N-Methyl-2,2,2-trifluoroacetamide Chemical Properties

Melting point:

49-51 °C(lit.)

Boiling point:

156-157 °C(lit.)

Density 

1.3215 (estimate)

Flash point:

165 °F

storage temp. 

Inert atmosphere,Room Temperature

pka

11.54±0.46(Predicted)

form 

powder to crystal

color 

White to Almost white

Sensitive 

Hygroscopic

BRN 

1703392

InChI

InChI=1S/C3H4F3NO/c1-7-2(8)3(4,5)6/h1H3,(H,7,8)

InChIKey

IQNHBUQSOSYAJU-UHFFFAOYSA-N

SMILES

C(NC)(=O)C(F)(F)F

CAS DataBase Reference

815-06-5(CAS DataBase Reference)

NIST Chemistry Reference

Acetamide, 2,2,2-trifluoro-N-methyl-(815-06-5)

EPA Substance Registry System

Acetamide, 2,2,2-trifluoro-N-methyl- (815-06-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

RIDADR 

UN 1325 4.1/PG 2

WGK Germany 

3

F 

3-10-21

Hazard Note 

Irritant/Hygroscopic

TSCA 

T

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29241990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

N-Methyl-2,2,2-trifluoroacetamide Usage And Synthesis

Chemical Properties

WHITE CRYSTALS OR CRYSTALLINE POWDER

Uses

N-Methyltrifluoroacetamide is a useful synthetic intermediate. It is used to prepare electrophilic 11b-aryl derivs. of estradiol as steroidal affinity labels of the estrogen receptor a. It is also used to synthesize amino substituted derivatives of 5'-amino-5'-deoxy-5'-noraristeromycin as antiviral agent.

General Description

The high-resolution proton and fluorine resonance spectra of N-methyltrifluoroacetamide in tetrahydrofuran and acetone was studied.

Synthesis

Example 6-B: Trifluoroacetamide (300 mg; 0.63 mmol) was dissolved in THF (2 mL) at 0 °C, NaH (60% mineral oil dispersion, 50 mg; 0.63 mmol) was added, followed by dropwise addition of MeI (60 μL; 0.94 mmol). The reaction mixture was stirred overnight at room temperature. After completion of the reaction, THF was removed by evaporation and the residue was diluted with water and extracted with CH2Cl2. The organic layers were combined, washed with saturated brine and dried over anhydrous Na2SO4. After concentration, the crude product was purified by rapid chromatography on silica gel (eluent: hexane/ethyl acetate, gradient from 4:1 to 1:1) to afford N-methyl-2,2,2-trifluoroacetamide 200 mg in 65% yield.

References

[1] Patent: US2003/105094, 2003, A1

N-Methyl-2,2,2-trifluoroacetamide(815-06-5)Related Product Information

• N-Methylformamide
• N-Methyldiethanolamine
• N-Methylolacrylamide
• Trifluoroacetamide
• Kresoxim-methyl
• Methanol
• N-Methyl-2-pyrrolidone
• N-Methylaniline
• Acetonitrile
• Trifluoroacetamidine
• Methyl acetate
• Methylparaben
• Paraquat dichloride
• 1-Methylimidazole
• N-Methylacetamide
• N,N-Dimethylformamide
• Basic Violet 1
• Bis(trimethylsilyl)trifluoroacetamide