|
HS Code |
224318 |
| Iupac Name | 6-Bromo-4,4-dimethyl-3,4-dihydroquinolin-2(1H)-one |
| Molecular Formula | C11H12BrNO |
| Molecular Weight | 254.13 g/mol |
| Cas Number | 74051-80-2 |
| Appearance | White to off-white solid |
| Melting Point | 154-158°C |
| Solubility | Slightly soluble in water; soluble in common organic solvents |
| Smiles | CC1(C)CN(C2=CC=C(Br)C=C2C1=O) |
| Inchi | InChI=1S/C11H12BrNO/c1-11(2)6-13-10-5-3-8(12)4-7(10)9(13)14/h3-5H,6H2,1-2H3,(H,13,14) |
| Synonyms | 6-Bromo-4,4-dimethyl-1,2,3,4-tetrahydroquinolin-2-one |
| Storage Conditions | Store at room temperature, away from light and moisture |
| Purity | Typically ≥98% |
As an accredited 6-Bromo-3,4-Dihydro-4,4-Dimethylquinoline-2(1H)-One factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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Chemical research keeps moving fast. New compounds can shift the way labs advance their work, especially in pharmaceuticals and materials science. One chemical to catch attention for its potential is 6-Bromo-3,4-Dihydro-4,4-Dimethylquinoline-2(1H)-One. Its structure stands out, with a bromine at the six-position of the quinoline ring, two methyl groups at the four position, and a carbonyl at the two position. That molecular arrangement hints at solid versatility in synthesis and downstream applications.
Years spent working in chemical synthesis teach one thing: efficiency matters. Handling a compound like this, you quickly notice how its composition brings both stability and reactivity. A good intermediate won’t fall apart under mild conditions but will still respond reliably to the right reagents. The robust methyl substituents anchor the molecular scaffold, leading to less fuss during purification. The bromine atom at the six-position isn’t just a decorative element—halogens often play a key role in cross-coupling reactions, unlocking access to new derivatives that sit at the starting line for drug development or advanced materials.
Many researchers appreciate when a compound balances predictable reactivity with a touch of novel behavior. Some quinolines found in catalogues either stubbornly refuse to dissolve or give byproducts that haunt the purification step. In the case of 6-Bromo-3,4-Dihydro-4,4-Dimethylquinoline-2(1H)-One, the relatively non-polar nature from the methyl groups can help streamline both the solubility and the work-up, especially during chromatography, cutting down man-hours lost on stubborn separations.
Take a close look at the structure. Quinoline scaffolds hold special importance in medicinal chemistry. They show up in antimalarials, antivirals, anticancer agents, and neuroactive compounds. The introduction of a bromine atom drastically broadens possibilities for modification, especially using palladium-catalyzed coupling reactions. Scientists frequently need such substrates to introduce aryl, alkynyl, or alkyl groups at controlled positions, tuning biological activity with more precision.
In my experience, the step from an interesting scaffold to a truly valuable starting material depends on accessibility. If a compound tolerates a variety of reaction conditions—acidic, basic, or oxidative—it no longer slows down synthesis schedules. In this respect, 6-Bromo-3,4-Dihydro-4,4-Dimethylquinoline-2(1H)-One offers an edge. It doesn’t easily oxidize under air nor degrade with mild bases. Researchers can count on consistent reactivity across multiple projects. Other related quinolines sometimes bring more headaches, either decomposing during extended heating or leading to a mixture of regioisomeric products.
Beyond strictly synthetic use, quinoline derivatives touch on many sectors, ranging from dye manufacture to sensors and coordination chemistry. Early in my career, I worked on a project that explored functional dyes for biological detection. Compounds with halogen substitutions on aromatics tended to offer more intense signals under UV, and brominated quinolines combined color strength with enhanced photostability. The versatile carbonyl group at the second position here opens routes to further modification, like condensation with hydrazines for ligand design or enamine formation for organic devices. These traits aren’t always present in off-the-shelf quinolines, many of which lack suitable functional groups or have less predictable photophysical properties.
Plenty of analogues exist in commercial libraries. Some lack the participating halogen, losing out on functionalization via cross-coupling. Others might swap the methyl groups, creating more steric hindrance or losing solubility benefits. Some analogues without the carbonyl show lower reactivity, making them harder to elaborate in multi-step syntheses. Most experienced chemists agree: a scaffold with both a reactive handle and the right substitution pattern outpaces its less sophisticated cousins.
Older quinoline compounds, especially unmodified ones, often cause roadblocks in complex molecule synthesis. They absorb less efficiently in biological assays, sometimes show poor compatibility with reaction conditions needed for peptide or oligonucleotide conjugation, or have unpredictable decomposition pathways. 6-Bromo-3,4-Dihydro-4,4-Dimethylquinoline-2(1H)-One’s thoughtful design eliminates many such issues, letting researchers spend less time troubleshooting and more time pushing the boundaries of discovery.
Access to key intermediates like this one makes a difference. Not every supplier maintains stocks of specialty quinolines, and custom synthesis means weeks of waiting and higher costs. The chemistry community benefits every time a versatile compound moves from being a rarity to a regular laboratory staple. Reliable sourcing also means more reproducibility in research: experimental variance drops, collaborations can proceed more smoothly, and large-scale preparations don’t grind to a halt.
One challenge involves solid documentation. Reliable NMR, HPLC, and purity data remain critical. No researcher wants to run a reaction three times only to realize impurities sabotaged the yields. Responsible suppliers foster trust by sharing full analytical data—a practice that’s grown steadily over my years in industry. Researchers stay clear of black-box materials, and for good reason. Any leap in transparency adds confidence and saves budgets in the long term.
Handling any aromatic brominated compound calls for some care. I’ve seen clean benches stained by a splash or two, so double-gloving, keeping absorbent pads at the ready, and using certified waste procedures matter. Outdated literature sometimes glosses over these details, but the modern reality involves compliance with evolving workplace safety standards and environmental regulations. In teaching labs, safe use also educates the next generation of chemists, so practices learned here echo downstream into many careers.
Modern laboratories invest in well-ventilated fume hoods, regularly train staff on chemical hazard mitigation, and emphasize clear labeling. These are more than checkboxes—they help keep projects on track and create a safer environment. 6-Bromo-3,4-Dihydro-4,4-Dimethylquinoline-2(1H)-One fits neatly into these protocols because it aligns with both best practices and the expectations set by regulators and professional societies.
In recent years, green chemistry has grown from niche concern to central priority across research labs. Every new synthetic intermediate introduces fresh questions: How is it made? What solvents and reagents are needed? Can processes minimize waste and hazard? From experience, halogenated aromatics often walk a fine line between high performance and environmental risk. Choosing the right methodologies—catalytic rather than stoichiometric approaches, greener solvents where feasible, continuous processing options—matters even for small batches.
6-Bromo-3,4-Dihydro-4,4-Dimethylquinoline-2(1H)-One, with its well-defined reactivity, has the makings of a more sustainable intermediate. Reliable selectivity can reduce the number of purification steps, while thermal stability keeps waste down during scale-up. There’s always room to push the boundaries further. I’ve seen companies roll out new protocols for halogen exchange that treated solvents as reusable, cut energy use, and left less environmental burden following production. The best suppliers try to publish these efforts, acknowledging the role of EHS in product selection.
Finding the right source for specialty quinolines sometimes feels like needle-in-haystack work. Many catalogs look comprehensive, but behind each product code, reliability varies. Some vendors batch material in different plants with subtle differences in quality or storage. Over a decade of purchasing taught me the importance of well-documented production runs, clear batch histories, and prompt technical support. That’s especially true with key intermediates that anchor critical projects.
Transparency earns trust. Seeing a supplier outline their synthetic routes, show batch-to-batch consistency, and respond quickly to technical queries speaks volumes. Some larger players post transparency reports, third-party audits, and open customer testimonials—steps that contribute to a stronger E-E-A-T profile, matching the direction Google and the wider market have both moved. Responsible sourcing goes both ways: experienced researchers expect accountability, and suppliers who deliver see more repeat business, better reviews, and stronger reputations in the community.
Looking at recent drug discovery trends, quinoline derivatives pop up in new applications ranging from kinase inhibitors to antimicrobials. The brominated versions often serve as springboards for more potent, selective molecules, tailored to tough targets. Flexible building blocks let creative teams iterate faster. A few years back, while involved with a startup, I saw how access to a diverse set of halogenated quinolines shortened project timelines for hit-to-lead development. Substituted quinolines have also been used to explore novel mechanisms in pain management and cardiovascular health—a direct reminder of the translational value these intermediates can offer.
Beyond medicine, materials groups have harnessed quinoline building blocks in organic electronics, light-harvesting dyes, and new photoinitiators for 3D printing resins. The structure under discussion provides options for further substitution, facilitating the design of tuneable properties that keep pushing the capabilities of consumer and industrial technologies. Each successful application adds to decades of accumulated knowledge, furthering the narrative that good chemistry fuels progress.
Academic researchers, especially those operating with limited grants or tight schedules, need reliable access to well-designed building blocks. Sourcing this compound from a trusted supplier removes doubt about purity and identity, ensuring that precious research time is spent exploring science rather than debugging basic steps. Over the years, I’ve seen collaborations between smaller labs and larger suppliers grow—sometimes catalyzed by rapid prototyping support or willingness to share technical expertise that goes beyond a mere product sale.
Standardized, reproducible tools accelerate published results and facilitate teaching. It’s common now for journals and funding bodies to ask for detailed synthetic histories or extended analytical data. Access to intermediates with trusted backgrounds helps meet these rising expectations. Students and early-career scientists get hands-on exposure to reliable workflows, promoting confidence and independence.
Multidisciplinary research often hinges on shared intermediates. A chemical like 6-Bromo-3,4-Dihydro-4,4-Dimethylquinoline-2(1H)-One enables convergence between medicinal, materials, and process chemists. Experienced project managers recognize that a well-stocked toolkit saves both time and resources when scaling a promising synthesis route. The ability to tailor downstream modifications—from cross-coupling to condensation—opens the door to innovation, sometimes taking a project into entirely new territory.
Industry partners commonly request batch samples, stability data, and potential for kilogram-scale supply before green-lighting development efforts. Transparency and a clear supply chain make all the difference. By engaging with open-minded vendors and supporting open-format data, innovation accelerates and new products move more smoothly from bench to market.
Chemistry keeps evolving, building on decades of hard-earned lessons. The rise of modular design, with versatile, modifiable intermediates, reflects a big change in project planning and resource allocation. First-hand experience shows the impact a single, thoughtfully structured building block can make. Teams run into fewer roadblocks, projects finish on schedule, and the resulting discoveries ripple through everything from new medicines to sharper electronics.
6-Bromo-3,4-Dihydro-4,4-Dimethylquinoline-2(1H)-One embodies much of this progress. Its design grew out of genuine scientific need, bringing together stability, functionality, and accessibility. Researchers across academic, government, and industrial settings stand to benefit, each pushing forward the boundaries of what’s possible in their own fields.
The lessons drawn from supporting compounds like this one extend well beyond a single project or season. Every advance in transparency, safety, and sustainability eventually circles back to set new benchmarks for the industry. Over the long term, repeat successes with thoughtfully designed intermediates raise the bar for what the next generation expects—not just in performance, but in service, documentation, and ethics.
An optimal outcome builds on the habits of responsible sourcing, steadfast adherence to safety, and a real commitment to minimizing waste. Teams willing to invest in robust starting points see returns that outstrip short-term savings from untested substitutes. Transparent vendor relationships, open lines of communication, and shared best practices support a knowledge ecosystem where every participant moves forward.
Looking ahead, the expansion of open data protocols, standardized reporting, and green chemistry innovations will help compounds like this reach their full potential. As more researchers seek out reliable, versatile tools, compounds built on well-understood scaffolds and transparent tracks of production will keep driving research and industrial development into new and unexpected places.