BSTFA

N,O-Bis(trimethylsilyl)trifluoroacetamide (BSTFA) is an organosilicon compound. It is a colorless liquid that is very sensitive to traces of water or alcohols.

BSTFA
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 liquid
Density 0.96
Melting point −10 °C (14 °F; 263 K)
Boiling point 45–55 °C (113–131 °F; 318–328 K) 14 mm Hg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X markN verify (what is checkYX markN ?)

N,O-Bis(trimethylsilyl)trifluoroacetamide (BSTFA) is an organosilicon compound. It is a colorless liquid that is very sensitive to traces of water or alcohols.

It is often used to convert hydroxyl groups to trimethylsilyl ether groups (Me = CH3):

ROH + CF3C(OSiMe3)NSiMe3 → CF3C(O)NH(SiMe3) + ROSiMe3

These silylated derivatives are amenable to analysis or further manipulation. Siloxanes are invariably more volatile than their hydroxyl precursors, and thus they can be more easily analyzed with gas chromatography.[1]

This reagent was first reported in 1968.[2]

References

  1. ^ Ito, Katsuji; Nakayama, Yuki (2001). "N,O-Bis(trimethylsilyl)trifluoroacetamide (BSTFA)". Encyclopedia of Reagents for Organic Synthesis. pp. 1–4. doi:10.1002/047084289X.rn01923. ISBN 9780470842898.
  2. ^ Stalling, DL; Gehrke, CW; Zumwalt, RW (May 1968). "A new silylation reagent for amino acids bis(trimethylsilyl)trifluoroacetamide (BSTFA)". Biochemical and Biophysical Research Communications. 31 (4): 616–22. PMID 5656249.

Content Disclaimer

Informasi ini disarikan dari Wikipedia dan disajikan kembali untuk tujuan edukasi. Konten tersedia di bawah lisensi CC BY-SA 3.0. Kami tidak bertanggung jawab atas ketidakakuratan data yang bersumber dari kontribusi publik tersebut.

  1. The information displayed on this website is sourced in part or in whole from Wikipedia and has been adapted for the purpose of restating it. We strive to provide accurate and relevant information, however:
  2. There is no guarantee of absolute accuracy. Wikipedia is an open, collaborative project that can be edited by anyone, so information is subject to change.
  3. It is not intended to constitute professional advice. The content displayed is for informational and educational purposes only. For important decisions (e.g., medical, legal, or financial), please consult a professional.
  4. Content copyright. Wikipedia is licensed under the Creative Commons Attribution-ShareAlike License (CC BY-SA). This means that content may be reused with appropriate attribution and shared under a similar license.
  5. Responsible use. Any risk arising from the use of information from this website is entirely the responsibility of the user.