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HS Code |
527724 |
| Product Name | 2-Bromobenzoylacetonitrile |
| Cas Number | 24009-31-6 |
| Molecular Formula | C9H6BrNO |
| Molecular Weight | 224.06 g/mol |
| Appearance | White to light yellow solid |
| Melting Point | 92-96°C |
| Purity | Typically ≥98% |
| Solubility | Slightly soluble in water, soluble in organic solvents |
| Smiles | C1=CC=C(C(=C1)Br)C(=O)CC#N |
| Inchi | InChI=1S/C9H6BrNO/c10-8-4-2-1-3-7(8)9(12)5-6-11/h1-4H,5H2 |
| Synonyms | 2-Bromo-1-(cyanomethyl)benzene-1-one |
As an accredited 2-Bromobenzoylacetonitrile factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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The modern chemical laboratory thrives on precision and the dependability of reagents that do their job without fuss or drama. 2-Bromobenzoylacetonitrile steps into that role as a versatile, richly functionalized intermediate. Its chemical structure, with a bromine atom sitting at the ortho position of the benzene ring and a nitrile group coupled to the acyl side chain, gives it a distinct set of chemical behaviors many researchers and process chemists value. The structure supports reactivity in selective transformations, opening doors for both routine reactions and complex synthetic challenges.
2-Bromobenzoylacetonitrile usually appears as a white to off-white crystalline powder. Analytical reports from trusted laboratories often confirm purity levels reaching upwards of 98%. The molecular formula matches C9H6BrNO; more experienced hands can spot the unique chemical signature on NMR and IR spectra with little effort. The standard molecular weight tips the scales at about 224.06 g/mol—a manageable size for dosing in bench-scale experiments. On the shelf, it keeps well in sealed packaging, provided it stays away from direct sunlight, humidity, and open-air storage. From personal experience, even a few grams of a fresh batch last through months of regular lab work without showing any change in quality or handling.
Lab users—both industrial and academic—prefer to source 2-Bromobenzoylacetonitrile in high-purity forms, ensuring robust downstream yields and clean reaction profiles. Suppliers often offer certificates of analysis, confirming purity, residual solvent content, and the absence of key impurities. Such documentation helps support the trust that users build with their reagents, particularly in tightly regulated pharmaceutical and specialty chemical environments.
On my bench, 2-Bromobenzoylacetonitrile finds its way into several synthetic pathways. Its popularity comes from a few key properties: the bromine atom can act as a convenient handle for cross-coupling reactions, like Suzuki or Heck procedures, while the adjacent nitrile offers opportunities for further functionalization. Its modest molecular weight and crystalline nature simplify both weighing and transfer, reducing hassle during long working days.
Smart chemists see the benefit of this molecule in medicinal chemistry and materials science. The electron-withdrawing bromine and nitrile make aromatic substitutions easier under milder conditions compared to unsubstituted analogs. I’ve seen colleagues crank out libraries of heterocycles by leveraging the unique reactivity of this compound, finding hit molecules that translate into new development leads.
Anyone who’s spent time screening acylacetonitrile derivatives knows the quirks that different substituents bring. 2-Bromobenzoylacetonitrile distinguishes itself from its non-brominated cousin, benzoylacetonitrile, by bringing in the reactivity of the bromine atom. This facilitates easier introduction of diverse functional groups via palladium-catalyzed transformations—a critical advantage when building complexity on a scaffold in fewer steps.
As for para- or meta-bromo substituted isomers, the ortho-brominated variant brings about a different electronic landscape. In certain cyclizations and ring closures, the ortho position can encourage different regioselectivity patterns, sometimes opening up access to ring systems not easy to approach using other isomers. Chemists working on SAR explorations or natural product analogs often lean on the ortho substitution for just this reason.
Some researchers may consider chlorinated or fluorinated analogues, but bromine sits in a balanced spot between reactivity and manageability. Chloro-derivatives might be cheaper, but they usually demand harsher conditions for substitution, while fluoro-ones can behave unpredictably, especially under strong basic or reducing environments. Based on years of feedback from graduate students and process engineers, bromine’s role on the aromatic ring strikes the right compromise for most cross-coupling reactions.
A bottle of 2-Bromobenzoylacetonitrile earns its place in synthetic labs due to its track record. In practice, the compound takes part in the construction of pyridines, quinolines, and various fused ring systems—motifs that underpin many pharmaceutical agents, agrochemicals, and advanced materials. Its compatibility with bases, mild acids, and transition metal catalysts means chemists can tailor their routes with fewer unexpected detours.
I recall one project where rapid access to functionalized benzo-fused heterocycles threw up a roadblock due to a stubborn C-H activation. Bringing in the ortho-bromo substituent immediately made the palladium-catalyzed process more efficient, saving weeks on the timeline and cleaning up the product profile as well. That sort of problem-solving power builds loyalty toward such building blocks.
Users typically dissolve the powder in polar aprotic solvents—acetonitrile, DMF, or DMSO—depending on their needs. Because of its reasonable stability, stock solutions can last overnight or longer in tightly capped vials. The compound also tolerates brief exposure to mild bases such as K2CO3 or NaOAc, which is helpful when setting up sequential transformations or one-pot procedures. Routine handling with standard PPE—gloves, specs, and lab coats—suffices, and in my years in labs, no issues of unusual hazards have cropped up in daily use beyond what’s expected for active chemical intermediates.
Lab workflows depend on reproducibility and easy logistics. 2-Bromobenzoylacetonitrile offers both. Its shelf stability means users rarely toss degraded product—waste goes down not just from cost savings, but also due to lower environmental impact. I’ve seen fewer false starts in reaction optimization when using reliable lots from reputable vendors.
Digital integration plays a role too—searching for supplier documentation, safety data, and analytical reports has become easier over the years. Most major databases and inventory systems recognize 2-Bromobenzoylacetonitrile by its CAS Number (though that’s more for internal use than daily discussion among chemists). Labs streamline their inventory, ordering only what they need, with less stockpiling and waste.
The regulatory climate for synthetic intermediates tightens year by year, especially for those ending up as pharmaceutical precursors. As a chemical user, you learn to spot the hallmarks of reliable supply: batch-to-batch certificate consistency, transparent documentation, and responsive product support. 2-Bromobenzoylacetonitrile, in high-purity grades, continues to find favor for both its laboratory friendliness and its regulatory clarity. Having seen several audits myself, I know that possessing reliable paperwork and traceability makes everyone’s job easier.
Where contaminants or questionable purity creep in, reactions falter. In extreme cases, projects stall for weeks while teams hunt for the source of a failing yield. Clear documentation—spectral purity, heavy-metal screening, and solvent residue analysis—reduces these headaches. Most reputable suppliers offer PDF or digital access via QR codes directly linked to their online resources, allowing busy chemists to trace lot information within minutes.
2-Bromobenzoylacetonitrile continues to fuel discovery. For researchers in both academia and the chemical industry, having molecular tools that cut down on synthetic steps translates to quicker progress. Medicinal chemists in particular draw on this compound to introduce functional groups or join molecular fragments that would otherwise take much longer to assemble using less functionalized intermediates.
I’ve sat in meetings where teams debated whether to start with a cheaper but less reactive analog, hoping to save a bit of budget. More often than not, the bottlenecks from sluggish reactions or complex purifications swallow up any initial savings. Using a higher-quality reagent with a reactive handle like 2-Bromobenzoylacetonitrile frequently ends up supporting speedier project delivery and cleaner results, which impacts the bottom line far more than a difference in raw material costs.
Process development teams also lean on reliable intermediates like this one for scale-up experiments. During kilo lab runs, reproducibility can make or break a project, especially with tight regulatory filing timelines. Because the physical properties of 2-Bromobenzoylacetonitrile remain consistent across batches from reputable sources, teams can plan their scale what they learned at the bench without constant re-optimization.
Environmental impact sits front and center in today’s labs, both for routine research and process-scale work. 2-Bromobenzoylacetonitrile, by virtue of its high reactivity, supports greener chemistry by lowering energy and solvent requirements. Reactions run at lower temperatures, often producing cleaner product mixtures that need less intensive chromatography for isolation.
Green chemistry isn’t just about feel-good marketing. Reduced solvent use, lower waste load, and higher yields make life easier for everyone, from bench chemists to disposal teams. In my experience, a couple of grams of 2-Bromobenzoylacetonitrile, used with modern catalytic methods, consistently outperform alternative reagents regarding process cleanliness.
Beyond pharmaceuticals, I’ve observed interest growing in material science and fine chemicals. Researchers developing new organic semiconductors or molecular sensors want intermediates that offer flexibility for further modification. The presence of both nitrile and bromine groups on a single aromatic framework means more molecular design options, without a lot of extra synthetic overhead.
Academic labs teaching advanced synthesis incorporate 2-Bromobenzoylacetonitrile in student projects to demonstrate real-world applications of named reactions—often with a nod toward current pharmaceutical targets or natural product motifs. Because it behaves predictably in the hands of new chemists, the learning curve drops for more ambitious experiments, making the teaching process smoother and more engaging.
Field experience teaches that synthetic bottlenecks often come down to reactivity mismatches, side reactions, or difficulty purifying intermediates. 2-Bromobenzoylacetonitrile helps sidestep these roadblocks. For example, its crystalline nature means less trouble with oily or sticky residues—a common bugbear with more volatile analogs.
Where solubility in certain solvents limits reagent scope, switching to stronger polar solvents or introducing mild heating usually addresses the problem. Its robustness toward transition metal catalysis minimizes fail rates in coupling reactions, so teams can have more confidence when setting up parallel experiments or high-throughput screenings.
On the safety front, standard precautions—good ventilation, use of gloves and goggles—are all that’s required for smooth handling. Compared to more hazardous aryl bromides or nitrile-bearing reagents, 2-Bromobenzoylacetonitrile poses fewer unpredictabilities, a boon both for veteran researchers and newer hands on the bench.
From my own projects and feedback from collaborators, 2-Bromobenzoylacetonitrile offers clear advantages for scientists working under pressure. Taking shortcuts with dubious reagents leads to headaches down the line, whether it’s a failed scale-up or the inability to publish robust results. Having a reliable, high-purity source for this compound often means the difference between on-time delivery and costly delays.
Beyond the day-to-day, companies increasingly report customer audits that look not just at finished product, but also the pedigree of intermediates used in their synthesis. Choosing 2-Bromobenzoylacetonitrile from proven suppliers becomes a compliance decision as much as a technical one. It supports both innovation and the due diligence expectations from regulators and clients alike.
Some intermediates just blend into the background, but I’m convinced 2-Bromobenzoylacetonitrile deserves its moment in the spotlight. Across a decade of synthetic campaigns, both large and small, this compound has paved the way for breakthroughs simply because it lets teams focus on creative problem-solving instead of wrangling recalcitrant reagents.
Its unique constellation of features—bench stability, cross-coupling friendliness, and a predictable analytical profile—removes stress for chemists striving to balance speed, resource use, and regulatory trustworthiness. Given the constraints labs face, from compliance checklists to green chemistry goals, it pays to stick with reagents that deliver both reliability and flexibility.
Innovation keeps moving. As new synthetic routes emerge and demand grows for better, safer, and more sustainable chemicals, compounds like 2-Bromobenzoylacetonitrile will stay relevant. I watch with interest as suppliers tune their manufacturing and purification methods, pushing impurity levels down and offering new packaging suited to diverse lab environments.
Educators, researchers, and industrial chemists alike continue to find novel uses for this clever building block. As digital tracking, quality assurance, and environmental responsibility increase in scope, the role of trusted reagents with a proven record will only deepen.
Every chemist knows that the right building block at the right time speeds discovery and supports confidence in results. Whether gearing up for a new drug development sprint or exploring the next wave of organic materials, 2-Bromobenzoylacetonitrile delivers a blend of quality, reactivity, and convenience built on experience—not just abstraction. I count it as one of those rare intermediates that consistently makes research life easier and helps lift the standard for what reliable reagents should be.