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HomeProduct name list2-Hydroxy-4-(trifluoromethyl)quinoline

2-Hydroxy-4-(trifluoromethyl)quinoline

2-Hydroxy-4-(trifluoromethyl)quinoline Structural

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)
ghs
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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