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TRIMETHYLSILYLMETHYLMAGNESIUM CHLORIDE, 1.0M in diethyl ether (19 wt %)
Specific Gravity: 0.777
Flashpoint: -45°C (-49°F)
HMIS Key: 3-4-2-X
Hydrolytic Sensitivity: 8: reacts rapidly with moisture, water, protic solvents
Formula: C4H11ClMgSi
Application: Review of synthetic utility.1
Promotes the conversion of alkyl halides to (E)-?-alkylstyrenes.2
Highly useful inert ligand for the addition of Grignard reagents to aldehydes and ketones without enolization side reactions.3
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. 666-674.
2. Ikeda, Y. et al. J. Am. Chem. Soc. 2002, 124, 6514.
3. Hatano, M. et al. J. Org. Chem. 2010, 75, 5008.
Fieser: F&F: Vol. 6, p 636; Vol. 10, p 433; Vol. 15, p 343; Vol. 16, p 118; Vol. 18, p 384.
Additional Properties: Converts carbonyl compounds to olefins - Peterson reaction
Silanes