5-(Trifluoromethyl)quinoline

Base Information

• Chemical Name: 5-(Trifluoromethyl)quinoline
• CAS No.: 342-30-3
• Molecular Formula: C₁₀H₆F₃N
• Molecular Weight: 197.16
• European Community (EC) Number: 817-288-6
• DSSTox Substance ID: DTXSID30600370
• Nikkaji Number: J3.336.133E
• Wikidata: Q82496410
• Mol file: 342-30-3.mol

Synonyms:5-(Trifluoromethyl)quinoline;342-30-3;SCHEMBL827601;DTXSID30600370;MFCD16619721;AKOS016005841;SB68108;DB-349706;CS-0309240;EN300-170554;G55869;Z1255426032

Chemical Property of 5-(Trifluoromethyl)quinoline

Chemical Property:

• Melting Point: -7 °C
• Boiling Point: 214-215 °C(Press: 732 Torr)
• PKA: 3.60±0.12(Predicted)
• Density: 1.272 g/cm3(Temp: 32 °C)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 197.04523368
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

97% ^*data from raw suppliers

5-(trifluoromethyl)quinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=CC=NC2=C1)C(F)(F)F

Technology Process of 5-(Trifluoromethyl)quinoline

There total 9 articles about 5-(Trifluoromethyl)quinoline 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: 89.0%

quinoline-5-carboxylic acid (7250-53-5) → 5-(trifluoromethyl)quinolone (342-30-3)

Guidance literature:

With sulfur tetrafluoride; hydrogen fluoride; at 85 ℃; for 24h; Autoclave; Inert atmosphere;

DOI:10.1021/acs.joc.9b03011

Reference yield: 10.0%

quinoline (91-22-5) + iodotrifluoromethane (2314-97-8,263005-66-9) → 5-(trifluoromethyl)quinolone (342-30-3)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; iron(II) sulfate; In water; dimethyl sulfoxide;

DOI:10.1016/j.jfluchem.2009.09.007

Reference yield:

quinoline (91-22-5) + trifluoromethane sulfonyl chloride (421-83-0) → 8-(trifluoromethyl)quinoline (317-57-7) + 5-(trifluoromethyl)quinolone (342-30-3) + 5,8-ditrifluoromethylquinoline

Guidance literature:

With dipotassium hydrogenphosphate; [(1,10-phenanthroline)bis(2-phenylpyridinato-C²,N)iridium(III)] hexafluorophosphate; In acetonitrile; Reagent/catalyst; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1039/c6ob01717g

upstream raw materials:

8-amino-5-(trifluoromethyl)quinoline

3-trifluoromethylaniline

glycerol

sulfuric acid

Downstream raw materials:

5-(trifluoromethyl)-1,2,3,4-tetrahydroquinoline