| Identification | More | [Name]
2,8-Bis(trifluoromethyl)-4-quinolinol | [CAS]
35853-41-9 | [Synonyms]
2,8-BIS-TRIFLUOROMETHYL-4-HYDROXYCHINOLE
2,8-BIS TRIFLUOROMETHYL-4-HYDROXY QUINOLEINE
2,8-BIS(TRIFLUOROMETHYL)-4-HYDROXYQUINOLINE
2,8-BIS(TRIFLUOROMETHYL)-4-QUINOLINOL
2,8-BIS(TRIFLUOROMETHYL)QUINOLIN-4-OL
2,8-DI(TRIFLUOROMETHYL)QUINOLIN-4-OL
BUTTPARK 94\04-03
2,8-Bis(Trifluoromethyl)-4-Hyd
2,8-Bis(trifluoromethyl)-4-hydroxyquinoline 97%
2,8-Bis(trifluoromethyl)-4-hydroxyquinoline97%
2,8-BIS(TRIFLUOROMETHYL)-4-QUINOLINOL 99%
2,8-Bis(trifluoromethyl)quinoline-4-ol | [EINECS(EC#)]
252-762-0 | [Molecular Formula]
C11H5F6NO | [MDL Number]
MFCD00075091 | [Molecular Weight]
281.15 | [MOL File]
35853-41-9.mol |
| Chemical Properties | Back Directory | [Appearance]
light grey powder | [Melting point ]
130-134 °C(lit.) | [Boiling point ]
305.9±37.0 °C(Predicted) | [density ]
1.4837 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Liquid | [pka]
5.84±0.40(Predicted) | [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) |
| Hazard Information | Back Directory | [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 |
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