596845-53-3

Basic information

• Product Name: 6-FLUORO-4-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID
• Synonyms: 6-FLUORO-4-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID
• CAS NO: 596845-53-3
• Molecular Formula: C11H5F4NO2
• Molecular Weight: 259.1565128
• Mol File: 596845-53-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 6-FLUORO-4-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUORO-4-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID(596845-53-3)
• EPA Substance Registry System: 6-FLUORO-4-(TRIFLUOROMETHYL)QUINOLINE-3-CARBOXYLIC ACID(596845-53-3)

Safety Data

• Hazardous Substances Data: 596845-53-3(Hazardous Substances Data)

Upstream product

• 596845-49-7 2-bromo-6-fluoro-4-trifluoromethyl-3-quinolinecarboxylic acid 
• 371-40-4 4-fluoroaniline 
• 596845-30-6 2-bromo-6-fluoro-4-(trifluoromethyl)quinoline 
• 328956-08-7 6-fluoro-4-(trifluoromethyl)quinolin-2(1H)-one 

Relevant articles and documents

4-(Trifluoromethyl)quinoline derivatives

Under carefully controlled conditions, ethyl 4,4,4-trifluoroacetoacetate (ethyl 4,4,4-trifluoro-3-oxobutanoate) can be condensed with anilines and subsequently cyclized to give 4-trifluoromethyl-2-quinolinones 1 although only in poor yield. Heating these products with phosphoryl tribromide affords 2-bromo-4-(trifluoromethyl)quinolines 2 which can be converted into 4-(trifluoromethyl)quinolines 3 by reduction, 4-trifluoromethyl-2-quinolinecarboxylic acids 4 by permutational halogen/metal exchange followed by carboxylation, and 2-bromo-4-trifluoromethyl-3-quinolinecarboxylic acids 5 by consecutive treatment with lithium diisopropylamide and dry ice. Debromination of acids 5 makes 4-trifluoromethyl-3-quinolinecarboxylic acids 6 available. As at any time 2-trifluoromethyl-4-quinolinones 9 may form instead of the expected isomers 1, the structures have to be assigned on the basis of unequivocal NMR spectral criteria. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.