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Boiling Point: 92-3° / 5
Melting Point: -5°
Molecular Weight: 229.26
Alternative Name: PHENYLTRIMETHYLSILYLSELENIDE
Specific Gravity: 1.196
HMIS Key: 3-2-1-X
Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
Refractive Index: 1.5525
Application: Review of synthetic utility.1
Catalytic radical initiator for alkylselenation and other radical reactions.2
Asymmetrically opens epoxides.3
Regio- and stereoselectively adds to acetylenes under palladium catalysis.4
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. 421-422.
2. Pandey, G. et al. J. Org. Chem. 2000, 65, 4309.
3. Tiecco, M. et al. Tetrahedron 2008, 64, 3337.
4. Detty, M. R. J. Org. Chem. 1979, 44, 4528.
Fieser: F&F: Vol. 9, p 373.