5-Hydroxyflavone

Base Information

• Chemical Name: 5-Hydroxyflavone
• CAS No.: 491-78-1
• Molecular Formula: C15H10O3
• Molecular Weight: 238.243
• Hs Code.: 29329990
• European Community (EC) Number: 207-743-1
• NSC Number: 26745
• UNII: 378AE9MHL3
• DSSTox Substance ID: DTXSID90197690
• Nikkaji Number: J94.471H
• Wikidata: Q63408974
• Pharos Ligand ID: MC1K964KA8ZF
• Metabolomics Workbench ID: 23184
• ChEMBL ID: CHEMBL16807
• Mol file: 491-78-1.mol

Synonyms:5-hydroxyflavone

Chemical Property of 5-Hydroxyflavone

Chemical Property:

• Vapor Pressure: 7.97E-08mmHg at 25°C
• Melting Point: 158-160°C
• Refractive Index: 1.666
• Boiling Point: 425 °C at 760 mmHg
• PKA: 6.76±0.40(Predicted)
• Flash Point: 165.4 °C
• PSA: 50.44000
• Density: 1.34 g/cm³
• LogP: 3.16560
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 238.062994177
• Heavy Atom Count: 18
• Complexity: 355

Purity/Quality:

98% ^*data from raw suppliers

5-Hydroxyflavone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-36/37/39-27-37

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=C(C=CC=C3O2)O
• Uses: Reactant involved in:? ;Condensation reactions for synthesis of copper(II) complexes as bioactive molecules to combat antioxidants1? ;Thermal behavior studies of vanadyl complexes with flavone derivatives in terms of insulin-mimetic agents2? ;O-methylation with di-Me carbonate3? ;DFT studies on excited-state intramolecular proton transfer4 Reactant involved in:Condensation reactions for synthesis of copper(II) complexes as bioactive molecules to combat antioxidantsThermal behavior studies of vanadyl complexes with flavone derivatives in terms of insulin-mimetic agentsO-methylation with di-Me carbonateDFT studies on excited-state intramolecular proton transfer

Technology Process of 5-Hydroxyflavone

There total 40 articles about 5-Hydroxyflavone 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: 94.0%

5-acetoxyflavone (93327-97-0) → 5-Hydroxyflavone (491-78-1,66585-06-6)

Guidance literature:

With butan-1-ol; Pseudomonas sp. lipase; In tetrahydrofuran; at 42 ℃; for 24h;

DOI:10.1016/S0040-4039(00)88570-6

Reference yield: 89.0%

E-3-phenyl-1-(2-benzoxy-6-hydroxyphenyl)propenone (158264-57-4) → 5-Hydroxyflavone (491-78-1,66585-06-6)

Guidance literature:

With iodine; In dimethyl sulfoxide; for 2h; Heating;

DOI:10.1016/S0040-4039(00)78214-1

Reference yield: 87.0%

FLAVONE (525-82-6,66585-04-4) → 5-Hydroxyflavone (491-78-1,66585-06-6)

Guidance literature:

With Ru(CF₃CO₂)2(p-cymene)(H₂O); bis-[(trifluoroacetoxy)iodo]benzene; In trifluoroacetic acid; trifluoroacetic anhydride; at 80 ℃; for 20h; Reagent/catalyst; Solvent;

DOI:10.1021/acs.orglett.5b01138

upstream raw materials:

5-methoxyflavone

3-hydroxy-2-(3-oxo-3-phenylpropionyl)phenyl benzoate

3-benzoyl-7-hydroxyflavone

ethyl 3-oxo-3-phenylpropionate

Downstream raw materials:

5-acetoxyflavone

5-β-D-glucopyranosyloxy-2-phenyl-chromen-4-one

5-hydroxy-4-oxo-2-(2-sulfo-phenyl)-4H-chromene-6,8-disulfonic acid

5-hydroxy-4-oxo-2-phenyl-4H-chromene-6,8-disulfonic acid

Refernces

• 1、 -. "Flavonoid compound as well as preparation method and application thereof". Paragraph 0053; 0056. . Retrieved 2021/10/20.
• 2、 Kim, Hun Young,Song, Eunsun,Oh, Kyungsoo. "Unified Approach to (Thio)chromenones via One-Pot Friedel-Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones". supporting information. p. 312 - 315. Retrieved 2017/04/21.