p-(t-BUTYLDIMETHYLSILOXY)STYRENE

Product Code: SIB1941.0
CAS No: 84494-81-5
SDS Sheets: EU | US
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84494-81-5
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50 g
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Product data and descriptions listed are typical values, not intended to be used as specification.

  • HMIS

    2-2-0-X
  • Molecular Formula

    C14H22OSi
  • Molecular Weight (g/mol)

    234.41
  • Purity (%)

    97%
  • TSCA

    No
  • Boiling Point (˚C/mmHg)

    80/0.075
  • Density (g/mL)

    0.922
  • Refractive Index @ 20˚C

    1.5091

Additional Properties

  • Hydrolytic Sensitivity

    7: reacts slowly with moisture/water

    • Application

    Undergoes radical1,2 and anionic polymerization.3,4,5

    Reference

    1. Packirisamy, S. et al. J. Polym. Sci., Part A: Polym. Chem. 1989, 27, 2811.
    2. Xu, Y. et al. Polymer 1991, 32, 3103.
    3. Hirao, A. et al. Makromol. Chem., Rapid Commun. 1982, 3, 941.
    4. Hirao, A. et al. Makromol. Chem. 1985, 186, 1157.
    5. Ito, H. et al. Polym. Mater. Sci. Eng. Preprints 1993, 68, 12.

    Safety

  • Packaging Under

    Nitrogen

    • Alkenylsilane Cross-Coupling Agent

    The cross-coupling reaction is a highly useful methodology for the formation of carbon-carbon bonds. It involves two reagents, with one typically being a suitable organometallic reagent - the nucleophile - and the other a suitable organic substrate, normally an unsaturated halide, tosylate or similar - the electrophile.

    p-(t-Butyldimethylsiloxy)styrene; p-Vinyl-t-Butyldimethylbenzene

  • Useful for Heck cross-coupling to substituted protectedhydroxy functional styrenes
  • Undergoes radical and anionic polymerization
  • Extensive review of silicon based cross-coupling agents: Denmark, S. E. et al. "Organic Reactions, Volume 75" Denmark, S. E. ed., John Wiley and Sons, 233, 2011

    • Silicon Chemistry, Articles

    Silicon-Based Formation of Carbon-Carbon Bonds – Larson

    Hatanaka and Hiyama first reported the palladium-catalyzed, fluoride-promoted reaction of aryl, alkenyl, allyl, and ethynyltrimethylsilanes with aryl, vinil and allyl halides to form the respective cross-coupled products