2-(Trifluoromethyl)quinoline-4-carboxylic acid

Base Information

• Chemical Name: 2-(Trifluoromethyl)quinoline-4-carboxylic acid
• CAS No.: 18706-39-3
• Molecular Formula: C11H6F3NO2
• Molecular Weight: 241.1674
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID60429511
• Nikkaji Number: J2.008.077I
• Wikidata: Q72512900
• ChEMBL ID: CHEMBL1571583
• Mol file: 18706-39-3.mol

Synonyms:2-(trifluoromethyl)quinoline-4-carboxylic acid;18706-39-3;2-(Trifluoromethyl)quinoline-4-carboxylicacid;2-(trifluoromethyl)-4-quinolinecarboxylic acid;2-trifluoromethyl cinchoninic acid;2-(TRIFLUOROMETHYL)QUINOLINE-4-CARBOXYLIC ACID 97;CC-PMLSC-DMA-P114;SMR000209016;2-Trifluoromethyl-quinoline-4-carboxylic acid;MLS000889047;SCHEMBL3041657;CHEMBL1571583;BDBM35451;cid_9547712;DTXSID60429511;HMS2211I11;HMS3348A16;2-(trifluoromethyl)cinchoninic acid;MFCD00835356;AKOS000320435;SB71736;SDCCGMLS-0091884.P001;NCGC00142258-01;AC-28129;TS-03365;AM20050911;CS-0156032;FT-0688925;EN300-7393002;A813111;Q-103523;Z3219959970;2-(trifluoromethyl)quinoline-4-carboxylic acid, AldrichCPR

Chemical Property of 2-(Trifluoromethyl)quinoline-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 124mmHg at 25°C
• Melting Point: 181-182℃ (chloroform ethyl acetate )
• Refractive Index: 1.321
• Boiling Point: 323.732 °C at 760 mmHg
• Flash Point: 149.588 °C
• PSA: 50.19000
• Density: 1.241 g/cm³
• LogP: 2.95180
• Storage Temp.: 2-8°C
• 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:

99% ^*data from raw suppliers

2-(Trifluoromethyl)quinoline-4-carboxylic acid 95.0% ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Trifluoromethyl)quinoline-4-carboxylic acid

There total 12 articles about 2-(Trifluoromethyl)quinoline-4-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: 100.0%

8-iodo-2-trifluoromethyl-4-quinolinecarboxylic acid (587886-05-3) → 2-(trifluoromethyl)quinoline-4-carboxylic acid (18706-39-3)

Guidance literature:

With sodium hydroxide; zinc; In water; at 0 ℃; for 2h;

DOI:10.1002/ejoc.200390217

Reference yield: 92.0%

→ 2-(trifluoromethyl)quinoline-4-carboxylic acid (18706-39-3)

Guidance literature:

With sodium acetate; acetic acid; potassium hydroxide; In water; at 10 - 120 ℃; for 2h; pH=Ca.5; Microwave irradiation; Sealed tube;

Reference yield: 74.0%

carbon dioxide (124-38-9,18923-20-1) + 4-bromo-2-(trifluoromethyl)quinoline (18706-25-7) → 2-(trifluoromethyl)quinoline-4-carboxylic acid (18706-39-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 0.75h;

DOI:10.1002/ejoc.200390215 DOI:10.1002/ejoc.200390217

upstream raw materials:

2-trifluoromethyl-quinoline

carbon dioxide

4-bromo-2-(trifluoromethyl)quinoline

8-iodo-2-trifluoromethyl-4-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、 Marull, Marc,Schlosser, Manfred. "Selective and efficient structural elaboration of 2-(trifluoromethyl)quinolinones". . p. 1576 - 1588. Retrieved 2007/10/03.