4-AMINO-2-FLUOROBENZOIC ACID Chemical Properties

Melting point:

210 °C (dec.)

Boiling point:

336.1±27.0 °C(Predicted)

Density 

1.430±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

powder to crystal

pka

3.93±0.10(Predicted)

color 

White to Orange to Green

InChI

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

InChIKey

QHERSCUZBKDVOC-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC=C(N)C=C1F

CAS DataBase Reference

446-31-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-37/38-41

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2922498590

MSDS

• Language:English Provider:SigmaAldrich

4-AMINO-2-FLUOROBENZOIC ACID Usage And Synthesis

Chemical Properties

mp 216- 216.5°C

Uses

peptide synthesis

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

2-Fluoro-4-nitrobenzoic acid (1.0 g, 5.4 mmol) was used as a raw material and dissolved in 20 mL of a solvent mixture of acetic acid and methanol (1:1, v/v). A catalytic amount of palladium carbon (25 mg) was added and the reaction was stirred overnight at room temperature under hydrogen atmosphere. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth to remove the catalyst. Subsequently, the solvent was removed by distillation under reduced pressure to afford 4-amino-2-fluorobenzoic acid (0.86 g, 100% yield) as a cream colored solid.

References

[1] Journal of Medicinal Chemistry, 2004, vol. 47, # 27, p. 6730 - 6739
[2] Patent: WO2004/11460, 2004, A2. Location in patent: Page 57
[3] Patent: WO2010/132615, 2010, A1. Location in patent: Page/Page column 133
[4] Journal of the American Chemical Society, 1944, vol. 66, p. 1631
[5] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 12, p. 2697 - 2706

4-AMINO-2-FLUOROBENZOIC ACID(446-31-1)Related Product Information

• 2-Fluoro-4-nitrobenzoic acid
• 2-Fluorobenzoic acid
• 4-Bromo-2-fluoro-N-methylbenzamide
• 4-BROMO-2-FLUOROBENZAMIDE
• 4-amino-2-fluoro-N-methylbenzamide
• 4-[1-(4-cyano-3-trifluoromethyl-phenylcarbamoyl)-1-methyl-ethylamino]-2-fluoro-N-
• Enzalutamide Impurity 7
• Benzoic acid, 4-isothiocyanato-2-(trifluoromethyl)-
• 2-FLUORO-N-METHYL-4-NITROBENZAMIDE
• 4-Amino-2-(trifluoromethyl)benzamide
• 4-NITRO-2-(TRIFLUOROMETHYL)BENZONITRILE
• 4-isothiocyanato-2-(trifluoroMethyl)benzonitrile
• Enzalutamide Impurity 1
• Benzamide, 4-[3-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-5,5-dimethyl-4-oxo-1-imidazolidinyl]-2-fluoro-N-methyl-
• Benzamide, 4-amino-2-fluoro- (9CI)
• 4-Amino-2-fluoro-N,N-dimethylbenzamide
• 4-AMINO-2-TRIFLUOROMETHYLBENZOIC ACID
• METHYL 2-FLUORO-4-NITROBENZENECARBOXYLATE