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HS Code |
296526 |
| Product Name | 2-Bromo-3-Methylbenzaldehyde |
| Molecular Formula | C8H7BrO |
| Molecular Weight | 199.05 g/mol |
| Cas Number | 63068-05-3 |
| Appearance | Pale yellow to yellow crystalline solid |
| Melting Point | 45-47°C |
| Boiling Point | 265-267°C |
| Density | 1.52 g/cm³ |
| Purity | Typically >98% |
| Solubility | Soluble in organic solvents like ethanol, DMSO, and chloroform |
| Synonyms | 2-Bromo-m-tolualdehyde |
| Smiles | Cc1cc(Br)ccc1C=O |
| Inchi | InChI=1S/C8H7BrO/c1-6-3-2-4-8(9)7(6)5-10/h2-5H,1H2 |
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Everyone who has spent time in a research lab or pharmaceutical plant knows the importance of choosing the right building block for synthesis. Selecting 2-Bromo-3-Methylbenzaldehyde is about more than reading a specification sheet — it’s about matching a molecule’s unique profile with the needs of complex chemical pathways. Much like how a chef fusses over the right kind of flour for a signature bread, organic chemists look for very specific properties. 2-Bromo-3-Methylbenzaldehyde isn’t a shelf-filler or run-of-the-mill reagent; its particular structure has a way of opening doors in medicinal, materials, and agrochemical development that equivalents just can’t replicate.
You don’t need to rely on sweeping claims to see value in this compound. It brings a bromo group and an aldehyde to the table, both tucked alongside a methyl group on the benzene ring. That sort of substitution pattern doesn’t come up by accident in chemical design. Together, these features let chemists perform crucial transformations—think Suzuki, Heck, or Sonogashira couplings or the kind of nucleophilic additions and cyclization steps that pop up in modern synthesis. It’s not just the presence of these functional groups, but their positions relative to each other, that allow for tailored reactions.
One example: in pharmaceutical applications, having a bromine atom at the ortho position to the aldehyde provides a controlled way to introduce other substituents while maintaining reactivity at the aldehyde site. For anyone who’s wrestled with regioselectivity or encountered stubborn side-reactions, you’ll know how valuable that predictability becomes when scaling up a reaction. The methyl group doesn’t just sit idle, either — it tweaks the electron distribution on the aromatic ring, giving extra nuance to how the molecule reacts. These subtle tweaks allow 2-Bromo-3-Methylbenzaldehyde to serve as a starting material for a surprisingly wide range of secondary products.
I’ve spent years looking at the difference between a high-purity reagent and a “good enough” substitute. One thing I learned quickly: even small impurities can throw off assay results, yield, or reproducibility. The best preparations of 2-Bromo-3-Methylbenzaldehyde typically come as a pale to slightly yellow crystalline solid, offering straightforward handling and weighing. Purity often tops 98%, but physical inspection—clarity, lack of gritty particles, minimal color—is just as telling as any certificate.
With practical melting points often aligning between 50 and 54 degrees Celsius, this aldehyde avoids complications that come with sticky liquids or compounds that melt too close to room temperature. Anyone who works with organic solids in bench-scale synthesis knows how much easier it is to manipulate a firm, stable crystal than a slushy oil. Solubility profile matters too. 2-Bromo-3-Methylbenzaldehyde dissolves cleanly in most common organic solvents (dichloromethane, diethyl ether, ethyl acetate) and holds up to filtration and chromatography stresses. These everyday details shape productivity in ways that spec sheets alone never capture.
Chemical stability deserves a word as well. While some aldehydes degrade fast when exposed to air or light, this compound holds up under ordinary lab conditions, provided it’s sealed well and shielded from excessive moisture. I’ve returned to bottles months after first opening and still pulled consistent results—this reliability reduces waste and the need for constant re-purchasing. For someone managing a research budget, that’s more than a minor perk.
Labs across pharmaceuticals, materials, and fine chemical manufacturing lean on 2-Bromo-3-Methylbenzaldehyde for the same reason: it’s adaptable. Medicinal chemists searching for new anti-infective or anti-inflammatory scaffolds draw on its unique structure for rapid lead diversification. The aromatic aldehyde framework makes it a good launching pad for condensation reactions and subsequent cyclizations, delivering core structures for new drug candidates.
From a process chemistry angle, there’s strong appeal in the bromo group. It’s generally more reactive than a chloro analog, lowering activation energy in many coupling steps. The methyl group helps dial in reactivity and increases the compound’s lipophilicity—a property that matters in agrochemical and pharmaceutical projects targeting membrane-active molecules.
Outside pharma, the compound’s structure lends itself to high-performance polymer intermediates and liquid crystals. Materials scientists appreciate the unique substitution pattern as it translates into altered phase behavior or altered thermal characteristics for the end material. The same features that serve medicinal chemists—robust functional groups in precisely defined positions—carry weight in more applied, industrial pursuits.
In a world crowded with benzaldehyde derivatives, it’s easy to wonder whether one more is needed. After years spent mixing, separating, and characterizing related molecules—o-tolualdehyde, 2-bromobenzaldehyde, and the like—the practical differences add up. For those sticking with basic benzaldehyde substitutions, some reactions run headlong into unwanted byproducts or poor selectivity. Try a cross-coupling with plain 2-bromobenzaldehyde and you’ll often find that, while the reactivity is there, the resulting products don’t exhibit all the nuanced properties that make derivatives like 2-Bromo-3-Methylbenzaldehyde so useful in drug design or fine materials work.
Methyl-substituted benzaldehydes can offer a bump in solubility or tweak aromatic reactivity, but their lack of a bromo group restricts later elaboration. The versatility you get by combining both in one molecule opens up alternative reaction schemes. Instead of trading off between activating and blocking effects, you have a balanced starting point. No shortage of drip trays is filled with reaction failures from starting materials just a little too basic or too complex. 2-Bromo-3-Methylbenzaldehyde doesn’t serve all needs, but for a host of multi-step syntheses, especially those short on room for error, I’ve found it offers a stable, effective path forward.
Chemistry is about more than the right molecule on a piece of paper. It’s about process, troubleshooting, and moments where a small difference leads to a breakthrough. The first time I tried using a close analog lacking the methyl group, purification involved a marathon of repeated column chromatography. Introducing 2-Bromo-3-Methylbenzaldehyde, with its specific substitution, streamlined the workup and delivered cleaner fractions. Days counted in hours saved, not lost. Colleagues across industry and academia have shared similar stories—a switch to this compound peeled back the need for repeated runs, freeing up time and reducing solvent use.
Safe handling remains a foundation of good laboratory practice. 2-Bromo-3-Methylbenzaldehyde doesn’t come with extraordinary hazards compared to its siblings, but normal precautions (nitrile gloves, goggles, and a fume hood) remain non-negotiable. Like many aromatic aldehydes, its scent is noticeable and sharp; a clear sign not to linger without protection. Over time, you find these signals helpful rather than troublesome. They reinforce good habits and keep users attentive during long days of synthetic work.
In terms of storage, dry, airtight containers and low light keep things in top form. Residual moisture or exposure to strong acids can set off undesired polymerization or side reactions, but attentive care sidesteps these, much as with any other sensitive aldehyde.
There’s growing awareness in the chemical industry around traceability and quality assurance. I once overlooked this, focusing only on price, only to hit snags in reproducibility because of subtle contaminants. Compounds used early in a synthetic route—like 2-Bromo-3-Methylbenzaldehyde—have ripple effects down the line. Skipping over these concerns in favor of quick savings makes little sense when a small contaminant can multiply costs or delay development.
Today, responsible suppliers emphasize transparent sourcing, proper hazard communication, and rigorous batch testing. Gone are the days when old, unlabeled bottles could be counted on in any serious lab. Quality, ethics, and sustainability now run together. Analytical testing (NMR, HPLC, GC-MS) assures consistency and safety, while adherence to local and international regulations underpins trust. As I see it, backing the chemical supply chain with these principles is as essential as safe waste disposal or diligent documentation in experimental records.
Industry faces rising demands for faster, cleaner, and more selective syntheses. 2-Bromo-3-Methylbenzaldehyde sits at an important crossroads—a proven choice for creating complexity from a simple starting point. Not every reaction calls for it, but when you need a handle for both coupling and aldehyde reactivity, it stands apart from single-substituent derivatives.
Sustainability enters the conversation too. Manufacturing routes for 2-Bromo-3-Methylbenzaldehyde have shifted as demand rises. I’ve watched as greener halogenation methods, solvent-reducing crystallizations, and energy-saving processes entered the market. These steps—pushed by both industry needs and regulatory pressure—shape not just the future of this specific compound, but chemistry’s direction at large.
Alternative approaches don’t always equate to better. I have tested so-called “next-generation” benzaldehyde derivatives that promised faster reactions or better yields. Sometimes they delivered, often they did not, and rarely did they match the all-around performance for cost and reliability seen here. The reality is that adaptation doesn’t always mean replacement; sometimes, optimal results come from refining, not substituting, a proven solution.
Every chemist’s bench is a testing ground for claims. Over years working with aromatic building blocks, I’ve grown to appreciate reliable options that don’t bring extra baggage or headaches. 2-Bromo-3-Methylbenzaldehyde isn’t just another blip on a catalog page. Its thoughtful substitution pattern, proven compatibility with common synthetic steps, and manageable handling features make it a steadfast ally for researchers, manufacturers, and anyone who values straightforward, dependable performance.
Looking ahead, I see a compound that continues to earn its keep, not by chasing fads, but by quietly enabling work that needs precision and flexibility. As chemistry grows more complex and the world asks more of our molecules, compounds with the right mix of function and reliability become even more essential. That’s the real story behind 2-Bromo-3-Methylbenzaldehyde—not a miracle, just a smart, effective tool for the challenges at hand.