19230-59-2

Basic information

• Product Name: 2-METHOXY-3-METHYLPYRIDINE
• Synonyms: 2-METHOXY-3-METHYLPYRIDINE;2-METHOXY-3-PICOLINE
• CAS NO: 19230-59-2
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• Product Categories: Pyridine
• Mol File: 19230-59-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 165.4 °C at 760 mmHg
• Flash Point: 57.7 °C
• Appearance: /
• Density: 1.001 g/cm³
• Vapor Pressure: 2.47mmHg at 25°C
• Refractive Index: 1.494
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.69±0.10(Predicted)
• CAS DataBase Reference: 2-METHOXY-3-METHYLPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHOXY-3-METHYLPYRIDINE(19230-59-2)
• EPA Substance Registry System: 2-METHOXY-3-METHYLPYRIDINE(19230-59-2)

Safety Data

• Hazardous Substances Data: 19230-59-2(Hazardous Substances Data)

Usage

General Description

2-Methoxy-3-methylpyridine, also known as 1-methyl-2-methoxypyridine, is a chemical compound with a molecular formula C7H9NO. It is a colorless to pale yellow liquid with a strong odor. This chemical is commonly used as a flavoring agent in the food and beverage industry, adding a smoky and woody odor to various products. It is also used as a fragrance component in perfumes and personal care products. Additionally, 2-methoxy-3-methylpyridine has potential applications in the pharmaceutical industry and as an intermediate in organic synthesis. However, it is important to handle this chemical with care due to its potential hazards, including skin and eye irritation, and harmful effects if swallowed or inhaled.

InChI:InChI=1/C7H9NO/c1-6-4-3-5-8-7(6)9-2/h3-5H,1-2H3

Upstream product

• 108-99-6 3-Methylpyridine 
• 2369-18-8 2-fluoro-3-methylpyridine 
• 124-41-4 sodium methylate 
• 532391-31-4 2-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)pyridine 
• 74-88-4 methyl iodide 
• 1628-89-3 2-methoxypyridine 
• 106-95-6 allyl bromide 

Downstream Products

• 867012-70-2 6-methoxy-5-methylpyridin-3-amine 
• 89694-10-0 2-methoxy-3-methyl-5-nitropyridine 

Relevant articles and documents

Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters

A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biologically active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.

Aggregative activation in heterocyclic chemistry. Part 6. A surprising NH3 effect during metallation of 2-methoxypyridine with a multimetal complex base: C-3 versus C-6 metallation

The new bimetallic complex base prepared from Me2N(CH2)2OH (DMAE), NaNH2 and BuLi has been found to exhibit a particular behaviour. Thus, the presence of ammonia in these basic aggregates induces the C-3 metallation of 2-methoxypyridine while the base obtained from DMAE, NaH and BuLi promoted, like BuLi-DMAELi, metallation at the C-6 position. A reaction profile showed that both metallated species can be obtained by removing and adding ammonia respectively.

Catalyzed Metalation Applied to 2-Methoxypyridine

Directed ortho lithiation of 2-methoxypyridine (1) has been regioselectively achieved at position 3 by using methyllithium catalyzed by a small amount of diisopropylamine.This metalation methodology, called "catalyzed metalation", gave good results whereas other metalation routes failed.This allowed the convenient synthesis of various 3-substituted 2-methoxypyridines of general interest.