Bis(trimethylsilyl)sulfide
Bis(trimethylsilyl)sulfide is a chemical compound with the formula ((CH3)3Si)2S. It is a colorless liquid that is used as a reagent in organic synthesis. The compound is a derivative of sulfide and contains two trimethylsilyl groups.
Structure and Bonding[edit | edit source]
Bis(trimethylsilyl)sulfide is a covalent compound that consists of a central sulfur atom bonded to two trimethylsilyl groups. The sulfur atom is in the -2 oxidation state, and the silicon atoms are in the +4 oxidation state. The molecule has a bent structure, similar to that of water, due to the presence of two lone pairs of electrons on the sulfur atom.
Synthesis[edit | edit source]
Bis(trimethylsilyl)sulfide can be synthesized by the reaction of chlorotrimethylsilane with sodium sulfide in an aprotic solvent such as dimethylformamide (DMF). The reaction proceeds via a nucleophilic substitution mechanism.
Applications[edit | edit source]
In organic synthesis, bis(trimethylsilyl)sulfide is used as a silylating agent to protect functional groups such as alcohols and amines. The trimethylsilyl groups can be easily removed under mild conditions, making them useful for temporary protection during multi-step synthesis.
Safety[edit | edit source]
Like many organosilicon compounds, bis(trimethylsilyl)sulfide is flammable and should be handled with care. It can also cause irritation to the skin and eyes.
See also[edit | edit source]
Navigation: Wellness - Encyclopedia - Health topics - Disease Index - Drugs - World Directory - Gray's Anatomy - Keto diet - Recipes
Search WikiMD
Ad.Tired of being Overweight? Try W8MD's physician weight loss program.
Semaglutide (Ozempic / Wegovy and Tirzepatide (Mounjaro / Zepbound) available.
Advertise on WikiMD
WikiMD is not a substitute for professional medical advice. See full disclaimer.
Credits:Most images are courtesy of Wikimedia commons, and templates Wikipedia, licensed under CC BY SA or similar.
Translate this page: - East Asian
中文,
日本,
한국어,
South Asian
हिन्दी,
தமிழ்,
తెలుగు,
Urdu,
ಕನ್ನಡ,
Southeast Asian
Indonesian,
Vietnamese,
Thai,
မြန်မာဘာသာ,
বাংলা
European
español,
Deutsch,
français,
Greek,
português do Brasil,
polski,
română,
русский,
Nederlands,
norsk,
svenska,
suomi,
Italian
Middle Eastern & African
عربى,
Turkish,
Persian,
Hebrew,
Afrikaans,
isiZulu,
Kiswahili,
Other
Bulgarian,
Hungarian,
Czech,
Swedish,
മലയാളം,
मराठी,
ਪੰਜਾਬੀ,
ગુજરાતી,
Portuguese,
Ukrainian
Contributors: Prab R. Tumpati, MD