Pack Size
Quantity
Price
 
5 g
$71.00
25 g
$278.00

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

  • Einecs Number

    211-772-5
  • HMIS

    2-4-1-X
  • Molecular Formula

    C6H8Si
  • Molecular Weight (g/mol)

    108.21
  • Purity (%)

    97%
  • TSCA

    Yes
  • Delta H Vaporization (kJ/mol)

    8.31 kcal/mole
  • Boiling Point (˚C/mmHg)

    120
  • Density (g/mL)

    0.8681
  • Flash Point (˚C)

    8 °C
  • Melting Point (˚C)

    -64 to -68°
  • Refractive Index @ 20˚C

    1.5125

Additional Properties

  • Hydrolytic Sensitivity

    7: reacts slowly with moisture/water
  • Application

    Reducing reagent in radical reductions.1
    Yields ISiH3 on treatments with HI in presence of AlI3.2
    Adds to norbornene with high ee.3

    Reference

    1. Barton, D. et al. Synlett 1991, 435.
    2. Tamizhmani, G. et al. Chem. Mater. 1990, 2, 473.
    3. Gountchev, T. I.; Tilley, T. D. Organometallics 1999, 18, 5661.

    Safety

  • Packaging Under

    Nitrogen
  • Store Cold
  • Mono-substituted Silane Reducing Agent

    Organosilanes are hydrocarbon-like and possess the ability to serve as both ionic and free-radical reducing agents. These reagents and their reaction by-products are safer and more easily handled and disposed than many other reducing agents. The metallic nature of silicon and its low electronegativity relative to hydrogen lead to polarization of the Si-H bond yielding a hydridic hydrogen and a milder reducing agent compared to aluminum-, boron-, and other metal-based hydrides. A summary of some key silane reductions are presented in Table 1 of the Silicon-Based Reducing Agents brochure.

    Trihydridosilane

    Silyl Hydrides are a distinct class of silanes that behave and react very differently than conventional silane coupling agents. They react with the liberation of byproduct hydrogen. Silyl hydrides can react with hydroxylic surfaces under both non-catalyzed and catalyzed conditions by a dehydrogenative coupling mechanism. Trihydridosilanes react with a variety of pure metal surfaces including gold, titanium, zirconium and amorphous silicon, by a dissociative adsorption mechanism. The reactions generally take place at room temperature and can be conducted in the vapor phase or with the pure silane or solutions of the silane in aprotic solvents. Deposition should not be conducted in water, alcohol or protic solvents.

    Phenylsilane; Silylbenzene

  • ΔHvap: 34.8 kJ/mol
  • Employed in the reduction of esters to ethers
  • Reduces α,β-unsaturated ketones to saturated ketones in the presence of tri-n-butyltin hydride
  • Reduces tin amides to tin hydrides
  • Used in the tin-catalyzed reduction of nitroalkanes to alkanes
  • Reduces α-halo ketones in presence of Mo(0)
  • Adds to norbornene with high ee
  • Reducing reagent in radical reductions
  • Yields ISiH3 on treatments with HI in presence of AlI3
  • Extensive review of silicon based reducing agents: Larson, G.; Fry, J. L. "Ionic and Organometallic-Catalyzed Organosilane Reductions", Wipf, P., Ed.; Wiley, 2007
  • Silicon Chemistry, Articles

    Key Organosilane Reductions – Larson

    The Si-H bond, based on the relative electrongativities of Si and H, is polarised such that the hydrogen is slightly hydridic in nature. The fact that the silanes are not strongly hydridic makes them excellent candidates for mild and selective reductions of organic functional groups.

    Silicon Chemistry, Articles

    Organosilane Reductions with Polymethylhydrosiloxanes – Larson

    The reduction of a comprehensive range of organic functional groups ranging from carboxylic acids to aryl fluorides have been shown to be possible with a variety of organosilanes. A comprehensive review of the ionic and transition metal-catalyzed reductions of organic functional groups has recently appeared.

    Silicon Chemistry, Articles

    Silicon Chemistry, Articles

    The Synthesis of Gliflozins – Larson

    Some of the general approaches to the key steps in the synthesis of gliflozins, a class of glucose transporters, are discussed. In particular the glycosidation step for the introduction of the key aryl moiety onto the glucose and the reduction steps are presented.  Click here for more product information on tetramethyldisiloxane (TMDO, TMDS) reducing agent.