27347-13-3

Basic information

• Product Name: 4-(2-methoxyphenyl)morpholine
• Synonyms: 4-(2-methoxyphenyl)morpholine
• CAS NO: 27347-13-3
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.2423
• Mol File: 27347-13-3.mol
• Article Data: 68

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(2-methoxyphenyl)morpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-methoxyphenyl)morpholine(27347-13-3)
• EPA Substance Registry System: 4-(2-methoxyphenyl)morpholine(27347-13-3)

Safety Data

• Hazardous Substances Data: 27347-13-3(Hazardous Substances Data)

Usage

General Description

4-(2-methoxyphenyl)morpholine is a chemical compound with the molecular formula C11H15NO2. It is a morpholine derivative, which is a heterocyclic organic compound that contains both a nitrogen and oxygen atom in a ring structure. 4-(2-methoxyphenyl)morpholine is used as a building block in organic synthesis and is also employed in the pharmaceutical industry as an intermediate for the synthesis of various drugs. It has also been studied for its potential use as a corrosion inhibitor and as an anti-inflammatory agent. Additionally, it has shown promise in biological research, particularly in the field of neuroscience, due to its ability to modulate certain neurotransmitter systems. Overall, 4-(2-methoxyphenyl)morpholine has a wide range of potential applications in various industries and scientific fields.

Upstream product

• 90-04-0 2-methoxy-phenylamine 
• 111-46-6 diethylene glycol 
• 110-91-8 morpholine 
• 321-28-8 1-fluoro-2-methoxybenzene 
• 5765-65-1 4-(benzoyloxy)morpholine 
• 79422-01-8 tris(2-methoxyphenyl)-1,3,5,2,4,6-trioxatriborinane 
• 111-44-4 3-oxa-1,5-dichloropentane 
• 4416-67-5 2-tosyloxyanisole 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 766-51-8 2-Chloroanisole 
• 85630-19-9 N,N-diethyl-1-carbamyloxy-2-methoxybenzene 
• 1137-57-1 2-methoxyphenyl N,N-dimethylsulfamate 
• 578-57-4 2-bromoanisole 
• 529-28-2 4-iodoanisol 

Downstream Products

• 68659-83-6 4-(6-methoxy-cyclohexa-1,3-dienyl)-morpholine 
• 41536-44-1 2-(4-morpholinyl)-phenol 
• 1616077-58-7 ethyl 2-(2-morpholinophenoxy)acetate 
• 1616075-15-0 N-(3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)-2-(2-morpholinophenoxy)acetamide 
• 1607827-24-6 4-[2-(prop-2-en-1-yloxy)phenyl]morpholine 

Relevant articles and documents

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N-substituted aminobiphenyl palladacycles stabilized by dialkylterphenyl phosphanes: Preparation and applications in C[sbnd]N cross-coupling reactions

Neutral and cationic N-methyl- and N-phenyl-2-aminobiphenyl methanesulfonate palladacycles stabilized with dialkylterphenyl phosphanes have been prepared and characterized. Neutral structures are favored with the less bulky phosphane PMe2ArXyl2, L1, while more sterically demanding ligands PiPr2ArXyl2, L3, and PCyp2ArXyl2 (Cyp = cyclopentyl), L4, lead to cationic complexes in which the phosphane exhibits a bidentate κ1-P, η1-Carene coordination mode involving one of the ipso carbon atoms of a flanking terphenyl aryl ring. The complexes were evaluated for activity in C[sbnd]N cross-coupling reactions and [Pd(N-methyl-2-aminobiphenyl)L4](OMs) (OMs = mesylate) was identified as the most efficient precatalyst, facilitating the coupling of aryl chlorides with secondary and primary amines and indoles.

Ru(II)-Catalyzed Amination of Aryl Fluorides via η6-Coordination

We developed a Ru/hemilabile-ligand-catalyzed nucleophilic aromatic substitution (SNAr) of aryl fluorides as the limiting reagents. Significant ligand enhancement was demonstrated by the engagement of both electron-rich and neutral arenes in the SNAr amination without using excess arenes. Preliminary mechanistic studies revealed that the nucleophilic substitution proceeds on a η6-complex of the Ru catalyst and the substrate, and the hemilabile ligand facilitates dissociation of products from the metal center.