5,4'-DIHYDROXYFLAVONE

Base Information

• Chemical Name: 5,4'-DIHYDROXYFLAVONE
• CAS No.: 6665-67-4
• Molecular Formula: C15H10 O4
• Molecular Weight: 254.242
• Hs Code.: 2914501900
• DSSTox Substance ID: DTXSID00216821
• Nikkaji Number: J354.018I
• Wikidata: Q72466656
• Metabolomics Workbench ID: 74500
• ChEMBL ID: CHEMBL484662
• Mol file: 6665-67-4.mol

Synonyms:Flavone,4',5-dihydroxy- (6CI,7CI,8CI); 4',5-Dihydroxyflavone; 5,4'-Dihydroxyflavone;5-Hydroxy-2-(4-Hydroxyphenyl)chromen-4-one

Chemical Property of 5,4'-DIHYDROXYFLAVONE

Chemical Property:

• Melting Point: 239-240°C
• Boiling Point: 486oC at 760 mmHg
• PKA: 6.78±0.40(Predicted)
• Flash Point: 190oC
• PSA: 70.67000
• Density: 1.443g/cm3
• LogP: 2.87120
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 254.05790880
• Heavy Atom Count: 19
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

4'',5-Dihydroxyflavone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1)OC(=CC2=O)C3=CC=C(C=C3)O)O

Technology Process of 5,4'-DIHYDROXYFLAVONE

There total 18 articles about 5,4'-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: 88.0%

1-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-3-(2,6-dihydroxy-phenyl)-propane-1,3-dione → 5,4'-dihydroxyflavone (6665-67-4)

Guidance literature:

With sulfuric acid; In acetic acid; at 95 - 100 ℃; for 1h;

DOI:10.1021/jo00016a015

Reference yield: 37.0%

4-hydroxybenzoyl chloride (28141-24-4) + 2,6-dihydroxylacetophenone (699-83-2) → 5,4'-dihydroxyflavone (6665-67-4) + 4-hydroxy-benzoic acid 2-acetyl-3-hydroxy-phenyl ester

Guidance literature:

With potassium carbonate; In acetone; for 24h; Heating;

DOI:10.1055/s-1999-2844

Reference yield: 0.46%

5-Hydroxyflavone (491-78-1,66585-06-6) → 5,4'-dihydroxyflavone (6665-67-4)

Guidance literature:

With Aspergillus alliaceous (ATCC 10060); In N,N-dimethyl-formamide; for 336h; Microbiological reaction;

DOI:10.1248/cpb.56.418

upstream raw materials:

4'-hydroxy-5-methoxyflavone

5,4'-Dimethoxyflavone

5,4'-diacetoxyflavanone

4-hydroxybenzoyl chloride

Downstream raw materials:

5,4'-diacetoxyflavanone

4'-Methoxy-5-hydroxyflavone

5-hydroxy-2-[4-(tetra-O-acetyl-β-D-glucopyranosyloxy)-phenyl]-chromen-4-one

C₁₈H₁₂O₄

Refernces

• 1、 Ahmed, Bahar,Al-Howiriny, Tawfeq A.,Mossa, Jaber S.,Tahir. "Isolation, antihypertensive activity and structure activity relationship of flavonoids from three medicinal plants". . p. 400 - 404. Retrieved 2007/10/03.
• 2、 Gothelf, Kurt V.,Torssell, Kurt B. G.. "Synthesis of Flavones via Application of the Nitrile Oxide and the Stille Reactions". . p. 61 - 67. Retrieved 2007/10/02.