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  • Diethyl Allylphosphonate, ≥95%

  • Diethyl Allylphosphonate, ≥95%

    Catalog Number
    ACM1067874-1
    CAS Number
    1067-87-4
    Product Name
    Diethyl Allylphosphonate, ≥95%
    Structure
    Category
    Monomers
    IUPAC Name
    3-diethoxyphosphorylprop-1-ene
    Molecular Weight
    178.17g/mol
    Molecular Formula
    C7H15O3P
    Canonical SMILES
    CCOP(=O)(CC=C)OCC
    InChI
    InChI=1S/C7H15O3P/c1-4-7-11(8,9-5-2)10-6-3/h4H,1,5-7H2,2-3H3
    InChI Key
    YPJHXRAHMUKXAE-UHFFFAOYSA-N
    Application
    Diethyl Allylphosphonate, ≥95%, is a versatile clear colorless liquid used as a reactant in various advanced chemical syntheses. Its purpose lies in enabling significant reactions such as the copolymerization of phosphonated allyl monomers with maleic anhydride and facilitating enantioselective synthesis of complex structures like solamin-type mono-THF acetogenins. It plays a crucial role in ring-closing metathesis reactions leading to oxaphospholene and oxaphosphinene heterocycles and aids in the synthesis of spongistatin 2 via Wittig coupling. Moreover, it supports the stereoselective synthesis of intricate furanosteroids and the preparation of protected polyhydroxylated β-amino acids, vital constituents of microsclerodermins. Diethyl Allylphosphonate is pivotal in C-C bond formation reactions, highlighted by its refined addition process involving controlled interaction with aldehydes to yield (E)-1-aryl/alkylbutadienes, and is instrumental within metathesis reactions with dimethyl vinylphosphonate under specific conditions.
    Complexity
    146
    Covalently-Bonded Unit Count
    1
    EC Number
    619-646-5
    Exact Mass
    178.075881g/mol
    Formal Charge
    0
    Heavy Atom Count
    11
    Monoisotopic Mass
    178.075881g/mol
    Rotatable Bond Count
    6
    XLogP3
    0.8
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