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Trans-4-(Beta-Nitrovinyl)Benzeneboronic Acid

    • Product Name Trans-4-(Beta-Nitrovinyl)Benzeneboronic Acid
    • Alias TVBA
    • Einecs 682-292-2
    • 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
    VTB
    Specifications

    HS Code

    580552

    Product Name Trans-4-(Beta-Nitrovinyl)Benzeneboronic Acid
    Molecular Formula C8H8BNO4
    Molecular Weight 192.97 g/mol
    Cas Number 1020049-05-7
    Appearance Off-white to pale yellow solid
    Purity Typically ≥98%
    Solubility Soluble in DMSO, slightly soluble in ethanol
    Smiles B(C1=CC=C(C=C1)/C=C[N+](=O)[O-])(O)O
    Inchi InChI=1S/C8H8BNO4/c11-9(12)8-4-2-7(3-5-8)1-6-10(13)14/h1-5,11-12H,6H2
    Storage Conditions Store at 2-8°C, protect from light, keep closed and dry
    Synonyms trans-4-(2-Nitrovinyl)phenylboronic acid
    Safety Hazards Irritant; handle with appropriate precautions

    As an accredited Trans-4-(Beta-Nitrovinyl)Benzeneboronic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 5-gram Trans-4-(Beta-Nitrovinyl)Benzeneboronic Acid comes in a tightly sealed amber glass bottle with tamper-evident cap.
    Shipping Trans-4-(Beta-Nitrovinyl)benzeneboronic acid is shipped in tightly sealed containers under inert atmosphere, protected from light and moisture. It is packaged in accordance with regulatory guidelines for hazardous chemicals, typically via express courier or specialized chemical transport services, ensuring safe handling and prompt delivery. Appropriate documentation and labeling accompany the shipment.
    Storage Trans-4-(Beta-Nitrovinyl)benzeneboronic acid should be stored in a cool, dry, and well-ventilated area, away from direct sunlight and sources of moisture. Keep the container tightly closed and store under inert atmosphere, such as nitrogen or argon, to prevent oxidation or decomposition. Avoid exposure to strong acids, bases, and oxidizing agents. Store at recommended temperature, typically 2–8 °C, unless otherwise specified.
    Application of Trans-4-(Beta-Nitrovinyl)Benzeneboronic Acid

    Applications of Trans-4-(Beta-Nitrovinyl)Benzeneboronic Acid in Industrial Manufacturing

    Trans-4-(Beta-Nitrovinyl)Benzeneboronic Acid demonstrates a well-established application profile in a select set of industrial segments. We focus on key areas where this material is utilized in high-value chemical transformations by our downstream partners, addressing clear requirements for compliance, traceability, and reproducible performance in advanced manufacturing environments. The following sections detail specific use scenarios, production process roles, and relevant regulatory systems encountered by our industrial clients.

    1. Pharmaceutical Intermediate Synthesis for Targeted Oncology APIs

    Innovator and generic pharmaceutical manufacturers utilize this compound in the assembly of selective kinase inhibitor scaffolds through Suzuki-Miyaura coupling and downstream functionalization steps. The compound’s boronic acid functionality supports precise C–C bond formation critical for the synthesis of certain nitro-aromatic drug candidates. Large-scale API production applies stringent regulatory controls, requiring robust traceability from raw material registration through batch record documentation.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • EU GMP Part II for pharmaceutical starting materials
    • CFDA (NMPA) Drug Master File (DMF) requirements
    • US Pharmacopeia Reference Standards (where applicable to intermediates)

    Typical usage ratio

    • Mol ratio in Suzuki coupling: 1.0–1.2 equivalents to halide partner, optimized by precursor excess minimization in scale-up
    • Final formulation incorporation: 0.5–5% w/w of the total input of advanced pharmaceutical intermediates, subject to process chemistry and impurity pathway controls

    Downstream process integration

    • Material charged in Suzuki-Miyaura cross-coupling reactors after pre-drying and quality release
    • Followed by work-up, aqueous-organic extraction, and chromatographic purification of intermediates
    • Critical for structure-activity assembly stages ahead of reduction, hydrolysis, or amide coupling

    Final product types

    • Nitroaromatic kinase inhibitor advanced intermediates
    • Specialty oncology active pharmaceutical ingredients (APIs)
    • Pharmaceutical impurities reference standards (limited batches)

    2. Agrochemical Synthesis for Nitroaromatic Herbicide Development

    Major crop protection chemical producers adopt this intermediate in constructing novel nitroaromatic frameworks for selective herbicidal action. The raw material enters the reaction stage enabling high-yield borylation and subsequent derivatization, supporting scale-up for regulatory field trial compounds and active ingredient registrations globally. Formulation and process controls are documented to ensure compliance traceability, addressing specific requirements for agrochemical manufacturing.

    Industry compliance standards

    • FAO/WHO specifications and evaluation for pesticide substrates
    • ISO 9001:2015 QMS for technical material manufacture
    • REACH Registration, Evaluation, Authorisation, and Restriction of Chemicals (for EU-bound exports)
    • OECD principles of Good Laboratory Practice (GLP) for active substance testing

    Typical usage ratio

    • Batch input: 1.05–1.25 mole equivalents per target aryl halide for coupling, fine-tuned to minimize process waste
    • Technical concentrate preformulation: Typically <2% w/w in final herbicide blend batches (depending on mode-of-action research phase)

    Downstream process integration

    • Loaded in glass-lined reactors post-drying, participating directly in nucleophilic substitution or cross-coupling steps
    • Downstream phases include phase transfer catalysis, quenching, and anti-solvent precipitation for crude yield isolation

    Final product types

    • Nitroaromatic pre-herbicide intermediates
    • Experimental and registered post-emergence herbicide actives
    • Co-formulation additives for crop protection blends (field trials)

    3. Electronic Chemical Intermediate for Organic Semiconductor Materials

    Specialty electronics manufacturers integrate the compound during the synthesis of advanced organic semiconducting layers and materials used within organic light-emitting diode (OLED) displays and organic field-effect transistor (OFET) devices. The material’s boronic moiety enables controlled molecular architecture assembly in custom syntheses, supplying consistent batch-to-batch performance required by electronic material suppliers. Documented process controls are maintained for highly sensitive device fabrication.

    Industry compliance standards

    • IEC 60068 Environmental Testing for device qualification
    • RoHS Directive (Restriction of Hazardous Substances) for raw material screening
    • ISO 14001 Environmental Management Systems (electronics supply chain)
    • Internal QC standards for OLED/OFET precursor purity

    Typical usage ratio

    • Reagent to monomer substrate: 0.95–1.10 equivalents depending on polymer structure target
    • Approximately 0.3–2% by mass in small molecule organic semiconductor formulations

    Downstream process integration

    • Direct addition into Pd-catalyzed cross-coupling reactors for monomer building block synthesis
    • Purified intermediates subjected to further oxidative polymerization or solution casting for device-grade material fabrication

    Final product types

    • OLED monomer building blocks with nitrovinyl arene functionality
    • Organic field-effect transistor (OFET) semiconducting polymers
    • Solution-processable small molecule organic electronics intermediates

    4. Fine Chemical Synthesis for Nitro-Aryl Diagnostic Reagents

    Producers of analytical and diagnostic reagents apply this material in the synthesis of nitrobenzene-derivative molecular probes and marker compounds, where consistent electronic properties and reactivity are required for fluorescence or affinity-based biochemical assays. Each batch undergoes comprehensive application-based QC for spectral properties, purity, and reactivity consistency. All activities are conducted under ISO-accredited laboratory management systems.

    Industry compliance standards

    • ISO 13485 Quality Management System for Medical Devices
    • ISO 17025 General requirements for the competence of testing and calibration laboratories
    • US FDA 21 CFR Part 820 (for diagnostic reagent manufacturing under device regulation)
    • EH&S controls for handling nitro-compounds according to OSHA and GHS

    Typical usage ratio

    • Batch process input: 1.00–1.15 mole equivalents per targeted aryl halide or precursor amine
    • Final molecular probe mass loading: Typically 0.1–2% of formulation, adjusted for intended diagnostic concentration

    Downstream process integration

    • Introduced during pre-coupling or nitration reaction steps for probe structure assembly
    • Purified by preparative HPLC prior to formulation in assay kits or reference solutions
    • Spectral standard testing performed at application laboratory

    Final product types

    • Nitroaromatic diagnostic probes for immunoassays
    • Fluorescent labeling reagents for molecular diagnostics
    • Specialty analytical standards for bioassay calibration
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    Certification & Compliance
    More Introduction

    Trans-4-(Beta-Nitrovinyl)Benzeneboronic Acid: A Closer Look from the Manufacturer’s Perspective

    Meeting Research and Industry Demands with Authentic Synthesis

    After years of handling the design and production of specialty boronic acids, one realizes the real challenges that crop up as the requests grow more sophisticated. Trans-4-(Beta-Nitrovinyl)benzeneboronic acid stands out not just for the complexity of its structure but for the functional chewing it brings to every transformation and coupling reaction. We’ve seen research teams weighing every reagent down to the milligram, demanding consistency and clarity on impurity profiles and particle-size trends. Our direct role in synthesis brings raw honesty—and we carry the responsibility to get every detail right.

    Because of its nitrovinyl functional group attached at the para position, this molecule slides naturally into Suzuki-Miyaura cross-coupling protocols, but it also opens unique doors in organocatalysis, peptidomimetic construction, and photochemical experiments. In our lab, we focus not just on producing the chemical, but on producing it within the tolerance ranges—purity, particle consistency, boron content—that come up time and again in feedback from researchers and industrial partners.

    Model and Working Principles

    Though many suppliers can deliver a benzeneboronic acid derivative, the process to attach a stable beta-nitrovinyl group raises the technical bar. The model of our current offering centers on a controlled multi-step synthesis, using careful oxidative and nitration conditions to protect boronic acid groups from degradation. The nitrovinyl moiety remains tricky to introduce—you see incomplete reactions, dimerization, and side-product headaches if you cut corners or scale too fast. We own the burden of optimizing each variable: solvent volumes, ammonia quenching rates, cold filtration techniques to catch minor isomers, silica selection for chromatographic separation. It’s this hands-on tinkering that keeps our products robust and sets them apart from hastily re-labeled powders moving between warehouses.

    Our finished trans-4-(Beta-Nitrovinyl)benzeneboronic acid comes in the form of a pale yellow to tan crystalline solid, not the fine powder look that sometimes alarms those who worry about stability loss or purity drift during long-term storage. Over years, we’ve found that a slightly coarser crystal form survives shipping better and avoids static cling contamination, especially important for researchers scaling up milligram runs to multiple gram batches. Small steps—low moisture packaging, heat-sealed inner liners, UV-blocking containers—have made all the difference for end users expecting every batch to match the sample they first validated.

    Production Transparency and Stringent Quality Control

    We produce all of our trans-4-(Beta-Nitrovinyl)benzeneboronic acid in-house, as we don’t believe in outsourcing reactions that require careful control and deep cleanup stages. Every liter of solvent bears a timestamp; every step has a logbook entry with technician initials and in-process control (IPC) notes; and our analytical runs map precisely to the reaction batch. HPLC, NMR, FTIR, and qNMR are run not just for show—we cross reference retention times, chemical shift data, and calculated purity to the standards we selected and validated.

    Because this product is often used in high-sensitivity coupling and conjugation work, we warranty purity levels above 97% (by HPLC) and provide data not just on the active, but also on the typical byproducts and starting material traces. End users tell us that competing routes—especially from generic suppliers in the open market—sometimes lead to inconsistent coupling yields or require additional purification. By tightly controlling molar ratios and carefully staging washing steps to remove residual salts and acidic byproducts, we see downstream reactions proceed more reliably, even in hands not deeply familiar with boronic acid chemistry.

    Direct Use Cases from Bench to Plant

    Laboratories chasing C–C bond formation with Suzuki couplings usually come knocking with stories of difficult substitutions or intractable aryl halides. The nitrovinyl handle on our compound offers electronic modulation and unique leaving group behavior, helping push reactivity in systems where plain boronic acids or other para-substituted derivatives show poor conversion. We’ve partnered with pharmaceutical pilot plants launching SAR studies for targeted molecular scaffolds, and have learned firsthand that scale brings its own headaches: hydrolysis, degradation, exotherms not seen at the gram scale. We’ve tweaked our drying and washing cycles based on complaints about clumping or inconsistent yields in larger reactors. Transparent production adjustment based on honest feedback has allowed us to iterate and deliver material optimized for real process conditions, not just milligram screening.

    On the research side, this reagent’s unique structure gives an additional tool for constructing highly conjugated systems in electronics or advanced materials research. Teams working in OLED and photovoltaic research often need tight control over regioselectivity and stability when building polycyclic aromatic networks, so having a nitrovinyl-boronic acid that can “play nice” with palladium-catalyzed routes at scale becomes more than a convenience—it’s a requirement to push progress.

    Differences That Matter

    We’re often asked: what truly sets your trans-4-(Beta-Nitrovinyl)benzeneboronic acid apart from catalog entries or repackaged intermediates? We think it comes down to three areas—traceability, transparency, and problem-solving experience. Because we run every reaction through in-house, from raw material qualification to final packed drums or flasks, our batch data and documentation can dig down to the solvent drum number, technician shift, and even purification media lot. If a client comes back months later with a chromatography or reactivity question, we pull underlying logs, not just sell from a distribution center where original paperwork vanished long ago.

    It’s tempting for some traders or brokers to offer split lots at lower cost, but over years, users send us feedback illustrating the real cost of chasing unseen batch changes. They see differences in reactivity with certain catalysts, spot trace palladium or copper levels that spoil results, or even lose weeks chasing purity questions. By embracing all steps in our facility, we can rapidly diagnose issues—sometimes it’s a small difference in drying protocol or washing agents, sometimes a process instrument drift discovered by double-checking calibration logs.

    Collaborative Development and Real-World Adaptation

    Boronic acids serve an almost endless range of functions, but every research avenue, every pilot process wants something slightly different—one needs extra low water content, another demands a tighter particle size window for filtration, a third wants to experiment with higher or lower nitrovinyl isomer content to influence coupling selectivity. We don’t believe in a one-size-fits-all SKU approach. As a team, we discuss with each project’s chemists directly, parsing their methods and scaling headaches. Some workflows require fine grind for rapid dissolution, others need a chunkier particle that resists agglomeration. Through trial and error, process monitoring, and head-to-head feedback, we fine-tune our prep and finishing for each batch to accommodate evolving research demands.

    Direct experience with researchers and plants has taught us that material transfers need more than paperwork. We train our staff to look for subtle cues—batch color drift, glassware fouling, residue sticking during filtration—because often these are the first sign of a parameter shifting out of spec. A robust QC and response system lets us revisit process windows, adjust synthetic conditions, or work up a special pilot to investigate a client’s persistent challenge. As a result, we routinely receive requests for modification—sometimes a different salt washing regime, sometimes a higher initial wash pH, or even an alternate solvent for recrystallization.

    Rigorous Documentation, Not Just Compliance

    Regulatory requirements loom large in many industries, and we’ve seen end users under increasing pressure to provide full traceability, residual solvent documentation, and detailed impurity profiles. Every batch of our trans-4-(Beta-Nitrovinyl)benzeneboronic acid carries a certificate of analysis featuring NMR, HPLC, and FTIR scans. The underlying records don’t just check a box—they offer comfort for users running multi-step syntheses, letting teams compare retention times and chemical shifts batch to batch. Our archives go back years; when a client wants to run a parallel synthesis using a batch from three years prior and one from this week, we can supply the data trail and answer granular questions about storage, stability, and production settings.

    Intellectual honesty and full reporting mean we openly note even non-critical impurities. If a batch carried a faint UV-active impurity at sub-0.2% level, it's flagged and discussed—not quietly averaged away. The real world is messy; the best users know that hiding flaws or glossing over analytical findings only creates future delays and process confusion. We believe that buyers of this specialty boronic acid deserve not just a high-purity reagent, but also the information needed to anticipate and work with its real behavior in complex routes.

    Sourcing and Building Long-Term Partnerships

    Raw material quality plays a consistent role in the outcome of any chemical process. Over the years, every attempt to cut corners on starting materials has come back to bite—trace water, metal contaminants, even odd solvent stabilizers have taught expensive lessons. We lock in vendors based strictly on lot-to-lot performance, and run our own wet-chemistry tests and impurity screens long before any drum enters the main suite. Some users don’t realize that subtle supplier changes can cause wild swings in downstream reactivity, so we’ve invested in longer lead-time material agreements to guarantee the kind of quality that avoids mysterious reactivity losses or troublesome purification headaches.

    For clients scaling up, regular re-qualification becomes essential. Lab-scale reliability means little if the kilogram run throws off a new byproduct or filtration bottleneck. Our pilot suites mirror main plant equipment, letting us shake out surprise process variables before passing the problem onto an unsuspecting researcher or process chemist. We’re part of every problem-solving call, not just a supplier sending out a shipping notice.

    Real Differences from Other Boronic Acids

    Classic boronic acids such as phenylboronic acid or their ortho/para-alkylated cousins fill many journals and catalogs. Trans-4-(Beta-Nitrovinyl)benzeneboronic acid fits where these simpler structures fall short—either by enabling specific electronic effects via the nitrovinyl, or by unlocking selectivity in cross-couplings that standard products simply can’t match. The nitrovinyl moiety not only pulls electron density, increasing reactivity with specific electrophiles, it also provides a distinct spectroscopic handle for monitoring reaction progress.

    Some users come to us after rounds of trouble with instability—some commercial options readily absorb air or degrade, especially if packed without desiccation or exposed to too much temperature variation. Because of our experience packing sensitive boronic acids, we always use inert-atmosphere or vacuum-sealed containers and test stability both in the short term and on accelerated schedules. For longer storage and shipping, these steps make a noticeable difference and prevent the heartbreak of opening a tube to find yellowed, clumped, hydrolyzed material.

    Supporting Users Beyond the Sale

    Our philosophy extends beyond shipping a drum or flask and issuing a COA. We participate in troubleshooting sessions, from remote data review to on-site technical support. If an end user stumbles across unexpected side products, yield loss, or handling hiccups, we dig in, pull batch data, and even run duplicate reactions at our own cost to validate theories or screen alternative workups. For us, partnership means facing challenges together—not hiding behind emails or checklists.

    Over the years, process engineers and bench chemists alike have taught us what truly matters. Rich technical documentation, clear communication about changes, and a fast response to issues distinguish long-term success stories from fleeting catalog sales. That’s why we place each lot in full context. If a process switches to parallel reactor trains, or if a plant tweaks drying temp or scale, we’re ready to adapt without delay. This open sharing of insight and expertise creates not just repeat orders, but also breakthroughs in application, performance, and process reliability.

    Our Mission for Trans-4-(Beta-Nitrovinyl)Benzeneboronic Acid Production

    The journey of this compound, from raw phenyl intermediates through complex oxidation, nitration, and isolation, stands as proof that chemicals don’t exist in isolation from expertise. Each kilogram reflects the lessons of failed runs, deep conversation with hands-on chemists, and willingness to attack every new problem. Our aim isn’t to be the cheapest per gram in a long list of catalog entries, but to provide a trusted source that empowers innovation, accelerates research, and anchors process reliability.

    We invite feedback, shared data, and tough challenges from the field. Every new request teaches us something new, and every batch we ship carries not just a barcode, but a lineage of hands-on care and chemist insight. The best advances in organic synthesis, drug discovery, and electronic materials owe their progress in part to the reliability and transparency of the reagents behind them. For trans-4-(Beta-Nitrovinyl)benzeneboronic acid, we remain dedicated to being more than a producer—we’re a collaborator, an investigator, and a reliable partner in progress.