3-Methoxy-5-(trifluoromethyl)aniline Chemical Properties

Melting point:

50-52 °C (lit.)

Boiling point:

242.0±40.0 °C(Predicted)

Density 

1.280±0.06 g/cm3(Predicted)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

2.95±0.10(Predicted)

color 

Light yellow to Brown

CAS DataBase Reference

349-55-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38-23-22

Safety Statements 

26-37/39-24/25

RIDADR 

PG3

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

6.1

HS Code 

29222990

MSDS

• Language:English Provider:SigmaAldrich

3-Methoxy-5-(trifluoromethyl)aniline Usage And Synthesis

Uses

3-Methoxy-5-(trifluoromethyl)aniline was used in the synthesis of spleen tyrosine kinase inhibitors based on the phenylamino pyrimidine thiazole.

Synthesis

General procedure for the synthesis of 3-methoxy-5-(trifluoromethyl)aniline from 3-nitro-5-(trifluoromethyl)anisole: 1-methoxy-3-nitro-5-(trifluoromethyl)benzene (8.50 g, 38.4 mmol) and 10% Pd/C catalyst (2.00 g, 1.88 mmol) were placed in methanol (40 mL), and the reaction was stirred at room temperature in a hydrogen atmosphere. The reaction was carried out for 24 hours. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure to afford the title compound 3-methoxy-5-trifluoromethylaniline (7.2 g) as an orange solid. The product was analyzed by LC-MS (ESI): m/z [M+H]+ calculated value, retention time 1.56 min.

References

[1] Synthesis, 2006, # 19, p. 3316 - 3340
[2] Patent: US2005/54850, 2005, A1
[3] Journal of the Chemical Society, 1951, p. 2013,2016
[4] Journal of the American Chemical Society, 1955, vol. 77, p. 2284,2285
[5] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1977, p. 14 - 17

3-Methoxy-5-(trifluoromethyl)aniline(349-55-3)Related Product Information

• p-Anisidine
• 3-Methoxy-2-methylaniline
• 3-(Trifluoromethoxy)aniline
• Benzotrifluoride
• 2,3-DIAMINOTOLUENE
• 3-(Trifluoromethyl)benzaldehyde
• 3-Aminobenzotrifluoride
• o-Anisidine
• Glycine
• m-Anisidine
• 2-Methylbenzotrifluoride
• 4-(Trifluoromethoxy)aniline
• 2-(Trifluoromethoxy)aniline
• N-Methylaniline
• Dinitramine
• Betaine
• 3-Fluorobenzotrifluoride
• N,N-Dimethylaniline