ChemicalBook Product Catalog Pharmaceutical intermediates Heterocyclic compound Pyridine compound Pyridine derivatives 2-Methoxypyridine

2-Methoxypyridine

Product Name2-Methoxypyridine
CAS1628-89-3
MFC6H7NO
MW109.13
EINECS216-623-8
MOL File1628-89-3.mol

Chemical Properties

Boiling point	142 °C (lit.)
Density	1.038 g/mL at 25 °C (lit.)
FEMA	4639 \| 2-METHOXYPYRIDINE
refractive index	n20/D 1.503(lit.)
Flash point	90 °F
storage temp.	Inert atmosphere,Room Temperature
form	Liquid
pka	3.28(at 20℃)
color	Clear colorless to slightly yellow
Appearance	Colorless to Light yellow clear liquid
Odor	at 0.10%inpropylene glycol. green fermented tea
Water Solubility	INSOLUBLE
JECFA Number	2156
BRN	108189
InChI	1S/C6H7NO/c1-8-6-4-2-3-5-7-6/h2-5H,1H3
InChIKey	IWTFOFMTUOBLHG-UHFFFAOYSA-N
SMILES	COc1ccccn1
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
Storage Class	3 - Flammable liquids
Hazard Classifications	Eye Irrit. 2 Flam. Liq. 3 Skin Irrit. 2 STOT SE 3

MSDS

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

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.
Synthesis of 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

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

2-Methoxypyridine Supplier

2-Methoxypyridine manufacturers

Related Product Information