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

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Sodium bis(trimethylsilyl)amide is the organosilicon compound with the formula ((CH3)3Si)2NNa. This species, usually called NaHMDS (sodium hexamethyldisilazide), is a strong base used for deprotonation reactions or base catalyzed reaction. Its advantages are that it is commercially available as a solid and it is soluble not only in ethers, such as THF or diethyl ether, but also in aromatic solvents, like benzene and toluene by virtue of the lipophilic TMS groups.〔Watson, B. T.; Lebel, H. "Sodium bis(trimethylsilyl)amide" in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. 〕
NaHMDS is quickly destroyed by water to form sodium hydroxide and bis(trimethylsilyl)amine.
==Structure==
Although the N-Na bond is polar covalent as a solid, when dissolved in nonpolar solvents this compound is trimeric, consisting of a central Na3N3 ring.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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