2,2'-Bipyridine-3,3'-dicarboxylic acid Chemical Properties

Melting point:

261°C(dec.)(lit.)

Boiling point:

454.1±40.0 °C(Predicted)

Density 

1.469±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

powder to crystal

pka

1.40±0.36(Predicted)

color 

White to Almost white

InChIKey

KNVZVRWMLMPTTJ-UHFFFAOYSA-N

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29333990

2,2'-Bipyridine-3,3'-dicarboxylic acid Usage And Synthesis

Definition

ChEBI: 2-(3-carboxy-2-pyridinyl)-3-pyridinecarboxylic acid is a member of bipyridines.

Synthesis

Example 4: 9.50 g of 2-chloronicotinic acid and 5.30 g of sodium hydroxide were dissolved in a solvent mixture of 40 mL of water and 40 mL of methanol. After the addition of 4 g of palladium/activated carbon catalyst with 5% palladium loading, the reaction mixture was stirred at 80-85°C and 0.1 MPa for 30 hours. Upon completion of the reaction, the catalyst was removed by filtration. Subsequently, the filtrate was acidified to pH 1 with hydrochloric acid to precipitate the target product 2,2'-bipyridine-3,3'-dicarboxylic acid as a white solid. A final 3.5 g of product was obtained in 48% yield.

References

[1] Patent: US6500956, 2002, B1

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