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2-Bromomethylphenylboronic Acid

    • Product Name 2-Bromomethylphenylboronic Acid
    • Alias 2-(Bromomethyl)phenylboronic acid
    • Einecs 837-728-6
    • 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

    923280

    Productname 2-Bromomethylphenylboronic Acid
    Casnumber 851386-57-9
    Molecularformula C7H8BBrO2
    Molecularweight 214.86
    Appearance White to off-white solid
    Meltingpoint 97-101°C
    Purity ≥98%
    Solubility Soluble in DMSO, methanol
    Storagetemperature 2-8°C
    Smiles B(C1=CC=CC=C1CBr)(O)O
    Inchikey RABFSROTYQJLNM-UHFFFAOYSA-N
    Synonyms 2-(Bromomethyl)phenylboronic acid
    Hscode 2931900090

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

    Packing & Storage
    Packing 25g of 2-Bromomethylphenylboronic Acid is supplied in a tightly sealed, amber glass bottle with a clear, tamper-evident label.
    Shipping 2-Bromomethylphenylboronic Acid is shipped in tightly sealed containers to prevent moisture and contamination. It is handled as a hazardous chemical, requiring appropriate labeling and documentation. Temperature control and protective packaging ensure safe transit, in accordance with regulations for chemical transport. Shipping typically occurs via certified couriers specializing in laboratory chemicals.
    Storage 2-Bromomethylphenylboronic acid should be stored in a tightly sealed container, away from moisture, heat, and direct sunlight. Store it at room temperature in a well-ventilated, cool, and dry area, preferably in a chemical storage cabinet dedicated to organic reagents. Ensure the container is clearly labeled and kept away from incompatible substances such as strong oxidizers or acids.
    Application of 2-Bromomethylphenylboronic Acid

    Applications of 2-Bromomethylphenylboronic Acid in Industrial Manufacturing

    As an established manufacturer of high-purity 2-Bromomethylphenylboronic Acid, we provide this specialty intermediate to a selective range of downstream industries where its unique reactivity and boronic functionality support complex synthesis demands. Below we detail proven industrial applications, all supported by robust compliance requirements, rational formulation practices, and process-specific integrations as observed in actual manufacturing environments.

    1. Active Pharmaceutical Ingredient (API) Synthesis—Arylboronic Cross-Coupling

    Pharmaceutical manufacturers utilize this compound as a pivotal boron-containing intermediate in Suzuki-Miyaura cross-coupling reactions to construct advanced heterocyclic structures and substituted biaryl motifs, critical for next-generation oncology therapeutics and anti-infectives. The selectivity and functionality it introduces help achieve specific molecular configurations required by high-value APIs under well-defined quality frameworks and with attention to batch reproducibility and regulatory documentation for global submissions.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP, EP, and JP monograph specifications where applicable
    • FDA 21 CFR Part 211 requirements for drug substance production
    • EDQM CEP and DMF registration protocols

    Typical usage ratio

    • Applied at 1.2–1.5 molar equivalents to the aryl halide during cross-coupling, with optimization based on substrate reactivity and impurity profiles

    Downstream process integration

    • Added directly to the palladium-catalyzed cross-coupling stage following the completion of halide pre-activation, prior to workup and product isolation

    Final product types

    • Small-molecule oncology drug candidates
    • API precursors for kinase inhibitors
    • Specialty anti-inflammatory cores

    2. Advanced Agrochemical Intermediate Production—Herbicide and Fungicide Synthesis

    Agrochemical companies incorporate this boronic acid derivative as a building block for the synthesis of biphenyl and diaryl-based fungicidal scaffolds. Its capability to introduce specific functional groups supports the assembly of active cores in environmentally persistent and crop-selective herbicides, where reproducibility and impurity control must meet strict industry mandates concerning residue and toxicology assessment.

    Industry compliance standards

    • FAO/WHO Guidelines on pesticide specification and quality control
    • ISO 17025 laboratory testing certification for intermediate analysis
    • REACH Annex II requirements for registration of agricultural chemicals
    • EU Regulation (EC) No 1107/2009 concerning the market placement of plant protection products

    Typical usage ratio

    • Employed typically at 1–1.3 stoichiometric ratios for core coupling reactions; adjusted depending on downstream pathway selectivity and required crop residue profiles

    Downstream process integration

    • Charged during the key C–C coupling stage, following nitro group reduction or halide activation for the creation of substituted biaryl or heterocyclic master intermediates

    Final product types

    • Precursor intermediates for triazole fungicides
    • Biphenyl herbicide active cores
    • Chiral agricultural catalyst ligands

    3. OLED and Electronic Material Synthesis—Functional Aryl Unit Source

    In electronic and optoelectronic industries, R&D and manufacturing teams introduce this compound to construct complex aryl and heteroaryl units, integral to the development of high-performance OLED emitters and hole-transport materials. Its boronic acid functionality facilitates the controlled introduction of aromatic systems for achieving electronic fine-tuning, stability, and color purity in advanced material platforms, all while supporting strict control over trace contaminants and material homogeneity requirements.

    Industry compliance standards

    • RoHS Directive (Restriction of Hazardous Substances) compliance for electrical/electronic materials
    • IEC 60068-2-78 environmental testing for organic components
    • ISO 9001:2015 for quality management of functional material synthesis
    • Industry-specific cleanroom and electrostatic discharge (ESD) protocols

    Typical usage ratio

    • Used at 1.05–1.2 equivalents in Suzuki coupling reactions, with precise dosing to control polymer chain length and functional density

    Downstream process integration

    • Incorporated at the aromatic coupling module during pre-polymer backbone assembly or small-molecule core synthesis prior to vacuum purification and layer deposition processes

    Final product types

    • OLED emitting and transport layers
    • Solution-processable organic semiconductors
    • Bright color display material intermediates

    4. Chemical Research and Diagnostic Reagent Formulation—Boron Ligand Precursor

    Producers of specialty research chemicals and diagnostic reagents employ this compound to introduce boron-based motifs into advanced ligand systems used in molecular probes and selective labeling agents. This application requires rigorous purity and trace-metal control, as even minor impurities can impact analytical specificity in downstream bioanalytical and chemical detection solutions. Reliable batch consistency and documentation support method validation under regulated laboratory and ISO settings.

    Industry compliance standards

    • ISO 13485 for medical device and diagnostic reagent manufacturing
    • CLSI guideline QMS03 for laboratory reagent quality management
    • OECD Good Laboratory Practice (GLP) for quality assurance in research and development
    • ISO/IEC 17025 for testing and calibration in analytical labs

    Typical usage ratio

    • Incorporated at 0.8–1.1 equivalents, depending on ligand design and specific probe functionality required by end-user applications

    Downstream process integration

    • Added during late-stage ligand assembly or directly into probe conjugation steps prior to purification and formulation into ready-to-use detection systems

    Final product types

    • Boronated molecular probes for diagnostics
    • Analytical reagent standards and calibration tools
    • Specialty ligands for chromatographic enrichment
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    Certification & Compliance
    More Introduction

    2-Bromomethylphenylboronic Acid: Performance Rooted in Practical Experience

    Origin, Chemistry, and How We Approach Production

    Producing 2-Bromomethylphenylboronic acid is never just about ticking boxes on a specification sheet; it’s about how well the substance holds up to decades of practical chemical process experience. In our facility, we don’t treat this compound as just another line item. Every batch of 2-Bromomethylphenylboronic acid—structured as C7H8BBrO2—requires precise control during synthesis, especially when working with both boronic and bromomethyl functional groups. Our chemists have seen the pitfalls and tricks of the journey, from incomplete conversions to subtle byproduct formation, and that first-hand knowledge is built into every lot shipped from our reactors.

    The model we distribute comes as a white to off-white crystalline powder, and we enforce a narrow melting range and stringent purity benchmarks. Our process begins with rigorous selection of starting phenyl precursors; by controlling temperature ramps during the bromomethylation step, we squeeze out higher yield and reduce colored impurities. That attention to detail matters, because even minor contamination can trigger difficult-to-fix issues during downstream coupling reactions.

    Our analytical team double-checks molecular identity and purity before it leaves our doors. Most buyers request a minimum purity of 98%, although R&D clients sometimes ask for higher. We treat every batch with the same discipline, knowing even a half-percent impurity, left unchecked, can stall a large project after scale-up.

    Direct Uses — What Sets 2-Bromomethylphenylboronic Acid Apart

    Every manufacturer likes to say their derivative solves problems no one else’s can, but chemistry is best evaluated in the flask and at pilot scale. 2-Bromomethylphenylboronic acid regularly proves itself in Suzuki-Miyaura coupling reactions, especially in advanced pharmaceutical routes where both boronic acids and reactive bromomethyl groups are needed in the same intermediate. Drug discovery groups prefer it because it links to both aryl halides and broader molecular scaffolds, unlocking synthetic shortcuts that save weeks off the R&D calendar. We’ve watched client teams cut down on protecting group manipulation and sidestep repetitive isolation steps, which pushes up total yield and tightens delivery timelines.

    In our observation, this compound stands out when compared to simple phenylboronic acids. The presence of the bromomethyl handle means the molecule can undergo further chemical transformations after cross-coupling. Contrast this with typical phenylboronic acids or para-substituted ones, which lose flexibility; their reactivity profile stays limited to the boron center. By contrast, the ortho positioning of the bromomethyl group allows for selective nucleophilic substitution, installation of heterocycles, or even functions in constructing biaryl frameworks with future modification options.

    From electronics to fine chemicals, the molecular features have found a home in building blocks for OLEDs, agrochemical leads, and more. In our own pilot programs with local innovators, molecules built off this core have passed the feasibility stage for bioactive development, because the structure enables unique binding conformations in new compounds. The molecular layout isn’t just a curiosity; it matters in terms of actual commercial routes to end-user products.

    Conversations in Process Scale-up and Handling

    Enthusiasm for this compound sometimes runs into reality during solution preparation or large-scale reaction runs. Glassware fouling and purity drift can catch even seasoned chemists by surprise with boronic acids, especially those with extra functionalization. 2-Bromomethylphenylboronic acid, carrying both hydrophilic and slightly lipophilic features, sometimes complicates phase transfer and dissolution—traits we manage with careful batch washing and controlled solvent selection.

    Our pack-out team doesn’t just scoop and seal. Each container undergoes a controlled atmosphere fill and is double-sealed to exclude moisture, as boronic acids tend to pick up water and clump. We store it at stable, cool temperatures and avoid introducing trace alkalinity or acidity, which otherwise risks hydrolysis or auto-condensation over long storage. In practical experience, the shelf-life stays solid for at least eighteen months under these conditions, though we always recommend early consumption in high-value syntheses.

    Another lesson learned with this compound—customers often expect it to behave as docilely as standard phenylboronic acid. That isn’t reality. The extra electron-withdrawing bromomethyl group can activate unintended positions toward substitution, especially in basic or polar conditions. Skilled hands turn this to an advantage, while rushed protocols can trigger yield loss. We train junior staff and R&D partners to check their solvents for hidden water and to review all glassware for residual alkalis before reaction setup.

    Comparing with Related Substituted Boronic Acids

    Industrial partners sometimes ask us why they can’t swap in an unfunctionalized boronic acid, or use cheaper para-substituted derivatives, for their cross-coupling trials. The honest answer comes from work at the bench, not just theory books. The ortho-bromomethyl group confers several logical benefits: it increases opportunities for further derivatization, creates a larger reaction window for late-stage diversification, and improves access to unique substitution patterns in complex molecular libraries. Para-analogues can’t usually be manipulated in the same fashion.

    We’ve documented this first-hand by supporting custom synthesis lines. When medicinal chemistry teams want to introduce polar side chains, install further heterocycles, or connect to sugar moieties, they often run into a wall with unsubstituted phenylboronic acid. Using 2-Bromomethylphenylboronic acid, they bridge to their next building block directly, especially valuable for structure–activity relationship studies that demand fast analog turnaround.

    R&D cycles that started with 2-methylphenylboronic acid—hoping bromination could be done after coupling—frequently run into side-product headaches. This boronic acid, prepared with the bromine positioned during starting material selection, eliminates that inefficiency. Our own teams learned that lesson years ago, after watching yield percentages stall in late-stage functionalizations during custom pesticide synthesis. The upfront investment in this more complex boronic acid pays out in reduced labor and higher viable product titer downstream.

    Handling Safety, Regulatory Hurdles, and Environmental Concerns

    Anyone who spends real time in the lab knows proper handling trumps assumptions. 2-Bromomethylphenylboronic acid doesn’t carry the explosive or acute hazard profile of some organobromides or aryl halides, but vigilance is always called for. Staff suit up for protection during handling, especially to avoid skin or eye contact, as even relatively benign powders can irritate after repeated exposure.

    Waste streams receive close attention. Unlike some older synthetic intermediates, disposal of boronic acid derivatives calls for controlled collection. Our internal systems recover and neutralize boron-containing waste using pH control and stepwise dilution. Local regulatory authorities often demand proof of non-toxic final effluent, which means our end-of-pipe analytics focus as much on minor byproducts as on the bulk chemistry. Powder spills are managed with HEPA-filtered vacuums rather than sweeping, as fine boron compounds can become airborne under careless conditions. These practices didn’t spring up overnight; they evolved because earlier shortcuts led to costly regulatory investigation and downtime in the production line.

    Packaging and shipping can’t be left to chance either. Air and moisture ingress can degrade both product quality and shelf life. Our solution is double-bagging within rigid drums, under dry nitrogen, which has cut degradation complaints to near zero over the years. Temperature excursions during transport don’t tend to trigger runaway decomposition, but we still recommend climate-controlled logistics for intercontinental air or ocean travel, simply because border delays do occur and time at uncontrolled ambient temperatures can test even the most robust packaging.

    Market Evolution and Scientific Demand Shaping Our Focus

    We track demand signals closely, both in terms of order size and the questions researchers bring our technical team. Growth in targeted oncology APIs, new OLED emitter research, and next-generation pesticides keeps driving us to optimize this boronic acid. The molecule’s bifunctional nature—reactive at more than just one site—anchors its appeal. As crop science and pharmaceutical teams step deeper into novel synthesis routes, we see new applications in pro-drug constructs, library enumeration, and custom linker strategies.

    At our manufacturing level, capacity planning looks beyond today’s order book. Key intermediates like this one often shift from research-only to kilo or ton-scale production over short intervals; we stay ready by maintaining reliable sourcing of the ortho-brominated aromatic precursor and investing in high-throughput chromatography for purification. Our experience with rolling up new reactors and adapting workup procedures translates directly into fewer delays for scale-up clients—a lesson pressed home by the supply chain disruptions of recent years.

    Some buyers test us on specifications, pushing for lower residual metals or trace impurity levels. Our lab brings to bear decades of chromatographic troubleshooting, and we document both process upgrades and root cause analyses of occasional deviations. That feedback loop, built on transparent communication and real production process data, forms the backbone of our quality assurance culture. Years spent learning where bottlenecks form—in product crystallization or post-run hot washes—means we know where to look for unanticipated sources of contamination.

    Training, Support, and Team Expertise

    The trust companies and labs place in us doesn’t rest on the molecule alone. Our team spends real time in client labs and over videoconference, reviewing results and troubleshooting synthetic workflow. One week we’re analyzing the spectral fingerprint of an unexpected side product; the next, we’re recommending glassware cleaning protocols or consulting on solvent choice. Most customer challenges aren’t novel to us; we saw similar setbacks during our own process development. That’s what makes our support team credible—lived experience rather than canned answers.

    Routine doesn’t win in this business, especially for compounds as versatile as 2-Bromomethylphenylboronic acid. Our technical team encourages clients to record not just yields but also handling notes, heating rates, and observed color changes during runs. Those seemingly minor details end up solving scale-up issues further down the line. We make our analytical results available, including spectral and chromatographic overlays, so scientists can compare our findings to their pilot batches and quickly identify mismatches.

    Many universities and contract research organizations bring new graduates onto advanced chemical projects expecting quick mastery of complex intermediates. Our role is to lower the learning curve, coaching teams on potential process tripwires and helping them understand why certain procedures fail or succeed. Our insight isn’t theoretical—it’s the sum of hundreds of past runs, hundreds of post-mortems, and the lived consequences of both minor and major mistakes.

    Supply Reliability and Continuous Improvement

    We didn’t set out to become experts by just repeating the same process each quarter. Over the years, we cataloged the correlations between reaction parameters and outcome yields—documenting precisely which conditions keep byproducts below nuisance levels. Our process adopts incremental improvements: changes in reactor geometry, solvent order-of-addition, and modified crystallization times have each shaved friction off scale-up campaigns. We model batch-to-batch consistency as a core value, not just a regulatory requirement.

    Feedback loops from returning customers keep us humble and always looking for improvement. Rarely is there one single “perfect” process; instead, there is continuous adaptation. We update staff on changes, retrain teams in small-batch production, and keep a log of every deviation and its resolution. This approach built up our collective memory and gives us a realistic view of both the strengths and quirks of 2-Bromomethylphenylboronic acid production.

    We make our process data, improvement goals, and any shifts in specification thresholds available to our long-term partners. Some organizations want to source alternative batches or split orders for risk mitigation—we’ve seen that work out and we share that experience honestly, so both sides can gauge risk and benefit.

    Shaping Project Outcomes and Industry Progress

    As the industry develops, molecules like 2-Bromomethylphenylboronic acid chart a unique path between research chemistry and production-level impact. Each project brings its own set of requirements and sometimes uncovers new challenges that reshape our approach. For us, the end goal isn’t just about producing a quality compound; it’s about seeing projects advance, from bench-scale prototyping all the way to scaled commercial builds.

    We don’t simply fill orders. Our team feels a responsibility to the end application, to the scientists and engineers counting on every bag and drum to move their solution forward. That’s built from decades of shared setbacks and victories, from troubleshooting ambiguous NMR peaks to navigating late-night shipment bottlenecks.

    Collaborating with the next generation of chemistry leaders sharpens our own methods too. They push us with new reaction ideas and demand higher standards, and their questions send us back to our reactors looking for better results. The lessons learned from every batch of 2-Bromomethylphenylboronic acid ripple through our operations, making us better for the challenges still to come.