|
HS Code |
145027 |
| Cas Number | 1393015-11-2 |
| Molecular Formula | C8H9BO4 |
| Molecular Weight | 179.97 |
| Appearance | White to off-white powder |
| Purity | Typically ≥ 95% |
| Melting Point | 168-172 °C |
| Solubility | Slightly soluble in water, soluble in organic solvents |
| Storage Temperature | 2-8 °C, protected from moisture |
| Functional Groups | Boronic acid, ester (methoxycarbonyl) |
| Synonyms | 3-(Methoxycarbonyl)phenylboronic acid, meta-(Methoxycarbonyl)benzeneboronic acid |
| Smiles | COC(=O)C1=CC(=CC=C1)B(O)O |
| Applications | Used in Suzuki-Miyaura coupling and other organic syntheses |
As an accredited 3-(Methoxycarbonyl)phenylboronic Acid (contains varying amounts of Anhydride) factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The 5-gram Sigma-Aldrich bottle is amber glass with a screw cap, labeled “3-(Methoxycarbonyl)phenylboronic Acid, contains anhydride.” |
| Shipping | **Shipping Description:** 3-(Methoxycarbonyl)phenylboronic acid (with varying amounts of anhydride) is shipped in sealed, moisture-resistant containers. Transport is at ambient temperature unless specified otherwise. The chemical is classified as non-hazardous for standard shipping regulations but should be handled with care and stored in a cool, dry place upon arrival. |
| Storage | Store 3-(Methoxycarbonyl)phenylboronic acid (contains varying amounts of anhydride) in a tightly sealed container, protected from moisture and air. Keep in a cool, dry place, away from direct sunlight and incompatible substances such as strong oxidizers. Recommended storage temperature is 2–8°C (refrigerated). Use only in a well-ventilated area, and follow Sigma Aldrich/Merck/TCI chemical storage guidelines. |
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Every batch of 3-(Methoxycarbonyl)phenylboronic Acid comes from a line that has been built and refined not in some faceless warehouse, but right here in our own reactors, monitored by teams whose job depends on a product that delivers exactly as needed. Over the years, the story of this compound has been written in glass flasks, stirred and sampled until it reaches the desired form. You can recognize the experience by the way the final product presents itself: a fine, consistent solid—white to off-white—though at times, a slight yellow hint appears owing to the nature of the aromatic substrate and real-life synthetic variation. This acid, bearing the methoxycarbonyl group on the phenyl ring, carries a chemical fingerprint that chemists reach for when building more complex molecules, especially within pharmaceutical development.
The label reads “contains varying amounts of anhydride” because, in an environment where humidity shifts or reaction water remains persistent, complete exclusion of anhydrides proves impossible. We have seen, through daily workup decisions and practical yield calculations, that a minor percentage of anhydride often results from exposure to air or slightly extended drying under vacuum. Most users, especially those experienced in boronic acid chemistry, recognize this trait not as a sign of deficiency, but as a natural outcome of scale-up and handling, particularly for sensitive chemicals such as phenylboronic acids.
Synthetic chemists can agree: Pure theoretical chemistry in textbooks rarely reflects the experience of grappling with recrystallization, solvent residue, and minor impurities. We've adjusted protocols after sampling resins, solvents, catalyst sources, tweaking temperature profiles, and watching out for boroxine formation. The anhydride content fluctuates slightly between lots, not through lack of control, but from operating in the real chemical world where glassware isn’t scrupulously dried between every stage for fear of starting fires or wasting time. We maintain rigorous monitoring, and most finished material lands below 5% anhydride by NMR and HPLC integration. This effort delivers a material that chemists can load directly into Suzuki-Miyaura couplings or other transformations without extensive pre-treatment.
We have built procedures that balance purity, storage stability, and shipment cost. The methyl ester on the phenyl ring strikes a balance for those seeking a boronic acid with more than just a generic substituent. Over several product cycles, our team has learned that this functional group minimizes undesired side reactions during complex syntheses, especially when sensitive functional groups flank a target molecule. Where hydrogen-bond donors or acceptors would disrupt selectivity or yield, the methoxycarbonyl moiety helps, lending useful electron-withdrawing character without compromising the aryl coupling performance. Those using this reagent for medicinal chemistry intermediates have pushed yields upward, particularly in N-heterocycle modifications, as the electron-withdrawing effect enhances compatibility in palladium-catalyzed processes.
Unlike materials bought and stored for years in a distributor’s warehouse, each shipment from our plant carries freshness. Employees see the difference as soon as the drum is opened, and they can describe the subtle, sweet note of the material, the ease of weighing it out even in a humid climate. This easy handling is a reward earned by improvements in drying techniques and routine cleaning of extraction vessels. The ability to deliver kilogram quantities on a week’s notice did not arise through demand forecasts alone, but through retooling reactors, consolidating steps, and endless debate on the ideal fractionation temperature.
What sets 3-(Methoxycarbonyl)phenylboronic acid apart is the direct connection with everyday chemistry on a bench. There is no surprise by-product haze during application—users have shown their appreciation by sharing back their coupling data and resolved final product spectra. We watch these results carefully, eager to improve, knowing the compound will meet not only synthetic requirements but also those subtler, often unspoken needs of formulation scientists and R&D teams. If the physical characteristics feel consistent, it's due to adaptation and pride in the process, not luck.
It’s worth highlighting that every kilogram moves from an air- and moisture-inert environment directly to final packaging. Containers are purged and double-sealed. Our stability testing, refreshed annually, draws from retained inventory and control samples rather than theoretical projections. Teams regularly take aliquots retained from six, twelve, and twenty-four months ago, running fresh HPLC and NMR to track shifts in anhydride content, color, and molecular integrity. These data inform whether the batch makes it to market; the experience for users reflects these choices.
No two boronic acids behave quite the same. Several in the marketplace appear interchangeable until they’re put through the paces. We have sorted through plenty of commercial samples brought in as controls or competitors: some clump, turning waxy and slippery; others degrade, turning brown and sticky, with anhydride and polymer side-products that mess up reaction planning. The methyl ester version stands apart for chemists looking beyond just pricing or generic appearance—the stability window is wider, storage feels easier, and reaction success climbs, especially in precise cross-coupling steps. In real world QC rooms, a chemist facing time pressure cannot always afford to dry or re-purify a material before running the reaction. The composition seen in our shipments matches the spec sheets studied, but not at the expense of process efficiency, so each pallet that leaves the warehouse clears both compliance checks and practical use cases.
Our difference stems from integration at every stage—intentional control of temperature ramps during esterification and precise neutralization before rotary evaporation. Adapting to evolving market needs, we designed equipment for rapid cooling cycles and slow, solvent-specific distillations, helping preserve the boronic acid in its free form and minimizing hydrolysis back to benzoic acid derivatives. Experience shows that, as the compound ages, minor increases in anhydride can arise, sometimes crystalizing together with the acid. Our plant workers have developed methods for visual checking—subtle prismatic surfaces and powder texture tell the difference in seconds, letting us intercept off-spec lots before packaging.
Batch data collected each month is more than a compliance requirement; it’s a shared conversation with synthetic chemists worldwide. Reports return with feedback: “batch so-and-so crystallized well, yield consistent above standard,” or “no extra drying step required, saved a day in process scale-up.” We collect this input, discussing what worked and where improvement fits. This compound—under our in-house designation, a code linked to plant runs, not some random external number—sits on the same inventories as our other boronic acids, but gets more frequent checks by our analytical staff. One recent analysis showed that a batch sealed under vacuum, kept below ambient for two months, and only opened for QC sampling, still matched the data from production day.
Differences from similar products show up clearly in downstream usage. For instance, 3-(methoxycarbonyl)phenylboronic acid resists atmospheric degradation better than many para- or ortho-methoxybenzeneboronic acids we’ve made or sampled from competitors. While some analogs break down, forming intractable solids or sticky residues, this compound typically stays free-flowing. The staff recognizes what a week at 60% humidity does to boronic acids that lack the methoxycarbonyl group; these tend to cake up or go pasty, often losing performance in cross-coupling without visible warning. Customers in regions with shifting seasons report less need for elaborate handling procedures, finding confidence even without glovebox transfers or repeated drying.
Our production teams observe trends in real time. Each uptick or lull in orders signals shifts in global synthesis: growth in research on new kinase inhibitors, a push in agrochemical pipelines, or the latest need for specialized organoboron building blocks. Rather than chasing hyper-pure specifications that triple lead time but add no functional benefit, we direct energy toward reliable, real world usability. Bridging experience from the plant to the end-user guides innovation—abandoning features that add cost without value, sharpening QC methods that actually matter to bench scientists, and always keeping a close watch on the ever-changing regulatory climate for boronic acids.
Chemists using 3-(Methoxycarbonyl)phenylboronic acid rarely work alone. R&D teams, contract manufacturers, and academic labs feed back stories of scale-up success, or share where a side-product appeared, letting us fine-tune the process cycle and even recommend different storage conditions. Over the span of hundreds of batches, we tracked incidents—occasional brittle clumps, rare darkening—finding either minor potassium contamination or exposure to excessive moisture during transit. Root cause analysis, on our site and in partnership with solution-minded customers, led to modifications: new liner materials for large drums, faster inner pouching, and extra checks before final logistics. This two-way learning loop reduces downtime and cuts unforeseen costs for customers as well as in our own shop.
Pharmaceutical process chemists look for reproducibility and scale. Our 3-(methoxycarbonyl)phenylboronic acid enters the plant at lab scale and exits in pilot and commercial scale, always by teams familiar with the newest process changes. The methyl ester brings an electronic effect that smooths over inconsistencies during Suzuki couplings; unexpected by-products tend to stay low, particularly problematic in more electron-rich conditions or with delicate N-heterocycles. We have evidence from dozens of product runs that the material couples cleanly, both in standard and microwave-assisted conditions.
Materials used in regulated environments must pass not just purity standards, but withstand years of archival testing in tight compliance. Our own stability samples support the shelf-life and risk data we share; these facts have been built up through detailed, month-by-month checks, and by comparison with known standards held on-site. The less visible wins—batch transparency, honest reporting of anhydride content, photos of crystal lots, and clear, jargon-free communication—have cut lead times and reduced returns. Conversations with users reveal repeat patterns: less time cleaning out reactors; fewer failed filtrations; compound identified correctly in LCMS with minimum extra sample prep.
As needs evolve, priorities shift from purity at any cost to solutions that sidestep production bottlenecks. In recent years, teams have switched not just to this compound but to its analogs as well, motivated by needs for stability and less batch-to-batch drift. Some customers use robust metal-catalyzed cross-couplings, demanding material that withstands air exposure on an open bench, while others integrate the acid into late-stage functionalization campaigns, benefitting from a predictable reaction profile and color stability. We speak regularly with users to set exact specs—not too tight to be wasteful, yet close enough to provide reliable, measurable results.
Great chemistry, in our view, builds on repeatable outcomes rooted in honest process and adjustment. Material that leaves the facility shows true traceability, from raw material sourcing through intermediate testing down to finished good. Newer lab protocols, inspired by user feedback, have increased metal content checks, expanded impurity profiling, and upgraded filtration media, all to close the loop between plant experience and synthetic utility. Adjustments are not made in theoretical isolation, but with direct input from end users and in-house trial work.
Those who have firsthand production experience appreciate the everyday challenges of supplying consistent boronic acids. The shift from niche reagent maker to a regular provider for larger and more demanding users did not happen by accident. Behind each lot of 3-(methoxycarbonyl)phenylboronic acid, operators, chemists, and packagers work together to preserve not just purity, but trusted relationships. In the event a lot falls short, even barely, our staff flags it, reviews the process, and either reworks or redirects it—every shipment, from drum to sample vial, carries a confidence based on these internal controls.
The compound itself, with its methyl ester handle, helps more than just drug discovery programs: agrochemists, materials scientists, and academic groups draw on its reliable behavior and documented performance, evidenced from an unbroken sequence of real shipments and third-party analysis. Our team stands by updates informed not by marketing, but by plant logbooks, customer returns, and the ongoing challenge of making complex chemicals truly available to all who need them. Differences from other boronic acids arise not just in catalog descriptors, but in results—cleaner NMRs, more forgiving storage, and faster conversions in real life, not just under idealized lab conditions.
Every lot of 3-(Methoxycarbonyl)phenylboronic acid represents not a generic product, but a culmination of lessons learned, mistakes corrected, and user trust earned. Production evolves each season through honest feedback both internal and external. Our belief: chemistry answers practical questions best when the product comes from those who make it and not from those who merely adopt and pass along. As we continue to develop, adapt, and improve, the real world—not just the synthetic—remains both our proving ground and source of pride. Users’ success in real situations stands as the only metric that matters, and we remain committed to delivering this promise, one package at a time.