4-Methoxypyridine

Base Information

• Chemical Name: 4-Methoxypyridine
• CAS No.: 620-08-6
• Molecular Formula: C6H7NO
• Molecular Weight: 109.128
• Hs Code.: 29339900
• European Community (EC) Number: 210-624-7
• DSSTox Substance ID: DTXSID10211029
• Nikkaji Number: J96.108F
• Wikidata: Q72485721
• Mol file: 620-08-6.mol

Synonyms:4-methoxypyridine

Chemical Property of 4-Methoxypyridine

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 2.18mmHg at 25°C
• Melting Point: 4 °C
• Refractive Index: 1.518-1.522
• Boiling Point: 168 °C at 760 mmHg
• PKA: 6.58(at 25℃)
• Flash Point: 58.8 °C
• PSA: 22.12000
• Density: 1.023 g/cm³
• LogP: 1.09020
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 109.052763847
• Heavy Atom Count: 8
• Complexity: 59.5

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=NC=C1
• Uses: 4-Methoxypyridine, is used as a building block for the synthesis of some biologically active compounds. It is used for the preparation of a new series of benzoylated N-ylides as protein farnesyltransferase inhibitors. 4-Methoxypyridine was used as a starting reagent for the stereocontrolled synthesis of (±)-pumiliotoxin C and (±)-lasubine II. It was also used in an efficient construction of dihyropyridin-4-ones, which serves as potential ligands for neuronal nicotinic acetycholine receptors.

Technology Process of 4-Methoxypyridine

There total 53 articles about 4-Methoxypyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

4-methoxypyridine N-oxide (1122-96-9) → 4-methoxypyridine (620-08-6,1232006-56-2)

Guidance literature:

With ammonium formate; silica gel; zinc; In methanol; at 20 ℃; for 0.166667h; chemoselective reaction;

DOI:10.1002/jhet.3069

Reference yield: 74.0%

methanol (67-56-1) + 4-nitraminopyridine N-oxide (1124-33-0) → 4-methoxypyridine (620-08-6,1232006-56-2)

Guidance literature:

With potassium hydroxide; aluminum nickel; for 19h; Heating;

DOI:10.1021/jo00354a021

Reference yield: 53.0%

4-Chloropyridine (626-61-9) + methanol (67-56-1) → 4-methoxypyridine (620-08-6,1232006-56-2)

Guidance literature:

With zinc(II) nitrate hexahydrate; potassium carbonate; at 75 ℃; for 8h; Sealed tube; Green chemistry;

DOI:10.1002/cssc.201403154

upstream raw materials:

diazomethane

pyridin-4-ol

diethyl ether

(4-oxo-4H-[1]pyridyloxy)-acetic acid

Downstream raw materials:

1-methyl-pyrrolidin-2-one

4-methoxy-3-(trisopropylsilyl)pyridine

hexamethylbenzene radical cation

4-Methoxy-3-phenylselanyl-pyridine

Refernces

• 1、 Li, Chen,Song, Zhi-Qiang,Wang, Dong-Hui,Wang, Jing-Ru. "Copper-Catalyzed Methoxylation of Aryl Bromides with 9-BBN-OMe". supporting information. p. 8450 - 8454. Retrieved 2021/11/17.
• 2、 García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.. "A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics". supporting information. . Retrieved 2022/01/04.