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BSTFA

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BSTFA
Skeletal formula of BSTFA
Ball-and-stick model of the BSTFA molecule
Names
IUPAC name
trimethylsilyl 2,2,2-trifluoro-N-trimethylsilylethanimidate
Other names
BSTFA, N,O-Bis(trimethylsilyl)trifluoroacetamide
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.042.807 Edit this at Wikidata
  • InChI=1S/C8H18F3NOSi2/c1-14(2,3)12-7(8(9,10)11)13-15(4,5)6/h1-6H3/b12-7+ checkY
    Key: XCOBLONWWXQEBS-KPKJPENVSA-N checkY
  • InChI=1/C8H18F3NOSi2/c1-14(2,3)12-7(8(9,10)11)13-15(4,5)6/h1-6H3/b12-7+
    Key: XCOBLONWWXQEBS-KPKJPENVBV
  • C[Si](C)(C)O\C(\C(F)(F)F)=N\[Si](C)(C)C
Properties
C8H18F3NOSi2
Molar mass 257.403 g·mol−1
Appearance colourless
Density 0.96
Melting point −10 °C (14 °F; 263 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

N,O-Bis(trimethylsilyl)trifluoroacetamide (BSTFA) is a chemical compound that is used to derivatise labile groups such as hydroxyl on other chemicals, with the more stable trimethylsilyl group, which protects the labile group and allows the compound to be used for analytical purposes or as a chemical reagent for synthesis of more complex molecules.[1] Siloxanes are usually more volatile than the corresponding hydroxyl compounds, and thus can be analyzed with gas chromatography better than the parent compound.

References

  1. ^ Stalling DL, Gehrke CW, Zumwalt RW. A new silylation reagent for amino acids bis(trimethylsilyl)trifluoroacetamide (BSTFA). Biochemical and Biophysical Research Communications. 1968 May 23;31(4):616-22. PMID 5656249