BSTFA

Names

IUPAC name

N,O-Bis(trimethylsilyl)trifluoroacetamide

Other names

BSTFA

Identifiers

CAS Number

25561-30-2^Y

3D model (Jmol)

Interactive image

ChEBI

CHEBI:85067^N

ChemSpider

4518443^Y

ECHA InfoCard

InChI=1S/C8H18F3NOSi2/c1-14(2,3)12-7(8(9,10)11)13-15(4,5)6/h1-6H3/b12-7+^Y
Key: XCOBLONWWXQEBS-KPKJPENVSA-N^Y
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

SMILES

C[Si](C)(C)O\C(\C(F)(F)F)=N\[Si](C)(C)C

Properties

Chemical formula

C₈H₁₈F₃NOSi₂

Molar mass

257.40 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).

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Infobox references

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

↑ 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

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