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(E)-2-Butenoyl Chloride

    • Product Name (E)-2-Butenoyl Chloride
    • Alias crotonyl chloride
    • Einecs 208-698-3
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry sales7@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
    VTB
    Specifications

    HS Code

    673489

    Iupac Name (E)-2-Butenoyl chloride
    Molecular Formula C4H5ClO
    Molar Mass 104.54 g/mol
    Cas Number 764-39-6
    Appearance Colorless to pale yellow liquid
    Boiling Point 103-105°C
    Density 1.066 g/cm³
    Melting Point -97°C
    Solubility In Water Reacts with water
    Flash Point 28°C
    Structural Formula CH3CH=CHCOCl
    Smiles CC=CC(=O)Cl
    Inchi InChI=1S/C4H5ClO/c1-2-3-4(5)6/h2-3H,1H3/b3-2+

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

    Packing & Storage
    Packing (E)-2-Butenoyl Chloride, 100 mL, supplied in a sealed amber glass bottle with tamper-evident cap and hazard labeling.
    Shipping (E)-2-Butenoyl chloride should be shipped in tightly sealed, corrosion-resistant containers under cool, dry conditions. It must be labeled as a corrosive and potentially toxic chemical, and transported according to relevant regulations (such as DOT/ADR/IMDG/IATA). Avoid exposure to moisture and incompatible substances, and ensure proper ventilation and secondary containment during transit.
    Storage (E)-2-Butenoyl chloride should be stored in a cool, dry, well-ventilated area away from heat, moisture, and incompatible substances such as bases, alcohols, and strong oxidizers. Keep the container tightly closed and stored in a corrosion-resistant container with a resistant inner liner. Protect from direct sunlight, and ensure that handling is carried out under a fume hood or with adequate ventilation.
    Application of (E)-2-Butenoyl Chloride

    Applications of (E)-2-Butenoyl Chloride in Industrial Manufacturing

    As a dedicated producer of specialty acid chlorides, we supply (E)-2-Butenoyl Chloride as an advanced building block to key industries utilizing acylation chemistry. Below, we outline its core downstream applications, highlighting compliance requirements, recommended dosage ranges, usage steps within manufacturing workflows, and representative end products to support your sourcing decisions.

    1. Pharmaceutical Intermediate Synthesis

    Pharmaceutical companies use this compound as an acylating agent to build complex molecular frameworks involved in APIs and advanced intermediates, particularly within the synthesis of certain cephalosporins and β-lactam antibiotics. Accurate dosing targets specific reactivity and minimizes by-product formation, while process validation ensures batch consistency and regulatory adherence from early-stage R&D through to commercial-scale production.

    Industry compliance standards

    • ICH Q7 (Good Manufacturing Practice for Active Pharmaceutical Ingredients)
    • European Pharmacopoeia Monograph 2034
    • US FDA 21 CFR Part 210/211 (cGMP for Finished Pharmaceuticals)
    • Chinese Pharmacopoeia (ChP) applicable monograph for intermediates

    Typical usage ratio

    • 0.8–1.2 equivalents per mole of amine or alcohol functional group in target molecule, adjusted based on substrate reactivity and process validation data

    Downstream process integration

    • Introduced during the acylation stage, generally after substrate preparation and pre-activation, often using anhydrous solvent systems under inert atmosphere, followed by quench and purification steps

    Final product types

    • Active Pharmaceutical Ingredients (e.g., advanced cephalosporin intermediates)
    • Key drug intermediates leveraged in custom synthesis and contract manufacturing

    2. Agrochemical Ingredient Synthesis

    A major segment for (E)-2-Butenoyl Chloride is the custom synthesis of herbicide and fungicide intermediates. Formulators rely on precise dosing to balance yield and safety parameters, while regulatory frameworks require strict impurity control, validated routes, and robust traceability from the raw material to the final agrochemical formulation.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • ISO 9001:2015 (Quality Management Systems, Synthesis)
    • REACH Registration (EC No. 1907/2006, substance-specific dossiers)
    • US EPA Pesticide Registration Guidelines (OPPTS Series 830)

    Typical usage ratio

    • 1.0–1.5 molar equivalents per active group (optimizing for conversion rate and minimization of residual acid chloride)

    Downstream process integration

    • Acylation is performed during multi-step synthesis, commonly prior to condensation or ring-closure steps; stringent moisture control is enforced in batch or semi-continuous reactors

    Final product types

    • Selective pre-emergence herbicide intermediates
    • Fungicide building blocks for triazole and strobilurin classes

    3. Fragrance & Aroma Ingredient Manufacturing

    Producers of high-value aroma chemicals incorporate (E)-2-Butenoyl Chloride in the synthesis of specialty esters and fine fragrance intermediates to achieve distinctive olfactory profiles. Careful control of dosing and process steps enables precise functionalization, critical to product purity and compliance with strict international safety and quality guidelines in perfumery and food-contact materials.

    Industry compliance standards

    • IFRA (International Fragrance Association) Code of Practice
    • EU FCM Regulation (EC) No. 1935/2004 (food contact compliance)
    • ISO 9001:2015 (Aromatic Chemical Production)
    • US FDA 21 CFR 172.515 (Flavoring Substances Rule, if for food-related use)

    Typical usage ratio

    • 0.95–1.1 equivalents toward alcohols used in esterification, with adjustment based on reactivity of substrate alcohols or process temperature management

    Downstream process integration

    • Reacted in anhydrous systems with primary or secondary alcohols post-catalyst addition, typically followed by neutralization, vacuum distillation, and fractional purification

    Final product types

    • Fine fragrance intermediates (e.g., crotonate esters)
    • Specialty aroma compounds incorporated into luxury perfume and flavor formulations

    4. Advanced Polymer Functionalization

    Specialty polymer manufacturers use (E)-2-Butenoyl Chloride for acylation of polymer backbones and side chains, imparting tailored surface characteristics and introducing reactive sites for cross-linking or copolymerization. The setting of precise addition ratios affects polymer chain architecture and downstream mechanical and chemical performance, necessitating rigorous standards for process consistency and in-process monitoring.

    Industry compliance standards

    • ISO 9001:2015 (Polymer Modification Operations)
    • ASTM D2567-13 (Standard Practice for Preparation of Butyl Resin Solutions)
    • EU REACH Regulation (Technical Dossier Maintenance for Monomers/Polymers)
    • Applicable FDA 21 CFR 177 Subparts (for food-contact polymers)

    Typical usage ratio

    • Typically 0.2–0.8 molar parts per monomer unit; fine-tuned for target degree of modification and backbone compatibility

    Downstream process integration

    • Incorporated into batch or continuous acylation steps; precursor polymers or oligomers are solubilized and contacted with reagent under controlled exothermic conditions, followed by residual acid chloride removal

    Final product types

    • Modified acrylic and vinyl polymers with enhanced performance attributes
    • Reactive polymer intermediates for high-performance coatings, adhesives, and engineering plastics

    5. Synthesis of Specialty Dyes & Pigments

    Manufacturers engaged in the production of performance dyes utilize (E)-2-Butenoyl Chloride as a reagent for introducing crotonoyl groups, modifying dye solubility and binding properties to substrate materials. The dosage and sequence in the acylation step critically influence batch chromatographic purity and downstream colorfastness of the finished products. Sourcing must comply with international dye safety, worker exposure, and environmental controls.

    Industry compliance standards

    • OEKO-TEX® Standard 100 (Product Class I–IV)
    • ZDHC MRSL (Zero Discharge of Hazardous Chemicals, Manufacturing Restricted Substances List)
    • REACH Annex XVII (Regulation of Hazardous Aromatics in Dyes)
    • ISO 14001:2015 (Environmental Management Systems, relevant for dye plant operation)

    Typical usage ratio

    • Typically 1.0–1.3 equivalents per active amine or phenol group, variable by desired level of functionalization and dye class

    Downstream process integration

    • Administered as an acylation agent post-sulfonation or amidation step, with product workup via aqueous extraction and solvent removal

    Final product types

    • Crotonoyl-functionalized azo and anthraquinone dyes
    • Specialty pigments for textile, ink, and coating applications
    Free Quote

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    Certification & Compliance
    More Introduction

    (E)-2-Butenoyl Chloride: Precision in Modern Synthesis

    What Sets (E)-2-Butenoyl Chloride Apart

    Manufacturing chemicals demands not only technical mastery but also a clear understanding of how each compound fits into broader industrial goals. Take (E)-2-Butenoyl Chloride, for example—a reactive acyl chloride that chemists favor for its well-defined structure and sharp, predictable behavior. This compound stands out due to its specific configuration, delivering both purity and control during reactions. In daily practice, the geometric integrity of the (E)-isomer matters. With trans positioning of the double bond, users sidestep unwanted side reactions that tend to complicate downstream processes seen with mixed or impure batches.

    Over decades producing acyl chlorides, it's easy to recognize how small differences at the molecular level play out on the factory floor. The (E)-2-Butenoyl Chloride we manufacture results from tightly monitored synthesis, working with controlled temperature and moisture. Contamination with its Z-isomer brings unpredictability no process manager welcomes. This is not a theoretical risk—our technical staff have seen firsthand the fallout from relaxed controls: fouled reactors, lower yields, and expensive downtime. Not only do we employ refined fractionation and inert atmosphere handling, we also invest in steady logistics that bring product straight from reactor to drums without excessive intermediate storage.

    Consistency and Quality in Production

    Making pure (E)-2-Butenoyl Chloride demands constant attention from start to finish. Our teams operate vacuum lines built for both safety and fast throughput. Purification steps take place in glass equipment to avoid corrosion or metal-induced halide cycles. By keeping an eye on the water content—and not cutting corners with drying—we cut hydrolysis products to trace amounts. Our batches display a clear color and pungent smell: visual evidence in line with accepted chemical parameters.

    Every batch goes through rigorous GC analysis to confirm nearly exclusive (E)-isomer content. Picking the right detection method makes real-world difference; thin-layer chromatography just can't deliver the granularity needed at commercial scale. Even with soaring demand, we have chosen not to relax our in-process testing protocols. Instead, reliability defines production scheduling—with automated alerts tied to deviation from spectral benchmarks. This precision isn't about ticking regulatory boxes; it's a matter of making each supply run count, especially for downstream customers aiming for flawless transformation in specialty chemicals and pharma intermediates.

    Real Usage and Application Insights

    Chemists working with (E)-2-Butenoyl Chloride rely on its faster acylation capability compared to more common alternatives like acetyl chloride or propionyl chloride. Each batch reacts cleanly with nucleophiles, enabling streamlined syntheses for intermediates in agrochemicals, active pharmaceutical ingredients, and performance polymers. The presence of the (E) double bond introduces desirable geometry into resulting compounds, supporting regulatory compliance for chirality or steric-selectivity in final drug substances.

    On the production floor, customers appreciate that our (E)-isomer minimizes repeat purification steps, reducing solvent waste and energy use. One of our partners scaled up an agrochemical intermediate previously plagued by yield variability. After switching to our high-purity (E)-2-Butenoyl Chloride, batch-to-batch consistency climbed and process complaints fell off. These outcomes stem from attentive moisture control and prompt onsite drum-filling, not from novelty or marketing spin.

    Comparison with Other Acyl Chlorides

    (E)-2-Butenoyl Chloride holds a distinct spot in the line of acyl chlorides. Acetyl and propionyl chlorides serve as bread-and-butter reagents, easy to handle but structurally simpler. Tasks that demand a keen control over carbon chain length or double bond configuration look beyond those staples. By contrast, crotonyl chloride—our chemical's familiar name—provides added reactivity owing to its unsaturation, though the value arises only if the (E)-isomer dominates.

    Customers frequently ask about the difference between our (E)-2-Butenoyl Chloride and alternatives like (Z)-crotonyl chloride. The contrast plays out in both reactivity and safety profile. The (Z)-isomer introduces unwanted reaction paths, sometimes generating hard-to-remove impurities or leading to lower melting final products, which complicates crystallization. Experienced bench chemists avoid the uncertainty and expense by sticking with a proven (E)-isomer supply. Comparing quality between manufacturers, our operation edges ahead thanks to closed-system transfer and daily integrity checks, not just final drum-inspection.

    Challenges and Improvements in Handling

    Handling acyl chlorides always brings hazards—corrosive fumes and violent reaction with water stand out. Over years of onsite work, we've learned that discipline in drum filling and vapor recovery holds equal importance to chemical synthesis. Neglecting one link in the chain can spoil entire shipments or jeopardize operator safety. So, our facilities integrate fume extraction, real-time video monitoring, and frequent maintenance on gaskets and seals. We set up redundant nitrogen purges on our transfer lines, since a single lapse in moisture ingress means lost product and increased risk.

    For smaller-scale labs or pilot plants, our engineers offer tailored advice on vented bottles or pressure-release fittings—detail learned from supporting bulk tank farms and hands-on troubleshooting over many years. Some buyers need extra assurance, preferring smaller, induction-sealed containers. We accommodate this, not as an afterthought, but as recognition that process safety continues beyond our gates and into the end-user’s sphere.

    Safeguarding Purity and Supply Chain Reliability

    Securing steady raw material streams shapes the consistency of (E)-2-Butenoyl Chloride. Any unexpected hiccup in feedstock purity can throw off the entire line. From decades of direct experience, it’s clear that cutting corners on input quality leads to pain downstream. While global chemical supply chains have grown more complex, our response remains old-fashioned: long-term supplier relationships, onsite audits, secondary sourcing, and backing each purchase with physical analysis before unloading any truck or container.

    Unseasonal weather or transport delays can prompt other companies to relax their standards or blend off-spec batches. Our policy rejects this shortcut. A tight circle of trusted suppliers allows our QC staff to hold every incoming lot to the same scrutiny as outgoing barrels. There have been years where tight margins tempted a less careful approach, yet our senior operators remind staff that one contaminated batch can derail custom synthesis for months. In good times and difficult seasons, factory discipline outperforms opportunistic risk-taking.

    Building Trust with End Users

    Partnership with customers starts long before a product ever leaves our storage yard. Regular technical exchanges help us tune both the specification and packaging size for the end process. Many pharmaceutical chemists demand not only an auditable trail of composition and isomeric purity but also reliable delivery windows. We understand the stakes—a delayed acyl chloride shipment can extend campaign timelines and jeopardize regulatory filings.

    We don’t just rely on certificates of analysis for trust-building. Site visits, roundtable reviews, and unannounced audits by large buyers have all become routine parts of business. This openness improves our operations and informs the next run’s planning. Decades of repeat orders from buyers in Asia, North America, and Europe confirm that robust supply chains and shared technical benchmarks keep both sides competitive. In every planning meeting, past troubleshooting forms the foundation for how we handle the next bulk or specialty request.

    Environmental and Regulatory Commitments

    Producing acyl chlorides like (E)-2-Butenoyl Chloride places a duty on manufacturers to minimize impact along the way. Chlorinated byproducts and vapor emissions present real-world challenges. Overhauling our reactor vent system reduced atmospheric discharges by over half, a change that sharpened both environmental compliance and neighbor relations near our long-standing site. Waste acid neutralization keeps the broader community’s interests at the core of daily operation—not just headline environmental targets.

    Staff understand the importance of every lab slip or quality slip: regulatory inquiries can bring more than paperwork—they cut into operating hours, bring enforced downtime, and impact local employment. We stay proactive, updating our people training on transport regulations and safety best practices. Inspectors from multiple jurisdictions regularly test both product and protocol. No tolerance exists for “good enough” approaches here, either in compliance or in communication.

    Continuous Technical Progress

    Decades ago, batch controllers relied on paper charts and manual valve operations. Automated synthesis control and rapid digital analysis have enhanced what we can deliver to the market. With real-time spectral feedback, intervention happens at the earliest sign of impurity drift. Inventory integration reduces errors in shipment and limits bottlenecks; digitized records shorten reconciliation and allow tracing every lot from raw material to packed drum. This momentum translates into fewer stoppages and greater upstream control over variables that can throw a process off spec.

    We invest heavily in staff skills—not only in the front office but across production and logistics teams. Practical lessons from the shop floor and years of collaborating with instrument vendors mean our team remains sharp, adaptive, and inventive when specifications evolve or regulations tighten. The tangible result: rapid adjustments to meet new purity targets and more transparent reporting on both standard runs and specialty grades.

    Meeting Future Market Demands

    Chemical markets remain cyclical, shaped by factors as varied as weather, shipping interruptions, and regulatory reform. (E)-2-Butenoyl Chloride demand tracks with developments in pharmaceuticals, flavors and fragrances, and agrochemical segments. Newly approved synthesis routes boost both volume and specification tightness. Where new catalyst systems call for trace-impurity testing, our quality control group partners with buyers to set practical, achievable specification windows—then refines both analysis and workflow until confidence in next-batch reliability is earned.

    Successful manufacturing adapts to these changes, not just by technical improvement but by clear, open dialogue with users. We conduct quarterly technical calls with our largest partners, exchanging observations on changing reaction profiles or yields. This exchange keeps us at the table—large buyers choose suppliers who combine old-fashioned process discipline with willingness to respond to new science or policy shifts. Decades of experience have taught us that flexibility founded on strong, reliable systems always outperforms last-minute improvisation.

    Conclusion: Value Rooted in Experience

    Manufacturing (E)-2-Butenoyl Chloride at scale demands more than hitting a purity target or filling drums at pace. Endless small decisions—handling feedstocks as they arrive, scrutinizing every spectral deviation, talking bluntly with buyers about what will and will not work—define success. Not one step remains silent or unimportant. The best results show in both the practical outputs of our partners’ syntheses and the long-term stability of their procurement lines.

    Every new batch calls for hands-on attention, learned habit, and technical curiosity. We see each filled drum not just as a product, but as a solid link in a global chain of invention, discovery, and ultimately delivery. Our commitment does not rest on empty phrases but on the hard-won habits of years shaping, remaking, and scrutinizing each step of production. This is the path that creates genuine value—in product quality, in customer trust, and in the spirit of continual progress.