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Bis(trimethylsilyl)trifluoroacetamide

Basic information Uses Safety Supplier Related

Bis(trimethylsilyl)trifluoroacetamide Basic information

Product Name:
Bis(trimethylsilyl)trifluoroacetamide
Synonyms:
  • BSTFA containing 1% TMCS
  • N,O-Bis(trimethylsily)trifluoroamide
  • N,O-bis(trimethylsilyl)acetamide,*with 10%
  • N,O-Bis(trimethylsilyl)trifluoroacetamide, contains 10% TMCS
  • N,O-Bis(trimethylsilyl)trifluoroacetamide, contains 1% TMCS, ampuled under argon
  • Bis(trimethylsilyl)trifluoroacetamide for gas chromatography
  • Acetamide, 2,2,2-trifluoro-O,N-bis(trimethylsilyl)-
  • Ethanimidic acid, 2,2,2-trifluoro-N-(trimethylsilyl)-, trimethylsilyl ester
CAS:
25561-30-2
MF:
C8H18F3NOSi2
MW:
257.4
EINECS:
247-103-9
Product Categories:
  • Silylation Reagents
  • Blocking Agents
  • Analytical Chemistry
  • Protective Agents
  • Silazanes
  • Silylating Agents
  • Biochemistry
  • GC Derivatizing Reagents
  • Reagents for Oligosaccharide Synthesis
  • Si (Classes of Silicon Compounds)
  • Silylacetamides
  • Silylation (GC Derivatizing Reagents)
  • Si-N Compounds
  • Trimethylsilylation (GC Derivatizing Reagents)
  • Silicon Compounds (for Synthesis)
  • Synthetic Organic Chemistry
  • bc0001
Mol File:
25561-30-2.mol
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Bis(trimethylsilyl)trifluoroacetamide Chemical Properties

Melting point:
-10°C
Boiling point:
45-50 °C14 mm Hg(lit.)
Density 
0.97 g/mL(lit.)
refractive index 
n20/D 1.384(lit.)
Flash point:
75 °C
storage temp. 
2-8°C
solubility 
Miscible with chloroform.
form 
Liquid
pka
1.82±0.50(Predicted)
Specific Gravity
0.971
color 
Colorless to pale yellow
Water Solubility 
hydrolyses
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
8: reacts rapidly with moisture, water, protic solvents
BRN 
3607620
Stability:
Moisture Sensitive
InChIKey
XCOBLONWWXQEBS-KPKJPENVSA-N
CAS DataBase Reference
25561-30-2(CAS DataBase Reference)
NIST Chemistry Reference
Bis(trimethylsilyl)trifluoroacetamide(25561-30-2)
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Safety Information

Hazard Codes 
C,F,T
Risk Statements 
11-34-10-35-14
Safety Statements 
26-36/37/39-45-16
RIDADR 
UN 2924 3/PG 3
WGK Germany 
3
10-21
Hazard Note 
Flammable/Moisture Sensitive
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29310095

MSDS

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Bis(trimethylsilyl)trifluoroacetamide Usage And Synthesis

Uses

Used for synthesis of pharmaceutical intermediates.

Chemical Properties

Clear to yellowish clear liquid

Uses

Used as a reactant in the preparation of pyrimidinone ribosides and analogs that show anti-tumor properties.

Uses

N,O-bis(trimethylsilyl)-trifluoroacetamide (BSTFA) is similar to BSA in specificity of modification and there are several studies which have used both reagents.One study found BSTFA superior to BSA in product stability and yield of derivative. Another study compared several trimethylsilyl donors for end-capping of silica and observed that BSTFA was more reactive than BSA but less reactive than TMCim. Both BSA and BSTFA were used to prepare trimethylsilyl derivatives of pyrimidines and purines.Current work has used BSTFA for metabolomics analysis of urine,for the measurement of khatamines (psychoactive amines of khat (Catha edulis Forsk), and for the measurement of acrylamide in cocoa.

Uses

N,O-Bis(trimethylsilyl)trifluoroacetamide is used for analytical purposes or as a chemical reagent for synthesis of more complex molecules. It is silylation reagent useful in GC and GC-MS for the derivatization of a wide range of functional groups under mild conditions. It is also used as DAT inhibitor and a SLC6A2 inhibitor. It is routinely used to derivatize carboxylic acids, phenols, steroids, amines, alcohols, and alkaloids and amides.

Definition

ChEBI: A silyl ether that is the N,O-bis(trimethylsilyl) derivative of trifluoroacetamide. N,O-bis(trimethylsilyl)trifluoroacetamide is a derivatisation agent used in gas chromatography/m ss spectrometry applications.

General Description

N,O-Bis(trimethylsilyl)trifluoroacetamide with trimethylchlorosilane has found application to be used in gas chromatography (GC) and mass-spectrometry (MS). It can also be used in HPLC- electrochemical detection assay of 8-oxo-deoxyguanosine and?8-oxo-guanine.

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