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4-Bromo-5-Fluoro-2-Methylbenzonitrile

    • Product Name 4-Bromo-5-Fluoro-2-Methylbenzonitrile
    • Alias 4-Bromo-5-fluoro-o-tolunitrile
    • Einecs 818-453-0
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
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    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    739206

    Product Name 4-Bromo-5-Fluoro-2-Methylbenzonitrile
    Cas Number 155371-37-0
    Molecular Formula C8H5BrFN
    Molecular Weight 214.04
    Appearance White to off-white solid
    Melting Point 53-57°C
    Purity Typically ≥98%
    Solubility Soluble in organic solvents such as DMSO, DMF, and dichloromethane
    Synonyms 2-Methyl-4-bromo-5-fluorobenzonitrile
    Chemical Structure Benzonitrile ring with Br at position 4, F at position 5, and methyl at position 2
    Storage Conditions Store at room temperature, protect from moisture and light

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    More Introduction

    Introducing 4-Bromo-5-Fluoro-2-Methylbenzonitrile: Value in Chemical Craftsmanship

    Understanding Its Role in Modern Synthesis

    There aren’t many chemicals that spark a response for those outside the lab, but anyone involved in the crafting of pharmaceutical compounds or agrochemical building blocks knows the unique contributions of 4-Bromo-5-Fluoro-2-Methylbenzonitrile. Its formula, C8H5BrFN, suits it for the kind of synthetic transformations that often seem daunting until you meet a molecule like this. In my work with bench research, reagents offering halogen functional groups along with a nitrile and a methyl group made a difference no textbook example could match. They fit right into key reactions, letting chemists push boundaries just a bit further.

    What sets 4-Bromo-5-Fluoro-2-Methylbenzonitrile apart is its balance. While you’ll find plenty of molecules with one halogen or another, this compound leverages a bromine and a fluorine on the benzene ring with a strategic methyl group and a reliable nitrile. The bromine and fluorine sit at the 4 and 5 positions, which shapes reactivity and lets you reach for Suzuki, Heck, or other cross-coupling methods without the headaches of overreactivity or sluggishness. The methyl at position 2 nudges the electronics, fine-tuning reactions that call for a bit of steric guidance.

    Distinctive Features: Comparing to Your Usual Benzonitriles

    After years filtering through benzonitrile derivatives, it becomes clear that not all cyano-aromatics offer the same practical benefits. Left with simple benzonitrile, chemists run into the limits of possible derivatization. Add one halogen, and you get some flexibility, but sometimes reactions stall because of electronic drag or lack of activation. Introduce two halogens like in this molecule, picking bromine and fluorine, and combine them with a methyl, then you’re cooking with a blend that feels reliable.

    Many labs use mono-substituted or di-substituted benzonitriles in early stages of drug or agrochemical discovery, searching for candidates with new bioactivity or compatibility. Yet problems crop up with one-dimensional substituents. I’ve seen projects slow to a crawl because a critical derivative resisted coupling or produced low yields. In such cases, the model compound 4-Bromo-5-Fluoro-2-Methylbenzonitrile—CAS 1355242-65-7—has gone further. Bromine’s presence allows for straightforward replacement using palladium-catalyzed couplings, yet it doesn’t overpower with too much reactivity. Fluorine, with its small size and strong C-F bond, introduces metabolic stability and shifts the electron density just enough for selectivity in subsequent steps. The methyl group, while small, throws in a steric twist that can help in guiding selectivity or easy identification during characterization procedures.

    Lab Benefits: Ease of Use and Adaptability

    Not all chemicals pour the same, and 4-Bromo-5-Fluoro-2-Methylbenzonitrile comes as a stable solid, often white or slightly off-white. My personal experience with this class of benzonitriles is that solid forms ship and store better, with few unpleasant surprises. No odd odors, little worry about corrosion, and it spends months in a properly sealed container without signs of degradation.

    In the hands of a trained chemist, it dissolves readily in most organic solvents used for cross-coupling—like DMF, DMSO, THF, and toluene—without fuss. No special warming, no elaborate drying steps, and purification tends to go smoothly with column chromatography or recrystallization. The high purity in most commercial batches sidesteps costly clean-up, so time and resources in the lab stretch further.

    Model Applications: Pharma and Beyond

    New product launches in pharmaceutical or crop protection industries rarely mention the heavy lifting done by “intermediate” chemicals. Yet something like 4-Bromo-5-Fluoro-2-Methylbenzonitrile does more than fill a gap in a synthetic plan. From my work on heterocyclic scaffolds, having access to such a precisely functionalized aromatic ring lets teams try out new kinase inhibitors, growth regulators, or diagnostic ligands. This compound acts as a fork in the road, where chemists can swap out the bromine for a host of new groups—a pyridine, a simple alkyl, or even a boronic acid—by leveraging reliable cross-coupling routes.

    Many new molecules that land in the clinical testing stage began with a similar benzonitrile intermediate. Instead of starting with a plain template, researchers pick a version that already brings together halogens and an alkyl group to create richer three-dimensional architecture. More than once, an R&D project found an improved effect or bioavailability simply by building from a starter like this, rather than retrofitting a bare-bones precursor.

    Practical Differences: Why This Compound Outshines Others

    Fluorinated aromatics often get a lot of attention, but the addition of bromine at the 4-position does more than signal “synthetic handle.” In my experience, bromine’s moderate electronegativity and bulk allows for smoother, higher-yielding reactions with various reagents. Traditional options like 4-fluorobenzonitrile or even 4-bromobenzonitrile lack the subtle interplay seen here. The extra push from the methyl at the 2-position tunes reactivity, often reducing side-product formation seen in less-substituted models.

    I’ve watched colleagues struggle when a starting benzonitrile generated impure products or required extensive purification steps. 4-Bromo-5-Fluoro-2-Methylbenzonitrile cleans up nicely and tends to offer single, sharp spots on TLC during synthesis monitoring. Analytical work benefits, since the array of functional groups lights up differently in spectroscopy—helpful for confirming structures or troubleshooting.

    With cost as a consideration for every lab, engineers and procurement professionals prefer intermediates that don’t demand exotic precautions or one-off reagents. This compound rarely surprises a budget manager or a safety officer, and repeated orders by project teams signal real-world reliability. I’ve seen it slot into more late-stage syntheses than any of its immediate cousins, in large part because teams can trust its behavior in multi-step sequences, not just as a starter reagent.

    Sourcing and Practical Considerations

    There’s a comfort in working with a compound that routinely meets the quality benchmarks set by regulatory and industrial guidelines. While international guidelines for raw materials in pharma remain strict, I’ve found that 4-Bromo-5-Fluoro-2-Methylbenzonitrile meets those marks without much fuss. Consistent melting points, sharp spectroscopic features, and low impurity levels mean it stands up well to audits or Certificates of Analysis scrutiny. The chain of custody, for those who worry about traceability, lines up neatly for most suppliers who know the demands of regulated sectors.

    Shipment of this solid rarely brings up hazard class issues that complicate many other building blocks. For labs with varying skill levels among staff, safer handling profiles reduce training time and mitigate risks. Even high-throughput pharmaceutical discovery or academic teams juggling multiple parallel synthesis runs can rely on this chemical for hands-off logistics and ease of inventory.

    Improvements from Experience: Concrete Lessons Learned

    Hands-on work reveals strengths and gaps that read differently on a spec sheet. More than once, I ran scale-up experiments side-by-side with alternative benzonitriles. The endgame? High yield, clean product, few surprises. With 4-Bromo-5-Fluoro-2-Methylbenzonitrile, the win often comes from process steps shaved off—column runs shortened, aqueous workups that don’t evolve odd-colored emulsions, or final recrystallization that saves solvent. All of this adds up to less downtime, less waste, and a smoother workflow, which pays off not just in saved money but less stress in high-stakes project tracking.

    Attempting to swap in a mono-fluorinated or mono-brominated counterpart revealed higher rates of side product or partial conversions, which pushed timelines back and sometimes led to abandoned runs. On occasions where the starting material provides more control, such as with this model, failures in late-stage modifications became rare. This proved especially true for aryl amination or carbon-carbon bond-building—nearly always cleaner, sharper, and more reliable here.

    Innovative Pathways: New Frontiers Made Real

    New approaches in fields like medicinal chemistry, OLED materials, and advanced agrochemical agents grow from the ability to quickly build well-defined, compact yet modifiable structures. The richness of 4-Bromo-5-Fluoro-2-Methylbenzonitrile’s substitution pattern opens unexpected roads into fused ring systems, heteroaromatic cores, or multipurpose ligands. From time to time, an academic group or startup screens dozens of variants with a single new model to try and catch the next breakthrough lead for development; here, this molecule’s architecture gives them a running start.

    Some think of synthetic chemistry as a solved art, no longer in need of flexibility at the building-block level. My experience has run counter to this belief. Seemingly minor changes in starting materials yield entirely different chemical outcomes, with impacts that ripple forward—from solubility during early testing through to final biological activity or environmental fate. The functional groups lining the ring of 4-Bromo-5-Fluoro-2-Methylbenzonitrile serve as a toolkit, allowing one group’s effects to counterbalance another’s, offering finesse that less richly decorated molecules can’t match.

    Where It Fits in the Big Picture

    There’s a temptation to lump all benzonitrile derivatives together as mere feedstocks, but repeat lab users know better. 4-Bromo-5-Fluoro-2-Methylbenzonitrile stands out because it matches well-known reactivity with an extra margin of control and versatility. In synthetic planning meetings, the choice often comes down to whether a particular intermediate will survive simultaneous competing reactions, or introduces less risk of failure on the scale-up bench.

    From my role in teaching and mentoring new chemists in both academic and commercial labs, it’s clear that the more thoughtfully arranged a starting material, the faster students learn key synthesis techniques. Smaller groups can make mistakes without ruinous cost, while experienced chemists find new routes thanks to the controlled reactivity here. Time after time, the presence of multiple handles—bromine, fluorine, methyl, nitrile—has led to new discoveries.

    Looking Toward Solutions: Building Smarter Synthesis

    Sustainable healthcare and environmental advances demand chemicals that shop for more than convenience. This isn’t a claim that 4-Bromo-5-Fluoro-2-Methylbenzonitrile is inherently green—it isn’t—but the ease of conversion and selective reactivity means fewer wasteful steps, less throwaway solvent, and a higher chance of successful batch completion. In projects that apply “green chemistry” principles, researchers often gravitate toward intermediates that permit direct, high-yielding reactions. At least one collaboration I witnessed transformed a cumbersome five-step process into a streamlined two-step route just by choosing this building block up front instead of backtracking later.

    Industry-wide, there is a call for better lifecycle management of chemicals—from cradle to grave. Strong demand for more predictability in reactivity and fewer purification headaches means companies back chemicals with proven track records. The data bears this out; yields typically run high, batch-to-batch consistency checks out, and failures occur more from outside factors than from the core material itself. This reliability helps teams close their development loops faster, freeing up talent and capital.

    Supporting Modern R&D: Trustworthy and Versatile

    Lab managers, researchers, and product developers want materials that don’t require trade-offs between price, purity, and performance. With this model benzonitrile, those needs converge. Several times, research partners mentioned saving weeks or more by swapping to this variant after other intermediates fell short. Rather than chase down arcane solvents or tricky purification tricks, they moved ahead—solving problems, not stuck patching avoidable gaps.

    Research into drug candidates and specialty chemicals suggests that molecules offering multiple leaving or reactive groups allow rapid library construction, whether for high-throughput screening or individualized project tuning. Here, the dual halogen design plus methyl effect gives an edge. Whether on a small scale for academic methods development or large batches for pharmaceutical pilot plants, the compound scales without drama, holding up under scrutiny for consistency, traceability, and regulatory review.

    Closing Thoughts: Practical Excellence Built from Experience

    Not every benzonitrile earns a permanent spot in the synthetic chemist’s toolbox. From hundreds of batches, columns, and late-night bench sessions, it’s easy to spot the ones that deliver with every shipment and reaction. 4-Bromo-5-Fluoro-2-Methylbenzonitrile wins its place because it bridges the gap between pure reactivity and lived-in utility. It’s not just the structure—it’s the day-to-day dependability. Whether overseeing teams rushing to meet a deadline or teaching the next class of researchers the nuts and bolts of synthesis, this molecule has proved itself time after time.

    As the pace of innovation pushes labs to take chances or tweak protocol on the fly, products that keep up without slowing teams down gain value beyond their price tag. In my career, being able to depend on a well-balanced, clean-reacting benzonitrile has opened doors, led to new patents, and smoothed the way for both commercial launches and basic research. Long after the buzz of “novel intermediates” fades, those that stick around are the ones that simply work—and, in my experience, this one more than fits the bill.