2-Methoxypyridine Chemical Properties

Boiling point:

142 °C (lit.)

Density 

1.038 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.503(lit.)

FEMA 

4639 | 2-METHOXYPYRIDINE

Flash point:

90 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

Liquid

pka

3.28(at 20℃)

color 

Clear colorless to slightly yellow

Odor

at 0.10?%?in?propylene glycol. green fermented tea

Appearance

Colorless to Light yellow clear liquid

Water Solubility 

INSOLUBLE

JECFA Number

2156

BRN 

108189

InChIKey

IWTFOFMTUOBLHG-UHFFFAOYSA-N

LogP

1.32

CAS DataBase Reference

1628-89-3(CAS DataBase Reference)

NIST Chemistry Reference

Pyridine, 2-methoxy-(1628-89-3)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

10-36/37/38

Safety Statements 

26-36-16

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

HazardClass 

3

PackingGroup 

III

HS Code 

29339900

MSDS

• Language:English Provider:2-Methoxypyridine
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Methoxypyridine Usage And Synthesis

Chemical Properties

Clear colorless to slightly yellow liquid

Uses

2-Methoxypyridine can be used as an intermediate to synthesize 2-methoxy-3-pyridinesulfonyl chloride which is patented as a reactant used to prepare erythromycin macrolide antibiotics as antibacterial and antiprotozoal agents. It can also be used to prepare bicyclic iminopyrimidinones as Beta Amyloid Cleaving Enzyme-1 (BACE1) inhibitors.

Synthesis

CsSO4F may be used to fluorinate pyridine directly, but the reaction is very sensitive to the solvents employed. When solvents such as pentane and diethyl ether were used, 2-fluoropyridine was the major product, but use of nucleophilic solvents, such as methanol gave 2-methoxypyridine.

References

[1] DAI W, LIU S, ZHANG Z, et al. Conformational preferences and isomerization upon excitation/ionization of 2-methoxypyridine and 2-N-methylaminopyridine†[J]. Physical Chemistry Chemical Physics, 2018, 9: 6211-6226. DOI:10.1039/C7CP07854D.
[2] Singh, Avtar, et al. "Synthesis of C-6 and C-3 substituted chalcogen derivatives of 2-methoxypyridine through lithiation of 2-methoxypyridine: An experimental and quantum chemical study." Inorganica Chimica Acta 432 (2015): 109-114.
[3] Trécourt, F., et al. "Catalyzed metalation applied to 2-methoxypyridine." The Journal of Organic Chemistry 53.7 (1988): 1367-1371.
[4] Ahipa, T. N., and Airody Vasudeva Adhikari. "2-Methoxypyridine derivatives: synthesis, liquid crystalline and photo-physical properties." New Journal of Chemistry 38.10 (2014): 5018-5029.
[5] WANYING CHENG . Conformation and bonding of 2-methoxypyridine and its monohydrate from rotational spectra[J]. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2020, 239: Article 118434. DOI:10.1016/j.saa.2020.118434.

2-Methoxypyridine(1628-89-3)Related Product Information

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