4789-73-5

Basic information

• Product Name: 2-Phenyl-6-Methoxyquinoline
• Synonyms: 2-Phenyl-6-Methoxyquinoline;6-Methoxy-2-phenylquinoline
• CAS NO: 4789-73-5
• Molecular Formula: C₁₆H₁₃NO
• Molecular Weight: 235.28052
• Mol File: 4789-73-5.mol
• Article Data: 51

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Phenyl-6-Methoxyquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-6-Methoxyquinoline(4789-73-5)
• EPA Substance Registry System: 2-Phenyl-6-Methoxyquinoline(4789-73-5)

Safety Data

• Hazardous Substances Data: 4789-73-5(Hazardous Substances Data)

Usage

General Description

2-Phenyl-6-Methoxyquinoline is a chemical compound that belongs to the class of organic compounds known as quinolines and derivatives. Quinolines are compounds containing a quinoline moiety, which is a bicyclic aromatic compound made up of a benzene ring fused to a pyridine ring. In 2-Phenyl-6-Methoxyquinoline, the quinoline moiety is substituted with a phenyl group at the 2nd position and a methoxy group at the 6th position. It is known to be slightly soluble in water, and it is a notably strong base. Typically, 2-Phenyl-6-Methoxyquinoline is used in various applications within the chemical industry, including serving as an intermediate in the synthesis of other chemical compounds. However, detailed information regarding its toxicity or potential hazards is not widely available, suggesting this chemical is primarily used in controlled industrial environments.

Upstream product

• 5263-87-6 6-methoxy quinoline 
• 591-51-5 phenyllithium 
• 6563-13-9 6-methoxyquinoline N-oxide 
• 15286-52-9 N-(4-Methoxyphenyl)-3-phenylpropenaldimine 
• 100-52-7 benzaldehyde 
• 104-94-9 4-methoxy-aniline 
• 108-05-4 vinyl acetate 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 109-92-2 ethyl vinyl ether 
• 55414-72-7 (2-amino-5-methoxyphenyl)methanol 
• 98-85-1 1-Phenylethanol 
• 67-68-5 dimethyl sulfoxide 
• 98-86-2 acetophenone 
• 19433-17-1 acetophenone O-acetyloxime 

Downstream Products

• 61845-41-8 6-methoxy-2-phenylquinoline-N-oxide 
• 47627-53-2 N⁴,N⁴-diethyl-N¹-(6-methoxy-2-phenyl-[4]quinolyl)-1-methyl-butanediyldiamine 
• 50593-72-1 4-chloro-6-methoxy-2-phenylquinoline 
• 476304-43-5 (6-methoxy-2-phenyl-3,4-dihydro-2H-quinolin-1-yl)-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone 
• 476304-46-8 6-methoxy-2-phenyl-1-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-1,2,3,4-tetrahydro-quinoline 
• 6878-08-6 6-methoxy-1-methyl-2-phenylquinolin-4(1H)-one 
• 199186-66-8 1,2,3,4-tetrahydro-6-methoxy-2-phenylquinoline 
• 87741-94-4 6-hydroxy-2-phenylquinoline 

Relevant articles and documents

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Iron Single Atom Catalyzed Quinoline Synthesis

The production of high-value chemicals by single-atom catalysis is an attractive proposition for industry owing to its remarkable selectivity. Successful demonstrations to date are mostly based on gas-phase reactions, and reports on liquid-phase catalysis are relatively sparse owing to the insufficient activation of reactants by single-atom catalysts (SACs), as well as, their instability in solution. Here, mechanically strong, hierarchically porous carbon plates are developed for the immobilization of SACs to enhance catalytic activity and stability. The carbon-based SACs exhibit excellent activity and selectivity (≈68%) for the synthesis of substituted quinolines by a three-component oxidative cyclization, affording a wide assortment of quinolines (23 examples) from anilines and acetophenones feedstock in an efficient, atom-economical manner. Particularly, a Cavosonstat derivative can be synthesized through a one-step, Fe1-catalyzed cyclization instead of traditional Suzuki coupling. The strategy is also applicable to the deuteration of quinolines at the fourth position, which is challenging by conventional methods. The synthetic utility of the carbon-based SAC, together with its reusability and scalability, renders it promising for industrial scale catalysis.

Ruthenium-catalyzed acceptorless dehydrogenative coupling of o-aminobenzyl alcohols with ketones to quinolines in the presence of carbonate salt

A ruthenium complex bearing a functional 2,2′-bibenzimidazole ligand [(p-cymene)Ru(BiBzImH2)Cl][Cl] was designed, synthesized and found to be a general and highly efficient catalyst for the synthesis of quinolines via acceptorless dehydrogenative coupling of o-aminobenzyl alcohols with ketones in the presence of carbonate salt. It was confirmed that NH units in the ligand are crucial for catalytic activity. The application of this catalytic system for the scale-gram synthesis of biologically active molecular was also undertaken. Notably, this research exhibits new potential of metal–ligand bifuctional catalysts for acceptorless dehydrogenative reactions.