6-CHLORO-1,2,3,4-TETRAHYDROQUINOLINE Chemical Properties

Melting point:

41 °C

Boiling point:

125-127 °C(Press: 3 Torr)

Density 

1.162±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

4.43±0.20(Predicted)

Appearance

Light brown to brown Solid

Safety Information

HazardClass 

IRRITANT

HS Code 

2933499090

6-CHLORO-1,2,3,4-TETRAHYDROQUINOLINE Usage And Synthesis

Uses

6-Chloro-1,2,3,4-tetrahydroquinoline (cas# 49716-18-9) is a compound useful in organic synthesis.

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 77, 1987 DOI: 10.1016/S0040-4039(00)95653-3

Synthesis

GENERAL STEPS: PdNPore (2.7 mg, 5 mol%) was dissolved in acetonitrile (5 mL) and 6-chloroquinoline (81.8 mg, 0.5 mmol) was added. The reaction mixture was placed in a magnetic stirrer at 30 °C for 16 h under hydrogen atmosphere (5 bar). After completion of the reaction, it was purified by column chromatography (silica gel, 200-300 mesh, ethyl acetate as eluent) to afford 6-chloro-1,2,3,4-tetrahydroquinoline (69.57 mg, 83% yield).

References

[1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 17, p. 7956 - 7967
[2] Angewandte Chemie - International Edition, 2016, vol. 55, # 50, p. 15656 - 15661
[3] Angew. Chem., 2016, vol. 128, # 50, p. 15885 - 15890,6
[4] Organic Letters, 2013, vol. 15, # 7, p. 1484 - 1487
[5] Chemical Communications, 2013, vol. 49, # 63, p. 7052 - 7054

6-CHLORO-1,2,3,4-TETRAHYDROQUINOLINE(49716-18-9)Related Product Information

• 7-BROMO-1,2,3,4-TETRAHYDRO-QUINOLINE HYDROCHLORIDE
• 8-chloro-1,2,3,4-tetrahydroquinoline
• 8-Methyl-1,2,3,4-tetrahydroquinoline
• 7-Fluoro-1,2,3,4-tetrahydroquinoline
• 6-FLUORO-1,2,3,4-TETRAHYDROQUINOLINE
• 7-Methoxy-1,2,3,4-tetrahydroquinoline
• 8-METHOXY-1,2,3,4-TETRAHYDROQUINOLINE
• 6-Isopropyl-1,2,3,4-tetrahydroquinoline
• 6-(tert-butyl)-1,2,3,4-tetrahydroquinoline
• 6-Chloro-1,2,3,4-tetrahydroisoquinoline
• 7-Chloro-1,2,3,4-tetrahydroquinoline
• 8-bromo-1,2,3,4-tetrahydroquinoline
• 6-BROMO-1,2,3,4-TETRAHYDROQUINOLINE
• 7-BroMo-2,3-dihydroquinolin-4(1H)-one
• 8-FLUORO-1,2,3,4-TETRAHYDROQUINOLINE
• 6-CHLORO-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE-1-CARBOXAMIDE
• 6-CHLORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE HYDROCHLORIDE
• 6,7-dichloro-1,2,3,4-tetrahydroquinoline