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5-Bromo-2-Methoxycinnamic Acid

    • Product Name 5-Bromo-2-Methoxycinnamic Acid
    • Alias 5-Bromo-2-methoxy-trans-cinnamic acid
    • Einecs 629-825-2
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    496111

    Productname 5-Bromo-2-Methoxycinnamic Acid
    Casnumber 80949-05-3
    Molecularformula C10H9BrO3
    Molecularweight 257.08 g/mol
    Appearance Off-white to yellow powder
    Meltingpoint 198-202 °C
    Purity Typically ≥98%
    Solubility Slightly soluble in water, soluble in organic solvents
    Smiles COC1=CC(Br)=CC=C1C=CC(=O)O
    Inchi InChI=1S/C10H9BrO3/c1-14-10-5-8(11)4-3-7(10)2-6-9(12)13/h2-6H,1H3,(H,12,13)
    Storagetemperature Store at room temperature

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

    Packing & Storage
    Packing The packaging contains 5 grams of 5-Bromo-2-Methoxycinnamic Acid, sealed in a labeled amber glass bottle with safety cap.
    Shipping 5-Bromo-2-Methoxycinnamic Acid is shipped in secure, airtight containers to prevent contamination and moisture exposure. The packaging ensures chemical stability and regulatory compliance. It is labeled according to hazardous material guidelines and shipped via certified carriers with proper documentation, adhering to safety and environmental regulations during transit and handling.
    Storage 5-Bromo-2-Methoxycinnamic Acid should be stored in a tightly sealed container, protected from light and moisture. Keep it in a cool, dry, and well-ventilated area, away from incompatible substances such as strong oxidizing agents. Ensure proper labeling and store at room temperature or as specified by the manufacturer. Follow all relevant safety and chemical handling regulations.
    Application of 5-Bromo-2-Methoxycinnamic Acid

    Applications of 5-Bromo-2-Methoxycinnamic Acid in Industrial Manufacturing

    As the direct manufacturer of 5-Bromo-2-Methoxycinnamic Acid, we supply this molecule to diverse sectors that rely on its distinct structural and reactivity profile. Below, we detail critical application scenarios where downstream users integrate our material in processing pipelines, with a spotlight on regulatory context, input ratios, processing stages, and tangible finished products.

    1. Pharmaceutical Intermediate for Sartan Antihypertensive Agents

    Pharmaceutical manufacturers engage 5-Bromo-2-Methoxycinnamic Acid as a precursor in the multi-step synthesis of certain sartan-class antihypertensive APIs. Its bromo-substituted cinnamic structure provides a functional starting point for cross-coupling reactions, especially Suzuki and Heck processes, that build key biaryl motifs. Strict traceability and batch validation apply in regulated pharmaceutical plants.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients
    • 21 CFR Parts 210 and 211 (FDA regulations for pharmaceutical manufacturing)
    • European Pharmacopoeia (Ph. Eur.) for process impurity control
    • Chinese Pharmacopoeia (where used in Asia-Pacific) for intermediate purity benchmarks

    Typical usage ratio

    • Batch synthesis typically employs 5-Bromo-2-Methoxycinnamic Acid at 1.1 to 1.3 molar equivalents relative to the primary amine or boronic acid substrate; chemists fine-tune based on yield targets and downstream impurity profile.

    Downstream process integration

    • The compound feeds into the initial coupling step after solvent conditioning. It undergoes Pd-catalyzed arylation to form intermediate scaffolds, followed by subsequent transformations such as hydrolysis and cyclization in GMP suites.

    Final product types

    • Active pharmaceutical ingredients (APIs) for losartan, valsartan, and structurally related sartans
    • Key registered intermediates subject to Drug Master File (DMF) review
    • Small-molecule reference standards for regulatory submission

    2. Fine Chemical Synthesis – Agrochemical Intermediates

    In the agrochemical sector, downstream formulators employ this molecule as a tailored building block for synthesis of select herbicide and plant growth regulator actives. Its bromo-methoxyphenyl motif enables regioselective transformations that produce complex agrochemical intermediates under stringent environmental monitoring.

    Industry compliance standards

    • OECD Good Laboratory Practice (GLP) for test material production
    • ISO 9001:2015 quality system for fine chemical synthesis
    • EU REACH substance registration (as required for tonnage bands)
    • Regulation (EC) No. 1107/2009 for pesticide active approval-related intermediates

    Typical usage ratio

    • Formulators charge 0.8%–1.9% w/w of total reaction solids, depending on desired yield and purification constraints; ratio adjusted for route efficiency and by-product minimization.

    Downstream process integration

    • The acid precursor enters as a substrate during the initial arylation or condensation phase in sealed glass-lined reactors, then passes through catalytic hydrogenation and protective group removal before workup.

    Final product types

    • Non-selective and selective herbicide actives
    • Growth regulator intermediates
    • Test formulations for environmental fate and residue trials

    3. Specialty Material Additive for Organic UV Absorbers

    Specialty chemical manufacturers utilize 5-Bromo-2-Methoxycinnamic Acid to generate aromatic moieties central to organic ultraviolet absorber design, especially for sunscreen filter and plastics stabilization compounds. These absorbers function in transparent plastic films, automotive coatings, and high-performance elastomers where photostability and low migratory profile are critical.

    Industry compliance standards

    • ISO 9001 quality assurance throughout synthesis and blending
    • European Union Regulation (EC) No. 1223/2009 for cosmetic ingredient approval (when used indirectly for UV-active ingredients in consumer care sectors)
    • ASTM D3424 and ISO 4892 for UV stability testing of plastics
    • Global Inventory checks for TSCA, EINECS, and PICCS inclusion

    Typical usage ratio

    • Initial functionalization reactions charge 0.6%–1.4% by mass relative to total aromatic raw input; amount varies per end-use sector and required UV absorbance characteristics.

    Downstream process integration

    • Downstream formulators introduce the material during the aromatic esterification phase, coupling it to long-chain alcohols before purification and final substance crystallization. Its derivatives then blend with polymer bases during compounding.

    Final product types

    • UV-absorbing monomers for plastics film extrusion
    • Photo-stabilizer additives for polyurethane and acrylic coatings
    • Intermediates for sunscreen actives in OTC cosmetic formulations

    4. Organic Electronic Materials—Intermediate for Photoconductors

    In organic electronics, material scientists leverage 5-Bromo-2-Methoxycinnamic Acid in crafting specific aromatic conjugated systems for photoconductor layers in imaging drums and flexible optoelectronic devices. Its para-bromo and ortho-methoxy substitutions afford tunable electron-donating and withdrawing character for precise bandgap engineering.

    Industry compliance standards

    • RoHS Directive 2011/65/EU compliance for restricted substances (finished electronic components)
    • UL 94 material safety evaluation for plastics and photoreceptors
    • ISO 14001:2015 for environmental management during synthesis
    • JIS C2151 for optical photoconductor materials used in imaging devices

    Typical usage ratio

    • Typically dosed at 0.5–1.2 molar equivalents relative to the aryl-aldehyde acceptor in condensation steps; ratio refined by materials scientists to achieve target photoconductive efficiency and low defect density.

    Downstream process integration

    • The aromatic acid monomer enters the polymerization phase as a functional group donor, followed by co-monomer addition, solvent casting, and subsequent thermal curing. This process yields the charge transport or generator layer substrate.

    Final product types

    • Photoconductive layers for electrophotographic imaging drums
    • Intermediate oligomers for flexible optoelectronic circuits
    • Light-harvesting materials for sensor and display backplanes

    5. Research Reference Compound in Analytical Method Development

    Analytical laboratories, especially within pharmaceutical and academic institutions, utilize 5-Bromo-2-Methoxycinnamic Acid as a structure-defined reference standard for calibrating chromatographic methods. Its unique chromatographic retention and UV absorption properties provide a benchmark in method validation, trace impurity profiling, and cross-lab method harmonization.

    Industry compliance standards

    • USP General Chapter <621> Chromatography for method validation
    • ICH Q2(R2) Analytical Procedure Validation
    • ISO/IEC 17025 laboratory accreditation
    • FDA cGMP guidance for analytical laboratories

    Typical usage ratio

    • Standard working solutions: 10–50 μg/mL as calibration spike in HPLC or LC-MS runs; diluted as required for detection sensitivity and detector linearity studies.

    Downstream process integration

    • The reference grade material dissolves in analytical grade solvents before filtration and volumetric dilution, introduced into validation batches alongside sample matrices and impurity standards.

    Final product types

    • HPLC and GC reference standards
    • Certified calibration kits for regulatory submissions
    • Quality control setpoints for pharmacopeial batch release
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    Certification & Compliance
    More Introduction

    5-Bromo-2-Methoxycinnamic Acid: Manufacturer Insights

    Our Approach to Specialty Intermediates

    Manufacturing 5-Bromo-2-Methoxycinnamic Acid starts with a clear expectation: every lot shipped must do more than just meet declared technical criteria. Decades working in aromatic acid chemistry remind me that the real distinction between one producer and another sits in the way the raw materials, process controls, and purification steps combine to affect a compound’s practical value to end-users. This specific molecule, known by its CAS number 74018-45-0 and also called (E)-3-(5-Bromo-2-methoxyphenyl)acrylic acid, became essential in our catalog because researchers and downstream manufacturers depend on its reliability in specialty syntheses, pharmacological research, and even flavor chemistry.

    We have refined our process to maintain batch consistency in several respects: melting point, color, mass purity by HPLC, and—very importantly—the absence of trace-level contaminants that often complicate scale-up or regulatory submissions for our customers. While some producers might offer a substance that technically matches a broad chemical identity, our method locks in narrow specifications that anticipate what actual bench chemists or process engineers tell us matters most. Every shipment is the product of a reaction route selected for reproducibility, then cleaned using crystallization and filtration techniques that avoid typical pitfalls—like unwanted halogen exchange and oxidative byproducts, which degrade product performance or storage stability.

    Physical and Analytical Profile

    Our typical batch produces 5-Bromo-2-Methoxycinnamic Acid as a fine, off-white to pale beige powder with a melting point that falls reliably between 178–182 °C. We use calibrated analytical instruments, running HPLC and GC-MS for every lot, so reported assay values stay within 98.5–99.5%. Moisture remains below 0.5% thanks to vacuum drying and desiccated packaging.

    Color is more than a cosmetic feature here. Yellowness or speckling usually signals the presence of quinoid byproducts or incomplete reactions; over years of feedback from medicinal chemists, we learned that even slight tint changes often correlate with drift in reactivity or with a spike in unidentified impurities. For this reason, we perform trace-level monitoring for bromination side products and methyl ether cleavage, using advanced techniques rather than just the eye or thin-layer chromatography. Every kilogram carries a label with batch numbers fully backed by an electronic archive of chromatograms and spectra, which we share readily for transparency. It comes down to our respect for the reality in the lab—anomalies in color or assay mean lost days for formulation teams or reruns in expensive scale-up work.

    Why This Structure Matters in Research and Synthesis

    5-Bromo-2-Methoxycinnamic Acid holds a unique spot in the range of functionalized phenylacrylic acids. The bromo group installed at the 5-position provides a handle for palladium-catalyzed couplings and other cross-coupling chemistry, allowing medicinal chemists and agrochemical developers to introduce sophisticated motifs late in their synthetic sequences. The methoxy unit at position 2 alters the electron density of the aromatic system, modulating reactivity compared to its structural siblings. These subtle differences do not just change theoretical reactivity—they drive tangible improvements in the selectivity of Suzuki or Heck reactions, and in some cases, offer pathways that other ortho or para-methoxy substituted acids cannot compete with.

    We often see this acid taken forward in three areas—library synthesis for candidate generation, as a key step in complex small molecule APIs, and in studies evaluating derivatives for biological binding or flavor receptor modulation. Every one of these use cases benefits from consistent physical characteristics, because a minor drift in assay or traces of iron or copper from a careless process preserve a catalytic poison that can stall high-value transformations. Our own plant has invested in dedicated, lined reactors and employs strictly non-metallic process lines wherever plausible, cutting metal contamination below 10 ppm, and each lot goes through checks for both organic and elemental impurities.

    Distinguishing Features Compared to Other Substituted Cinnamic Acids

    This chemistry differs starkly from simple methoxy or bromo cinnamic acids. Conventional 4-bromo- or 4-methoxycinnamic acids, though more common, cannot provide the same combinatorial options for directed ortho or meta functionalizations. Chemists frequently report increased issues with regioselectivity or the need for laborious protection-deprotection cycles when working with those more widely available analogs, especially when scaling discoveries past a few grams.

    Our experience tells us that other sources sometimes supply this acid with a higher level of undesired isomers—particularly mixtures of E/Z or variable substitution—because their production routes use less controlled bromination or methylation conditions. Our proprietary manufacturing avoids those outcomes through low-temperature, phase-controlled reactions, and we design analytical screening to detect minor isomeric impurities at sub-percent levels. Over the years, feedback from pharmaceutical formulation scientists and pilot plant operators has refined our process so that they don’t see batch-to-batch surprises manifesting as new crystallization forms or discordant dissolution rates, which is a frequent operational headache for those using poorly standardized raw material.

    One aspect not widely discussed outside the factory is the impact that minimal byproduct and consistent solid-state forms have on overall reproducibility. We routinely test for polymorphic stability and solvent inclusion, knowing that even a hint of solvate or a new crystalline habit can throw off downstream analytics or cause unpredictable process issues. Rather than just meeting a published melting range, we hold our batches to a tight thermal and XRPD (X-ray powder diffraction) profile, giving our customers a level of confidence that has resulted in long-term supply agreements with both academic and industrial clients.

    End-User Considerations: Lessons from the Factory Floor

    From early inquiries to repeat orders, users come from diverse backgrounds—drug discovery, advanced material synthesis, and even specialty food and fragrance ingredient development. Their needs inform every stage of our operation. Many have struggled with off-spec imports or “lab grade” samples that lack documentation or cannot be scaled to production size without surprises. We understand the competitive pressure they face—someone disrupting an R&D pipeline due to a bad batch or excessive loss during purification pays a direct and personal cost.

    They often share feedback about the difference a high-quality intermediate makes. Time saved avoiding redissolution steps or loss during filtration can reallocate tens of thousands in annual R&D budgets. Many scale-up teams say that even subtle impurities—non-aromatic brominated debris, dimethoxyphenyl byproducts, or residual solvents—show up only once operations cross a few hundred grams, often blowing apart carefully planned timelines. We keep DOE (Design of Experiments) feedback logs, and adjust to recurring requests for lower residual solvents, predictable particle size ranges for easier handling, and packing options that limit static and clumping.

    In the factory, every process involves tradeoffs. Pushing speed can increase byproduct. Over-crystallizing can raise costs and extend lead times. We set clear internal cutoff points for each step, guided by real user outcomes instead of abstract “quality targets.” Precise weighing and timing, continuous in-process checks, and operator training reduce batch-to-batch risk. Routine sampling and real-time LC or GC analysis—especially at critical phases like post-bromination or neutralization—mean defects rarely make it past early filtering. The less glamorous work behind our product—stirring at awkward hours, checking batch sheets manually, regular reactor maintenance—directly supports trust from users running time-sensitive syntheses.

    Raw Material Sourcing and Supply Stability

    Keeping reliability high begins with raw materials. We audit every chemical supplier to the milligram level. An unvetted bromine or methoxy reagent, or a cost-cutting shortcut from an unfamiliar vendor, creates variability that cannot be compensated for downstream. Over the years, we’ve resisted price-only purchasing; even our largest bulk clients know we sometimes assign shipments to a later date rather than rush a source we haven’t tested extensively. Our QA records stretch back more than a decade and trace raw material lots to the level of batch numbers and dates. That depth of traceability has saved customers from costly recalls or unexplained batch failures more than once.

    Forward contracts with essential reagent suppliers, single-product process lines, and stockpiling of at least one cycle’s worth of intermediates belong to our method of keeping the product available through volatile conditions—be it a sudden spike in bromine cost, a port strike, or a regulatory update in our home markets. During disruptions, we communicate openly about timelines and seek input about critical stockpoints, instead of letting surprises take anyone by shock. This discipline only comes from experience—many in the industry can recall entire projects derailed because a single shipment of required intermediate was held at customs or flagged for a missing certificate of analysis.

    Documented Purity and Long-Term Traceability

    Documentation matches the level of rigor seen in regulated sectors. Every outgoing batch leaves with a full certificate of analysis, covering not only mass spectra and HPLC trace but also specific information on typical contaminants and metal content, which many less specialized suppliers omit. Our customers do not just need a label—they depend on our willingness to answer regulatory reviewers, supply original spectra, or confirm practices under confidentiality agreements. Our participation in multi-year studies and supply relationships with cGMP facilities means we prepare each production run as though it will end up in a submission or regulatory review sooner or later.

    Transparency supports trust, and in our experience, audits and customer visits are not inconveniences but opportunities for both sides to update protocols and learn what truly makes a batch valuable to real-world users. Batch archives spanning years and connections between material lots and analytical records allow us to retrieve data for any complaint or event swiftly and credibly. Batch consistency supports more than production: it underpins intellectual property, patent filings, and reproducibility in advanced research.

    Environmental and Worker Safety Considerations

    Every step in manufacturing 5-Bromo-2-Methoxycinnamic Acid involves risks: bromination generates reactive intermediates, and mistakes in waste treatment can threaten both local and global ecosystems. We choose technologies that minimize halogenated waste, invest in scrubbers that keep both plant and neighborhood air clean, and provide safety equipment built around chemical reality rather than abstract compliance. Our waste logs and emissions records open up for inspection both internally and, where required, for our customers—some of whom ask for process or environmental compliance reports before finalizing larger contracts.

    We invest in staff competency—a chemist or operator who recognizes off-odors, color changes, or viscosity shifts makes the plant safer for everyone and catches issues long before they affect product quality. Every new or improved procedure gets tested in close consultation with the team, and we budget real time for training on both process and safety incidents. Feedback from safety audits or customer visits informs future upgrades, and frequent drills keep everyone alert to process upsets or unexpected reactivity.

    Exploring Future Directions and Challenges

    The market for highly specific intermediates like 5-Bromo-2-Methoxycinnamic Acid has only grown as research shifts toward more demanding discovery and production. As methodologies progress and regulatory pressures tighten, quality required from manufacturers keeps increasing. Our plant continues to adapt new purification techniques, and invests in downstream analytics to catch new types of possible contamination, including unknown process-formed impurities that outdated protocols might miss.

    We keep an eye on advances in flow chemistry and smart automation. Some of our more forward-thinking customers push us for custom derivatives, isotopic labels, or altered particle forms, requiring us to maintain process flexibility without compromising on reproducibility. Collaboration with academic chemists and technology suppliers shows us where future manufacturing may pivot—toward greener chemistry, more integrated process steps, and digitized oversight that reduces human error at every checkpoint.

    The responsibility of a true manufacturer goes past shipping a drum or bottle. Delivering a functional, reliable intermediate means supporting users before, during, and after the sale, providing the kind of documentation, troubleshooting, and technical evidence that underwrites real scientific progress. Delivering 5-Bromo-2-Methoxycinnamic Acid at the standards real-world applications demand requires focus, continual technical learning, and respect for the impact that every batch has on people and projects far beyond the factory gates.