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3-Cyano-4-Methylcoumarin

    • Product Name 3-Cyano-4-Methylcoumarin
    • Alias 4-methyl-2-oxo-2H-chromene-3-carbonitrile
    • Einecs 629-370-1
    • 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
    VTB
    Specifications

    HS Code

    813947

    Chemical Name 3-Cyano-4-Methylcoumarin
    Cas Number 37945-58-3
    Molecular Formula C11H7NO2
    Molecular Weight 185.18 g/mol
    Appearance Off-white to yellow crystalline powder
    Melting Point 198-202°C
    Solubility Slightly soluble in water, soluble in organic solvents
    Purity Typically >98%
    Storage Temperature Store at room temperature, keep container tightly closed
    Synonyms 4-Methyl-3-cyanocoumarin
    Smiles CC1=CC2=C(C=CC(=O)O2)C(=C1)C#N
    Inchi InChI=1S/C11H7NO2/c1-6-4-8-10(13)5-9(11(8)14-7(6)2)3-12/h4-5H,1-2H3
    Hazard Statements May cause skin and eye irritation

    As an accredited 3-Cyano-4-Methylcoumarin 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 tightly sealed cap, labeled "3-Cyano-4-Methylcoumarin, C10H7NO2, 99% purity, for research use."
    Shipping 3-Cyano-4-Methylcoumarin is shipped in tightly sealed containers, protected from moisture and light. The chemical is handled as a non-hazardous material under standard conditions, but care is taken to prevent spillage and exposure. Packages include proper labeling and documentation, and transportation complies with applicable regulations for laboratory chemicals.
    Storage Store 3-Cyano-4-Methylcoumarin in a tightly sealed container, in a cool, dry, and well-ventilated area, away from direct sunlight and sources of ignition. Keep it separate from incompatible substances such as oxidizing agents. Recommended storage temperature is 2-8°C. Ensure proper labeling and access limited to authorized personnel. Avoid moisture and observe all standard laboratory safety protocols.
    Application of 3-Cyano-4-Methylcoumarin

    Applications of 3-Cyano-4-Methylcoumarin in Industrial Manufacturing

    As a specialized manufacturer, we supply 3-Cyano-4-Methylcoumarin to key sectors requiring advanced intermediate chemicals. This compound serves as a vital building block across various regulated downstream production environments demanding specific purity, concentration control, and consistent performance for targeted end uses.

    1. Pharmaceutical Intermediate for Anticoagulant Synthesis

    Major pharmaceutical producers incorporate 3-Cyano-4-Methylcoumarin as an essential intermediate in multistep syntheses of substituted coumarin drugs, notably anticoagulants such as acenocoumarol. Manufacturing requires strict integration of this material to maintain reaction yields and achieve mandated impurity profiles, especially for clinical solid dosage formulations. Final application parameters must align with stringent regulatory requirements for the active pharmaceutical ingredient (API) sector and are regularly audited for compliance.

    Industry compliance standards

    • Current Good Manufacturing Practice (cGMP) for APIs (ICH Q7, EMA)
    • United States Pharmacopeia (USP <1121>, <232>) for residual solvents and elemental impurities
    • European Pharmacopoeia (Ph. Eur.) for coumarin derivatives
    • FDA Drug Master File (DMF) guidance for excipients and intermediates

    Typical usage ratio

    • Reaction input levels of 10–23% molar ratio relative to primary reactants, adjusted per target molecule structure and stepwise yield optimization

    Downstream process integration

    • Direct addition during core condensation or side-chain modification steps in batch API synthesis lines
    • In-line QC for identity confirmation via HPLC or GC-MS post-reaction
    • Feedstock for further derivatization and recrystallization purification

    Final product types

    • Finished anticoagulant APIs (e.g., acenocoumarol)
    • Pharmaceutical bulk intermediate compounds
    • Regulated solid oral dosage drugs
    • Clinical trial and reference standards involving coumarin scaffolds

    2. Fluorescent Dye and Laser Marker Precursor

    Optical material manufacturers utilize this compound as a precursor for synthetic fluorescent dyes and laser marking agents. Processes depend on precise stoichiometric conversion rates to maintain target quantum yields and emission wavelengths, which are critical for laser-based barcode readers, authentication systems, and high-intensity fluorescent coatings. Operations consistently apply advanced colorimetric and photophysical control methods during scale-up and batch verification.

    Industry compliance standards

    • EN 62471:2008 Photobiological safety of lamps and lamp systems
    • RoHS Directive 2011/65/EU for hazardous substance limitation
    • ISO 8781 for pigment and dye characterization
    • ASTM D4303-10 for lightfastness of colorants

    Typical usage ratio

    • 2–6% w/w in final dye synthesis reactions; ratio modulated for emission spectrum tuning and carrier matrix compatibility

    Downstream process integration

    • Incorporation in dye-synthesis reactors upstream of coumarin-derivative condensation
    • Subsequent solvent extraction and spectral analysis at each purification stage
    • Addition to polymer masterbatches or ink concentrate blends after verified conversion

    Final product types

    • Industrial fluorescent dyes for marking and tracers
    • Laser-readable security pigments
    • High-visibility coatings and paints
    • Photoluminescent labeling materials

    3. Agri-Chemical Synthesis for Plant Growth Regulators

    Agrochemical formulators adopt 3-Cyano-4-Methylcoumarin as a key intermediate in the creation of selective plant growth regulators (PGRs). The compound’s structural properties permit targeted modifications, especially for products intended for cereal crops and turf management. Processing requires detailed control over derivatization reactions, maintaining trace impurity levels that meet both domestic and export agri-chemical regulations. Batch records ensure traceability throughout each custom PGR formulation cycle.

    Industry compliance standards

    • FAO/WHO specification for PGRs (FAO, JMPR)
    • US EPA 40 CFR Part 180 tolerance exemptions
    • EU Plant Protection Products Regulation (EC No 1107/2009)
    • ISO 17025 for agrochemical testing laboratories

    Typical usage ratio

    • 8–15% w/w as starting intermediate; ratio set based on required transformation efficiency and post-synthesis purification yield

    Downstream process integration

    • Feedstock in heterocyclic coupling or esterification reactors for PGR precursor synthesis
    • Integrated with continuous multi-stage extraction units
    • Supplied to blending tanks following structural verification by NMR or MS

    Final product types

    • Cereal and turf PGR technical concentrates
    • Formulated agricultural spray solutions
    • Seed treatment agents
    • Custom PGR blends for export

    4. Specialty Polymer Additive for UV-Sensitive Materials

    Producers of specialty polymers and engineering plastics introduce 3-Cyano-4-Methylcoumarin-derived additives to impart UV-responsive properties in industrial coatings and molded parts. Chemical integration occurs during compounding, requiring careful control to avoid matrix incompatibility or loss of reactivity. Application development emphasizes repeatable additive dispersion and sustained photochromic activity as validated through accelerated weathering tests and industrial quality inspections.

    Industry compliance standards

    • REACH Regulation (EC No. 1907/2006) for chemical safety
    • ISO 4892-3 for plastics exposure to laboratory light sources
    • DIN EN ISO 11357-1 for differential scanning calorimetry
    • UL 94 flammability testing for finished polymer goods

    Typical usage ratio

    • 0.2–1.1% w/w as masterbatch additive; dosage determined by UV reactivity targets and base polymer adaptation needs

    Downstream process integration

    • Direct metering into twin-screw extrusion lines for masterbatch production
    • Compatibility testing with polymer resin and co-additives pre-compounding
    • Final blend quality verified by spectrophotometry and UV-exposure cycling

    Final product types

    • UV-sensitive plastic films and foils
    • Photochromic molded trims and functional casings
    • Industrial UV indicator labels
    • Engineering plastics for outdoor components

    5. Chemical Research Reagent for Structure-Activity Studies

    Commercial labs and institutional R&D centers routinely source this compound as part of structure-activity relationship (SAR) screening libraries or specialty research blends. Handling protocols demand high material traceability and reproducibility per experiment series, supporting a range of custom synthesis and analytical studies. Batch-level purity specifications directly affect downstream derivatization and reporting accuracy for patent filing or peer-reviewed publication.

    Industry compliance standards

    • ISO 9001:2015 for laboratory chemical manufacturers
    • OECD Good Laboratory Practice (GLP)
    • ASTM E287-02 for laboratory reagent accuracy
    • ISO Guide 34 for reference material production

    Typical usage ratio

    • Typical research scales from 10 mg up to 2 g per experiment; quantities scaled according to reaction scope, derivatization complexity, and analytical requirements

    Downstream process integration

    • Sourcing for SAR compound libraries
    • Custom synthesis for academia-industry development collaborations
    • Integration into parallel reactions or high-throughput screening setups

    Final product types

    • Custom organic intermediates for chemical discovery
    • Lead candidate molecules for pharmaceutical R&D
    • Published reference standards
    • SAR screening compounds for medicinal chemistry
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