620-08-6

Basic information

• Product Name: 4-Methoxypyridine
• Synonyms: gamma-Methoxypyridine;4-METHOXYPYRIDINE;METHYL PYRIDIN-4-YL ETHER;4-methoxypridine;Pyridine, 4-methoxy-;4-METHOXYPYRIDINE, 98+%;4-Methoxypyridine,99%;4-methoxyridine
• CAS NO: 620-08-6
• Molecular Formula: C₆H₇NO
• Molecular Weight: 109.13
• EINECS: 210-624-7
• Product Categories: blocks;Pyridines;Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;Pyridine series;Pyridine Derivertives;Boronic Acid;C6;Heterocyclic Building Blocks
• Mol File: 620-08-6.mol
• Article Data: 55

Chemical Properties

• Melting Point: 4 °C
• Boiling Point: 191 °C
• Flash Point: 74 °C
• Appearance: Clear colorless to slightly yellow/Liquid
• Density: 1.075 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.18mmHg at 25°C
• Refractive Index: 1.518-1.522
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 6.58(at 25℃)
• BRN: 108211
• CAS DataBase Reference: 4-Methoxypyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxypyridine(620-08-6)
• EPA Substance Registry System: 4-Methoxypyridine(620-08-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-36-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 620-08-6(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to slightly yellow liquid

Uses

Different sources of media describe the Uses of 620-08-6 differently. You can refer to the following data:
1. 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.
2. 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.

General Description

4-Methoxypyridine has been prepared from 4-methoxypyridine-N-oxide, via catalytic hydrogenation. Ortho lithiation of 4-methoxypyridine using mesityllithium as the metalating base has been studied.

InChI:InChI=1/C6H7NO/c1-8-6-2-4-7-5-3-6/h2-5H,1H3

Upstream product

• 186581-53-3 diazomethane 
• 626-64-2 pyridin-4-ol 
• 60-29-7 diethyl ether 
• 98279-57-3 (4-oxo-4H-[1]pyridyloxy)-acetic acid 
• 626-61-9 4-Chloropyridine 
• 124-41-4 sodium methylate 
• 1122-96-9 4-methoxypyridine N-oxide 
• 110-86-1 pyridine 
• 74414-99-6 N-(methoxycarbonyl)-4-methoxypyridinium ion 
• 67-56-1 methanol 
• 39910-67-3 4-azidopyridine 
• 93560-55-5 2-iodo-3-methoxy-pyridine 
• 82257-09-8 bromo-3 methoxy-4 pyridine 
• 1124-33-0 4-nitraminopyridine N-oxide 

Downstream Products

• 872-50-4 1-methyl-pyrrolidin-2-one 
• 126378-42-5 4-methoxy-3-(trisopropylsilyl)pyridine 
• 87-85-4 hexamethylbenzene radical cation 
• 118006-05-6 4-Methoxy-3-phenylselanyl-pyridine 
• 5005-38-9 α-phenyl-4-pyridylacetonitrile 
• 96530-17-5 N-(4-methoxyphenyl)monoaza-12-crown-4 
• 119-65-3 isoquinoline 
• 74414-99-6 N-(methoxycarbonyl)-4-methoxypyridinium ion 
• 118006-04-5 1-(4-metoxy-3-pyridyl) phenylmethanol 
• 142003-71-2 (4-Methoxy-2-propyl-2H-pyridin-1-yl)-phenyl-methanone 
• 168105-12-2 (2R,2'R,4S)-methyl 2-(tert-butyl)-3'-<(1',2',3',4'-tetrahydro-4-oxo-2'-phenylpyridin-1'-yl)carbonyl>-1,3-oxazolidine-4-carboxylate 
• 131426-68-1 (-)-1-((1R,2S,5R)-8-phenylmenthoxycarbonyl)-(S)-2-triphenylsilyl-2,3-dihydro-4-pyridone 
• 107971-44-8 N-<(benzyloxy)carbonyl>-2-(4-hydroxybutyl)-2,3-dihydro-4-pyridone 
• 116725-72-5 N-<(benzyloxy)carbonyl>-2-(3,4-dimethoxyphenyl)-4-oxo-1,2,3,4-tetrahydropyridine 

Relevant articles and documents

Photocatalytic deoxygenation of N-O bonds with rhenium complexes: From the reduction of nitrous oxide to pyridineN-oxides

The accumulation of nitrogen oxides in the environment calls for new pathways to interconvert the various oxidation states of nitrogen, and especially their reduction. However, the large spectrum of reduction potentials covered by nitrogen oxides makes it difficult to find general systems capable of efficiently reducing variousN-oxides. Here, photocatalysis unlocks high energy species able both to circumvent the inherent low reactivity of the greenhouse gas and oxidant N2O (E0(N2O/N2) = +1.77 Vvs.SHE), and to reduce pyridineN-oxides (E1/2(pyridineN-oxide/pyridine) = ?1.04 Vvs.SHE). The rhenium complex [Re(4,4′-tBu-bpy)(CO)3Cl] proved to be efficient in performing both reactions under ambient conditions, enabling the deoxygenation of N2O as well as synthetically relevant and functionalized pyridineN-oxides.

Selective and Efficient Photoinactivation of Intracellular Staphylococcus aureus and MRSA with Little Accumulation of Drug Resistance: Application of a Ru(II) Complex with Photolabile Ligands

Novel antibacterial agents capable of efficiently sterilizing intracellular Staphylococcus aureus and methicillin-resistant S. aureus (MRSA) but with low cytotoxicity and low resistance development are quite appealing. In this work, three Ru(II) complexes with photolabile ligands were explored to realize such a goal. Complex 3 (5 μM) can inhibit more than 90% growth of S. aureus/MRSA that has invaded in J774A.1 cells upon visible light irradiation, being much more efficient than vancomycin. In similar conditions, negligible dark- and phototoxicity were found toward the host cells. The bactericidal activity is highly correlated with DNA covalent binding by the Ru(II) fractions generated after ligand photodissociation. Moreover, S. aureus quickly developed resistance toward vancomycin, while negligible resistance toward complex 3 even after 700 generations was obtained. These appealing results may pave a new way for fighting against intracellular antibiotic-resistant pathogens.

Copper-Catalyzed Methoxylation of Aryl Bromides with 9-BBN-OMe

A Cu-catalyzed cross-coupling reaction between aryl bromides and 9-BBN-OMe to provide aryl methyl ethers under mild conditions is reported. The oxalamide ligand BHMPO plays a key role in the transformation. Various functional groups on bromobenzenes are well tolerated, providing the desired anisole products in moderate to high yields.