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HS Code |
111485 |
| Chemical Name | N,N-Dimethyl-4-Bromobenzamide |
| Cas Number | 50395-96-1 |
| Molecular Formula | C9H10BrNO |
| Molecular Weight | 228.09 g/mol |
| Appearance | White to off-white solid |
| Melting Point | 74-76°C |
| Solubility | Soluble in organic solvents (e.g., DMSO, ethanol) |
| Density | 1.39 g/cm³ (estimated) |
| Smiles | CN(C)C(=O)C1=CC=C(C=C1)Br |
| Inchi | InChI=1S/C9H10BrNO/c1-11(2)9(12)7-3-5-8(10)6-4-7/h3-6H,1-2H3 |
| Storage Conditions | Store at room temperature, keep container tightly closed |
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The world never really slows down in the lab. I remember long hours, chasing reliable intermediates, critical for unlocking the next synthesis or promising lead. That’s why N,N-Dimethyl-4-Bromobenzamide stands out—the sort of compound I trust when seeking a robust stepping stone in pharmaceutical and agrochemical projects. Its chemical structure, often written as C9H10BrNO, looks simple on the surface, but its value goes deeper. In my bench days, I relied on solid, consistent materials, the kind that offered crisp melting points and showed up as clean single spots on TLC. It built trust through reliable performance; purity hovered above 98%, and the transition from white to pale yellow crystals always marked a good batch. That mattered. You knew every reaction’s outcome sat on the backs of the starting materials and intermediates like this one.
I’ve seen plenty of options pass through my hood: basic amides, halogenated aromatics, all trying to promise the same dependable chemistry. I learned quickly that quality means more than just a chemical formula on paper. N,N-Dimethyl-4-Bromobenzamide comes with a notable melting range, typically a steady solid below room temperature, making it easier to weigh and less prone to static—an underrated feature when you’re trying not to spill your grant budget on wasted material. Not every intermediate can claim the same practicality. Some come as unpredictable oils or sticky solids, which complicates both storage and performance in multi-step syntheses.
Plenty of labs reach for benzamides, looking for amide stability with a handle for functionalization. Here, the bromine at the para position changes the game, opening up reliable pathways for cross-coupling and further diversification. The backbone—the dimethyl group—adds extra stability, resisting hydrolysis more than the parent amide. Earlier in my career, chasing reactivity through various substitutions, I found the bromine atom in this molecule held up under Suzuki and Buchwald-Hartwig conditions, delivering consistent yields, which wasn’t always true with its chloro analogues. When a reaction only gives you one shot before supplies run low, those differences stop being academic—they become your success or your frustration.
We don’t all work for big pharma; sometimes, you’re in a small startup or academic setting, counting pennies while pushing hard for publishable results. Scalability matters—moving from milligram to gram demands a compound that keeps its cool under pressure. N,N-Dimethyl-4-Bromobenzamide tends to deliver there, giving you batch consistency. While some similar halogenated amides break down or discolor, this compound stays reliable. So, whether prepping small libraries or larger intermediates, you know what to expect. The confidence of batch-to-batch reproducibility is worth its weight, especially when time and resources are short.
Researchers have plenty of choice—sometimes too much—between different benzanilides or substituted benzamides: chloro, fluoro, iodo, trifluoromethyl. I’ve dabbled with them all at one point. Yet, I found the bromine derivative strikes the right balance; it’s reactive enough for diverse coupling reactions, yet stable in the bottle. Fluorinated analogues often cost more, and iodo compounds tend to risk decomposition or unpleasant volatility. N,N-Dimethyl-4-Bromobenzamide doesn’t swing to those extremes. It lands squarely in the practical zone, and that’s invaluable in the unpredictable flow of organic synthesis. When weighing price against performance, this product provides a dependable middle ground, allowing routine chemistry without giving up the possibility for novel modifications.
In my academic training, I saw instructors reach for this compound when teaching cross-coupling techniques. The para-bromo position offers an accessible hook for palladium or copper-catalyzed reactions, whether it’s Suzuki, Heck, or Buchwald-Hartwig. This flexibility meant students could explore a wide landscape of aromatic substitution with just one core reagent. For medicinal chemists, flexibility means the chance to quickly diversify scaffolds, critical for hitting those elusive biological sweet spots. You can introduce aryl, alkyl, or heteroaryl partners, opening a world of SAR opportunities without having to reinvent your synthetic approach at each turn.
This compound sees regular use outside drug discovery too. Agrochemical research, where the margin for error is even tighter, pulls from the same toolbox. A molecule built from N,N-Dimethyl-4-Bromobenzamide can serve as a base for pesticide or herbicide candidates as well as specialty chemicals. The chemical’s core features—for example, the steric effect of the dimethyl amide, the electronic influence of para-bromine—play out differently when designing molecules for the field or the pharmacy. In both arenas, that close control over reactivity and modification stands out. When you see this specific intermediate in a patent or paper, you know the researchers valued a stable, proven scaffold that lets late-stage diversification proceed without surprise detours.
Plenty of lab memories revolve around crystal-packed bottles, the ones you pop open and immediately sniff for residual solvents or decomposition. N,N-Dimethyl-4-Bromobenzamide’s lack of strong odor and low volatility make it easier to handle for both new chemists and old hands alike. Compared to less stable alternatives, this compound doesn’t rush you; there’s less stress about it degrading during storage. That builds a certain trust, especially when training students or delegating work in a busy group. You can expect clear instructions: keep it cool, dry, and capped tight, but don’t panic if it sits on a shelf for a few weeks between projects.
Lab work operates in a culture of benchmarks. We celebrate a melting point that matches the literature, TLC that holds steady from synthesis to purification. With N,N-Dimethyl-4-Bromobenzamide, those goals become more achievable. Its purity isn’t just a matter of sales points—practical success starts here. Imagine moving from a 97% to a 99% batch: fewer side products, less time troubleshooting, smoother scale-up. The downstream benefits are real and visible. Less spent on column chromatography, and more time for actual research. I learned early not to cut corners here; a small investment in buying well-characterized reagents pays back in confidence at every later stage. This compound exemplifies that lesson.
There’s fresh urgency in finding sustainable chemistry solutions, even in the world of specialty intermediates. During recent years, we’ve seen providers invest in reducing residual solvents, improving atom economy, and offering greener synthetic routes. N,N-Dimethyl-4-Bromobenzamide fits well into that picture. Many modern suppliers deliver it produced through milder bromination conditions and with less hazardous waste. For environmentally minded labs, that’s important—not only is the product itself reliable, but its backstory avoids harsh reagents or energy-intensive steps. As universities adopt green metrics, and pharmaceutical companies aim for higher safety and efficiency standards, this compound can support that transition, letting researchers upgrade their chemistry without losing performance or versatility.
One problem that used to complicate my orders centered on sourcing consistency. Years ago, it was common to see batches with inconsistent particle sizes or latent impurities—from unknown manufacturers, you couldn’t always count on a compound as foundational as this one to show up as promised. Modern suppliers have shifted, tightening quality controls so that each bottle now brings peace of mind. Specifications are audited against established standards, and certificates of analysis provide detailed breakdowns—solvents, trace metals, moisture content—all reducing surprises at the bench. From my experience, this level of transparency and batch history gets more important with each project. For researchers investing budget and time, that reliability means one less distraction when moving from gram to multi-gram quantities.
Flexibility cuts across research disciplines. In my own work, I needed reagents that wouldn’t tie me down to a narrow path. N,N-Dimethyl-4-Bromobenzamide lets you move easily between classic coupling, nucleophilic aromatic substitution, and ortho-lithiation strategies. That adaptability is rare among related compounds—some require extra stabilization, others suffer rapid decomposition under air or moisture. Here, the compound’s combination of electronic and steric properties means you see modest reaction rates for certain transformations, but with the tradeoff of stable storage and ease of use. As a synthetic chemist, balancing speed with certainty matters more than chasing theoretical maximum yields. With compounds like this, your workflow faces fewer unexpected bottlenecks.
It’s easy for newcomers to overlook the small victories. Seasoned chemists recognize benefits like simple crystallization and a robust melting profile. A precise melting point supports both purity assessment and planning scale-up—knowing you can recrystallize this compound using straightforward solvents like ethanol or hexane avoids unnecessary complexity. Compared to more volatile or liquid analogues, working with a firm crystalline solid avoids equipment headaches, like pump oil contamination or difficult clean-up. Every small saving adds up, all the more so in busy academic labs or industrial settings hounded by regulatory compliance checks.
Lately, open-access databases and journals have made it easier to cross-check synthetic applications and published procedures for N,N-Dimethyl-4-Bromobenzamide. I’ve used these tools to plan new analogues or confirm expected side products. Traceability from literature to bench orders means fewer surprises. Emerging synthetic trends—like C–H activation, late-stage functionalization, or even biocatalytic modifications—often take the structure of this compound’s core as a template. Its versatility in these new fields reassures me that it’s not a dead-end intermediate, but a launchpad for next-generation discovery.
Some researchers gravitate toward related amides or halo-benzenes, chasing lower prices or faster kinetics. I’ve seen that approach falter, with downstream problems like unwanted dehalogenation, higher toxic byproducts, or shelf-life headaches. Every time a project derailed from a subpar intermediate, I saw the case for sticking with trusted, well-characterized ones like N,N-Dimethyl-4-Bromobenzamide. The para-bromo group is reactive but not hypersensitive; its dimethyl amide tolerates moisture better than less-substituted relatives. These seemingly small differences explain why this compound finds its way into well-cited protocols, both academic and industry. Cutting corners on intermediates rarely pays in the long run.
Those not immersed in research might underestimate the value of clear, rigorous specifications. In the lab, small discrepancies in melting range, percent purity, or residual solvent carry big downstream consequences. I’ve dealt with samples from unverified sources that looked fine, but set off alarms during reaction workups—impacted yields, ambiguous NMR spectra, wasted days. With N,N-Dimethyl-4-Bromobenzamide, trusted suppliers back up claims with granular documentation, including trace impurity data and lot-to-lot statistics. This transparency supports not just safer chemistry, but faster, more confident project trajectories—a real advantage over the generic, spec-light products that clog market search results without adding real value to your bench work.
Once a bottle makes it into your research fridge or chemical cabinet, the story doesn’t end. Years of experience taught me the importance of stability over the life of a project. Some intermediates degrade slowly, clouding the results months down the line. In contrast, N,N-Dimethyl-4-Bromobenzamide fares well over reasonable storage periods. As long as conditions stay cool, dry, and away from strong acids, the material keeps form and function. Studies support its shelf-life; one bottle can last through the cycle of grant writing, experiment review, and the next round of exploratory synthesis without fear.
I’ve worked in labs where government regulations, grant cycles, and IP considerations converge—finding intermediates that balance performance, safety, and regulatory clarity remains an evergreen concern. N,N-Dimethyl-4-Bromobenzamide satisfies multiple benchmarks that matter: it functions in broad reaction types, stands up to documentation scrutiny, and allows for risk reduction during multi-step syntheses. Regulatory paperwork tends to go smoother when the chain of custody is clear and certificates match the literature. I see this product fit in well with research environments looking to build robust, patentable routes or align with GMP protocols, without leaping into costly boutique chemicals or overly specialized reagents.
Progress in synthetic chemistry belongs to those willing to revisit their toolbox and adapt. N,N-Dimethyl-4-Bromobenzamide sits in that rare category—a classic intermediate that hasn’t lost relevance. Its balance of aromatic reactivity with amide functionality opens the door to both legacy protocols and modern catalytic systems. For me, it’s a touchstone for solid lab practice, fostering both trust and reliability across projects. Today’s research, whether pharmaceutical, academic, or agrochemical, depends on compounds that support creativity as much as compliance. This amide bridges those needs, consistently delivering when the margins for error get tight and the rewards grow high.
Some of the breakthroughs I’ve watched—novel kinase inhibitors, improved plant protection agents, or new ligands for catalysis—trace their starting materials back to intermediates like N,N-Dimethyl-4-Bromobenzamide. These unsung molecules put up with heating, pressure, urgent timelines, and trial-and-error with patience. In the hands of skilled chemists, they become launchpads for new medicines or technologies. What stands out is how often success relies on the daily detail: powders that pour easily, solutions that don’t cloud, documentation that aligns across batches, and reactivity profiles that keep their promises. This compound checks those boxes, too. It keeps momentum up, letting originality thrive instead of fighting inconsistent results.
N,N-Dimethyl-4-Bromobenzamide doesn’t attract buzz or flashy promotional campaigns. Its value lives in the quiet reliability of hundreds of lab successes, in teaching young chemists the difference between theory and practical workflow. Each project moving from idea to publication, patent, or product needs these solid foundations. That’s why—whenever I plan a synthesis that might need late-stage arylation or quick amide introduction—I keep a bottle close. The difference shows up, not in headline grabs, but in the steady progress of research that really moves the field forward. If you care about both results and the process that makes them possible, this compound has a well-earned spot on your shelf.