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Bis(trimethylsilyl)amine : ウィキペディア英語版 | Bis(trimethylsilyl)amine
|Section2= |Section7= }} Bis(trimethylsilyl)amine (also known as hexamethyldisilazane, or HMDS) is an organosilicon compound with the molecular formula ()2NH. The molecule is a derivative of ammonia with trimethylsilyl groups in place of two hydrogen atoms. This colorless liquid is a reagent and a precursor to bases that are popular in organic synthesis and organometallic chemistry. ==Preparation and reactions== Bis(trimethylsilyl)amine is prepared by treatment of trimethylsilyl chloride with ammonia: :2 (CH3)3SiCl + 3 NH3 → ()2NH + 2 NH4Cl The product is usually handled using air-free techniques since it hydrolyzes slowly in humid air. Alkali metal bis(trimethylsilyl)amides result from the deprotonation of bis(trimethylsilyl)amine. For example lithium bis(trimethylsilyl)amide (LiHMDS) is prepared using n-butyllithium: :()2NH + BuLi → ()2NLi + C4H10 Together with sodium bis(trimethylsilyl)amide (NaHMDS) and potassium bis(trimethylsilyl)amide (KHMDS), LiHMDS is used as a non-nucleophilic base.
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