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Lithium bis(trimethylsilyl)amide
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<p>Lithium bis(trimethylsilyl)amide is a lithiated <a href="/facts/Organosilicon_compound/JvUwzDQ4">organosilicon compound</a> with the formula LiN(Si(CH3)3)2. It is commonly abbreviated as LiHMDS or Li(HMDS) (lithium hexamethyldisilazide - a reference to its <a href="/facts/Conjugate_acid/hohgQ07M">conjugate acid</a> <a href="/facts/Bis(trimethylsilyl)amine/UD44qk5k">HMDS</a>) and is primarily used as a strong <a href="/facts/Non-nucleophilic_base/zqaXQboq">non-nucleophilic base</a> and as a <a href="/facts/Ligand/6etB3qeW">ligand</a>. Like many lithium reagents, it has a tendency to aggregate and will form a <a href="/facts/Cyclic_compound/TH2ReKIQ">cyclic</a> <a href="/facts/Trimer_(chemistry)/ws3JkjuQ">trimer</a> in the absence of coordinating species. </p>