Английская Википедия:Bis(trimethylsilyl)acetamide

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Шаблон:Short description Шаблон:Chembox

Bis(trimethylsilyl)acetamide (BSA) is an organosilicon compound with the formula Шаблон:Chem2 (Me = CH3). It is a colorless liquid that is soluble in diverse organic solvents, but reacts rapidly with moisture and solvents containing OH and NH groups. It is used in analytical chemistry to increase the volatility of analytes, e.g., for gas chromatography.[1] It is also used to introduce the trimethylsilyl protecting group in organic synthesis.[2] A related reagent is N,O-bis(trimethylsilyl)trifluoroacetamide (BSTFA).

Synthesis and reactions

BSA is prepared by treating acetamide with trimethylsilyl chloride in the presence of a base (Me = CH3, Et = C2H5):[2]

Шаблон:Chem2

The reaction of BSA with alcohols gives the corresponding trimethylsilyl ether, together with acetamide as a byproduct (Me = CH3):[3]

Шаблон:Chem2

References

Шаблон:Reflist

  1. Шаблон:Cite book
  2. 2,0 2,1 Harry Heaney, Jian Cui, “N,O-Bis(trimethylsilyl)acetamide” Encyclopedia of Reagents for Organic Synthesis Copyright © 2007 John Wiley & Sons. Шаблон:Doi.
  3. Шаблон:Cite journal