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HS Code |
597991 |
| Compound Name | 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzonitrile |
| Molecular Formula | C13H16BNO2 |
| Molecular Weight | 229.09 g/mol |
| Cas Number | 1458837-25-6 |
| Appearance | White to off-white solid |
| Melting Point | 94-97°C |
| Purity | Typically ≥98% |
| Solubility | Soluble in common organic solvents (e.g., DMSO, dichloromethane) |
| Storage Temperature | Store at 2-8°C |
| Smiles | B3OC(C)(C)C(C)(C)O3c2ccc(C#N)cc2 |
| Inchi | InChI=1S/C13H16BNO2/c1-12(2)16-13(3,4)17-14-11-6-8-10(9-15)7-5-11/h5-8,12H,1-4H3 |
| Synonyms | 4-Cyanophenylboronic acid pinacol ester |
As an accredited 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzonitrile factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The chemical is supplied in a 5-gram amber glass bottle, sealed with a screw cap and labeled with product and safety information. |
| Shipping | The chemical **4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile** is shipped in sealed containers, protected from light, moisture, and air. Standard shipping is via ground or air, following regulatory guidelines for laboratory chemicals. Proper hazardous material labeling ensures safe delivery to the intended research or industrial destination. |
| Storage | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile should be stored in a tightly sealed container, in a cool, dry, and well-ventilated area, away from direct sunlight and moisture. It should be kept away from incompatible substances such as strong oxidizers. Store at recommended temperature (often 2-8°C), and ensure proper labeling and access for authorized personnel only. |
Applications of 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzonitrile in Industrial Manufacturing4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzonitrile integrates into multiple high-value manufacturing sectors as a boron-based intermediate. Its unique structure enables precise C–C coupling, providing process advantages for specialty molecule construction. Below are defined downstream application scenarios, detailing compliance requirements, formulation approaches, production process stages, and final products delivered by our industrial clients. 1. Pharmaceutical Active Ingredient Synthesis (Suzuki-Miyaura Coupling)Leading pharmaceutical manufacturers employ this compound as a boronic ester building block for targeted Suzuki–Miyaura cross-coupling steps in active pharmaceutical ingredient (API) synthesis, especially for complex aromatic structures in oncology and CNS agents. Process chemists value its stability and reactivity profile in moisture-sensitive peptide and heterocycle assembly lines, delivering reliable performance during late-stage medicinal chemistry and commercial scalability. Industry compliance standards
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2. OLED and Organic Semiconductor Material SynthesisElectronic chemical integrators utilize this boronic ester derivative for constructing arylated frameworks in OLED emitters and electron-transporting layers. Its high purity and consistent reactivity enable reproducible coupling in formation of nitrile-functionalized, conjugated backbones, critical for achieving emission color precision, film-forming properties, and device stability in commercial display and lighting solutions. Industry compliance standards
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3. Agrochemical Intermediate Development (Herbicides and Fungicides)Crop protection R&D labs apply this compound for building substituted biphenyl scaffolds and aryl nitrile-containing cores of advanced agrochemical actives. The nitrile substituent increases metabolic stability of the final molecule, while the boronic ester allows for modular diversification during active development pipelines and commercial-scale synthesis campaigns. Industry compliance standards
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4. Advanced Polymer and Resin Additive SynthesisSpecialty polymer producers employ the boronic ester structure to introduce functional aromatic units during the tailor-made synthesis of high-performance polymers and cross-linked resins. The compound’s nitrile group upgrades end-use mechanical and thermal properties, particularly in specialty adhesives, high-glass transition temperature (Tg) thermoplastics, and photoresists for microfabrication processes. Industry compliance standards
Typical usage ratio
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Competitive 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzonitrile prices that fit your budget—flexible terms and customized quotes for every order.
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Day after day, our chemists step onto the plant floor and oversee the production of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile. This compound hardly rolls off the tongue, but those who know it trust its performance when it comes to constructing biaryl skeletons, functional materials, fine electronics, and novel pharmaceuticals. We work with kilos, not test tubes, and understand firsthand that this isn’t just another boronic ester.
Anyone running carbon–carbon coupling knows the frustration of a batch that breaks expectations. We see customers struggle with unreliable reactivity or issues scaling up incompatible boronates. The boron and nitrile moieties of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile enable versatile transformations, taking full advantage of Suzuki-Miyaura cross-coupling without falling short on yield or purity. Our process engineers monitor every step to avoid inconsistent crystallization or problematic residual solvents, common headaches for formulators and process developers.
Unlike simple phenylboronic acids, this compound resists rapid hydrolysis. It maintains structural integrity in a variety of solvents and temperatures, even during prolonged purifications or multi-step syntheses. This matters for research teams and manufacturing managers trying to predict their downstream outcomes with some degree of confidence. We ship lots every week, directly from the reactors, and see real-world results: improved conversion rates, clean chromatograms, and reproducibility from batch to batch.
Standard boronic acids sit everywhere on catalogues, but 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile stands out for two reasons: the rugged dioxaborolane ring and the robust nitrile group. Rather than degrade under moisture or oxygen, the dioxaborolane holds up in air and survives transit. The nitrile offers a direct handle for further elaboration—tailored alkylation, nucleophilic additions, and cycloadditions sail through when compared to less activated boronic esters.
Colleagues in medicinal chemistry depend on this intermediate for rapid SAR exploration. The predictable coupling to various heterocycles and aryl halides saves projects from costly reruns. Our facility’s automated systems minimize exposure to air, further protecting the boronic ester’s activity. Purity always hovers over 98%, confirmed on-site by LC-MS and NMR, well above most catalogue offerings.
Every scale brings new challenges. When we began making this molecule, lab yields looked promising, but moving to the kilo lab threw up bottlenecks: slow dissolution, uneven drying, and variable particle size. Unchecked, these quirks could spell trouble for plant trials or multi-gram medicinal chemistry preps. After dozens of cycles, our technical crew reworked the workup—modest tweaks to the solvent switch and controlled stir rates gave cleaner filter cakes and improved packing for bulk shipping.
Large batch sizes help end users reduce logistical headaches. Crude product rarely contains more than 0.1% water, side reactions linger well below the thresholds that cause headaches in downstream reactions. Distribution straight from our plant cuts transit and storage times, avoiding unwanted polymerization or decomposition. Our process doesn’t bank on single-use vessels, so cross-contamination never comes up in our QC runs.
Every drum leaves with direct analytics. Typical material clocks in with a melting point around 124–127 °C, consistent with literature. Levels of residual solvents—THF, ether, acetonitrile—never climb high enough to pose workup issues for buyers finishing API intermediates or assembling OLED materials. We validate every batch using proton and boron NMR, mass spec, and HPLC, confirming structure as well as impurity profile.
This isn’t mere paperwork. Reliable specs allow lean operations in research and in production, reducing surprises and letting chemists focus on innovating instead of troubleshooting impurities. If a user reports clumping or unexpected TLC spots, our technical support has access to the full trace file for root cause analysis, not fuzzy “meets catalogue standard” assurances.
Our main clients range from university researchers pushing new medicinal scaffolds, to fine chemical factories scaling new agrochemical leads. We often field questions on compatibility: Will this ester work with in-situ palladium systems, or survive a base-sensitive cross-coupling without hydrolysis? From hands-on feedback, experienced process chemists see no unwanted byproducts even when running under less-than-ideal conditions—wet reagents, older glassware, or rapid chromatographic separations.
Development chemists use the compound as a linchpin for ring closures in aromatic nitrile synthesis, where alternative boron sources tend to lag due to unwanted side reactions. Organic electronics R&D teams appreciate the stability in storage and under typical workup conditions, eliminating need for glove box handling or low-temperature workups. The difference from standard boronic acids or unprotected boronate esters is clear: robust reactivity, minimal byproduct formation, and no darkening or yellowing over time.
Our warehouse sees hundreds of kilograms stored in sealed, moisture-conscious packaging. Years of experience show that, left exposed, even robust boronic esters can pick up moisture and eventually degrade. That’s avoided through inert gas blanketing and double-bagging at the plant before any shipment. This careful routine, born from costly early losses, means receiving docks get material stable enough for immediate use—no costly rework or drying needed.
We support customer audits, allowing visiting teams to trace exactly how contamination risk gets managed at every step. In fine chemical manufacture, reputation rides on batch-to-batch consistency and full traceability. Chemists and operators in our facility see every day how minor packaging failures lead to material loss or tricky filtration downstream. Our hands-on team stops those issues at the source, letting users scale up without adding extra purification steps or risking off-spec product entering sensitive syntheses.
Many boronic substances come through as unstable, hygroscopic, or with a profile skewed toward side reactions under palladium catalysis. This product’s dioxaborolane protective group dramatically improves shelf life and user handling. Colleagues who switch from plain benzonitrile see added functionality thanks to the boronate group—unlocking modular assembly of complex aromatic frameworks.
Unlike pinacol boronate esters, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile pushes coupling efficiency, especially in multistep synthetic routes. We’ve field-tested in the real world: smoother purifications, cleaner chromatograms, and fewer headaches around reagent decomposition. The nitrile group, hard to introduce after functionalization, comes built in, giving researchers a reliable hook for further manipulation.
Efficiency shows in fewer side reactions during Suzuki couplings, reliable compatibility with diverse aryl or heteroaryl halides, and simplified isolation steps. Unlike boronic acids, there’s no rapid hydrolysis under ambient conditions, giving formulators and process engineers a wider window of operation, even in less controlled environments.
Many technical challenges reach our help desk—not just materials, but process advice. Our staff fields requests about coupling conditions, compatibility with ligands, or unusual workup issues that arise outside the textbook cases. We draw on direct production experience, scalable protocols, and a dozen unrelated use cases to suggest alternative approaches, not just sales language. If a particular solvent system or GC profile matters, our lab teams rerun reactions and share real output, helping colleagues anywhere in the research chain make decisions grounded in practical knowledge.
Intellectual property teams appreciate the transparent sourcing and full backward traceability of every lot. In regulatory submissions, that full audit trail shields projects from delays caused by material mismatches or unexplained upsets. By controlling every stage—from raw boronate feedstocks to the final kilogram drums—our partners gain confidence each batch meets stringent project specifications and delivers reproducible results, even in late-stage scaleup.
Real chemical manufacturing isn’t only about quality; it’s about responsibility to environment and workforce. Each reactor run demands careful solvent recovery, air and water emissions control, and safe handling of boron materials. Plant crews implement closed filtration and dry transfer lines, avoiding dust generation and minimising uncontrolled losses. Off-site treatment ensures boron residues never reach municipal waste streams. As direct producers, these concerns are more than compliance—they’re part of daily decision-making, shaped by years of audits and local regulations.
Supply chain managers feel creeping global shortages of borate-based reagents. In years past, price spikes and unreliable delivery forced many operators to pause production or scramble for substitutes. By maintaining primary synthesis and in-house packaging, we insulate end users from erratic market swings. Our long-term purchasing power for precursors allows customers greater certainty over inventory plans and project timelines.
Continuous tweaks to process chemistry, filtration, and crystallization come from direct operator feedback and customer suggestions. What starts as a complaint—clumping, off-odours, minor colour shifts—drives internal Kaizen events and immediate process reviews. Staff chemists and engineers collaborate in real time to trial changes and confirm improved material qualities before full-scale implementation, rather than relying on distant vendors or theoretical fixes.
Instruments upgrade steadily to bolster in-plant validation—moving from benchtop HPLC to robust, automated sampling interventions, and running longer-term stability tests. Current product, shipping worldwide, reflects hundreds of cycles of proof—no dust, low carry-forward of residual solvents, and easy dissolution matching compounders’ needs across sectors.
Every drum shipped carries our badge of accountability. Plant workers know their name rides with the batch, translating years of experience into security for end users on site. Feedback loops from customers don’t stop with sales—they drive new process tweaks, packaging upgrades, and direct troubleshooting for unique research hurdles. In every kilogram, users gain not just a reagent but a wealth of factory-grounded insight into safe, reliable, and versatile deployment in challenging synthetic routes.
Our technical support line connects research teams with plant chemists, not customer service reps reading generic FAQs. When you need an adjustment in handling, compatibility with unusual coupling partners, or advice integrating the boronic ester into novel processes, our staff responds based on practical troubleshooting experience. Close collaboration between manufacturing chemists and application scientists keeps information grounded in the realities of large-scale production, not just small-batch theory.
As research requirements change, flexibility in process and reliable supply matters more. We see greater demand for advanced intermediates that withstand rough-and-tumble filtration, exposure to challenging weather during shipping, or extended bench time in demanding workflows. The dioxaborolane-protected benzonitrile fits this need, bolstering the reliability of cross-coupling and late-stage functionalization in pipeline discovery.
Process chemists know that real-world synthesis rarely matches neatly controlled laboratory demonstrations. Temperature, humidity, operator fatigue—all introduce variability. By focusing manufacturing energy on robust protection of the boron group, optimizing packoff, and use of upgraded analytical controls, we anchor quality at a level rarely matched by catalogue traders or repackers.
Having worked up close with the evolution of this compound, our team sees not just the technical specs or the chemical formula, but the relief and confidence it brings at the bench and in the plant. Fewer failed runs, less material hoarding to hedge against spoilage, more predictable outcomes in multi-step routes—these deliver better science, smoother commercial processes, and less waste. Every drum reflects years of hard-won experience, direct problem-solving, and an unbroken chain from raw reactants to end-user innovation. From first screening runs to major process launches, this intermediate proves itself where it counts: in hands-on use, durability, and support tuned to the realities of modern chemicals manufacturing.