8-(Trifluoromethyl)quinolin-4-ol

Base Information

• Chemical Name: 8-(Trifluoromethyl)quinolin-4-ol
• CAS No.: 93919-57-4
• Molecular Formula: C₁₀H₆F₃NO
• Molecular Weight: 213.159
• European Community (EC) Number: 300-041-7,245-879-3
• DSSTox Substance ID: DTXSID90917113
• Nikkaji Number: J242.679J,J320.483I
• Wikidata: Q27186438
• ChEMBL ID: CHEMBL1530101
• Mol file: 93919-57-4.mol

Synonyms:23779-96-6;8-(Trifluoromethyl)quinolin-4-ol;4-Hydroxy-8-(trifluoromethyl)quinoline;93919-57-4;8-(trifluoromethyl)-4-quinolinol;8-(Trifluoromethyl)quinolin-4(1H)-one;4-hydroxy-8-trifluoromethylquinoline;8-trifluoromethyl-4-quinolinol;8-(trifluoromethyl)-1H-quinolin-4-one;MFCD00134577;8-Trifluoromethyl-quinolin-4-ol;4-Quinolinol, 8-(trifluoromethyl)-;EINECS 245-879-3;EINECS 300-041-7;MLS000062023;8-(Trifluoromethyl)-4(1H)-quinolone;BIDD:GT0065;F0919-0892;SCHEMBL1091417;CHEMBL1530101;AMY1641;DTXSID90917113;CHEBI:108015;HMS2317A04;STL332316;AKOS002336878;AKOS015897063;8-(Trifluoromethyl)-4-Hydroxyquinoline;FS-1146;SB68654;SB71550;SMR000070945;SY003581;BB 0221871;CS-0094702;EU-0007102;FT-0618676;T3160;4-Hydroxy-8-(trifluoromethyl)quinoline, 98%;8-(trifluoromethyl)-1,4-dihydroquinolin-4-one;EN300-657230;A816897;A853090;J-015205;Q27186438;Z1741958998

Chemical Property of 8-(Trifluoromethyl)quinolin-4-ol

Chemical Property:

• Melting Point: 170-172 °C
• Boiling Point: 269.6°Cat760mmHg
• PKA: -0.09±0.50(Predicted)
• Flash Point: 116.9°C
• PSA: 32.86000
• Density: 1.369g/cm³
• LogP: 2.54690
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 213.04014830
• Heavy Atom Count: 15
• Complexity: 298

Purity/Quality:

98.5% ^*data from raw suppliers

8-Trifluoromethyl-1H-quinolin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 8-(Trifluoromethyl)quinolin-4-ol

There total 14 articles about 8-(Trifluoromethyl)quinolin-4-ol 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: 95.0%

3-carboxy-8-trifluoromethyl-4-quinolone (31601-88-4) → 8-(trifluoromethyl)quinoline-4(1H)-one (93919-57-4,23779-96-6)

Guidance literature:

With Dowtherm A; at 255 ℃; for 0.416667h;

DOI:10.3390/molecules25092251

Reference yield: 91.0%

2,2-dimethyl-5-({[2-(trifluoromethyl)phenyl]amino}methylidene)-1,3-dioxane-4,6-dione (450383-19-4) → 8-(trifluoromethyl)quinoline-4(1H)-one (93919-57-4,23779-96-6)

Guidance literature:

In diphenylether; at 250 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/cctc.201701596

Reference yield:

2-(trifluoromethyl)benzenamine (88-17-5) → 8-(trifluoromethyl)quinoline-4(1H)-one (93919-57-4,23779-96-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.67 h / 100 °C

2: diphenylether / 0.5 h / 250 °C / Inert atmosphere

In diphenylether;

DOI:10.1002/cctc.201701596

upstream raw materials:

2,2-dimethyl-5-({[2-(trifluoromethyl)phenyl]amino}methylidene)-1,3-dioxane-4,6-dione

N-phenylpicolinamide

2-(trifluoromethyl)benzenamine

N-(phenyl)pyrazine-2-carboxamide

Downstream raw materials:

4-chloro-8-(trifluoromethyl)quinoline

floctafenine

Refernces

• 1、 Xu, Jun,Cheng, Ke,Shen, Chao,Bai, Renren,Xie, Yuanyuan,Zhang, Pengfei. "Coordinating Activation Strategy-Induced Selective C?H Trifluoromethylation of Anilines". . p. 965 - 970. Retrieved 2018/02/12.