3-BROMO-2-ETHOXYPYRIDINE

3-BROMO-2-ETHOXYPYRIDINE Property

Boiling point:

210.3±20.0 °C(Predicted)

Density 

1.47

refractive index 

1.5450 to 1.5490

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

pka

1.68±0.22(Predicted)

color 

Colorless to Light yellow

Safety

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

P405Store locked up.

3-BROMO-2-ETHOXYPYRIDINE Chemical Properties,Usage,Production

Uses

3-Bromo-2-ethoxypyridin is an important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.

Synthesis

3-Bromo-2-chloropyridine (10.0 g) was used as a raw material, which was dissolved in anhydrous ethanol (100 mL), followed by the slow addition of an ethanol solution of 21% sodium ethoxide (70.8 mL). The reaction mixture was heated to reflux and kept reacting overnight. After completion of the reaction, the solvent was removed by rotary evaporator under reduced pressure. The residue was dissolved in ethyl acetate and washed sequentially with saturated aqueous sodium bicarbonate and aqueous ammonium chloride. The organic layer was dried with anhydrous sodium sulfate, filtered and the solvent evaporated to give the crude product. The crude product was purified by silica gel column chromatography with the eluent of cyclohexane/ethyl acetate (10:1, v/v) to give 3-bromo-2-ethoxypyridine (7.26 g, 69% yield) as a yellow oil. The product was characterized by 1H-NMR (400 MHz, DMSO-d6): δ[ppm] = 1.34 (t, 3H), 4.37 (q, 2H), 6.93 (dd, 1H), 8.02 (dd, 1H), 8.15 (dd, 1H).

References

[1] Patent: WO2011/64328, 2011, A1. Location in patent: Page/Page column 105