6-Fluoro-2-phenyl-4-quinolinol

Base Information

• Chemical Name: 6-Fluoro-2-phenyl-4-quinolinol
• CAS No.: 103914-44-9
• Molecular Formula: C₁₅H₁₀FNO
• Molecular Weight: 239.249
• Hs Code.: 2933499090
• European Community (EC) Number: 802-590-2
• DSSTox Substance ID: DTXSID60429516
• Nikkaji Number: J548.602E
• Wikidata: Q82242544
• ChEMBL ID: CHEMBL16098
• Mol file: 103914-44-9.mol

Synonyms:103914-44-9;6-Fluoro-2-phenyl-4-quinolinol;6-Fluoro-2-phenyl-1H-quinolin-4-one;6-Fluoro-4-hydroxy-2-phenylquinoline;KUC100229;6-fluoro-2-phenylquinolin-4-ol;CHEMBL16098;MLS000517821;SCHEMBL3625999;DTXSID60429516;YKZPWHOKZPODTO-UHFFFAOYSA-N;HMS2220J12;HMS3333B17;KUC100229N;BDBM50044963;MFCD11505230;6-Fluoro-2-phenylquinolin-4(1H)-one;NCGC00160025-01;SMR000129056;6-Fluoro-4-hydroxy-2-phenylquinoline, AldrichCPR

Chemical Property of 6-Fluoro-2-phenyl-4-quinolinol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 294 - 296 °C (CHCl3)
• Boiling Point: 389.294°C at 760 mmHg
• Flash Point: 189.238°C
• PSA: 33.12000
• Density: 1.269g/cm³
• LogP: 3.74650
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 239.074642105
• Heavy Atom Count: 18
• Complexity: 360

Purity/Quality:

97% ^*data from raw suppliers

6-Fluoro-4-hydroxy-2-phenylquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(N2)C=CC(=C3)F

Technology Process of 6-Fluoro-2-phenyl-4-quinolinol

There total 6 articles about 6-Fluoro-2-phenyl-4-quinolinol 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: 85.0%

2-bromo-4-fluoronitrobenzene (700-36-7) + phenylacetylene (536-74-3) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → 6-fluoro-2-phenylquinolin-4(1H)-one (147197-80-6,103914-44-9)

Guidance literature:

With anhydrous sodium carbonate; tri-tert-butylphosphonium hydrogen tetrafluoroborate; In water monomer; N,N-dimethyl-formamide; at 110 ℃; for 24h;

DOI:10.1016/j.jcat.2022.02.026

Reference yield:

carbon monoxide (201230-82-2) + 4-fluoro-N-(α-methylbenzylidene)aniline (591751-71-2) → 6-fluoro-2-phenylquinolin-4(1H)-one (147197-80-6,103914-44-9)

Guidance literature:

With sodium benzoate; copper(I) bromide dimethylsulfide complex; oxygen; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium iodide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In dimethyl sulfoxide; toluene; at 110 ℃; for 24h; Molecular sieve; Schlenk technique;

DOI:10.1021/acs.orglett.7b03337

Reference yield:

(Z)-3-(4-Fluoro-phenylamino)-3-phenyl-acrylic acid ethyl ester → 6-fluoro-2-phenylquinolin-4(1H)-one (147197-80-6,103914-44-9)

Guidance literature:

In diphenylether; at 240 - 250 ℃; for 0.166667h; Yield given;

DOI:10.1021/jm00061a005

upstream raw materials:

ethyl 3-oxo-3-phenylpropionate

4-fluoroaniline

acetophenone

carbon monoxide

Downstream raw materials:

dibenzyl 6-fluoro-2-phenylquinolin-4-yl-phosphate

4-chloro-6-fluoro-2-phenylquinoline

6-fluoro-2-phenylquinolin-4-yl-phosphate