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Ethyl 4-Nitrocinnamate

    • Product Name Ethyl 4-Nitrocinnamate
    • Alias ETHYL 4-NITROPHENYLACRYLATE
    • Einecs 246-773-5
    • 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

    814559

    Productname Ethyl 4-Nitrocinnamate
    Casnumber 2442-58-6
    Molecularformula C11H11NO4
    Molecularweight 221.21 g/mol
    Appearance Yellow solid
    Meltingpoint 94-96 °C
    Solubility Soluble in organic solvents like ethanol and DMSO
    Purity Typically ≥98%
    Smiles CCOC(=O)/C=C/c1ccc(cc1)[N+](=O)[O-]
    Synonyms Ethyl (E)-3-(4-nitrophenyl)prop-2-enoate

    As an accredited Ethyl 4-Nitrocinnamate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Ethyl 4-Nitrocinnamate, 25g, is packaged in a sealed amber glass bottle with a screw cap, labeled for laboratory use.
    Shipping **Shipping Description for Ethyl 4-Nitrocinnamate:** Ethyl 4-Nitrocinnamate should be shipped in tightly sealed containers, protected from light and moisture. It should be kept at room temperature and handled with care as a laboratory chemical. Appropriate labeling and documentation are required according to international shipping regulations for chemicals. Avoid exposure to strong oxidizing agents.
    Storage Ethyl 4-Nitrocinnamate should be stored in a cool, dry, and well-ventilated area, away from sources of heat, ignition, and direct sunlight. Store in a tightly sealed container, clearly labeled, and keep it away from incompatible substances such as strong oxidizing agents. Ensure the storage area is equipped with suitable spill containment measures and follow standard chemical safety protocols.
    Application of Ethyl 4-Nitrocinnamate

    Applications of Ethyl 4-Nitrocinnamate in Industrial Manufacturing

    As a direct manufacturer of Ethyl 4-Nitrocinnamate, we supply this specialized intermediate to a targeted group of downstream industries. Our extensive production experience ensures consistent batch quality and regulatory alignment across high-value segments. The following sections detail practical, real-world applications with comprehensive data on compliance, formulation, downstream integration, and product outcomes, supporting technical product managers and process developers with actionable insights.

    1. Pharmaceutical Synthesis: Non-steroidal Anti-inflammatory Agents

    Pharmaceutical manufacturers utilize Ethyl 4-Nitrocinnamate primarily as an intermediate in synthesizing specific non-steroidal anti-inflammatory drugs (NSAIDs), particularly for niche APIs where a nitro-group is vital for molecular function. The compound plays a key structural role in the condensation and reduction steps, contributing to the pharmacophore required for inflammation modulation. Manufacturers must demonstrate both starting material qualification and process traceability, as the presence of nitroaromatic residues is a point of regulatory scrutiny.

    Industry compliance standards

    • ICH Q7 GMP Guidelines for Active Pharmaceutical Ingredient Manufacture
    • EU GMP Annex 8 & 10 on Starting Materials
    • USP, Ph. Eur. Monograph Reference Alignment for API Manufacture
    • FDA 21 CFR 210/211 Drug Product Quality Systems

    Typical usage ratio

    • 0.8%–2.5% by molar ratio relative to total reactants; adjusted based on yield optimization data and specific API structural requirements

    Downstream process integration

    • Introduced in stepwise addition during the condensation phase of multi-component synthesis
    • Subsequent hydrogenation and purification before final coupling or esterification
    • Residue monitored under API synthesis impurity controls

    Final product types

    • Branded and generic NSAID drug substances
    • Prescription pain management tablets and capsules
    • Parenteral anti-inflammatory solutions for hospital settings

    2. Agrochemical Intermediate: Synthesis of Selective Herbicides

    Chemical crop protection manufacturers employ Ethyl 4-Nitrocinnamate in the synthesis of certain nitro-cinnamate derived herbicides targeting broadleaf weeds. It acts as a precursor enabling the stepwise functionalization necessary for downstream halogenation, esterification, and formulation stability. Formulators rely on strict residue validation during scale-up, as this intermediate can introduce persistent by-products if not sufficiently controlled.

    Industry compliance standards

    • FAO/WHO Specifications for Plant Protection Products
    • REACH Registration Requirements (EC 1907/2006) for Chemical Safety
    • OECD Guidelines 106, 107 for Environmental Fate and Residue Analysis
    • ISO 9001:2015 Quality Management in Agrochemical Production

    Typical usage ratio

    • 1.2%–4.5% by weight of total reaction mass, with adjustments based on targeted active content and environmental degradation requirements

    Downstream process integration

    • Charged into primary reactor during initial alkylation and nitration steps
    • Processed through controlled temperature ramping ahead of chlorination or methylation
    • Undergoes exhaustive filtration and crystallization prior to technical grade formulation

    Final product types

    • Active ingredients for selective herbicides targeting cereal crops
    • Granular and suspension concentrate herbicide formulations
    • Pre-emergence weed control agents sold into regulated agricultural markets

    3. UV-Absorber Precursor in Specialty Polymer Manufacturing

    Specialty polymer compounders incorporate Ethyl 4-Nitrocinnamate as a reactive monomer for the synthesis of high-performance UV-absorbing additives, particularly in engineering plastics for automotive and outdoor applications. The nitro group enhances the aromaticity, improving light absorption capacity in final polymer matrices. Consistent raw material feed quality is essential, as even minor impurities can adversely affect the optical and mechanical properties of finished masterbatches and sheets destined for demanding environments.

    Industry compliance standards

    • ISO 4892-2:2013 Plastics - Methods of exposure to laboratory light sources
    • RoHS Directive 2011/65/EU for restricted substances
    • ASTM D2565 for Xenon-Arc Exposure Testing of Polymeric Materials
    • Automotive OEM Material Approval Specifications (e.g., VW TL, GM GMW standard series)

    Typical usage ratio

    • 0.15%–1.0% by weight in polymer blends, fine-tuned based on desired UV stability levels and polymer type (polycarbonate, PMMA, or blends)

    Downstream process integration

    • Added to polymer melter prior to extrusion or compounding
    • Participates in in-situ functionalization to graft UV-absorbing moieties onto polymer backbone
    • Quality-controlled by UV-Vis spectrophotometry on final granules and sheets

    Final product types

    • UV-stabilized plastic sheets and films
    • Exterior automotive trim components
    • Greenhouse paneling and outdoor construction materials

    4. Organic Pigment Intermediate for Printing Inks

    The pigment manufacturing sector leverages Ethyl 4-Nitrocinnamate as an intermediate in producing certain organic azo and nitro pigments for high-durability printing inks. The material reinforces chromophore structures during diazotization and coupling processes, resulting in pigment dispersions with improved lightfastness and chemical resistance. Regulatory monitoring focuses on trace nitro-derivatives and VOC residuals in final pigment dispersions.

    Industry compliance standards

    • EN 71-3:2019 (Safety of Toys - migration of certain elements, applicable to inks for children’s products)
    • ISO 2846-1:2017 (Color and transparency of printing ink pigments)
    • AP(89)1 Council of Europe Guidelines for Printing Inks Used on Food-Contact Materials
    • GMP processes according to EuPIA (European Printing Ink Association) guidelines

    Typical usage ratio

    • 0.5%–3.2% by mass within pigment synthesis reactors, varied according to targeted pigment intensity and hue

    Downstream process integration

    • Batch added prior to primary diazotization or coupling reactions
    • Integrated with resin systems for pigment dispersion stabilization
    • Monitored for unreacted nitro intermediates at pigment filtration stage

    Final product types

    • High-performance inkjet and offset inks
    • UV-curable and thermal transfer printing inks
    • Packaging inks compliant with low-migration legislation
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