BSTFA

BSTFA

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Names
IUPAC name trimethylsilyl 2,2,2-trifluoro-N-trimethylsilylethanimidate
Other names BSTFA, N,O-Bis(trimethylsilyl)trifluoroacetamide
Identifiers
CAS Number	25561-30-2 checkY
3D model (JSmol)	Interactive image
ChEBI	CHEBI:85067 ☒N
ChemSpider	4518443 checkY
ECHA InfoCard
E number
PubChem CID	94358
CompTox Dashboard (EPA)	{{#property:P3117}}
InChI 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
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 checkY☒N ?) Infobox references

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.

This reagent was first reported in 1968.

Related compound

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