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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)
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.
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
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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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