3-Bromo-4-nitropyridine Chemical Properties

Melting point:

66-67 °C

Boiling point:

235.7±20.0 °C(Predicted)

Density 

1.833±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

-1.04±0.18(Predicted)

Appearance

Light yellow to yellow Solid

InChI

InChI=1S/C5H3BrN2O2/c6-4-3-7-2-1-5(4)8(9)10/h1-3H

InChIKey

CJEWCWSWUUFORD-UHFFFAOYSA-N

SMILES

C1=NC=CC([N+]([O-])=O)=C1Br

Safety Information

HS Code 

2933399990

3-Bromo-4-nitropyridine Usage And Synthesis

Uses

3-Bromo-4-nitropyridine is a pyridine compound that has been identified as an environmental pollutant. It can be used to synthesize other compounds, such as 4-(3-bromopyridin-2-yl)morpholine, for the synthesis of acetonitrile.

Synthesis

A mixture of 3-bromo-4-nitropyridine N-oxide (2.2g,10 mmol), trichlorooxobis (triphenylphosphine) rhenium(V) [Re(0)(Ph3P)2Cl3, Aldrich, 50 mg, 0.08mmol), and triphenyphosphine (2.7 g, 10.3 mmol) in dichloromethane (100 mL) was flushed with argon and stirred at rt for 1 h, then, at 40 °C for 2 h. The reaction mixture was cooled to rt and concentrated under vacuum. The residue was triturated with hexanes (300 mL), and the precipitated (triphenylphosphine oxide) was removed by filtration. The organic layer was concentrated and purified by column (silica gel, EtOAc/hexanes 1/7) to give 3-Bromo-4-nitropyridine as yellow solid (1.8 g, 86%)[1].

References

[1] R. W. Daisley, J. R. Hanbali. “PREPARATION OF 3-BROMO-4-NITROPYRIDINE 1-OXIDE.” Organic Preparations and Procedures International 15 1 (1983): 280–282.

3-Bromo-4-nitropyridine(89364-04-5)Related Product Information

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