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(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzene

    • Product Name (4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzene
    • Alias 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl
    • Einecs 680-233-8
    • 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

    359937

    Chemical Name (4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene
    Molecular Formula C12H17BO2
    Molecular Weight 204.08 g/mol
    Cas Number 4688-76-0
    Appearance White to off-white solid
    Melting Point 92-96 °C
    Density 1.05 g/cm³
    Smiles CC1(C)OB(c2ccccc2)OC1(C)C
    Inchi InChI=1S/C12H17BO2/c1-11(2)15-12(3,4)13(14-11)10-8-6-5-7-9-10/h5-9H,1-4H3
    Solubility Soluble in organic solvents such as dichloromethane and tetrahydrofuran
    Storage Conditions Store in a cool, dry place; keep container tightly closed

    As an accredited (4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzene factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle with tamper-evident cap, labeled "5g (4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene", hazard pictograms, and batch number.
    Shipping This chemical, (4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene, is typically shipped in secure, airtight containers to prevent moisture exposure. It should be handled as a stable organic compound and transported according to standard chemical shipping regulations, with clear labeling and documentation. Store in a cool, dry place away from incompatible substances.
    Storage Store (4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene in a cool, dry, well-ventilated area, away from heat, moisture, and sources of ignition. Keep the container tightly closed and protected from light. Avoid incompatible materials such as strong oxidizers and acids. Store under an inert atmosphere (e.g., nitrogen or argon) if advised in the product’s safety data sheet.
    Application of (4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzene

    Applications of (4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzene in Industrial Manufacturing

    Our facility supplies (4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzene directly to leading manufacturers across multiple verticals. We maintain precise control over raw material purity, which supports downstream partners in fine chemical synthesis and complex molecular production. Each industrial application below details unique regulatory frameworks, process integration stages, and downstream product outcomes based on real-world manufacturing requirements.

    1. Pharmaceutical Intermediate Synthesis

    Major pharmaceutical companies source this dioxaborolane derivative for Suzuki–Miyaura cross-coupling. This transformation remains critical for assembling biphenyl and diaryl structures present in active pharmaceutical ingredients (APIs). In regulated environments, chemists utilize the boronic ester to form carbon–carbon bonds with aryl halides. Batch instructions specify the precise staging of the compound after substrate activation, and documentation follows the strict downstream validation protocols required for regulated drug manufacturing.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP–NF Monographs for related arylboronic acids
    • 21 CFR Part 210/211 (FDA cGMPs)
    • EMA Guideline on the Specification Limits for Residues of Metal Catalysts

    Typical usage ratio

    • 0.9–1.2 molar equivalents per mol of aryl halide, tuned for coupling efficiency, with excess minimized to reduce purification workload

    Downstream process integration

    • Dioxaborolane moiety enters in the coupling stage, usually after substrate pre-activation; chemists monitor boronic ester hydrolysis and optimize the reaction temperature (60–90°C) in Pd-catalyzed conditions

    Final product types

    • Biphenyl pharmaceutical intermediates
    • Oral tablet APIs based on aryl motifs
    • Solid and liquid dose generics containing custom phenyl cores
    • Experimental drug candidates during early clinical trials

    2. Agrochemical Active Ingredient Manufacture

    Agrochemical producers incorporate this specialty boronic ester in crop protection compound synthesis, primarily when fabricating phenyl-substituted triazoles, pyrroles, and herbicidal actives via palladium-catalyzed arylation. Downstream blending and crystallization steps depend on the prior conversion efficiency of the boronate coupling. Formulators manage detailed QC analyses to track trace metallic residues and ensure environmental compliance for all outgoing technical concentrates.

    Industry compliance standards

    • FAO/WHO Specifications for Pesticide Technical Materials
    • EPA FIFRA Registration Process (U.S.)
    • ISO 17025 Quality Management for Chemical Testing
    • REACH Annex VII–X Substance Registration (Europe)

    Typical usage ratio

    • 1.05–1.20 molar equivalents relative to halogenated partner, with reaction scale driven by batch volume and downstream blending requirements

    Downstream process integration

    • Boronate enters post-hydrolysis purification, feeding directly to the Suzuki reaction vessel for formation of aryl–triazole or aryl–pyrrole backbones

    Final product types

    • Pre-emergence herbicide actives
    • Fungicide formulation concentrates
    • Selective crop protection intermediates
    • Bulk pesticide actives for technical grade supplies

    3. OLED and Electronic Material Synthesis

    Electronic chemicals manufacturers deploy this boronic ester in constructing substituted biphenyls for OLED emitter and hole-transport layer development. Process engineers implement strict moisture control and purification protocols to limit trace ionic contaminants, as defects impact downstream device reliability. The fine-tuning of the coupling step with aryl halides directly impacts electro-optical performance. Batch release criteria use both structural and optical QA assays before device integration.

    Industry compliance standards

    • JEDEC JESD22-A108 (for material reliability screening)
    • RoHS Directive 2011/65/EU
    • ISO 9001:2015 Quality Management Systems
    • REACH chemical registration for imported or used precursor substances

    Typical usage ratio

    • 0.95–1.10 molar equivalents, matched to halogenated counterpart to minimize unreacted residue and optimize molecular yield for device-grade purity

    Downstream process integration

    • Material introduced at the organic synthesis phase prior to vacuum distillation, often in glovebox or dry box containment to prevent hydrolysis

    Final product types

    • OLED small molecule emitter layers
    • Organic semiconductor intermediate stock
    • High-purity aryl electronic resins
    • Precursor blocks for LCD and display manufacturing

    4. Fine Chemical Custom Synthesis

    Custom synthesis firms and API contract manufacturers rely on this reagent when assembling specialty aryl frameworks not available through standard routes. Project chemists request batch-specific purities for sensitive target molecules in dyes, pigments, and performance additives. Each synthesis supports bespoke process routes, and the boronic ester allows strategic bond formation for molecules designed by customer R&D teams. Non-GMP process settings still document precursor inputs for traceability and batch reconciliation.

    Industry compliance standards

    • ISO 9001:2015 (quality documentation)
    • Responsible Care® Management System (American Chemistry Council)
    • Relevant client quality agreements
    • Filing standards for pre-registration with regional authorities as needed

    Typical usage ratio

    • 0.8–1.3 molar equivalents per aryl halide or pseudo-halide, adjusted project-by-project based on target complexity and route development

    Downstream process integration

    • Material charged into main reactor during key carbon–carbon forming step; integrated with automated or manual feeds based on campaign scale

    Final product types

    • Specialty aryl dye precursors
    • pigment intermediates for plastics or inks
    • custom functional coatings components
    • aromatic building blocks for contract R&D programs

    5. Specialty Polymer Building Block Synthesis

    Polymer manufacturers apply this boronic ester in precision step-growth polymerization when installing phenyl pendant groups for engineering plastics and specialty resin markets. The coupling step initiates aromatic linkage formation facilitating chain extension and enhancing thermal and mechanical properties in the final polymer. Quality labs monitor each stage to confirm aryl group incorporation and manage residual monomer levels according to downstream technical data sheets.

    Industry compliance standards

    • ISO 9001:2015 (Polymer production)
    • ASTM D256 for plastics impact resistance testing
    • FDA 21 CFR 177.1520 for certain high-purity polymer grades
    • REACH Annex IV exemptions (monomer registration)

    Typical usage ratio

    • 0.95–1.10 molar equivalents paired with comonomers, variable with intended polymer chain length and physical property targets

    Downstream process integration

    • Material introduced in the aromatic functionalization stage, prior to final polymerization cook-out, typically under nitrogen to avoid environmental hydrolysis

    Final product types

    • Engineering thermoplastics with aromatic functionalities
    • High-gloss, scratch-resistant polymer topcoats
    • Resin masterbatches for specialty films
    • Electronic encapsulation polymer stocks
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    Certification & Compliance
    More Introduction

    Introducing (4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzene: Proven Performance, Reliable Supply

    Meeting Demands in Modern Synthesis

    Producing (4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)benzene takes more than investment in glass and steel. Experienced hands guide each batch from raw materials through reaction stages, purification, and quality checks. In the lab and on the plant floor, we see real needs and the challenges chemists face every day. That gives us a clear view of why this compound has become a core building block, especially for research and production in pharmaceuticals, agrochemicals, and advanced materials.

    Customers ask for this reagent mostly for its borylation utility in Suzuki–Miyaura coupling. Through years of practice, the transformation of aryl halides by this boronate powerfully unlocks new molecular architectures. By making the pinacol boronate ester version, we help avoid some of the moisture and air sensitivity that limits other boronic acids and boronate salts. Reactions run cleaner, more predictably, and usually produce less tarring byproduct than older options. All this comes from a well-established synthesis rooted in our plant’s core expertise: organoboron chemistry run at real-world scale, serving scientists and production engineers who demand consistency.

    Product Identity: Structure and Impurities Matter

    Chemists know this compound by its systematic name, but what matters in the day-to-day is using a product with clear structure and minimal side reactions. Routine spectroscopy and gas chromatography verify that the methyl groups at the 4,4,5,5 positions shield the oxygen-boron ring, giving the molecule distinctive stability. Our teams have learned that bottling only starts after analysis finds impurities below a certain parts-per-million threshold. Batch tracking and process improvement cycles lead us to isolate fewer regioisomer byproducts than we saw in past years.

    The solid product pours well and doesn’t clump or dust. Our operators routinely inspect for caking and adjust drying protocols if humid weather threatens. Over time, our workers found that small tweaks in the temperature ramp could reduce discoloration and sticky fines, so every drum and bottle we ship reflects staff input, not just lab-bench theory.

    Manufacturing Approach: In-Lab to Industrial Scale

    By manufacturing from the ground up, we select every starting material—often aromatic halides and proprietary boronic reagents—from trusted sources with deep lots and traceable records. Having our own reactors lets us dial in batch control and observe subtle behaviors that would escape a trader or a contract bottler. Our teams have clocked long hours refining solvent switches and quenching stages, which paid off with more consistent crystallization and easier filtration.

    We keep the air-handling and nitrogen protection settings tuned based on season, as small changes in plant humidity can affect yields and appearance. Handling large-scale boron chemistry, we’ve learned that no two batches behave exactly the same. High-throughput analytics flag potential outliers early, and we maintain a feedback loop between lab QC and line operators. Our site staff cares about product fate: they routinely check that the particulate filter cake cleans up easily, that batch labelling stays readable, and if a drum seems off, it is pulled without question. The goal is not only a white or off-white powder, but a product that performs the same every time.

    In Real-World Use: Why Chemists and Process Teams Select This Boronate

    Years of talking with bench chemists make one fact clear: reliable reactivity saves headaches. (4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene forms stable intermediates with less air, water, or temperature drift risk than less substituted boronates. In many hands, it stores well and dissolves in the kind of organic solvents many labs already use, lowering the need to invest in exotic reagents or change workflow.

    Colleagues tell us they reach for this compound to make biaryl and aryl-heteroaryl bonds needed for drug scaffolds or advanced materials. Its pinacol boronate structure allows more forgiving purification, sidestepping some of the sticky or polymerizing messes that older boronic acids used to cause. Reactions based on this material frequently run under milder heat and with fewer side products, streamlining both the lab and larger scale runs.

    Key Differences: Pinacol Boronate Ethers Versus Other Boron Reagents

    Not all boron reagents work the same. In our own pilot labs, direct boronic acids often hydrate or decompose before the customer could finish their synthetic plan. Classic boronate esters sometimes lose boron content to trace hydrolysis, giving variable results batch to batch. This dioxaborolane ring, shielded by its four methyl groups, keeps hydrolysis rates lower and decreases the risk of oxidative breakdown during storage or transfer.

    Colleagues send us stories of using less pure boron sources and struggling with reaction reproducibility. With the tetramethyl-dioxaborolane structure, chemists report higher product yields, cleaner chromatography, and less tendency for the final product to darken or lose potency on the shelf. This molecule’s combination of solubility and stability delivers a clear advantage over simple boronic acids, phenylboronic acids, or even some boronate salts, particularly in humid or variable lab environments.

    Stability and Handling: Operator Safety and Workflow

    Our operators know every pound that leaves the site arrives with practical advice, because few problems cause more waste than lost or spoiled reagents. This boronate ester handles safely under ordinary lab precautions, stored away from strong acid, base, or oxidizers. It doesn’t emit fumes or present obvious acute toxicity, reducing some everyday hazards, and our packaging uses double-sealed liners plus tamper-evident closures after trials proved these steps prevented water ingress better than standard caps or bags. Customers with automated powder dispensers appreciate its flowing nature. Workers in scale-up suites run this reagent using ordinary glass or Teflon equipment, without the extra corrosion precautions that other boronates sometimes demand.

    Environmental and Regulatory Context

    Across the industry, environmental questions come with every order. Over two decades of plant operation, we have lifted quality while keeping an eye on regulations affecting boron compounds. This reagent falls outside most strict industrial chemical controls but stays well tracked, as several jurisdictions add new substances to monitoring lists yearly. Our team frequently audits effluent and air safety as part of voluntary site certification, proactively adjusting waste streams and air-handling to make sure off-gas and rinse solvents match regulatory and community expectations.

    Standard neutralization and organics collection keep boron loading to water streams extremely low. On the rare event a customer asks for detailed environmental fate, we work through lifecycle data to provide realistic disposal and separation options—reflecting actual plant usage, not just the idealized chart. Because the product doesn’t easily hydrolyze, downstream waste minimization benefits from lower boric acid generation compared to older boron reagents.

    Supporting Reliable Research and Production Scale-Up

    Research teams driving drug and crop protection breakthroughs count on compounds that let them focus on creative molecular design, not batch failures. In pilot and kilo labs running long hours, less stable boronates caused rework and costly time loss. By sticking with this dioxaborolane-phenyl structure, users avoid common pitfalls like darkening, surprise loss of boron signal in NMR, or the dreaded sticky tar in coupling reactions.

    Several of our regular customers transitioned to continuous flow or automated platform synthesis. They point to this compound’s robust behavior under pumped, sealed, and heated conditions. Since each bulk lot we produce is registered and traced back to raw materials by date, teams ramping up to plant scale know that a successful initial batch rarely turns sour when they order larger quantities. Our blend of plant experience and customer-driven tweaks means knurling and clogging from solidification or slow dissolution is a thing of the past.

    Comparisons From Our Shop Floor: What Makes Our Output Different

    As a manufacturer rather than a trader, we spot corner-cutting in the market. We control every stage, so no batches sit in a port or warehouse for months where temperature swings would risk clumping or partial degradation. Our bulk drums and small pack sizes leave our facility soon after quality release, not after lengthy relabeling or storage. Operators label and double-check container integrity—not a distributor’s remote packager guessing from an order sheet.

    Routine lot verification and full-run chromatography stamp out batch-to-batch surprises. Readers may notice our product’s longevity on the shelf and color uniformity. That comes from an insistence on capturing the filtration and oven-drying processes in actual run sheets and never letting a shipment leave before visual and purity checks. If an issue does show up, plant staff have authority to hold release—no pressure to ship out to keep up with trading partners’ quotas.

    Improvement Through Experience and Customer Feedback

    Over the years, user reports of inconsistent reactivity or tough filtration helped refine our protocols. The shop floor team modified isolation steps and adjusted the final moisture fraction, so that powder now disperses better and dissolves quickly. Years back, customers occasionally found traces of methyl pinacol byproduct. As a result, reaction conditions were adjusted and the protocol for solvent wash and crystallization was tightened. Ongoing training lets our process chemists spot minor issues early, ensuring the quality does not depend on a lucky run.

    Our line of sight into every batch, from raw input to packed product, brings a sense of accountability. If a customer’s process throws a curveball, our technical team shares real-world advice born from troubleshooting tanks and lines—not marketing brochures. Those relationships build trust, especially in high-value or mission-critical synthetic steps where failed couplings mean lost weeks, not just lost money.

    Expert Perspective on Application Fields

    This boronate ester feeds into a wide range of research, from advanced ligands and fluorescent probes to the next generation of pharmaceuticals. The Suzuki–Miyaura cross-coupling, the most famous use, transforms partner molecules into biaryls—linkages crucial for drug leads, OLEDs, and fine chemicals. Colleagues working on high-throughput screens or process optimization use its stability to get reproducible results. Our process engineers saw recent growth in demand from both biotechnology startups and generics manufacturers aiming to shorten campaign times and reduce off-spec production.

    Among boronic reagents, the dioxaborolane-based esters claimed a sweet spot by balancing storage stability, ease of handling, and performance under various solvent, temperature, and base conditions. Compounds without the methyl shielding proved too sensitive; those with overly bulky substituents lost solubility or showed lagging reactivity. Ongoing collaboration with user laboratories keeps this balance tuned, in contrast to rigid, off-the-shelf commodity products. Process teams running multi-kilo batches confirm that minor tweaks made at plant scale, like gradual dosing and optimized temperature profiles, avoid runaways and give strong yields.

    Continuous Evolution: Why We Invest in This Line

    Even after years of making and shipping this compound, plant teams spot small process changes that save waste and boost yield. Direct experience with every container that leaves our dock tells us which packaging, shelf-life protocols, and batch marking practices actually help avoid waste and confusion in partner labs. No outsourced repack, no guesswork about how long a product sat waiting for a middleman to move it. Where other suppliers focus on label design, we double down on calibration, batch traceability, and training our crews to recognize warning signs before they escalate.

    Our process experts monitor every regulatory update related to boron compounds. Even as compliance rules get more complex in some regions, our documentation and registration system keeps export and import snags to a minimum. Whenever a new handling or testing standard emerges, our R&D links with production to trial adjustments. Lessons flow from scientists in the lab to crew in the control room, reducing miscommunication, and ensuring the compound our customers open tomorrow matches the one that passed their screening last year.

    Building Lasting Partnerships, One Batch at a Time

    We treat each kilogram produced today as the start of a long-term relationship, not one-off business. Customers use (4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene in some of their most ambitious projects—whether the next generation of engineered molecules, or scaling up to launch a new intermediate for global distribution. Technical support is a conversation, not a helpdesk queue. Fielding detailed questions from process chemists or troubleshooting with development teams makes for sharper, quicker refinements. The shared aim: cleaner runs, easier workups, and higher yields.

    We recognize the gap between an online listing and a reagent that clears all hurdles from bench to bulk. That means sweating the details of process monitoring, shipment condition, and post-delivery stability—not just purity at the day of packing. Customer feedback, positive and negative, shapes not just a single batch but the broader practices and improvement cycles that define our manufacturing. Our confidence comes from real evidence and repeated success, measured in the consistency of each delivered lot.

    Why (4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Benzene Remains the Reliable Choice

    Year after year, this boronate ester earns its reputation as a stable, efficient building block for modern synthesis. Researchers and manufacturing teams alike value its predictability, purity, and minimal batch variation. By controlling the route from raw material through to filled container, our crew ensures every chemist receives the reagent that can drive their project forward—saving time, lowering process risk, and supporting cleaner, greener operations. As new challenges and applications arise, manufacturing improvements continue behind the scenes—with an experienced team who knows every strength, quirk, and demand this specialist compound brings to the lab and the line.