3-Amino-4-fluorobenzoic acid Chemical Properties

Melting point:

184 °C

Boiling point:

335.5±27.0 °C(Predicted)

Density 

1.430±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

pka

4.30±0.10(Predicted)

form 

Powder

color 

Off-white

InChI

InChI=1S/C7H6FNO2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3H,9H2,(H,10,11)

InChIKey

WFSPEVFSRUTRCN-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

2365-85-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2922498590

3-Amino-4-fluorobenzoic acid Usage And Synthesis

Chemical Properties

off-white powder

Synthesis

3-Nitro-4-fluorobenzoic acid (1.85 g, 10.0 mmol) was dissolved in methanol (10 mL) and 5% Pd/C catalyst (100 mg) was added. The reaction mixture was stirred for 6 hours under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the filter cake was washed with methanol. The filtrate was concentrated under reduced pressure to remove the volatile solvent to afford the target product 3-amino-4-fluorobenzoic acid (8A) as a light yellow solid (1.50 g, 9.67 mmol, 97% yield).

References

[1] Patent: US2004/77696, 2004, A1. Location in patent: Page/Page column 11
[2] Patent: WO2010/126922, 2010, A1. Location in patent: Page/Page column 60
[3] Tetrahedron, 2018, vol. 74, # 47, p. 6795 - 6803
[4] Journal of Organic Chemistry, 2014, vol. 79, # 11, p. 5134 - 5144
[5] Beilstein Journal of Organic Chemistry, 2013, vol. 9, p. 1873 - 1880

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