4-(trifluoromethyl)quinoline-3-carboxylic Acid

Base Information

• Chemical Name: 4-(trifluoromethyl)quinoline-3-carboxylic Acid
• CAS No.: 155495-82-2
• Molecular Formula: C11H6F3NO2
• Molecular Weight: 241.16600
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID60453932
• Nikkaji Number: J2.008.083C
• Wikidata: Q82275229
• Mol file: 155495-82-2.mol

Synonyms:4-(trifluoromethyl)quinoline-3-carboxylic Acid;155495-82-2;4-(trifluoromethyl)quinoline-3-carboxylicacid;4-(Trifluoromethyl)-3-quinolinecarboxylic acid;3-Quinolinecarboxylic acid, 4-(trifluoromethyl)-;DTXSID60453932;DPBXCLYXJCGTOU-UHFFFAOYSA-N;MFCD08458130;AKOS000117979;AM85607;SB71789;TS-03369;CS-0156036;FT-0732015;EN300-27608;(R)-(+)-2,3,4,5,6-PENTAFLUOROSTYRENEOXIDE;4-(trifluoromethyl)quinoline-3-carboxylic acid, >98%;Z235344875

Chemical Property of 4-(trifluoromethyl)quinoline-3-carboxylic Acid

Chemical Property:

• PSA: 50.19000
• LogP: 2.95180
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 241.03506292
• Heavy Atom Count: 17
• Complexity: 306

Purity/Quality:

98%min ^*data from raw suppliers

4-(Trifluoromethyl)quinoline-3-carboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(C=N2)C(=O)O)C(F)(F)F

Technology Process of 4-(trifluoromethyl)quinoline-3-carboxylic Acid

There total 12 articles about 4-(trifluoromethyl)quinoline-3-carboxylic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

2-chloro-4-(trifluoromethyl)quinoline-3-carboxylic acid → 4-trifluoromethyl-3-quinolinecarboxylic acid (155495-82-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; triethylamine; In ethanol; for 4h; under 760.051 Torr;

Reference yield: 76.0%

4-(trifluoromethyl)quinoline (25199-77-3) + carbon dioxide (124-38-9,18923-20-1) → 4-trifluoromethyl-3-quinolinecarboxylic acid (155495-82-2)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -75 ℃; for 2h;

DOI:10.1002/ejoc.200390216

Reference yield: 64.0%

2-bromo-4-trifluoromethyl-3-quinolinecarboxylic acid (590372-20-6) → 4-trifluoromethyl-3-quinolinecarboxylic acid (155495-82-2)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -100 ℃; for 2h;

DOI:10.1002/ejoc.200390215

upstream raw materials:

2,2,2-Trifluoro-1-(4-trifluoromethyl-quinolin-3-yl)-ethanone

4-(trifluoromethyl)quinoline

carbon dioxide

2-bromo-4-trifluoromethyl-3-quinolinecarboxylic acid

Refernces

• 1、 Schlosser, Manfred,Marull, Marc. "The direct metalation and subsequent functionalization of trifluoromethyl-substituted pyridines and quinolines". . p. 1569 - 1575. Retrieved 2007/10/03.
• 2、 Lefebvre, Olivier,Marull, Marc,Schlosser, Manfred. "4-(Trifluoromethyl)quinoline derivatives". . p. 2115 - 2121. Retrieved 2007/10/03.