14631-46-0

Basic information

• Product Name: 5,6,7,8-Tetrahydroquinolin-8-ol
• Synonyms: 5,6,7,8-tetrahydro-8-Quinolinol;5,6,7,8-TETRAHYDRO-QUINOLIN-8-OL;8-quinolinol,5,6,7,8-tetrahydro-;Tetrahydro-quinolin-8-ol
• CAS NO: 14631-46-0
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19
• Product Categories: Quinoline Derivertives
• Mol File: 14631-46-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 64-65 °C
• Boiling Point: 309.5 °C at 760 mmHg
• Flash Point: 141 °C
• Appearance: /
• Density: 1.179 g/cm³
• Vapor Pressure: 0.000274mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: 2-8°C
• PKA: 13.44±0.20(Predicted)
• CAS DataBase Reference: 5,6,7,8-Tetrahydroquinolin-8-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-Tetrahydroquinolin-8-ol(14631-46-0)
• EPA Substance Registry System: 5,6,7,8-Tetrahydroquinolin-8-ol(14631-46-0)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• Hazardous Substances Data: 14631-46-0(Hazardous Substances Data)

Usage

Chemical Properties

off-white crytalline

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 15, p. 249, 1978 DOI: 10.1002/jhet.5570150213

InChI:InChI=1/C9H11NO/c11-8-5-1-3-7-4-2-6-10-9(7)8/h2,4,6,8,11H,1,3,5H2

Upstream product

• 148-24-3 8-quinolinol 
• 10500-57-9 5,6,7,8-tetrahydroquinoline 
• 938-33-0 8-methoxyquinoline 
• 130861-73-3 2-chloro-8-hydroxy-5,6,7,8-tetrahydroquinoline 
• 56826-69-8 5,6,7,8-tetrahydro-8-quinolinone 
• 14631-47-1 5,6,7,8-tetrahydroquinolin-8-yl acetate 
• 90-04-0 2-methoxy-phenylamine 
• 451466-64-1 (R)-5,6,7,8-tetrahydroquinolin-8-yl acetate 
• 14631-48-2 5,6,7,8-tetrahydroquinoline N-oxide 
• 451466-81-2 (R)-8-hydroxy-5,6,7,8-tetrahydroquinoline 

Downstream Products

• 451466-81-2 (R)-8-hydroxy-5,6,7,8-tetrahydroquinoline 
• 369656-57-5 (S)-(+)-8-amino-5,6,7,8-tetrahydroquinoline 
• 451466-71-0 (S)-N-benzylamino-5,6,7,8-tetrahydroquinolin-8-ylamine 
• 60975-89-5 8-phenyl-5,6,7,8-tetrahydroquinolin-8-ol 
• 298181-83-6 5,6,7,8-tetrahydroquinolin-8-yl amine 
• 56826-69-8 5,6,7,8-tetrahydro-8-quinolinone 
• 369655-84-5 (R)-(-)-8-amino-5,6,7,8-tetrahydroquinoline 
• 110288-10-3 7,8-Epoxy-5,6,7,8-tetrahydroquinoline 
• 110288-09-0 7,8-Epoxy-7,8-dihydroquinoline 
• 451466-79-8 (8S)-8-hydroxy-5,6,7,8-tetrahydroquinoline 

Relevant articles and documents

Efficient Pyrazolo[5,4-f]quinoxaline Functionalized Os(II) Based Emitter with an Electroluminescence Peak Maximum at 811 nm

Upon fusing the pyrazinyl pyrazole entity in giving pyrazolo[3,4-f]quinoxaline chelate, the corresponding Os(II) based NIR emitter exhibited “invisible” and efficient electroluminescence with a peak maximum at 811 nm. A maximum external quantum efficiency

Asymmetric Hydroboration of Heteroaryl Ketones by Aluminum Catalysis

A series of methyl aluminum complexes bearing chiral biphenol-type ligands were found to be highly active catalysts in the asymmetric reduction of heterocyclic ketones (S/C = 100-500, ee up to 99%). The protocol is suitable for a wide range of substrates and has a high tolerance to functional groups. The formed 2-heterocyclic-alcohols are valuable building blocks in drug discovery or can be used as ligands in asymmetric catalysis. Isolation and comprehensive characterization of the reaction intermediates support a catalysis cycle proposed by DFT calculations.

Thermo-enhanced ring-opening polymerization of ?-caprolactone: The synthesis, characterization, and catalytic behavior of aluminum hydroquinolin-8-olates

A series of highly sensitive aluminum hydroquinolin-8-olates (C1-C8) was synthesized and characterized by 1H/13C NMR spectroscopy. The molecular structures of compounds C1, C3, C4, and C5 were confirmed by single crystal X-ray crystallography and demonstrated the binuclear form. In the presence of BnOH, all the aluminum complexes exhibited moderate to high activities towards the ring-opening polymerization of ?-CL at high temperatures, but quite low activities at ambient temperature. Microstructure analysis of the resultant polycaprolactones showed that the polymers were linear in nature with a BnO- end group. In addition, the mechanism was investigated by monitoring the 1H NMR and 27Al NMR of C1 and these results suggested that the complexes existed as dimeric species at low temperature and partly converted into active mononuclear species at higher temperatures, which was easily coordinated by BnOH to afford the active species for the ring-opening polymerization of ?-caprolactone.