t-BUTYLDIPHENYLCHLOROSILANE

Product Code: SIB1968.0
CAS No: 58479-61-1
SDS Sheets: EU | US
COMMERCIAL
58479-61-1
Pack Size
Quantity
Price
 
50 g
$230.00
750 g
$1,371.00
2 kg
$2,425.00
18 kg
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Prices listed are EXW price (Morrisville, PA US) in USD. Prices vary depending on currency and Incoterms.

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

  • Einecs Number

    261-282-0
  • HMIS

    3-1-0-X
  • Molecular Formula

    C16H19ClSi
  • Molecular Weight (g/mol)

    274.87
  • TSCA

    Yes
  • Boiling Point (˚C/mmHg)

    90/0.015
  • Density (g/mL)

    1.074
  • Flash Point (˚C)

    112 °C
  • Refractive Index @ 20˚C

    1.5680

Additional Properties

  • Hydrolytic Sensitivity

    7: reacts slowly with moisture/water
  • Application

    Review of synthetic utility.1
    Due to steric bulk can be converted to ?-silyl aldehydes,2 which can be converted to olefins with high stereoselectivity.3

    Fieser

    F&F: Vol. 6, p 81; Vol. 12, p 81.

    Reference

    1. Handbook of Reagents for Organic Synthesis, Reagents for Silicon-Mediated Organic Synthesis, Fuchs, P. L. Ed., John Wiley and Sons, Ltd., 2011, p. 135-138.
    2. Barbero, A. et al. J. Chem. Soc., Perkin Trans 1 1995, 1525.
    3. Barbero, A. et al. Synthesis 2000, 1223.

    Safety

  • Packaging Under

    Nitrogen
  • Phenyl-Containing 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.

    tert-Butyldiphenylchlorosilane; (1,1-Dimethylethyl)diphenylchlorosilane; tert-Butylchlorodiphenylsilane

  • Forms more stable ethers than TBS ethers
  • Used to protect phenols, amines, carboxylic acids, and amides
  • Summary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure