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Bis(trimethylsilyl)sulfide
Bis(trimethylsilyl) sulfide is the chemical compound with the formula ((CH3)3Si)2S. Often abbreviated (tms)2S, this colourless, vile-smelling liquid is a useful aprotic source of “S2-“ in chemical synthesis.[1] Additional recommended knowledge
SynthesisThe reagent is prepared by treating trimethylsilyl chloride with anhydrous sodium sulfide:[2]
((CH3)3Si)2S must be protected from air because it hydrolyzes readily:
Applications(tms)2S is primarily used to convert oxides and chlorides into the corresponding sulfides.[3] This transformation exploits the affinity of silicon(IV) for oxygen and halides. An idealized reaction is:
In a similar way, it has been used in the conversion of aldehydes and ketones to the corresponding thiones.[4][5] Safety((CH3)3Si)2S reacts exothermically with water, releasing toxic H2S. References
Categories: Organosilicon compounds | Sulfur compounds |
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This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Bis(trimethylsilyl)sulfide". A list of authors is available in Wikipedia. |