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

InChI

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

InChIKey

XCOBLONWWXQEBS-KPKJPENVSA-N

SMILES

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

CAS DataBase Reference

25561-30-2(CAS DataBase Reference)

NIST Chemistry Reference

Bis(trimethylsilyl)trifluoroacetamide(25561-30-2)

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

F 

10-21

Hazard Note 

Flammable/Moisture Sensitive

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29310095

Storage Class

3 - Flammable liquids

Hazard Classifications

Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 2
Skin Corr. 1A

MSDS

• Language:English Provider:Bis(trimethylsilyl)trifluoroacetamide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
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Bis(trimethylsilyl)trifluoroacetamide Usage And Synthesis

Uses

Bis(trimethylsilyl)trifluoroacetamide is 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

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.

reaction suitability

reagent type: derivatization reagent
reaction type: Silylations

Synthesis

A process for N,O-bis-trimethylsilyltrifluoroacetamide:
N,O-bis-trimethylsilyltrifluoroacetamide, whose molecular formula is CF3CON[(CH3)3Si]2, is a kind of methylsilylating reagent, which is composed of raw materials of trimethylchlorosilane, triethylamine, and trifluoroacetamide, and is characterized in the following way: the said raw materials of trimethylchlorosilane, triethylamine, and trifluoroacetamide are in the ratio of moles of 1.2-4:2-4:1, respectively, and the process of synthesizing N,O-bis-trimethylsilyltrifluoroacetamide is to put into the reactor when synthesizing. The synthesized N,O-bis(trimethylsilyl)trifluoroacetamide is synthesized by putting triethylamine and trifluoroacetamide into the reactor and stirring for 1 hour, and then adding chlorotrimethylsilane dropwise into the reactor under the protection of N2 gas, controlling the temperature in the range of <50??, and refilling it in 2-6 hours, and then protecting the reaction in 40-65?? for 8-16 hours, and then lowering the temperature to less than 35?? and discharging the material at the end of the reaction. The finished reaction material is added to the closed centrifuge for solid-liquid separation, and the mother liquor is sent to the concentration kettle for concentration, the concentration temperature is controlled between 60-100??, and the pressure is from -0.2 to -08 atmospheric pressure. Then the concentrated mother liquor will be sent to distillation kettle for distillation, the distillation conditions: temperature control at 60-100 ??, pressure of -0.2 to -0.998 atmospheric pressure, tower height of 6-15 meters, after distillation of colorless and transparent liquids, and then packaged under the protection of N2 gas to get its finished products.

Bis(trimethylsilyl)trifluoroacetamide(25561-30-2)Related Product Information

• Trifluoroacetamide
• TRIMETHYLSILANE
• Azidotrimethylsilane
• Methyltris(methylethylketoxime)silane
• Iodotrimethylsilane
• N-6-Trifluoroacetyl-L-lysine
• Methyltriethoxysilane
• Acetamide
• N,O-Bis(trimethylsilyl)acetamide
• Hexamethyldisilane
• N-(Trimethylsilyl)acetamide
• Trifluoroacetamidine
• Methyltrichlorosilane
• Dichlorodimethylsilane
• Bis-(9,9-diMethyl-9H-fluoren-2-yl)-aMine
• tert-Butyldimethylsilyl chloride
• N,N'-Dimethyl-1,2-ethanediamine
• N,N-Bis(2-cyanoethyl)formamide