4-Chloro-6-(trifluoromethyl)quinoline Chemical Properties

Melting point:

48°C

Boiling point:

265.5±35.0 °C(Predicted)

Density 

1.427±0.06 g/cm3(Predicted)

storage temp. 

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

pka

2.45±0.16(Predicted)

Appearance

Pale purple to purple Solid

InChI

InChI=1S/C10H5ClF3N/c11-8-3-4-15-9-2-1-6(5-7(8)9)10(12,13)14/h1-5H

InChIKey

FTNQANJWBFKPIP-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

49713-56-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

36/37/38-36-25

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933499090

MSDS

• Language:English Provider:ALFA

4-Chloro-6-(trifluoromethyl)quinoline Usage And Synthesis

Synthesis

4-Hydroxy-6-trifluoromethylquinoline (50 mg, 0.2 mmol) was used as starting material and synthesized with reference to the method reported in Bioorganic & Medicinal Chemistry Letters, 2005, 15(4), 1015-1018. The raw material was added to phosphorus trichloride (108 mg, 0.7 mmol). After the addition was completed, the reaction mixture was heated to 90 °C and stirred continuously for 2 hours. Upon completion of the reaction, the pH was adjusted to 8-9 by slow dropwise addition of saturated sodium bicarbonate solution.Subsequently, extraction was carried out with ethyl acetate (30 mL x 3). The organic phases were combined and concentrated under reduced pressure to afford the target product 4-chloro-6-(trifluoromethyl)quinoline (60 mg, colorless oil), which could be used directly in the subsequent reaction without further purification.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 4, p. 1015 - 1018
[2] Patent: KR2016/6207, 2016, A. Location in patent: Paragraph 0188; 0191-0194
[3] Patent: US2016/108035, 2016, A1. Location in patent: Paragraph 0136-0137

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