5,6-Dimethoxyflavone

Base Information

• Chemical Name: 5,6-Dimethoxyflavone
• CAS No.: 33554-48-2
• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.296
• DSSTox Substance ID: DTXSID001256408
• Metabolomics Workbench ID: 23187
• Nikkaji Number: J94.474B
• Mol file: 33554-48-2.mol

Synonyms:5,6-Dimethoxyflavone;5,6-Dimethoxyflavon;CHEBI:174687;DTXSID001256408;LMPK12110102;5,6-dimethoxy-2-phenylchromen-4-one;33554-48-2;5,6-Dimethoxy-2-phenyl-4H-1-benzopyran-4-one

Chemical Property of 5,6-Dimethoxyflavone

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 282.08920892
• Heavy Atom Count: 21
• Complexity: 411

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C2=C(C=C1)OC(=CC2=O)C3=CC=CC=C3)OC

Technology Process of 5,6-Dimethoxyflavone

There total 14 articles about 5,6-Dimethoxyflavone 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: 95.0%

5,6-dimethoxyflavanone (95280-52-7) → 5,6-dimethoxyflavone (33554-48-2)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 90 ℃; for 24h;

DOI:10.1016/j.tet.2010.06.014

Reference yield:

5,6-Dihydroxyflavone (6665-66-3) → 6-hydroxy-5-methoxy-2-phenyl-4H-chromen-4-one (118021-60-6) + 5-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one (85395-95-5) + 5,6-dimethoxyflavone (33554-48-2)

Guidance literature:

With O-methyl transferase from cell-free extract of Citrus mitis; <(14)CH3>-S-adenosyl-L-methionine; 2-hydroxyethanethiol; In water; dimethyl sulfoxide; at 35 ℃; for 0.5h; Product distribution; pH 7.5 buffer;

DOI:10.1016/0031-9422(80)85102-8

Reference yield:

benzoic acid ethyl ester (93-89-0,99341-95-4) + 1-(2,3,6-trimethoxy-phenyl)-ethanone (13909-60-9) → 5,6-dimethoxyflavone (33554-48-2)

Guidance literature:

With sodium; at 120 ℃;

upstream raw materials:

benzoic acid ethyl ester

1-(2,3,6-trimethoxy-phenyl)-ethanone

5,6-Dihydroxyflavone

dimethyl sulfate

Downstream raw materials:

5,6-diacetoxy-2-phenyl-chromen-4-one

5-hydroxy-6-methoxy-2-phenyl-4H-chromen-4-one