5,6,7,8-Tetrahydroquinolin-8-ol Chemical Properties

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

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN2811

HazardClass 

6.1

HS Code 

2933499090

5,6,7,8-Tetrahydroquinolin-8-ol Usage And Synthesis

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

5,6,7,8-Tetrahydroquinolin-8-ol(14631-46-0)Related Product Information

• Tetramethylammonium hydroxide
• Isoquinoline
• 2,2',4,4'-Tetrahydroxybenzophenone
• 8-Hydroxyquinoline
• cis-1,2,3,6-Tetrahydrophthalic anhydride
• 1,2,3,4-TETRAHYDROISOQUINOLINE
• Ethoxyquin
• Quinhydrone
• Tetrahydrothiophene
• 5,6,7,8-Tetrahydroquinoline
• Tetrabutylammonium hydroxide
• Tetrahydrofuran
• Quinclorac
• 5,6,7,8-TETRAHYDROQUINOLIN-8-AMINE
• 9-(BENZYLAMINO)-1,2,3,4-TETRAHYDROACRIDIN-1-OL, MALEATE
• 5,6,7,8-Tetrahydroquinolin-8-ol
• POLY(TETRAHYDROFURAN) STANDARD 20000
• (7R,8R)-4,8-DIMETHOXY-8-(3-METHYL-BUT-2-ENYL)-5,6,7,8-TETRAHYDRO-FURO[2,3-B]QUINOLIN-7-OL