2-FLUORO-5-NITROPHENYLACETIC ACID Chemical Properties

Melting point:

149-150

Boiling point:

375.5±27.0 °C(Predicted)

Density 

1.498

storage temp. 

Store at room temperature

form 

powder

pka

3.76±0.10(Predicted)

color 

Off white to faint lemon

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

2916399090

2-FLUORO-5-NITROPHENYLACETIC ACID Usage And Synthesis

Chemical Properties

Light yellow crystalline

Uses

2-Fluoro-5-nitrophenylacetic acid can be used to prepare thickened heterocyclic compounds as protein kinase inhibitors.

Synthesis

General procedure for the synthesis of 2-fluoro-5-nitrophenylacetic acid from o-fluorophenylacetic acid: o-fluorobenzoic acid (30.0 g, 0.19 mol) was dissolved in a mixed solution of concentrated sulfuric acid (50 mL) and water (10 mL). A mixed solution of fuming nitric acid (10 mL) and water (10 mL) was added slowly and dropwise at 0 °C. The reaction mixture was kept stirred at 0 °C for 30 min. Upon completion of the reaction, the resulting precipitate was collected by filtration and washed with cold water. Finally, the product was dried under vacuum to afford 2-(2-fluoro-5-nitrophenyl)acetic acid as a white solid (35.2 g, 91% yield).

References

[1] Patent: WO2010/91310, 2010, A1. Location in patent: Page/Page column 99
[2] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 15, p. 2229 - 2235
[3] Tetrahedron, 2000, vol. 56, # 50, p. 9809 - 9818
[4] Patent: US2006/30609, 2006, A1. Location in patent: Page/Page column 15