5,7,2',3'-Tetrahydroxyflavone

Base Information

• Chemical Name: 5,7,2',3'-Tetrahydroxyflavone
• CAS No.: 74805-70-2
• Molecular Formula: C15H10 O6
• Molecular Weight: 286.241
• DSSTox Substance ID: DTXSID60225777
• Nikkaji Number: J466.396I
• Wikidata: Q83104920
• Metabolomics Workbench ID: 23222
• ChEMBL ID: CHEMBL4799699
• Mol file: 74805-70-2.mol

Synonyms:5,7,2',3'-tetrahydroxyflavone

Chemical Property of 5,7,2',3'-Tetrahydroxyflavone

Chemical Property:

• Vapor Pressure: 7.59E-15mmHg at 25°C
• Melting Point: 191-192 °C
• Boiling Point: 597°C at 760 mmHg
• PKA: 6.50±0.40(Predicted)
• Flash Point: 232°C
• PSA: 111.13000
• Density: 1.654g/cm³
• LogP: 2.28240
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 286.04773803
• Heavy Atom Count: 21
• Complexity: 447

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)O)O)C2=CC(=O)C3=C(C=C(C=C3O2)O)O

Technology Process of 5,7,2',3'-Tetrahydroxyflavone

There total 4 articles about 5,7,2',3'-Tetrahydroxyflavone 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: 30.0%

2-(2,3-dimethoxyphenyl)-5,7-dimethoxy-4H-chromen-4-one → 2-(2,3-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one (74805-70-2)

Guidance literature:

With hydrogen bromide; In water; Reflux;

DOI:10.1016/j.ejmech.2020.112754

Reference yield:

2,4,6-trihydroxyacetophenone (480-66-0,67471-34-5) → 2-(2,3-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one (74805-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / acetone / 4 h / Inert atmosphere; Reflux

2: potassium hydroxide / ethanol / 24 h / 0 - 20 °C / Inert atmosphere

3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 12 h / 80 °C / Sealed tube

4: hydrogen bromide / water / Reflux

With hydrogen bromide; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; In 1,4-dioxane; ethanol; water; acetone;

DOI:10.1016/j.ejmech.2020.112754

Reference yield:

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → 2-(2,3-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one (74805-70-2)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / ethanol / 24 h / 0 - 20 °C / Inert atmosphere

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 12 h / 80 °C / Sealed tube

3: hydrogen bromide / water / Reflux

With hydrogen bromide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; In 1,4-dioxane; ethanol; water;

DOI:10.1016/j.ejmech.2020.112754

upstream raw materials:

2-hydroxy-4,6-dimethoxyacetophenone

2,4,6-trihydroxyacetophenone

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

Refernces