| Identification | Back Directory | [Name]
5,6,7,8-Tetrahydroquinolin-8-ol | [CAS]
14631-46-0 | [Synonyms]
in-8-oL
Tetrahydro-quinolin-8-ol
5,6,7,8-tetrahydro-8-Quinolinol
5,6,7,8-TETRAHYDRO-QUINOLIN-8-OL
8-quinolinol,5,6,7,8-tetrahydro-
5,6,7,8-Tetrahydroquinoline-8-ol
5,6,7,8-Tetrahydroquinolin-8-ol ISO 9001：2015 REACH | [Molecular Formula]
C9H11NO | [MDL Number]
MFCD07369987 | [MOL File]
14631-46-0.mol | [Molecular Weight]
149.19 |
| Chemical Properties | Back Directory | [Melting point ]
64-65 °C | [Boiling point ]
88-96 °C(Press: 2 Torr) | [density ]
1.179±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
solid | [pka]
13.44±0.20(Predicted) | [Appearance]
Off-white to yellow Solid |
| Hazard Information | Back Directory | [Chemical Properties]
off-white crytalline | [Synthesis Reference(s)]
Journal of Heterocyclic Chemistry, 15, p. 249, 1978 DOI: 10.1002/jhet.5570150213 | [Synthesis]
General procedure for the synthesis of 5,6,7,8-tetrahydro-8-hydroxyquinolines from 2-chloro-5,6,7,8-tetrahydroquinolin-8-ol: a generalized method was employed using PdCl2 (dppf), PdCl2 (tbpf), or (A.caPhos) PdCl2 as catalyst. First, the halogenated heterocyclic compound (0.66 mmol) was dissolved in anhydrous THF (13.2 mL) and degassed by drumming argon for a few minutes. Subsequently, PdCl2 (dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were added sequentially. The reaction mixture was stirred under argon protection at room temperature for an appropriate time, after which it was post-treated as described above. | [References]
[1] Tetrahedron Letters, 2010, vol. 51, # 12, p. 1562 - 1565
[2] Journal of Molecular Catalysis A: Chemical, 2014, vol. 393, p. 191 - 209 |
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