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Lithium bis(trimethylsilyl)amide
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Lithium bis(trimethylsilyl)amide : ウィキペディア英語版
Lithium bis(trimethylsilyl)amide

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Lithium bis(trimethylsilyl)amide is a lithiated organosilicon compound with the formula LiN(SiMe3)2. It is commonly abbreviated as LiHMDS (Lithium HexaMethylDiSilazide - a reference to its starting material HMDS) and is primarily used as a strong non-nucleophilic base and as a ligand. Like many lithium reagents it has a tendency to aggregate and will form a cyclic trimer in the absence of coordinating species.
==Preparation==
LiHMDS is commercially available, but it can also be prepared by the deprotonation of bis(trimethylsilyl)amine with n-butyllithium. This reaction can be performed ''in situ''.〔
:HN(SiMe3)2 + C4H9Li → LiN(SiMe3)2 + C4H10
Once formed, the compound can be purified by sublimation or distillation.

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