6,8-Dimethylflavone

Base Information

• Chemical Name: 6,8-Dimethylflavone
• CAS No.: 104213-91-4
• Molecular Formula: C17H14 O2
• Molecular Weight: 250.297
• Hs Code.: 2914399090
• DSSTox Substance ID: DTXSID30364763
• Nikkaji Number: J1.365.347J
• Wikidata: Q82148891
• Mol file: 104213-91-4.mol

Synonyms:6,8-DIMETHYLFLAVONE;104213-91-4;6,8-dimethyl-2-phenylchromen-4-one;6,8-dimethyl-2-phenyl-4H-chromen-4-one;CBiol_000293;4H-1-Benzopyran-4-one,6,8-dimethyl-2-phenyl-;DTXSID30364763;ICCB2_000293;AKOS002352190;2-Phenyl-6,8-dimethyl-4H-1-benzopyran-4-one

Chemical Property of 6,8-Dimethylflavone

Chemical Property:

• PSA: 30.21000
• LogP: 4.07680
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 250.099379685
• Heavy Atom Count: 19
• Complexity: 379

Purity/Quality:

6,8-DIMETHYL-2-PHENYL-4H-CHROMEN-4-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C2C(=C1)C(=O)C=C(O2)C3=CC=CC=C3)C

Technology Process of 6,8-Dimethylflavone

There total 14 articles about 6,8-Dimethylflavone 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: 86.0%

phenylpropynoic acid methyl ester (4891-38-7) + 2,4-Xylenol (105-67-9) → 6,8-dimethyl-2-phenyl-chromen-4-one (104213-91-4)

Guidance literature:

With copper(l) iodide; trifluorormethanesulfonic acid; trifluoromethylsulfonic anhydride; In 1,2-dichloro-ethane; at 120 ℃; for 24h;

DOI:10.1021/acs.orglett.8b00436

Reference yield: 66.0%

carbon monoxide (201230-82-2) + phenylacetylene (536-74-3) + acetic acid 2-iodo-4,6-dimethyl-phenyl ester → 6,8-dimethyl-2-phenyl-chromen-4-one (104213-91-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; diethylamine; thiourea; bis-triphenylphosphine-palladium(II) chloride; 1,3-bis-(diphenylphosphino)propane; at 40 ℃; for 48h;

DOI:10.1021/ol000087t

Reference yield: 7.0%

1-(3,5-dimethyl-2-hydroxyphenyl)-3-phenylpropynone (104213-90-3) → 6,8-dimethyl-2-phenyl-chromen-4-one (104213-91-4) + (Z)-5,7-dimethylaurone (104213-92-5)

Guidance literature:

With sodium ethanolate; In ethanol; for 0.25h;

DOI:10.1021/jo00373a016

upstream raw materials:

1-(2-hydroxy-3,5-dimethylphenyl)-3-phenyl-1,3-propanedione

1-(3,5-dimethyl-2-hydroxyphenyl)-3-phenylpropynone

3-(ethylenedioxy)-1-(2-hydroxy-3,5-dimethylphenyl)-3-phenyl-1-propanone

carbon monoxide

Downstream raw materials:

5-(2-hydroxy-3,5-dimethylphenyl)-3-phenylisoxazole

Refernces

• 1、 Miao, Hua,Yang, Zhen. "Regiospecific carbonylative annulation of iodophenol acetates and acetylenes to construct the flavones by a new catalyst of palladium-thiourea-dppp complex". . p. 1765 - 1768. Retrieved 2007/10/03.
• 2、 Garcia, Hermenegildo,Iborra, Sara,Primo, Jaime,Miranda, Miguel A.. "6-Endo-Dig vs. 5-Exo-Dig Ring Closure in o-Hydroxyaryl Phenylethynyl Ketones. A New Approach to the Synthesis of Flavones and Aurones". . p. 4432 - 4436. Retrieved 2007/10/02.