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2-Butenoic Acid

    • Product Name 2-Butenoic Acid
    • Alias Crotonic acid
    • Einecs 203-686-1
    • 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

    104604

    CAS_Number 107-88-0
    Molecular_Formula C4H6O2
    Molecular_Weight 86.09 g/mol
    IUPAC_Name But-2-enoic acid
    Synonyms Crotonic acid
    Appearance Colorless to pale yellow liquid or crystals
    Melting_Point 72 °C
    Boiling_Point 180 °C
    Density 1.028 g/cm³
    Solubility_in_Water Moderate (15 g/100 mL at 25 °C)
    Odor Unpleasant, pungent odor
    pKa 4.69

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

    Packing & Storage
    Packing 2-Butenoic Acid is packaged in a 500g amber glass bottle, sealed with a screw cap, and labeled with safety and identification details.
    Shipping 2-Butenoic Acid should be shipped in tightly sealed containers, separated from oxidizing agents and bases. Transport in a cool, dry, well-ventilated area and ensure proper labeling. Comply with relevant local, national, and international regulations. Handle with appropriate safety measures to prevent spills or exposure during transit.
    Storage 2-Butenoic acid should be stored in a cool, dry, and well-ventilated area away from sources of ignition and incompatible substances such as strong oxidizers and bases. Keep the container tightly closed and protected from physical damage. Store in a chemical storage cabinet designed for acids, clearly labeled, and away from direct sunlight and moisture to prevent degradation and leaks.
    Application of 2-Butenoic Acid

    Applications of 2-Butenoic Acid in Industrial Manufacturing

    Our direct manufacturing of 2-Butenoic Acid supports specialized production chains in several core chemical industries. We ensure quality and batch-to-batch consistency to meet performance-critical requirements throughout advanced materials, specialty chemical synthesis, and polymerization processing. Below, we outline specific use scenarios where our material delivers functional and regulatory value for downstream manufacturers.

    1. Synthesis of Pharmaceutical Intermediates

    Pharmaceutical fine chemical manufacturers employ 2-Butenoic Acid as a key intermediate to construct active backbone motifs in the synthesis of specific APIs, such as anti-infective and cardiovascular intermediates. The purity and reactivity profile influence yields in condensation and coupling steps. Selection and qualification align with GMP guidelines and regulatory pathways for subsequent medicinal chemistry routes.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • 21 CFR Part 211 (US FDA - CGMP for Finished Pharmaceuticals)
    • EU EudraLex Vol. 4 (GMP)
    • USP, EP, JP monographs for relevant intermediates

    Typical usage ratio

    • Ranges from 5% to 35% by weight of the total intermediate batch, depending on the API scaffold and reactivity of other chain-building reagents. Lower concentrations apply in multi-step routes and higher ratios when used as a principal alkene source.

    Downstream process integration

    • Introduced in stepwise condensation, Michael addition, or Diels–Alder cyclization under controlled temperature and pH, often following solvent drying, with ongoing in-process QC for intermediate validation.

    Final product types

    • Pharmaceutical intermediates for beta-lactam antibiotics
    • Precursors for CNS drug synthesis
    • Cardiovascular API synthesis stages
    • Auxiliary building blocks for peptide coupling chemistry

    2. Manufacture of Specialty Polymers and Copolymers

    Polymerization producers utilize 2-Butenoic Acid as a functional comonomer in the synthesis of specialty acrylics and copolymers with controlled carboxyl group content. The additive impacts mechanical properties, solubility, and crosslinkability of the polymer matrix, and requires rigorous analytical verification during copolymer composition control. Process design tailors addition schedule and ratio to target polymer architecture.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems
    • REACH Registration, Evaluation, Authorisation and Restriction
    • ASTM D256, D638 for thermoplastics mechanical properties
    • RoHS Directive (for electronics-related polymers)

    Typical usage ratio

    • 0.5% to 5% by weight of total monomer feed; higher ratios for highly functionalized copolymer products, with adjustment based on desired acid value and reactivity ratios with acrylic or methacrylic comonomers.

    Downstream process integration

    • Dosed into the continuous or batch reactor before polymerization initiation, with in-line monitoring to ensure homogeneity and to control molecular weight distribution; post-polymerization hydrolysis or neutralization steps as necessary.

    Final product types

    • Water-dispersible acrylic copolymers for coatings and adhesives
    • Ionomer-modified plastics for packaging
    • High-performance hydrogels for medical uses
    • Functional resins for electronics encapsulation

    3. Agrochemical Active Ingredient Synthesis

    Producers of advanced agrochemicals deploy 2-Butenoic Acid as a precursor in the synthesis of select herbicide and plant growth regulator molecules. Its unsaturated structure enables regioselective additions, delivering precise functional group incorporation. Choice of grade and addition sequence directly affects downstream crop protection compound efficacy and final registration quality controls.

    Industry compliance standards

    • FAO/WHO Technical Specifications for Pesticides
    • ISO 9001:2015 for agrochemical manufacturing plants
    • OECD Principles of Good Laboratory Practice (GLP)
    • REACH requirements for ecotoxicological data

    Typical usage ratio

    • Typically 2%–15% by weight of active ingredient formation batch; refined based on target molecule structure and requirement for unreacted acid elimination in final product purification.

    Downstream process integration

    • Engaged in carbon–carbon bond forming steps, such as alkylations or cyclizations, typically added after base or catalyst charging with kinetic monitoring, followed by solvent-based extraction and distillation purification.

    Final product types

    • Selective herbicide actives (e.g., propenoic acid derivatives)
    • Auxin mimic plant growth regulators
    • Precursor for haloalkene-based crop protection agents
    • Intermediates for fungicidal active substances

    4. Food Contact Surface Coating Resins

    Specialized resin producers incorporate 2-Butenoic Acid as a reactive monomer to introduce carboxylic functionality and improve adhesion and chemical resistance in food contact surface coatings. Its controlled use addresses migration limitations and durability under sterilization and repeated use, and all steps demand strict traceability and food-grade compliance documentation.

    Industry compliance standards

    • EU Regulation (EC) No 1935/2004 on materials intended to come into contact with food
    • FDA 21 CFR 175.300 (Resinous and polymeric coatings for food-contact)
    • ISO 22000:2018 Food Safety Management Systems
    • EN 1186 Migration Test Standards

    Typical usage ratio

    • Generally 0.5%–3% by weight of total monomer mixture, maintained below 5% to ensure compliance with overall migration and specific migration limits as established by regional regulations.

    Downstream process integration

    • Added during resin polymerization, with in-process molecular weight and acid value monitoring; subsequent compounding with pigments or curing agents as needed for final lacquer application.

    Final product types

    • Epoxy acrylic coatings for metal cans and closures
    • Lining resins for food-processing equipment
    • Beverage can internal lacquers
    • Container coatings for high-acid foods

    5. Textile Finishing and Crosslinking Additives

    Textile chemical formulators utilize 2-Butenoic Acid in fabric finishing processes to enhance fiber crosslinking and introduce durable press characteristics. This acid reacts with cellulose or synthetic fibers under heat to improve wrinkle resistance and wash fastness, while formulations must meet compliance and performance screening for consumer safety and export certification.

    Industry compliance standards

    • OEKO-TEX® Standard 100
    • REACH regulation (Annex XVII – Textile restrictions)
    • ISO 105-C06 (Textile color fastness to domestic and commercial laundering)
    • ZDHC Wastewater Guidelines

    Typical usage ratio

    • Ranges from 0.3% to 2% on fiber weight, adjusted depending on fiber type and desired crosslink density; dosing controls based on pilot trials for fabric hand and performance.

    Downstream process integration

    • Applied by padding during wet finishing, usually followed by thermal curing (oven or press); process flow involves continuous monitoring of pick-up rates and residual monomer in effluent streams.

    Final product types

    • Wrinkle-free finished cotton fabrics
    • Easy-care polyester/cotton blends
    • Textile coatings for performance sportswear
    • Crosslinked nonwovens for cleaning wipes
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    Certification & Compliance
    More Introduction

    Introducing 2-Butenoic Acid: Proven Value from the Manufacturer’s Bench

    Our Know-How with 2-Butenoic Acid

    Every day in the plant, new challenges call for reliable, versatile chemistry. Over the past decade, our teams have handled dozens of carboxylic acids, but 2-Butenoic Acid (also known as crotonic acid, CAS 107-93-7) stands out in the daily grind for its combination of reactivity, physical properties, and consistent demand. Crotonic acid rarely makes headlines among commodity chemicals, yet manufacturers from paint formulators to pharmaceutical labs know what effortless compatibility and clean reactions can do for yields. We prioritize a high-quality supply, focusing on purity and controlled isomer content, because process work downstream in polymerization, resins, and pharma intermediates tolerates very little deviation from spec. Over the last five years, as specialized coatings and acrylic-based modifiers gained ground, our expertise with this unsung acid kept us a step ahead.

    Product Model & Specifications

    We focus on the trans-isomer, as defined by the marketplace and most synthesis work, since the cis-form brings challenges with stability and reactivity. The trans-isomer shows a melting point between 70°C and 73°C, with a naturally pungent odor and needle-like crystalline habit. For production-quality work, our lots regularly test at ≥99% purity by GC, with moisture levels usually below 0.2% w/w when tested by Karl Fischer titration. The established model our customers request comes in technical and pharmaceutical grades. In technical applications, small amounts of color and polymerizable impurities don’t pose much concern, but for pharma and food-contact applications, these trace impurities carry much more weight and call for additional finishing steps. Our plants maintain separation lines for grades destined for regulated supply chains.

    While industry guidelines exist, customers defining more stringent analytical profiles push us further. Our analytical team runs HPLC, GC, and NMR regularly—not relying on certificates of analysis but confirming each production run against last year's reference spectra and physical properties. Handling issues such as airborne acidity and corrosiveness to steel become daily learning points. From packaging in high-density polyethylene drums for external transport to glass-lined vessels internally, our focus remains on preventing contamination, loss by sublimation, and excess polymerization especially under warm storage. Years of real-world use define each process choice.

    Functional Advantages and Drawbacks

    What sets 2-butenoic acid apart from related acids? Having made, shipped, and watched it in action across applications, we see several things. Compared to acrylic acid, for example, crotonic acid surprises formulating chemists with its lower volatility and higher crystalline point, which proves vital in solid-form blends or melt-processing. Its methyl substituent changes not only the melting point but also the way it enters downstream reactions. Slightly less reactive in Michael additions, crotonic gives formulators a broader window for reaction control and safety—reducing the risk of runaway polymerizations or off-target byproducts that can dog the acrylic systems. In the field, this gives our chemical partners invaluable room for process optimization.

    In polymer industries, especially engineering plastics and specific adhesives, crotonic acid brings what we call a ‘tunable compromise’ between flexibility and rigidity of the resultant polymer chain. Polyvinyl crotonate, one main application, showcases improved resistance to certain solvents, a result of the acid’s structural properties. For copolymerizations, it adds a degree of hydrophobicity not readily provided by comparable unsaturated acids. End-users in specialty resins and coatings have routinely cited improvements in weathering or gloss retention—standpoints our own QC labs validate through routine accelerated testing.

    One point worth recognizing: 2-butenoic acid’s relatively high melting point means it never fits every solvent system. Unlike maleic or fumaric acids, which dissolve readily in water, crotonic demands patience and the right temperature or cosolvent balance. On processing equipment, this means strict attention to heating, potential blockages, and in rare cases, sublimation losses that can frustrate an otherwise smooth production run. Chemistry isn’t about perfection; it’s about weighing trade-offs, and for this acid, speed and ease of use lean strongly toward specific organic matrices and careful preparative heating.

    Practical Usage: Lessons Learned on the Production Floor

    Every manufacturer dreams of running a process on autopilot, but crotonic acid, like most unsaturated acids, rewards vigilance over complacency. Over repeated batches, we observe that even small levels of iron or basic contaminants turn to side reactions—causing yellowing or increases in viscosity in application blends. To solve this, we invested in both inert-gas handling and high-purity inert plastic hardware. It cost more, but the returns show up every quarter, both as fewer customer complaints and less waste in our own plant. Polymerizing adhesive blends, for instance, show a marked color difference when packed in old steel drums compared to vented, oxygen-excluding PE drums.

    Formulators value the control crotonic acid supports, especially in emulsion polymerization for hot-melt adhesives and PSA coatings. Our process engineers have found that it attaches well in copolymerizations with vinyl acetate, where fine adjustments to ratios yield a vast palette of adhesion, hardness, and weathering profiles. In days past, defects or yield losses came from underestimating the small side fractions during distillation; now, meticulous cut-point monitoring and fractional condensation underpin every drum we ship. We’ve shared these findings at technical conferences because everyone benefits from less downtime and more predictable results.

    In pharmaceuticals, the route from crotonic acid to end product demands even tighter tolerances. Our partners in antiepileptic and cardiovascular generics report that impurities creeping up even to 0.5% spell months of investigation and lot rejection. We address these risks right at synthesis—minimizing tars and high-boiling residues, verifying purity with triple checks, and holding each batch in quarantine until full analysis clears. It’s work, but the relationship our technical teams nurture with downstream R&D groups brings trust and lasting business. No one wants recalls, least of all the team who put in weeks of effort to keep a batch on track.

    Comparing Synergy and Substitution with Other Acids

    Chemists approaching a new synthesis or an improved application often debate which acid offers the best balance of reactivity, purity, and cost. Over the years, we’ve handled acrylic acid, methacrylic acid, fumaric acid, and maleic acid—but in certain esterifications, 2-butenoic acid provides both the structure and reactivity profile that others cannot. Acrylic acid’s high reactivity, for example, leads to broader dispersions in copolymerization, where crotonic supports narrower molecular weight distributions. On the resin floor, these minute differences in raw acid reflect in longer bath lives, easier processing, and smoother surface appearances, especially in water-white and UV-resistant coatings.

    Handling and storage represent another axis of differentiation rarely mentioned in specs. Crotonic acid’s crystalline nature lowers flammability risks and allows dust-free handling, compared with some highly volatile or oily comparators. Plant operators, tasked with moving pallets or recharging reactors, benefit each time from solid forms that pack tightly and melt uniformly, reducing risk and uncertainty. Over years of observation, batches handled as crotonic acid-based blends exhibit fewer process upsets during temperature excursions or loading lapses.

    From a sustainability perspective, crotonic acid finds favor due to its potential renewable routes, compared to petrochemically rooted acrylic derivatives. Some recent pilot projects in our own pipeline involve using bio-based alcohols as feedstock, aiming for life-cycle improvements measured in both energy input and waste minimization. No one solution fits every green chemistry criterion, but every incremental improvement counts. In a market increasingly driven by environmental regulations and conscious sourcing, our in-plant focus on minimizing byproducts and maximizing conversion echoes throughout the supply chain.

    Product Integrity: The Value of Direct Manufacturing

    We understand the frustration that comes from buying “manufactured” products that pass through several hands before reaching your door. As direct producers, our responsibility goes beyond simply meeting a certificate of analysis. Every ton we ship comes off the same reactor network we staff and monitor, using the raw materials and testing protocols we set, not something guessed at from broker paperwork. Our plant managers walk the reactor halls daily, checking for subtle signs—changing residue patterns, bumps in pressure charts, pump irregularities—that point to process deviations well before QC ever brings up a concern.

    Customers often ask about traceability and documentation. Our batch records stretch back for years, including photos of drum seams, digital signatures from every loading operator, and barcode logs for every outgoing shipment. We don’t outsource troubleshooting—when a customer calls with a question about a residue or off-odor, it’s our engineers who pull the data, review the sampled drums, and recommend corrective actions. Streamlining these lines of communication keeps product consistency high and downtime low in customer operations.

    Long-term partnerships favor transparency. Price fluctuations, shortages, or specification changes don’t stay hidden, because everyone in the chain has a stake in stable supply and reliable performance. In past years, persistent supply disruptions in related acids drove many downstream users to switch, then regret time lost dialing-in new recipes or requalifying process flows. We aim to sidestep those pitfalls by forecasting demand trends, pre-qualifying alternate chemical routes, and building inventory only as needed for secure, timed deliveries.

    Real-World Cases: Troubles and Triumphs

    Any batch-based process shows that planned and unplanned issues shape the reliability story. One winter, a change in drum supplier led to a week’s worth of leaky seals and freezing loss of crotonic during transport—half a dozen replacement runs taught us fast how even small packaging swaps require detailed requalification, not just paperwork reviews. In a different episode, a single batch loaded before a routine plant cleaning picked up faint aldehyde odor, resulting in seizure of product until cleared by external testing—reminding everyone how raw materials and maintenance windows intertwine.

    In the customer’s world, end-use environments teach lessons too. A resin plant in southern China struggled with persistent discoloration in water-based wood coatings. Joint lab work traced the defect to micro-traces of stabilizer decomposition during long-haul storage, solved by switching to an antioxidant-fortified acid grade. Another customer, aiming for higher bio-content adhesives, discovered that mixed feedstock would aggregate and phase-separate in aged drums, undermining adhesive tack. We mapped out shelf-life constraints and reformulated to account for both shipping climates and end-point dispersion cues.

    Such everyday challenges shape the ongoing improvement in our 2-butenoic acid processes. Talking shop with other manufacturers, we find universal respect for the little things: clean equipment, accurate sample splitting, fast feedback on analytical drift. The difference between a good batch and a problem shipment often narrows down to practices that never see the spotlight but earn their keep. Plant-side knowledge, not just corporate policy, ensures these acids pull their weight from synthesis tank to customer blender.

    Future Directions: Process Upgrades and Application Expansion

    Each year, new application requests reshape how we approach production. Increased interest from manufacturers in food-packaging adhesives, for example, prompted us to revisit every step from feedstock control to final packaging—food use brings lower impurity tolerance and greater traceability burdens than industrial coating lines. Our in-house R&D tackled these with downstream purification tweaks and tweaks to how we manage batch splits, eventually rolling out an entirely new drum-filling line built for lot segregation and real-time documentation.

    Emerging market dynamics favor specialty formula customizations. Where commodity acids get defined by lowest price and maximal throughput, crotonic acid demand depends on tailored modifications: precise melting behaviors, specific impurity ceilings, application-tested shelf stability. Recent feedback from UV-cure resin formulators drove us to introduce a variant with improved photostability and lower isomer drift on storage—a feature that didn’t exist a year ago, but one now winning new orders among specialty ink makers.

    Regulatory expectations climb too. Even for applications outside food or pharma, customers increasingly request detailed migration data, impurity mapping, and renewable sourcing details. Far from extraneous paperwork, these requirements spur in-plant improvements—tighter in-process controls, quicker root-cause analysis on failures, and real-time batch tracking. We welcome these requests because they prompt continuous technical growth on both the production and analytical teams.

    Sharing Knowledge: Building Trust through Experience

    Years of direct production create a collective memory that no trader or textbook imparts. Process engineers, shippers, and QC chemists, repeating familiar protocols month after month, pick up on small shifts long before metrics flag an issue—a subtle color change, a faint shift in melting onset, or a different cadence in a reactor fill. We encourage open dialogue between our plant teams and customers, running joint troubleshooting sessions, sharing best practices, and inviting site visits to see actual process points at work. In each case, transparency and communication trump salesmanship—our partners want to know how the product acts in practice, not just on a PDF datasheet.

    Trust grows slowly, batch by batch. As a chemical manufacturer specializing in crotonic acid, we believe reliability springs from discipline: clean handling, rigorous testing, and openness about process limits and expected outcomes. The supply chain respects these habits, not slogans. Our hope is that by sharing insights and ongoing process refinements, customers will continue to find value and confidence in every shipment of 2-butenoic acid, whether tackling standard polymerization or venturing into entirely new markets.