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2-Fluoro-4-nitrobenzoic acid

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2-Fluoro-4-nitrobenzoic acid Basic information

Product Name:
2-Fluoro-4-nitrobenzoic acid
Synonyms:
  • 2-Fluoro-4-nitrobenzotc acid
  • 0083512-Fluoro-4-nitrobenzoicacid
  • 2-Fluoro-4-nitrobenzoic acid 98+%
  • 4-Carboxy-3-fluoronitrobenzene
  • 2-Fluor-4-nitrobenzoic acid
  • NSC 190361
  • 2-Fluoro-4-nitrobenzoic acid 97%
  • Benzoicacid, 2-fluoro-4-nitro-
CAS:
403-24-7
MF:
C7H4FNO4
MW:
185.11
EINECS:
609-823-5
Product Categories:
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • intermediate
  • Carboxylic Acids
  • Phenyls & Phenyl-Het
  • Benzoic acid
  • Miscellaneous
  • Carboxylic Acids
  • Phenyls & Phenyl-Het
Mol File:
403-24-7.mol
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2-Fluoro-4-nitrobenzoic acid Chemical Properties

Melting point:
170 °C
Boiling point:
352.5±27.0 °C(Predicted)
Density 
1.568±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
pka
2.37±0.13(Predicted)
color 
White to Light yellow
BRN 
2582091
InChI
InChI=1S/C7H4FNO4/c8-6-3-4(9(12)13)1-2-5(6)7(10)11/h1-3H,(H,10,11)
InChIKey
MMWFMFZFCKADEL-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=CC=C([N+]([O-])=O)C=C1F
CAS DataBase Reference
403-24-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22
Safety Statements 
26-37/39-36/37/39-22
HazardClass 
IRRITANT
HS Code 
29163990

MSDS

  • Language:English Provider:ALFA
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2-Fluoro-4-nitrobenzoic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Synthesis

A mixture of 2-fluoro4-nitrotoluene (31.1 g, 0.2 mol), tetrabutylammonium bromide (3.2 g,0.01 mol), 1.0 L of 1N NaOH, and KMnO4 (20.0 g) was stirred at room temperature. After 10 min, the resulting mixture was heated to 95 °Cwith stirring. Additional 30.0 g portions of KMnO 4 were added after 2 h and 3 h. After stirring at 95 °C for an additional 10 h, the reaction mixture was cooled to room temperature and filtered through Celite to remove MnO2. The filtrate was acidified to pH 2 by adding concentrated hydrochloric acid. An off-white precipitate formed that was collected by vacuum filtration. The crude solid was dissolved in 300 mL of 1N aqueous NaOH, acidified to pH 2 using concentrated hydrochloric acid, and the mixture extracted with CH 2 Cl 2 (3 × 200 mL). The combined CH2 Cl 2extracts were washed with 0.1 N aqueous HCl (2 × 100 mL), dried over anhydrous Na2SO4, and concentrated in vacuo to afford 27.3 g (73.7%)of 2-fluoro-4-nitrobenzoic acid as a white crystalline solid, m.p. 174.5–176.0 °C (lit 7. m.p. 176–177 °C)[1].

References

[1] Defeng Xu, Zhiling Zhu, Xing Xu. “A Convenient Synthesis of 4-amino-2-fluoro-N-methyl-benzamide.” Journal of Chemical Research-s 17 1 (2013): 615–616.

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