3-Fluoro-4-methoxyaniline Chemical Properties

Melting point:

81-83 °C (lit.)

Boiling point:

135 °C/18 mmHg (lit.)

Density 

1.1382 (estimate)

Flash point:

>110°C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

4.18±0.10(Predicted)

form 

Crystalline Powder

color 

Light beige to yellow-brown

BRN 

2717083

InChI

InChI=1S/C7H8FNO/c1-10-7-3-2-5(9)4-6(7)8/h2-4H,9H2,1H3

InChIKey

LJWAPDSCYTZUJU-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

366-99-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi,T

Risk Statements 

20/21/22-36/37/38-23/24/25

Safety Statements 

26-37/39-45-38-36/37/39-28A

RIDADR 

UN2811

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29214200

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

3-Fluoro-4-methoxyaniline Usage And Synthesis

Chemical Properties

light beige to yellow-brown crystalline powder

Uses

3-Fluoro-4-methoxyaniline was used as a reagent in the synthesis of novel leucine ureido derivatives which have potent inhibitory activity againt aminopeptidase N. Also used in the synthesis of novel mGluR1 antagonists for the treatment of chronic pain.

General Description

Arrhenius parameter has been measured for the reactions of 3-fluoro-p-anisidine (3-fluoro-4-methoxyaniline) with picryl chloride.

Synthesis

General procedure for the synthesis of 3-fluoro-4-methoxyaniline from 2-fluoro-4-nitroanisole: 3-fluoro-4-methoxynitrobenzene (0.5 g, 2.9 mmol) was dissolved in ethyl acetate (10 mL), a carbon-loaded palladium catalyst (50 mg) was added, and the reaction was stirred for 1 h at room temperature. After completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to afford the target product 3-fluoro-4-methoxyaniline (7B) as an off-white solid (0.4 g, 98% yield).

References

[1] Journal of Medicinal Chemistry, 2000, vol. 43, # 24, p. 4701 - 4710
[2] Patent: CN104395312, 2016, B. Location in patent: Paragraph 0640-0645
[3] Patent: US2006/128729, 2006, A1. Location in patent: Page/Page column 77
[4] Patent: WO2017/129796, 2017, A1. Location in patent: Page/Page column 251; 252
[5] Journal of the American Chemical Society, 1941, vol. 63, p. 609

3-Fluoro-4-methoxyaniline(366-99-4)Related Product Information

• 3-Aminobenzotrifluoride
• 4-Fluoroaniline
• 3-Ethoxyaniline
• (Trifluoromethoxy)benzene
• 3-Fluoroaniline
• 2-Fluoroaniline
• 4-(Trifluoromethoxy)aniline
• p-Anisidine
• o-Anisidine
• Fluorine
• anisidine
• 4-METHOXY-3-NITROBENZOTRIFLUORIDE
• 4-FLUORO-2-METHOXYANILINE
• 4-Fluoro-2-methoxyaniline, HCl,4-Fluoro-2-methoxyaniline hydrochloride 98%,4-Fluoro-2-methoxyaniline hydrochloride
• 2-FLUORO-4-METHOXYANILINE
• 4-FLUORO-3-METHOXYANILINE HYDROCHLORIDE
• N-Methyl 4-fluoro-2-methoxyaniline
• 3-(2-FLUORO-4-NITROPHENOXY)-2-THIOPHENECARBOXYLIC ACID