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    3699-66-9

    Catalog No. EBD106209

    CAS 3699-66-9

    Name ethyl 2-diethoxyphosphorylpropanoate

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    Basic Information

    Synonyms: 2-Phosphonopropionicacidtriethylester ethyl2-(diethoxyphosphoryl)propanoate ethyl(2R)-2-(diethoxyphosphoryl)propanoate ethyl(2S)-2-(diethoxyphosphoryl)propanoate Triethyl2-phosphonopropionate Diethyl1-(ethoxycarbonyl)ethanephosphonate ethyl2-diethoxyphosphorylpropanoate diethyl[1-(ethoxycarbonyl)ethyl]phosphonate

    Molecular Formula: C9H19O5P

    Molecular Weight: 238.22

    MDL Number: MFCD00009159

    Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > OLED and Organic Optoelectronic Precursors Synthetic Chemistry > Organic Building Blocks > Phosphorus Compounds

    Product Description:
    Triethyl 2-phosphonopropionate is an organophosphorus compound with the molecular formula C9H21O5P. It is a colorless to pale yellow liquid and serves as a key Horner-Wadsworth-Emmons (HWE) reagent. Its structure features a phosphonate group adjacent to an ester, making it a versatile building block for the synthesis of α,β-unsaturated esters and other functionalized olefins. Its primary and most significant application is in the field of materials chemistry, particularly in the synthesis of organic light-emitting diode (OLED) materials and other organic electronic components. It is extensively used in the construction of conjugated systems, such as stilbenes and other π-extended structures, which are crucial for the emissive or charge-transport layers in OLED devices. The HWE reaction using this reagent allows for precise control over the stereochemistry (typically yielding E-alkenes) and the introduction of specific functional groups required for tuning optoelectronic properties. Beyond its role in advanced materials, this phosphonate ester is a fundamental and widely used reagent in synthetic organic chemistry laboratories. It is employed in the synthesis of various pharmaceuticals, agrochemicals, and natural products where the introduction of an acrylate moiety is needed. As a liquid, it requires careful handling under inert atmosphere to prevent hydrolysis and should be stored in a cool, dry place.
    Physical Properties

    Boiling Point: 143-144 °C/12 mmHg(lit.)

    Flash Point: 89 °C

    Density: 1.111 g/mL at 25 °C(lit.)

    Refractivity: n20/D 1.431(lit.)

    Analytical Data

    Appearance: Clear colourless liquid

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