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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:
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

Signal Word

Warning

Hazard Statements

H226,H315,H319

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

93.2 °F

Flash Point(C)

34 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
E Teixidó et al.
Journal of chromatography. A, 1135(1), 85-90 (2006-10-03)
A new, simple and selective method for the analysis of 5-hydroxymethylfurfural (HMF) in foods by gas chromatography coupled to mass spectrometry (GC-MS) is proposed. Several derivatising procedures based on the formation of an HMF silylated derivative using different reagents were
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.
Ahmed I Rushdi et al.
SpringerPlus, 3, 253-253 (2014-06-14)
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
Nyi Nyi Naing et al.
Journal of chromatography. A, 1423, 1-8 (2015-11-05)
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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