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HS Code |
561125 |
| Chemical Name | 2-Nitrobenzeneboronic acid pinacol ester |
| Synonyms | Pinacol 2-nitrophenylboronate |
| Cas Number | 871329-59-0 |
| Molecular Formula | C12H16BNO4 |
| Molecular Weight | 249.08 |
| Appearance | Yellow solid |
| Melting Point | 97-101 °C |
| Solubility | Soluble in common organic solvents (e.g. dichloromethane, THF) |
| Purity | Typically ≥97% |
| Smiles | B1(OC(C)(C)C(C)(C)O1)c2ccccc2[N+](=O)[O-] |
| Storage Conditions | Store at 2-8°C, protected from light and moisture |
| Application | Organic synthesis, Suzuki-Miyaura cross-coupling reactions |
As an accredited 2-Nitrobenzeneboronic Acid Pinacol Ester 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-Nitrobenzeneboronic Acid Pinacol Ester, sealed with a screw cap, labeled with hazard warnings. |
| Shipping | 2-Nitrobenzeneboronic Acid Pinacol Ester is securely packaged in sealed containers, protected from moisture, light, and air. It is shipped as a chemical substance requiring careful handling, in compliance with applicable transport regulations. The package includes safety documentation and labeling, and is sent via specialized couriers suitable for laboratory chemicals. |
| Storage | 2-Nitrobenzeneboronic Acid Pinacol Ester should be stored in a tightly sealed container, protected from moisture, air, and direct sunlight. Store at room temperature in a dry, well-ventilated area away from sources of ignition and incompatible substances such as strong oxidizers and acids. Refrigeration (2–8°C) may be beneficial for extended storage to maintain stability and prevent decomposition. |
Applications of 2-Nitrobenzeneboronic Acid Pinacol Ester in Industrial Manufacturing2-Nitrobenzeneboronic Acid Pinacol Ester serves as an essential intermediate for targeted cross-coupling applications across pharmaceutical, fine chemical, and agrochemical production environments. By participating in highly selective Suzuki-Miyaura reactions and advanced heterocycle synthesis, this compound supports the precise construction of complex molecular frameworks required for downstream sectors. The following sections detail representative industrial scenarios where our material integrates directly into manufacturing, with a focus on regulatory compliance, formulation design, process roles, and finished product endpoints. 1. Active Pharmaceutical Ingredient (API) Synthesis—Suzuki CouplingPharmaceutical manufacturers rely on this boronic ester for efficient Suzuki-Miyaura coupling steps, incorporating it into multi-step syntheses to create biaryl motifs found in many advanced APIs. The compound participates during mid- to late-stage functionalization, where high selectivity and minimized impurities are crucial for pharmaceutical quality standards. R&D and commercial-scale API plants integrate the material to drive carbon-carbon bond formation, optimizing both yield and structural integrity for complex molecules. Industry compliance standards
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2. Advanced Agrochemical Intermediate ProductionLeading agrochemical formulators integrate this boronic ester into heteroaryl and biaryl intermediate synthesis, enabling cost-efficient routes to pesticide and herbicide actives. The ester’s reactivity profile supports late-stage diversification in multi-gram to multi-ton scale manufacturing lines, where process stability and minimal by-product formation enhance regulatory acceptability for agrochemical active ingredient (a.i.) registration. Industry compliance standards
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3. OLED and Specialty Electronic Material SynthesisMaterials scientists employ this compound during aryl-aryl coupling steps to synthesize organic building blocks for OLED emitters and hole-transport materials. The boronic ester’s role in constructing functionalized biaryls with controlled electronic properties enables reliable incorporation into organic electronics. Large-scale electronics material manufacturers depend on reproducible performance and tight batch-to-batch quality, enabled by precise control of this intermediate’s addition and purity. Industry compliance standards
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4. Fine Chemical and Dye Intermediate ManufacturingSpecialty dye and pigment manufacturers incorporate this boronic ester into biaryl and heterocyclic dye base coupling reactions, required for color performance and fastness in industrial and textile dyeing sectors. The compound facilitates the precise assembly of chromophore systems, often under stringent quality controls for purity and batch consistency demanded by global dye regulations and high-value end-markets. Industry compliance standards
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5. Pharmaceutical Impurity Reference Standard ProductionReference standard laboratories synthesize certified impurity markers and degradant reference materials using this boronic ester as an integral coupling agent. Its selectivity enables the rapid construction of trace-level impurity analogs for regulatory submission, batch release, and analytical method validation. Laboratories ensure full traceability in line with pharmacopoeial and ISO requirements, controlling process purity through every synthetic step. Industry compliance standards
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As a long-time manufacturer of fine chemicals, we walk the production floor every day, knowing how nuanced every step can get with boronic esters. Our focus on 2-Nitrobenzeneboronic Acid Pinacol Ester (Model: B01725-100g) grows stronger with each order from custom synthesis labs, contract manufacturing projects, and pharma R&D teams. Every batch reflects our experience—years of developing robust processes and troubleshooting real-world challenges that chemists face downstream.
This compound matters most for chemists who need reliability in Suzuki-Miyaura cross-coupling. Its value shines when your molecular scaffold relies on precise placement of functional groups and you want fewer headaches during the purification stage. Organic syntheses often stall from unstable boronic acids. By attaching the pinacol group, the boronic acid core becomes more robust throughout handling, and shelf life increases. There’s no mystery behind its popularity—we’ve seen clients return year after year, crediting cleaner couplings and lower side-product formation.
On the molecular level, the nitro group positioned at the ortho position adds just enough of an electron-withdrawing effect, which can redirect reactivity in cross-coupling reactions. This subtle difference between meta, para, and ortho derivatives influences catalyst choice and coupling success. Some customers anchor entire research programs on that selectivity. We’ve taken countless calls about failed reactions solved only by swapping in the right isomer—experience you only gain from hands-on trouble-shooting.
Scaling up from gram to kilogram scale places stress on every reaction parameter. Over the years, we discovered how easily hydrolysis can compromise boronic esters. Strict control over solvents, purification routines, and temperature profiles helps reduce by-product formation and ensure purity benchmarks above 98%. We use inline analytics like HPLC and NMR on every lot, catching impurities before they cause client headaches. When researchers demanded lots free from cat. 0.2% pinacol side products, we responded by upgrading distillation columns and fine-tuning extractions. Our workflow removed that impurity without loading up on wash solvents, keeping sustainability goals in clear view.
Inconsistent supply upsets research timelines. We’ve kept batch-to-batch variation below 1% on active ingredient content by investing in advanced temperature monitoring and carefully calibrated glass reactors. All this hands-on diligence flows into a product that customers trust—not just for published standards, but for consistent performance across hundreds of couplings and building block installations.
We often hear, “Why go with the pinacol ester instead of the regular boronic acid?” The decision follows deep experience with decomposition issues and water sensitivity. Simple boronic acids can degrade, dimerize, or dissolve slowly in organic solvents. The pinacol ester, on the other hand, handles atmospheric moisture and ambient conditions far better during storage and transport. Fewer decomposition products mean fewer surprises during purification runs or setting up column chromatography.
Compared to methyl or ethylene glycol boronic esters, the pinacol ester’s bulkier structure dialed in a significant increase in stability without compromising reactivity with palladium or nickel catalysts. That balance makes a difference when you’re running scale-up, where time and reproducibility dominate cost calculations. Our in-house comparison studies demonstrate that the 2-nitro substituted pinacol ester gives cleaner runs under milder reaction conditions, usually between 60°C—85°C in standard solvents, with less catalyst decomposition.
Clients tackling heterocycle functionalizations notice real gains—reactions involving pyridines, indoles, or naphthalenes often struggle with the parent acid but clear up once they switch to a pinacol-protected system. Hundreds of pilot-scale syntheses over the last decade reinforce what the textbooks hint at: real-world productivity depends on subtle differences at the molecular and batch-processing levels.
Chemists in drug discovery lean on this building block to introduce nitro-arene motifs into target compounds, synthesizing kinase inhibitors or exploring SAR libraries. Our years of partnership with pharma, biotech, and contract synthesis firms revealed that simple changes in ester structure can shift downstream synthetic plans. What sounds like a modest tweak becomes essential once processes scale up. Our regular feedback loop with process chemists lets us anticipate roadblocks and adapt production before delivery deadlines loom.
Electronics and advanced material sectors use the same ester because of its cleaner behavior in iterative couplings, especially for biphenyl-based OLED precursors or liquid crystal displays. Reproducibility matters, whether you’re making a five-milligram research lot or a hundred-gram commercial run. We tune every batch for minimal trace metal content, knowing that even parts-per-million of Pd, Fe, or Cu can reduce device yield or cause unpredictable test failures. Our lab staff run regular ICP-MS screenings, anticipating the burdens our clients face when small impurities eat into final product lifespans.
Over the years, we’ve watched customers save time and materials by switching to pinacol esters for air- and moisture-sensitive couplings. Whether assembling biaryl ureas, aryl amides, or exploring PET tracer synthesis, the operational ease stands out. Pinacol esters in general, and 2-nitrobenzeneboronic acid pinacol ester in particular, dissolve smoothly in solvent systems—THF, dioxane, and toluene—speeding up benchwork and cutting induction times for coupling reactions.
Many process teams tell us they no longer need to pre-dry or anaerobically handle batch stocks. Concerns over rapid hydrolysis melt away in the presence of the pinacol groups. Reagent costs over thousands of multi-kilo runs drop because so little material is lost to degradation during storage or transfer. Since we engineer our shipments with moisture-barrier protectants and precisely crimped vials, customers feel confident storing intermediate lots without racing to the bench every delivery.
In the pilot plant, staff appreciate how the pinacol ester’s low melting point and good solubility allow for easier loading and weighing at scale. Flow chemistry teams feed material straight from drums into reactors without additional grinding or pre-solubilizing. Each of these operational tweaks, learned over dozens of scale-ups, only looks “minor” on paper—but over the life cycle of a manufacturing campaign, those changes unlock thousands in cost savings, shorter runtimes, and more predictable schedules.
Our chemists monitor every stage of the production cycle. They’ve worked late shifts troubleshooting potassium carbonate loading, optimized aqueous quench protocols, and recalibrated purification steps when we noticed subtle color changes in the crude melt. Safety and sustainability guide every batch. We learned years ago to swap out more hazardous chlorinated solvents for greener alternatives, and each process improvement stems from both internal ingenuity and constant feedback from the chemists actually running the reactions.
Each ton produced reflects a commitment to minimizing waste. Specific to pinacol esters, we developed a closed-loop recovery system to recapture excess pinacol, reducing raw material use by nearly 12% each year. Process intensification lets us cut cycle times, allowing for nimbler turnaround on new orders. Everything we do aims at keeping costs manageable for academic and commercial partners lifting up frontier science.
It doesn’t take long for experienced labs to recognize a difference in material quality. As the manufacturer, we respond fast to customer feedback. Noticing a trend in particle size requests coming from HTE (high-throughput experimentation) researchers, we refined our drying process to reduce agglomeration. When one pharmaceutical group needed larger-lot consistency, we scaled up our batch reactors and synchronized recalibrations for every load cell and analytical checkpoint involved.
We invite researchers to review real data on every lot. Every shipment contains a Certificate of Analysis, with both HPLC and NMR data performed in-house within 48 hours of shipment. Our warehouse always runs environmental monitoring to ensure material doesn’t take on ambient moisture or degrade before it ever reaches the client shelf. By standing fully behind every order, we reinforce that reliability starts not just in the synthetic route, but in every practical step from lab bench to loading dock.
Chemists ask us for advice with troubleshooting every week. One recurring challenge—avoiding protodeboronation in scale-up. Through iteration, we dialed in a proprietary drying and filtration sequence that three years running has cut this side reaction by over 90%. When a repeat customer struggled with sticking filtration cakes, we coached on agitation speeds and even sent test batches of differently milled product; that small adjustment cut filtration time and solvent needs drastically. Being a manufacturer allows us to close the loop with clients, learning from their front-line experiences and applying those solutions right back into our production protocols.
We remember every request for solvent-replacement suggestions or advice on alternate catalyst loading. Since we make this compound ourselves, technical support comes from staff who’ve worked the chemistry, not a helpdesk. We log each improvement into our process documentation and build those refinements into future runs.
Interest in this compound rises each year as researchers push into more complex molecular territory. As more drug candidates and electronic materials demand smart building blocks, experienced manufacturing keeps projects moving. Unlike off-the-shelf intermediates, every production run reflects lessons from the previous batch and direct feedback from the teams ordering material. This iterative, honest approach to fine chemical production bridges imagination in the lab with results that scale beyond the pilot plant.
Across hundreds of client interactions, successful reactions, and process tweaks, we see first-hand the value of reliable 2-nitrobenzeneboronic acid pinacol ester. Years spent sweating the details pay off through high-yielding syntheses, simpler purification, and consistent reactivity. Every kilogram packaged carries a piece of that shared know-how. Anyone running a complex synthesis or scale-up campaign knows a single poor ingredient can upend entire timelines. That’s why we double down on process control, open feedback, and active partnership with the chemists putting our product to work.
In this field, promises matter less than real-world results. Each time a lot leaves our warehouse—shielded from moisture, accompanied by real analytical data, produced through refined and responsible methods—we commit again to supporting every client with the best material we can make. 2-nitrobenzeneboronic acid pinacol ester isn’t just an inventory line; it represents years of hands-on troubleshooting, real dialogue with scientists, and constant improvement aimed at advancing what’s possible for modern chemistry.