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