2-METHOXY-5-PICOLINE Chemical Properties

Boiling point:

165°C(lit.)

Density 

1.001±0.06 g/cm3(Predicted)

refractive index 

1.5000 to 1.5040

storage temp. 

Sealed in dry,Room Temperature

pka

3.69±0.10(Predicted)

form 

clear liquid

color 

Colorless to Light yellow

λmax

279nm(CH3CN)(lit.)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36

HS Code 

2933399990

2-METHOXY-5-PICOLINE Usage And Synthesis

Chemical Properties

colorless liquid

Synthesis

Example 5: General procedure for the preparation of 2-methoxy-5-methylpyridine from 2-bromo-5-methylpyridine 1. 250 g (1.45 mol) of 2-bromo-5-methylpyridine, 2.1 g (1 mol%) of copper(I) bromide (CuBr), 14.5 g (2 mol%) of poly(ethylene glycol) dimethyl ether 500, and 457 g of 30% sodium methanol solution (precursor concentration of 14.5%) were added to a reactor. 2. the reaction mixture was heated to 90 °C and the progress of the reaction was monitored by GC until the conversion was >98.5% (reaction time totaled 17 hours). 3. upon completion of the reaction, the reaction mixture was quenched by slowly adding 750 g of water. 4. The pH of the mixture was adjusted to 9 by dropwise addition of hydrochloric acid, followed by filtration through decalite to remove insoluble material. 5. The aqueous phase was extracted twice with methyl tert-butyl ether (MTBE) (350 g each). 6. The organic phases were combined and subjected to vacuum fractionation to afford 162.8 g (1.32 mol, 91% yield) of 2-methoxy-5-methylpyridine with a GC purity of >98% (a/a).

References

[1] Patent: US2008/71084, 2008, A1. Location in patent: Page/Page column 4

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