4-Bromo-3-(trifluoromethyl)aniline Chemical Properties

Melting point:

47-49 °C(lit.)

Boiling point:

81-84 °C0.5 mm Hg(lit.)

Density 

1.6925 (rough estimate)

refractive index 

1.5320 (estimate)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

form 

Solid:crystalline

pka

2.67±0.10(Predicted)

color 

White to Orange to Green

PH

6.86 at 25℃ and 10g/L

BRN 

641589

LogP

2.7 at 30℃

CAS DataBase Reference

393-36-2(CAS DataBase Reference)

NIST Chemistry Reference

5-Amino-2-bromobenzotrifluoride(393-36-2)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36

RIDADR 

2811

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

HS Code 

29214300

MSDS

• Language:English Provider:4-Bromo-3-(trifluoromethyl)aniline
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Bromo-3-(trifluoromethyl)aniline Usage And Synthesis

Chemical Properties

White to off-white crystalline

Uses

4-Bromo-3-(trifluoromethyl)aniline has been used in the preparation of:

• 2,5-dibromo-(trifluoromethyl)benzene and 2-bromo-5-iodo-(trifluoromethyl)benzene
• AUY954, an aminocarboxylate analog of FTY720, a low nanomolar, monoselective agonist of the sphingosine-1-phosphate receptor

Synthesis

General procedure for the synthesis of 5-amino-2-bromobenzotrifluoride from 2-bromo-5-nitrobenzotrifluoride: 300 mL of methanol, 284 g of 2-bromo-5-nitrobenzotrifluoride, 20 g of Raney Ni Catalyst, and 1.0 g of piperazine were added to a 1 L high pressure hydrogenation reactor. The air in the reactor was replaced with hydrogen 3-4 times, followed by the hydrogenation reaction at a hydrogen pressure of 0.8-1.0 MPa and 80-90 °C until no more hydrogen was consumed. Upon completion of the reaction, the reaction mixture was cooled and filtered to remove the Raney Ni catalyst. Methanol and water were removed by distillation under reduced pressure, and the final product was obtained by simple distillation as a pale yellow liquid product, 5-amino-2-bromobenzotrifluoride, 250 g, with a GC purity of 95% and a yield of 98.8%.The Raney Ni catalyst and the solvent, methanol, can be recovered for reuse.

References

[1] Patent: CN106905104, 2017, A. Location in patent: Paragraph 0020; 0022
[2] Journal of the American Chemical Society, 1951, vol. 73, p. 3932

4-Bromo-3-(trifluoromethyl)aniline(393-36-2)Related Product Information

• 4-Bromo-3-(trifluoromethyl)aniline
• 2-Bromo-5-nitrobenzotrifluoride
• 4-BROMO-3-(TRIFLUOROMETHYL)ACETANILIDE
• 4-BROMO-2-(TRIFLUOROMETHYL)ANILINE,4-BROMO-2-(TRIFLUOROMETHYL)ANILINE 97%
• 4-Bromo-2-TrifluoromethylAniline/4-Bromo-2-(Trifluoromethyl)Aniline/2-Amino-5-Bromobenzotrifluoride
• 2-bromo-3-(trifluoromethyl)aniline
• 5-BROMO-2-(TRIFLUOROMETHYL)ANILINE,5-BROMO-O-(TRIFLUOROMETHYL)ANILINE
• 3-BROMO-5-(TRIFLUOROMETHYL)ANILINE
• 2-BROMO-4-(TRIFLUOROMETHYL)ANILINE
• 2-BROMO-5-(TRIFLUOROMETHYL)ANILINE,2-BROMO-5-(TRIFLUOROMETHYL)ANILINE/3-AMINO-4-BROMOBENZOTRIFLUORIDE/
• 2-Bromobenzotrifluoride
• Bicalutamide
• 4-Bromoaniline
• Toluene
• 4-BROMO-5-(TRIFLUOROMETHYL)BENZENE-1,2-DIAMINE
• N-(4-BROMO-5-(TRIFLUOROMETHYL)-2-NITROPHENYL)ACETAMIDE
• 4-BROMO-2-FLUORO-5-(TRIFLUOROMETHYL)ANILINE
• N-(2-AMINO-4-BROMO-5-(TRIFLUOROMETHYL)PHENYL)ACETAMIDE