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Methyl 4-Bromocrotonate

    • Product Name Methyl 4-Bromocrotonate
    • Alias methyl (E)-4-bromobut-2-enoate
    • Einecs EINECS 251-255-5
    • 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
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    924792

    Chemical Name Methyl 4-bromocrotonate
    Cas Number 5445-17-0
    Molecular Formula C5H7BrO2
    Molecular Weight 179.01 g/mol
    Appearance Colorless to pale yellow liquid
    Boiling Point 84-86°C at 15 mmHg
    Density 1.52 g/mL at 25°C
    Refractive Index 1.481-1.485
    Flash Point 92°C
    Smiles COC(=O)C=CCBr
    Solubility Soluble in organic solvents
    Storage Conditions Store at 2-8°C

    As an accredited Methyl 4-Bromocrotonate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle, 25g, with tamper-evident cap and hazard labeling indicating flammability and irritant warnings; chemical name printed clearly.
    Shipping Methyl 4-Bromocrotonate is shipped in tightly sealed, chemical-resistant containers to prevent leaks and contamination. Packaging is compliant with international hazardous materials regulations. The shipment is labeled with appropriate hazard symbols and handled by certified carriers, ensuring safe transport under controlled temperature and light conditions to maintain chemical stability and integrity.
    Storage Methyl 4-Bromocrotonate should be stored in a tightly sealed container, away from light, moisture, heat, and incompatible materials such as strong oxidizing agents. Keep it in a cool, well-ventilated area, ideally within a chemical storage cabinet designed for flammable or hazardous chemicals. Ensure proper labeling and access only to trained personnel wearing appropriate safety gear.
    Application of Methyl 4-Bromocrotonate

    Applications of Methyl 4-Bromocrotonate in Industrial Manufacturing

    As a key intermediate produced in our advanced facilities, Methyl 4-Bromocrotonate serves specialized roles in several industrial value chains. Its unique reactivity and precise functionalization enable controlled synthesis steps across highly regulated sectors, where formulation expertise and traceable quality assurance drive repeatable, large-scale production. Below, we present main downstream applications, with full transparency on compliance frameworks, usage benchmarking, technical integration, and end-use profiles.

    1. Active Pharmaceutical Ingredient (API) Intermediate Synthesis

    Pharmaceutical companies rely on this intermediate for constructing advanced heterocyclic scaffolds and other building blocks during custom synthesis of APIs. By introducing a bromine atom at a defined position on the crotonate backbone, chemists perform selective coupling or substitution reactions under mild conditions, leading to downstream core intermediates for cardiovascular, antiviral, or CNS drugs. Our material enters at the intermediate coupling step, where process development teams optimize yield and quality attributes according to strict regulatory demands.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • EU GMP (EudraLex Volume 4, Part II)
    • US FDA cGMP 21 CFR Parts 210/211
    • Pharmacopeia monographs (USP, EP, JP) as applicable to downstream API

    Typical usage ratio

    • Formulation ratio ranges from 1–8 mol% relative to target API intermediate; adjusted based on desired substitution pattern and overall synthetic route yield.

    Downstream process integration

    • Charged to reactor after initial starting material functionalization; reacted with organometallic catalysts or nucleophiles in stepwise condensation, leading to target intermediate for further purification and transformation.

    Final product types

    • Small molecule APIs (e.g., antihypertensives, antivirals, antifungals) in bulk or formulated finished dosage forms
    • Advanced pharmaceutical intermediates for contract manufacturing

    2. Agrochemical Active Ingredient Synthesis

    Crop protection manufacturers incorporate this functionalized ester in the early-stage production of selective herbicide and insecticide molecules, exploiting its ability to participate in conjugate addition and cyclization reactions for backbone modification. It is introduced at the core-building step where high selectivity and low impurity profiles are necessary to meet agrochemical regulatory dossiers and field performance targets. Material traceability and process auditability remain fully documented for customer supplier audits.

    Industry compliance standards

    • FAO/WHO specifications for pesticide technical material
    • OECD Good Laboratory Practice (GLP) for synthesis validation
    • ISO 9001 Quality Management Systems
    • Local pesticide registration authority requirements (e.g., US EPA, EU EFSA)

    Typical usage ratio

    • Typically 2–6 mol% with respect to target active ingredient batch size; specifically adjusted by R&D based on the crop protection compound's synthetic route.

    Downstream process integration

    • Added at backbone generation or ring-closing step, following initial halogenation or esterification, with heat and catalyst control; post-reaction, resulting intermediate undergoes further derivatization before final product formulation.

    Final product types

    • Technical-grade pesticide actives (herbicides and insecticides)
    • Suspension concentrates and water-dispersible granules
    • Formulated agrochemical mixtures for commercial crop application

    3. Specialty Flavors and Fragrance Ingredient Manufacturing

    Flavors and fragrance compounders use Methyl 4-Bromocrotonate as a reactive building block for synthesizing designer lactones and other aroma-active molecules through selective ring-closure or side-chain transformation. Precise stoichiometric control ensures the absence of unwanted byproducts, a critical requirement for downstream regulatory submissions and consumer safety. The intermediate is dosed at the molecule customization stage for targeted olfactory or taste profiles that meet major brand and retailer specifications.

    Industry compliance standards

    • IFRA (International Fragrance Association) Standards
    • US FDA 21 CFR 172.515 (Synthetic flavoring substances and adjuvants)
    • EU Regulation (EC) No 1334/2008 (flavorings for use in foodstuffs)
    • ISO 22000 Food Safety Management for ingredient handling

    Typical usage ratio

    • Generally between 0.5–5 mol% relative to total reactant load; varies with target molecule structural complexity and required aromatic profile intensity.

    Downstream process integration

    • Fed into batch or semi-continuous reactors following primary flavor or fragrance precursor introduction; subject to controlled temperature and pressure ring-closure, esterification or selective reduction for yielding highly pure micro-ingredient fractions.

    Final product types

    • Naturally inspired or synthetic lactones and esters for high-end fragrance compositions
    • Specialty flavoring agents for beverages, confectionery, and dairy-based food products

    4. Fine Chemical Intermediates for Materials Science

    Research-driven manufacturers utilize Methyl 4-Bromocrotonate in fine chemical synthesis pipelines for specialty monomers and functionalized polymer precursors. It delivers defined reactivity during step-growth polymerization or as a substrate for subsequent functional group protection. Downstream users emphasize trace-level impurity control and batch reproducibility, with integration tied to regulated environment protocols in advanced material development for electronics and performance coatings.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems
    • REACH (EC 1907/2006) for polymer precursors and intermediates
    • RoHS (EU 2011/65) for final materials in electronics
    • Chemical manufacturing site GMP (as aligned with customer audit standards)

    Typical usage ratio

    • Ranges from 0.5–10 weight% in respect to polymer or resin formulation; optimized by R&D with respect to desired cross-linking density and material end properties.

    Downstream process integration

    • Dosed into pre-polymer formulation reactors at the backbone modification stage; followed by mixing, polymerization under inert atmosphere, and purification for scale-up or compounding applications.

    Final product types

    • Functionalized specialty monomers
    • Performance polymers used in electronic films or technical coatings
    • Intermediate resins for printed circuit board or high-barrier packaging applications
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    Certification & Compliance
    More Introduction

    Methyl 4-Bromocrotonate: A Manufacturer’s Perspective

    Meet Methyl 4-Bromocrotonate—Model: MBC-403

    Few building blocks hold as much value in the synthesis pipeline as methyl 4-bromocrotonate. Over twenty-five years, our plant has produced metric tons every month, shipping it in steady rhythm to research facilities and production lines worldwide. It never graduates to the limelight of commodity chemicals but finds daily use in crucial reactions. Its formula, C5H7BrO2, sets the foundation for countless transformations along the path from benchtop ideas to factory-scale processes.

    Unpacking Its Role in Synthesis

    Chemists reach for our methyl 4-bromocrotonate in moments where reliability matters. It’s an alpha, beta-unsaturated ester carrying a strategic bromine atom at the gamma carbon. This structure introduces a reactive site that electrophiles and nucleophiles both recognize—a site born ready for Grignard or organozinc addition, Suzuki coupling, or even a Michael reaction under the right conditions. We fine-tune each batch at 98% purity minimum, confirmed through GC and NMR, because the difference between a successful coupling and a low-yield mess often comes down to minor impurities so small that only an attentive production team would bother chasing them.

    Beyond bench-scale chemistry, bigger batches mean greater scrutiny. On the line, our team samples every reaction kettle before and after crystallization, pulls IR and HPLC traces, and tracks trends in bromide impurity content as raw material lots fluctuate. Much of modern drug discovery and advanced materials research depends on intermediates like ours, especially for linkers, fragment libraries, or scaffold switching. Biotech companies appreciate its directness: the bromine triggers cross-coupling, while the methyl ester provides a handle for further transformations, such as hydrolysis to the acid, amidation, or even intramolecular cyclizations.

    Most suppliers source bromine locally and any hiccup at the halogen plant ripples through our whole week. No material gets packed before passing thermal stability and packing quality checks. Brominated esters can be tricky if stored long or allowed contact with moisture; real-world stability relies on HDPE drums, nitrogen-purged storage, and careful shipment logistics. We learned the hard way that a slow leak in a seal or condensation under a poorly-chosen liner can ruin barrels fast, corroding them at the bottom and sending a distress signal all the way back to our plant manager. Investing in double liners and silica desiccant may seem like overkill for a mid-priced product, but our quality-minded clients see the value immediately.

    Applications that Matter: From Pharma to Fine Chemistry

    From our end of the pipeline, feedback loops with customers tell the real story about how methyl 4-bromocrotonate finds purpose. In pharmaceutical research, route scouting teams seek flexible intermediates that tolerate functional group transformations. Here, methyl 4-bromocrotonate does the heavy lifting. The gamma bromine offers controlled points for transition metal-catalyzed couplings. Need to introduce a new aryl group? The Pd-catalyzed Suzuki reaction delivers—provided the bromoester arrives clean and water-free.

    On the agrochemical side, a few process engineers have described using our product for the synthesis of heterocycles ranging from pyrroles to furans. We’ve even seen requests from custom fragrance houses who run cyclizations on crotonate backbones in search of new aroma molecules—although they never say which ones end up in your cologne. Paint and specialty polymer shops have found bromocrotonate derivatives give useful side-chain functionality, adding cross-linking sites for resins that have to perform under heat or UV stress.

    What Sets Methyl 4-Bromocrotonate Apart?

    Competitors offer other bromoesters, but we focus on this particular isomer—gamma bromo—because its chemistry grants maximum versatility. Sometimes, new customers ask if they can swap out beta-bromocrotonate or substitute 3-bromocrotonate in their reactions. The truth, borne from years troubleshooting with them, is that such small shifts in positioning create outsized headaches, from disfavored regioselectivity to outright reaction failure.

    Take beta-bromocrotonate: the positioning feels close, but reactivity drops. Michael acceptor chemistry turns unpredictably messy. Cross-coupling attempts lead to sluggish kinetics or byproduct storms. The gamma-bromo isomer we produce turns over smoothly in nickel or palladium-catalyzed alkylations, letting the process chemist hit desired yields without weeks of optimization. Our continuous production method draws from this practical knowledge, keeping the product’s gamma-bromo identity tightly controlled by carefully set bromination times and reaction temperatures.

    Quality Control from Reactor to Drum

    Our facility relies on closed-loop real-time monitoring to manage batch-to-batch consistency. Automated titration stations track acidity and trace bromide content. As a manufacturer, we know a handful of ppm in unreacted bromide can foul up sensitive amine or metal-catalyzed coupling partners. Technicians rotate on three shifts, recalibrating every probe each week. We document every process deviation, and any customer claim feeds directly into the training queue. Pattern recognition in recurring off-specs has allowed us to reduce batch rework rates to below 1% over the past five years.

    Packing deserves just as much attention. Most of our product ships in 25kg or 200kg HDPE drums. Customers running kilo-scale synthesis developed a preference for the 25kg option because breaking drums to intermediate storage at their sites carried less risk of moisture shock. For European and North American clients, we offer on-site sample retention for up to twelve months—saving many a project from going off-rails when analytical discrepancies arise. Clear labeling now includes batch-level impurity data, so research chemists don’t waste days backtracking avoidable analytical surprises.

    Addressing Real-World Challenges

    Stability always shapes manufacturing policy with brominated esters. Methyl 4-bromocrotonate reacts with water if the seal fails, creating hydrobromic acid—a recipe for rust, smell, and degraded performance. In humid zones, we run risk assessments each quarter, tweaking warehouse dehumidifiers or swap to vacuum-sealed bags if the monsoon feels keen. The payoff is straightforward: batches ship out with the same sweet, ester aroma and golden-clear appearance expected by customers worldwide.

    Packing line workers get hands-on training for drum sealing and handling. Any leak, even on the tiniest scale, gets traced immediately, all the way back to the filling head and operator logs. We swapped out generic drum liners for custom extruded multilayer versions after too many trial-and-error moments in the early 2010s. After these changes, product returns plummeted—an unglamorous but critical determinant of success in our world.

    Transport adds further hurdles. Temperature spikes during overseas freight, especially through tropical ports, once triggered off-odors and mild yellowing. Logistics teams now check shipment forecasts, preferring insulated containers during heatwaves. Local distributors prefer just-in-time drop schedules, so we invested in local storage near major port cities to trim weeks off lead times while limiting transit degradation.

    Decisions in Sourcing and Sustainability

    Sourcing matters to anyone involved in chemicals. We buy bromine from established regional partners, with every lot tested for trace metals and organic contaminants. Years ago, a single contaminated lot forced a complete halt—costing weeks in lost production while we traced back the culprit using GC-MS. Ever since, we’ve installed in-house trace metals screening, outperforming old reliance on supplier sheets.

    Our team invested in waste stream reduction, capturing unreacted bromine using scrubbers and recycling it for non-critical product lines. This isn’t an abstract commitment—disposal costs alone dropped by double digits, and local authorities approved subsequent capacity expansions because of improved compliance results. As laws around halogenated waste grow tighter, every small step counts toward a more sustainable footprint.

    We’ve seen market shifts: some clients seek “greener” bromoesters free of specific residuals or manufactured in ISO 14001-certified sites. In response, process engineering teams reworked old kettle setups to reduce energy input by almost 30%, cut steam loses, and swap out oil bath heating for newer jacketed reactors running on recycled process water. We even tested renewable-sourced methanol for esterification but found impurities too tricky at scale; the search continues, and as new technical alliances emerge, we expect incremental gains to continue.

    Supporting Customers with Technical Depth

    Too often, manufacturers offer little beyond a product and a shipping notice. Our job doesn’t end there. Custom synthesis teams call weekly—working to troubleshoot unusual colors, inconsistent reactivity, or cross-contamination in unrelated product lines, many of which trace back to overlooked handling steps. Sharing actual spectra, degradation trends, and firsthand packing lessons goes a longer way than quoting textbook data.

    Regularly, we support process tech transfer to contract research or manufacturing organizations, either by sharing process data or walking local teams through critical steps over a secure call. Many R&D labs move from milligram to kilogram, then on to pilot plant scale. We often point to solvent grades or handling discipline as sources of performance swings. Years manufacturing bromoesters taught us this: getting things stable on paper is easy; keeping them stable across years, in every region, through every season, is where value comes from.

    Feedback from leading pharmaceutical process chemists shaped stepwise changes in our internal SOPs. Once, a customer’s process failed repeatedly until they switched from Pyrex to Teflon-stoppered flasks to avoid microleakage of water vapor. Sharing stories like these, grounded in our own batch data and customer reports, keeps relationships growing beyond just transactions.

    Future Outlook and Evolution

    Every specialty intermediate faces pressure: regulation, supply fluctuations, requests for ever-tightening impurity profiles. During the COVID-19 years, we adapted to supply volatility, securing dual sourcing for bromine and scaling back on non-core products to ensure our flagship bromoester lines stayed uninterrupted. New demand for “ultra-low metal” and “peroxide-free” versions keeps both the QC and R&D labs busy.

    Some of the world’s new crop protection agents or antiviral building block syntheses use methyl 4-bromocrotonate as a launching point. Increasing interest in flow chemistry demands starting materials with temperature and solvent stability profiles much tighter than in batch operations. To stay competitive, our teams pilot continuous flow bromination rigs in-house—fine-tuning for lower by-product content and better selectivity. Early tests show promise, and partners interested in larger volume or solvent adaptation join development cycles to help share in the technical wins and risks.

    We’re also rooting for customers to succeed when they’re taking risks with unfamiliar transformations. Running annual workshops or process innovation roundtables builds trust and insight, feeding back into product improvement decisions. Analytical chemists and scale-up engineers win as much as we do, and long-term partnerships drive both sides to hit targets.

    The Real Experience Behind Reliable Supply

    No process or product line stands still. Even for something so specific as methyl 4-bromocrotonate, every year brings new clients applying it in surprising ways, or new technical issues emerging that challenge old routines. What separates experienced manufacturers isn’t access to a reaction or a lab technique—everybody reads the same journals and can order the same instruments. The edge comes from institutional memory: knowing which storage method prevents phase separation in humid months, which handling quirks in transport ensure no drip reaches the outside drum, which cleaning method served best for a cross-contaminated valve.

    Working with methyl 4-bromocrotonate hasn’t just taught us technical chemistry—it’s revealed the importance of process discipline, data-driven change, and steady investment in both people and technology. Our teams bring this lived experience to every drum, every quality report, and every troubleshooting call. Those who order from us get more than just a bottle or a barrel; they tap into decades of accumulated knowledge and a drive to raise the bar for what a reliable manufacturer means.

    What the Market Needs—and What We’re Delivering

    If the world asks for greater transparency, higher purity, and more responsive technical support, it’s because downstream work in life sciences or advanced materials has grown less forgiving of half-measures. Methyl 4-bromocrotonate won’t ever land on a shelf in your local store, but every pharmacist, engineer, and product developer depending on modern synthesis likely relies on a chain of suppliers who sweat the details on products just like ours.

    Through investment, rapid troubleshooting, and a history of learning from mistakes, we position ourselves as more than just a source—we’re an ally to those breaking new ground in chemistry. This approach keeps us relevant, even as the regulatory and technical terrain keeps shifting. We don’t claim to have solved every problem in brominated ester supply, but we commit our practical experience, infrastructure, and continuous improvement mindset to ensure that, as the needs of the world evolve, so does the way we deliver methyl 4-bromocrotonate.