3-PYRIDIN-4-YL-BENZOIC ACID Chemical Properties

Melting point:

268 °C

Boiling point:

405.0±28.0 °C(Predicted)

Density 

1.241±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

3.78±0.10(Predicted)

Appearance

White to off-white Solid

CAS DataBase Reference

4385-78-8

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Hazard Note 

Harmful

HS Code 

2933399990

3-PYRIDIN-4-YL-BENZOIC ACID Usage And Synthesis

Definition

ChEBI: 3-Pyrid-4-ylbenzoic acid is a phenylpyridine.

Synthesis

Example 165 Synthesis of A3-(pyridin-4-yl)benzoic acid: 3-Carboxyphenylboronic acid (1.5 g, 9 mmol) and 4-bromopyridine (1.5 g, 9.9 mmol) were dissolved in a mixed solvent of acetonitrile (40 mL) and water (40 mL), potassium carbonate (5.5 g, 40 mmol) and bis(triphenylphosphine)palladium(II) chloride (400 mg, 0.37 mmol). The reaction mixture was stirred under reflux conditions overnight. Upon completion of the reaction, the suspension was filtered while hot and the filtrate was concentrated to half the original volume. The concentrated aqueous phase was washed with dichloromethane. Subsequently, the aqueous phase was adjusted to pH=3 with 1 M hydrochloric acid, the solid was precipitated, filtered and the solid was washed with water. Finally, the solid residue was dried under vacuum to give 1.5 g of 3-(pyridin-4-yl)benzoic acid in 83% yield.LC-MS (ESI) m/z: 200(M+1)+.

References

[1] Patent: US2009/197863, 2009, A1. Location in patent: Page/Page column 76

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