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33421-36-2

33421-36-2 Structure

33421-36-2 Structure
IdentificationBack Directory
[Name]

2-(Pyridin-2-yl)phenol
[CAS]

33421-36-2
[Synonyms]

2-(Pyridin-2-yl)phel
2-(2-Pyridinyl)phenol
2-(Pyridin-2-yl)phenol
Phenol, 2-(2-pyridinyl)-
2-(2-Hydroxyphenyl)pyridine
2-(Pyridin-2-yl)phenol ISO 9001:2015 REACH
[Molecular Formula]

C11H9NO
[MDL Number]

MFCD18072507
[MOL File]

33421-36-2.mol
[Molecular Weight]

171.2
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P271-P260-P280
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2-(Pyridin-2-yl)phenol(33421-36-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Phenylpyridine

1008-89-5

2-(Pyridin-2-yl)phenol

33421-36-2

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
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