2-Hydroxy-4-(trifluoromethyl)quinoline
- CAS NO.:25199-84-2
- Empirical Formula: C10H6F3NO
- Molecular Weight: 213.16
- MDL number: MFCD03407380
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-01-18 08:48:14
What is 2-Hydroxy-4-(trifluoromethyl)quinoline?
Chemical properties
White solid
Synthesis
4-Trifluoromethylquinolin-2(1H)-one was prepared by reacting aniline and ethyl-4,4,4-trifluoroacetoacetate stirred in toluene.
Experimental Procedure: In a 1 L round flask fitted with a reflux condenser a mixture of 25.60 g aniline, 50.0 g ethyl-4,4,4-trifluoroacetoacetate 300 ml toluene was heated to reflux in an oil bath at 130 °C. After 20 min 3 ml water was added and the mixture was heated at reflux for another 24 h. the reaction mixture was cooled to room temperature and concentrated under reduced pressure. A round flask with 200 mL H2SO4 was heated to 80°C and the crude oil from the step before was added in portions to the H2SO4 keeping the internal temperature below 90°C, total addition time was approximately 40 min. After addition was complete, the mixture was stirred at 80°C for 1 h, cooled and poured onto 400 g crushed ice. The resulting solids were filtered, washed with water, and dried under vacuum at 40°C to give 33.0 g (50%) product (2-Hydroxy-4-(trifluoromethyl)quinoline) as a colorless solid.
Properties of 2-Hydroxy-4-(trifluoromethyl)quinoline
Melting point: | >240°C |
Boiling point: | 284 ºC |
Density | 1.391 |
Flash point: | 126 ºC |
storage temp. | Sealed in dry,Room Temperature |
form | Solid |
color | White |
InChI | InChI=1S/C10H6F3NO/c11-10(12,13)7-5-9(15)14-8-4-2-1-3-6(7)8/h1-5H,(H,14,15) |
CAS DataBase Reference | 25199-84-2 |
Safety information for 2-Hydroxy-4-(trifluoromethyl)quinoline
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for 2-Hydroxy-4-(trifluoromethyl)quinoline
InChIKey | UUROBWTVZZNDFD-UHFFFAOYSA-N |
SMILES | N1C2=C(C=CC=C2)C(C(F)(F)F)=CC1=O |
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