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Diethyl (Phthalimidomethyl)Phosphonate

    • Product Name Diethyl (Phthalimidomethyl)Phosphonate
    • Alias Horner’s reagent
    • Einecs 670-799-2
    • 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

    192554

    Chemical Name Diethyl (Phthalimidomethyl)phosphonate
    Cas Number 15142-96-8
    Molecular Formula C13H18NO5P
    Molecular Weight 299.26
    Appearance White to off-white solid
    Melting Point 58-62°C
    Solubility Soluble in organic solvents (e.g., dichloromethane, ethanol)
    Purity Typically ≥98%
    Smiles CCOP(=O)(CCN1C(=O)C2=CC=CC=C2C1=O)OCC
    Inchi InChI=1S/C13H18NO5P/c1-3-17-20(16,18-4-2)9-10-14-11(15)12-7-5-6-8-13(12)14/h5-8H,3-4,9-10H2,1-2H3
    Storage Conditions Store at 2-8°C, keep container tightly closed

    As an accredited Diethyl (Phthalimidomethyl)Phosphonate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing 50 g of Diethyl (Phthalimidomethyl)phosphonate is securely sealed in an amber glass bottle with a tamper-evident cap and labeled clearly.
    Shipping Diethyl (Phthalimidomethyl)phosphonate is shipped in tightly sealed containers, protected from moisture and light. It should be transported at ambient temperature, in compliance with relevant chemical shipping regulations. Appropriate labeling and documentation, including safety data sheets (SDS), must accompany the shipment. Handle with care to prevent leaks or accidental exposure.
    Storage Store Diethyl (Phthalimidomethyl)phosphonate in a cool, dry, and well-ventilated area, away from direct sunlight and incompatible materials such as strong oxidizers. Keep container tightly closed and clearly labeled. Use suitable, chemical-resistant containers. Avoid moisture and sources of ignition. Ensure storage area has appropriate spill containment and is accessible only to trained personnel following standard laboratory safety protocols.
    Application of Diethyl (Phthalimidomethyl)Phosphonate

    Applications of Diethyl (Phthalimidomethyl)Phosphonate in Industrial Manufacturing

    As a manufacturer of Diethyl (Phthalimidomethyl)Phosphonate, we supply this organophosphorus intermediate to specialized sectors requiring high-purity synthesis building blocks. Below we detail real industrial applications across fine chemicals, focusing on process specifics, regulatory frameworks, precise formulation principles, and direct converting practices by leading downstream enterprises.

    1. API Intermediate Synthesis for Antiviral Pharmaceuticals

    Pharmaceutical manufacturers use Diethyl (Phthalimidomethyl)Phosphonate as a core intermediate in constructing nucleotide analogues for antiviral drugs, particularly in the synthesis of tenofovir and related phosphonate-containing APIs. Its phosphorus-carbon bond configuration allows for the introduction of phosphonate moieties in nucleoside structures, supporting targeted therapeutic products approved globally. In multi-step organic synthesis, its unique role arises during the late-stage transformation where chemoselective substitution or Michaelis–Arbuzov reactions occur under strictly monitored conditions.

    Industry compliance standards

    • ICH Q7 GMP for APIs
    • European Pharmacopoeia (Ph. Eur.) monographs for related substances
    • US FDA 21 CFR Part 211
    • Chinese Pharmacopoeia (ChP) and DMF filing standards

    Typical usage ratio

    • Typically 1.0–1.2 molar equivalents relative to nucleoside starting materials, with adjustments based on reaction yield optimization, impurity profile, and downstream reaction scale

    Downstream process integration

    • Enters at the phosphonylation step during multi-step API synthesis, commonly reacted under basic or phase-transfer catalysis at 0–40°C; subsequent product isolation relies on solvent extraction and crystallization under validated SOPs

    Final product types

    • Active antiviral pharmaceutical ingredients such as tenofovir disoproxil fumarate, adefovir dipivoxil, and intermediate compounds for prodrug synthesis

    2. Agrochemical Active Ingredient Development

    Manufacturers engaged in novel pesticide synthesis utilize Diethyl (Phthalimidomethyl)Phosphonate as a precursor for organophosphorus-based active ingredients with insecticidal or herbicidal activity. Its molecular framework offers a direct route to C–P bond formation, which is essential for the creation of stable phosphonate motifs present in selected herbicides. The compound participates in controlled alkylation and further derivatization steps to tailor molecule structure for target crop and pest applications, often under continuous monitoring to comply with residue and safety standards.

    Industry compliance standards

    • FAO/WHO specification for pesticide active substances
    • EU REACH registration
    • China GB/T 1603-2001 for purity analysis
    • ISO 17025-accredited quality assurance protocols

    Typical usage ratio

    • Ranges from 0.8–1.3 molar equivalents relative to target core substrates, with process engineers adjusting for conversion efficiency and downstream hydrolysis control

    Downstream process integration

    • Introduced during the core coupling stage, typically under inert atmosphere and anhydrous conditions, followed by purification using industrial chromatography or distillation techniques; applied in both batch and semi-continuous operations

    Final product types

    • Phosphonate-functionalized herbicide actives and insecticidal intermediates used in formulated EC (emulsifiable concentrate) and SC (suspension concentrate) products for commercial agriculture

    3. Flame Retardant Monomer Synthesis for Polymeric Materials

    Producers of phosphorus-based flame retardant additives integrate Diethyl (Phthalimidomethyl)Phosphonate as a functional monomer or intermediate in the synthesis of non-halogenated flame retardants. It contributes to the backbone of modified polyesters and epoxy matrices used in electronics, construction, and transportation. The raw material’s participation in polycondensation or transesterification reactions leads to permanent incorporation of phosphorus groups, satisfying regulatory requirements for low migration and environmental safety.

    Industry compliance standards

    • UL 94 and EN 13501-1 flammability test protocols
    • EU RoHS Directive (2011/65/EU) for restricted substances
    • REACH Annex XVII for phosphorus compound restrictions
    • ISO 9001 quality management for polymer manufacturing

    Typical usage ratio

    • 0.5–3% by weight based on total monomer or resin mass, fine-tuned according to targeted phosphorus content and flame resistance level measured in finished goods testing

    Downstream process integration

    • Added during monomer charging into polycondensation reactors with precise temperature and vacuum controls, ensuring homogeneous incorporation, with QC tracking phosphorus integration by ICP-OES or NMR assessment

    Final product types

    • Phosphorus-containing epoxy resins, flame-retardant polyesters, and environmental-friendly flame retardant masterbatches supplied to cable, housing, and automotive component manufacturers

    4. Fine Chemical Building Blocks for Heterocycle Synthesis

    Advanced fine chemical producers use this raw material in multi-step syntheses aiming to construct functionalized heterocycles—key scaffolds in agrochemical, medical, and specialty reagent fields. Its reactivity allows controlled formation of C–P bonds and the transfer of phthalimido groups, often in tandem with cyclization or nucleophilic substitution. Each project involves careful route design to ensure the efficient assembly of complex heterocycles where phosphorus integration is structurally essential.

    Industry compliance standards

    • Chemical hygiene standards per OSHA 29 CFR 1910.1450
    • Certificate of Analysis (CoA) consistency with ≥98% HPLC purity
    • GMP synthesis protocols where intended for regulated end use
    • REACH chemical safety reporting (for EU production)

    Typical usage ratio

    • Measured between 1.0–1.5 molar equivalents, adapted based on substrate reactivity and downstream transformation yield, with adjustment for byproduct minimization

    Downstream process integration

    • Utilized in the formation of intermediate phosphonate esters, introduced into reactors during nucleophilic addition or cyclization under controlled pH and inert gas, with reaction monitoring by LC-MS

    Final product types

    • Functionalized pyrroles, imidazoles, and indole derivatives used as key intermediates in drug discovery and agrochemical R&D
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