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

Names
IUPAC name trimethylsilyl 2,2,2-trifluoro-N-trimethylsilylethanimidate
Other names BSTFA, N,O-Bis(trimethylsilyl)trifluoroacetamide
Identifiers
CAS Number	25561-30-2 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:85067 N
ChemSpider	4518443 Y
ECHA InfoCard	100.042.807
PubChem CID	94358
CompTox Dashboard (EPA)	DTXSID001015789
InChI 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	257.403 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). N verify (what is YN ?) Infobox references

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]

Related compound

• Bis(trimethylsilyl)acetamide, MeC(OSiMe₃)NSiMe₃