8-Chloroquinoline Chemical Properties

Melting point:

-20 °C

Boiling point:

288.5 °C

Density 

1.28

refractive index 

1.6450-1.6480

Flash point:

>110℃

storage temp. 

Inert atmosphere,Room Temperature

pka

2.33±0.17(Predicted)

form 

Liquid

Specific Gravity

1.27

color 

Clear yellow to brown

Water Solubility 

SOLUBLE

CAS DataBase Reference

611-33-6(CAS DataBase Reference)

NIST Chemistry Reference

Quinoline, 8-chloro-(611-33-6)

EPA Substance Registry System

Quinoline, 8-chloro- (611-33-6)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

36/37/38-25

Safety Statements 

37/39-26-36/37/39-45

RIDADR 

UN 2811 6.1 / PGIII

HazardClass 

IRRITANT

HS Code 

29334900

MSDS

• Language:English Provider:8-Chloroquinoline
• Language:English Provider:ACROS

8-Chloroquinoline Usage And Synthesis

Chemical Properties

CLEAR YELLOW TO BROWN LIQUID

Definition

ChEBI: 8-chloroquinoline is a member of quinolines and an organochlorine compound.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 1673, 1987 DOI: 10.1021/jo00385a006

Synthesis

General procedure for the synthesis of 8-chloroquinoline from 2,8-dichloroquinoline: PdCl2 (dppf), PdCl2 (tbpf), or (A.caPhos) PdCl2 was used as catalyst. First, the halogenated heterocyclic compound (0.66 mmol) was dissolved in anhydrous THF (13.2 mL) and degassed by drumming argon for several 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 and then post-treated in the usual way.

Purification Methods

Purify it by crystallisation of its ZnCl2 complex (m 228o) from aqueous EtOH. [Beilstein 20 III/IV 3381, 20/7 V 315.]

References

[1] Journal of Molecular Catalysis A: Chemical, 2014, vol. 393, p. 191 - 209

8-Chloroquinoline(611-33-6)Related Product Information

• Isoquinoline
• QUINOLINE SULPHATE
• 4-Chloroquinoline
• Quinclorac
• 6-Hydroxy-2(1H)-3,4-dihydroquinolinone
• 8-Hydroxyquinoline
• CHLOROQUINE
• Ethoxyquin
• Quinhydrone
• 2-Chloroquinoline
• 7-CHLOROQUINOLINE
• 4,8-DICHLOROQUINOLINE
• 8-CHLOROQUINALDINE
• 6,8-DICHLOROQUINOLINE
• 4,7-Dichloroquinoline
• Chloroquine diphosphate
• 2-CHLOROQUINOLINE-4-CARBOXYLIC ACID
• 5-Chloroquinaldine