53698-52-5

Basic information

• Product Name: 3-Methoxy-5-phenylpyridine
• Synonyms: 3-Methoxy-5-phenylpyridine
• CAS NO: 53698-52-5
• Molecular Formula: C₁₂H₁₁NO
• Molecular Weight: 185.22184
• Mol File: 53698-52-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-Methoxy-5-phenylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methoxy-5-phenylpyridine(53698-52-5)
• EPA Substance Registry System: 3-Methoxy-5-phenylpyridine(53698-52-5)

Safety Data

• Hazardous Substances Data: 53698-52-5(Hazardous Substances Data)

Usage

General Description

3-Methoxy-5-phenylpyridine, also known as MPP, is a chemical compound with the molecular formula C12H11NO. It is a pyridine derivative that consists of a pyridine ring substituted with a methoxy group at the 3-position and a phenyl group at the 5-position. MPP is commonly used in organic synthesis as a building block for various pharmaceuticals and agrochemicals. It also has potential applications in the development of new materials and as a ligand in coordination chemistry. MPP is known to exhibit a range of biological activities, including anticonvulsant and neuroprotective properties, and is under investigation for its potential as a therapeutic agent for neurodegenerative diseases.

Upstream product

• 50720-12-2 3-bromo-5-methoxypyridine 
• 98-80-6 phenylboronic acid 
• 850991-69-4 5-methoxy-3-pyridinylboronic acid 
• 108-86-1 bromobenzene 
• 591-50-4 iodobenzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 873302-36-4 3-iodo-5-methoxy-pyridine 
• 71-43-2 benzene 

Downstream Products

• 31676-55-8 5-phenylpyridin-3-ol 

Relevant articles and documents

Small organic molecules with tailored structures: Initiators in the transition-metal-free C-H arylation of unactivated arenes

Simple, small organic molecules containing nitrogen and oxygen atoms in their structures have been disclosed to catalyze transition-metal-free C-H arylation of unactivated arenes with aryl iodides in the presence of tBuOK. In this article, an optimized catalytically active molecule, (2-(methylamino)phenyl)methanol, was designed. A broad range of aryl iodides could be converted into the corresponding arylated products at 100 °C over 24 h with good to excellent yields. Mechanistic experiments verified that radicals participated in this catalytic transformation and that the cleavage of the aromatic C-H bond was not the rate determining step. A K+ capture experiment by 18-crown-6 emphasized the significance of the cation species of the strong base. Fourier transform infrared spectroscopy proved that the catalytic system was activated by the hydrogen bonds between small organic molecules and tBuOK. Also, a clear mechanism was proposed. This transition-metal-free method affords a promising system for efficient and inexpensive synthesis of biaryls via a user-friendly approach, as confirmed by scale-up experiments.

Studies on Pd/NiFe2O4 catalyzed ligand-free Suzuki reaction in aqueous phase: Synthesis of biaryls, terphenyls and polyaryls

Palladium supported on nickel ferrite (Pd/NiF2O4) was found to be a highly active catalyst for the Suzuki coupling reaction between various aryl halides and arylboronic acids. The reaction gave excellent yields (70-98%) under ligand free conditions in a 1:1 DMF/H2O solvent mixture, in short reaction times (10-60 min). The catalyst could be recovered easily by applying an external magnetic field. The polyaryls were similarly synthesized.

Regioselective synthesis of 2,3-dihydrospiro[1,4]dioxino[2,3-b]pyridine derivatives

2-Chloropyridines and an aryl bromide underwent palladium-catalyzed intramolecular C-O bond forming reactions to provide 2,3-dihydrospiro[1,4] dioxino[2,3-b]pyridine derivatives and a benzodioxin, regioselectively.