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    1186-10-3

    Catalog No. EBD177813

    CAS 1186-10-3

    Name 1-bromo-3-diethoxyphosphorylpropane

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    Basic Information

    Synonyms: DIETHYL(3-BROMOPROPYL)PHOSPHONATE DIETHOXY3-BROMOPROPYLPHOSPHINE NSC138345 P-(3-Bromopropyl)phosphonicAcidDiethylEster DIETHYL-3-BROMOPROPANEPHOSPHONICACID 1-bromo-3-diethoxyphosphoryl-propane 1-bromo-3-diethoxyphosphorylpropane 1-[3-bromopropyl(ethoxy)phosphoryl]oxyethane

    Molecular Formula: C7H16BrO3P

    Molecular Weight: 259.08

    MDL Number: MFCD00800966

    Categories: Synthetic Chemistry > Organic Building Blocks > Phosphorus Compounds Synthetic Chemistry > Basic Synthetic Reagents > C-C Bond Formation Reagents

    Product Description:
    Diethyl (3-bromopropyl)phosphonate is an organophosphorus compound featuring a bromopropyl chain attached to a phosphonate ester group. It is a colorless to pale yellow liquid with the molecular formula C7H16BrO3P. This compound serves as a versatile synthetic building block, primarily due to the presence of both a reactive alkyl bromide moiety and a phosphonate ester group. Its primary application is in organic synthesis as a reagent for the Horner-Wadsworth-Emmons (HWE) olefination reaction. The phosphonate group acts as a stabilized carbanion precursor after deprotonation, which then reacts with aldehydes or ketones to form alkenes (olefins). The 3-bromopropyl chain provides a handle for further functionalization or cyclization reactions, making it a useful intermediate for constructing more complex molecules containing phosphorus or for introducing a three-carbon spacer with terminal reactivity. This reagent is commonly employed in research laboratories for the synthesis of various target compounds, including pharmaceuticals, agrochemicals, and functional materials. It is moisture-sensitive and should be handled under inert atmosphere. Proper personal protective equipment is required due to its lachrymatory nature and potential skin/eye irritation.
    Physical Properties

    Boiling Point: 94-95 °C/2 mmHg(lit.)

    Flash Point: >110 °C

    Density: 1.348 g/mL at 25 °C(lit.)

    Refractivity: n20/D 1.4620(lit.)

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