28712-62-1

Basic information

• Product Name: 5,6,7,8-tetrahydro-3-methylquinoline
• Synonyms: 5,6,7,8-tetrahydro-3-methylquinoline;3-Methyl-5,6,7,8-tetrahydro-chinolin;3-methyl-5,6,7,8-tetrahydroquinoline
• CAS NO: 28712-62-1
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.21692
• EINECS: 249-183-0
• Mol File: 28712-62-1.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 250.9°Cat760mmHg
• Flash Point: 97.8°C
• Appearance: /
• Density: 1.01g/cm³
• Vapor Pressure: 0.0335mmHg at 25°C
• Refractive Index: 1.543
• PKA: 6.59±0.20(Predicted)
• CAS DataBase Reference: 5,6,7,8-tetrahydro-3-methylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-tetrahydro-3-methylquinoline(28712-62-1)
• EPA Substance Registry System: 5,6,7,8-tetrahydro-3-methylquinoline(28712-62-1)

Safety Data

• Hazardous Substances Data: 28712-62-1(Hazardous Substances Data)

Usage

Description

5,6,7,8-tetrahydro-3-methylquinoline is a bicyclic aromatic chemical compound with the molecular formula C11H13N. It is a yellow liquid at room temperature and has a boiling point of approximately 249-251°C. 5,6,7,8-tetrahydro-3-methylquinoline is commonly used in the synthesis of pharmaceuticals and organic compounds, and is known for its role as an intermediate in the production of various antimicrobial agents and as a building block for the synthesis of heterocyclic compounds. It is important in medicinal chemistry and is used in the development of novel drug molecules due to its pharmacological properties. Additionally, it is used in the perfume industry for its aromatic properties.

Uses

Used in Pharmaceutical Industry:
5,6,7,8-tetrahydro-3-methylquinoline is used as an intermediate in the synthesis of various pharmaceuticals for its role in the production of antimicrobial agents and as a building block for the synthesis of heterocyclic compounds.
Used in Medicinal Chemistry:
5,6,7,8-tetrahydro-3-methylquinoline is used as a compound in the development of novel drug molecules due to its pharmacological properties.
Used in Perfume Industry:
5,6,7,8-tetrahydro-3-methylquinoline is used as an aromatic compound in the perfume industry for its pleasant scent.

InChI:InChI=1/C10H13N/c1-8-6-9-4-2-3-5-10(9)11-7-8/h6-7H,2-5H2,1H3

Upstream product

• 612-58-8 3-methylquinoline 
• 2981-10-4 1-(cyclohex-1-en-1-yl)piperidine 
• 28051-68-5 methacrolein oxime 
• 71350-17-9 cyclohexanone oxime O-methallyl ether 
• 108-94-1 cyclohexanone 
• 260798-97-8 1-acetamido-2-formyl-1-cyclohexene 
• 51043-49-3 (E)-1-(N-morpholino)propene 
• 119-64-2 tetralin 
• 91-17-8 decalin 
• 14001-37-7 N-acetyl-3,4,5,6-tetrahydroaniline 
• 15295-69-9 hept-6-ynenitrile 
• 529-23-7 o-aminobenzaldehyde 
• 60247-70-3 7,8-dihydro-3-methylquinolin-5(6H)-one 

Downstream Products

• 53400-67-2 3-methyl-5,6,7,8-tetrahydroquinoline-8-thiocarboxamide 
• 53400-66-1 8-cyano-3-methyl-5,6,7,8-tetrahydroquinoline 
• 95475-95-9 (E)-5,6,7,8-tetrahydro-8-<(4-acetoxy-3-methoxyphenyl)methylene>-3-methylquinoline 
• 128581-57-7 8-benzoyl-5,6,7,8-tetrahydro-3-methylquinoline hydrochloride 
• 128581-65-7 5,6,7,8-tetrahydro-3-methyl-8-phenylthioquinoline 
• 635-46-1 1,2,3,4-tetrahydroisoquinoline 
• 95380-72-6 3,8-dimethyl-5,6,-dihydroquinoline 

Relevant articles and documents

Catalytic Co-cyclisation of α,ω-Cyanoalkynes with Alkynes: a Versatile Chemo- and Regio-selective Synthesis of 2,3-Substituted 5,6,7,8-Tetrahydroquinolines and other Cycloalkapyridines

α,ω-Cyanoalkynes are catalytically cocyclised with alkynes in the presence of dicarbonyl(cyclopentadienyl)cobalt to furnish annulated pyridines chemo- and regio-selectively.

Highly efficient one-pot multi-directional selective hydrogenation and N-alkylation catalyzed by Ru/LDH under mild conditions

Atomic economy, non-toxicity, harmlessness and multidirectional selectivity advocated by green chemistry have increasingly become a hot and difficult research topic. Herein, we present a highly efficient, one-pot tandem and easy-to-operate method through which we could directly produce a broad range of multi-directional selective hydrogenated amines or N-alkyl aliphatic amines using aromatic nitro compounds as raw materials. Ru/LDH with characteristics of layered mesoporous structure, well dispersed small Ru nanoparticles and LDH stabilization to the Ru NPs was employed as the catalyst. It is remarkable that multi-directional superb chemoselectivity to aromatic amines, alicyclic amines as well as N-alkyl aliphatic amines could be achieved with excellent catalytic activity and recyclability by tuning reaction conditions over 5wt%Ru/LDH-2. Additionally, this catalytic system also exhibited attractive activity and multi-directional chemoselectivity in the hydrogenation of quinoline and its derivatives with solvents of different polarity. Chemoselectivity to 5,6,7,8-tetrahydroquinoline derivatives could reach as high as 95.6 %.

Synthesis of alkyl- and aryl-substituted pyridines from (α,β-unsaturated) imines or oximes and carbonyl compounds

Reaction of a variety of (α,β-unsaturated) imines or oximes with aliphatic aldehydes or cyclic ketones in the presence of a secondary amine afforded alkyl-, and/or aryl-, and/or cycloalkyl-substituted pyridines. To explain their formation, a hetero Diels-Alder reaction has been postulated, in which an 1-aza-1,3-butadiene reacts with an in situ generated enamine.