2-(Pyridin-2-yl)phenol Chemical Properties

Melting point:

56-57 °C

Boiling point:

135-145 °C(Press: 2 Torr)

Density 

1.169

storage temp. 

Inert atmosphere,Room Temperature

pka

pK1:4.19(＋1);pK2:10.64 (20°C)

Appearance

Light yellow to yellow Solid

Safety Information

HS Code 

2933399990

2-(Pyridin-2-yl)phenol Usage And Synthesis

Synthesis

GENERAL METHOD: A mixture of 2-arylpyridine (1 eq.), Ru(MesCO2)(L)(p-cymene) [L=2,2'-bipyridine or 4,4'-dibromo bipyridine] (5 mol%), TFA:TFAA (0.6 mL:0.4 mL), and Oxone (4 eq.) was placed in a 30 mL sealed tube. 1 mL of dichloroethane (DCE) was added and the sealed tube was placed in an oil bath, stirred and heated at 140°C. The progress of the reaction was monitored by thin layer chromatography (TLC) every 8 hours. After complete consumption of the ingredients, the reaction mixture was cooled to room temperature, quenched with saturated brine solution and extracted with dichloromethane. The organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography, and the eluent was a mixed solvent of petroleum ether/ethyl acetate to afford the target product 2-(2-hydroxyphenyl)pyridine.

References

[1] ACS Catalysis, 2016, vol. 6, # 9, p. 6050 - 6054
[2] Journal of Organic Chemistry, 2015, vol. 80, # 5, p. 2925 - 2929
[3] Organic Letters, 2017, vol. 19, # 13, p. 3532 - 3535
[4] Tetrahedron Letters, 2017, vol. 58, # 38, p. 3743 - 3746
[5] Angewandte Chemie - International Edition, 2013, vol. 52, # 22, p. 5827 - 5831