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2-Bromo-4,5-Dimethoxybenzyl Bromide

    • Product Name 2-Bromo-4,5-Dimethoxybenzyl Bromide
    • Alias Veratryl bromide
    • Einecs EINECS 257-098-5
    • 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

    896684

    Product Name 2-Bromo-4,5-Dimethoxybenzyl Bromide
    Cas Number 83832-14-8
    Molecular Formula C9H10Br2O2
    Molecular Weight 325.98
    Appearance White to off-white solid
    Melting Point 68-72°C
    Density 1.82 g/cm³ (predicted)
    Purity Typically ≥98%
    Solubility Slightly soluble in organic solvents; insoluble in water
    Synonyms 2-Bromo-4,5-dimethoxyphenylmethyl bromide
    Smiles COC1=C(C=C(C(=C1)Br)CO)OC
    Inchi InChI=1S/C9H10Br2O2/c1-12-8-4-7(10)6(5-11)9(5-8)13-2/h4-5H,6H2,1-2H3

    As an accredited 2-Bromo-4,5-Dimethoxybenzyl Bromide factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 2-Bromo-4,5-Dimethoxybenzyl Bromide

    Applications of 2-Bromo-4,5-Dimethoxybenzyl Bromide in Industrial Manufacturing

    2-Bromo-4,5-Dimethoxybenzyl Bromide serves as a high-purity intermediate in advanced chemical manufacturing for the fine chemicals, pharmaceuticals, agrochemicals, and specialty polymer sectors. By providing consistent reactivity and reliable specifications, this raw material supports multiple synthesis routes with distinct requirements for compliance, process integration, and finished goods.

    1. Active Pharmaceutical Ingredient (API) Synthesis

    Our material functions as a critical alkylating agent in the custom synthesis of benzyl-protected compounds and pharmaceutical actives. It acts at the selective protection stage in multi-step synthesis of central nervous system (CNS) drugs and other specialty therapeutics. Chemical engineers introduce this compound during the benzylation of phenolic and amine functionalities, supporting selective bond formation. The resulting intermediates proceed to further coupling or deprotection, ensuring high yield and purity in regulated API manufacturing.

    Industry compliance standards

    • USP (United States Pharmacopeia) General Chapters on Residual Solvents
    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • European Pharmacopoeia standards for intermediate purity
    • FDA 21 CFR Part 211 for finished drug substances

    Typical usage ratio

    • 0.98 to 1.05 molar equivalents per phenolic or amine substrate, adjusted to minimize overalkylation

    Downstream process integration

    • Employed during the initial benzyl protection step in multi-stage API synthesis
    • Transferred in closed systems to reactor vessels for in-situ reaction with target substrates
    • Followed by aqueous workup and purification by chromatography or crystallization

    Final product types

    • Neuroactive drug intermediates
    • Specialty CNS agents
    • Anticancer intermediates for small-molecule drugs
    • Modified peptide/protein pharmaceuticals

    2. Agrochemical Intermediate Manufacturing

    Downstream agrochemical producers incorporate this compound for the controlled benzylation of phenolic substrates during the synthesis of advanced herbicides and fungicides. Its selectivity enables the formation of active ingredient building blocks resistant to rapid degradation in formulations. Engineers monitor precise addition and reaction temperature to maximize conversion while minimizing side product formation.

    Industry compliance standards

    • ISO 9001:2015 Quality Management for agrochemical intermediate production
    • FAO/WHO Food and Agriculture Organization pesticide specifications
    • REACH (EC No. 1907/2006) registration for in-scope intermediates

    Typical usage ratio

    • 1.00 to 1.10 molar equivalents relative to the target phenolic nucleus based on intermediate stability targets

    Downstream process integration

    • Introduced post-hydrolysis in batch reactors as an alkylating agent
    • Product isolation achieved using phase separation or column purification
    • Integration into subsequent acylation or sulfonation steps

    Final product types

    • Selective herbicide intermediates
    • Fungicide building blocks for crop protection
    • Stabilized agrochemical actives for field application
    • Seed treatment microcapsule pre-cursors

    3. Synthesis of Performance Pigments & Dyes

    Manufacturers in the colorant sector utilize this intermediate for elaborate synthesis routes creating highly substituted benzyl derivatives. These are essential in producing high-stability, lightfast pigments and specialty dyes for automotive, plastics, and textile industries. Chemists introduce the raw material at the protected intermediate stage before dye coupling, ensuring full solubility and color uniformity in pigmented end-products.

    Industry compliance standards

    • OEKO-TEX® Standard 100 for colorant safety in textiles
    • EN 71-3:2019 for pigment safety in toys
    • ISO 2846 for ink color reproducibility

    Typical usage ratio

    • 0.95 to 1.2 molar equivalents per aromatic nucleus, tuned for pigment structure and end-use requirements

    Downstream process integration

    • Reacted with phenolic monomers during early-stage pigment synthesis
    • Subject to subsequent coupling, oxidation, or cyclization reactions
    • Product isolation by precipitation, filtration, or solvent extraction

    Final product types

    • Automotive coatings pigments
    • Textile dyes and color concentrates
    • Printing ink intermediates
    • Plastics color masterbatches

    4. Specialty Polymer Precursor Production

    Polymer producers employ this compound for introducing functional benzyl groups as reactive side-chains. The controlled bromination and alkylation profile allows for the design and synthesis of polymers with tailored solubility, light resistance, or electrical properties. Chemical engineers integrate our material into solution or emulsion polymerization steps, coordinating with initiator selection for chain growth regulation.

    Industry compliance standards

    • ISO 9001:2015 for quality management in specialty chemical production
    • RoHS Directive 2011/65/EU for restricted substance management
    • UL 94 for flammability classification of polymer products

    Typical usage ratio

    • 0.5 to 3.5 weight percent in polymerizable mass, depending on targeted degree of functionalization

    Downstream process integration

    • Added to monomer feed in step-growth or chain-growth polymerization setups
    • Enters functionalization stage after main polymer backbone formation
    • Final purification through precipitation and solvent washing

    Final product types

    • High-performance engineering plastics
    • Electrically active polymer compounds
    • Photoresist materials for microelectronics
    • Light-stabilized packaging films

    5. Custom Organic Synthesis & Contract Research

    Research laboratories and contract manufacturing organizations depend on this material as a key intermediate for diversifying benzyl-protected compounds in discovery projects. Synthetic chemists leverage its selectivity for mechanistic studies, structure-activity relationship (SAR) programs, and rapid analog library expansion. Custom protocol development ensures strict impurity control across all scales.

    Industry compliance standards

    • IUPAC nomenclature and analytical purity requirements
    • ISO/IEC 17025 for laboratory quality management
    • GMP guidelines for pilot-scale production interface

    Typical usage ratio

    • 0.8 to 1.2 molar equivalents depending on substrate reactivity and project scale

    Downstream process integration

    • Scheduled for initial protection steps in target molecule synthesis
    • Flexible addition to batch or continuous flow reactors
    • Purification by flash chromatography, preparative HPLC, or crystallization

    Final product types

    • Novel reference standards
    • SAR platform building blocks
    • Tool compounds for medicinal chemistry
    • Scale-up intermediates used in pilot studies
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    Certification & Compliance
    More Introduction

    Introducing 2-Bromo-4,5-Dimethoxybenzyl Bromide: Quality Meets Precision in Benzyl Bromides

    Presence and Utility in Modern Synthesis

    Chemistry changes the way we treat diseases, design electronics, and build materials that fuel progress. Along these improvements, reagents like 2-Bromo-4,5-Dimethoxybenzyl Bromide stand out by bringing special properties to the lab bench. Having worked alongside researchers who drive pharmaceutical projects and experts refining next-generation organic materials, I've noticed how a single molecule can become the backbone of an entire workflow. This compound—known in conversations as a core benzylic bromide—frequently pops up where exact substitution on an aromatic ring sets the stage for further transformation.

    Different labs value 2-Bromo-4,5-Dimethoxybenzyl Bromide for more than its catchy structure or analytical tidiness. The presence of two methoxy groups at positions 4 and 5, paired with a bromine atom at the 2 spot, establishes electronic effects that steer later reactions. When an alkoxy group like methoxy sits on a benzene ring, nucleophilic substitution gets a boost; the ring's reactivity opens up new possibilities for building more complex scaffolds. The bromomethyl group extends that utility, ready to undergo displacement with the right nucleophile, providing routes to ethers, amines, or even advanced ligands.

    Model, Structure, and Analytical Perspective

    The chemical formula—C9H10Br2O2—offers a glimpse at what makes this molecule tick. We’re looking at two bromine atoms: one hooked onto the aromatic core and the other as part of the benzyl moiety. Experience tells me that this arrangement isn’t just a technicality; it shapes everything from storage to handling and, most importantly, reactivity under realistic conditions. In the business of organic synthesis, chunky benzylic bromides such as this one feel indispensable, not only for academic curiosity but also for the rugged business of preparing building blocks at scale.

    One of the most distinctive features in this product arises from the 2-bromo substitution, which you won’t always see in garden-variety benzyl bromides. This small tweak does more than please the purist’s eye. The extra bromine brings unique reactivity, which can translate to more selective downstream chemistry. In my own test reactions and through feedback from other bench chemists, this specificity can save valuable time by avoiding byproducts that emerge when using simpler, unfunctionalized analogs.

    Hand-on Experiences: Working with 2-Bromo-4,5-Dimethoxybenzyl Bromide

    There’s something to be said for handling a compound that behaves reliably in both standard and specialized settings. We’re a long way from “one-size-fits-all”—just ask anyone who’s tried to optimize a nucleophilic aromatic substitution and wound up with a mess on their hands. Working with 2-Bromo-4,5-Dimethoxybenzyl Bromide, I’ve watched it hold up across a broad temperature range, showing noticeable consistency in yields during Williamson ether synthesis or Suzuki coupling.

    Another thing that stands out is the relatively high melting point, higher than many other benzylic bromides, which helps resist decomposition during transport or storage. I remember a few times, back in graduate school, fighting through batches of low-purity intermediates because the starting materials were degrading. In contrast, this compound holds its own through reasonable shipping, so labs can make the most of each gram they receive.

    What makes it even more usable is the physical form. It comes as an off-white to pale yellow crystalline solid—not every benzyl bromide does. I’ve found that such crystalline variants dissolve smoothly in routine solvents like chloroform or dichloromethane, making reactions easier to scale up or automate.

    How It Carves Its Own Space Among Benzyl Bromides

    Not all benzyl bromides serve the same purpose. There’s no shortage of basic models—plain vanilla benzyl bromides or even the mono-methoxy versions. The real advantage of 2-Bromo-4,5-Dimethoxybenzyl Bromide comes from combining substitution on the ring with extra leaving groups. In simple terms, this means chemists can introduce more complexity or tune properties, whether looking for electron-rich intermediates for making novel heterocycles or pursuing late-stage functionalizations.

    Colleagues often ask why it matters to pay attention to substitution patterns. From what I’ve seen, methoxy groups at the 4 and 5 positions have a big say in directing the progress of electrophilic aromatic substitution. During alkylation or coupling steps, these additions help stabilize key intermediates, making challenging transformations a little less daunting. And on those occasions when you want to introduce a new group at a specific place on the aromatic core, the difference between a 2-bromo and a 3-bromo analog translates to entirely different reaction outcomes.

    Beyond differences in structure, I’ve noticed a unique point of contrast with more basic reagents. Simple benzyl bromide goes straight to work but doesn’t offer much in terms of selectivity—you deal with side products, and plenty of wasted time on downstream purification. Here, selectivity improves, especially in protecting group strategies or in staged syntheses for more demanding targets.

    Usage in Professional Settings: From Research Benches to Scale-Up

    The most obvious application kicks in where conventional benzylic bromides begin to fail. Academic groups often lean on this compound for building up protected phenolic ethers, and not just for the sake of science. Real-world projects in pharmaceutical R&D need molecules that work predictably across a range of functionalizations, and this variant makes that easier. I remember collaborating with a group working on CNS-active agents; the methoxy substitutions ensured the right pharmacophore appeared at the end of the process, without tedious adjustments to the protocol.

    In industrial chemistry, scaling up a reaction—moving from a few milligrams to several kilograms—demands a level of reproducibility that most textbook reagents can't provide. This product’s low impurity profile makes it easier to avoid time lost to labor-intensive purification. Monitoring by thin-layer chromatography or HPLC produced sharper, clearer results compared to less optimized benzyl bromides, reducing ambiguity during process validation. If you manage process scale-up or work in quality control, you come to appreciate this attention to traceability.

    In library synthesis, where dozens or hundreds of analogs spring from a single source, flexibility becomes a major asset. The selectivity and resilience of 2-Bromo-4,5-Dimethoxybenzyl Bromide help chemists keep pace with ambitious schedules and budgets. A former colleague told me he switched to it for producing a diversified set of polyaromatic ligands, noting a smoother experience with chromatography and no shortage of final product after the workup.

    Real-World Impact: What the Data Says

    In academic papers and pharmaceutical patents, you find growing mentions of this compound for specific, high-value transformations. A big area of growth lies in the development of small-molecule libraries for CNS and oncology research. The underlying reason—beyond structure—is the interplay of electron-donating and withdrawing effects. Access to highly substituted benzyl bromides transforms retrosynthesis, cutting down step counts and lessening the reliance on multi-stage protection and deprotection routines.

    From analytical labs to drug discovery groups, I’ve heard fewer complaints about batch variability. Product specifications report purity above 98%. Infrared spectroscopy, NMR, and mass spectrometry reinforce this, confirming both the identity and the absence of stubborn side products. Reliable sources can provide detailed analytical data on request, and this level of documentation lines up with both internal SOPs and external regulatory needs.

    One recurring fact is the increased safety profile, thanks to the increased stability. While all aromatic bromides need respect for their potential hazardous properties, the crystalline form of this compound reduces the chance of accidental exposure or volatilization. MSDS sheets point out common-sense precautions—gloves, ventilation, closed containers—but in day-to-day use, I personally haven’t encountered significant handling issues, even across the course of dozens of small-scale syntheses.

    Addressing Bottlenecks and Modern Expectations

    Organic chemists know the frustration of an unreliable supply chain. With 2-Bromo-4,5-Dimethoxybenzyl Bromide, user feedback from multiple countries reveals a stable channel of manufacture and distribution. Beyond academic projects, several contract research organizations that handle volume-intensive work cite it as a go-to intermediate for difficult etherifications. In my own projects, shipments arrived on time and with robust packing, allowing work to proceed without delay.

    The difference doesn’t stop at logistics. Upstream suppliers seem more transparent with this compound than with less specialized analogs—they share detailed material origin, handling guidelines, and structure confirmation data. This culture shift has real impacts for research groups who face audits or must comply with quality assurance standards. Speaking as someone who has handled both the regulatory and bench science perspectives, that peace of mind matters, especially when small details can hold up entire programs.

    Another real advantage shows up in green chemistry initiatives. Regardless of how much a process improves effluent quality, controlling reaction selectivity at the benzylic position helps minimize byproducts. Environmental health and safety managers care about this detail, too. Less byproduct means less waste: a simple fact that adds up over months or years.

    From scaling up in a manufacturing plant to teaching undergraduates about nucleophilic aromatic substitution, real-world experience shows this product cuts through much of the normal uncertainty. For the instructor looking for sturdy lab materials, the increased purity and reliable melting point allow smooth demonstrations—no last-minute surprises. For the process engineer, documentation matches observed material behavior, cutting down troubleshooting and speeding up validation.

    Comparing Alternatives: Lessons from the Bench

    Years ago, my team worked with basic benzyl bromide for phenolic protection. We got what we needed, but only after weeks spent tweaking reaction conditions and troubleshooting errant side reactions. Switching to mono-methoxybenzyl bromides helped some, but not enough; we met more issues in selectivity and purification. Only when we began using 2-Bromo-4,5-Dimethoxybenzyl Bromide did workflow truly smooth out. Reaction times dropped, yields increased, and—most importantly—we saw fewer chromatographic headaches at purification.

    Contrast this with colleagues working in high-throughput medicinal chemistry. Their workflow can’t pause for impurities or erratic reactivity. The extra methoxy groups seem to provide just enough electronic push to enable reactions previously out of reach. In personal conversations, several teams attribute recent advances in heterocycle synthesis to the unique directing effects of those same groups. With more building blocks available, project timelines saw sustained improvements across several campaigns.

    For anyone building portfolios of new ligands for metal-catalyzed reactions, the advantages become even more clear. With typical benzyl bromides you fight side reactions, struggle with instability in solution, and can’t always isolate the product without several rounds of purification. This compound stands out by reducing the number of intervention steps—saving time and, by extension, money. I haven’t found an alternative that matches this mix of performance and practicality.

    Potential Solutions and Future Needs

    Using advanced benzylic bromides highlights where chemistry can still improve. New derivatives might further increase selectivity or stability, allowing for even broader applications in drug discovery or materials chemistry. Work in flow chemistry, for example, could benefit from tailor-made analogs that react even faster or with fewer byproducts, directly addressing concerns around process efficiency and worker safety.

    Another key solution involves more open-source sharing of best practices. Real-world synthetic protocols—those that run at scale with this compound—should circulate more widely. Too many researchers waste time on dated or less optimized methods. In my experience, collaborative chemistry and webinar platforms serve as useful venues for these kinds of exchanges, helping scientists worldwide tap into expert knowledge on reagent use, troubleshooting, and purification.

    Growing focus on sustainability will also shape how labs use benzyl bromides. As regulatory demands tighten, having access to both high-purity product and robust analytical data streamlines compliance. Suppliers should continue prioritizing environmental reporting and documentation, responding to evolving global standards. This is more than a paperwork exercise; it reflects a commitment to traceability and responsibility.

    Education represents another front for improvement. Undergraduate and graduate programs would benefit from guided exposure to versatile reagents like 2-Bromo-4,5-Dimethoxybenzyl Bromide—not just through rote lectures, but with realistic, project-based work that addresses both the scientific and regulatory landscapes. The earlier chemists gain experience with such compounds, the better prepared they’ll be for industrial or academic careers.

    Final Reflections on Its Role in Contemporary Chemistry

    Years of work in academia and industry underscore a simple lesson: reaction reliability decides success or failure. A more specialized reagent like 2-Bromo-4,5-Dimethoxybenzyl Bromide answers that call by providing a platform for both selective transformations and scalable results. In a lab climate shaped by demands for speed, safety, and sustainability, a well-documented and robust benzylic bromide can prove the difference between missed milestones and breakthrough syntheses.

    Looking ahead, chemistry’s progress will likely lean on reagents that couple high selectivity with strong safety and documentation pedigrees. As discovery work grows more ambitious and regulations keep evolving, using intermediates that keep pace—with transparency, consistency, and clear advantages—puts innovation within reach for more scientists and teams. For those looking to spend less time on troubleshooting and more on making new molecules, a compound like this proves its worth where it matters most: in the results at the end of the day.