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

Melting point:

28 °C

Boiling point:

112 °C

Density 

1.280±0.06 g/cm3(Predicted)

Flash point:

112°C/18mm

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

pka

3.98±0.10(Predicted)

Appearance

Yellow to brown Solid

BRN 

2723972

InChI

InChI=1S/C8H8F3NO/c1-13-7-3-2-5(12)4-6(7)8(9,10)11/h2-4H,12H2,1H3

InChIKey

CQJCPOVTPNWVBW-UHFFFAOYSA-N

SMILES

C1(N)=CC=C(OC)C(C(F)(F)F)=C1

CAS DataBase Reference

393-15-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T,Xn

Risk Statements 

20/21/22-36/37/38-52-22

Safety Statements 

26-36/37/39

RIDADR 

UN2811

Hazard Note 

Irritant

HazardClass 

TOXIC

HazardClass 

6.1

HS Code 

2922290090

MSDS

• Language:English Provider:ALFA

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

Uses

4-Methoxy-3-(trifluoromethyl)aniline is a fluorinated aniline derivative used as a pharmaceutical intermediate for the synthesis of antibacterial and antiparasitic quinoxaline-2,3-diamine derivatives.

Synthesis

The general procedure for the synthesis of 4-methoxy-3-trifluoromethylaniline using 2-methoxy-5-nitrobenzotrifluoride as starting material was as follows: 2-methoxy-5-nitrobenzotrifluoride (5.08 g, 23.0 mmol) was dissolved in methanol (200 mL), and 10% Pd-C catalyst (50% water, 250 mg) was added. The reaction mixture was stirred continuously for 3.5 h at room temperature and under atmospheric pressure hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated to dryness under reduced pressure to afford 4-methoxy-3-(trifluoromethyl)aniline (4.67 g, 100% yield). Results of mass spectrometry analysis: m/z = 192 ([M+H]+).

References

[1] Patent: EP1403255, 2004, A1. Location in patent: Page 121
[2] Patent: US2005/209260, 2005, A1. Location in patent: Page/Page column 143-144
[3] Patent: US2007/49609, 2007, A1. Location in patent: Page/Page column 122
[4] Synthesis, 2006, # 19, p. 3316 - 3340
[5] Patent: FR745293, 1932,

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