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Chloro(methyl)diphenylsilane is used in agrochemical, pharmaceutical and dyestuff field .
Filippo Marchioni; Kurt Star; Erik Menke; Thierry Buffeteau; Laurent Servant; Bruce Dunn and Fred Wud. Protection of Lithium Metal Surfaces Using Chlorosilanes.Anal. Chem.2007, 23 (23), 11597-11602.
Silylating agent (see Appendix 4) for formation, in the presence of a base such as imidazole in DMF, of DPMS ethers, intermediate in hydrolytic stabilty between TMS and TBDMS. DPMS ethers are incompatible with acid, base, BuLi, Cr(VI) oxidants and LIAlH4, but stable to silica chromatography: J. Org. Chem., 52, 165 (1987). They can be cleaved with mild acid or base, or F-. Selective cleavage in high yield in the presence of TBDMS or TBDPS ethers with NaN3 in DMF was reported: J. Chem. Soc., Chem. Commun., 381 (1989).
In reactions with lithiated esters and lactones C-silylation predominates. The resulting ɑ-DPMS esters behave as vinyl dication equivalents: J. Am. Chem. Soc., 103, 2418 (1981); Pure Appl. Chem., 62, 2021 (1990), useful precursors of, e.g.: terminal alkenes: Synth. Commun., 13, 1163 (1983); 1,1-disubstituted alkenes: Tetrahedron Lett., 23, 271 (1982); Org. Synth. Coll., 8, 474 (1993); ß-keto silanes and ketones: J. Org. Chem., 50, 5260 (1985); 58, 2718 (1993):
TBDMS esters react with aldehydes and ketones to give ß-hydroxy silanes, which undergo Peterson elimination to ɑ-substituted ɑß-unsaturated esters: J. Org. Chem., 49, 3385 (1984).
Hazard Statements: H314
Causes severe skin burns and eye damage.
Precautionary Statements: P260-P264b-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c
Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant