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Boiling Point: 190-1°
EINECS Number: 242-273-0
Melting Point: -15°
Molecular Weight: 213.22
Specific Gravity: 1.009
Flashpoint: 61°C (142°F)
HMIS Key: 3-2-1-X
Hydrolytic Sensitivity: 8: reacts rapidly with moisture, water, protic solvents
Refractive Index: 1.4561
Application: Review of synthetic utility.1
Reagent for protection of 1,2 and 1,3 diols.2
Used as the source for di-tert-butylsilylene, in particular for the thermal silylene precursor, 1-silabicyclo[4.2.0]heptane.3 The silabicycloheptane di-tert-butylsilylene precursor has been utilized in a number of synthetic applications.4,5,6
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. 201-207.
2. Trost, B. et al. Tetrahedron Lett. 1981, 22, 4999.
3. Driver, T. G.; Franz, A. K.; Woerpel, K. A. J. Am. Chem. Soc. 2002, 124, 6524.
4. Driver, T. G.; Woerpel, K. A. J. Am. Chem. Soc. 2004, 126, 9993.
5. Driver, T. G.; Woerpel, K. A. J. Am. Chem. Soc. 2003, 125, 10659.
6. Howard, B. E.; Woerpel, K. A. Org. Lett. 2007, 9, 4651.