2-FORMYL-4-PICOLINE Chemical Properties

Boiling point:

94-97 °C(Press: 15 Torr)

Density 

1.082 g/mL at 25 °C

refractive index 

n20/D1.531

Flash point:

85℃

storage temp. 

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

form 

liquid

pka

4.54±0.10(Predicted)

color 

Clear, light yellow

CAS DataBase Reference

53547-60-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

22

WGK Germany 

3

Hazard Note 

Harmful

HS Code 

2933399990

2-FORMYL-4-PICOLINE Usage And Synthesis

Synthesis

The general procedure for the synthesis of 4-methyl-2-pyridinecarboxaldehyde from 2-cyano-4-methylpyridine and the compound (CAS:102854-88-6) is as follows: with reference to Example 55, a toluene solution of diisobutylaluminum hydride (1.5 M, 43.5 mL, 65 mmol) was added slowly and dropwise to 2-cyano-4-methylpyridine (7.0 g, 59 mmol) in a dichloromethane solution (180 mL). The reaction mixture was kept stirred at -78 °C for 2 hours. Subsequently, concentrated hydrochloric acid (28 mL) and water (112 mL) were added to the reaction mixture and the aqueous and organic layers were combined. After separating the organic layer, the organic layer was extracted with 2 N hydrochloric acid. All aqueous layers were combined, neutralized with sodium bicarbonate solution, and extracted with ether. The extracts were sequentially washed with saturated brine and dried with anhydrous magnesium sulfate. Finally, the solvent was removed by evaporation to afford the target product 4-methyl-2-pyridinecarboxaldehyde (2.7 g, 37% yield).

References

[1] Patent: EP1424336, 2004, A1. Location in patent: Page 139

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