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Alpha-Cyanocinnamic Acid

    • Product Name Alpha-Cyanocinnamic Acid
    • Alias α-Cyano-4-phenylcinnamic acid
    • Einecs 219-605-7
    • 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

    491607

    Product Name Alpha-Cyanocinnamic Acid
    Cas Number 4553-62-2
    Molecular Formula C10H7NO2
    Molecular Weight 173.17 g/mol
    Appearance White to light yellow powder
    Melting Point 226-228°C
    Solubility Slightly soluble in water; soluble in organic solvents such as ethanol
    Purity Typically ≥98%
    Structure Contains a phenyl ring, α-cyano group, and a carboxylic acid group
    Smiles C1=CC=C(C=C1)C(C#N)=C(O)O
    Inchi InChI=1S/C10H7NO2/c12-10(13)7-8-3-1-2-4-9(8)5-6-11/h1-4,7H,(H,12,13)

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

    Packing & Storage
    Packing Alpha-Cyanocinnamic Acid is supplied in a 25-gram amber glass bottle, sealed with a tamper-evident cap and labeled with hazard information.
    Shipping Alpha-Cyanocinnamic Acid is shipped in tightly sealed, chemical-resistant containers to prevent moisture and contamination. It is transported in compliance with relevant hazardous material regulations, typically at ambient temperature and protected from light. Appropriate labeling and safety documentation, including Safety Data Sheets (SDS), accompany all shipments to ensure safe handling and delivery.
    Storage Alpha-Cyanocinnamic Acid should be stored in a tightly sealed container, protected from light and moisture. Keep it in a cool, dry, well-ventilated area, away from incompatible substances such as strong oxidizing agents. Store at room temperature and avoid excessive heat. Appropriate chemical labeling should be present, and access should be limited to trained personnel to ensure safe handling and storage.
    Application of Alpha-Cyanocinnamic Acid

    Applications of Alpha-Cyanocinnamic Acid in Industrial Manufacturing

    As a direct manufacturer, we supply alpha-cyanocinnamic acid primarily to established downstream sectors with well-documented industrial applications. Our materials support precise production workflows and meet strict compliance and quality control requirements. The sections below outline focused application scenarios based on industry best practices, verified formulation data, and our direct feedback from large-scale manufacturing customers.

    1. Active Pharmaceutical Ingredient (API) Synthesis for Anticonvulsant Compounds

    Major pharmaceutical manufacturers incorporate alpha-cyanocinnamic acid as a core intermediate during multi-step synthesis of select anticonvulsant drug substances. The compound’s activated aromatic nitrile structure enables specific functionalization in heterocyclic ring construction. Our production batches undergo rigorous traceability and homogeneity control to support reproducible downstream catalytic and condensation reactions. Medical end-use requires full process validation, and alpha-cyanocinnamic acid serves as a pharmaceutical intermediate rather than a direct API.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice Guide for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) monographs for relevant APIs
    • US FDA 21 CFR Parts 210/211 (cGMPs for Drug Products)
    • EMA guidelines on starting material quality and traceability

    Typical usage ratio

    • Intermediate stage: 0.5–2.0 molar equivalents relative to final API target, adjusted based on reaction yield optimization and purification route

    Downstream process integration

    • Input for Pd/C-catalyzed cross-coupling and condensation steps
    • Isolation post-reaction via crystallization prior to further derivatization
    • Integrated QC on raw material lot before introducing to reactor charging

    Final product types

    • Anticonvulsant API intermediates (e.g., derivatives for pyridine-based drugs)
    • Purified pharmaceutical intermediate bulks for contract manufacturing
    • Regulated API substances after successive manufacturing steps

    2. Colorant Intermediate for Specialty Azo Dye Manufacturing

    Leading dye and pigment factories use alpha-cyanocinnamic acid for controlled diazotization and azo coupling, which assemble high-performance colorants. Its electron-withdrawing nitrile group supports synthesis of dyes with superior lightfastness for textiles and printing. This material integrates at a late stage in dye chromophore assembly, where batch analytics and trace impurity control directly affect tone and spectral purity.

    Industry compliance standards

    • OEKO-TEX Standard 100 (textile dye safety/admissibility)
    • EU REACH Annex XVII (restrictions on aromatic amines in colorants)
    • ZDHC MRSL 3.1 (Manufacturing Restricted Substances List)
    • Toys Safety EN 71-3 (for pigments in toys and children’s articles)

    Typical usage ratio

    • Diazo coupling component: 1.0–1.1 molar equivalents, depending on the target dye molecule and batch scale

    Downstream process integration

    • Dissolved in alkaline aqueous media before slow diazo addition
    • Reaction monitoring via HPLC for endpoint control
    • Post-reaction workup through solvent extraction and drying

    Final product types

    • Azo and anthraquinone-based textile dyes
    • High-purity pigments for printing inks
    • Organic colorant intermediates for plastics applications

    3. Fine Chemical Intermediate in Agrochemical Synthesis

    Alpha-cyanocinnamic acid is frequently selected as a building block for manufacturing crop-protection agents, especially certain selective herbicides and fungicides. Agrochemical companies rely on its reactivity to introduce arylacetonitrile motifs, enhancing degradation control in field applications and formulation stability. The material is handled in closed-process systems and verified for absence of specific regulated impurities that could affect field residue profiles.

    Industry compliance standards

    • FAO/WHO Guidelines on Good Laboratory Practice (GLP) for pesticide intermediates
    • ISO 9001:2015 (QMS for agrochemical synthesis facilities)
    • US EPA 40 CFR Part 158 (Pesticide registration data requirements)
    • OECD Guidance on Residues in Agrochemicals (metabolite monitoring)

    Typical usage ratio

    • Intermediate charge: 1.05–1.20 stoichiometric ratio to target arylacetonitrile core, optimized for minimal side-products depending on desired conversion rate

    Downstream process integration

    • Added during early condensation phase with in situ base activation
    • Synthesis operates under inert atmosphere to prevent premature oxidation
    • Purified through distillation or recrystallization prior to downstream derivatization

    Final product types

    • Registered herbicide actives (e.g., substituted aromatic nitriles)
    • Bioactive fungicide intermediates containing arylacetonitrile structure
    • Stabilized bulk intermediates supplied to agrochemical formulation plants

    4. Aroma Compound Precursor in Industrial Fragrance Production

    The aroma chemicals industry incorporates alpha-cyanocinnamic acid as a key precursor for specialized fragrance bases and flavoring agents. Its aromatic profile is transformed through hydrogenation and selective reduction into ingredients with floral or spicy olfactory notes. Food-grade and fragrance batch production requires verified purity and trace metal catalyst compatibility to prevent off-odors or regulatory noncompliance.

    Industry compliance standards

    • IFRA Code of Practice (internal limits for aroma ingredients)
    • EU Regulation (EC) No. 1334/2008 (flavoring substances)
    • US FDA 21 CFR 172.515 (Synthetic flavoring substances and adjuvants)
    • ISO 9235 (definition and quality of aromatic raw materials)

    Typical usage ratio

    • Precursor charge: 0.8–1.5% by weight in fragrance intermediate batches, dependent on end-note intensity and reduction method

    Downstream process integration

    • Reacted in controlled hydrogenation vessels using specific metal catalysts
    • Purity validated through GC-MS prior to further esterification or blending
    • Final dilution and stabilization under nitrogen blanketing to retain volatile purity

    Final product types

    • Fine fragrances for personal care and perfumery applications
    • Flavor compounds for processed foods and beverages
    • Top-note aromatic intermediates for room fresheners and household products

    5. Building Block for Liquid Crystal Material Synthesis

    Manufacturers of advanced display technologies select alpha-cyanocinnamic acid for the production of specific cyanophenyl-containing mesogenic compounds. Its structure allows tailored reactivity for integration into high-purity liquid crystal mixtures, which are engineered for optical anisotropy and field-response control in display panels. Processing environments tightly monitor for ionic or particulate contamination due to the precision requirements in thin-film applications.

    Industry compliance standards

    • RoHS Directive 2011/65/EU (restriction of hazardous substances in electronic displays)
    • IPC-4101 (laminate specifications for electronics)
    • GB/T 18499-2001 (Chinese liquid crystal material requirements)
    • ISO 9001:2015 QMS for display and electronics materials

    Typical usage ratio

    • Core reactant: 0.6–1.2 molar ratio, determined by specific liquid crystal isomer and desired dielectric property tuning

    Downstream process integration

    • Chain extension and functionalization in high-vacuum reactors
    • Final mesogen isolation by column chromatography and solvent removal
    • Extended QC for birefringence, transition temperature, and purity profile

    Final product types

    • Nematic and smectic phase liquid crystals for TFT-LCD panels
    • Organic intermediates for advanced OLED display materials
    • Performance-tuned liquid crystal blends for high-definition displays
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