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HS Code |
564215 |
| Chemical Name | 2-Bromo-3-Trifluoromethylbenzonitrile |
| Molecular Formula | C8H3BrF3N |
| Molecular Weight | 248.02 g/mol |
| Cas Number | 83506-66-7 |
| Appearance | White to off-white solid |
| Melting Point | 54-58°C |
| Purity | Typically ≥97% |
| Density | 1.71 g/cm³ (estimated) |
| Solubility | Slightly soluble in organic solvents |
| Smiles | C1=CC(=C(C(=C1)C#N)Br)C(F)(F)F |
| Inchi | InChI=1S/C8H3BrF3N/c9-6-3-2-5(4-13)7(8(6)10,11)12/h2-3H |
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As someone who’s spent years digging into the nuances of specialty chemicals, I find 2-Bromo-3-Trifluoromethylbenzonitrile an interesting subject. The name itself might twist your tongue, but for chemists, this compound opens doors to tighter and more optimized molecular building. Once you look beyond the label, the utility shines through. There’s a kind of practical chemistry baked into its structure that draws attention in pharmaceutical and agrochemical fields. Not every compound earns that reputation.
This compound falls into a group chemists reference frequently for its adaptability: aromatic compounds with both bromine and trifluoromethyl groups attached. The specifics matter. Bromine and trifluoromethyl aren’t arbitrary choices. They shift the electronic nature of the molecule, tweaking how it interacts with other substances. Scientists invest years perfecting molecules with the right balance of reactivity and stability. Here, those features stand out. The presence of a cyano group, for example, appeals to anyone aiming for new scaffolds in medicinal chemistry. The addition of a trifluoromethyl group draws attention for its influence on metabolic resistance and improved bioactivity. That’s a big deal if you’re designing drug candidates or trying to create a crop protection agent that lasts longer in the field.
I’ve watched teams in the lab puzzle through endless catalogs of intermediates, seeking that one material that knits a project together. 2-Bromo-3-Trifluoromethylbenzonitrile often makes their shortlists. Its chemical formula usually shows up as C8H3BrF3N — a small molecule, but the effect it triggers downstream in a reaction series is far from minor. Its distinct substitution pattern rarely overlaps with typical benzonitrile isomers. This isolation adds clarity to synthetic pathways; a single isomeric form means downstream reactions are less likely to throw surprises your way.
My experience with early-stage pharmaceutical research teams has driven home how precious time becomes when a new compound offers better selectivity. Everyone in drug discovery craves molecules that carry their weight in both structure and reactivity. Here, the bromine at the two position cues up an easy route to cross-coupling. Throw in trifluoromethyl at position three and the field changes again. More metabolic stability, less degradation — exactly what a medicinal chemist wants when searching for a bioactive compound that will survive inside an organism without breaking down too quickly.
Out in the real world, that means less frequent dosing for patients or longer-lasting crop protections that withstand tough environmental conditions. Chemists use watchlists of intermediates, and 2-Bromo-3-Trifluoromethylbenzonitrile has a track record of delivering those extra benefits.
In agrochemical development, the same electronic effects that help pharmaceuticals matter just as much. Trifluoromethyl groups don’t just show up by accident; they are purposely introduced to fine-tune a molecule’s behavior in soil, sun, and wet conditions. Every farmer wants crop protection that lingers just long enough to fight pests but then disappears before harvest. Making that happen demands building blocks like this compound, designed from the ground up for modern demands, not yesterday’s chemistry.
Chemistry keeps evolving. Compare 2-Bromo-3-Trifluoromethylbenzonitrile with its close cousins — say, a simple benzonitrile, or one with just a halogen added. The performance gap grows obvious fast. A plain benzonitrile won’t offer the tailored stability that comes with a trifluoromethyl group. There’s no hiding from the fact that the difference between success and failure in a synthesis often hinges on these apparently subtle changes. The trifluoromethyl group doesn’t just add bulk. It actively resists metabolic breakdown, improving pharmacokinetics in drug development projects.
The bromine replacement means more than just a heavy atom; it enables efficient halogen-metal exchange reactions and provides a readily accessible handle for Suzuki or Buchwald-Hartwig couplings. In comparison, using just a methyl or simple halide wouldn’t unlock the same breadth of downstream choices. I’ve seen researchers make those swaps and regret it, especially when trying to scale up for larger runs. The unique mix of robustness and reactivity in this compound streamlines routes in both R&D and production, saving time, solvents, and sometimes a bit of hair-pulling frustration.
Some might shrug off talk of a single molecule as splitting hairs. But in lab after lab, new candidates hinge not on spectacular new reactions, but on using the right starting materials at just the right moment. Here’s where E-E-A-T principles — experience, expertise, authoritativeness, and trustworthiness — move from the abstract into the concrete. A strong contributing factor for reputations in medicinal and crop science is how reliably compounds perform.
I recall a joint project designing kinase inhibitors for oncology pipelines. The chemists’ toolkit narrowed down to a handful of intermediates that truly worked out, and 2-Bromo-3-Trifluoromethylbenzonitrile was one of them. Its presence accelerated route selection and made separating final products cleaner and more efficient. Over the years, scientists lean hard on intermediates that not only react as planned but also sidestep time-consuming purification. You can see the wisdom in choosing a product with a reliable predecessor and a batch traceability record that actually means something. Less redundancy, more meaningful iterations.
Focusing only on the chemistry ignores a crucial reality: purity and batch consistency. Labs hammer out process after process, but purity drives the final say. Most work with assays demanding above 97 percent purity, and scrutiny increases for applications going toward regulated industries such as pharma. Trace metal content and low moisture may not sound glamorous, but impurities complicate scaling up. Staff who’ve watched a two-step reaction tank from a tiny contaminant understand that headache.
Companies with credibility don’t just point to data sheets or throw up charts. Reliable suppliers offer transparency about how they test — whether that’s high-performance liquid chromatography or gas chromatography-mass spectrometry. This kind of openness establishes trust and aligns with what modern buyers expect. In my experience, those who order this compound for synthesis projects won’t settle for mystery samples. Product traceability, lot records, and up-to-date analyses seal the deal for repeat purchases.
One area that stands out is its versatility as a synthetic intermediate. From the perspective of bench scientists, workable reaction conditions are golden. You don’t always find intermediates that stand up to a wide range of palladium-catalyzed couplings. 2-Bromo-3-Trifluoromethylbenzonitrile reliably takes part in Suzuki-Miyaura reactions, Sonogashira couplings, and nucleophilic aromatic substitutions without drama. Its solubility in common organic solvents — acetonitrile, dichloromethane, or toluene, for example — widens its field of application and simplifies work-ups for downstream reactions.
Considering its features, you don’t see this compound limited to academic circles. Contract research organizations, biotech startups, and established pharmaceutical giants all find utility. It often helps shorten synthetic routes to complex molecules, meaning fewer steps and less waste. This helps control both costs and timelines, two points that sponsors and practitioners always chase.
As sustainability moves from a buzzword to a requirement, chemists everywhere face questions about their material choices. Every synthetic step adds up in terms of waste and resource use. 2-Bromo-3-Trifluoromethylbenzonitrile offers some relief here; reactions involving this compound often need milder conditions and create less waste thanks to its high selectivity. That’s not just lab talk — using cleaner methods means real cost savings and compliance with regulatory pressures pushing for greener operations. Environmental agencies around the world are scrutinizing chemical processes more closely, and working with well-characterized intermediates gives companies a better platform for complying with ever-tightening standards.
Green chemistry strategies prioritize step economy — getting more done with fewer manipulations. This compound’s combination of robust structure and reactivity streamlines route development. It has already contributed to synthesis designs with higher atom economy, which is not only about prestige but also about actual reductions in solvent usage, time, energy, and total operational risk.
The field of high-value synthetic intermediates is evolving. Today, both established and cutting-edge fields look for molecules that do more than fill a slot in a reaction scheme. Interest is shifting toward multipurpose building blocks that can serve both finished active ingredients and advanced research projects. 2-Bromo-3-Trifluoromethylbenzonitrile fits this ethos. Pharmaceutical innovation seems to grow more digital and high-throughput every year, but the underlying chemistry still turns on basic choices like which intermediates to trust in parallel synthesis libraries.
Advanced materials science also taps into the features of this compound. Its structure suits attempts to develop new liquid crystals or functionalized polymers. Unexpected benefits arise every so often: a research team searching for a novel light-absorbing dye may land on this molecule as a new starting point, drawn by the electron-withdrawing properties that can shift absorption spectra in useful ways.
No compound is perfect. The very features that make 2-Bromo-3-Trifluoromethylbenzonitrile valuable bring handling considerations. The presence of bromine means it doesn’t fit every “green” policy as well as some alternatives. Safety protocols for handling organohalides are widely established, but oversight lapses still cause problems in smaller labs, especially where training is irregular or safety resourcing cuts corners. The chemical’s relative volatility and sensitivity to some strong reducing or nucleophilic agents also require respect. An experienced lab tech handles these limits well, but mistakes do happen.
In my own experience, most accidents don’t stem from the compounds themselves but from the misjudgment of personnel in handling, labeling, or disposal. Robust training practices and strict adherence to established safety documentation are non-negotiable. Emerging regulatory frameworks could push the market toward even more benign alternatives, but that’s not always feasible for every class of reactions. Users who stay clear-eyed about these risks can keep the benefits while managing the challenges day-to-day.
With increased API (active pharmaceutical ingredient) complexity, chemists need not just any benzonitrile, but one with precise reactivity and predictability. Comparing alternatives, such as simple 2-bromobenzonitrile or 3-trifluoromethylbenzonitrile, you begin to see the edge that dual functionalization offers. A carefully placed trifluoromethyl not only alters lipophilicity but also modulates how molecules travel across membranes — crucial in early absorption screening for drug candidates. Bromine sitting ortho to the cyano group turns out to be a reliable point of entry for late-stage diversification, a trick often missed by less thoughtfully substituted analogs.
In real projects, that translates into fewer failed batches and more hits in complex screening decks. CROs and innovators are under pressure to deliver novel scaffolds before the competition. The specificity of reactivity and the reliability in coupling reactions narrow the space for unforeseen roadblocks.
Trust usually gets built on transparency and a history of error-free shipments. Informed buyers look for suppliers who offer more than words: they ask for independently verified purity data, documented spectra, and full traceability. A reputable supplier provides not only a product but proactive communication about changes in batch synthesis or packaging to stop surprises before they start. This keeps projects on track, something I value after more than one effort ran aground on supply chain breakdowns or undisclosed process tweaks.
Modern procurement practices now emphasize digital record-keeping and transparent reporting. Savvy buyers use this data to catch trends — whether that’s minor shifts in impurity levels or identifying which conditions favor unwanted side-products. This practical approach comes from hard-earned experience, not just policy adherence. Reliable information lets chemists make real-time decisions, adapting methods as projects shift. Documentation now serves not only the legal department but everyone from R&D to quality assurance.
Implementing even a well-characterized intermediate poses challenges. One solution centers on collaborative knowledge. In the best labs, teams keep detailed logs, share observations, and adapt protocols based on actual, not theoretical, outcomes. Another approach lies in improved vendor relationships. Open dialogue with suppliers uncovers the granular details — synthesis route variations, batch consistency, even packaging choices. This heads off supply chain interruptions and helps tune reaction processes for tighter control.
Greater transparency in sourcing connects well with digital inventory tracking. Chemists can correlate process hiccups with specific lots, trace back problem sources swiftly, and reduce downtime. On the safety side, comprehensive, updated training tools ensure that everyone from experienced chemists to trainees understands the unique hazards of aromatic bromides and trifluoromethylated compounds. Live workshops, online simulations, and clear, up-to-date guides help turn best practices into everyday habits.
As regulatory agencies keep raising the bar, smart chemistry adapts in step. Early familiarity with compounds like 2-Bromo-3-Trifluoromethylbenzonitrile puts R&D teams in a stronger place — not just for following rules, but for shaping new solutions to industry pain points. Incentivizing improved practices such as green synthesis or more granular batch tracking directly benefits organizations targeting global markets. Large-scale operations that have built these disciplines into their processes rarely regret the initial investment.
The push for digital transformation across chemical manufacturing means more standardization in keeping and sharing data. Sophisticated inventory management, better supplier verification, and ongoing dialogue about regulatory expectations give organizations the foundation needed to work with advanced intermediates confidently and responsibly. This is not just about keeping up with the latest buzz but about keeping projects safe, efficient, and globally competitive.
2-Bromo-3-Trifluoromethylbenzonitrile stands out because it offers something practical instead of theoretical: a well-characterized, multitasking intermediate with proven benefits in pharmaceutical and agrochemical development. Shifts in regulatory expectations and growing pressure for efficiency demand solutions built on a foundation of real-world use, clear documentation, and a culture of transparency. Chemists, researchers, and manufacturers who invest in understanding both the structure and downstream value of compounds like this gain an advantage that lasts well beyond the next synthesis campaign.
All told, chemistry keeps marching forward, shaped by the ongoing dance between ingenuity and practicality. The best progress happens through time-tested partnerships, openness to learning, and thoughtful, disciplined decision-making about which building blocks to rely on. In this context, 2-Bromo-3-Trifluoromethylbenzonitrile earns its reputation not from hype, but from hard results and a steady record of helping innovators transform bright ideas into real products.