3-Phenoxypyridine

3-Phenoxypyridine Property

Boiling point:

147-149 °C

Density 

1.117±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

4.35±0.10(Predicted)

form 

solid

Appearance

Colorless to light yellow Liquid

Safety

Toxicity

mouse,LD50,oral,400mg/kg (400mg/kg),United States Patent Document. Vol. #4859663,

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

3-Phenoxypyridine Chemical Properties,Usage,Production

Synthesis

GENERAL METHODS: Pyridine-3-boronic acid (1.0 mmol), homotrimethylphenyl (phenyl) iodonium trifluoromethanesulfonate (1.2 mmol), eosin Y (34.5 mg, 0.02 mmol) and sodium tert-butoxide (1.1 mmol, 25 mg) were dissolved in N,N-dimethylformamide (2.0 mL) in a borosilicate flask. The reaction was stirred for 1-2 hours at room temperature under continuous irradiation with 18 Watt LED visible light. Upon completion of the reaction (monitored by thin layer chromatography), the reaction mixture was poured into water (50 mL) and stirring was continued for 2 hours. The aqueous phase was extracted with dichloromethane (2 x 20 mL), the organic phases were combined and dried over anhydrous sodium sulfate. After concentration under reduced pressure, the residue was purified by silica gel column chromatography [eluent: ethyl acetate/petroleum ether (60-90 °C) = 1:10 to 1:4] to afford the target product, 3-phenoxypyridine (3h), as a yellowish oil.1H NMR (CDCl3, 400 MHz) δ 8.21-8.20 (m, 1H), 7.70-7.66 (m, 1H), and 7.42-7.38 (m, 2H), 7.16-7.14 (m, 2H), 7.01-6.97 (m, 1H), 6.91-6.89 (m, 1H); 13C NMR (CDCl3, 125 MHz) δ 163.8, 154.2, 147.8, 139.4, 129.7, 124.6, 121.2. 118.4, 111.5.

References

[1] Journal of Chemical Research, 2016, vol. 40, # 5, p. 261 - 264