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4-Bromo-2,6-Dimethylbenzoic Acid

    • Product Name 4-Bromo-2,6-Dimethylbenzoic Acid
    • Alias 4-Bromo-2,6-xylenecarboxylic acid
    • Einecs 246-302-6
    • 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
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    Specifications

    HS Code

    844062

    Chemical Name 4-Bromo-2,6-Dimethylbenzoic Acid
    Cas Number 4316-73-8
    Molecular Formula C9H9BrO2
    Molecular Weight 229.08
    Appearance White to off-white crystalline powder
    Melting Point 187-190 °C
    Solubility Slightly soluble in water, soluble in organic solvents
    Purity Typically ≥98%
    Storage Temperature 2-8 °C
    Smiles CC1=CC(=C(C=C1Br)C)C(=O)O
    Inchi InChI=1S/C9H9BrO2/c1-5-3-6(2)9(11)7(4-5)8(10)12/h3-4H,1-2H3,(H,11,12)
    Synonyms 4-Bromo-2,6-dimethylbenzoic acid; 2,6-Dimethyl-4-bromobenzoic acid

    As an accredited 4-Bromo-2,6-Dimethylbenzoic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 4-Bromo-2,6-Dimethylbenzoic Acid

    Applications of 4-Bromo-2,6-Dimethylbenzoic Acid in Industrial Manufacturing

    As a direct manufacturer of 4-Bromo-2,6-Dimethylbenzoic Acid, we ensure strict lot-level traceability and process validation for its use in downstream synthesis workflows. This specialty intermediate features a brominated aromatic core and two methyl substituents, making it essential across advanced materials, fine chemical and selective agrochemical production. Below, we outline the primary industrial scenarios where this compound plays an indispensable role, with detail on compliance, application dosage, production integration, and end-use products.

    1. Pharmaceutical API Intermediate Synthesis

    Pharmaceutical manufacturers select this benzoic acid derivative as a key structural intermediate in multi-step synthesis of nonsteroidal anti-inflammatory ingredient candidates and designer oncology small molecules. Its unique substitution pattern enables regioselective coupling reactions critical for final API scaffolds. We support cGMP-compliant production and batch documentation to ensure suitability for regulated drug substance manufacturing.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • USP, EP, JP intermediate guidelines for impurity profile documentation
    • FDA Process Validation Guidance
    • EU GMP Part II (Active Substance Manufacturing)

    Typical usage ratio

    • Applied at 0.8–1.2 molar equivalents in coupling and derivatization stages, adjusted based on stoichiometry and target yield optimization

    Downstream process integration

    • Charged post-initial condensation or halogen-metal exchange steps, followed by palladium-catalyzed carbon bond formation and subsequent functional group interconversion

    Final product types

    • Anti-inflammatory API intermediates
    • Heterocyclic oncology precursor molecules
    • Custom pharmaceutical fine chemicals for preclinical screening

    2. Agrochemical Active Ingredient Building Block

    Agrochemical formulators require this acid for reliable introduction of brominated aromatic motifs into herbicide and fungicide actives, particularly in synthesis of methyl-substituted benzoic derivatives. Careful process control over bromine content and purity is enforced to comply with environmental and product safety protocols throughout formulation and scale up.

    Industry compliance standards

    • FAO/WHO Specification for Pesticide Products and Technical Materials
    • ISO 9001 managed process controls
    • REACH Regulation (EC) No 1907/2006 (substance registration and use restrictions)
    • OECD Test Guidelines for evaluation of starting material influence on end-product

    Typical usage ratio

    • Used at 5–15% by mass in pre-coupling of active ingredient synthesis batches; actual range depends on intended crop protection compound and final formulation potency

    Downstream process integration

    • Introduced as a core skeleton in Grignard reactions or selective halogen exchange, prior to final step functionalization and salt formation

    Final product types

    • Methylated benzoic acid-based herbicides
    • Pyridine-derived fungicidal actives
    • Bench-scale development samples for new agro actives

    3. Specialty Colorant and Dye Intermediate Production

    Manufacturers of performance colorants utilize this compound’s ortho-methylated bromobenzoic acid structure as a versatile handle for constructing advanced aryl-based chromophores by direct arylation, oxidative coupling, and metal-catalyzed transformations. Purity and controlled impurity profiles are strictly maintained throughout the supply chain for stable pigment properties and color reproducibility.

    Industry compliance standards

    • ISO 9001:2015 for quality management in pigment manufacturing
    • EN 71-3:2019 (Restriction of hazardous substances for toy colorants)
    • OEKO-TEX Standard 100 for dye material toxicological assessment
    • Registration under REACH Annex VII for industrial dye intermediates

    Typical usage ratio

    • Employed at 10–20% of total precursor mass in coupling, cyclization, or condensation stages; the exact proportion optimized for pigment shade depth and solubility

    Downstream process integration

    • Reacted in diazotization or Suzuki-type cross-coupling to extend aromatic frameworks, forming base units for high-performance organic pigments and dyes

    Final product types

    • Brilliant red and orange pigments for plastics and inks
    • Specialty dyes for fiber and textile finishing
    • Colorant intermediates for digital printing formulations

    4. Materials Science and Liquid Crystal Precursor Synthesis

    Research institutes and advanced materials manufacturers utilize this acid as a rigid building block in the stepwise assembly of custom aromatic esters and polyfunctional biphenyl derivatives found in liquid crystal display (LCD) technologies. Reliable lot homogeneity is critical for reproducibility in material properties and device yield.

    Industry compliance standards

    • ISO 9001:2015 certified synthesis protocols
    • RoHS 2011/65/EU compliance for LCD materials (restrictions on hazardous substance levels)
    • Customer-qualified supplier audits for specialty display precursors
    • Purity verification by HPLC and NMR to ≥99% specification

    Typical usage ratio

    • Dosage between 2–5% by total molar feed in esterification, polycondensation, or Suzuki coupling; proportion selected to tune glass transition, birefringence, or liquid crystal phase stability

    Downstream process integration

    • Integrated after initial aryl bromide functionalization, then esterified or coupled to build multi-ring rigid units for LCD alignment layers or display films

    Final product types

    • Liquid crystal monomer building blocks
    • Custom polyaryl esters for advanced display films
    • High-purity intermediates for optical electronics R&D

    5. Custom Polymer Additive Synthesis

    Certain polymer manufacturers incorporate this compound for molecular design of specialty additives and functionalized aromatic units in engineered plastics. Its bromo and dimethyl substituents provide precise points for further modification, supporting experiments in thermal property and solubility improvement.

    Industry compliance standards

    • ISO 14001:2015 certified environmental management in polymer additive production
    • Global Polymer Additive Regulatory Framework (consent for new chemical entities)
    • REACH Annex XVII compliance for polymer feedstock substances
    • ASTM D6657 standard for purity and contaminant control

    Typical usage ratio

    • Blended at 0.5–3% by total monomer content, depending on desired additive loading and compatibility with host polymer matrices

    Downstream process integration

    • Incorporated pre-polymerization or post-polymerization via melt or solution-phase modification, followed by compounding into final plastic blends

    Final product types

    • Functionalized aromatic polymer additives
    • Engineered specialty resins for electronics housings
    • Thermally-modified plastic masterbatches
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    More Introduction

    Understanding 4-Bromo-2,6-Dimethylbenzoic Acid: More Than Just a Chemical Name

    The Value of 4-Bromo-2,6-Dimethylbenzoic Acid in Today’s Chemical Industry

    Few chemical products cross into the mainstream of synthesis like 4-Bromo-2,6-Dimethylbenzoic Acid often does. People working in research labs, custom synthesis projects, or pilot scale manufacturing see this compound show up again and again. From my own time in an academic lab, I remember how aromatic acids like this one shaped a synthesis. If you walk into a lab and spot a jar labeled “4-Bromo-2,6-Dimethylbenzoic Acid,” you know someone is working on targeted molecular scaffolds, many for drug candidates or advanced material designs.

    This molecule, formally cataloged under CAS number 53689-71-7, carries a straightforward structure: two methyl groups on the benzene ring at the 2 and 6 positions, a carboxylic acid function, and a bromine atom sitting at the 4 position. The molecular formula, C9H9BrO2, might seem simple, but those tiny substitutions unlock pathways that enable the next generation of chemical synthesis.

    Specifications: Quality Sets the Bar

    You find 4-Bromo-2,6-Dimethylbenzoic Acid in fine white to off-white crystalline powder form, with a molecular weight of about 229.08 g/mol. Chemists want purity—generally above 98%—because there’s no tolerance for contamination when the product goes into sensitive pharmaceutical intermediates or specialty polymers. Even slight impurities can spoil downstream reactions or confuse analytic work. High-purity batches often get characterized by HPLC or NMR, to confirm both identity and quality with methods that leave little room for doubt. For bench scientists, this level of verification means you spend less time running blanks or troubleshooting stubborn reactions.

    The acid’s melting point hovers just shy of 190 degrees Celsius; an essential spec for those relying on solid handling or planning purification by recrystallization. Water solubility doesn’t come easy for this molecule—it prefers organic solvents like methanol, acetonitrile, or dichloromethane. This trait shapes its usefulness in our hands. I remember one summer spent coaxing this compound through sequential extractions, learning that simple solubility can define which reactions proceed and which grind to a halt.

    Practical Usage: Real-World Stories from the Lab and Beyond

    4-Bromo-2,6-Dimethylbenzoic Acid stands out in the crowd of specialty benzoic acids because of its versatility. In my own work and hearing stories from colleagues, it acts as an anchor for Suzuki coupling reactions and other palladium-catalyzed cross-coupling steps. Thanks to that bromine atom, the aromatic ring turns reactive under the right conditions, handing you the reins for customization—attaching new substituents or building up more complex aromatic systems.

    Pharmaceutical chemists count on it as a precursor when scaffolding molecules for anti-inflammatory, anti-bacterial, or even anticancer studies. The dual methyl groups block certain reaction sites while the acid and bromine provide launching pads for further elaboration. I’ve seen this compound turn up in dye synthesis as well, since the controlled placement of bromine tunes electronic properties that control absorbance and color.

    Besides pharma and advanced materials, a handful of agricultural chemistry projects have leaned on similar compounds to create new crop-protection molecules. It’s not just patent filings—real-world development programs depend on substances with this pattern of substitution. By granting both rigidity and distinct reactivity, 4-Bromo-2,6-Dimethylbenzoic Acid earns its shelf space in any lab where creative synthesis matters.

    How 4-Bromo-2,6-Dimethylbenzoic Acid Differentiates From its Relatives

    In the world of benzoic acids, small changes carry big weight. Handling 4-Bromo-2,6-Dimethylbenzoic Acid isn’t like working with unsubstituted benzoic acid, 4-bromobenzoic acid, or other methylated derivatives. The symmetric arrangement of methyl groups at the 2 and 6 positions blocks ortho-reactions, forcing transformations to happen at the open site on the ring. That difference seems subtle, but anyone who’s tried to run a Friedel-Crafts acylation or direct lithiation on a similar scaffold knows this geometry can make or break a route.

    Look at 2,6-dimethylbenzoic acid alone—without the bromine. It might suit some synthetic steps where less reactivity is required. Once bromine sits at the 4 position, the ring undergoes a measured increase in electrophilic response, especially in cross-coupling strategies. Other isomers—those with different patterns of halogen or methyl substitution—lead to different challenges: melting lower or higher, dissolving better or worse, or even posing extra regulatory scrutiny. That's not the case with the balance found in this compound.

    Practically, the stability and handling advantages of 4-Bromo-2,6-Dimethylbenzoic Acid mean that both small academic projects and large development pipelines can find common ground here. Unlike more volatile or sensitive analogs, researchers report reliable recovery after recrystallization steps, steady melting behavior in controlled heating, and less chance of decomposition during storage or transit.

    Access, Supply Chain, and Sustainability Challenges

    Getting consistently high-quality 4-Bromo-2,6-Dimethylbenzoic Acid to research benches takes careful supply chain management. Raw material sourcing, batch-to-batch consistency, and environmental standards influence the market, just as they do with every specialty chemical. Chemists and procurement teams often express frustration when delivery timelines slip or batch impurities creep up. Transparency about sourcing, as well as adherence to safety and environmental guidelines, shape not just reputation but real scientific progress.

    Recent scrutiny on manufacturing practices for halogenated benzoic acids brought sharper focus on waste management. Bromination steps produce by-products that demand proper disposal methods. In my experience, vendors with robust environmental audits gain more trust—scientists want products that don’t bring long-term risks to the lab, their local community, or beyond. Larger suppliers often build traceability into their workflow, publishing safety data and audit results. It supports informed choices for labs trying to balance performance, safety, and sustainability.

    Internet-based sourcing created both opportunity and confusion. Platforms offer quick comparisons of purity grades, pricing, and minimum order quantities. Still, the chemical market can be flooded with inconsistent grades, knock-offs, or mislabeled shipments. Best practice involves ordering only from trusted suppliers with documentation tying product batches to validated standards.

    Managing Lab Safety and Compliance

    Every benzoic acid presents handling needs, and 4-Bromo-2,6-Dimethylbenzoic Acid is no exception. Standard practice in most labs keeps exposure risks under tight control—good ventilation, skin coverage, and prompt cleanup for spills. Students and junior staff learn quickly that fine powders spread easily; contamination creeps into reactions if care slips. Storage in tight-sealed containers, out of direct sunlight, and above standard humidity levels prolongs shelf life and upholds product integrity.

    From regulatory standpoints, laboratories look to safety data sheets and institutional standards for storage, disposal, and emergency response. Proper waste separation limits the environmental impact. Many institutions now use digital tracking of chemical use and waste streams, ensuring hazardous substances don’t wind up where they don’t belong. Experience tells me that advanced warning systems, good labeling, and staff training make all the difference. No one wants a surprise when handling halogenated organic acids.

    Troubleshooting: From Benchtop Surprises to Scale-Up Realities

    Every seasoned chemist has stories about a synthetic step that didn’t go as planned. In small-scale bench work, 4-Bromo-2,6-Dimethylbenzoic Acid typically behaves with reassuring predictability. Its defined melting point, distinct spot on TLC, and good reactivity profile let researchers troubleshoot without chasing too many unknowns. Still, the methyl groups and bromine bring enough uniqueness that generalized protocols sometimes need adjustment—in base-catalyzed reactions, overreactions can occur; in certain solvents, solubility bottlenecks might slow progress.

    Scaling processes up from grams to kilos exposes hidden flaws in both material supply and method robustness. If even a minor contaminant slips in at lab scale, that’s a headache; on the pilot plant, it’s a disaster. Larger operations set strict acceptance criteria, running full analytical characterization before greenlighting a batch for further transformation. Over the years, I’ve seen teams lose valuable time to unexpected melting point drifts, product clumping, or off-color residues—all of which trace back to changes in starting acid batches. The solution comes from rigorous supplier auditing, in-house QC checks, and careful method validation.

    Market Trends: Demand, Innovation, and the Future of 4-Bromo-2,6-Dimethylbenzoic Acid

    Looking out over the next several years, demand for substituted benzoic acids like this compound seems poised to grow. Drivers include the rush toward new pharmaceutical entities, specialized monomers for advanced polymers, and ever-changing agricultural chemistry needs. Patent analysis reveals a steady climb in both filings and citations related to 4-Bromo-2,6-Dimethylbenzoic Acid. What this tells us is real—process chemists and inventors keep finding fresh ways to use the unique reactivity profile established by its substitution pattern.

    The global chemical industry now prizes agility. Synthesis routes are designed for less waste, greener reagents, and safer work environments wherever possible. Producers that pivot to more sustainable bromination methods, reduce use of hazardous solvents, and offer clear supply chain transparency are earning new business from labs that care about more than the bottom line. Scientists and project leaders weigh both technical merit and ethical sourcing standards before committing funds to new product lines.

    In some corners, innovation continues with new ways to recycle by-products, improve product isolation, or even discover direct catalytic routes that avoid traditional halogenation steps. Benchmarking progress here takes expertise, watchdog groups, and real-world collaboration between suppliers, academics, and large manufacturers.

    Supporting Quality Science and Real-World Impact

    In chemistry, reliability and consistency make or break both basic and applied projects. From day-to-day experience, I know that working with a well-characterized specialty acid frees scientists to focus on the bigger questions—discovering new drugs, creating next-generation materials, or solving practical process challenges. 4-Bromo-2,6-Dimethylbenzoic Acid earns a loyal following among researchers for these reasons.

    Peer-reviewed literature shows a steady stream of new uses for this molecule. Synthesis of pharmaceutical intermediates or functionalized monomers often hinges on this acid thanks to its clear reactivity and stability. Lab notebooks trace the story: yields jump when cleaner starting materials arrive; scale-up projects run more smoothly when each batch matches precise analytical criteria. Chemists share tricks—how to dry it after shipment, which solvent system delivers speedier reactions, how to handle the methyl groups without risking unwanted side reactions.

    Beyond the bench, transparent product stewardship supports ethical and environmental responsibilities. Buyers now request certificates of analysis, support for green chemistry credentials, and data on waste minimization practices. In my own procurement experience, the most trusted suppliers step up with answers to technical questions and documentation to back up their claims. There’s no substitute for supplier engagement that goes beyond just shipping containers from point A to B.

    Potential Solutions to Ongoing Challenges

    Even with its many strengths, stakeholders keep an eye on unintended side effects from widespread use of substituted aromatic acids. Improvements on several fronts could yield big dividends. Producers, regulators, and end-users each have roles to play.

    On the business side, consistent investment in cleaner synthesis routes makes a difference. Producers adopting best-in-class bromination methods sharply reduce waste generation, lowering both operational costs and environmental risk. A constant push for higher-purity recrystallization and drying steps allows research chemists to worry less about batch-to-batch variation.

    Buyers and research labs can nudge suppliers toward improved environmental and ethical standards. Prioritizing purchases from companies embracing rigorous safety reviews and detailed batch documentation doesn’t just improve outcomes in the lab—it encourages the entire sector to get better. Open communication channels between scientists, procurement teams, and producers ensure rapid response when concerns arise. Feedback—from clumping issues in humid climates to concerns about trace metal contamination—drives industry upgrades.

    Regulatory bodies now play an increasing role in standardizing product labeling, waste treatment, and worker safety. Partnering with manufacturers to share best practices and tightening up reporting standards continue to push the market in positive directions. Universities and private R&D groups add value by publishing both results and lessons learned, so the same hurdles aren’t encountered in isolation by team after team.

    Why 4-Bromo-2,6-Dimethylbenzoic Acid Matters for Innovation

    Chemical innovation always starts with access to the right building blocks. 4-Bromo-2,6-Dimethylbenzoic Acid stands at the intersection of known reliability and specialized utility. Whether researchers chase new drugs, advanced composites, or smarter crop treatments, starting materials shape the journey.

    Its specific arrangement of functional groups lets chemists reach molecular designs other precursors can’t access so efficiently. Clean batch-to-batch purity, solid documentation, and reactivity dialed in for demanding cross-coupling reactions—these are the traits modern labs require. Building from experience, I know the relief that comes from having confidence in those basics. It clears the path for real breakthroughs.

    Product stewardship still matters. Environmental pressures and regulatory expectations shape both availability and desirability of compounds like this. Market leadership will flow to those who combine outstanding technical specs with best-in-class transparency on sourcing, purity, and environmental safety. Scientists and buyers vote with each order; the bar keeps rising.

    Years of experience have shown that chemistry progresses best not in isolation but in collaborative, transparent relationships—between scientist and supplier, between regulator and producer, and, perhaps most importantly, within the research communities pushing the boundaries of what’s possible with a well-chosen building block.