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TRIMETHYLIODOSILANE
Boiling Point: 106-7°
EINECS Number: 240-171-0
Molecular Weight: 200.10
Alternative Name: TRIMETHYLSILYL IODIDE
Specific Gravity: 1.470
Flashpoint: -2°C (28°F)
HMIS Key: 3-4-1-X
Hydrolytic Sensitivity: 8: reacts rapidly with moisture, water, protic solvents
Formula: C3H9ISi
Refractive Index: 1.4742
TSCA: TSCA
Application: Key reviews.1,2
Reagent for cleavage of ethers, esters, lactones.3
Used to dechlorinate aryl chlorides.4
Allylates aldehydes in the presence of allyl chloride and tin tetraiodide (SNT7946).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. 325-336.
2. Olah, G. et al. In Advances in Silicon Chemistry; Larson, G., Ed.; JAI Press: Greenwich, Co, 1991; Vol. 1, p.1.
3. DePew, K. M. et al. J. Org. Chem. 1999, 121, 11953.
4. Sako, M. et al. J. Org. Chem. 2001, 66, 3610.
5. Masuyama, Y. et al. Tetrahedron Lett. 2005, 46, 2861.
Fieser:
Additional Properties: Dipole moment: 2.46 debye?Hform: -52.2 kcal/moleStabilized with copper granulesVapor pressure, 25°: 40 mm
Silanes
Intermediate
Iodotrimethylsilane – Olah et al.