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

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

Downstream Products

• 56826-69-8 5,6,7,8-tetrahydro-8-quinolinone 
• 451466-79-8 (8S)-8-hydroxy-5,6,7,8-tetrahydroquinoline 
• 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 
• 110288-09-0 7,8-Epoxy-7,8-dihydroquinoline 
• 110288-10-3 7,8-Epoxy-5,6,7,8-tetrahydroquinoline 
• 369655-84-5 (R)-(-)-8-amino-5,6,7,8-tetrahydroquinoline 
• 298181-83-6 5,6,7,8-tetrahydroquinolin-8-yl amine 

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

Monofunctional PtII Complexes Based on 8-Aminoquinoline: Synthesis and Pharmacological Characterization

Among the heterocyclic compounds, 8-aminoquinoline and its derivatives have become important candidates for the preparation of new antiproliferative metallo-drugs. Here, we reported the synthesis and cytotoxicity evaluation of a series of platinum complexes using 8-aminoquinoline and its chiral 5,6,7,8-tetrahydro-derivatives as chelating ligands. In the proposed complexes, a differently and opportunely alkylated imidazole was used to prepare the corresponding monofunctional platinum complexes. The preliminary cytotoxicity evaluation was carried out on the highly aggressive MDA-MB-231, invasive and poorly differentiated triple-negative breast cancer (TNBC) cell line, furnishing a significant IC50 10.9 ± 1.3 μM for Pt-IV. This series of complexes revealed an induction of p53, interfering with the progression of the G0/G1 phase of the cell cycle.

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.