2-Amino-5-fluorobenzotrifluoride Chemical Properties

Boiling point:

70-72 °C17.5 mm Hg(lit.)

Density 

1.38 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.464(lit.)

Flash point:

162 °F

storage temp. 

2-8°C

pka

1.52±0.10(Predicted)

form 

clear liquid

color 

Colorless to Yellow to Orange

Specific Gravity

1.380

BRN 

2098758

CAS DataBase Reference

393-39-5(CAS DataBase Reference)

NIST Chemistry Reference

Benzenamine, 4-fluoro-2-(trifluoromethyl)-(393-39-5)

EPA Substance Registry System

4-Fluoro-2-(trifluoromethyl)aniline (393-39-5)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

HS Code 

29039990

MSDS

• Language:English Provider:2-Amino-5-fluorobenzotrifluoride
• Language:English Provider:SigmaAldrich
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2-Amino-5-fluorobenzotrifluoride Usage And Synthesis

Chemical Properties

clear light yellow to pale brown liquid

Uses

4-Fluoro-2-(trifluoromethyl)aniline was used in the preparation of 2-[4-(3-bromophenyl)-7-chloro-6-methyl-2-oxo-2H-chromen-3-yl]-N-[4-fluoro-2-(trifluoro-methyl)phenyl]acetamide.

Synthesis

General procedure for the synthesis of 2-amino-5-fluorobenzotrifluoride from trifluoroiodomethane and 4-fluoroaniline: a 25 mL Schlenk tube was filled with a magnetic stirring bar, and 4-fluoroaniline (1.2 mmol, 3.0 eq.) or heterocyclic amine (0.8 mmol, 2.0 eq.), potassium carbonate (K2CO3, 0.8 mmol, 2.0 eq.) and fac- Ir(ppy)3 (2.6 mg, 0.004 mmol, 1 mol%). The reaction vessel was evacuated and displaced three times with argon (Ar), then trifluoroiodomethane (CF3I) stock solution (0.56 mL, 0.71 mmol/mL in 1,2-dichloroethane or 0.36 mL, 1.11 mmol/mL, 1.0 equiv in DMSO) and anhydrous 1,2-dichloroethane (3 mL) were added. The cap of the tube was screwed on tightly and the reaction was stirred for 24 h at room temperature under the illumination of a blue LED (12 W). Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and washed with ethyl acetate (3 x 5 mL). The filtrate was concentrated and the residue was purified by silica gel column chromatography to afford the target product 2-amino-5-fluorobenzotrifluoride.

References

[1] Tetrahedron Letters, 2017, vol. 58, # 41, p. 3939 - 3941

2-Amino-5-fluorobenzotrifluoride(393-39-5)Related Product Information

• 4-Fluorobenzotrifluoride
• 3-Fluorobenzotrifluoride
• 2-Amino-5-chlorobenzotrifluoride
• Glycine
• Betaine
• 2-Methylbenzotrifluoride
• 2-Bromo-5-fluorobenzotrifluoride
• 1,2,4-Trimethylbenzene
• 1,4-Bis(trifluoromethyl)-benzene
• ALTRENOGEST
• Benzotrifluoride
• 2-Fluorobenzotrifluoride
• Dinitramine
• Aniline
• Tosufloxacin tosylate
• 2,3-DIAMINOTOLUENE
• 2-Aminobenzotrifluoride
• 2,4,6-Trinitrotoluene