5-Fluoro-2-methoxyaniline Chemical Properties

Melting point:

3 °C

Boiling point:

90 °C/760 mmHg

Density 

1.1981 g/mL at 25 °C

refractive index 

n20/D 1.5438

Flash point:

109 °C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

clear liquid

pka

3.52±0.10(Predicted)

color 

Colorless to Light yellow to Light orange

CAS DataBase Reference

1978-39-8

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

RIDADR 

UN 2810 6.1/PG III

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

III

HS Code 

2921420090

5-Fluoro-2-methoxyaniline Usage And Synthesis

Uses

5-Fluoro-2-methoxyaniline was used in the study of structure-activity relationship to discover selective inhibitors of p97 ATPase.

Synthesis

General procedure for the synthesis of 2-methoxy-5-fluoroaniline from 2-nitro-4-fluoroanisole: 4-fluoro-2-nitroanisole (85 g, 0.50 mol) was dissolved in methanol (300 mL) and palladium-carbon catalyst (10%, 8 g) was added. The reaction was stirred under hydrogen atmosphere for 15 hours. After completion of the reaction, the catalyst was removed by filtration, and the filtrate was concentrated to dryness to obtain the crude product 2-methoxy-5-fluoroaniline (61.5 g, 0.436 mol, 87% yield), which could be directly used in the next reaction without further purification.

References

[1] Collection of Czechoslovak Chemical Communications, 1982, vol. 47, # 1, p. 72 - 87
[2] Patent: WO2005/26137, 2005, A2. Location in patent: Page/Page column 231
[3] Journal of Organic Chemistry, 1951, vol. 16, p. 1345,1348
[4] Journal of the American Chemical Society, 1959, vol. 81, p. 94,95, 97
[5] Journal of Organic Chemistry, 1952, vol. 17, p. 229,230

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