2,8-Bis(trifluoromethyl)-4-quinolinol Chemical Properties

Melting point:

130-134 °C(lit.)

Boiling point:

305.9±37.0 °C(Predicted)

Density 

1.4837 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

pka

5.84±0.40(Predicted)

form 

Liquid

color 

Clear colorless to slightly yellow

InChI

InChI=1S/C11H5F6NO/c12-10(13,14)6-3-1-2-5-7(19)4-8(11(15,16)17)18-9(5)6/h1-4H,(H,18,19)

InChIKey

JIWHKBAFGFPZKM-UHFFFAOYSA-N

SMILES

N1C2C(=CC=CC=2C(F)(F)F)C(O)=CC=1C(F)(F)F

CAS DataBase Reference

35853-41-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

RIDADR 

2811

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29334900

MSDS

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

2,8-Bis(trifluoromethyl)-4-quinolinol Usage And Synthesis

Chemical Properties

light grey powder

Synthesis

2-(Trifluoromethyl)aniline (0.54 mL, 4.3 mmol) and ethyl 4,4,4-trifluoro-3-oxobutanoate (0.62 mL, 4.3 mmol) were mixed in a round-bottomed flask fitted with a large oval stir bar. Subsequently, polyphosphoric acid (4.0 g) was added to the reaction system. The reaction mixture was stirred at 120 °C for 3 h under nitrogen protection. Upon completion of the reaction, the reaction was quenched with ice water (50 mL) to give a golden-brown sticky substance. Extraction was carried out with dichloromethane (2 x 20 mL) and the organic layers were combined and dried over anhydrous magnesium sulfate. After filtration, the organic phase was concentrated under reduced pressure to give a beige solid product that did not require further purification (0.27 g, 23% yield).

References

[1] European Journal of Medicinal Chemistry, 2010, vol. 45, # 8, p. 3374 - 3383
[2] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 2012, vol. 51, # 9, p. 1411 - 1416,6
[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] CrystEngComm, 2018, vol. 20, # 16, p. 2316 - 2323

2,8-Bis(trifluoromethyl)-4-quinolinol(35853-41-9)Related Product Information

• 2-(Trifluoromethyl)benzyl chloride
• 4-Hydroxyquinoline
• Quinhydrone
• 2-(Trifluoromethyl)benzoic acid
• 3-(Trifluoromethyl)benzaldehyde
• 3-Aminobenzotrifluoride
• Trifluoromethanesulfonic acid
• (Trifluoromethyl)trimethylsilane
• 2-Methylbenzotrifluoride
• 8-Methylquinoline
• 4-HYDROXY-2-METHYLQUINOLINE
• 2-(Trifluoromethyl)pyridine
• 8-(TRIFLUOROMETHYL)QUINOLIN-4-OL
• 2,8-Dimethylquinoline
• 2,8-DIMETHYL-4-HYDROXYQUINOLINE
• 8-Trifluoromethylquinoline
• 4-HYDROXY-8-METHYL-2-(TRIFLUOROMETHYL)QUINOLINE
• 2,6-BIS(TRIFLUOROMETHYL)-4-HYDROXYQUINOLINE