Gelest, Inc. IODOMETHYLTRIMETHYLSILANE SII6450.0

Additional Properties Hydrolytic Sensitivity 3: reacts with aqueous base Application Review of synthetic utility.1 Employed in silyl-methylation of alkynes.2 Converts aldehydes, ketones, ?,?-enones to silyl enol ethers.3 Intermediate for allylic silane synthon, 2-(trimethylsilyl)et hyltriphenylphosphon ium iodide.4 Useful for the introduction of the trimethylsilylmethyl group.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. 323-336. 2. Schmid, R. et al. J. Am. Chem. Soc. 1980, 102, 5122. 3. Cazeau, P. et al. Tetrahedron 1987, 43, 2075, 2089. 4. Fleming, I. et al. Synthesis 1979, 446. 5. Vedejs, E. J. Org. Chem. 1985, 50, 2170. Safety Packaging Under Nitrogen