bp 158–159 °C/52 mmHg; d20 0.967 g cm?3; n20
D
1.5390.
lithio derivative is a one-carbon homologating agent leading to
aldehydes via sila-Pummerer rearrangement, vinyl sulfides via
Peterson alkenation, and vinylsilanes from silyl epoxides.
(Phenylthiomethyl)trimethylsilane is abtained by reaction of Phenylthiomethyllithium with Chlorotrimethylsilane.[1]
(Phenylthiomethyl)trimethylsilane is irriting; foul smelling; use in a fume hood.
If the sample is suspect, then add H2O, wash it with 10% aqueous NaOH, H2O again, dry (anhydrous CaCl2) and fractionally distil it through a 2ft column packed with glass helices. [Cooper J Am Chem Soc 76 3713 1954.]
1. (a) Gilman, H.; Webb, F. J. JACS 1940, 62, 987. (b) Cooper, G. D. JACS 1954, 76, 3713. (c) Carey, F. A.; Court, A.
S. JOC 1972, 37, 939.
![[[(Trimethylsilyl)methyl]thio]benzene pictures](/ProductImageEN/2022-09/Small/5c60bb5b-d022-4e86-8422-0733da68a94d.png)
