Chloro(methyl)diphenylsilane, 97%

General References:

1. 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.
2. 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).
3. 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):
4. 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).