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- Einecs Number 240-601-7
- HMIS 3-2-1-X
- Molecular Formula C3H8BrClSi
- Molecular Weight (g/mol) 187.54
- TSCA Yes
- Boiling Point (˚C/mmHg) 130-1°
- Density (g/mL) 1.375
- Flash Point (˚C) 41°C (106°F)
- Refractive Index @ 20˚C 1.4650
Review of synthetic utility.1
Modifies ITO electrodes allowing bonding of polyvinylpyridine.2
Forms oxasilacycles via a silylation/free-radical addition sequence. The resulting oxasilacycles can be oxidized and desilylated to diols.3
Used in a silicon-based templated cyclization to produce 1,4 diols.4,5
1. Handbook of Reagents for Organic Synthesis, Reagents for Silicon-Mediated Organic Synthesis, Fuchs, P. L. Ed., John Wiley and Sons, Ltd., 2011, p. 85-92.
2. Privman, M. et al. J. Am. Chem. Soc. 2009, 131, 1314.
3. Newlander, K. A. et al. J. Org. Chem. 1997, 62, 6726.
4. Stork, G.; Kahn, M. J. Am. Chem. Soc. 1985, 107, 500.
5. Lejeune, J.; Lallemand, J. Y. Tetrahedron Lett. 1992, 33, 2977.
Specialty 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.