Flavone

Base Information

• Chemical Name: Flavone
• CAS No.: 525-82-6
• Deprecated CAS: 11091-19-3
• Molecular Formula: C15H10O2
• Molecular Weight: 222.243
• Hs Code.: 29329990
• European Community (EC) Number: 208-383-8
• NSC Number: 19028
• UNII: S2V45N7G3B
• DSSTox Substance ID: DTXSID2022048
• Nikkaji Number: J53.111A
• Wikipedia: Flavone
• Wikidata: Q2742033
• NCI Thesaurus Code: C68464
• Pharos Ligand ID: DA7BC2RPL6TP
• Metabolomics Workbench ID: 23182
• ChEMBL ID: CHEMBL275638
• Mol file: 525-82-6.mol

Synonyms:flavone;flavone, 14C-labeled

Chemical Property of Flavone

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.41E-05mmHg at 25°C
• Melting Point: 94-97 °C(lit.)
• Refractive Index: 1.635
• Boiling Point: 367.013 °C at 760 mmHg
• Flash Point: 171.058 °C
• PSA: 30.21000
• Density: 1.24 g/cm³
• LogP: 3.46000
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in acetone (25 mg/ml), methanol, alcohol, and chloroform. Insoluble in water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.068079557
• Heavy Atom Count: 17
• Complexity: 326

Purity/Quality:

99% ^*data from raw suppliers

Flavone ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=O)C3=CC=CC=C3O2
• Uses: Flavone is a potentially useful biochemical for cytochrome P450 studies.

Technology Process of Flavone

There total 342 articles about Flavone 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: 91.0%

1-(2-Hydroxy-4-methoxyphenyl)-3-phenylpropyn-1-one (98153-26-5) → FLAVONE (525-82-6,66585-04-4) + 7-methoxoyflavone (22395-22-8)

Guidance literature:

With silver nitrate; In methanol; Ambient temperature;

Reference yield: 86.0%

2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) + phenylboronic acid (98-80-6) → 1-benzopyran-4(4H)-one (491-38-3) + FLAVONE (525-82-6,66585-04-4)

Guidance literature:

2,3-dihydro-4H-1-benzopyran-4-one; With palladium(II) trifluoroacetate; oxygen; In dimethyl sulfoxide; at 100 ℃;

phenylboronic acid; With trifluoroacetic acid; at 80 ℃;

DOI:10.1021/acs.joc.9b01162

Reference yield: 86.0%

trans-2,3-dihydro-3-nosyloxy-2-phenyl-4H-1-benzopyran-4-one (70188-29-3) → FLAVONE (525-82-6,66585-04-4) + 3-hydroxyflavone (577-85-5,66585-05-5) + 2,3-dihydro-t-3-hydroxy-c-3-(4-nitrophenyl)-r-2-phenyl-4H-1-benzopyran-4-one

Guidance literature:

With potassium cyanide; In N,N-dimethyl-formamide; for 1.5h; Product distribution; Ambient temperature; other nosylates; var. bases, solvents, times;

upstream raw materials:

3-benzoyl-4-hydroxy-2H-chromen-2-one

1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione

2-acetylphenyl benzoate

2-hydroxychalcone

Downstream raw materials:

o-hydroxyacetophenone

benzoic acid

salicylic acid

1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione

Refernces

• 1、 Zhang, Xiao-Wei,Jiang, Guo-Qing,Lei, Shu-Hui,Shan, Xiang-Huan,Qu, Jian-Ping,Kang, Yan-Biao. "Iron-Catalyzed ?±,?-Dehydrogenation of Carbonyl Compounds". supporting information. p. 1611 - 1615. Retrieved 2021/03/03.
• 2、 Chang, Meng-Yang,Tsai, Min-Chen,Lin, Chun-Yi. "A novel one-pot synthesis of flavones". . p. 11655 - 11662. Retrieved 2021/03/31.