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Boiling Point: 120° / 1.5
Molecular Weight: 315.43
Specific Gravity: 0.986
Flashpoint: 76°C (169°F)
HMIS Key: 3-2-1-X
Hydrolytic Sensitivity: 8: reacts rapidly with moisture, water, protic solvents
Refractive Index: 1.4543
Application: Review of synthetic utility.1
Review on organosilane protecting groups.2
Reagent for protection of 3',5' hydroxy nucleosides.3,4
Key review in natural products synthesis.5
Protects the four equatorial hydroxyls of inositol in a single step.6
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. 230-233.
2. Larson, G. L. “Silicon-Based Blocking Agents” Gelest, Inc. 2014.
3. Kanaya, E. N. et al. Biochemistry 1987, 26, 7159.
4. Markiewicz, W. J. Chem. Res. 1979, 24.
5. Ziegler, T. et al. Trends Org. Chem. 1997, 6, 91.
6. Martin-Lomas, M. et al. Eur. J. Org. Chem. 2000, 1539.
Fieser: F&F: Vol. 16, p 125.