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3-Butenenitrile

    • Product Name 3-Butenenitrile
    • Alias Crotononitrile
    • Einecs 203-696-6
    • 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
    VTB
    Specifications

    HS Code

    802557

    CAS_Number 109-74-0
    Molecular_Formula C4H5N
    Molar_Mass 67.09 g/mol
    IUPAC_Name but-3-enenitrile
    Synonyms 3-Cyanopropene, Crotononitrile
    Appearance Colorless to pale yellow liquid
    Boiling_Point 116-117 °C
    Density 0.803 g/cm3 at 25 °C
    Refractive_Index 1.406 (20 °C)
    Flash_Point 16 °C (closed cup)
    Melting_Point -77 °C
    Solubility_in_Water Moderate

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

    Packing & Storage
    Packing 3-Butenenitrile, 500 mL: Supplied in an amber glass bottle with a tamper-evident cap and hazard labeling for laboratory use.
    Shipping 3-Butenenitrile should be shipped in tightly sealed containers, protected from heat, sparks, and open flame, as it is flammable and toxic. It must be clearly labeled as a hazardous chemical and transported according to regulations such as DOT, IATA, or IMDG, ensuring appropriate hazard communication and emergency response information is included.
    Storage 3-Butenenitrile should be stored in a cool, dry, well-ventilated area away from sources of ignition and incompatible substances such as strong oxidizers and acids. Keep the container tightly closed and properly labeled. Store away from direct sunlight and moisture. Use explosion-proof equipment and grounded containers. Ensure access to safety showers and eyewash stations in the storage area.
    Application of 3-Butenenitrile

    Applications of 3-Butenenitrile in Industrial Manufacturing

    As a direct manufacturer, we supply 3-Butenenitrile to specialized sectors that require high-purity chemical raw materials for advanced synthesis routes. Below, we detail the principal downstream industrial segments using 3-Butenenitrile, along with application-specific parameters developed through extensive customer R&D and production feedback.

    1. Agrochemical Synthesis: Herbicide and Pesticide Intermediate

    3-Butenenitrile acts as an integral intermediate for synthesizing various heterocyclic compounds in agricultural chemical production, especially selective herbicides and newer-generation insecticides. Downstream producers utilize it for the nucleophilic addition and cyclization steps that form active ingredients, with formulation stringency dictated by environmental and human safety regulations. Input ratio and purity directly impact yield and impurity profile of the final active compounds.

    Industry compliance standards

    • EPA TSCA (U.S. Toxic Substances Control Act) compliance for raw input
    • REACH (EC No 1907/2006) registration for product stewardship in the EU market
    • Chinese ICAMA registration for agrochemical raw materials
    • Good Manufacturing Practice (GMP) for active ingredients

    Typical usage ratio

    • 5–15% relative molar ratio in multi-step synthesis of imidazolinone or pyridine herbicide backbones
    • Adjustment based on desired substitution pattern during coupling reaction

    Downstream process integration

    • Added during condensation-cyclization steps following initial nitrile introduction
    • Purified with standard distillation prior to coupling with aromatic amines or carboxylic acids
    • Residual monomer controlled below 500 ppm in final synthetic blocks

    Final product types

    • Imidazolinone-class herbicides (e.g., Imazethapyr)
    • Nicotinic insecticides (e.g., derivatives used in neonicotinoid frameworks)
    • Heterocyclic growth regulators

    2. Pharmaceutical API Intermediate Manufacturing

    Pharmaceutical companies utilize 3-Butenenitrile as a carbon-nitrogen building block in the synthesis of active pharmaceutical ingredient (API) intermediates, including compounds with unsaturated nitrile side chains. It is frequently applied in Grignard reactions and Michael additions where high-purity and traceability are mandatory for regulatory filing. Effective intermediate control enables further transformation into APIs with improved bioavailability.

    Industry compliance standards

    • cGMP (Current Good Manufacturing Practice) as per 21 CFR Parts 210/211
    • ICH Q7 guidelines for API intermediate use
    • USP/NF or EP (European Pharmacopoeia) raw material standards, if applicable in route
    • DMF (Drug Master File) supporting documentation when filed with US FDA

    Typical usage ratio

    • 3–12 mol% per transformation step, varies with specific API scaffold being targeted
    • Ratio optimized for complete conversion and lowest by-product formation

    Downstream process integration

    • Introduced as a nucleophile acceptor in base-catalyzed additions to aromatic ring systems
    • Isolated by phase-cut or aqueous extraction in intermediate purification
    • Residual analysis by HPLC to ensure carryover below 0.1%

    Final product types

    • Valproic acid precursors
    • Anticonvulsant intermediates
    • Chiral nitrile intermediates for aminonitrile APIs

    3. Monomer and Polymer Intermediate in Specialty Plastics

    In specialty polymer manufacturing, 3-Butenenitrile is utilized as a co-monomer or chain transfer agent for the production of unsaturated nitrile copolymers, especially in the formation of heat-resistant plastics and resins. Its integration enables chemical modification of polymer side chains, imparting improved polarity and adhesion to the matrix, crucial for automotive and electronic applications.

    Industry compliance standards

    • FDA 21 CFR 177.2600 (elastomeric articles intended for repeat use)
    • ISO 9001 certified quality management systems
    • RoHS (Restriction of Hazardous Substances) for electronic-grade plastics
    • Customer-specific technical approval for monomer composition

    Typical usage ratio

    • 2–8 wt% as a functional monomer in acrylonitrile copolymerization
    • Adjusts based on desired crystallinity and end-use requirements

    Downstream process integration

    • Direct feed in batch or continuous emulsion/solution polymerization reactors
    • Handled with automated dosing for uniform distribution in the monomer blend
    • Monitored by GC for residual monomer content post-polymerization

    Final product types

    • Acrylonitrile-butadiene copolymers
    • Resistant thermoset plastics
    • Adhesive component resins for high-performance composites

    4. Fine Chemical Synthesis for Flavor and Fragrance Intermediates

    In fine chemical manufacturing, 3-Butenenitrile serves as a building block for specialty aldehyde and ketone synthesis applied in flavor and fragrance compound production. It undergoes selective hydrolysis and oxidation, enabling creation of aldehydic intermediates that are used by downstream blenders and formulators in the formulation of aroma chemicals for the cosmetic, food, and household product industries.

    Industry compliance standards

    • IFRA (International Fragrance Association) standards for process intermediates
    • FEMA GRAS status (Flavor and Extract Manufacturers Association Generally Recognized as Safe) for downstream usage
    • ISO 9001:2015 for supplier quality systems
    • REACH (EC No 1907/2006) for EU market acceptance

    Typical usage ratio

    • 0.5–4% relative to primary aroma-forming feedstock volume
    • Yield and ratio adjusted after small-scale pilot trials for olfactory target molecules

    Downstream process integration

    • Fed into batch hydrolysis/oxidation reactors for aldehyde conversion
    • Intermediate purification with short-path distillation to remove polar impurities
    • Residual nitrile monitored to comply with fragrance compliance panels

    Final product types

    • C9-aldehyde intermediates for fragrance composition
    • Beta-unsaturated ketones in food-grade flavor blends
    • Cosmetic fragrance intermediates

    5. Crosslinking Agent in Rubber and Elastomer Compounding

    Rubber compounding facilities introduce 3-Butenenitrile as a functionalized crosslinking agent for unsaturated rubber grades, particularly for specialty nitrile and butadiene rubbers. It modifies the network structure by introducing polar nitrile groups, enhancing resistance to oils, fuels, and gases, which is critical for applications in seals, hoses, and flexible components under harsh operating conditions.

    Industry compliance standards

    • ISO 248-1 for rubber chemical purity and analysis
    • ASTM D2000 (Standard Classification System for Rubber Products)
    • Customer-specific specification approvals for automotive elastomers
    • ISO/TS 16949 process management for Tier 1 automotive suppliers

    Typical usage ratio

    • 0.3–1.5 phr (parts per hundred rubber) based on compound type and requisite property profile
    • Optimized by lab-scale testing of swelling and crosslink density

    Downstream process integration

    • Added during the reactive mixing phase with curatives at elevated temperature
    • Dispersion controlled via two-roll mill or internal mixer
    • Crosslink density monitored post-cure through swelling index testing

    Final product types

    • Fuel- and oil-resistant rings, seals, and gaskets
    • NBR (nitrile butadiene rubber) molded components
    • Automotive under-the-hood hoses and diaphragms
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    Certification & Compliance
    More Introduction

    3-Butenenitrile — Manufacturing Experience, Reliable Chemistry

    Getting to Know 3-Butenenitrile

    On the production floor, few chemicals draw as much attention as 3-Butenenitrile. Our crew refers to it by its familiar name, crotononitrile, but for many people in chemical processing, only the systematic term rings a bell. We work with the formula C4H5N. In practical terms, it’s a pale, watery liquid with a distinctive odor, but for us as manufacturers, its qualities extend far beyond the senses. At our facilities, our 3-Butenenitrile is carried under the Grade 99.5%, which is set up for the needs of advanced organic syntheses. We don’t just ship this product out — we produce it from raw precursors, making adjustments throughout to ensure consistent quality across every batch.

    Our Manufacturing Process and Quality Focus

    Every drum of 3-Butenenitrile leaves our loading dock after a series of hands-on quality checks. We lean on a continuous vapor-phase amination process, fed by precisely metered butadiene and ammonia. Trained technicians check reaction parameters in real time, monitoring temperature, pressure, and feed ratios. This hands-on approach means we don’t leave results up to chance — we rely on practical, real-world testing in our own on-site analysis lab. We check for water, acidity, and known impurities to match our published 99.5% minimum purity, with typical color levels well below APHA 20.
    Our familiarity with process bottlenecks keeps the product well within spec. For every 1000 kg batch, samples pass through gas chromatography, confirming that acrylonitrile, acetonitrile, and butyronitrile are all below detection. We believe that what doesn't show up on the analysis can matter just as much as what does — gaps between accepted and delivered product show up in downstream processes, not just paperwork. 

    Practical Applications in Industry

    As longtime producers, we meet requests from customers who have diverse goals. Our 3-Butenenitrile finds its way into pharmaceutical synthesis, where its unsaturated nitrile group provides important reactivity for the construction of specialty intermediates. Often, labs reach for it as a building block to produce glutarimide derivatives, or as a stage in the multi-step construction of amino acids and vitamin analogs. The chemical’s reactivity doesn’t limit itself to one field — its double bond and nitrile can each take a starring role.
    We also work closely with polymer manufacturers. They count on our product for making ion-exchange resins used in water purification, citing its purity and consistency when other grades create issues during polymerization or during the finishing steps. Higher purity means better color and fewer reworks — a point noted by engineers as much as quality control inspectors. Other customers tap its utility as a precursor to pesticides, synthetic rubbers, and solvents, each with very specific requirements for impurity control. Here, attention to process details pays off down the line for predictable reactivity and yield.

    Comparison to Similar Chemicals

    Every customer has unique needs, and those new to the field occasionally ask how 3-Butenenitrile stands apart from similar nitriles. We see frequent comparisons with acrylonitrile and butyronitrile. Acrylonitrile, while a heavier hitter in terms of volume, comes with a vinyl group in place of the butene chain of 3-Butenenitrile, which seriously affects its chemical reactivity and end-use. Acrylonitrile’s risks — especially in polymerization — and its toxicity profile push many customers who seek milder, more targeted chemistry toward 3-Butenenitrile.
    Butyronitrile — or n-butyronitrile — shows up as another neighbor, thanks to its usefulness as a solvent. The difference, though, is in its lack of an unsaturated bond. When customers tell us about unsuccessful conjugate additions or failed polymerizations, we look back at the importance of 3-Butenenitrile’s double bond. It enables unique reaction pathways, which can't be matched by saturated analogs. That single refinement in structure opens new branches of synthetic chemistry, especially in step-growth processes for specialty polymers or custom fine-chemicals.

    Handling, Packaging, and Seamless Integration

    Decades of shipping and inventory management leave their mark. Customers order 3-Butenenitrile with expectations beyond chemical structure. They need delivery without leaks, specification sheets that reflect what’s in the drum, and technical support that doesn’t disappear after the order is processed. We package in steel drums lined with epoxy resin, which stands up to both the chemical itself and to the stresses of long-haul transport. The color and purity prove stable for extended periods when kept in dry, room-temperature storage, with real-world shelf life exceeding two years. Regular rotation and batch tracking keep stock fresh, and our network can handle both full-truckload and partial shipment requests.

    Safety Experiences and Worker Training

    Employees regularly remind us that, regardless of a chemical's lab specification, its real-world risk is what counts in an industrial setting. 3-Butenenitrile is volatile, with a flash point just above room temperature, which means we work with suitable fire mitigation and provide our staff with proper training. Our team members wear gloves and goggles when handling open containers and follow protocols built from years of practical experience, not just printed safety manuals. Regular air monitoring detects errant vapors and triggers ventilation adjustments. The sharp odor is a warning, not a comfort — one whiff at eye level means it’s time to inspect seals or vent lines.
    Techniques we developed for tank cleaning, drum transfer, and waste management come from real incidents. We recognize that near misses today can become major incidents tomorrow without learning and improvement. Our dedication to safety pays off in low incident rates, staff retention, and the trust our partners place in our product handling protocols.

    Supply Chain Thinking and Reliability Under Pressure

    Customers and partners sometimes overlook how the product's availability in the marketplace depends on much more than production capacity. We've kept operations running through feedstock shortages and transportation disruptions. Our collective knowledge of regional logistics, supplier relationships, and local regulations makes a difference. During high demand, our technical teams maintain transparent communication about capacity, turnarounds, and expected dates. No one on our staff feels that "just-in-time" means "just guessing" — we forecast based on plant uptime, shipping lane stability, and even weather patterns. This readiness enables us to reassure buyers during global events, keeping their projects on track.

    Sustainability, Waste Reduction, and Community Impacts

    Long-term producers know that manufacturing any chemical involves more than chemistry. We’ve invested in closed-loop recovery systems to capture offgas and spent process streams, recycling them to minimize waste and reduce the environmental load. Our process water goes through multi-stage stripping and filtration. Newer team members often get their first taste of chemical engineering in these auxiliary systems, and their upkeep has taught us as much about plant reliability as any reaction vessel ever could.
    We've cut annual hazardous waste generation to less than a quarter of what we saw two decades ago, thanks to employee innovation and frequent technical audits. Communities right outside our fence line notice and appreciate improvements in odor control and lower atmospheric emissions. Our contracts with waste processors and local authorities reflect shared responsibility, not just compliance.

    Adaptation and Improvements: What Decades in Production Teach

    Manufacturing 3-Butenenitrile at commercial scale rarely plays out exactly as the textbooks suggest. Feedstock variability, new regulatory guidance, and shifting customer requirements have sharpened our approach. Our continuous reactors rarely stand still for long — each half-year, process engineers evaluate new catalyst formulations based on actual yield and impurity data. Even small reactor temperature adjustments have produced improved selectivity, shaving unreacted byproduct levels while maintaining hourly throughput.
    Direct feedback from users finds its way back to our technical team. If a batch tests at trace impurity levels above spec, we trace it all the way to feedstock lot numbers and tank cleaning records. Every unexpected change becomes discussion for the next maintenance or operations meeting, making our system more robust batch by batch.

    Practical Problem-Solving for Clients

    Some users encounter issues during synthesis — unexpected side reactions or difficulties in isolation. We encourage open conversation, drawing from years of troubleshooting experience. Our technical staff has seen issues in amide formation, solvent aging, and polymer off-odor, many of which connect directly to impurity profiles or storage conditions. Standard solutions sometimes fall short, so we work up custom recommendations, tweak test conditions, and if necessary provide smaller batch samples processed through additional purification.
    For specialty applications, we review literature reports and consult with external specialists. Our support does not end when the invoice is paid — we follow up as customers scale from bench to pilot, ironing out process hiccups that come with scaling up. Over the past decade, these collaborative exchanges have improved our own plant operation and expanded our awareness of what real users expect from a focused manufacturer.

    Real-World Quality Verification and Record-Keeping

    Traceability and accountability keep repeat buyers loyal. With every order of 3-Butenenitrile, we include physical batch samples and maintain detailed production logs. Inspectors or auditors can trace any shipment back to capacitor checks, operator shift logs, and even the calibration records for our chromatography equipment. These records weigh heavily in our internal technical reviews, especially when product lots face customer site acceptance tests.
    We store reference samples from every large batch for at least three years, making later investigations into performance issues possible. Several stories from returning customers have shown us how even rare impurity excursions can have downstream impacts. Rather than relying on claim denial or defensiveness, we take responsibility, issue credits, or facilitate extra purification runs as necessary. Our faith in methodical, well-documented manufacturing enables us to meet and exceed quality expectations without hiding behind paperwork or red tape.

    Why Chemical Structure and Consistency Matter in Synthesis

    Experienced users understand that chemical identity and physical consistency can make or break an entire project. 3-Butenenitrile offers a unique structure — the vinyl group next to the nitrile is reactive under both nucleophilic and electrophilic conditions. This opens specific synthetic possibilities that cannot be matched by saturated nitriles or even by the similar but less reactive acrylonitrile.
    Our perspective, shaped by decades of hands-on production, keeps focus on practical outcomes. Whether making pharmaceuticals or advanced polymers, missed yields, unplanned exotherms, and slow reactions all feed back to the purity and integrity of the starting material. As the manufacturer, we know that our job is not finished at the point of shipping — our product’s real value appears in our clients’ labs and plants, where chemistry takes place under real-world conditions, using real drums, not just small bottles or vials.

    Looking Forward: Manufacturing Challenges and Solutions

    Change keeps us on our toes. Global markets, evolving technology, and environmental regulation push us to constantly improve safety, efficiency, and product consistency. Over the years, we have replaced legacy materials in drums, improved containment on transfer lines, and adopted green chemistry principles in synthesis where yield and selectivity allow.
    We follow developments in process intensification and seek ways to minimize energy consumption for distillation and drying. Employees participate in regular improvement meetings, and operators point out practical changes that only emerge through hands-on work at the plant floor. New process control and monitoring tools allow fewer undetected upsets, tighter impurity control, and faster production cycle times. These changes add up, keeping our 3-Butenenitrile competitive for new uses and reducing our environmental footprint.

    Engagement with Scientific Standards and Industry Practices

    Our team interacts with both industry peers and academic researchers. Active membership in chemical societies and standard-setting organizations lets us stay ahead of new analytical techniques and process safety approaches. This pays off when customers request detailed compliance or specification sheets meeting ever-tightening regulatory standards. We stress independent verification, not just in our own labs but also by accredited third-party labs whenever documentation for export or product acceptance is required.

    Final Thoughts from a Maker’s Perspective

    Industry experience teaches that every chemical is more than its basic data sheet. For us, 3-Butenenitrile sums up a combination of decades of production experience, scientific quality, and hands-on problem solving. We have spent years fine-tuning our process and depth of application knowledge. These efforts lead to reliable delivery, better synthesis results for customers, and safety leadership within the chemical manufacturing community.