15113-00-5

Basic information

• Product Name: 2-methoxy-4-methylquinoline
• Synonyms: 2-methoxy-4-methylquinoline;4-Methyl-2-methoxyquinoline
• CAS NO: 15113-00-5
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.21114
• EINECS: 239-166-6
• Mol File: 15113-00-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 281.9°Cat760mmHg
• Flash Point: 103.4°C
• Appearance: /
• Density: 1.102g/cm³
• Vapor Pressure: 0.00592mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-methoxy-4-methylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxy-4-methylquinoline(15113-00-5)
• EPA Substance Registry System: 2-methoxy-4-methylquinoline(15113-00-5)

Safety Data

• Hazardous Substances Data: 15113-00-5(Hazardous Substances Data)

Usage

Description

2-methoxy-4-methylquinoline, a derivative of quinoline with the molecular formula C11H11NO, is characterized by the presence of a methyl group at the 4-position and a methoxy group at the 2-position. This yellow, oily liquid is soluble in organic solvents, possesses a distinctive odor, and has been recognized for its potential in various scientific and industrial applications.

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-methoxy-4-methylquinoline serves as a valuable building block in the synthesis of pharmaceuticals and agrochemicals, contributing to the development of new drugs and pesticides. Its unique chemical structure allows for the creation of compounds with specific therapeutic or pesticidal properties.
Used in Materials Science:
In the field of materials science, 2-methoxy-4-methylquinoline has potential applications due to its chemical properties, which may be harnessed to develop functional materials with tailored characteristics for various uses.
Used in Antimicrobial Applications:
2-methoxy-4-methylquinoline is utilized for its antimicrobial properties, making it a candidate for use in treatments or products that require the inhibition of microbial growth, such as in healthcare or food preservation.
Used in Anti-inflammatory Applications:
2-methoxy-4-methylquinoline's anti-inflammatory properties suggest its potential use in medications aimed at reducing inflammation, offering a new avenue for the treatment of conditions characterized by inflammatory responses.
Used in Antioxidant Applications:
2-methoxy-4-methylquinoline's antioxidant capabilities indicate its potential as an additive in products requiring protection against oxidative damage, which could be beneficial in various industrial processes or consumer goods.

InChI:InChI=1/C11H11NO/c1-8-7-11(13-2)12-10-6-4-3-5-9(8)10/h3-7H,1-2H3

Upstream product

• 634-47-9 2-chloro-4-methylquinoline 
• 917-58-8 potassium ethoxide 
• 141-52-6 sodium ethanolate 
• 67-56-1 methanol 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 78948-09-1 acetyl hypofluorite 
• 186581-53-3 diazomethane 
• 607-66-9 4-methylquinolin-2-ol 
• 607-66-9 4-methyl-1,2-dihydroquinolin-2-one 
• 74-88-4 methyl iodide 
• 124-41-4 sodium methylate 
• 62-53-3 aniline 
• 23326-27-4 Methyl 2-butynoate 

Downstream Products

• 607-66-9 4-methyl-1,2-dihydroquinolin-2-one 
• 74-87-3 methylene chloride 

Relevant articles and documents

Photoelectron spectroscopy of quinoline derivatives. Correlation of experimental ionization potentials with calculated molecular energies

Experimental ionization potentials of quinoline 1 and substituted quinolines: 6-methylquinoline 2, 2,6-dimethylquinoline 3, 6-methoxyquinoline 4, 3-bromoquinoline 5, 2-chloro-4-methylquinoline 6, 4-hydroxyquinoline 7, 4-hydroxy-2-methylquinoline 8, 2-hydroxy-4-methylquinoline 9, 4-methoxyquinoline 10, 4- methoxy-2-methylquinoline 11, 2-methoxy-4-methylquinoline 12, were measured by photoelectron spectroscopy. Molecular orbital energies of the same derivatives were calculated by the Austin Method 1. The assignments of the bands of the photoelectron spectra were done with the aid of the theoretical calculations and on the basis of the substituent effects. For quinolines 1-6 a good agreement was found between the experimental ionization potentials and the calculated orbital energies.

METHOD FOR CATALYTIC ASYMMETRIC SYNTHESIS OF OPTICALLY ACTIVE ISOXAZOLINE COMPOUND, AND OPTICALLY ACTIVE ISOXAZOLINE COMPOUND

There is provided a method for catalytic asymmetric synthesis of optically active isoxazoline compound and an optically active isoxazoline compound. A method for catalytic asymmetric synthesis of optically active isoxazoline compound of a formula (6) including reacting an α,β-unsaturated carbonyl compound of a formula (1) and a hydroxylamine in a solvent in the presence of a base by adding a chiral phase transfer catalyst. An optically active isoxazoline compound of a formula (13) that can be synthesized by the method.

On the thermally induced rearrangement of 2-alkoxypyridines to N-alkylpyridones

Analogues of 2-methoxypyridine undergo rearrangement to N-methylpyridones under flash vacuum pyrolysis (FVP) conditions. Ethoxy derivatives undergo competitive ethyl migration and elimination of ethylene. Analogues of 4-methoxypyridine do not undergo rearrangement under FVP conditions, but demethylation on silica may occur. The ease of rearrangement follows the basicity of the alkoxyhetarene to some extent. The vapour-phase rearrangements have been contrasted to condensed-phase pyrolyses. and a four-centre transition state for the former is supported by computation. The rearrangement allows structural assignment to the two products from the reaction of 2,4-dichloroquinoline with pyrrolidine.