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4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester

    • Product Name 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester
    • Alias BMK-Bpin
    • Einecs 841-684-3
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    671458

    Productname 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester
    Casnumber 870987-19-4
    Molecularformula C13H18BBrO2
    Molecularweight 296.00
    Physicalappearance White to off-white solid
    Purity Typically >97%
    Solubility Soluble in organic solvents such as DCM, THF, and ethyl acetate
    Storageconditions Store at 2-8°C, protect from moisture
    Smiles B(C1OC(C)(C)C(C)(C)O1)C2=CC=C(CBr)C=C2
    Inchi InChI=1S/C13H18BBrO2/c1-13(2)10-16-12(11(13)17-10)14-9-3-5-8(7-15)6-4-9/h3-6,12H,7,10-11H2,1-2H3
    Synonyms Pinacol 4-(bromomethyl)phenylboronate

    As an accredited 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 100g of 4-(Bromomethyl)benzeneboronic acid pinacol ester is supplied in a sealed amber glass bottle with tamper-evident cap.
    Shipping The chemical 4-(Bromomethyl)benzeneboronic acid pinacol ester is shipped in tightly sealed, chemically resistant containers to prevent contamination and moisture absorption. It is packaged according to international regulations for safe transport of hazardous materials, typically under ambient or cool temperatures. Handling and shipping comply with all relevant safety and labeling requirements.
    Storage 4-(Bromomethyl)benzeneboronic acid pinacol ester should be stored in a tightly sealed container, protected from light and moisture. Keep it in a cool, dry, well-ventilated area, preferably under an inert atmosphere such as nitrogen or argon. Store at 2–8°C (refrigerator) and away from incompatible substances such as strong oxidizers and acids to maintain stability and prevent degradation.
    Application of 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester

    Applications of 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester in Industrial Manufacturing

    4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester serves as a precision intermediate in advanced organic synthesis, notably supporting fine chemical production pipelines that require clean, controlled functionalization of aromatic scaffolds. The following sections illustrate its real-world utilization across specialty and industrial sectors, with details specified for compliance requirements, process integration, technical formula ratios, and manufactured end-items.

    1. Pharmaceutical Intermediates for Targeted Molecule Synthesis

    Our product is primarily adopted by pharmaceutical manufacturers during late-stage functionalization in small-molecule drug development, specifically for the assembly of biaryl and benzyl-derivative APIs. The boronic ester moiety enables Suzuki–Miyaura cross-coupling to generate complex active intermediates with high selectivity, while the bromomethyl group facilitates further nucleophilic substitution, giving multi-functional handles for successive synthetic steps. Downstream partners directly introduce this intermediate into custom drug candidate assembly where phase-specific regulatory traceability is critical.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice Guide for Active Pharmaceutical Ingredients
    • USP–NF for raw material purity and identity testing
    • EDQM CEP certification for European active substance sourcing
    • China Pharmacopoeia 2025 Edition for domestic pharmaceutical use

    Typical usage ratio

    • 0.15–0.6 molar equivalents, depending on target molecule and cross-coupling efficiency; reaction optimization proceeds under palladium catalysis with stoichiometry tailored to side product minimization

    Downstream process integration

    • Integrated in final-stage library synthesis, following initial aromatic core formation and before protecting group deprotection; in batch and flow chemistry modules for coupling and functional group exchange

    Final product types

    • Small-molecule APIs, kinase inhibitors, antineoplastic agents, CNS-active compounds

    2. Agricultural Chemical Synthesis (Agrochemical Intermediates)

    Leading crop protection formulation plants employ this material in the stepwise assembly of aryl-substituted pesticide frameworks, where precise incorporation of methyl and boronic functionalities is necessary for effectiveness and environmental breakdown. Its dual reactivity opens parallel routes for introduction of both aromatics and alkyl linkages in herbicides and fungicide intermediates, ensuring compatibility with modern agrochemical product demands.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • REACH registration for import and safety documentation within EEA
    • China National GB/T 5009 pesticide residue regulations
    • ISO 9001:2015 for process and documentation control

    Typical usage ratio

    • 0.20–0.55 molar equivalents, based on multi-stage synthesis protocols and adjusted for intended molecule’s functional density and residue restrictions mandated by local crop regulations

    Downstream process integration

    • Added post-ring elaboration as a coupling partner or nucleophile acceptor; used during selective derivatization steps of the agroscaffold prior to formulation and salt conversion

    Final product types

    • Selective herbicides, systemic fungicide intermediates, and pre-emergent crop protection raw actives

    3. Advanced OLED Material Synthesis

    Specialty electronics manufacturers incorporate this compound in the modular assembly of boron-enabled organic light-emitting diode (OLED) emitters. Its boronic ester functionality provides a reliable point of connection for constructing π-conjugated molecular backbones, crucial to tuning electronic properties for display and lighting panels—where purity, lot-to-lot reproducibility, and processability are mandatory.

    Industry compliance standards

    • RoHS 2015/863/EU for hazardous substance restriction
    • IEC 62471 for photobiological safety in final devices
    • ISO 9001:2015 and IPC-5703 for material and process traceability
    • UL 94 for flammability rating of end-use polymers

    Typical usage ratio

    • 0.05–0.12 molar equivalents per batch; the precise amount adjusted based on targeted emission wavelength and conjugation length, as established in experimental design documentation

    Downstream process integration

    • Charged during monomer assembly steps for building emitter cores; introduced prior to final cyclization or end-capping stages, often within glovebox environments and vacuum-process reactors

    Final product types

    • Blue and green OLED emitters, hole-transport layers, electrophosphorescent device materials

    4. Specialty Polymer Building Block Synthesis

    Manufacturers of high-performance polymers use this molecule to introduce custom side-chains and crosslink points on polystyrene, polyarylene, and related matrices. The bromo and boronate groups facilitate dual pathways—enabling grafting reactions as well as living polymerization initiator functionality, granting precise architectural control required by advanced materials and research-grade copolymers.

    Industry compliance standards

    • ISO 17025 for laboratory validation of monomer purity
    • ASTM D638 and D882 for tensile property measurements in finished polymers
    • EN 10204 Type 3.1 for material test report conformity (Europe)
    • UL 94HB for flame retardancy in specialty plastic applications

    Typical usage ratio

    • 0.03–0.18 parts per hundred resin (phr); ratio established according to final performance target such as glass transition temperature, solubility, or crosslinking density

    Downstream process integration

    • Fed post-initial polymerization, acting as a functionalization agent or chain-end modifier; deployed in controlled radical or Suzuki–Miyaura-mediated side-chain grafting workflows

    Final product types

    • Functionalized block copolymers, process-specific photoresist materials, advanced membranes, high-stability engineering plastics

    5. Diagnostic Reagent and Bioanalytical Tool Synthesis

    The compound finds frequent use in life science reagent production, serving as a unique derivatization backbone for coupling fluorescent tags, affinity handles, or linker units suited for in vitro diagnostic assays and chemical biology platforms. Its dual functional groups provide a controlled entry point for site-specific labeling and subsequent immobilization, necessary in manufacturing multiplex assay substrates and biochip precursors.

    Industry compliance standards

    • ISO 13485:2016 for quality management in medical device and reagent manufacturing
    • CLSI GP-34 for reagent grade and analytical performance assessment
    • US FDA 21 CFR Part 820 for in vitro diagnostic device controls
    • ISO 15189 for clinical laboratory validation of end-use reagents

    Typical usage ratio

    • 0.06–0.25 molar equivalents per probe synthesis campaign, titrated according to fluorophore and linker density requirements and confirmed by QC-verified stoichiometry checks

    Downstream process integration

    • Inserted during oligonucleotide and antibody labeling workflows; introduced post-carrier attachment and before final purification, with process flow based on covalent immobilization strategies or surface conjugation

    Final product types

    • Multiplexed diagnostic probes, fluorescent immunoassay reagents, custom surface-modified microarray chips
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    Certification & Compliance
    More Introduction

    4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester: A Chemist’s Perspective from the Factory Floor

    Real-World Performance in the Synthesis Lab

    Colleagues in the life sciences and advanced materials sectors know the value of reliable building blocks. At our manufacturing site, we place particular focus on 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester due to its solid track record in cross-coupling chemistry and medicinal research. There’s more to this fine compound than purity numbers or brochure claims — day-to-day manufacturing reveals the nuances. It arrives as a white to off-white crystalline powder, stable under recommended conditions, and with consistently measured purity above 98%.

    From where I stand, a major attraction for process development teams lies in its unique structure. The combination of a bromomethyl group and a boronic ester moiety on one benzene ring opens doors on multiple fronts. The bromomethyl acts as a reactive handle for nucleophilic substitution, while the boronic acid pinacol ester speaks to those working with Suzuki-Miyaura cross-couplings or iterative functionalization schemes. That kind of duality provides flexibility without the need for constant structural redesign.

    Why Laboratories Demand Consistency in Boronic Esters

    During scale-up and pilot runs, chemists always ask about reproducibility. Patented routes, especially for active pharmaceutical intermediates, lean heavily on reliable coupling agents. If one batch of a key intermediate, like 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester, shows variability in physical stability or impurity profile, headaches follow — lost yield, project delays, or out-of-spec results. Our hands-on approach to quality control addresses these points directly. Each lot undergoes HPLC, NMR, and moisture analysis, with full certificate-of-analysis documentation provided. Every step prioritizes customer feedback: if an active process at a client’s site exposes a latent impurity or stability issue, we revisit our procedures, not just documentation.

    Chemists selecting between boronic acids and esters often debate hydrolytic stability and solubility. Through hundreds of batches, the pinacol ester variation stands out for its balance of resistance to hydrolysis and suitability for palladium-catalyzed couplings. In practical terms, compared with free boronic acids, the pinacol ester reduces the risk of premature degradation in moist environments. We see customers favoring this choice for reactions run in aqueous or mixed-solvent systems, especially when coupling cycles become lengthy or involve multiple steps.

    How We Approach Safety and Handling

    Many research chemists, particularly those early in their careers, care about how a product behaves during storage and handling. Years of batch manufacturing have taught us that boronic acid pinacol esters, including the 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester, remain solid and free-flowing with standard packaging and air-tight storage below room temperature. Our materials are packed with desiccants, and we monitor each shipment from our facility to prevent humidity ingress. Advice on precautions — such as avoiding prolonged contact with atmospheric moisture and minimizing repeated re-openings — comes directly from our plant experience. No theoretical fluff, just lived practice.

    Team members assigned to the drying and packaging areas often remind new operators: while most pinacol esters behave predictably, localized hot spots in the warehouse or improperly sealed containers can cause minor clumping. Our ongoing investment in vacuum-drying capability stems from these real-world pain points. The material’s air stability sets it apart from certain boronic acid derivatives, which show measurable weight gain in even mildly humid conditions. This resilience means clients don’t need elaborate glovebox setups, bringing down operating costs and time burdens for busy labs.

    Use Cases: Beyond Drug Discovery

    Teams working on pharmaceutical targets trust 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester for C–C bond formation, particularly when other functional groups limit broader reactivity windows. In my experience, more than one partner has opted for this molecule when late-stage intermediates feature delicate protecting groups or when traditional aryl halides cause side reactions. Outside the pharma sector, polymer chemists and materials scientists have begun adopting pinacol boronates for precision synthesis in organic electronics. For example, this ester participates in selective arylations, allowing clean substitution on elaborate frameworks: OLED materials, specialty resins, and molecular diagnostics all benefit from that selective, gentle reactivity.

    There’s also a place for this reagent in teaching — advanced-level chemistry courses use it to demonstrate cross-coupling reliability across scale. University workshops routinely order kilogram lots for capstone or research projects, confirming the compound’s utility beyond the custom synthesis and process development world.

    Comparing to Other Reagents in the Factory

    Having worked with boronic acids, trifluoroborates, and MIDA boronates, I’ve seen how each format brings distinct manufacturing challenges and performance profiles. Boronic acids tend to be more sensitive to air and humidity; they sometimes show waxy or sticky behavior over time, especially under suboptimal warehouse conditions. MIDA boronates, while robust for automated syntheses, ask for additional deprotection steps and sometimes leave behind persistent byproducts. Potassium organotrifluoroborates have a reputation for long shelf-life, though their lower reactivity in mild conditions can be a headache for teams working without strong bases or catalysts.

    The pinacol ester structure of 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester lands in the sweet spot. It remains crystalline and stable enough for conventional storage practices, without adding extra synthetic complexity when unmasking the boronate motif. Teams often report shorter reaction times with this ester compared to the free acid or trifluoroborate alternatives, particularly in Suzuki couplings aimed at biaryl or diarylmethane targets.

    Manufacturing Insights: From Reactor to Quality Release

    In our facility, precision around water content and residual solvents makes or breaks yield outcomes. The synthesis of 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester moves through several moisture-sensitive stages, beginning with bromination of a methylbenzeneboronic acid precursor, followed by pinacol esterification under nitrogen. Accurate control at each step — monitored by in-process checks for conversion, melting point, and color — shapes the reproducibility of the finished product.

    Sampling protocols rely on lessons from prior customer feedback. Sample sizes come from multiple points in the batch, not just the final crystallization tank. Any off-notes in smell or outliers in melting behavior point us toward either incomplete esterification or microcontamination, which we address before product release. Our team reviews drying logs alongside analytical data prior to final approval. These quality review practices reflect years spent combating issues like batch-to-batch variability and trace bromide contamination.

    Responding to Customer and Regulatory Demands

    Clients expect reliable documentation and regulatory support. Our documentation includes spectroscopic data, impurity profiles, and stability metrics. We update protocols in response to shifting compliance expectations or when clients provide feedback from audits. GMP-compliant workflows simplify batch tracking and recall processes. For regulated markets, we keep detailed records of process changes, batch logs, and validation runs, ensuring full traceability for each shipment.

    Nobody enjoys delays caused by documentation gaps or unclear origin tracking, so we tie each order to a live inventory system linked to both packaging and raw material sourcing. Our coordination with logistics and compliance teams means we respond quickly to new labeling or transport requirements — especially important for international shipments where customs scrutiny on specialty reagents can stall projects unexpectedly. Lessons learned from this continual feedback loop feed directly into ongoing process upgrades.

    Sustainability and Waste Minimization

    In plant operations, cost-effective production and environmental stewardship walk hand-in-hand. For 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester, we continually seek to minimize solvent losses and streamline purification. By analyzing waste streams, our team identifies opportunities to recover solvents and reduce hazardous residue. Recrystallization steps recycle process water where feasible, and used filter media undergo cleaning for safe disposal.

    Plant floor operators and technical leads spearhead continuous improvement initiatives aiming to reduce cycle time and increase yield for each batch. These efforts aren’t driven by external mandates alone — they support safer working conditions and lower production costs for end-users as well. By attacking inefficiencies and tightening process controls, we’ve reduced overall waste generation per batch compared to legacy manufacturing routes. Such direct benefits return value to customers as well as to the broader environment.

    Scaling from Kilogram to Tonne Production

    Process engineers always highlight one key challenge: chemistry that works in 100-gram batches sometimes misbehaves above 10 kilograms. Our plant-based synthesis considers heat transfer in large reactors, maintaining precise temperature windows for each stage. When a customer needs a custom-sized order — maybe a set of high-purity lots for clinical trial synthesis — we modify run size and process times as necessary, rather than forcing all clients onto a rigid batch schedule.

    Our experience scaling pinacol esters to tonne quantities helps avoid compromising on purity for throughput. To maintain crystal quality at higher volumes, we tweak seeding and filtration methods, making sure large-batch crystallization never leaves persistent fines or sticky residues. That focus on manufacturability underpins a smooth transition from research sample to process-scale supply.

    The Future of Boronic Pinacol Esters in New Chemistry

    Chemists seek more than catalog numbers; they want partners who deliver reliability and technical insight. As medicinal and materials research advances, demand for compounds that serve as robust, flexible synthesis intermediates keeps rising. We expect 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester to occupy a growing niche — for next-generation bioactive scaffolds, novel coupling strategies, and automated flow synthesis.

    Looking ahead, we’re working with collaborators to refine process analytical technology for real-time monitoring and to reduce overall turnaround times. We engage with users at development stages, using their feedback to drive product evolution and packaging improvements. Whether supporting a medicinal chemistry campaign or the electronics industry’s leap into new organic semiconductors, our driving focus remains the same: deliver compound reliability, transparent communication, and genuine manufacturing expertise straight from the factory floor.

    Closing Thoughts from the Workshop

    Many years of hands-on synthesis and troubleshooting have made one fact crystal clear: the right reagent, supplied with consistency and supported by practical know-how, transforms stuck processes and accelerates breakthroughs. 4-(Bromomethyl)Benzeneboronic Acid Pinacol Ester demonstrates those qualities daily at our site. It brings unique reactivity, sustained purity, and robust stability compared to other organoboron options. That hard-won reputation owes more to patient refinement and direct user support than to spec-sheet promises.

    Our production team draws on lived experience with milligram, kilogram, and tonne-scale batches, making sure few details slip through the cracks. We hold ourselves to the lessons chemistry teaches on the shop floor: look after your handling, listen to feedback, and never lose sight of the user’s process. That attitude — not just the chemistry — defines how we manufacture and deliver nuanced, dependable reagents for research and production alike.