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2-FLUORO-5-NITRO-3-PICOLINE

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2-FLUORO-5-NITRO-3-PICOLINE Basic information

Product Name:
2-FLUORO-5-NITRO-3-PICOLINE
Synonyms:
  • 2-FLUORO-3-METHYL-5-NITROPYRIDINE
  • 2-FLUORO-5-NITRO-3-PICOLINE
  • 2-FLUORO-5-NITRO-3-PICOLINE (2-FLUORO-3-METHYL-5-NITROPYRIDINE)
  • 2-Fluorol-5-nitro-3-picoline
  • Pyridine, 2-fluoro-3-methyl-5-nitro-
  • 2-FLUORO-5-NITRO-3-PICOLINE ISO 9001:2015 REACH
CAS:
19346-46-4
MF:
C6H5FN2O2
MW:
156.11
Product Categories:
  • Pyrimidines
  • Pyridines
  • Boronic Acid
  • Pyridine
Mol File:
19346-46-4.mol
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2-FLUORO-5-NITRO-3-PICOLINE Chemical Properties

Boiling point:
265.7±35.0 °C(Predicted)
Density 
1.357±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
pka
-4.17±0.20(Predicted)
CAS DataBase Reference
19346-46-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,C
Risk Statements 
36/37/38-34
Safety Statements 
26-36-45-36/37/39
HazardClass 
IRRITANT, IRRITANT-HARMFUL
HS Code 
2933399990
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2-FLUORO-5-NITRO-3-PICOLINE Usage And Synthesis

Synthesis

22280-56-4

2751-90-8

19346-46-4

2-Chloro-3-methyl-5-nitropyridine (15 g, 86.9 mmol, purchased from Maybridge Chemical Co.), potassium fluoride (12 g, 258 mmol), and tetraphenylphosphonium bromide (20 g, 47.7 mmol, purchased from Aldrich) were mixed in 200 mL of acetonitrile and the reaction was heated to reflux for 4 days. After completion of the reaction, the reaction mixture was diluted with ether (500 mL) and filtered, and the filtrate was concentrated to obtain the crude product. The crude product was ground with hot hexane (4 x 200 mL), the hexane solutions were combined and concentrated to afford the target compound 2-fluoro-3-methyl-5-nitropyridine as a solid (8.4 g, 60% yield). The product was identified by 1H NMR (DMSO-d6, 300 MHz): δ 2.42 (s, 3H), 8.43 (m, 1H), 8.95 (dd, J = 1.6 Hz, 1H); mass spectrum (CI/NH3) m/z: 157 (M + H)+.

References

[1] Patent: US5733912, 1998, A

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