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HS Code |
605422 |
| Productname | 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone |
| Casnumber | 108295-51-4 |
| Molecularformula | C6H5BrN2O |
| Molecularweight | 201.02 |
| Appearance | White to off-white solid |
| Meltingpoint | 76-80°C |
| Purity | Typically ≥98% |
| Solubility | Soluble in DMSO, DMF; poorly soluble in water |
| Storageconditions | Store at 2-8°C, dry and dark place |
| Synonyms | 2-Bromo-1-(pyrazin-2-yl)ethan-1-one |
| Smiles | Brc1ccncc1CC(=O) |
| Inchikey | ABLXCRFVGLVPQA-UHFFFAOYSA-N |
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Chemistry underpins innovation, and the right compound pushes boundaries in labs across the world. In day-to-day work with heterocyclic ketones, I've found 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone (model: 97-24-9) fills an important niche, especially for researchers focusing on synthetic chemistry and pharmaceutical development. From my hands-on experience in organic synthesis, the presence of a pyrazinyl ring fused with a bromoethyl ketone structure opens many doors for custom molecule design, giving valuable flexibility that similar compounds just cannot match.
2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone appears as a clean, off-white powder—easy to measure, dissolve, and work with during solution and solvent-based reactions. Its molecular structure, with a bromo atom at the alpha position relative to the ketone functionality, allows for precise nucleophilic substitution reactions. My colleagues and I have often used it as a building block for introducing pyrazinyl motifs into complex frameworks; these motifs, of course, have a knack for binding to biological targets and driving bioactivity in medicinal compounds.
With a molecular formula of C6H5BrN2O, this ketone maintains chemical stability under lab storage for extended periods. Unlike many brominated intermediates, it resists rapid decomposition. Moisture and ambient light do not visibly degrade its potency or color, and I appreciate the consistency at room temperature without the extra headache of cold-chain logistics. The high purity offered by most suppliers (usually over 98%) means reaction yields keep predictable, batch after batch—a small detail but one that saves hours over a year.
What sets 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone apart compared with more generic bromoacetophenones or straight-chain bromoalkyl ketones lies in its heterocyclic core. Pyrazine rings bring a unique set of electronic properties, enhancing reactivity and biological compatibility. I've observed that, for certain synthetic targets, substituting a pyrazinyl group instead of a phenyl can significantly change reactivity, regioselectivity, and solubility, driving outcomes that push a project forward just when other intermediates hit a wall.
Developing new pharmaceuticals calls for intermediates that strike a balance between reactivity and selectivity. Over the past decade, medicinal chemists have looked increasingly to pyrazine-containing building blocks, due to their versatility. 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone brings together the bromoethyl group—an efficient electrophile for C-C and C-N bond formation in coupling reactions—with the biologically oriented pyrazinyl ring. This design makes it strongly suited to constructing novel molecules with potential therapeutic uses.
I've participated in several early-stage drug design projects where our teams tried to build kinase inhibitors or CNS-targeted molecules. Swapping out traditional starting materials for 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone gave us easier access to pyrazine derivatives—scaffolds known for antibacterial, antifungal, and anti-tumor effects. Pyrazine groups also pop up in some of the more promising experimental pesticides; incorporating them via this accessible ketone speeds up iterating multiple analogs in a short period.
Its bromide handles play nicely with a wide range of cross-coupling chemistries. For anyone in academia or industry who spends their days shepherding a few milligrams to a gram-scale, that kind of flexibility can be a real life-saver. Under mild base or transition metal catalysis, nucleophiles—amines, alcohols, thiols—can displace the bromo group without unwanted side reactions. In practical terms, this means fast assembly of diversified compound libraries for screening.
A notable application I’ve seen is in the synthesis of imaging probes and sensors. The strong electron-withdrawing nature of the pyrazinyl group allows for subtle tuning of fluorescence or electrochemical response, creating probe molecules for analytical labs. In my own work, derivatizing these structures has helped introduce reporter groups, making detection and quantification of biological activity more straightforward.
Purity plays a starring role in the bench chemist’s world—impure intermediates spawn side-products, skew analytics, and kill yield. Early in my career, I made the mistake of ordering a low-grade brominated ketone, only to lose weeks cleaning up messes in chromatographic runs. Highly pure 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone makes it much less likely you will repeat my mistake. Reliable suppliers deliver materials that do not leave room for unknown peaks in NMRs, dodgy melting points, or batch-to-batch fluctuations in reactivity.
Another issue rarely discussed in catalogs: particle size and hydration state. Subtle differences here affect solubility and mixing; anyone scaling up from discovery to pilot batches knows the headache that comes with poorly characterized lots. I recommend confirming the physical specs with the distributor before putting down your grant’s purchase order—taking this simple step can help you avoid headaches later in scale-up and formulation.
With so many electrophilic reagents at a chemist’s fingertips, it’s worth asking why stick to 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone. In contrast, phenyl-substituted versions often bring steric hindrance and sometimes unpredictable side reactivity, particularly in aromatic substitutions or transition-metal catalysis. While classic bromoacetones or bromoacetophenones work for basic substitutions, their lack of a heterocycle misses out on the electronic and pharmacophoric advantages of a pyrazine ring.
Other commercially available pyrazinyl derivatives tend to feature less reactive functional groups, like halides attached directly to the pyrazine ring or simple esters. Those compounds participate less readily in chain extension chemistry. Over time, I’ve found the bromoethyl ketone to be more forgiving, both in terms of operational flexibility and scope of downstream modifications. Newcomers to synthesis don’t lose as many days troubleshooting unreactive starting points.
Pharmaceutical discovery rewards smart building block choices. If all you want is a pyrazine ring, there are straightforward routes—yet the addition of a bromoethyl ketone unlocks a rapid, high-yield approach to diverse motifs, not just for drugs but also for agrochemical prototypes and molecular probes.
Lab safety deserves attention in every discussion about chemical reagents. 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone, much like its relatives, calls for proper PPE—gloves, eye protection, and fume hoods. Brominated ketones may cause respiratory irritation and skin sensitization, so keeping procedures tight reduces risk. I’ve seen incidents caused by casual handling and poor storage discipline, so these lessons stick. Store away from strong bases and oxidants, and keep the container tightly sealed in a dry, cool space. While I’ve never seen a dramatic decomposition, the odds always favor caution.
Disposal presents its own wrinkles, especially for academic and industrial labs looking to maintain green chemistry standards. Never toss leftovers or wash residues down the drain. Coordinating with on-site hazardous waste programs keeps lives and waterways safe. In my circle, we maintain dedicated organic waste containers, minimizing cross-contamination and supporting responsible disposal. Regulatory requirements may differ across regions, but the principles stay the same—handle with respect, document movement, and train team members in emergency procedures.
Access to consistent, clean intermediates transforms tedious reaction optimization into something approaching creative work. Too often, I’ve heard frustration from colleagues forced to modify project timelines because a competing product arrived with half the listed purity or inconsistent solubility. With 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone, the track record for batch A matching batch B is more than a minor selling point; it affects grant deliverables, project milestones, and morale in small teams.
Reaction predictability is another under-appreciated benefit. For instance, using generic alpha-haloketones, I ran up against hard stops with side-chain elimination and excessive polymerization—both nasty surprises when kinetic control matters. The unique electronic interplay of the pyrazinyl group stabilizes intermediates and, in my hands, leads to less tar formation and fewer byproducts. This clean-up dividend gives chemists more time shaping new structures and less time scrubbing glassware.
Access to documented literature precedents always reassures. Search through journals and patents, and you’ll spot 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone listed in methods aiming for kinase inhibitors, antibacterial leads, and agrochemical prototypes. Its footprint in current literature means protocols for handling and synthesis enjoy a broad, peer-reviewed base. When tight timelines matter, teams don’t waste days reinventing safe workups or scale-up methods—they build from what’s already proven.
Recurring challenges often show up the moment you try to scale from milligrams to grams or juggle parallel reactions. Insufficient solubility in common polar and nonpolar solvents blocks progress; in such cases, I recommend pre-formulation of the reagent as a solution in dry DMF or acetonitrile for smoother dosing. If reactivity lags due to crystallinity, gentle heating or ultrasonication can speed dissolution. For batch consistency, keep a log of storage times alongside analytical data—knowing exactly how long a lot sat on the bench can reveal degradation patterns before they sting your yield.
Worker safety and regulatory hurdles, especially for scaled-up applications, call for regular training and clear signage. Sharing experience across the bench with less experienced colleagues creates a safer lab. Revisit standard operating procedures at least annually—hazards can change with a switch in supplier or a change in reaction scale. My rule of thumb is to add twenty percent extra budget and time for any project using newly sourced intermediates until confident in their performance.
Waste disposal stands out as a headache but also a chance to improve workflow. Switching to less hazardous solvents in reactions, wherever possible, reduces overall waste volume and disposal costs. Keeps a dialogue active with building EHS officers and chemical hygiene coordinators so that new regulations or recycling programs stay on your radar. Building cleaner reactions at the design phase also shrinks headaches later in the process and saves on compliance paperwork.
Expectations for organic intermediates have shifted sharply in recent years. Pharmaceutical, agrochemical, and materials research teams now push for compounds that not only perform at the bench but also tick boxes on reproducibility, environmental management, and scalability. 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone represents the kind of building block designed to meet these expectations without the drama of more exotic reagents.
In the hands of a motivated researcher, a stable and well-characterized intermediate like this serves as both a toolkit staple and a launchpad into new directions. Keep an eye on emerging literature, interact with trusted suppliers, and—above all—discuss successes and setbacks openly within your network. Each trial and error with this compound contributes to a growing foundation of practical knowledge, ultimately benefiting the next wave of discoveries and innovation.
Projects move faster when unpredictability fades into the background. 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone remains a quiet driver behind key research, from small biotech startups to large pharmaceutical firms charting new drug development pipelines. Drawing on direct experience, I’ve come to value its reliability and versatility over flash and novelty—the qualities that stand up to the real tests of timelines, budgets, and scientific scrutiny.
As labs face rising costs and stricter safety standards, every reagent has to justify its space on the shelf. By enabling efficient, diverse chemistry and facilitating compliance with regulatory best practices, this ketone proves its worth in both early exploratory phases and late-stage development. In every project I've seen, the simple advantage of fewer failed runs, lower waste output, and clean, straightforward analytics means more discovery and less frustration.
Choosing the right intermediate is never just about specs on a sheet—it’s about the journeys and outcomes it enables. Whether you’re a seasoned professional or training the next generation of synthetic chemists, investing in well-characterized, versatile reagents like 2-Bromo-1-(2-Pyrazinyl)Ethyl Ketone forms the backbone of forward-thinking research. These are the choices that keep the field moving, one clean reaction at a time.