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HEXAMETHYLDISILTHIANE
Boiling Point: 162-4°
EINECS Number: 222-201-4
Molecular Weight: 178.45
Alternative Name: BIS(TRIMETHYLSILYL)SULFIDE
Specific Gravity: 0.851
Flashpoint: 26°C (79°F)
HMIS Key: 3-3-1-X
Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
Formula: C6H18SSi2
Refractive Index: 1.4598
TSCA: TSCA
Application: Reviews.1,2
Used in the generation of SAMs of alkanethiolates on noble metal surfaces.3
Forms glycosyl sulfides.4
Opens epoxides regioselectively to form ?-mercaptoethanols.5
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. 83-84.
2. McGregor, W. et al. Chem. Soc. Rev. 1993, 199.
3. Hu, J.; Fox, M. A. J. Org. Chem. 1999, 64, 4959.
4. Dere, R. T. et al. J.Org. Chem. 2011, 76, 7539.
5. Degl’Innocenti, A. et al. Tetrahedron Lett. 1993, 34, 873.
Fieser:
Additional Properties: Dipole moment: 1.85 debyeStench
Intermediate
Intermediate