5938-16-9

Basic information

• Product Name: 4-(4-Methoxyphenyl)pyridine
• Synonyms: 4-(4-METHOXYPHENYL)PYRIDINE;AKOS BAR-0614
• CAS NO: 5938-16-9
• Molecular Formula: C₁₂H₁₁NO
• Molecular Weight: 185.22
• Mol File: 5938-16-9.mol
• Article Data: 71

Chemical Properties

• Melting Point: 38-63 °C
• Boiling Point: 308.1 °C at 760 mmHg
• Flash Point: 113 °C
• Appearance: /
• Density: 1.077 g/cm³
• Vapor Pressure: 0.00126mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 5.90±0.10(Predicted)
• CAS DataBase Reference: 4-(4-Methoxyphenyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Methoxyphenyl)pyridine(5938-16-9)
• EPA Substance Registry System: 4-(4-Methoxyphenyl)pyridine(5938-16-9)

Safety Data

• Hazardous Substances Data: 5938-16-9(Hazardous Substances Data)

Usage

General Description

4-(4-Methoxyphenyl)pyridine, also known as p-methoxyphenylpyridine, is a chemical compound with the molecular formula C12H11NO. It is a white solid with a molecular weight of 185.22 g/mol and a melting point of 86-90°C. 4-(4-Methoxyphenyl)pyridine is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It has been found to have potential applications as a ligand in catalysis and as a precursor in organic synthesis. Additionally, 4-(4-Methoxyphenyl)pyridine has also demonstrated bioactive properties and is being studied for its potential medicinal applications. Overall, this chemical compound is a versatile building block with a wide range of potential uses in various industrial and research applications.

InChI:InChI=1/C12H11NO/c1-14-12-4-2-10(3-5-12)11-6-8-13-9-7-11/h2-9H,1H3

Upstream product

• 110-86-1 pyridine 
• 849-83-2 bis(4-methoxybenzoyl) peroxide 
• 104-94-9 4-methoxy-aniline 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 93830-58-1 diethyl (pyridin-4-yl)borane 
• 15854-87-2 4-iodopyridine 
• 100-66-3 methoxybenzene 
• 35773-79-6 N-(methoxycarbonyl)pyridinium ion 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 88345-97-5 3-bromo-4-(4'-methoxyphenyl)pyridine 
• 5720-07-0 4-methoxyphenylboronic acid 
• 19524-06-2 4-bromopyridine hydrochloride 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 626-61-9 4-Chloropyridine 

Downstream Products

• 77409-99-5 4-(pyridin-4-yl)phenol 
• 92929-19-6 4-(4-Methoxy-phenyl)-pyridine 1-oxide 
• 4394-03-0 4-(4-methoxy-3-nitrophenyl)pyridine 
• 104994-92-5 γ-(3-amino-4-methoxyphenyl)pyridine 
• 80653-81-2 4-(4-hydroxy-3-nitrophenyl)pyridine 
• 158461-66-6 5-Pyridin-4-yl-2-(2,2,2-trifluoro-ethoxy)-phenylamine 
• 158461-39-3 4-[3-Nitro-4-(2,2,2-trifluoro-ethoxy)-phenyl]-pyridine 
• 158461-93-9 [2-(2-Methoxy-5-pyridin-4-yl-phenylcarbamoyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester 
• 158461-96-2 {1-Methyl-2-[5-pyridin-4-yl-2-(2,2,2-trifluoro-ethoxy)-phenylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester 
• 1012886-81-5 4-(4'-methoxyphenyl)-1-(2-phenyl-allyl)pyridinium bromide 
• 39795-43-2 C₁₃H₁₄NO⁽¹⁺⁾*I^(1-) 
• 144018-76-8 Cl(NO)(hydrotris(3,5-dimethylpyrazolyl)borate)molybdenum(4-(4-methoxyphenyl)pyridine) 
• 191602-60-5 4-(3-bromo-4-methoxyphenyl)pyridine 
• 196861-33-3 2-methoxy-5-(4-pyridinyl)phenylboronic acid 

Relevant articles and documents

Accessing Tricyclic Imines Comprising a 2-Azabicyclo[22.2]octane Scaffold by Intramolecular Hetero-Diels-Alder Reaction of 4-Alkenyl-Substituted N-Silyl-1,4-dihydropyridines

Tricyclic imines inheriting a 2-Azabicyclo[2.2.2]octane (isoquinuclidine) scaffold were provided with high regioselectivity in moderate to very good yields by a smooth, broadly applicable intramolecular hetero-Diels-Alder reaction of various 4-ω-Alkenyl-substituted 1,4-dihydropyridines (DHPs) under trifluoroacetic acid catalysis. The required? 4,4-disubstituted 1,4-DHPs were obtained by introduction of ω-Alkenyl moieties of varying chain length via diorganomagnesium reagents into the 4-position of diversely 4-substituted pyridines after prior N-Activation with triisopropylsilyltriflate.

Cobalt-catalyzed cross-coupling of nitrogen-containing heterocyclic phosphonium salts with arylmagnesium reagents

Cobalt-catalyzed cross-couplings of nitrogen-containing heterocyclic phosphonium salts with arylmagnesium halides proceeded efficiently with the aid of cobalt(II) catalyst and copper(I) salt in tetrahydrofuran at ambient temperature, producing the desired

Practical and Regioselective Synthesis of C-4-Alkylated Pyridines

The direct position-selective C-4 alkylation of pyridines has been a long-standing challenge in heterocyclic chemistry, particularly from pyridine itself. Historically this has been addressed using prefunctionalized materials to avoid overalkylation and mixtures of regioisomers. This study reports the invention of a simple maleate-derived blocking group for pyridines that enables exquisite control for Minisci-type decarboxylative alkylation at C-4 that allows for inexpensive access to these valuable building blocks. The method is employed on a variety of different pyridines and carboxylic acid alkyl donors, is operationally simple and scalable, and is applied to access known structures in a rapid and inexpensive fashion. Finally, this work points to an interesting strategic departure for the use of Minisci chemistry at the earliest possible stage (native pyridine) rather than current dogma that almost exclusively employs Minisci chemistry as a late-stage functionalization technique.