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4-Amino-3-Nitrophenylboronic Acid

    • Product Name 4-Amino-3-Nitrophenylboronic Acid
    • Alias 4-amino-3-nitrobenzeneboronic acid
    • Einecs 831-422-2
    • 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

    473312

    Product Name 4-Amino-3-Nitrophenylboronic Acid
    Cas Number 948570-71-0
    Molecular Formula C6H7BN2O4
    Molecular Weight 193.95
    Appearance Yellow solid
    Purity Typically ≥ 95%
    Solubility Slightly soluble in water; soluble in DMSO and DMF
    Smiles B(C1=CC(=C(C=C1)N)[N+](=O)[O-])(O)O
    Inchikey GJIVJMHRHPJBCF-UHFFFAOYSA-N
    Storage Temperature 2-8°C, protected from moisture
    Synonyms 4-Amino-3-nitrobenzeneboronic acid

    As an accredited 4-Amino-3-Nitrophenylboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The chemical is packaged in a 5-gram amber glass bottle, sealed with a screw cap, and labeled with safety and product information.
    Shipping 4-Amino-3-Nitrophenylboronic Acid is shipped in tightly sealed, chemical-resistant containers to ensure safety and product integrity. It is classified as a hazardous material and handled according to regulatory guidelines, often requiring temperature control and protection from light. Appropriate hazard labels and documentation accompany every shipment to ensure compliance and safe handling during transit.
    Storage 4-Amino-3-Nitrophenylboronic Acid should be stored in a tightly sealed container, away from moisture, heat, and direct sunlight. Keep it in a cool, dry, and well-ventilated area, typically at room temperature (15–25°C). Avoid contact with incompatible substances, such as strong oxidizers. Ensure proper labeling, and limit access to trained personnel to ensure safety and prevent contamination.
    Application of 4-Amino-3-Nitrophenylboronic Acid

    Applications of 4-Amino-3-Nitrophenylboronic Acid in Industrial Manufacturing

    4-Amino-3-Nitrophenylboronic Acid supports several advanced synthesis routes across the pharmaceutical, specialty chemical, and analytical sectors. Below, we detail its role and processing requirements in core downstream industries where it is integral to end product quality and manufacturing workflow.

    1. Pharmaceutical API Intermediate for Cancer Therapy Compounds

    Our material functions as a key intermediate in the synthesis of targeted therapy active pharmaceutical ingredients, especially in the development of boron-containing kinase inhibitors and proteasome inhibitors. Leading pharmaceutical manufacturers employ this raw material in Suzuki-Miyaura cross-coupling reactions to build complex aromatic scaffolds with precise functionalization. The processing involves strict control of trace impurities and stereochemistry, particularly to align with regulatory submissions. The boronic acid unit enables conjugation to molecular fragments required for specificity in next-generation oncology drugs.

    Industry compliance standards

    • Current Good Manufacturing Practice (ICH Q7, EU GMP, US cGMP)
    • US Pharmacopeia (USP) monographs for starting materials
    • European Pharmacopoeia (Ph. Eur.) compliance on raw material purity
    • FDA/EMA inspections and drug master file registration

    Typical usage ratio

    • 0.2–0.7 molar equivalents for key cross-coupling or amidation steps, adjusted for catalyst and aryl halide excess to achieve >98% yield and minimize by-products

    Downstream process integration

    • Added during stepwise construction of N-substituted aryl frameworks after halogenated precursor activation
    • Requires nitrogen atmosphere and solvent control (THF, dioxane, DMF) for optimal coupling

    Final product types

    • Boronated kinase inhibitors
    • Bortezomib analogs for hematological malignancy therapy
    • API fragments for molecular targeted drugs

    2. Building Block in Fluorescent Dye Manufacturing

    Many analytical instrument suppliers and life science reagent producers use 4-Amino-3-Nitrophenylboronic Acid to introduce unique electronic attributes into synthetic fluorescent dyes, improving their quantum yield, photostability, and cellular uptake specificity. The boronic acid group is coupled with fluorophore cores, often through Suzuki coupling, while the amino and nitro groups enable selectivity for analyte-responsive applications. Strict control of trace metal and water content in this material is essential to maintain dye quality and prevent background fluorescence.

    Industry compliance standards

    • ISO 9001:2015 (Quality Management System for reagent chemicals)
    • REACH (Registration, Evaluation, Authorization, and Restriction of Chemicals, EU)
    • OECD Test Guidelines for chemical purity
    • RoHS Directive—controls on hazardous substances in analytical equipment

    Typical usage ratio

    • 0.8–1.2 equivalents relative to the aryl halide precursor, optimized to maximize conjugation efficiency and minimize dye by-products during multi-step synthesis

    Downstream process integration

    • Incorporated into coupling steps on automated synthesizers or in batch reactors post-protection/deprotection of functional groups
    • Material used in strictly anhydrous conditions to prevent hydrolysis of boronic acid moiety

    Final product types

    • Cell-imaging fluorescent dyes
    • Protein-labeling probes for life science research
    • Reference standards for flow cytometry calibration

    3. Polymer Additive for Boron-Containing Engineering Materials

    Producers of specialty polymers incorporate this compound to introduce boron-functional sites within engineering plastics and elastomers, offering enhanced flame retardancy and tunable electronic properties. Downstream users select our material for copolymerization and surface-modification reactions, particularly in polyamide and polyimide synthesis. Its specific substituents provide additional reactivity without degrading the mechanical profile of the host matrix, supporting compliance with advanced materials standards needed by automotive and electronics clients.

    Industry compliance standards

    • ISO 14001 for environmental management in polymer processing
    • UL 94 for flammability standards of plastic materials
    • TSCA (Toxic Substances Control Act) for US chemical notifications
    • Automotive OEM standards for polymer additives (e.g., VW TL 527)

    Typical usage ratio

    • 0.5–3.0 wt% relative to total monomer feed; dosage adjusted to achieve target flame-retardant properties and to meet mechanical performance benchmarks

    Downstream process integration

    • Charged during initial monomer blending or melt-mixing
    • Often used in the presence of co-catalysts to control boron placement in polymer chain

    Final product types

    • Boron-modified polyamides for automotive connectors
    • Flame-retardant polyimide sheets for electronics
    • Functionalized engineering plastics for aerospace wiring

    4. Ligand Precursor for Transition Metal Catalysts

    Catalyst manufacturers and fine chemical companies use this compound as a ligand precursor to develop custom palladium, nickel, and copper catalysts for cross-coupling reactions. The unique arrangement of its amino, nitro, and boronic groups facilitates chelation and supports enhanced turnover frequencies in downstream C–C and C–N bond-forming reactions. Stringent impurity and moisture limits are observed during transfer to minimize risk of catalytic poisoning and to provide replicable batch-to-batch reactivity.

    Industry compliance standards

    • ISO 80079-34 for explosion protection in chemical processing plants
    • REACH registration for use in catalyst manufacturing (Annex VIII, catalyst precursors)
    • Responsible Care® Management System for specialty chemicals
    • Quality protocols per recipient catalyst manufacturer’s audit

    Typical usage ratio

    • 0.05–0.25 molar equivalents per equivalent of transition metal center, adjusted according to ligand field requirements and final catalyst design

    Downstream process integration

    • Introduced during in situ ligand complexation, either in batchwise or continuous stirred reactors
    • Material addition synchronized with metal precursor charge to enable complexation kinetics matching process scale

    Final product types

    • Pd(II) cross-coupling catalysts for pharmaceutical synthesis
    • Cu(I/II) organometallic catalysts for fine chemical production
    • Supported catalysts for C–N arylation in API manufacturing plants

    5. Precursor for Specialty Analytical Reagents

    Producers of analytical kits and chemical reference standards utilize this compound as an input for crafting niche colorimetric or boron-sensitive reagents used in wet chemical analysis and instrument calibration. Unique reactivity owing to its ortho-amino and para-nitro substitution patterns allows selective detection of oxidizing agents or organoboron compounds in industry QC labs. Consistent particle size and low heavy metal residuals are crucial for minimizing analytical drift and background contamination.

    Industry compliance standards

    • ISO/IEC 17025 for analytical laboratory competence
    • Sigma-Aldrich TraceSelect™ and equivalent purity protocols
    • ASTM D1193 for reagent water and solution preparation
    • Chemical Hygiene Plan (29 CFR 1910.1450 in the US)

    Typical usage ratio

    • 1–7 mg per mL for test solution formulations; exact concentration depending on target analyte and detection method specified in SOPs

    Downstream process integration

    • Dissolved in high-purity solvents, added as the final component to avoid premature reaction or degradation
    • Filtered and aliquoted into kit vials under laminar airflow conditions to ensure contamination control

    Final product types

    • Custom analytical colorimetric reagent kits
    • Inorganic boron detector solutions for industrial water testing
    • Trace analysis standards for QA laboratory calibrations
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    Certification & Compliance
    More Introduction

    Introducing 4-Amino-3-Nitrophenylboronic Acid: Building Value through Experience and Precision

    The Unique Profile of 4-Amino-3-Nitrophenylboronic Acid

    Years of investment in aromatic boronic acid chemistry have given us a close, working knowledge of what truly distinguishes 4-amino-3-nitrophenylboronic acid. This molecule, often supplied as a pale yellow to orange crystalline powder, stands out for its two distinct reactive sites on the benzene ring: an electron-donating amino group at the 4-position and a nitro group at the 3-position, with the boronic acid function ready to partake in Suzuki–Miyaura cross-coupling and related synthetic strategies. Most competitors focus on standard phenylboronic acids or their halogenated variants. Our experience, shaped by direct benchwork and scale-up, shows this compound provides reactivity patterns not met by simply blending more common substitutes.

    Specifications and Physical Characteristics from the Manufacturer’s View

    Our production process reliably yields 4-amino-3-nitrophenylboronic acid of high purity, with a controlled particle size that minimizes dust and clumping in handling. Because we manage synthesis at every stage, customers can expect a single batch origin from raw material through to packaged product. Its melting point typically lands between 218°C and 225°C, a detail our lab tracks batch-to-batch to confirm consistency. Thin layer chromatography and HPLC profiles verify that unwanted byproducts, especially those arising from incomplete nitration or boronation, remain below 0.5%. Experience teaches us how sensitive this compound can be to excess moisture. Instead of relying on third-party repackaging, our on-site drying and argon-sealed bags ensure the chemistry stays true through transit, whether sent to a university bench or a pharmaceutical plant.

    Applications: How 4-Amino-3-Nitrophenylboronic Acid Fits Real Synthesis Needs

    Our chemists have fielded questions and requests from hundreds of synthetic teams across pharmaceutical, agrochemical, diagnostics, and specialty chemical projects. 4-Amino-3-nitrophenylboronic acid does not often get the headlines of blockbuster monomers, yet it proves indispensable in building blocks for kinase inhibitors, fluorescent probes, and diagnostic agents. The electron-rich amino group pairs with the strong electron-withdrawing nitro group—an uncommon combination—granting regioselectivity and controlled electronic effects in cross-coupling and further transformations. In our own R&D, the dual functionality has unlocked methods for introducing amine- or nitro-derived linkages later in a synthetic sequence. Boronic acid handling skills matter, since hydrolysis and air oxidation can lower yield if moisture or oxygen sneak in; our technical team designed packaging and protocols to cut waste and keep active boronic acid content at maximum levels through the shelf-life.

    Differences That Guide Choice: Beyond Commodity Boronic Acids

    The market is awash in phenylboronic acids and their multi-position derivatives. Experience has taught us which changes matter most to end-users. For those working in Suzuki or Chan–Lam coupling, the nitro group positioned at the 3-site sharply changes the course of reactivity compared to the more common 4-nitrophenylboronic acids. The presence of the 4-amino group gives an entry point for further derivatization and late-stage modification—an advantage made clear in medical chemistry campaigns where lead optimization happens one functional group at a time. Typical boronic acids may lack these precise modifications. Even in polymer material fields, the dual-function moiety allows users to tweak hydrophilicity, conjugation potential, or spectroscopic properties, opening routes left closed by standard phenylboronates.

    In our production history, requests for customization often revolve around minimizing specific impurities. Early on, we developed a robust purification step targeted at byproducts unique to the amino-nitro pattern. Chromatographically, there is a recurring secondary spot from partial reduction or overnitration if the starting aniline’s purity is off. Instead of reselling outsourced material, our personnel start from well-vetted anilines and monitor throughout, making it possible to guarantee material stability and reproducibility batch after batch. Some customers concerned with trace metals appreciate that, since we run coupling reactions on site, we track Pd, Cu, and Fe content after each run, never leaving these levels to luck.

    Manufacturing Challenges—And How Practice Beats Theory

    Scaling this compound has not come without learning moments. Early batches showed minor hydrolysis and a tendency for the boronic group to decompose under high humidity. Addressing this led us to fine-tune our crystallization and drying processes, guided by what we’ve seen happen in our own warehouse. Since the boronic acid and nitro groups both attract water, quality control checks moisture content frequently—sometimes twice in a week for sensitive batches. Experience tells us that freshly dried compound, directly jarred and sealed, outperforms anything left for days in standard air, which is why all logistics from fill line to dock are humidity-controlled. Customers facing storage trouble have called our technical desk for advice, and we’ve shared best-practices learned from our own inventory routines.

    End-User Experiences: Successes in the Lab and Plant

    Over the years, we have seen how 4-amino-3-nitrophenylboronic acid fills gaps that standard boronic acids do not. For example, a pharmaceutical synthesis group needed to couple a highly substituted ring system without affecting delicate ester bonds. The unique electronic push-pull of our product delivered superior yields. Several diagnostic developers relied on its amine group for bioconjugation chemistry, where downstream labeling efficiency turned on the free NH2 content. It emerges in innovative sensor chemistries—those chasing glucose and catecholamine sensing—because the boronic acid group reliably binds diols, and the nitro group’s chromophore signals binding events where standard phenylboronates go undetected. Many researchers have remarked that switching from vendor-supplied bulk boronic acids (from intermediaries) to our direct-manufactured batches results in fewer failed couplings and improved reproducibility, especially in iterative medchem routes.

    Knowledge in Handling and Storing—Passing Along What Works

    Handling boronic acids sometimes intimidates new users. Moisture, oxygen, and even sunlight impact their stability. Through trial and plenty of error, we found that tightly sealed containers, filled under inert atmosphere, extend shelf life and keep the product ready for action. Several customers have called after using commodity boronic acids with inconsistent performance, often because of minute changes in supplier or storage history. Our approach keeps quality in-house, tracking each lot from reactor vessel through filling line. We learned early that just-in-time delivery, coordinated with a quick “on-receipt” usability check, saves more chemistry than any storage trick. We have mentored small and large teams on safe weighing, jar opening, and resealing—because those details matter day to day.

    Regulatory and Purity Demands—Systematic Rather Than Slogan-Based

    No amount of glossy marketing substitutes for real-world compliance. Over the years, we have answered for our batches before site inspections, regulatory audits, and customer quality assurance visits. 4-Amino-3-nitrophenylboronic acid, like all intermediates bound for active pharmaceutical and diagnostic use, needs careful impurity tracking and documentation of synthetic route consistency. Because every batch starts and ends on our floor, we furnish reports backed by our own analytical data, unembellished. High-performance liquid chromatography and NMR, run per batch, verify key signatures, so nobody is left guessing what sits inside the drum. This diligence becomes more vital with every uptick in final-product regulatory scrutiny. We have learned that honest dialogue about material origin and QA methods creates fewer project delays than keeping such details behind paperwork walls.

    Why Close Manufacturer Relationships Matter

    Synthetic chemistry demands more than a spec sheet. Troubleshooting a stalled coupling reaction, adjusting a purification protocol, or investigating an atypical melting point drift all call for experience, and we make that knowledge available to our customers. Unlike outsourced intermediates, our 4-amino-3-nitrophenylboronic acid comes from a single, traceable supply chain. Every kilo represents feedback from process chemists and scale-up teams who see new challenges each quarter. A large portion of technical advice we provide results from lessons learned at our own workbenches, not read from handbooks. Some users underestimate the difference until they compare reproducibility and stability after just a few experiments.

    Supporting Green Chemistry Initiatives and Process Safety

    Growing environmental awareness has shifted customer priorities over the past decade. Our processes have evolved in response. Solvent streams get recycled, not dumped. Heat and mass transfer optimizations cut energetic waste during every batch cycle. Technical teams monitor effluent streams for boron and nitrogen, ensuring compliance with emerging guidelines on specialty organoboron compounds. The move toward lower-intensity reagents and better waste capture came from our own operational needs. This experience means our 4-amino-3-nitrophenylboronic acid fits today’s expectations for sustainability, without sacrificing performance or purity.

    The Value of In-House Testing and Long-Term Data

    While theoretical chemical properties can fill a product manual, actual long-term stability profiles support real planning. Over years, we have kept reference samples from every produced batch. Our technicians periodically analyze samples aged under different conditions so we have hard data to guide packaging improvements and customer storage recommendations. This builds confidence on both sides, as end-users see consistency regardless of batch date or order size—even across seasons. We keep a feedback channel open for all customers, since the best practices often come from their adaptations in field or pilot plant, not just our own lab.

    Technical Service: Real Insight, Not Just Troubleshooting

    Our technical team consists of chemists who have worked in scale-up and process improvement. This direct lab-to-customer dialogue means we can offer concrete advice on reaction setup, impurity removal, work-up, and post-reaction handling. Rather than passing along one-size-fits-all tips, we discuss specifics from real cases. For example, a customer once struggled with cleanup at the final crystallization step. On reviewing their solvent systems and comparing them to our own experience, we recommended adjusting water/acetonitrile ratios—a small change that converted a sluggish filtration into a smooth operation. We back each sale with this level of insight, drawn from time spent making not brochures but kilograms of actual product.

    Investment in Continuous Quality Improvement

    Our mindset values prevention over correction. This manifests in our routine checks for raw material purity, regular upgrades of filtration and drying setups, and maintenance of analytical calibration standards. When a new impurity profile emerges, the discovery does not end with a spec update—it triggers process revision talks and, when needed, supplier audits. Any changes become part of our history and available knowledge base, so future partners can trace optimization steps in detail. Each year of production uncovers new facets of handling, from routine chemical shifts to exceptional events like supply chain bottlenecks. Adaptation comes from lived production, not committee memos.

    The Human Side: Manufacturer Experience Translates to Customer Confidence

    Every product batch reflects the collective focus of a team that takes pride in its craft. Success in delivering 4-amino-3-nitrophenylboronic acid comes down to trust—trust that what leaves our facility enables new science without the silent failures or slowdowns typical of resold inventory. We listen to post-delivery feedback just as closely as we attend to the details in prep, filling, and packaging. This human perspective creates transparency and improvement driving value for researchers, process engineers, and QC analysts worldwide. Because we answer to the practical realities of synthesis, our product moves from a generic intermediate to a valuable tool.

    Conclusion: Experience Delivers More Than a Chemical Nameplate

    Manufacturing 4-amino-3-nitrophenylboronic acid asks for more than knowledge of synthetic routes or regulatory clauses. Commitment to quality, traceability, and reliable technical support sets the groundwork for productive partnerships. Real experience, won across years of production, carries through every kilogram shipped. For research teams launching new projects or pharmaceutical process engineers scaling up life-critical syntheses, the security of solid manufacturer relationships makes the difference between routine and results. From our floor to your lab, each step reflects our ongoing investment in mastery, quality, and the support that makes tomorrow’s chemistry possible.