2-Fluoro-6-nitrobenzoic acid Chemical Properties

Melting point:

150 °C

Boiling point:

334.7±27.0 °C(Predicted)

Density 

1.568±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

1.50±0.30(Predicted)

form 

Solid

color 

White to Light yellow to Light orange

CAS DataBase Reference

385-02-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

29163900

2-Fluoro-6-nitrobenzoic acid Usage And Synthesis

Chemical Properties

light yellow powder

Uses

2-Fluoro-6-nitrobenzoic acid is used as an intermediate in the synthesis of certain drugs, pesticides or advanced materials.

Synthesis

A. Synthesis of 2-fluoro-6-nitrobenzoic acid. Under stirring, 2-fluoro-6-nitrotoluene (exact amount not provided) was added to a suspension of potassium permanganate (102 g, 0.65 mol) in water (1.4 L). The reaction mixture was heated to reflux for 4 h, subsequently cooled to room temperature, filtered and washed with diethyl ether. The aqueous phase was acidified to pH 2 with concentrated hydrochloric acid and then extracted with ethyl acetate. The organic phase was washed with brine, dried over magnesium sulfate, filtered, and concentrated under vacuum to give 11.81 g (40% yield) of 2-fluoro-6-nitrobenzoic acid. The product was characterized by 1H NMR and IS-MS (m/e 184.0 [M-1]). Elemental analysis (C7H4FNO4) Calculated values: C, 45.42; H, 2.18; N, 7.57; Measured values: C, 45.22; H, 2.29; N, 7.27.

References

[1] Chemische Berichte, 1896, vol. 29, p. 841
[2] Journal of Medicinal Chemistry, 1994, vol. 37, # 6, p. 758 - 768
[3] Israel Journal of Chemistry, 1964, vol. 2, p. 25 - 28
[4] Patent: US6635657, 2003, B1
[5] Patent: US4316839, 1982, A

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