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4-(Cyanomethyl)Benzeneboronic Acid

    • Product Name 4-(Cyanomethyl)Benzeneboronic Acid
    • Alias 4-(Cyanomethyl)phenylboronic acid
    • Einecs 694-650-7
    • 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

    214333

    Chemical Name 4-(Cyanomethyl)Benzeneboronic Acid
    Cas Number 1435509-84-0
    Molecular Formula C9H8BNO2
    Molecular Weight 171.98
    Appearance White to off-white powder
    Purity Typically ≥ 97%
    Smiles C1=CC(=CC=C1CC#N)B(O)O
    Inchi InChI=1S/C9H8BNO2/c11-7-6-8-2-1-3-9(4-8)10(12)13/h1-4,12-13H,6H2
    Solubility Soluble in DMSO, DMF; sparingly soluble in water
    Storage Conditions Store at 2-8°C, protected from light and moisture

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

    Packing & Storage
    Packing The 25g bottle of 4-(Cyanomethyl)benzeneboronic acid is securely sealed in an amber glass container with detailed labeling.
    Shipping 4-(Cyanomethyl)Benzeneboronic Acid is shipped in tightly sealed containers to protect from moisture and light. It is transported as a solid chemical, compliant with relevant safety and transportation regulations. Proper labeling, packaging, and accompanying documentation ensure safe, secure delivery while minimizing risks during handling and transit.
    Storage 4-(Cyanomethyl)benzeneboronic acid should be stored in a tightly sealed container, protected from moisture and direct sunlight, as it is sensitive to air and humidity. Store at 2–8°C (refrigerated) in a well-ventilated, dry area, away from incompatible substances such as oxidizing agents. Ensure proper labelling and secondary containment to prevent accidental exposure or contamination.
    Application of 4-(Cyanomethyl)Benzeneboronic Acid

    Applications of 4-(Cyanomethyl)Benzeneboronic Acid in Industrial Manufacturing

    As a direct manufacturer, we supply 4-(Cyanomethyl)Benzeneboronic Acid for complex organic synthesis and advanced materials production. This boronic acid derivative plays a critical role in several targeted downstream sectors, each subject to distinct regulatory, formulation, and processing requirements. Below, we detail the core industrial application scenarios, presenting real formulation practices, compliance references, and the manufacturing workflow observed by our downstream partners.

    1. Active Pharmaceutical Ingredient (API) Intermediate Synthesis

    In pharmaceutical API synthesis, 4-(Cyanomethyl)Benzeneboronic Acid enters Suzuki–Miyaura coupling reactions during the formation of complex biaryl structures. Process chemists leverage its reactivity to construct key intermediates found in kinase inhibitors and anticancer candidates. Downstream partners operate under strict GMP regimes, ensuring traceability from sourcing through to API isolation and purification to meet the demands of global regulatory authorities.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 211
    • EU EudraLex Volume 4 GMP guidelines
    • ChP, Ph. Eur., and USP for related intermediates (as applicable)

    Typical usage ratio

    • 0.8–1.2 molar equivalents relative to aryl halide substrates; adjusted to minimize excess and streamline work-up depending on coupling efficiency and target API complexity

    Downstream process integration

    • Added during the palladium-catalyzed Suzuki–Miyaura coupling stage under inert atmosphere after prior substrate activation
    • Followed by quenching, extraction, solvent swaps, and chromatographic purification prior to downstream transformations

    Final product types

    • Small-molecule active pharmaceutical ingredients (e.g., kinase inhibitor APIs)
    • Heteroaryl intermediate fragments for advanced pharmaceutical development

    2. Specialty Agrochemical Synthesis

    Agrochemical manufacturers utilize 4-(Cyanomethyl)Benzeneboronic Acid to introduce cyanomethyl-phenyl motifs via cross-coupling reactions that yield targeted herbicides and insecticides. The raw material’s role is tightly controlled within process validation and stewardship systems to support export to regulated international markets, where formulation standards and environmental impact profiles matter at every step from intermediate synthesis to batch product release.

    Industry compliance standards

    • OECD Principles of Good Laboratory Practice
    • US EPA 40 CFR Part 158 Data Requirements for Pesticides
    • ISO 9001:2015 Quality Management for Agrochemical Production
    • REACH Regulation (EC) No 1907/2006 for chemical safety

    Typical usage ratio

    • 0.95–1.05 molar equivalents per reaction step; fine-tuned based on conversion rates and targeted product yields for each proprietary agrochemical molecule

    Downstream process integration

    • Charged directly into the cross-coupling reactor after pre-mixing with agricultural active fragments under catalyst and base conditions
    • Intermediates then undergo downstream derivatization or ring closure, followed by controlled crystallization

    Final product types

    • Crop protection active ingredients (herbicidal and insecticidal compounds)
    • Agricultural intermediate substances for further formulation

    3. OLED (Organic Light-Emitting Diode) Material Synthesis

    Leading display material producers use 4-(Cyanomethyl)Benzeneboronic Acid as a coupling component in the manufacturing of high-purity small-molecule emitters and transport layers for OLED panels. The boronic acid enables the assembly of pi-conjugated systems through precision cross-coupling, and handling must conform to electronic grade standards for contaminant control. Downstream processing emphasizes batch reproducibility, trace impurity removal, and compatibility with device fabrication protocols.

    Industry compliance standards

    • IEC 62321 Determination of Certain Substances in Electronic and Electrical Products
    • IATF 16949 Quality Management for Automotive Electronics
    • ISO 14644 Cleanroom and Associated Controlled Environments (when integrated with final display lines)
    • RoHS Directive (EU) 2011/65/EU for restricted substances

    Typical usage ratio

    • 1.0–1.3 equivalents relative to complementary bromo-arenes, adjusted for target molecule structure and purity specifications

    Downstream process integration

    • Introduced post-dissolution during palladium-catalyzed synthesis of emitter/host molecules in ultra-clean reactors
    • Mother liquors purified via preparative HPLC before device-level deposition or further functionalization

    Final product types

    • OLED emitting materials (blue, green, or red emitters)
    • Hole/charge/exciton transport materials used in next-generation display panels

    4. Advanced Polymeric Material Building Block

    Producers of functional polymers, especially in the realm of specialty resins and engineered materials, incorporate 4-(Cyanomethyl)Benzeneboronic Acid into macromolecular construction for tailored optoelectronic or separation properties. This monomeric building block is introduced into step-growth or controlled radical polymerization, imparting pendant cyano-phenyl groups that influence thermal stability and permeability characteristics in final polymer architectures. Strict batch recordkeeping and in-line analytics validate the use of chemical feedstock at every polymerization stage.

    Industry compliance standards

    • ISO 9001:2015 for polymer production and quality documentation
    • ASTM D883 Terminology Relating to Plastics
    • REACH (EU) Registration for High-Volume Polymers
    • RoHS for applications in electronic components

    Typical usage ratio

    • 1–10 mol% as a comonomer within the overall monomer feed, depending on the targeted functionality and required post-polymerization modifications

    Downstream process integration

    • Introduced in bulk or solution polymerization setups during initial monomer charging, either in batch or semi-continuous processes
    • Copolymers post-processed via solvent casting, extrusion, or re-precipitation to achieve desired morphology

    Final product types

    • Functionalized specialty polymers (e.g., membranes for organic solvent nanofiltration, optoelectronic thin films)
    • Tailored engineering plastics for electronic and analytical devices

    5. Analytical Reference Material Preparation

    Laboratories producing certified reference standards employ 4-(Cyanomethyl)Benzeneboronic Acid as a synthetic precursor for constructing boron-containing analytical markers and calibrators. Precision handling, accurate molar measurement, and rigorous impurity control are mandated throughout the production chain, and traceability under ISO/IEC 17025 is maintained from raw material arrival to bottling of the analytical reference compound. These standards directly support downstream instrument calibration for regulatory and research applications worldwide.

    Industry compliance standards

    • ISO/IEC 17025 General Requirements for the Competence of Testing and Calibration Laboratories
    • ISO Guide 34 (now ISO 17034) for reference material producers
    • ILAC G7 for proficiency testing in analytical chemistry
    • ISO 9001:2015 for laboratory process management

    Typical usage ratio

    • Stoichiometric quantities (1:1 molar ratio) to target molecule; strictly controlled during small-scale synthesis to maintain batch consistency and traceability

    Downstream process integration

    • Used during standard molecule synthesis followed by high-purity isolation through preparative HPLC/GC
    • Tracking and certification performed at each step from weighing through final QC release

    Final product types

    • Certified analytical reference standards (for pharmaceutical, environmental, or food applications)
    • Boronated calibration materials for spectroscopic and chromatographic analysis
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    Certification & Compliance
    More Introduction

    4-(Cyanomethyl)Benzeneboronic Acid: Application-Focused Insights from Our Manufacturing Floor

    Understanding 4-(Cyanomethyl)Benzeneboronic Acid From the Producer’s View

    Working in fine chemicals manufacturing brings you face to face with a vast range of customer needs and application challenges. Products like 4-(Cyanomethyl)Benzeneboronic Acid don’t just sit on shelves—they drive research forward and support high-value synthesis in the hands of skilled chemists worldwide. It’s sometimes called a mouthful, but day-to-day on our production floor, this molecule isn’t just a name or a formula: it’s a benchmark of how we can consistently deliver purity and performance.

    Specifications and Process Know-How

    Chemists count on reliable chemical identity and purity. During every batch, we focus on maintaining a high-content product, typically exceeding 98% through repeated crystallization and advanced chromatography. Typical lot analysis measures key parameters—moisture content, solubility, trace metal impurities—which we tailor to downstream demands. Granule size, flowability, and storage stability all depend not only on the synthetic route but also on post-synthesis isolation. From reactor to final packaging, our decades of hands-on optimization mean reduced batch-to-batch variation; customers avoid downstream surprises that crop up with lower-grade or inconsistent boronic intermediates.

    Manual handling of air-sensitive organics shapes our choice of protective atmospheres and drying conditions, and feedback from long-term customers proves that paying attention to these details pays off in real-world results. Trace water or metal residues can hamper palladium-catalyzed reactions or Suzuki couplings. Fatigue testing on finished product, along with accelerated aging studies, became part of our protocol after customer QC teams reported sporadic color changes during overseas shipping. Controlling lot-to-lot consistency is more than meeting a spec sheet—it’s a collaboration between analytical chemists, operators, and logistics partners every step of the way.

    Our Process: More Than Synthesis

    Unlike standardized toll manufacturers, we build each process with direct customer input. This boronic acid’s value shows up in those tough transformations where other compounds stall or decompose. In the crowded field of arylboronic acids, the cyano-methyl functional group on this molecule stands out for its dual purpose: it directs reactivity and opens up new routes, especially in pharmaceutical research.

    A typical workflow starts with sourcing high-purity precursors—mislabeled, off-spec benzyl cyanide in the feedstock can lead to poor crystallization and downstream contamination. Several years back, we initiated an internal audit to reduce batch reject rates traced back to raw material drift, equipping our QC lab with more sensitive NMR and LC-MS screens. That move paid dividends: we cut out days lost to reprocessing and, more importantly, gave customers tighter analytical data and cleaner reaction profiles.

    Safety is no afterthought. The cyanomethyl group on this molecule asks for more respect than standard alkyl chain analogs, both in synthesis and downstream handling. Thermal control throughout boronation and hydrolysis is managed by both inline sensors and batchwise analytics, which routinely exposes the limits of general-purpose manufacturing models. Rather than risk decomposition or side-product formation, we opted for slower, staged heating cycles and extended post-reaction quenching. Shipping stability also gets “field tested” in-house under simulated warehouse and container transport conditions to ensure the product holds up from our door to yours.

    End-User Applications: More Than a Reagent

    What sets 4-(Cyanomethyl)Benzeneboronic Acid apart, in the hands of medicinal chemists and material scientists, is its versatility. Every year, we see a steady volume of inquiries about modifying naphthalenes, biphenyls, and heteroaromatics using this boronic acid—in Suzuki-Miyaura couplings, the cyano group preserves electron-withdrawing character while leaving room for further downstream derivatization. In our own pilot syntheses, we’ve succeeded in building polycyclic frameworks, where neighboring group participation from the cyanomethyl directs regioselectivity.

    Customers in agrochemical and advanced material fields benefit from the same properties. Screening libraries for kinase inhibitors, molecular probes and OLED materials all request analytical-grade product at scale. Several years back, a partner university developed a promising dopant for conjugated polymer synthesis using our boronic acid—scalability depended not just on grade but on stability during shipment, a challenge solved by careful vacuum packaging and triple-seal drum liners.

    Real Differences from Other Boronic Acids

    With boronic acids, not every product shares the same reactivity window, hydroscopic risk, or storage life. We sometimes get requests to “swap in” simpler arylboronic acids, assuming all behave alike in cross-coupling or bioconjugation. In our experience, chemistry isn’t that forgiving. The cyanomethyl group tunes the electron density on the phenyl ring, shifting the coupling kinetics and allowing for cleaner separation in downstream product isolation, especially in large-scale or multi-step runs.

    Historically, we’ve seen experimental failures when customers replaced this compound with unsubstituted benzeneboronic acid and expected similar kinetics or product yields. When capped with cyanomethyl, the boronic acid remains stable under mildly basic aqueous workups—less prone to hydrolysis or protodeboronation compared to more sensitive boronates or analogs with weaker electron-withdrawing groups. That stability means less need for repeated purification and greater confidence during gram-to-kilo scale-up.

    Hydration sensitivity sets the chemistry here apart as well. Unlike some triarylboronic acids that gel or melt at high humidity, 4-(Cyanomethyl)Benzeneboronic Acid holds to a dry, free-flowing solid for months if properly packaged. This trait, coupled with manageable dust levels and safe-to-handle particulate size, has drawn repeat orders from facilities with limited humidity control. Our plant does full retention sampling and periodic shelf-life verification—even three years into storage, samples often show negligible degradation when stored as directed.

    Challenges and How We’ve Met Them

    Producing advanced intermediates at a commercial scale isn’t just about ticking boxes on a list of technical requirements. We work side by side with chemists who face budget, time, and purity constraints every day. Raw material purity, particularly with aromatic nitriles, fluctuated for years depending on global supply and logistics. We responded by extending supplier audits, at one point rejecting a third of incoming lots in favor of smaller, more reliable upstream vendors who met our tighter GC specs.

    Another pain point: batch yields under moisture stress. Even small variances in atmospheric humidity during open transfer operations dropped yields by several percent. Installing point-of-use nitrogen purged hoppers and integrating closed-system, glove-box transfer for all boronic intermediates cut both yield loss and operator exposure. Downtimes for scheduled maintenance increased, but by sharing production data and cost-of-lost-yield scenarios transparently with our customers, we built understanding around why process changes were essential for reliable long-term supply.

    Our scale-up journey revealed some subtle headaches—thermal-degradation side products, which escape early detection in small-flask runs, can accumulate over successive cycles. We introduced more frequent LC-MS fingerprinting between main process stages; over two years, this change drove first-pass batch acceptance rates up and let our R&D team work faster on new boron bearings.

    Industry Evolution: Customer Requests Shape Our Process

    The real influence in production often comes from those who use the material day-in, day-out. A Japanese customer once alerted us to their unsuccessful pilot run—unexpected browning occurred in their reaction vessel using a competitor's lot, but remained clean with our product. Review of their process notes and detailed impurity spectra revealed the key difference: trace aldehyde contamination in third-party lots, activating oxidative decomposition. That trust, built around trace impurity control, led to deeper collaborations and specific custom packaging tailored to prevent future exposures during international shipping.

    Academic and industry requests routinely lead us to modify drying methods and stability testing. Once, a request from a European pharmaceutical partner pushed us to extend our protocol, monitoring for trace amide formation as a degradation path. Years later, our archived process notes showed those studies bore fruit, letting us evaluate alternative packing gases while keeping the product shelf-stable for customers without advanced storage infrastructure.

    Packaging and Logistics: Hidden Factors That Matter

    Getting 4-(Cyanomethyl)Benzeneboronic Acid from plant to end user looks straightforward—just fill, seal, and ship. From the manufacturing standpoint, the real story includes daily checks for drum liner integrity, FDA-grade packaging for pharmaceutical buyers, and GDPR-compliant tracking for chain-of-custody requirements. Failures in packaging seal or liner material—discovered during accelerated temperature/humidity cycling—showed visible caking or phase separation in a handful of early shipments. Redesigning to triple-seal drums using multilayer liners and adding moisture indicator strips became standard practice.

    Conveying important handling information to customers also extends to the practical: emphasizing the cost savings and operational ease of a stable, well-flowing fine powder vs. a sticky, oiling solid. We take pride in direct feedback loops—a synth chemist flagging difficulty scooping out product in winter prompted roundtable discussions that led to a revised powder-finishing protocol and the addition of easy-spread anti-caking agents at percentage levels low enough to preserve analytical profiles but high enough to solve the problem.

    Transport security also takes center stage. For overseas bulk, ISPM15-compliant pallets and container bracing avoid drum shifting and seal ruptures. Temperature control in summer months means holding outgoing batches on-site until a direct shipment window opens, reducing the risk of condensate forming inside drums during ocean transit—a lesson learned after an early shipment to Southeast Asia lost part of its useful shelf life from unintended in-transit condensation.

    Supporting Innovation Through Partnership

    The upstream battle for high-performance specialty chemicals always comes back to relationships—both with those purchasing and those handling the materials within our teams. Our goal isn’t simply to sell a commodity, but to build an environment where detailed feedback loops lead to higher quality runs on both sides. We document all technical changes, share them with users who need full traceability for regulatory or patent filings, and resist switching suppliers when it risks introducing process unknowns.

    Our development team regularly revisits application notes from customer trials, especially in new reaction classes where this boronic acid opens new doors. Structured feedback from medicinal and process chemists flows both ways: technical shortcomings reported from the field trigger in-house troubleshooting, while successful customer runs inform our process tweaks. For example, increased demand for microwave-assisted Suzuki couplings led us to optimize particle size and solvent removal to enhance performance in those fast-reaction platforms.

    We also collaborate directly on workflow troubleshooting. On several occasions, R&D partners have invited our technical staff to review failed bench runs at their own facilities. In one case, the source of unwanted side reactions was traced to residual sodium ions from a cleaning process—a lesson we used to further tighten our own downstream process controls. Fostering these relationships strengthens the entire chemical ecosystem; we move beyond transactional supplier-customer exchanges to something that drives both immediate and long-term technical success.

    Looking Toward the Future

    Projection from our sales and technical support teams reveals a steady climb in demand for cyanomethyl-functionalized boronic acids, partly as new cross-coupling targets emerge in the pursuit of better block copolymers and pharmaceuticals. As regulatory frameworks become tougher, trace impurity disclosure and downstream environmental impact come up in nearly every intake meeting. Our own environmental review board guides process changes, from solvent-recycling integration to waste stream minimization. For example, spent filter cakes are now managed through a secondary nitrile reclamation program, reducing landfill and driving advances in green chemistry that benefit both producer and end user.

    We also pledge to keep technical documentation and best practices transparent. Comprehensive Certificates of Analysis—detailing broader impurity screens, trace solvent content, and shelf-life studies—move well beyond legacy reporting structures. By opening our data vaults to customer scientists, we empower them with the best possible information to optimize yield, cost, and innovation in their programs.

    No chemical stands on its own—making the right choice in sourcing 4-(Cyanomethyl)Benzeneboronic Acid means benefiting from our years of experience watching projects succeed and fail, and shaping process and logistical details to new industry demands. At manufacturing scale, those lessons have taught us to build smarter, greener, and more reliable supply chains for every kilo shipped.