3'-Trifluoromethylisobutyranilide Chemical Properties

Melting point:

100-101 °C

Boiling point:

313.5±42.0 °C(Predicted)

Density 

1.220±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

14.33±0.70(Predicted)

form 

Solid

color 

Off-White to Pale Orange

CAS DataBase Reference

1939-27-1(CAS DataBase Reference)

NIST Chemistry Reference

3'-Trifluoromethylisobutyranilide(1939-27-1)

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

48/22-51/53

Safety Statements 

22-36-61

MSDS

• Language:English Provider:3'-Trifluoromethylisobutyranilide

3'-Trifluoromethylisobutyranilide Usage And Synthesis

Uses

2-Methyl-N-[3-(trifluoromethyl)phenyl]propanamide is used as a reagent to synthesize Flutamide (F598850), an oral nonsteroidal antiandrogen that is hepatotoxic and commonly used to treat patients with prostate cancer.

Synthesis

GENERAL METHOD: A mixture of cobalt(II) oxalate dihydrate (Sigma-Aldrich, 0.294 mmol), Cs2CO3 (2.94 mmol), isobutyramide (1.47 mmol), DMEDA (0.588 mmol), distilled water (0.3 mL), and 3-iodobenzotrifluoride (2.205 mmol) was added to a reaction vial containing a polytetrafluoroethylene sealed screw cap in an 8.0 mL reaction flask. The reaction mixture was stirred in a closed system at 120°C to 130°C for 24 hours. The non-homogeneous mixture was then cooled to room temperature and diluted with CH2Cl2. The combined organic extracts were dried with anhydrous Na2SO4, filtered and the solvent removed under reduced pressure. The crude product was loaded onto a silica gel column using a minimal amount of CH2Cl2 and purified by column chromatography to afford N-(3-(trifluoromethyl)phenyl)isobutyramide. The structure and purity of the product were confirmed by 1H NMR and 13C NMR spectral analysis.

References

[1] Synlett, 2015, vol. 26, # 12, p. 1697 - 1701

3'-Trifluoromethylisobutyranilide(1939-27-1)Related Product Information

• Bensulfuron methyl
• Methyl acetate
• Methyl acrylate
• PHENYL VALERATE
• Kresoxim-methyl
• N,N-Dimethylformamide
• Methanesulfonamide
• 3-(Trifluoromethyl)benzaldehyde
• Methylparaben
• Benzotrifluoride
• P-AMINOBENZAMIDE GLUTAMIC ACID
• 2-(Trifluoromethyl)benzaldehyde
• 2-(Trifluoromethyl)benzoic acid
• N-Methylformamide
• 4-(Trifluoromethyl)benzene-1-sulfonyl chloride
• Methacrylamide
• N,N-Dimethylacetamide
• Thiophanate-methyl