4-Hydroxy-8-(trifluoromethyl)quinoline-3-carboxylic acid

Base Information

• Chemical Name: 4-Hydroxy-8-(trifluoromethyl)quinoline-3-carboxylic acid
• CAS No.: 23779-95-5
• Molecular Formula: C11H6F3NO3
• Molecular Weight: 257.169
• Hs Code.: 2933499090
• European Community (EC) Number: 245-878-8
• NSC Number: 102792
• DSSTox Substance ID: DTXSID10178466
• Nikkaji Number: J242.678A
• Wikidata: Q83048874
• ChEMBL ID: CHEMBL1704941
• Mol file: 23779-95-5.mol

Synonyms:23779-95-5;4-Hydroxy-8-(trifluoromethyl)quinoline-3-carboxylic acid;4-Hydroxy-8-(trifluoromethyl)-3-quinoline-carboxylic acid;4-oxo-8-(trifluoromethyl)-1H-quinoline-3-carboxylic acid;MFCD00047603;EINECS 245-878-8;31601-88-4;4-Hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid;3-Quinolinecarboxylic acid, 4-hydroxy-8-(trifluoromethyl)-;4-hydroxy-8-trifluoromethylquinoline-3-carboxylic acid;4-hydroxy-8-(trifluoromethyl)-3-quinolinecarboxylic acid;4-oxo-8-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylic acid;NSC102792;MLS000122854;SCHEMBL1125190;CHEMBL1704941;DTXSID10178466;HMS2410P12;BBL011921;CCG-17786;STK656017;STL163429;AKOS000271217;AKOS005586845;NSC 102792;NSC-102792;PS-7394;SB69914;NCGC00245510-01;SMR000123454;SY003659;BB 0221684;FT-0618682;EN300-110931;AB00455776-03;A816896;SR-01000453231;J-015204;SR-01000453231-1;4-hydroxy-8-trifluoromethyl-3-quinolinecarboxylic acid;3-Quinolinecarboxylicacid,4-hydroxy-8-(trifluoromethyl)-;4-hydroxy-8-trifluoromethyl-3 -quinoline-carboxylic acid;4-Hydroxy-8-trifluoromethyl-quinoline-3-carbo xylic acid;Z1431321802;3-Quinoline-3-carboxylic acid, 4-hydroxy-8-(trifluoromethyl)-;4-oxo-8-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylicacid;851519-96-5

Chemical Property of 4-Hydroxy-8-(trifluoromethyl)quinoline-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 8.99E-06mmHg at 25°C
• Melting Point: 292 °C(Solv: acetone (67-64-1))
• Refractive Index: 1.547
• Boiling Point: 358.8 °C at 760 mmHg
• PKA: 0.53±0.30(Predicted)
• Flash Point: 170.8 °C
• PSA: 70.42000
• Density: 1.55 g/cm³
• LogP: 2.65740
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 257.02997754
• Heavy Atom Count: 18
• Complexity: 416

Purity/Quality:

99% ^*data from raw suppliers

4-Hydroxy-8-(trifluoromethyl)quinoline-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)C(F)(F)F)NC=C(C2=O)C(=O)O

Technology Process of 4-Hydroxy-8-(trifluoromethyl)quinoline-3-carboxylic acid

There total 5 articles about 4-Hydroxy-8-(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: 95.5%

4-hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid ethyl ester (23851-84-5) → 4-hydroxy-8-(trifluoromethyl)quinoline-3-carboxylic acid (23779-95-5)

Guidance literature:

With lithium hydroxide; In methanol; at 0 ℃; for 2.16667h;

DOI:10.1016/j.ejmech.2013.07.021

Reference yield:

2-[(2-trifluoromethylphenylamino)methylene]malonic acid diethyl ester (23779-94-4) → 4-hydroxy-8-(trifluoromethyl)quinoline-3-carboxylic acid (23779-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dowtherm / 5 h / 250 °C

2: lithium hydroxide / methanol / 2.17 h / 0 °C

With lithium hydroxide; In methanol;

DOI:10.1016/j.ejmech.2013.07.021

Reference yield:

2-(trifluoromethyl)benzenamine (88-17-5) → 4-hydroxy-8-(trifluoromethyl)quinoline-3-carboxylic acid (23779-95-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 6 h / 110 °C

2: dowtherm / 5 h / 250 °C

3: lithium hydroxide / methanol / 2.17 h / 0 °C

With lithium hydroxide; In methanol;

DOI:10.1016/j.ejmech.2013.07.021

upstream raw materials:

2-[(2-trifluoromethylphenylamino)methylene]malonic acid diethyl ester

4-hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid ethyl ester

2-(trifluoromethyl)benzenamine

diethyl 2-ethoxymethylenemalonate

Downstream raw materials:

3-cyclohexyl-2-cyclohexylimino-7-trifluoromethyl-2,3-dihydro-[1,3]oxazino[5,6-c]quinolin-4-one

4-hydroxy-8-(trifluoromethyl)quinoline-3-carbohydrazide

3-bromo-8-(trifluoromethyl)quinolin-4-ol

4-Hydroxy-8-trifluoromethyl-quinoline-3-carboxylic acid cyclohexylamide

Refernces

• 1、 Garudachari,Isloor, Arun M.,Satyanarayana,Fun, Hoong-Kun,Hegde, Gurumurthy. "Click chemistry approach: Regioselective one-pot synthesis of some new 8-trifluoromethylquinoline based 1,2,3-triazoles as potent antimicrobial agents". . p. 324 - 332. Retrieved 2014/02/14.