Additional Properties
- Einecs Number 224-916-7
- HMIS 3-3-1-X
- Molecular Formula C9H14SSi
- Molecular Weight (g/mol) 182.36
- TSCA Yes
- Boiling Point (˚C/mmHg) 72/8
- Density (g/mL) 0.963
- Flash Point (˚C) 33 °C
- Refractive Index @ 20˚C 1.5320
Application
Review of synthetic utility.1
Converts adehydes to phenylsulfides.2
Converts aromatic aldehydes to coupled diols with Yb metal.3
Reacts w/ aryl fluorides to provide phenylaryl thioethers.4
Converts enol silyl ethers into vinylsulfides.5
Fieser
F&F: Vol. 10, p 426; Vol. 12, p 535; Vol. 16, p 278.
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. 414-418.
2. Glass, R. Synth. Commun. 1976, 6, 47.
3. Fujiwara, Y. et al. Tetrahedron Lett. 1996, 37. 3465.
4. >Liu, C. et al. Synlett 2011, 22, 1143.
5. Degl’innocenti, A. et al. Synlett.1992, 499.
Safety