1125-81-1

Basic information

• Product Name: Quinoline, 1,2-dihydro-2-methyl-
• CAS NO: 1125-81-1
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Mol File: 1125-81-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Quinoline, 1,2-dihydro-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoline, 1,2-dihydro-2-methyl-(1125-81-1)
• EPA Substance Registry System: Quinoline, 1,2-dihydro-2-methyl-(1125-81-1)

Safety Data

• Hazardous Substances Data: 1125-81-1(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 75-07-0 acetaldehyde 
• 62-53-3 aniline 
• 64-17-5 ethanol 

Downstream Products

• 91-61-2 6-methyl-1,2,3,4 tetrahydroquinoline 
• 1780-19-4 1,2,3,4-tetrahydro-2-methylquinoline 
• 91-63-4 2-methylquinoline 
• 42307-21-1 2-Methyl-chinoliniumkation 
• 1260519-60-5 3-(4-fluorophenyl)-2-methylquinoline 
• 1260104-38-8 2-methyl-3-(4-methylphenyl)quinoline 
• 36022-93-2 1-benzoyl-2-methyl-1,2-dihydroquinoline 
• 159721-62-7 2-methyl-1-(p-toluoyl)-1,2-dihydroquinoline 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

Oxygen-implanted MoS2 nanosheets promoting quinoline synthesis from nitroarenes and aliphatic alcohols via an integrated oxidation transfer hydrogenation-cyclization mechanism

We herein report that MoS2 with oxygen-implanting modification (O-MoS2) can work as a multifunctional catalyst to achieve the one-pot quinoline synthesis from basic nitroarenes and aliphatic alcohols. Different from common knowledge that the application of MoS2-based catalysts and above quinoline synthesis need anaerobic conditions, we conduct the heterogeneous catalysis under an unusual air atmosphere. Catalyst characterization and experimental results indicate that the MoOx clusters implanted in the MoS2 skeleton, not the coordinatively unsaturated Mo sites (CUS Mo), dominate the generation of quinolines. By overturning the catalysis perception that O2 adsorption on MoSx can deactivate the MoS2-based catalysts using an efficient method for in situ healing of the MoOx structure in O-MoS2 and protecting the O-MoS2 catalyst by inhibiting unwanted MoOx elimination with extra H*, we innovatively introduce O2 into the quinoline synthesis. The robust O-MoS2 can be consecutively used ten times without regeneration and it offers 69-75% yields of 2-methylquinoline from nitrobenzene and ethanol. Furthermore, different from the traditional transfer hydrogenation-condensation mechanism, an integrated oxidation-transfer hydrogenation-cyclization mechanism is proposed over the O-MoS2 catalyst.

Fe(CrO2)2-catalyzed, photoactivated oxidative one-pot tandem synthesis of substituted quinolines from primary alcohols and arylamines

[Figure not available: see fulltext.] A one-pot tandem synthesis of substituted quinolines involving selective catalytic oxidation of primary alcohols to the corresponding aldehydes and their subsequent condensation with arylamines has been developed. Fe(CrO2)2 has been used as a catalyst, and oxidation has been performed with aqueous H2O2. To accelerate the catalytic oxidation of alcohols, photoactivation method has been applied.

CAN-catalyzed three-component reaction between anilines and alkyl vinyl ethers: stereoselective synthesis of 2-methyl-1,2,3,4-tetrahydroquinolines and studies on their aromatization

The CAN-catalyzed reaction between anilines and vinyl ethers at room temperature provides a convenient and efficient access to?4-alkoxy-2-methyl-1,2,3,4-tetrahydroquinolines. This reaction is stereoselective, favouring a cis arrangement for the alkoxy and methyl groups, and involves a three-component process that leaves a molecule of alcohol as the only side product. 2-Methylquinoline derivatives were efficiently prepared from 4-alkoxy-2-methyl-1,2,3,4-tetrahydroquinolines by Pd-C-promoted dehydrogenation.