1,2-BIS(DIMETHYLSILYL)BENZENE

Product Code: SIB1084.0
CAS No: 17985-72-7
SDS Sheets: EU | US
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17985-72-7
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Price
 
2.5 g
$236.00

Product data and descriptions listed are typical values, not intended to be used as specification.

  • HMIS

    2-2-1-X
  • Molecular Formula

    C10H18Si2
  • Molecular Weight (g/mol)

    194.42
  • Purity (%)

    97%
  • TSCA

    No
  • Boiling Point (˚C/mmHg)

    129/50
  • Density (g/mL)

    0.893
  • Flash Point (˚C)

    71 °C
  • Refractive Index @ 20˚C

    1.511

Additional Properties

  • Hydrolytic Sensitivity

    3: reacts with aqueous base

    • Application

    Acetylenes undergo dehydrogenative double silylation to yield cyclics.1
    Aldehydes undergo dehydrogenative double silylation to yield disila-2-oxacyclohexanes.2
    Reacts with ?-hydroxycarboxylates with Rh to form lactones.3
    Employed in the high-yield reduction of amides to amines in the presence of other reducible groups.4

    Fieser

    F&F: Vol. 20, p 40.

    Reference

    1. Tanaka, M. et al. Bull. Soc. Chim. Fr. 1993, 129, 667.
    2. Uchimaru, Y. et al. Organometallics 1992, 11, 2639.
    3. Mukaiyama, T. et al. Chem. Lett. 1997, 2, 18.
    4. Hanada, S. et al. J. Am. Chem. Soc. 2009, 131, 15032.

    Safety

  • Packaging Under

    Nitrogen

    • Bridging Silicon-Based Blocking Agent

    Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure.

    1,2-Bis(dimethylsilyl)benzene; Dimethylsilphenylene; BSB

  • Used to protect anilines, amines, and amino acids
  • Summary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure