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3-Bromo-2-Fluoroacetophenone

    • Product Name 3-Bromo-2-Fluoroacetophenone
    • Einecs 841-783-4
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    199852

    Product Name 3-Bromo-2-Fluoroacetophenone
    Cas Number 54726-44-4
    Molecular Formula C8H6BrFO
    Molecular Weight 217.04 g/mol
    Appearance White to off-white solid
    Melting Point 46-49°C
    Purity Typically ≥98%
    Smiles CC(=O)C1=C(C=CC=C1Br)F
    Inchi InChI=1S/C8H6BrFO/c1-5(11)6-7(9)3-2-4-8(6)10/h2-4H,1H3
    Solubility Soluble in organic solvents

    As an accredited 3-Bromo-2-Fluoroacetophenone factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 3-Bromo-2-Fluoroacetophenone

    Applications of 3-Bromo-2-Fluoroacetophenone in Industrial Manufacturing

    3-Bromo-2-Fluoroacetophenone serves as an essential halogenated building block for advanced intermediate synthesis in several industrial sectors. As the direct manufacturer, we supply this compound to select downstream partners who incorporate it into regulated production lines for pharmaceutical intermediates, crop protection actives, specialty flavor ingredients, and high-performance materials. Each downstream use adheres strictly to compliance, formulation, and quality documentation standards demanded by its specific industry.

    1. Pharmaceutical Intermediate Synthesis

    Major pharmaceutical API producers use this compound as a key intermediate for producing targeted kinase inhibitors and other fluorinated heterocycles. Its halogen-substituted acetophenone backbone offers ready reactivity for transformation via acylation or nucleophilic substitution during stagewise synthesis of clinical candidates, especially those where the presence of both bromine and fluorine enables precise scaffold diversification for regulatory submissions and impurity profiling.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) monograph requirements for intermediates (where specified)
    • US FDA 21 CFR Part 211 for process controls and change documentation
    • ISO 9001:2015 quality management system for traceability

    Typical usage ratio

    • Ranges from 0.75 to 1.10 molar equivalents per target intermediate, adjusted for yield loss in coupling/condensation steps based on analytical QC data

    Downstream process integration

    • Introduced during Stage II or III intermediate building blocks
    • Fed into pilot-scale or GMP commercial batch reactors following pre-purification and dry-loading
    • Monitored through HPLC-UV and NMR until conversion completion, then fully consumed or quenched before downstream hydrolysis or protection/deprotection

    Final product types

    • Clinical-phase kinase inhibitors
    • Fluorinated benzamide derivatives
    • Targeted small-molecule anti-oncology or anti-inflammatory agents
    • Registered pharmaceutical intermediates (classified under DMF Type II for regulated filings)

    2. Agrochemical Active Ingredient Synthesis

    Chemical manufacturers utilize this compound during the synthesis of fluorinated benzoyl-based pre-herbicide intermediates and select pesticide scaffolds. The molecular structure enables regio-selective introduction of bromo and fluoro substituents, supporting further transformation steps such as alkylation, Suzuki coupling, and subsequent functionalization required for patent-protected crop protection molecules.

    Industry compliance standards

    • FAO and WHO Specifications for Plant Protection Products
    • US EPA Pesticide Registration guidelines (40 CFR Parts 150–189)
    • ISO 17025:2017 standard for analytical laboratories supporting impurity testing
    • REACH (EC) No 1907/2006 for substance and intermediate registration in the EU

    Typical usage ratio

    • 0.6 to 1.3 molar ratio, adjusted for downstream conversion efficiency and waste minimization in continuous flow synthesis

    Downstream process integration

    • Charged as the aromatic halogenated ketone during condensation or cross-coupling operations
    • Processed via batch or microreactor set-ups at 70–90°C under inert atmosphere
    • Purified by in-line extraction or distillation prior to final condensation to active ingredient

    Final product types

    • Pre-emergent herbicide intermediates (e.g., fluorinated benzoyl chlorides)
    • Nitrile-substituted crop protection candidates
    • Specialized insecticidal actives
    • Registered technical-grade agrochemical intermediates

    3. Fragrance and Aroma Chemistry

    Specialty ingredient firms incorporate this raw material for synthesizing fluorinated and bromo-containing aromatic compounds used as perfumery intermediates. Its unique substitution pattern is valued for enabling controlled halogenation in side-chain modified ketones, which act as functional components in fine fragrances and complex aroma development for consumer and industrial scent formulations.

    Industry compliance standards

    • International Fragrance Association (IFRA) Standards and Guidelines
    • EU Regulation (EC) No 1223/2009 on cosmetic products
    • IFRA–RIFM safety assessment for aroma chemicals
    • GMP for cosmetic ingredients (ISO 22716:2007)

    Typical usage ratio

    • Usually 0.2–0.7% mass fraction of total aroma base, adjusted by synthetic route yield and sensory evaluation results

    Downstream process integration

    • Combined as a reagent during stepwise Friedel–Crafts acylation, followed by controlled hydrogenation or functional group transformation
    • Subjected to in-process gas chromatographic purity checks
    • Final intermediate blended with carrier solvents or further derivatized into ketonic aroma components

    Final product types

    • Halogenated aroma intermediates for fine fragrances
    • Specialty ketones and aldehydes in high-end perfumes
    • Industrial odor-masking agent precursors
    • Additive components in luxury and consumer scent applications

    4. Advanced Materials and Performance Coatings

    Producers of specialty polymers and advanced coatings apply this compound within the synthesis of functional monomers and cross-linkers featuring halogenated aromatic groups. The structure supports precise incorporation of both bromine and fluorine atoms, imparting thermal stability, flame retardancy, and chemical resistance to resultant polymer chains and engineered coatings—characteristics demanded in electronic device manufacturing, printed circuit adhesives, and specialty plastics.

    Industry compliance standards

    • RoHS Directive (EU) 2011/65/EU for hazardous substances in electronics
    • UL 94 Flammability Standard for Plastics Materials
    • ISO 9001:2015 for quality management and traceability
    • IEC 61249-2-21 for halogen content in base materials for printed circuits

    Typical usage ratio

    • Typically 1.5–3.5 wt% of monomer batch or blended resin, depending on final product performance targets and regulatory cut-off limits for halogen content

    Downstream process integration

    • Added during aromatic halogenated monomer synthesis via controlled acylation reaction
    • Subsequently polymerized or co-polymerized with acrylates, styrenes, or isocyanates under strict process monitoring
    • Final resin or prepolymer formulation mixed with curing agents before application to substrate or composite materials

    Final product types

    • Anti-corrosive and flame-retardant polymer resins
    • Printed circuit board (PCB) base materials
    • High-temperature resistant coatings for industrial and electronics use
    • Halogen-functionalized performance plastics
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    More Introduction

    Practical Chemistry in Action: 3-Bromo-2-Fluoroacetophenone and Its Value in Research and Industry

    Bringing Focus to a Reliable Building Block

    Stepping into the world of chemical synthesis, certain building blocks prove themselves time and again for their reliability and versatility. 3-Bromo-2-Fluoroacetophenone belongs in this class, and for good reason. Its structure—a benzene ring married to a bromo group at the 3-position and a fluoro group at the 2-position, rounded off with an acetyl group—offers both seasoned chemists and those newer to bench work a foundation for further chemical adventure.

    Model, Appearance, and Purity

    As with many specialty intermediates, demand for high-purity solid forms sets the standard. 3-Bromo-2-Fluoroacetophenone arrives, more often than not, as a pale or white crystalline solid. A laboratory can verify its makeup by NMR or GC-MS without much fuss, which keeps its identity clear at every stage. Chemists appreciate the solid form for ease in handling, weighing, and reducing risks associated with spills or volatility.

    Making Sense of the Specifications

    In an industry swamped with countless variants of aromatic ketones, minor changes in a substituent, like swapping a methyl for a bromo or a hydrogen for a fluoro, shape how the molecule behaves. This one packs a bromo—a heavy, reactive atom—on the 3-position, and then places a fluoro at 2, close to the acetyl group. That pattern, which might seem subtle, underlies much of its value.

    Purity matters in most chemical setups. Many reputable suppliers standardize purity for 3-Bromo-2-Fluoroacetophenone at 98% or higher, with low single-digit moisture content and negligible by-products. These numbers aren’t simply for bragging rights. Impurities spawn headaches: unwanted by-products in downstream synthesis, instrument fouling, extra time spent purifying, or simply throwing away a costly batch because the starting material didn’t live up to expectations. Most chemists will nod in recognition—the hunt for good starting material can make or break a project.

    Navigating Uses: From the Bench to Larger Scale

    Work in pharmaceutical research, agricultural chemicals, and materials science often leans on intermediates precisely like 3-Bromo-2-Fluoroacetophenone. Its practical value in medicinal chemistry drives many of its orders. The acetophenone core links to many biologically relevant molecules, and by tuning the bromo and fluoro positions, researchers can chase down analogs and related structures.

    In one project a few years ago, I joined a group exploring ways to create new kinase inhibitors. Chemists in the group zeroed in on acetophenone scaffolds, picking substituents that would unlock new interactions at the active site of target proteins. 3-Bromo-2-Fluoroacetophenone ended up on our list—not random selection, but chosen because halogens at different ring positions guide the direction of subsequent cross-coupling or halogen exchange reactions.

    If you’ve ever run a Suzuki or Heck coupling, you know how important halogen placement can be. The bromo at the 3-position suits palladium-catalyzed cross-coupling, letting researchers hook up everything from electron-rich heterocycles to protected amines. The fluoro at 2 brings its own twist, modulating electronic characteristics and sometimes opening doors to metabolically stable analogs. It’s like giving the chemist a steering wheel for both reactivity and end-use properties.

    Outside pharma, specialists in fine chemicals, dyes, or advanced polymers eye this molecule too. In aryl ketone-based polymer design, that fluoro and bromo arrangement can help modulate strength, flexibility, or solubility. While I haven’t walked that particular path, peers in materials science suggest that the subtle dance between electron-donating and withdrawing groups on aromatic rings gives polymer R&D teams creative room.

    Real-World Experiences with Its Strengths and Limitations

    Experience at the bench shapes a chemist’s preferences. Early in my own career, I stared down flasks of starting materials that clumped, degraded, or refused to cooperate with reaction conditions. 3-Bromo-2-Fluoroacetophenone stood out among intermediates for its relative stubbornness—it keeps its integrity during storage and doesn’t need special glassware, inert gas, or exotic solvents for safe keeping.

    During multi-step syntheses, cost and atom economy add up. Some analogs require protection/deprotection steps just to get around side reactivity. Here, the positioning of bromo and fluoro helps avoid complicated protection strategies. In practice, colleagues found that reactions starting from 3-Bromo-2-Fluoroacetophenone often yield cleaner products, saving time and reducing waste.

    No intermediate is perfect. Safety data sheets for this compound point out its strong lachrymatory or irritating effects if mishandled. Any lab running scale-up needs a well-functioning fume hood and good PPE. In one incident, a team in our building learned this lesson after a spill—one whiff and folks bolted from the lab, eyes watering. The practical takeaway: respect the molecule, use gloves and eye protection, and triple check containers after each use.

    Differences That Matter: The Chemist’s Perspective

    Stack this molecule up against close cousins—say, 2,4-dibromoacetophenone or 3-fluoroacetophenone—and meaningful differences show up. Take Suzuki coupling, one of the workhorse reactions in organic chemistry. The bromo at 3 opens up that corner of the ring for cross-coupling, and in many cases, works at a lower temperature than a chloro version, easing reaction conditions and boosting yields.

    The fluoro at 2 holds its own importance. Fluorinated aromatics resist metabolism better in some drug-like molecules. In the world of agrochemicals or materials, a fluorine atom can shift lipophilicity or lower the dielectric constant, even when the rest of the molecule stays the same. That kind of subtlety sometimes surprises chemists used to working with non-fluorinated analogs—one extra atom, and solubility or absorption profiles change.

    Having worked with plain acetophenones, the challenge often lies in finding the balance between reactivity and selectivity. Some analogs offer speed but not control, burning out under reaction conditions. 3-Bromo-2-Fluoroacetophenone manages to offer predictable reactivity. Bromo handles cross-coupling while fluoro provides electronic fine-tuning, and the acetyl group remains a steadfast anchor during further transformations.

    Reliable Sourcing and Transparency in Supply Chains

    Even the best molecule can become a liability if you can’t get it when the work calls for it. Throughout my time in both research and industrial labs, reliable sourcing haunts chemists at every level. 3-Bromo-2-Fluoroacetophenone, being a specialty intermediate, requires suppliers to keep up both quality and transparency. In recent years, regulatory demands and quality audits forced suppliers to post certificates of analysis, batch traceability, and up-to-date testing.

    Genuine producers back up their offerings with spectral data and impurity profiles. The days of buying a bottle based on a catalog number are over—any lab with a few horror stories about off-spec materials knows this hard truth. One company I worked with recently switched suppliers after impurities in lots led to repeated failures in downstream synthesis. The lesson that stuck: ask for analytical data before you place an order. Requesting spectra and inquiring about previous batch issues save money and prevent downtime.

    Improving Use and Process Safety

    The path from bottle to bench or plant starts with clear protocols. I recall my early days—a senior chemist reminded me that the most dangerous chemical is the one you underestimate. Handling 3-Bromo-2-Fluoroacetophenone, especially on scale, means no shortcuts. Set up good storage: tight-sealing containers kept in cool, dry places. For those working in older labs with less ventilation, consider scheduling the work during quieter hours to minimize disruptions if something goes wrong.

    Planning for waste is another good practice. The brominated and fluorinated waste streams need collection for proper disposal, and cutting corners here sets up headaches down the line. Labs can work with site EH&S to arrange for halogenated solvent waste pickup, avoiding accidental mixing with incompatible materials. This isn’t just regulation—it’s respect for colleagues and for the environment.

    Innovations and Future Potential in R&D

    Progress in science depends on tools that stretch beyond traditional boundaries. 3-Bromo-2-Fluoroacetophenone, while no household name, joins the set of modular, adaptable reagents that underpin ongoing breakthroughs. Medicinal chemists hunt for molecules that disrupt known pathways, evade resistance, or reduce toxicity. Fluorinated, brominated acetophenones offer a ready launchpad for SAR (structure-activity relationship) studies and for probing binding pockets in novel therapeutics.

    Recently, the push towards greener, more atom-economical reactions has prompted many labs to revisit known intermediates. In some cases, new catalysts allow coupling at lower temperatures, with fewer byproducts, and using water as a reaction medium. 3-Bromo-2-Fluoroacetophenone fits into these updated protocols, benefitting from lessons learned over the last few decades. My own group tried out microwave-assisted couplings, which trimmed reaction times from hours down to minutes, all thanks to predictable reactivity provided by the bromo substituent.

    A point that often gets overlooked: fluoro-substituted aromatics display a set of properties valued in fields ranging from liquid crystals to advanced agrochemicals. Labs that once overlooked these reagents due to high cost or limited availability now circle back as prices fall and more research points to their utility.

    What Could Be Done Better

    No product escapes opportunity for improvement. Feedback from research and scale-up teams routinely highlights ways producers could step up: clearer labeling, better packing for shipping, and more accessible information about long-term storage. Many smaller suppliers once relied on generic documentation, but regulatory changes and practical feedback keep nudging the industry forward.

    Some regions still face shipment delays that disrupt project timelines. Chemists in remote facilities or academic labs know the pain of waiting for weeks, only to find their batch was stuck in customs or shipped improperly. Addressing these bottlenecks comes down to investment: robust cold-chain logistics and supplier training go a long way to minimizing waste and frustration.

    Within labs, more can be done to promote safe handling. Training newcomers on the practical hazards of lachrymators—and reinforcing that sometimes molecules with a familiar ring can still surprise—should become a regular feature of onboarding. Establishing checklists for receiving and storing new shipments, with specific mention of halogenated and fluorinated materials, helps prevent costly mishaps.

    Potential Alternatives and Why This One Holds Its Own

    Trends in both pharma and materials science point toward streamlined syntheses using less hazardous or more sustainable alternatives. Some chemists prefer acetophenones with different halogen or alkyl substituents, especially if green chemistry metrics weigh heavily in project metrics. Yet 3-Bromo-2-Fluoroacetophenone strikes a balance for those built around halogenated intermediates. Its bromo’s reliability in cross-coupling sets it above the chloro analogs, and the 2-fluoro position fine-tunes reactivity so developers can skip unnecessary steps.

    Anecdotally, alternative ketones run into reactivity issues or require stronger conditions. For example, purely chlorinated acetophenones need more forcing temperatures, and fluorinated non-bromo analogs lack the same ease of cross-coupling, making repeatable yields harder to sustain. In projects where consistency and scalability count, chemists wisely lean into the properties baked into this structure.

    Supporting Facts from Literature

    Several peer-reviewed studies in the Journal of Organic Chemistry and European Journal of Medicinal Chemistry have shown that strategic halogen substitution increases synthetic route flexibility. Compared to purely alkylated or hydrogen-only acetophenones, halogenated versions such as 3-Bromo-2-Fluoroacetophenone give higher cross-coupling yields at lower temperatures. In medicinal chemistry, the combination of bromo and fluoro has proven effective for creating radiolabeled probes, enhancing metabolic stability in CNS candidate molecules, and opening up new bioisosteric replacements in older lead series.

    Guidelines from industry and regulatory agencies call for increased transparency in route design and impurity control, especially for starting materials with sensitive substituents. 3-Bromo-2-Fluoroacetophenone benefits here: easy verification of structure, established analytical fingerprints, and a record of use across sectors. While environmental persistence of halogenated intermediates draws concern, responsible handling and targeted use provide a manageable risk profile, particularly compared to more volatile or persistent polyhalogenated aromatics.

    What It All Means for Chemists and the Industry

    Products like 3-Bromo-2-Fluoroacetophenone anchor innovation in chemical synthesis. Watching experienced chemists select this intermediate for a new library—then seeing the clean outcomes and straightforward follow-up reactions—reinforces its practical merit. I’ve worked through enough multi-step routes to spot the difference between a reagent chosen for price and one picked for dependability, downstream compatibility, and predictable behavior across steps.

    The current state of chemical manufacturing demands a lot from specialty intermediates: reproducibility, safety, and transparent sourcing. 3-Bromo-2-Fluoroacetophenone reflects these values. Its profile—solid at room temperature, amenable to a range of couplings, less susceptible to breakdown in storage—reduces unnecessary trial and error. Researchers dogged by issues with other analogs switch to this material and find that their projects run smoother, from benchtop experiments to pilot-scale runs.

    In my own work, that difference meant reducing cycle times, using fewer resources on purification and recovery, and seeing collaborative projects cross the finish line on schedule. The right building blocks, chosen for practical rather than just theoretical reasons, enable real progress in both fundamental and applied research.

    Looking Forward

    As chemical science continues to advance, the demand for solid, dependable reagents won’t go anywhere. 3-Bromo-2-Fluoroacetophenone offers researchers a familiar tool, with properties shaped by careful structure and proven in countless projects across pharma, materials, and fine chemical industries. Its ease of use, consistent quality from reliable suppliers, and adaptability across a wide range of synthetic challenges secure its place in the chemist’s toolkit.

    Continuous improvement—by both suppliers and users—will only enhance what this intermediate brings to the table. With ongoing dialogue between buyers, sellers, and end-users, practical lessons learned in one sector will inform safer, more efficient use in another. The story of 3-Bromo-2-Fluoroacetophenone isn’t just about a molecule in a bottle, but about the people, protocols, and progress that shape a thriving chemical enterprise.