3,6-Dihydroxyflavone

Base Information

• Chemical Name: 3,6-Dihydroxyflavone
• CAS No.: 108238-41-1
• Molecular Formula: C15H10O4
• Molecular Weight: 254.242
• Hs Code.: 2914400090
• European Community (EC) Number: 681-235-1
• DSSTox Substance ID: DTXSID90350940
• Nikkaji Number: J1.245.721I
• Wikidata: Q82127010
• Metabolomics Workbench ID: 74496
• ChEMBL ID: CHEMBL210411
• Mol file: 108238-41-1.mol

Synonyms:3,6-dihydroxyflavone

Chemical Property of 3,6-Dihydroxyflavone

Chemical Property:

• Vapor Pressure: 6.55E-10mmHg at 25°C
• Melting Point: 231-234oC
• Boiling Point: 477.1oC at 760 mmHg
• Flash Point: 186.2oC
• PSA: 70.67000
• Density: 1.472g/cm3
• LogP: 2.87120
• Water Solubility.: Soluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 254.05790880
• Heavy Atom Count: 19
• Complexity: 395

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,6-Dihydroxyflavone >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C(=O)C3=C(O2)C=CC(=C3)O)O
• Uses: 3,6-Dihydroxyflavone,is used as an oxidative stress inducer - apoptosis inducer, it is widely used as a pharmaceutical intermediate and in cell survival applications.

Technology Process of 3,6-Dihydroxyflavone

There total 7 articles about 3,6-Dihydroxyflavone 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: 67.0%

3-phenyl-1-(2,5-dihydroxyphenyl)-2-propen-1-one (19312-13-1) → 3,6-dihydroxyflavone (108238-41-1)

Guidance literature:

With dihydrogen peroxide; sodium hydroxide; In methanol; water; at 0 - 10 ℃; for 2h;

Reference yield:

2,5-Dihydroxyacetophenone (490-78-8) → 3,6-dihydroxyflavone (108238-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aq.-ethanolic KOH

2: aqueous methanol. NaOH-solution; aqueous hydrogen peroxide

With potassium hydroxide; sodium hydroxide; dihydrogen peroxide;

Reference yield:

benzaldehyde (100-52-7) + 2,5-Dihydroxyacetophenone (490-78-8) → 3,6-dihydroxyflavone (108238-41-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / ethanol / 15 h / 50 °C

2: dihydrogen peroxide; sodium hydroxide / methanol / 15 h / 20 °C

With dihydrogen peroxide; potassium hydroxide; sodium hydroxide; In methanol; ethanol;

DOI:10.1016/j.jmgm.2014.01.004

upstream raw materials:

6-hydroxyflavanone

1-methyl-4-nitrosobenzene

dihydrogen peroxide

benzaldehyde

Downstream raw materials:

C₂₉H₁₆Br₂O₆

C₂₉H₁₆Cl₂O₆

C₂₉H₁₈O₆

C₃₁H₂₂O₆

Refernces

• 1、 Jayashree,Thejaswini,Nayak, Yogendra,Kumar, D. Vijay. "Synthesis of novel flavone acyl esters and correlation of log P value with antioxidant and antimicrobial activity". . p. 1055 - 1066. Retrieved 2012/03/26.