2,8-BIS(TRIFLUOROMETHYL)-4-CHLOROQUINOLINE Chemical Properties

Melting point:

46-48 °C (lit.)

Boiling point:

148-152 °C(Press: 18 Torr)

Density 

1.5242 (estimate)

Flash point:

>230 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

-3.49±0.50(Predicted)

form 

Crystalline Powder

color 

Beige

CAS DataBase Reference

83012-13-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29334900

MSDS

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

2,8-BIS(TRIFLUOROMETHYL)-4-CHLOROQUINOLINE Usage And Synthesis

Chemical Properties

beige crystalline powder

General Description

4-Chloro-2,8-bis(trifluoromethyl)quinolone is the intermediate formed during the synthesis of quinoline derivatives.

Synthesis

General procedure for the synthesis of 4-chloro-2,8-bis(trifluoromethyl)quinoline from 2,8-bis(trifluoromethyl)-4-hydroxyquinoline: 2,8-bis(trifluoromethyl)quinolin-4-ol (0.25 g, 0.89 mmol) was dissolved in phosphorus trichloride (5 mL) and the reaction was carried out at reflux for 5 h at 80 °C under nitrogen protection. Upon completion of the reaction, the reaction mixture was quenched with 30 mL of ice water and extracted with dichloromethane (2 x 20 mL). The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give a light yellow solid product (0.13 g, 50% yield), which could be used in subsequent reactions without further purification.

References

[1] Tetrahedron, 1991, vol. 47, # 36, p. 7609 - 7614
[2] European Journal of Medicinal Chemistry, 2010, vol. 45, # 8, p. 3374 - 3383
[3] Monatshefte fur Chemie, 2008, vol. 139, # 2, p. 179 - 181
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 23, p. 5466 - 5469
[5] Patent: US4429130, 1984, A

2,8-BIS(TRIFLUOROMETHYL)-4-CHLOROQUINOLINE(83012-13-9)Related Product Information

• 8-Trifluoromethylquinoline
• 2,8-BIS(TRIFLUOROMETHYL)-4-CHLOROQUINOLINE
• 4-CHLORO-2-(TRIFLUOROMETHYL)QUINOLINE
• 4-CHLORO-2,8-DIMETHYLQUINOLINE
• 2-TRIFLUOROMETHYL-4-CHLOROPYRIDINE
• 4-CHLORO-2-METHYL-8-(TRIFLUOROMETHYL)QUINOLINE
• 4-CHLORO-2-METHYLQUINOLINE
• 4-CHLORO-8-(TRIFLUOROMETHYL)QUINOLINE
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• 4-Chloroquinoline
• 4-Chloro-8-methylquinoline
• 2,8-Dimethylquinoline
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