2-(4-Fluorophenyl)-5,7-dihydroxy-4H-chromen-4-one

Base Information

• Chemical Name: 2-(4-Fluorophenyl)-5,7-dihydroxy-4H-chromen-4-one
• CAS No.: 152969-67-0
• Molecular Formula: C15H9FO4
• Molecular Weight: 272.232
• DSSTox Substance ID: DTXSID70420493
• Nikkaji Number: J1.351.756H
• Wikidata: Q82231783
• ChEMBL ID: CHEMBL486407
• Mol file: 152969-67-0.mol

Synonyms:152969-67-0;2-(4-Fluorophenyl)-5,7-dihydroxy-4H-chromen-4-one;4H-1-Benzopyran-4-one, 2-(4-fluorophenyl)-5,7-dihydroxy-;2-(4-fluorophenyl)-5,7-bis(oxidanyl)chromen-4-one;CHEMBL486407;5,7-Dihydroxy-4'-fluoroflavone;DTXSID70420493;MB10553;2-(4-fluorophenyl)-5,7-dihydroxy-chromen-4-one;2-(4-Fluorophenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one;O9Z

Chemical Property of 2-(4-Fluorophenyl)-5,7-dihydroxy-4H-chromen-4-one

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 272.04848693
• Heavy Atom Count: 20
• Complexity: 414

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)F

Technology Process of 2-(4-Fluorophenyl)-5,7-dihydroxy-4H-chromen-4-one

There total 11 articles about 2-(4-Fluorophenyl)-5,7-dihydroxy-4H-chromen-4-one 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:

C29H15F3O6 → 2-(4-fluorophenyl)-5’,7’-dihydroxy-chromen-4-one (152969-67-0)

Guidance literature:

With water; sodium hydroxide; In 1,4-dioxane; methanol; at 20 ℃;

DOI:10.1016/j.molstruc.2011.06.035

Reference yield:

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → 2-(4-fluorophenyl)-5’,7’-dihydroxy-chromen-4-one (152969-67-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridine / 1 h / 75 °C

2.1: pyridine; potassium hydroxide / 2 h / 50 - 75 °C

3.1: acetic acid; sulfuric acid / 1 h / 90 - 110 °C

3.2: 0.5 h / 0 - 20 °C

4.1: boron tribromide / dichloromethane / Heating

With pyridine; sulfuric acid; boron tribromide; acetic acid; potassium hydroxide; In dichloromethane; 2.1: |Baker-Venkataraman Rearrangement;

DOI:10.1039/c6ra11041j

Reference yield:

C17H15FO5 → 2-(4-fluorophenyl)-5’,7’-dihydroxy-chromen-4-one (152969-67-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid; sulfuric acid / 1 h / 90 - 110 °C

1.2: 0.5 h / 0 - 20 °C

2.1: boron tribromide / dichloromethane / Heating

With sulfuric acid; boron tribromide; acetic acid; In dichloromethane;

DOI:10.1039/c6ra11041j

upstream raw materials:

2-hydroxy-4,6-dimethoxyacetophenone

2,4,6-trihydroxyacetophenone

(E)-3-(4-fluorophenyl)-1-(2'-hydroxy-4',6'-dimethoxyphenyl)prop-2-en-1-one

3,5-dihydroxyphenol

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