6-CHLOROQUINOLINE Chemical Properties

Melting point:

41-43 °C (lit.)

Boiling point:

126-127 °C/10 mmHg (lit.)

Density 

1.2108 (rough estimate)

refractive index 

1.6110 (estimate)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

powder to lump

pka

4.18±0.10(Predicted)

color 

White to Light yellow to Light orange

Water Solubility 

Insoluble in water.

BRN 

112963

InChIKey

GKJSZXGYFJBYRQ-UHFFFAOYSA-N

CAS DataBase Reference

612-57-7(CAS DataBase Reference)

NIST Chemistry Reference

Quinoline, 6-chloro-,(612-57-7)

EPA Substance Registry System

Quinoline, 6-chloro- (612-57-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

TSCA 

Yes

HS Code 

29334900

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

6-CHLOROQUINOLINE Usage And Synthesis

Chemical Properties

beige to brown crystals

Uses

6-chloroquinoline is a useful research chemical.

Uses

6-Chloroquinoline may be used in the synthesis of 3-methyl-3H-imidazo[4,5-f]quinolin-2-amine. It may be used as catalyst for high yield preparation of ethoxycarbonyl isothiocyanate.

Preparation

All the reactions were carried out in a 50 mL stainless steel autoclave . A mixture of glycerol (1 g, 1 equiv.), aniline (0.58 g, 0.5 equiv.), water (2.5 mL) and W-KIT-6 (100 mg) was charged in to the autoclave simultaneously and finally heated to 200 °C with stirring for 3 h. On completion of the reaction (monitored by TLC), the autoclave was cooled to room temperature and the catalyst was removed by filtration. Ethyl acetate (10 mL) and water (5 mL) were added to the reaction mixture and stirred well for few minutes. The organic layer was dried over anhydrous Na2SO4 and the crude was purified by column chromatography using 60-120 mesh silica with ethylacetate/hexane as eluent to afford 6-chloroquinoline in good yield.

General Description

The standard molar enthalpy of formation of 6-chloroquinoline has been derived from the standard molar enthalpy of combustion and was evaluated in terms of molecular structure. Its arylation reaction with diamine derivatives of adamantanes in the presence of palladium catalyst has been reported to afford N,N′-diaryl derivatives.

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