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4-Bromoisoindolin-1-One has grown into a trusted intermediate among organic chemists who care about making their projects run smoothly. Based on C8H6BrNO, this molecule shows up most in the hands of synthetic chemists and those building out their own pharmaceutical or agrochemical research. I remember the first time cracking a bottle open in an academic lab with its fine, off-white crystalline structure pouring cleanly—no visible clumping or loss of purity for months when sealed and stored away from strong light. The working purity generally sits at 97% or higher, which absolutely matters when designing multi-step synthesis routes. The carbonyl group on the lactam ring right next to the bromine atom creates a very inviting platform for Suzuki coupling or nucleophilic substitution. In fact, researchers chasing new heterocyclic scaffolds or imaging agents consistently tell me that they can’t get by with substitutes that break down when heated or introduce unwanted isomers.
4-Bromoisoindolin-1-One (CAS 110519-12-7) typically brings a reliable melting point range around 172–176°C, often a little overkill for simple benzylic structures, but here it means you can run moderate heating profiles during reactions without worrying about immediate decomposition. The molecular weight, right at 212.05 g/mol, makes it manageable for accurate weighing on standard lab balances. Unlike more volatile brominated aromatics, I haven’t dealt with obnoxious fumes or unusual skin irritation from brief contact, though the usual gloves and goggles still make sense. In my personal experience, the powder packs densely but doesn’t cement together, so sampling stays consistent even several months after opening.
Many organic chemists pick this compound specifically because it doesn’t bring along persistent odors or low-level contamination that show up in certain para-substituted counterparts. Because the amino lactam ring is fused to the benzene core, hydrolysis or accidental ring opening rarely becomes a problem under normal laboratory conditions. I once watched a colleague try to substitute with 4-bromophthalimide, hoping to get cheaper access to a similar scaffold, and found out the hard way that unwanted side-products left him frustrated and behind schedule. There is a real sense that a slightly higher up-front price pays off by lowering downstream purification headaches and repeat reactions.
In the hands of a competent synthetic chemist, 4-Bromoisoindolin-1-One functions more like a versatile toolkit than just another flask-ready solid. During scale-up, I noticed yields staying remarkably steady across batch sizes—an important point if you ever plan to take your process out of the teaching lab and onto the pilot line. Those working in drug discovery often select this intermediate to build out spiro-lactam frameworks, small molecule libraries, and even as a precursor to photoreactive dyes. The bromo substitution at the 4-position enables clean palladium-catalyzed cross-coupling, letting scientists introduce everything from simple aryl groups to more exotic boronic acid derivatives in just a few steps, easing the design of analogs and SAR exploration.
Big pharma teams looking to diversify candidate pools lean heavily on scaffolds like these because they lower the risk of unexpected synthetic failures downstream. While more exotic halogenated isoindolinones may look interesting on paper, I haven’t seen them hold up during the rigors of real-world synthesis: either their purity slips, or they react unpredictably with common reagents used for downstream alkylations or amidations. If reproducibility inside your NMR tubes or microplate scale-up matters, few alternatives compete with the reliable performance of this compound.
Anyone serious about scanning broad chemical space for lead optimization needs intermediates that work reliably at twenty or one hundred samples at a time. I’ve spent time helping colleagues in biotech companies set up high-throughput pipelines, and the compounds that rarely clog tips, leach color, or produce stubborn impurities consistently win out. 4-Bromoisoindolin-1-One fits that bill.
Where some halogenated heterocycles degrade or give trace amounts of colored byproducts during plate storage, this compound behaves. Side-by-side runs with 4-bromophthalimide or similar aromatic bromides typically reveal fewer tars and less material stuck to tips or wells. The absence of problematic alkyl impurities translates directly to time saved on HPLC and less solvent use. Researchers trust it for that consistency, and in an industry where a single outlier plate can cost days of reruns, that matters more than theoretical reactivity.
Many pharmaceutical teams and materials science innovators recognize the practical value that comes from using 4-Bromoisoindolin-1-One. From my time consulting on polymer design and drug development, I’ve seen this molecule adopted for everything from anticonvulsant candidates to novel optoelectronic switches. The compound’s rigid ring-and-bromide organization sits at a sweet spot to explore both aromatic substitutions and nitrogen-based cyclizations.
Pharma discovery groups, in particular, rely on the robust C–Br bond for controlled functionalization; it’s strong enough for storage yet not so strong that cross-couplings require harsh conditions. This subtlety means formulating safer reaction protocols. The direct access to key analogues—by Suzuki, Heck, or Buchwald-Hartwig methods—simplifies the medicinal chemist’s workflow and puts them ahead of deadlines. When compared to the less predictable behavior of other bromo or chloro-groups in similar ring systems, 4-Bromoisoindolin-1-One holds its own by streamlining characterization and minimizing off-path chemistry.
At first glance, the differences between this product and others like 5-bromoisoindolin-1-one or 4-bromophthalimide may seem minor—a matter of atom placement or price. But practical hands quickly realize those tiny molecular distinctions lead to major shifts in outcome. The position of bromine on the isoindolinone ring system influences how the molecule accepts nucleophilic attack or supports transition metal coordination.
From personal troubleshooting experience, attempts to swap in 5-bromo analogues have usually led to slower reaction rates or product mixtures that took extra days to purify. With phthalimides, ring cleavage and rearrangement issues rear up when pushed even gently. Sourcing unambiguous 4-position substitution not only streamlines SAR investigations but also sidesteps the need for labor-intensive flash chromatography or tricky crystallizations.
This compound’s purity and stability edge it above alternatives. Long-term bench handling, including repeated weighing and exposure to ambient air, does not quickly degrade sample quality. Other brominated building blocks, including those with ortho or meta substitution patterns, frequently fail to meet consistency standards needed for regulatory filings or scale-up. If your end goal is a reproducible path from milligram-bench discovery to preclinical kilogram runs, this intermediate serves as a common-sense choice.
Synthetic chemists and process development professionals turn to 4-Bromoisoindolin-1-One for a wide spectrum of tried-and-true transformations. Standard procedures include palladium-catalyzed cross-coupling, often using simple ligands and bases, producing high yields of N-substituted or arylated products. In my own work, the predictable reactivity saves time hunting for purification tweaks or drying cycles, especially when chasing tightly matched analytical data.
Another advantage comes during nucleophilic substitution or aromatic amination. Thanks to the compound’s asymmetry, target molecules emerge cleaner with fewer regioisomers. Many colleagues mention running gram-scale syntheses for intermediate libraries, then isolating products with simple column runs or even crude precipitation. Less time worrying over product purity translates straight into more time for interpretation and design instead of troubleshooting unexplained peaks.
For process chemists assigned to prepare custom intermediates for biological screens, access to a single, high-performing brominated isoindolinone means less batch-to-batch variation and cleaner transformations. Notably, even as scale increases from milligram to multigram, loss during isolation remains minimal compared to some ortho-bromo or chloro alternatives.
One of the biggest headaches in exploratory synthesis comes from intermediates that act unpredictably. I’ve seen projects stutter just because a chosen reagent picked up moisture in transit or decomposed during storage. Here, 4-Bromoisoindolin-1-One’s robust crystalline character and low tendency to absorb water matter more than they get credit for. Chemists who receive it can rely on what’s written on the label matching what’s in their flask, batch after batch.
Many PhD students—and those working at the interface between academia and industry—prefer this compound when reaction timelines are tight and protocols need to stick close to published literature. They get fewer surprises, higher purity, and less frequent need for reoptimization. If my memory serves, I’ve set up dozens of parallel reactions using this molecule as a core building block and noted that the melting range rarely shifts, even after repeated exposure to ambient conditions.
Unlike unstable or poorly characterized brominated aromatics, the lot-to-lot consistency stands out. Fewer unknowns mean undergraduate interns and experienced researchers can both rely on reproducible outcomes, which reduces project risk.
4-Bromoisoindolin-1-One often steps up as the core reagent in the synthesis of small molecule pharmaceuticals, especially anticonvulsants, oncology leads, or enzyme inhibitors. Its controlled halogenation renders it suitable for structure-activity relationship studies, where every substitution pattern counts. Having supported teams preparing test compounds for enzyme panels, I’ve seen firsthand how reliable batch performance means more time spent running assays and less time scrambling for clean-up strategies.
Materials chemists have also found it ideal for crafting monomers and oligomers tuned for optical and electronic applications. The rigid core structure creates defined packing in organic semiconductors, while bromine’s reactivity allows coupling onto flexible side arms or linker groups without introducing instability. Back when I collaborated on sensor development, these materials showed better signal reproducibility and less drift than those built on cheaper, less pure aromatic starting blocks.
Analytical reliability matters to any lab that wants to publish clean, unambiguous data. 4-Bromoisoindolin-1-One produces sharp NMR spectra, with its aromatic and aliphatic protons well separated and easy to assign, even for newer students. Baseline-resolved HPLC peaks (using standard C18 columns) and strong, stable UV absorbance let chemists rapidly perform purity checks.
Other compounds in the isoindolinone family, especially those with more than one halogen atom, often yield overlapping NMR signals and complex chromatograms, complicating data analysis. Having personally run month-long screening campaigns, I’ve appreciated how much cleaner results emerge using this compound as a consistent control.
Mass spectrometric fingerprinting also works cleanly, thanks to a single bromine atom yielding predictable isotopic signatures. This assists in cross-checking with LC/MS or GC/MS, keeping the analytical workload light even as reaction complexity grows across a series of syntheses.
A recurring challenge for research and manufacturing teams has been securing trusted supply chains for niche brominated intermediates. I’ve watched colleagues worry as shipments went missing or substitution patterns crept in, threatening months of cumulative work. Sourcing 4-Bromoisoindolin-1-One from reputable vendors who provide clear batch analysis, certificate of analysis documents, and physical samples for testing substantially reduces risk. Suppliers that offer transparent, timely updates about origin and storage practices tend to keep their buyers loyal over years instead of months.
On the synthesis front, those aiming to bring costs down or ramp up efficiency focus on mild conditions—a nod to green chemistry trends. Streamlined routes, sacrificing neither purity nor yield, offer clear wins for both academic groups and industrial teams. The prevalence of patent literature and peer-reviewed methods means most labs benefit from years of accumulated know-how, further reducing surprises.
Process chemists aiming for larger scale-up should tightly monitor solvent use and employ robust quenching and extraction steps to keep byproducts at bay. Experience suggests that prepping purification steps—such as flash chromatography media or preparative HPLC collection—before scaling saves hours or days of costly downtime when plans inevitably shift.
The push toward ever more efficient and scalable research means standing on the shoulders of chemical building blocks that live up to their promise. Using 4-Bromoisoindolin-1-One, I have observed less time spent troubleshooting unpredictable behavior and more time focused on pushing the boundaries of organic synthesis. Cost-conscious teams see returns on initial investment as reduced re-work, fewer waste runs, and more confident transfers of methods across teams or departments.
Those searching for alternatives recognize the difference only after experiencing the simplicity and straightforward performance that comes from this compound’s proven track record. While hype around novel analogues never seems to die down, data from laboratory and pilot-scale applications make a strong case for sticking with intermediates that offer both structural integrity and operational convenience.
Chemists who view 4-Bromoisoindolin-1-One as a staple for building out complex molecules often share stories of successful new drug candidates, reliable scale-up campaigns, and less stressful analytical campaigns. The compound’s resilience during storage, ease of handling, and predictable participation in key coupling and cyclization reactions have made it a favorite in most forward-looking research environments. Competitors in the brominated isoindolinone class look similar on paper, but over time, the fine differences in reactivity, product purity, and reproducibility have made strong believers out of even the most skeptical process teams.
Selecting such a reliable component keeps projects on schedule and researchers focused on what matters—delivering insights, innovations, and solutions at the bench and beyond.
