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Sigma-Aldrich

N,O-Bis(trimethylsilyl)trifluoroacetamide

≥99%

Synonym(s):

BSTFA

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About This Item

Linear Formula:
CF3C[=NSi(CH3)3]OSi(CH3)3
CAS Number:
25561-30-2
Molecular Weight:
257.40
Beilstein/REAXYS Number:
2050024
EC Number:
247-103-9
MDL number:
MFCD00008269
UNSPSC Code:
12352111
PubChem Substance ID:
24849493
NACRES:
NA.22

grade

synthesis grade

assay

≥99%

form

liquid

refractive index

n20/D 1.384 (lit.)

bp

45-50 °C/14 mmHg (lit.)

density

0.969 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C8H18F3NOSi2/c1-14(2,3)12-7(8(9,10)11)13-15(4,5)6/h1-6H3/b12-7+

InChI key

XCOBLONWWXQEBS-KPKJPENVSA-N

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General description

N,O-Bis(trimethylsilyl)trifluoroacetamide is an organosilicon reagent for trimethylsilylation, deprotection, dehydrogenation, allylic alkylation, nitronate formation, and Claisen rearrangement.

BSTFA is a silylating agent used in the synthesis of 4-Quinolones.

Application

N,O-Bis(trimethylsilyl)trifluoroacetamide can be used as a derivatization reagent for the determination of the estrogens estrone and 17α-ethinylestradiol by gas chromatography-mass spectrometry.

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pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

93.2 °F

flash_point_c

34 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Synthesis of 4-Quinolones: N, O-Bis (trimethylsilyl) acetamide-Mediated Cyclization with Cleavage of Aromatic C--O Bond
Pisa O, et al.
European Journal of Organic Chemistry, 2016, 2336-2350 (2016)
Hidenori Matsukami et al.
The Science of the total environment, 493, 672-681 (2014-07-06)
Chlorinated and non-halogenated organophosphorus flame retardants (OPFRs) including tris(2-chloroisopropyl) phosphate (TCIPP), diethylene glycol bis(di(2-chloroisopropyl) phosphate) (DEG-BDCIPP), triphenyl phosphate (TPHP), and bisphenol A bis(diphenyl phosphate) (BPA-BDPP) have been used increasingly as alternatives to polybrominated diphenyl ethers and other brominated flame retardants.
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Propolis is a sticky material mixed by honeybees to utilize it in protecting their hives from infection by bacteria and fungi. The therapeutic properties of propolis are due to its chemical composition with bio-active compounds; therefore, researchers are interested in
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Journal of chromatography. A, 1135(1), 85-90 (2006-10-03)
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Electro membrane extraction-solid-liquid phase microextraction (EME-SLPME) was developed for the first time to determine phenolic contaminants in water. The extraction system consisted of a solid/liquid interface that permitted a three-phase microextraction approach involving an aqueous sample (donor phase): an organic
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