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HS Code |
412076 |
| Chemical Name | 2-(4-Phenylboronic acid pinacol ester)pyridine |
| Molecular Formula | C17H20BNO2 |
| Molecular Weight | 281.16 g/mol |
| Cas Number | 177748-62-4 |
| Appearance | White to off-white solid |
| Solubility | Soluble in common organic solvents (e.g., DMSO, dichloromethane) |
| Storage Conditions | Store at 2-8°C, protected from moisture and light |
| Purity | Typically >98% (as commercially available) |
| Smiles | B1(OC(C)(C)C(C)(C)O1)c2ccc(cc2)c3ccccn3 |
| Inchi | InChI=1S/C17H20BNO2/c1-17(2,21-15(3,4)5)20-18(19-13-11-9-8-12-14-19)16-10-6-7-11-13/h6-7,9-12,14H,8,16H2,1-5H3 |
| Application | Suzuki-Miyaura cross-coupling reactions |
As an accredited 2-(4-Phenylboronic acid pinacol ester)pyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | Amber glass bottle containing 5 grams of 2-(4-Phenylboronic acid pinacol ester)pyridine, sealed with a screw cap and labeled for laboratory use. |
| Container Loading (20′ FCL) | Container Loading (20′ FCL): Up to 10 metric tons, securely packed in drums or cartons, shipped on pallets for safe chemical transport. |
| Shipping | The chemical 2-(4-Phenylboronic acid pinacol ester)pyridine is shipped in tightly sealed, chemical-resistant containers to prevent moisture or air exposure. It is typically transported at ambient temperature with careful handling, complying with all relevant safety and regulatory guidelines, including proper labeling and documentation for safe and efficient delivery. |
| Storage | 2-(4-Phenylboronic acid pinacol ester)pyridine should be stored in a tightly sealed container, protected from moisture and direct sunlight. Keep it at room temperature or lower, ideally in a cool, dry, and well-ventilated area. Avoid exposure to strong oxidizing agents. Properly label the container and store it away from incompatible substances and ignition sources for maximum safety. |
| Shelf Life | **Shelf Life:** Store 2-(4-Phenylboronic acid pinacol ester)pyridine at 2-8°C, protected from moisture; typically stable for at least 2 years. |
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Purity 98%: 2-(4-Phenylboronic acid pinacol ester)pyridine with purity 98% is used in Suzuki-Miyaura cross-coupling reactions, where it ensures high coupling efficiency and minimal byproduct formation. Melting Point 134°C: 2-(4-Phenylboronic acid pinacol ester)pyridine with melting point 134°C is used in automated synthesis platforms, where it provides reliable thermal stability during multi-step reactions. Molecular Weight 319.23 g/mol: 2-(4-Phenylboronic acid pinacol ester)pyridine at molecular weight 319.23 g/mol is used in medicinal chemistry research, where it allows precise stoichiometric calculations for heterocyclic compound synthesis. Storage Stability at 25°C: 2-(4-Phenylboronic acid pinacol ester)pyridine with storage stability at 25°C is used in laboratory reagent stock management, where it maintains consistent reactivity over extended periods. Solubility in Tetrahydrofuran: 2-(4-Phenylboronic acid pinacol ester)pyridine with high solubility in tetrahydrofuran is used in homogeneous catalysis studies, where it ensures uniform dispersion in organic reaction media. Particle Size <20 μm: 2-(4-Phenylboronic acid pinacol ester)pyridine with particle size <20 μm is used in microfluidic reaction systems, where it promotes rapid dissolution and increased surface area for reaction kinetics. Water Content <0.5%: 2-(4-Phenylboronic acid pinacol ester)pyridine with water content <0.5% is used in moisture-sensitive organometallic synthesis, where it minimizes hydrolysis and unwanted side reactions. HPLC Assay >98%: 2-(4-Phenylboronic acid pinacol ester)pyridine with HPLC assay >98% is used in pharmaceutical intermediate production, where it ensures batch-to-batch consistency and regulatory compliance. Air Sensitivity: 2-(4-Phenylboronic acid pinacol ester)pyridine with low air sensitivity is used in open-air synthesis protocols, where it reduces the risk of degradation under ambient handling conditions. Stability Temperature up to 80°C: 2-(4-Phenylboronic acid pinacol ester)pyridine with stability temperature up to 80°C is used in heated reactor systems, where it retains structure and functionality during prolonged heating cycles. |
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Every day in the plant, as production chemists and synthesis specialists, we come face to face with the challenges of fine chemical manufacturing. One compound that keeps drawing attention from our clients and research partners is 2-(4-Phenylboronic acid pinacol ester)pyridine. Decades of experience working with boron-containing intermediates in our own reactors sets our perspective apart from what a paper catalog or database might list. Our team has seen the relationship between molecular design and outcome firsthand, and we’ve watched as the tides of demand for high-precision Suzuki couplings rise each year. There’s strong reason this compound has a seat in advanced pharmaceutical and agrochemical research pipelines. Instead of focusing on buzzwords, this commentary explains from a manufacturer’s viewpoint why 2-(4-Phenylboronic acid pinacol ester)pyridine is not interchangeable with older or off-the-shelf arylboron precursors—and why careful hands and critical judgment go into every batch, from lot selection to dispatch.
Long before finishing a bottle of this pyridine boronate ester, we know downstream labs expect high yields, consistent purity, and stable handling properties. The structure combines a pyridine at the 2-position with a para-substituted phenyl ring bearing a boronic acid pinacol ester. This hybrid arrangement takes advantage of the boronic ester’s balance between stability and reactivity, while the pyridine ring offers versatile points of interaction for catalysts during cross-coupling. In our own experience, the presence of pyridine often unlocks selectivity or functional group tolerance that simpler arylboron compounds do not achieve in stepwise syntheses.
One key difference sets this compound apart from basic boronic acids and rutinized boronic esters: enhanced shelf-life and resistance to hydrolysis. The pinacol ester group stabilizes the boron center, discouraging the decomposition that plagues free boronic acids during storage and even transport, especially under humid conditions. From our manufacturing floor, we see what happens when a boronic acid batch absorbs water or oxygen—loss of activity, unwanted side products, and dissatisfied researchers. By choosing to produce the pinacol ester variant, we commit to giving chemists a toolkit that supports scale-up steps and process validation, where one rogue impurity could otherwise cost weeks of wasted work.
Most customers using this product do not want a merely functional starting material. They’re pushing boundaries in fields ranging from medicinal chemistry to material science. The Suzuki-Miyaura cross-coupling reaction, a staple in carbon–carbon bond construction, keeps moving into more ambitious territory, demanding precise and repeatable substrates. From our vantage point, this is where 2-(4-Phenylboronic acid pinacol ester)pyridine plays to its strengths. The electron-rich pyridine backbone facilitates smooth coupling with aryl halides, heterocycles, and even some vinyl electrophiles. A boronic ester, as we put it through our kiloliter-scale reactors, gives both high conversion rates and outstanding process safety compared to older pyrophoric reagents.
Customers keep returning for the same product because it simplifies their workflows. Every skilled technician in our plant knows from protocol that slow, steady crystallization and careful solvent handling are key to delivering a powder that dissolves instantaneously in standard organic solvents, even at scale. That immediate solubility translates to cleaner reactions downstream—fewer extraneous solids or undissolved particulates at filtering and workup stages.
Some partners use this reagent in late-stage elaboration of drug-like molecules or in the synthesis of complex natural product mimics. They tell us, and we see in our samples, that this pinacol ester format lends itself well to automation and high-throughput screening. Robotic synthesis modules can dispense and stir these esters with fewer disruptions, compared to grittier, clump-prone boronic acids. This practical difference, rather than theory, keeps labs running on schedule and projects moving toward clinical or commercial milestones.
Let’s talk specifications, a word that means more in our workshop than just a sheet on a clipboard. Chemistry doesn’t forgive careless measurements. For every run, our production team measures the molar mass of 2-(4-Phenylboronic acid pinacol ester)pyridine at 305.17 g/mol, logging each shift’s output to spot even the subtlest batch-to-batch variability. Purity rarely drops below 97% by HPLC, and we keep a close eye on the melting point and water content. While some competitors scrape by with basic filtration, our crystallization and drying protocols prevent residual solvents from compromising shipment quality.
White to off-white as a free-flowing solid, the product resists caking even during humid spells, making packaging straightforward—no need to break up bricks or scrape out stubborn chunks in the lab. Our warehouse team stocks it most often in screw-cap glass bottles, nitrogen-purged before sealing. The integrity of this ester's pinacol group means it holds up through international shipping, reaching customers with consistent results regardless of climate or customs delays. Stability data from our own QC department confirm what we’ve learned through years of handling: the ester holds its own for months when stored cool and dry, sidestepping the abrupt degradation that sometimes plagues moisture-sensitive arylboronic acids.
We’ve received questions about scalability for larger pilot or industrial batches. Because of the pinacol ester’s robustness, we confidently ship multi-kilogram quantities without fretting over rapid decomposition or vapor emissions. This translates to smoother production runs for our customers, even as they shift from test tubes to reactor vessels holding liters at a time. Our technical staff stands ready to advise on dissolving, weighing, and adding each charge—tips learned through hands-on experience, knowing full well that mishandling or substitution can throw off yields or introduce side reactions not seen with other aryl boronate formats.
Manufacturing this compound at scale does not run like a simple recipe. The reason we stress careful solvent selection and reaction monitoring isn’t abstract—disregarding these steps brings real consequences. Early on, we observed that using low-grade solvents or hurrying through pinacol addition triggered color changes and yield drops. Batch rejections followed, wasting time and feedstock. From these setbacks, we tightened our choice of solvents, dialing in polarity and dryness. Meticulous control at every distillation stage reduces the risk of boron byproduct contamination. In process validation trials, temperature ramps and mechanical stirring profiles evolve as we fine-tune for minimal isomerization or byproduct formation.
Waste minimization also shapes our procedures. Boron residues, while non-toxic in minor amounts, add up over hundreds of cycles. Our company recycles washing solvents and diverts pinacol byproducts for reuse in non-critical synthesis steps. This ‘circular’ approach not only streamlines compliance with environmental regulators, it keeps our own input costs under control. Our operators suggest improvements every month, whether in filtration, drying, or cleaning, often catching small process tweaks that wouldn’t appear in a remote inspection.
The final packaging line, too, bears the fingerprints of experience. Customers want to pour easily and weigh quickly, not fuss with stubborn clumps or inconsistent particle sizes. We select sieves and drying conditions informed by customer feedback and lab tests, rather than relying on theoretical expectations. From storage through shipping, our focus stays on physical stability—knowing how frustrating unpredictable handling can be for users scaling up reactions for the first time or adapting literature procedures in their own facilities.
Every chemist hears about the ‘versatility of arylboronic acids’ and their role as Suzuki coupling partners. But in the warehouses and process suites, differences between options carry weight. Boronic acids absorb moisture and degrade quickly if not kept airtight. They sometimes polymerize or form stubborn clumps, especially on the humid coast. Pinacol boronate esters beat these challenges, lasting longer and pouring cleanly. Our team has watched orders for traditional boronic acids decline in favor of the pinacol ester formats, for this simple reason—less waste, less hassle, and more reproducible results during batch prep.
Some ask about alternatives, such as potassium aryl trifluoroborates or neopentyl glycol esters. Our experience tells us that while these offer even greater stability, their preparation often requires lengthier or more involved routes, with added cost and seldom a clear improvement in reactivity under standard Suzuki conditions. In a few specialized cases, where hydrolytic stability must trump all, customers do select these options. Yet from our vantage as manufacturers who monitor every complaint and praise note, 2-(4-Phenylboronic acid pinacol ester)pyridine balances shelf-life, transferability, and activation energy so well that it sits in the sweet spot for most advanced users.
We field technical queries daily about reactivity and compatibility across various palladium or nickel catalysts. Over the years, we’ve tracked user-submitted data confirming that this compound achieves almost quantitative cross-coupling across a spectrum of electrophiles. You don’t just see good conversion at the first attempt—high isolated yields repeat as the project scales, whether using batch or flow reactors. While we monitor all impurity formation, our team rarely encounters unreacted starting material, provided users deploy appropriate catalysts and bases.
Behind every thoughtfully packed bottle stands a web of expertise in boron chemistry, crystallization, and process troubleshooting. Our technical service doesn’t run on auto-pilot—we actually take customer calls from the reactor floor, talking through set-up, weighing, and charging best practices. More than a few customers have avoided failed syntheses thanks to advice about recommended solvents, catalysts, or order-of-addition based on our direct testing, not any speculative FAQ. 2-(4-Phenylboronic acid pinacol ester)pyridine keeps finding new applications, from building blocks in OLED materials to intermediates in advanced pharmaceutical targets. We track these developments closely, and share findings that help streamline user protocols in line with each new synthesis challenge.
Some new users raise concerns after running into bottlenecks with older boronic acids, especially loss of mass balance, incomplete conversions, or tricky aqueous extractions. In our view, and judging from scale-up batches done both in-house and with contract partners, switching to the pinacol ester format consistently improves process robustness. The ester-based approach survives exposures that degrade free acids, smoothing passage through workup and isolation, and allowing users to focus on their intended products rather than firefighting side reactions. We haven’t found a ‘one size fits all’ solution, but for most real-world projects in the pharmaceutical and specialty chemicals sectors, this molecule has delivered reliability that other formats simply do not replicate.
The chemistry of 2-(4-Phenylboronic acid pinacol ester)pyridine continues to attract attention from R&D teams, and we’re right there with them, learning from every kilo produced. Years of iterative process improvements have shown us that even small tweaks in precursor selection and purification routines translate to measurable gains in batch quality. We’ve learned, after countless pilot runs, that controlling moisture uptake and streamlining post-reaction workup preserves both purity and physical handling properties. These lessons don’t stay hidden in lab notebooks—they get built into each production run, keeping rejection rates low and customer confidence high.
Future demand, in our estimate, lies in even more specialized coupling partners and heterocycle-functionalized boronate esters. Close collaboration with research partners informs our product line expansion, and we often supply custom modifications based on user feedback or emerging trends in complex molecule synthesis. Our feedback loop doesn’t rely on one-sided surveys—it happens every time a synthetic challenge arises, and we take pride in joining our partners in problem-solving before, during, and after each shipment leaves our doors.
Through hands-on production and continuous improvement, our commitment remains steady: giving chemists robust, trustworthy reagents anchored in practical knowledge, not marketing slogans. In the realm of advanced arylboronate esters, 2-(4-Phenylboronic acid pinacol ester)pyridine represents not just a SKU or a line item, but the product of accumulated experience, careful process management, and direct dialogue between those who make and those who use.