chemicals. Sharing knowledge about best practices for handling, storing, and disposing of 5-bromo-2-hydroxymethylphenol benefits everyone in the community. Vendors who publish real test data and full certificates of analysis set the bar for others. Workshops, online forums, and inter-group collaborations create a knowledge loop, where firsthand user reports improve both product quality and safety standards. I encourage new researchers to keep records of yields, impurity profiles, and reaction tweaks—these homegrown insights rarely make it to published literature but drive real progress in chemistry.
From my own experience, sharing these tidbits—good and bad—builds trust among users and suppliers. The distributed expertise of individuals using a common chemical can outpace the wisdom of any single expert. Discussions about greener solvents, more efficient purification, or successful one-pot conversions create real-world data, adding value beyond what any technical flyer provides.
Chemistry is as much about people as it is about molecules. I’ve seen firsthand how a dependable, thoughtfully designed compound like 5-bromo-2-hydroxymethylphenol can bring new energy and fresh direction to a group’s work. If you ask around, you’ll hear stories of new discoveries—unexpected product formation, better-than-expected yields, and easier-than-anticipated workups—all rooted in the smart design of starting materials. Materials that balance utility, stability, and reaction scope won’t draw headlines on their own, but they enable the real advances in pharmaceuticals, materials science, and environmental chemistry.
This compound stands as a model for straightforward, functional design in organic synthesis. Every chemist appreciates the freedom to follow their curiosity, build on existing science, and push forward—5-bromo-2-hydroxymethylphenol provides just that kind of foundation. Whether you’re deep in drug development, making fine chemicals, or even teaching the next generation, you’ll find value in a compound that asks little but offers so much versatility in return.