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Ethyl 3-Amino-4,4,4-Trifluorocrotonate

    • Product Name Ethyl 3-Amino-4,4,4-Trifluorocrotonate
    • Alias Ethyl 3-amino-4,4,4-trifluorobut-2-enoate
    • Einecs 630-665-6
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    627901

    Chemical Name Ethyl 3-Amino-4,4,4-Trifluorocrotonate
    Cas Number 255851-18-6
    Molecular Formula C6H8F3NO2
    Molecular Weight 183.13
    Appearance Pale yellow to orange liquid
    Boiling Point 83-85°C at 15 mmHg
    Density 1.276 g/mL at 25°C
    Purity Typically ≥98%
    Solubility Soluble in organic solvents (e.g., DCM, methanol)
    Smiles CCOC(=O)C=C(C(F)(F)F)N
    Inchi InChI=1S/C6H8F3NO2/c1-2-12-6(11)3-4(10)5(7,8)9/h3,10H,2H2,1H3
    Refractive Index n20/D 1.391
    Storage Conditions Store at 2-8°C, protect from light and moisture
    Synonyms Ethyl (Z)-3-amino-4,4,4-trifluorobut-2-enoate
    Flash Point 99.7°C

    As an accredited Ethyl 3-Amino-4,4,4-Trifluorocrotonate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 25-gram amber glass bottle with a secure screw cap, labeled "Ethyl 3-Amino-4,4,4-Trifluorocrotonate, 98% purity, CAS 220239-12-9."
    Shipping Ethyl 3-Amino-4,4,4-Trifluorocrotonate is shipped in tightly sealed containers under cool, dry conditions. Packaging complies with chemical safety regulations to prevent leaks or contamination. The product is labeled according to hazard requirements, transported via ground or air with appropriate documentation, and handled by trained personnel to ensure safe delivery.
    Storage Store Ethyl 3-Amino-4,4,4-Trifluorocrotonate in a tightly sealed container, away from moisture, heat, and direct sunlight. Keep it in a cool, dry, and well-ventilated area, separate from incompatible substances such as strong oxidizers and acids. Use appropriate chemical-resistant containers, and ensure access is limited to trained personnel. Always follow all relevant safety and regulatory guidelines.
    Application of Ethyl 3-Amino-4,4,4-Trifluorocrotonate

    Applications of Ethyl 3-Amino-4,4,4-Trifluorocrotonate in Industrial Manufacturing

    As the actual producer of Ethyl 3-Amino-4,4,4-Trifluorocrotonate, we supply this specialty intermediate to established industries seeking precise molecular modifications in high-value applications. The following downstream scenarios outline specific sectors where our product delivers a critical function within production cycles, along with strict compliance requirements and practical operational guidelines.

    1. Pharmaceutical Intermediate for Antiviral Compound Synthesis

    Multinational pharmaceutical partners rely on this compound during targeted assembly of fluorinated building blocks in the development of advanced small-molecule drug candidates. Chemical engineers typically incorporate the intermediate during N-alkylation stages of multi-step synthesis routes for APIs, enabling high selectivity and advantageous pharmacokinetic properties in novel antiviral agents. Adherence to regulatory scrutiny and batch traceability is fundamental throughout.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP-NF Monographs (relevant APIs, reference standards)
    • 21 CFR Part 211 (current Good Manufacturing Practices, US FDA)
    • EU EudraLex Volume 4, Annex 13 (Investigational Medications)

    Typical usage ratio

    • 0.5% – 3% molar ratio relative to core active structure, typically adjusted for substrate reactivity and desired fluorine content

    Downstream process integration

    • Applied during nucleophilic substitution steps or amidation reactions within GMP-compliant synthesis lines before protected group removal and final purification

    Final product types

    • Fluorinated antiviral APIs (including prodrugs and direct-acting agents)
    • Advanced pharmaceutical intermediates subject to downstream hydrogenation or cyclization

    2. Agrochemical Active Ingredient Manufacturing

    Agrochemical formulators use this raw material to introduce trifluoromethylated segments into new-generation pesticide scaffolds for increased environmental stability and improved biological activity. Formulation chemists add the ingredient during the later-stage coupling reactions that precede micronization and wettable powder processing. QC and environmental compliance are mandatory to ensure agricultural safety and efficacy.

    Industry compliance standards

    • OECD Consensus Documents on Pesticide Ingredients
    • FAO/WHO Joint Meeting on Pesticide Specifications (JMPS)
    • ISO 9001:2015 for Quality Management Systems
    • Regulation (EC) No 1107/2009 (EU plant protection product approval)

    Typical usage ratio

    • 0.8% – 2.5% w/w reflected in the final technical-grade concentrate, with further adjustments based on target pest profile and crop selectivity

    Downstream process integration

    • Introduced at the ring-opening or nucleophilic addition modules within closed-system reactors, followed by isolation of technical material for granulation or liquid suspension prep

    Final product types

    • Trifluoroalkylated herbicides and insecticides (granules, wettable powders, emulsifiable concentrates)
    • Environmentally-persistent fungicides for seed treatment and foliar application

    3. Synthesis of Specialty Fluorinated Polymers

    Polymer manufacturers deploy this intermediate within engineered resin schemes for specialty fluoropolymers. It functions as a functionalized monomer feedstock to impart chemical resistance and hydrophobicity within co-polymer networks, especially for high-performance coatings and sealing compounds. Operations must account for batch certification and end-use regulatory fit.

    Industry compliance standards

    • ISO 9001:2015 (Quality Management in Polymer Production)
    • REACH Registration, Evaluation, Authorization (EC 1907/2006)
    • ASTM D543 (Chemical Resistance of Plastics)
    • RoHS Directive (2011/65/EU for electronics coatings)

    Typical usage ratio

    • 1% – 5% by monomer weight within radical co-polymerization blends, parameterized according to durability and functional group density targets

    Downstream process integration

    • Co-polymerized using controlled radical or addition polymerization reactors, followed by devolatilization and granule or film extrusion

    Final product types

    • Fluorinated acrylic resins for electronic encapsulants
    • Highly durable coatings for automotive and aerospace seals
    • Chemical-resistant elastomers

    4. Fine Chemical Intermediate for Specialty Dye Synthesis

    Dye manufacturers utilize Ethyl 3-Amino-4,4,4-Trifluorocrotonate as an advanced intermediate during the construction of functional dyes with high electron-withdrawing capabilities, improving lightfastness and solvent resistance for industrial textile and plastics coloration. Synthetic chemists introduce it at key conjugation steps in batch or semi-continuous synthesis, directly influencing the spectral properties of the resulting pigment.

    Industry compliance standards

    • Oeko-Tex Standard 100 (textile chemicals safety)
    • DIN EN 71-3 (Migration of certain elements, toy safety)
    • ISO 9001:2015 (Process Quality Control)
    • REACH Annex XVII (Restrictions on certain hazardous substances)

    Typical usage ratio

    • 2% – 6% of dye precursor batch mass, modulated based on chromophore target and finished color intensity

    Downstream process integration

    • Fed into aromatic nucleophilic substitution or azo coupling reactions; post-processing involves filtration, salt formation, and controlled drying or spray granulation

    Final product types

    • Fluorinated disperse and reactive dyes for polyester and polyamide fibers
    • Solvent dyes for performance plastics
    • UV-stable textile colorants

    5. Advanced Intermediate for Custom Fluorinated Surfactant Production

    Manufacturers of high-efficiency surfactants use this raw material as a backbone for incorporating trifluoromethyl-substituted hydrophobic tails in specialty wetting and leveling agents. Application occurs during targeted esterification or amidation prior to neutralization and downstream formulation. Environmental controls and surfactant-specific regulatory compliance remain integral at each production step.

    Industry compliance standards

    • OECD Test Guidelines (Biodegradability, Surfactants)
    • ENV/JM/MONO(2009) (OECD Emission Scenario Documents for Surfactants)
    • EU Regulation (EC) No 648/2004 (Detergents and Surfactants)
    • ISO 14001:2015 (Environmental Management for Chemical Production)

    Typical usage ratio

    • 0.5% – 1.5% by overall surfactant molecule mass in blend, with fine-tuning based on hydrophilic-lipophilic balance (HLB) requirements and performance testing

    Downstream process integration

    • Undergoes functionalization during selective transesterification or amidation; subsequent separation, pH adjustment, and blending occur prior to shipment as technical or formulated surfactant

    Final product types

    • Fluorinated wetting agents for electronics manufacturing
    • Low-foaming surfactants for metal cleaning and degreasing
    • Leveling and dispersing aids in high-performance paints and coatings
    Free Quote

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    Certification & Compliance
    More Introduction

    Ethyl 3-Amino-4,4,4-Trifluorocrotonate: Practical Value Built on Real-World Manufacturing

    Direct Insights from the Production Floor

    Decades spent on the production floor have taught us that specialty fluorinated amines like Ethyl 3-Amino-4,4,4-Trifluorocrotonate demand more than textbook chemistry. Customers often want to know what actually distinguishes this molecule from standard aminocrotonate or its non-fluorinated counterparts. We’ve seen research go in circles with conventional crotonate esters, where yield, stability, and reactivity bottleneck key transformations. Introducing a trifluoromethyl group at the terminal end of the backbone changes the way the molecule behaves—not just on a theoretical level, but where it matters most: in your reactor, in downstream purification, and in yield optimization.

    Model and Purity—Not Just Labels, But Results

    We define our model by rigorous adherence to a consistent manufacturing route and tight controls on raw material sourcing. Each batch of Ethyl 3-Amino-4,4,4-Trifluorocrotonate displays a transparent, pale yellow oil with clear spectral signatures. NMR and mass spec verification confirm structural fidelity and low levels of byproducts. As a manufacturer who controls every step—right down to the fluorination agents and the esterification conditions—we have learned where impurities seep in and engineered out the common side-products often tolerated by intermediate traders.

    Purity reflects not just what we remove, but the conditions under which we synthesize and distill. We target >98% assay by GC, batch after batch, because decades have shown us that customers waste time troubleshooting reactions when their input isn’t pure. Without these controls, amine group modifications and downstream reactions suffer. Our focus lands as much on what is not in the product as what is: low water, near-zero non-volatile residue, and strict avoidance of mixed esters or partial hydrolysis.

    Real-World Applications—From Small Scale to Industrial Scale-Up

    Few chemicals connect so directly between fine pharma research and fluorinated agrochemical development. Ethyl 3-Amino-4,4,4-Trifluorocrotonate gained ground among medicinal chemistry teams for fragment-based syntheses, coupling efficiency, and as a core for introducing fluorinated functionalities into heterocycles and peptides. The electron-withdrawing trifluoromethyl group pulls reactivity into a range not accessible through hydrogen or methyl analogs. That means superior performance in C–N and C–C bond forming reactions, including Michael additions, condensation steps, and amidations, especially under mild conditions.

    We regularly talk with process chemists who explain why small differences in amine purity or ester composition impact yields, color, and downstream chromatography. On industrial scales, side reactions—that rarely show up in bench scale journals—grow into persistent obstacles. We produce at tonnage levels using continuous fluorination to deliver consistent product that passes tough internal and external audits.

    What Sets This Product Apart?

    Over years of bench work and multi-ton scale runs, we have watched the side-by-side performance of fluorinated and non-fluorinated aminocrotonates. Non-fluorinated products break down in certain nucleophilic environments, especially under basic or acidic catalysis. Modest heating brings about hydrolysis, amine scrambling, or unwanted oligomerization. Replacing the terminal methyl group with trifluoromethyl gives extraordinary stability in both storage and synthesis, without compromising functional group tolerance. This single substitution lowers the risk of off-pathway reactions considerably in comparison to traditional aminomethylcrotonates or plain crotonate esters.

    We have heard skeptics question the need for the trifluoromethyl group until they see data from micro-scale reactions and pilot plant trials. Consistently, the yield improvement and enhanced selectivity turn doubters into regular users. Chemists at the bench report lower byproducts during transaminations, and those optimizing downstream purifications value the minimized formation of polar impurities. Our experience aligns with these accounts. In every manufactured lot, we retain granular lab notes, process logs, and downstream conversion rates, tracking over time so that subtle improvements in batch processing become a reliable advantage—rather than an unexpected risk.

    Specifications that Matter—Because Reliability Counts

    Most “specifications” documents serve auditors, but in our work, it is feedback from in-house chemistry teams and long-term buyers that shapes what actually matters. Assay alone never tells the whole story—aminated trifluorocrotonates sometimes test high in GC but reveal invisible impurities that only show up under real synthesis stress conditions. We learned the hard way to include thorough NMR and LC/MS checks. By removing variants that pass basic purity screens, we protect customers from troublesome isomers in costly downstream runs.

    What keeps loyal companies coming back is not just a quoted purity number, but our refusal to cut corners on ancillary metrics: moisture measurement (Karl Fischer titration), non-volatile residue via standard evaporation, and repeat GC to spot subtle breakdown. Our team shares this data not just because auditors demand it, but because chemists in the field share their stories of failed reactions from “clean” but old or poorly handled intermediates. Product that’s physically clear, with consistent viscosity and little to no odor, stays within spec even after months in properly sealed containers.

    Differences in Usage—Insights from Formulators and Process Engineers

    Some customers use this molecule simply for its reactivity as a trifluoromethylated aminocrotonate. Others value its performance in highly selective pharmaceutical building blocks, custom pesticides, and fine chemical intermediates. In-house research has shown how the particular electron configuration—influenced sharply by the trifluoromethyl group—changes key steps. Condensation and cyclization, often frustrating with regular aminocrotonates, run much more cleanly, cutting down on color bodies and side chain scrambling.

    Process engineers appreciate that this product’s low volatility at moderate process temperatures means fewer losses in batch distillations and less overhead control during vacuum drying. Synthetic organic chemists like the way its backbone resists nucleophilic degradation, especially in multi-step routes where minor instability propagates downstream. This translates to higher purity of target molecules and simpler work-up, a quality we have measured firsthand by tracking downstream conversion yields for customers over many years.

    What Our Experience Teaches About Handling and Storage

    We keep detailed logs about the product’s shelf life, best packaging formats, and how to maintain integrity from our site to the customer lab or production line. Over decades, we have seen how exposure to moisture triggers slow but measurable hydrolysis, even with solid seals. Metal containers perform better than simple plastics for long-term stability. Cold storage extends usable life, especially for lots kept more than twelve months before final use. On busy production days, we sample outgoing drums to recheck all vital specs—nobody benefits when packaging mishaps compromise a run.

    Frequent feedback from customers facing variable ambient humidity in coastal climates prompted us to update our processes. Incorporating improved sealing and new desiccants meant fewer reports of minor hydrolysis and higher overall satisfaction. Some companies ask for pre-portioned small drums for rapid turnover, while others prefer to bring full IBCs into continuous feed systems. We match best practices to customer workflow after many years observing how lab-scale wisdom does not always translate to full-scale plant needs.

    Safety and Regulatory Considerations—Minimizing Surprises

    Chemicals built on trifluoromethyl groups draw attention from safety and environmental teams. We work with our regulatory affairs unit and outside auditors to stay up to date on shifting compliance standards—especially for substances headed into pharma intermediates or exported as agrochemical building blocks. Persistent organic molecule review, worker exposure thresholds, and effluent controls all factor into how we operate. Customers frequently tap our knowledge to understand what regulatory pitfalls to watch as they scale up.

    We have worked through challenges tied to changing global regulations—non-EU shipments require different labeling; REACH and TSCA filings demand detailed impurity breakdowns. Our plant documentation reflects this—well beyond minimum box-checking—because client feedback over the years showed that “surprise” findings downstream harm budgets and business relationships more than any up-front diligence ever could. We train every operator and track every tech upgrade that can further minimize emissions or waste, turning quality assurance from an overhead cost into a shared benefit for everybody along the supply chain.

    Setting the Standard Through Customer Partnership

    A reputation in specialty chemicals doesn’t grow from big promises or flashy marketing. Our customers return because we share failures, insights, and tweaks as much as we deliver product on time. Persistent engagement with R&D teams keeps our technical support close to real-world synthesis challenges. Over the years, new applications have emerged, from unique catalyst precursors to polymer modifiers. Because we control every step from precursor purchasing to final shipment, we can respond to formulation questions, troubleshoot pipetting issues, and adjust packaging inside a matter of weeks, not months.

    When a process at a customer’s plant stalls or gives inconsistent yields, our technical team reviews our batch records, runs parallel checks, and recommends practical adjustments drawn from years of manufacturing and technical troubleshooting. We know that new literature methods sometimes gloss over persistent side reactions, scale-related variables, or downstream purification bottlenecks. That is where historical data proves most valuable, and where the depth of experience held inside our company shows itself as a real difference.

    Winning Trust Through Consistency and Transparency

    Companies that tried cheaper, batch-to-batch inconsistent versions of this material tell us that the time and material lost troubleshooting far exceeds any up-front savings. In synthetic chemistry, reliability counts. Our regular users see stable reactivity and color, easy handling, and a predictable downstream profile, week in and week out. We make batch records available for technical review, share spectral data openly, and follow up months after shipment to gather user reports. With every update in plant technology or process control, we invite the toughest customers to pilot new lots and provide honest feedback.

    All of this flows back into the practical improvements that matter: quicker production cycles, lower trace impurity levels, fewer line stoppages due to unexpected residue, and cleaner environmental performance. We have seen “good enough” batches from secondary suppliers cause enough missed delivery schedules and production reruns to cost multiples of the original material price. In contrast, a deep supplier relationship built on consistency lowers risk across the board, whether for a single kilo or multi-ton requirements.

    Why Customers Choose Our Ethyl 3-Amino-4,4,4-Trifluorocrotonate

    After hearing from chemists, production managers, and R&D directors, some reasons for choosing our version of Ethyl 3-Amino-4,4,4-Trifluorocrotonate become obvious. Purity and reliability feed back into higher yields, lower troubleshooting times, and smoother regulatory reviews. The unique design of this molecule—fluorinated and aminated in a single, well-defined compound—gives customers the benefit of cutting-edge organofluorine chemistry without constant batch variation or uncertainty about what impurities may arise during critical downstream steps.

    On the ground, performance matters. In our own test syntheses and those run with our top clients, the product’s reactivity saves steps, shrinks waste, and lowers both operating and disposal costs. Beyond technical gains, we’ve learned to support every shipment with service that matches the product’s quality. No hidden dilution, no cut corners, just consistent reliability. Years spent solving the same problems at scale inform how we run our plant and support every customer interaction.

    Ongoing Improvement—Built on Field Experience

    Our most meaningful upgrades stem from hearing directly about pain points in chemistry workflows. Early in our manufacturing of trifluorinated aminocrotonate, a few small inconsistencies surfaced when drums sat in hot warehouses. After chasing these reports back to root causes, we upgraded storage protocols and packaging to better suit real distribution conditions. Regular field visits and direct communication with technical teams on the customer side continue to inform every process tweak we introduce.

    Batch after batch, we maintain a loop of feedback, pilot tests, and full-scale production reviews. No consultant or reseller can replicate the in-house knowledge base we’ve developed—tracking not just how to make the molecule, but how to make it reliably, cost-effectively, and with the lowest possible downstream hassle for world-class chemical innovators.

    Building a Future on Trusted Experience

    Through years on the plant floor and late nights in the lab, chemistry proves itself through practical, measurable results. Ethyl 3-Amino-4,4,4-Trifluorocrotonate does more than anchor specialty transformations in pharma, agro, and specialty materials: it embodies a way of working built on attention to detail, real technical partnership, and above all, the humility to keep getting better. Each drum leaving our plant holds the weight of experience, backed by the pride of doing the job right—day in, day out.