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  • Dimethylketene Methyl Trimethylsilyl Acetal

  • Dimethylketene Methyl Trimethylsilyl Acetal

    Catalog Number
    ACM31469155-1
    CAS Number
    31469-15-5
    Product Name
    Dimethylketene Methyl Trimethylsilyl Acetal
    Structure
    Category
    Polymerization Initiators; Polymerization Reagents
    Synonyms
    1-Methoxy-2-Methyl-1-(Trimethylsilyloxy)Propene
    IUPAC Name
    (1-methoxy-2-methylprop-1-enoxy)-trimethylsilane
    Molecular Weight
    174.32 g/mol
    Molecular Formula
    C8H18O2Si
    Canonical SMILES
    CC(=C(OC)O[Si](C)(C)C)C
    InChI
    InChI=1S/C8H18O2Si/c1-7(2)8(9-3)10-11(4,5)6/h1-6H3
    InChI Key
    JNOGVQJEBGEKMG-UHFFFAOYSA-N
    Boiling Point
    52 °C(22 mmHg)
    Flash Point
    30 °C
    Purity
    >95%
    Appearance
    Colorless to Almost colorless clear liquid
    Application
    Dimethylketene Methyl Trimethylsilyl Acetal serves as a versatile reagent functioning as an ester enolate surrogate for a wide array of electrophilic reactions including alkylation Michael reactions aldol reactions and nitroarylation It also plays a crucial role as an initiator for group transfer polymerization of acrylates and engages in oxidation dimerization and cycloaddition processes Additionally this compound is instrumental in the synthesis of chiral β-lactams through its reaction with (S)-alkylidene(1-arylethyl)amines in the presence of titanium tetrachloride further showcasing its utility as a catalyst in group-transfer polymerization and a versatile agent in conjugate addition reactions
    Storage
    Store under inert gas
    Complexity
    152
    Covalently-Bonded Unit Count
    1
    Exact Mass
    174.107606g/mol
    Formal Charge
    0
    Hazard Statements
    H315 : Causes skin irritation.
    H319 : Causes serious eye irritation.
    H226 : Flammable liquid and vapour.
    Heavy Atom Count
    11
    MDL Number
    MFCD00010232
    Monoisotopic Mass
    174.107606g/mol
    Precautionary Statements
    P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
    P264 : Wash skin thoroughly after handling.
    P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
    P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
    P337 + P313 : If eye irritation persists: Get medical advice/ attention.
    P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water.
    Properties
    Liquid
    Rotatable Bond Count
    3
    Signal Word
    Warning
    Specific Gravity
    0.86
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