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2-Bromoisovanillin

    • Product Name 2-Bromoisovanillin
    • Alias 5-Bromo-2-hydroxy-3-methoxybenzaldehyde
    • Einecs 220-180-0
    • 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

    751464

    Product Name 2-Bromoisovanillin
    Cas Number 4032-97-1
    Molecular Formula C8H7BrO3
    Molecular Weight 231.05
    Appearance White to off-white crystalline powder
    Melting Point 131-135°C
    Boiling Point No data available (decomposes)
    Density 1.728 g/cm3
    Solubility Slightly soluble in water, soluble in organic solvents
    Purity Typically ≥98%
    Iupac Name 2-Bromo-3-hydroxy-4-methoxybenzaldehyde
    Smiles COC1=C(C=C(C(=C1)Br)O)C=O
    Inchi InChI=1S/C8H7BrO3/c1-12-8-4-6(9)7(11)3-5(8)2-10/h2-4,11H,1H3

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

    Packing & Storage
    Packing A 25g amber glass bottle with a secure screw cap, labeled “2-Bromoisovanillin,” includes hazard pictograms and batch details.
    Shipping 2-Bromoisovanillin is shipped in tightly sealed containers, protected from light and moisture. It should be packed according to hazardous chemical regulations, labeled appropriately, and cushioned to prevent breakage. Transport must comply with local and international safety guidelines, ensuring stability and minimizing exposure to air or contamination during transit.
    Storage 2-Bromoisovanillin should be stored in a cool, dry, and well-ventilated area, away from sources of ignition and incompatible substances like strong oxidizers. Keep the container tightly closed and protected from light and moisture. Use appropriately labeled, chemical-resistant containers, and avoid prolonged exposure to air. Store at room temperature and comply with relevant safety and regulatory guidelines.
    Application of 2-Bromoisovanillin

    Applications of 2-Bromoisovanillin in Industrial Manufacturing

    2-Bromoisovanillin supports specialized sectors within the fine chemical, pharmaceutical, and advanced materials industries. Below, we detail distinct manufacturing pathways, aligned with real production requirements, relevant compliance frameworks, and the specific role this raw material plays within each area.

    1. Pharmaceutical API Intermediate Synthesis

    Major pharmaceutical manufacturers use 2-Bromoisovanillin as a core building block for the synthesis of active pharmaceutical ingredients, especially in the development of anti-infective and central nervous system compounds. The raw material undergoes specific condensation and functional group transformations in designated synthetic routes. Pharmaceutical plants implement rigorous documentation to monitor source material quality and batch integrity during the process. The chemical is handled at controlled ratios, with each stage monitored for specification adherence and impurity control.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) raw material standards
    • United States Pharmacopeia (USP) General Chapters for intermediates
    • 21 CFR Part 211 (US FDA cGMP for finished pharmaceuticals)

    Typical usage ratio

    • Employed at 1.2 to 2.0 equivalents in condensation or reductive amination stages, adjusted based on target synthetic yield and substrate reactivity
    • Variation depends on the API's molecular structure and desired throughput capacity

    Downstream process integration

    • Introduced during early-to-mid steps of multi-stage API synthesis, often in batch or semi-continuous reactors
    • Monitored for conversion and purity prior to intermediate workups or coupling stages

    Final product types

    • Anti-infective pharmaceutical actives
    • Neuropharmacological agents
    • Custom synthetic intermediates for contract API production
    • Pilot-scale new chemical entities (NCEs)

    2. Agrochemical Intermediate Manufacturing

    Manufacturers in the crop protection sector utilize 2-Bromoisovanillin as a functionalized aromatic precursor during the synthesis of fungicide and herbicide actives. The compound enables selective introduction of aldehyde and bromo functionalities, facilitating downstream heterocycle construction or etherification. Plants employ batch reactors with in-process control for reaction completeness and hazardous materials management, ensuring compliance with agrochemical regulatory documentation.

    Industry compliance standards

    • FAO/WHO specifications for pesticide production
    • ISO 9001:2015 certified chemical process controls
    • EU REACH requirements for intermediate handling
    • OECD Test Guidelines for downstream active screening

    Typical usage ratio

    • Applied at 0.8–1.5 molar equivalents relative to the main aromatic substrate
    • Ratio set based on final yield targets and side-product minimization

    Downstream process integration

    • Used during intermediate synthetic stages, such as alkylation or cyclization of crop protection chemicals
    • Incorporated upstream of scale-up purification or crystallization

    Final product types

    • Benzimidazole-type fungicides
    • Pyrrole-series herbicides
    • Custom intermediates for third-party crop protection formulations
    • Technical-grade active ingredients for formulation plants

    3. Advanced Material Synthesis for Electronic Chemicals

    Producers in the semiconductor and display material fields incorporate 2-Bromoisovanillin for custom syntheses of aromatic compounds tailored for organic electronic applications. The substance contributes to process routes forming high-purity precursors for liquid crystal and OLED molecules, with stringent metal and halide impurity thresholds. Plants use automated dosing with precise temperature control, and focus on minimal cross-contamination and fully documented batch genealogy.

    Industry compliance standards

    • IEC 62474 restricted substance declaration (electronics supply chain)
    • IPC-1752A electronic report templates for substance tracking
    • RoHS Directive (2011/65/EU) substance compliance for electronics
    • ISO 14001 environmental management for chemical sites

    Typical usage ratio

    • Generally applied at 0.9–1.1 equivalents depending on the target molecular scaffold
    • Optimization based on downstream reaction efficiency and purity requirements

    Downstream process integration

    • Introduced at the initial stage of synthesis for methoxybenzene-based intermediates
    • Followed by coupling or substitution with further functionalization steps leading to electronic-grade precursors

    Final product types

    • OLED intermediate compounds
    • High-purity specialty chemicals for LC displays
    • Pilot-scale molecules for organic solar cell R&D
    • Monomers for electron transport material synthesis

    4. Fragrance and Flavor Compound Synthesis

    In the flavor and fragrance sector, formulators rely on 2-Bromoisovanillin for constructing modified vanillin derivatives suited for complex aroma profiles and masking formulations. The compound allows introduction of specific aromatic functionalities through controlled aldehyde chemistry, supporting strict quality and sensory batch control processes. All usage remains compliant with global food ingredient regulatory frameworks and requires full traceability for food and cosmetic end-products.

    Industry compliance standards

    • IFRA Standards for fragrance ingredient safety
    • US Food Chemicals Codex for flavor raw materials
    • EU Regulation (EC) No 1334/2008 on flavorings
    • ISO 9001:2015 quality management for aroma compound manufacturing

    Typical usage ratio

    • Applied at 0.3–1.0% of the total batch mass during key synthesis steps
    • Ratio varies with target aldehyde intensity and downstream modification scope

    Downstream process integration

    • Starts at controlled aldehyde substitution or methylation reactions for vanillin derivative manufacturing
    • Subjected to subsequent extraction, purification, and organoleptic panel validation

    Final product types

    • Specialty vanillin derivative flavorings
    • Base aldehydes for premium perfume blends
    • Food-grade aroma precursors for bakery and confectionery applications
    • Technical aroma ingredients for functional consumer goods
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    Certification & Compliance
    More Introduction

    2-Bromoisovanillin: A Closer Look from the Manufacturer’s Perspective

    The Nature and Value of 2-Bromoisovanillin

    As a chemical manufacturer with years spent on the synthesis and development of fine organic intermediates, 2-Bromoisovanillin holds a particular spot in our production line. This compound, known chemically as 3-bromo-4-hydroxy-5-methoxybenzaldehyde, brings together practicality and reactivity that synthetic chemists appreciate when they set out to create complex molecules.

    From direct feedback and long hours spent in the plant, we’ve witnessed the evolution of 2-Bromoisovanillin from a niche specialty toward a widely requested intermediate. Its aromatic structure, with the bromine in the 2-position, provides a solid backbone for cross-coupling reactions, particularly in the context of pharmaceutical and agrochemical research. These days, academic labs and R&D departments of pharmaceutical innovators both seek out this compound not for its direct biological properties, but for its role as a reliable building block.

    Years of batch syntheses in our own facility have shown that small adjustments in purification, temperature control, and raw material ratios matter. Our standardized product, which we typically offer at >98% purity as a white to off-white crystalline powder, stands distinct from generic grades sourced without rigorous in-process control. Detectable impurities, even in low percentages, alter downstream yields or make purification more laborious for our customers. Close attention to bromine content, moisture levels, and handling all affect the consistency of each order, and we don’t approach these parameters lightly.

    The Technical Side: Product Specifications Informed by Plant Reality

    As practitioners of process chemistry, not every brominated aromatic behaves the same way during scale-up. 2-Bromoisovanillin, with a molecular weight of 229.03 g/mol, runs through a delicate oxidative process followed by selective electrophilic substitution during its manufacture. Unlike simple halogenations, the sensitive aldehyde and the ortho-positioned methoxy group force us to be precise with reagent concentrations and addition rates. Even minor deviations show up in product color or residual solvent content, both of which change handling and appearance.

    We’ve learned from trial and error that temperature ramps must be gradual; rapid heating leads to byproduct formation, including unwanted dibromo derivatives or partial demethylation. Regular analysis by NMR and HPLC tells us when subtle shifts in operating conditions occur. Our routine specification sheets note not just the chemical assay, but also melting point, solubility profiles, and typical residue after evaporation—key details that synthetic chemists depend on when scaling from milligrams to kilograms.

    Our product’s physical form—tight crystal size distribution and free-flowing powders—arises from refinements in our crystallization step. Customers working with highly automated batch reactors or dosing systems have explained how our attention to granule size avoids clogging or inconsistent dosing. Even these granular differences impact the real workflow in a way that generalized product descriptions simply can’t.

    Applications: What We’ve Observed in the Field

    Most of the 2-Bromoisovanillin we ship leaves our facility destined for advanced research and synthesis applications, not direct commercial formulations. Researchers building new heterocycles, natural product analogs, or exploring new variants of vanillin derivatives choose this compound because it combines the reactivity of the bromine function with the activating groups on the aromatic ring.

    In my years working with buyers and researchers on custom synthesis projects, I have seen 2-Bromoisovanillin become a preferred entry point for Suzuki and Heck coupling reactions. That strategic bromine position, paired with the reactive aldehyde, lets chemists generate libraries of analogs quickly, a fact that speeds up early-stage pharmaceutical SAR workflows. Often, the precise position of substituents on the benzene ring marks the dividing line between a successful signal in a screening assay and a failed run.

    In flavor and fragrance chemistry, though direct use is uncommon, certain custom syntheses rely on functionalized vanillin derivatives. The compound’s scent—mild and somewhat medicinal—shows it doesn’t function as a flavor agent. Yet, its chemistry allows transformation into more elaborate ingredients with olfactory interest.

    Academic collaborations taught us new uses as well. Postgraduate students routinely contact us for advice on reaction set-ups involving selectivity challenges; in several cases, their work led to publications outlining new ways to harness the reactivity of halogenated vanillin derivatives in total synthesis.

    What Sets Our 2-Bromoisovanillin Apart

    Many years spent in the business taught us that not every supply of 2-Bromoisovanillin serves the demands of advanced users. The purity, particle morphology, and reproducibility matter because reaction outcomes depend on them.

    We noticed in the earlier days that products sourced through brokers or low-volume traders often arrived with variable color, a faint odor hinting at oxidative byproducts, or non-negligible moisture content. These small variables modify the chemistry, lead to inconsistent NMR spectra, or foul high-sensitivity assays. By tracking the full chain of custody on our raw materials and following cGMP-adjacent protocols (even in non-pharma production), we keep these issues at bay. Rigorous lot-to-lot validation means returning customers receive the same performance each time—something our regulars highlight as the main reason for trusting us with larger contracts.

    Direct access to the manufacturing process lets us respond rapidly to special requests, whether that means providing pre-weighed aliquots for automated platforms, custom packaging for glovebox work, or extended documentation for regulatory review. We designed our labeling to minimize handling errors in multi-user research labs, and sample splits are prepared under nitrogen for air-sensitive work.

    Understanding Differences from Other Halogenated Aromatics

    2-Bromoisovanillin distinguishes itself from close relatives—para-bromo or meta-substituted vanillin derivatives—through the specific interplay of its functional groups. The bromine’s ortho-position with respect to the hydroxyl changes both reactivity and selectivity in cross-coupling reactions. Selective derivatization becomes possible, and certain transformations, such as directed ortho-metalation or palladium-catalyzed couplings, proceed more efficiently from this structural arrangement.

    Isovanillin and vanillin themselves do not offer the same halogen handle, limiting options for further functionalization. Other halogenated vanillins, such as 2-chlorovanillin, show less reactivity in metal-catalyzed reactions and can leave behind chlorinated residues—an issue for both product purity and environmental handling. Our customers working on scale-up toward eventual regulatory filings favor brominated intermediates due to cleaner conversions and fewer environmental persistence concerns.

    From a sensory and handling perspective, 2-Bromoisovanillin’s relatively high melting point and low volatility give an edge in laboratory environments. This powder remains stable during long-term storage under dry conditions, and risk of volatilization or loss from open handling is low. Many competing intermediates exhibit stickiness, clumping, or discoloration after storage, prompting unnecessary batch rework or material rejection. Our processes focus on maximizing shelf stability, informed by years of warehousing and quality retention measurements.

    What We’ve Learned Through Customer Feedback

    Customers, especially those heading up medicinal chemistry projects, return with feedback on how our processing changes affect their results. For instance, the presence of minor brominated side products in other sources delayed their purification or clogged their columns. With our material, they observe sharper separations and higher isolated yields. Regular feedback loops led us to fine-tune particle size cutting, optimize moisture exclusion during packaging, and offer technical support on reaction troubleshooting. Many academic clients also ask about the environmental fate of byproducts, and we’re transparent in listing possible downstream impurities for informed decision-making.

    Over time, we’ve noticed requests for alternative packaging, such as 10g vials for screening or 100g sealed jars for pilot work. Some partners requested vacuum-sealed ampoules to maintain oxygen- and moisture-free material up to delivery, and our team adapted packaging lines to support these specialized needs. The recurring theme: lab workflow shapes what matters in the handling and use of 2-Bromoisovanillin, so we keep our processes flexible.

    Handling Environmental and Safety Considerations

    From the manufacturing side, the bromination and aromatic aldehyde synthesis pathways push us to minimize waste and engineer safe containment systems. Our team installed dedicated air-handling systems and solvent collection units to address emissions at every scale, even batch syntheses for kilogram runs. Years spent dealing with regulatory audits convinced us that up-front investment in waste reduction pays off both for compliance and long-term operating costs.

    Some clients, especially those at universities, raise questions about the fate of bromo-organics downstream. We provide clear information on proper disposal procedures and offer consultation for on-site neutralization or dehalogenation. This responsible stance earned us a reputation for technical support beyond transactional shipping. We choose not to hide behind generic safety disclaimers—our customer base trusts us because our practices have meaning built on experience, not empty assurances.

    Supporting Progress Through Technical Collaboration

    Scientific progress demands both precision and adaptability. Over years of supporting process development teams and academic investigators, we witnessed the difference that close supplier-manufacturer collaboration makes to timeline and outcome. Many inquiries start with questions about reaction conditions for 2-Bromoisovanillin; we openly share our process insights, typical reactivity profiles, and stability data to inform project plans.

    Several research partners involved us early in reaction screening redesigns, particularly those investigating new catalytic methodologies. Our input—lessons learned from failed scale-ups, selectivity loss, or unanticipated reactivity—sometimes helped steer projects toward success. By maintaining a steady line of communication, we catch shifts in demand for specific grades or purities and can stay ahead in our own production planning. Over time, these relationships elevate product and process quality for everyone involved.

    Challenges and Solutions We Encountered

    Manufacturing halogenated aromatic aldehydes never unfolds without hiccups. From the earliest days, we faced issues like bromine over-addition leading to unwanted dibromo byproducts, and exothermic events requiring careful thermal management. Improvements to our monitoring—both manual oversight by seasoned workers and automated sensor feedback—reduced rework, waste, and the rare near-miss.

    Source stability for starting materials sometimes disrupts continuity. Several years ago, supply chain instability for vanillin and bromine prompted strategic investments in alternate suppliers, secondary purification steps, and buffer inventory. As a result, our process now sustains longer runs and absorbs volatility better than before.

    As global attention to chemical sustainability grows, we examine each legacy solvent system and strive to replace hazardous choices with greener alternatives. Newer processes use less persistent solvents, rely more on closed-loop recovery, and feature real-time monitoring to catch leaks or losses before they escalate. Our team also monitors regulatory shifts overseas, especially as new restrictions on brominated aromatics emerge in certain markets. This foresight prepares both us and our customers for upcoming compliance needs.

    Supply Assurance Built on Manufacturer’s Commitment

    As the original synthesis shop—not a broker or reseller—we keep production transparent. Clients always know batches come from our own facility, tracked from raw input to packaged output, never mixed or reblended from outside vendors. This control minimizes surprises. In contrast, buyers tell us of lots acquired on the spot market that exhibit strange odors, off-coloration, or variable purity—sometimes traced to reprocessed or repackaged intermediates labeled as fresh production. Our insistence on real batch documentation avoids these pitfalls.

    Production scheduling often demands flexibility. Pharmaceutical or academic projects shift timelines, and we adjust batch release plans to match. For long-term partners, we reserve standing inventory and provide early notification of upcoming manufacturing windows. Unexpected demand shocks—like those caused by sudden jumps in research funding or global supply disruptions—are absorbed by maintaining both agility and a consistent operating rhythm.

    The Manufacturer’s Path Forward

    Looking ahead, we continue to refine both product quality and customer support. Expanded in-house analytics, tighter process documentation, and new training for our plant crew all become recurrent investments. We track both traditional and emerging applications for 2-Bromoisovanillin, working with industry consortia and academic research groups to stay at the leading edge.

    Our commitment owes as much to day-to-day problem-solving as to long-term planning. The end result: researchers, process chemists, and technical buyers gain direct access to 2-Bromoisovanillin manufactured with their workflow in mind, supported by a team that values knowledge as much as consistent supply.