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Benzyltrimethylsilane is a silicon reagent for generating benzyl anions.
Shunichi Fukuzumi.; Naoya Satoh.; Toshihiko Okamoto.; Kiyomi Yasui.; Tomoyoshi Suenobu .; Yasuyo Seko.; Mamoru Fujitsuka.; Osamu Ito. Change in Spin State and Enhancement of Redox Reactivity of Photoexcited States of Aromatic Carbonyl Compounds by Complexation with Metal Ion Salts Acting as Lewis Acids. Lewis Acid-Catalyzed Photoaddition of Benzyltrimethylsilane and Tetramethyltin via Photoinduced Electron Transfer. J. Am. Chem. Soc. 2001, 123 (32),7756-7766 .
Hiroshi Hiratsuka.; Yukihiro Kadokura.; Hiroyuki Chida.; Miéko Tanaka.; Satoshi Kobayashi.; Tetsuo Okutsu.; Makoto Oba.; Kozaburo Nishiyama. Photochemical processes of benzyltrimethylsilane at 77 K remarkable solvent effects and reaction mechanism.J. Chem. Soc., Faraday Trans. 1996, 92 (17),3035-3041 .
Peterson olefination reaction of the lithio-derivative with aromatic aldehydes gives mixtures of (E)- and (Z)-stilbenes: J. Org. Chem., 33, 780 (1968). See Appendix 4.
In the presence of F-, acts as a benzyl carbanion equivalent: Bull. Soc. Chim. Fr. II, 90 (1985):
Hazard Statements: H226
Flammable liquid and vapour.
Precautionary Statements: P210-P280a-P240-P241-P303+P361+P353-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves and eye/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Dispose of contents/container in accordance with local/regional/national/international regulations.