6-(Trifluoromethoxy)quinolin-4-ol

Base Information

• Chemical Name: 6-(Trifluoromethoxy)quinolin-4-ol
• CAS No.: 175203-87-9
• Molecular Formula: C₁₀H₆F₃NO₂
• Molecular Weight: 229.158
• Hs Code.: 2933499090
• European Community (EC) Number: 671-861-3
• DSSTox Substance ID: DTXSID80379382
• Wikidata: Q72482007
• ChEMBL ID: CHEMBL1712995
• Mol file: 175203-87-9.mol

Synonyms:6-(trifluoromethoxy)quinolin-4-ol;175203-87-9;6-(Trifluoromethoxy)-4-quinolinol;4-hydroxy-6-(trifluoromethoxy)quinoline;6-(trifluoromethoxy)-1H-quinolin-4-one;6-Trifluoromethoxy-quinolin-4-ol;6-(trifluoromethoxy)quinolin-4(1H)-one;1071540-62-9;Maybridge3_003905;MLS000850612;SCHEMBL2208967;CHEMBL1712995;DTXSID80379382;HMS1442B11;HMS2804P20;MFCD00219858;AKOS009158767;AKOS015856487;CCG-250023;PS-7733;SB68792;IDI1_015292;SMR000456630;A3879;CS-0080607;FT-0618657;EN300-7409743;Z1741959185

Chemical Property of 6-(Trifluoromethoxy)quinolin-4-ol

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 233-236°C
• Refractive Index: 1.572
• Boiling Point: 301.735 °C at 760 mmHg
• Flash Point: 136.285 °C
• PSA: 42.35000
• Density: 1.473 g/cm³
• LogP: 2.83900
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 229.03506292
• Heavy Atom Count: 16
• Complexity: 314

Purity/Quality:

99% ^*data from raw suppliers

6-(Trifluoromethoxy)-4-quinolinol ^*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=C1OC(F)(F)F)C(=O)C=CN2

Technology Process of 6-(Trifluoromethoxy)quinolin-4-ol

There total 2 articles about 6-(Trifluoromethoxy)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:

5-[(4-(trifluoromethoxy)phenylamino)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione (1071540-59-4) → 6-(trifluoromethoxy)quinolin-4-ol (175203-87-9,1071540-62-9)

Guidance literature:

In diphenylether; at 300 ℃; for 0.0833333h; microwave irradiation;

DOI:10.1016/j.bmcl.2004.12.037

Reference yield:

4-(trifluoromethoxy)aniline (461-82-5) → 6-(trifluoromethoxy)quinolin-4-ol (175203-87-9,1071540-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1 h / 100 °C

1.2: 1.5 h / 100 °C

2.1: diphenylether / 0.5 h / 240 °C

With diphenylether;

Reference yield: 92.0%

6-(trifluoromethoxy)quinolin-4-ol (175203-87-9,1071540-62-9) → 4-chloro-6-(trifluoromethoxy)quinoline (927800-55-3)

Guidance literature:

With trichlorophosphate; at 115 ℃; for 3h;

upstream raw materials:

5-[(4-(trifluoromethoxy)phenylamino)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione

4-(trifluoromethoxy)aniline

Downstream raw materials:

4-chloro-6-(trifluoromethoxy)quinoline

Refernces

• 1、 Madrid, Peter B.,Sherrill, John,Liou, Ally P.,Weisman, Jennifer L.,DeRisi, Joseph L.,Guy, R. Kiplin. "Synthesis of ring-substituted 4-aminoquinolines and evaluation of their antimalarial activities". . p. 1015 - 1018. Retrieved 2007/10/03.