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P305+P351+P338
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Potassium bis(trimethylsilyl)amide C화학적 특성, 용도, 생산
화학적 성질
Colorless to amber solution
용도
Potassium bis(trimethylsilyl)amide is a strong base used in the alkylation carbonyl compounds.1
제조 방법
Potassium Hexamethyldisilazide is prepared and isolated by the procedure
of Wannagat and Niederpruem. A more convenient in situ
generation from potassium hydride and hexamethyldisilane is
described by Brown.
일반 설명
This product, 1.0 M in 2-methyltetrahydrofuran aligns with "Safer Solvents and Auxiliaries", "Use of Renewable Feedstocks" and "Inherently Safer Chemistry for Accident Prevention".
Synthesis
Potassium bis(trimethylsilyl)amide is an important non-nucleophilic base widely used in organic synthesis. The main method for its preparation is are interaction of hexamethyldisilazane with potassium amide) potassium hydride, potassium metal, mad styrene, isoprene, or naphthalene as electron acceptors. An oven-dried 100 ml round-bottom flask was charged with KH (3.22 g, 20.1 mmol, 25 wt. 96 in oil) and flushed with argon. The hydride was then washed with hexane (4x5 ml). To the flask was fitted, a reflux condenser was made, and then THF (20 ml) and bis(trimethylsi1yl)amine (3.81 ml, 18.1 mmol) were added. The resultant slurry was sonicated until the hydrogen gas evolution had ceased, and almost all the potassium hydride had been consumed (3.25 h). The slurry was allowed to settle, and the supernatant was then cannulated into a Schlenk flask. Titration4 for the amide base concentration showed it to be 0.80 M, while the concentration of the total base was 0.86 M[1-2].