596845-30-6

Basic information

• Product Name: 2-Bromo-6-fluoro-4-(trifluoromethyl)quinoline
• Synonyms: 2-Bromo-6-fluoro-4-(trifluoromethyl)quinoline;2-Bromo-6-fluoro-4-(trifluoromethyl)quinoline ,97%;Quinoline, 2-bromo-6-fluoro-4-(trifluoromethyl)-
• CAS NO: 596845-30-6
• Molecular Formula: C10H4BrF4N
• Molecular Weight: 294.04
• Mol File: 596845-30-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 108-109 ºC
• Boiling Point: 295 ºC
• Flash Point: 132 ºC
• Appearance: /
• Density: 1.722
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.556
• CAS DataBase Reference: 2-Bromo-6-fluoro-4-(trifluoromethyl)quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-6-fluoro-4-(trifluoromethyl)quinoline(596845-30-6)
• EPA Substance Registry System: 2-Bromo-6-fluoro-4-(trifluoromethyl)quinoline(596845-30-6)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 596845-30-6(Hazardous Substances Data)

Usage

Chemical Properties

Light pink solid

InChI:InChI=1/C10H4BrF4N/c11-9-4-7(10(13,14)15)6-3-5(12)1-2-8(6)16-9/h1-4H

Upstream product

• 371-40-4 4-fluoroaniline 
• 328956-08-7 6-fluoro-4-(trifluoromethyl)quinolin-2(1H)-one 

Downstream Products

• 596845-42-0 6-fluoro-4-trifluoromethyl-2-quinolinecarboxylic acid 
• 596845-53-3 6-fluoro-4-trifluoromethyl-3-quinolinecarboxylic acid 

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.