2,5-Dihydroxy-3,6-diphenyl-p-benzoquinone

Base Information

• Chemical Name: 2,5-Dihydroxy-3,6-diphenyl-p-benzoquinone
• CAS No.: 548-59-4
• Molecular Formula: C18H12O4
• Molecular Weight: 292.291
• Hs Code.: 2914400090
• NSC Number: 44175
• UNII: VM7U3VEH5G
• DSSTox Substance ID: DTXSID50203281
• Nikkaji Number: J11.565G
• Wikipedia: Polyporic_acid
• Wikidata: Q21402073
• Metabolomics Workbench ID: 99220
• ChEMBL ID: CHEMBL480678
• Mol file: 548-59-4.mol

Synonyms:2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone;polyporic acid

Chemical Property of 2,5-Dihydroxy-3,6-diphenyl-p-benzoquinone

Chemical Property:

• Vapor Pressure: 2.68E-12mmHg at 25°C
• Boiling Point: 535.5°Cat760mmHg
• Flash Point: 291.7°C
• PSA: 74.60000
• Density: 1.458g/cm³
• LogP: 3.07680
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 292.07355886
• Heavy Atom Count: 22
• Complexity: 493

Purity/Quality:

99%min ^*data from raw suppliers

2,5-DIHYDROXY-3,6-DIPHENYL-[1,4]BENZOQUINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,5-Dihydroxy-3,6-diphenyl-p-benzoquinone

There total 24 articles about 2,5-Dihydroxy-3,6-diphenyl-p-benzoquinone 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%

6-Benzyliden-3-hydroxy-4-phenyl-2H-pyran-2,5(6H)-dion (57740-69-9) → 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone (548-59-4)

Guidance literature:

With sodium methylate; In methanol; at 40 - 50 ℃; for 0.166667h;

DOI:10.1002/jlac.198619860117

Reference yield: 90.0%

6-benzylidene-3-hydroxy-4-phenyl-pyran-2,5-dione (57740-69-9) → 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone (548-59-4)

Guidance literature:

With sodium ethanolate; In ethanol; for 0.5h; Ambient temperature;

Reference yield: 72.0%

3,6-diphenyl-2,5-dimethoxy-1,4-benzoquinone (55458-24-7) → 2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone (548-59-4)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/ejoc.201001627

upstream raw materials:

Ethyl 2-phenylethanoate

oxalic acid diethyl ester

6-benzylidene-3-hydroxy-4-phenyl-pyran-2,5-dione

6-Benzyliden-3-hydroxy-4-phenyl-2H-pyran-2,5(6H)-dion

Downstream raw materials:

4,7-Diphenyl-1,3-benzodioxol-2,5,6-trion

6-Hydroxy-2,5-diphenyl-3-(phenylacetoxy)-1,4-benzochinon

2-benzyl-3-phenyl-succinic acid

oxalic acid

Refernces

• 1、 Viault, Guillaume,Gree, Danielle,Das, Saibal,Yadav, Jhillu Singh,Gree, Rene. "Synthesis of a focused chemical library based on derivatives of embelin, a natural product with proapoptotic and anticancer properties". . p. 1233 - 1241. Retrieved 2011/04/17.
• 2、 Pattenden, Gerald,Pegg, Neil A.,Kenyon, Ronald W.. "SYNTHESIS OF GREVILLINS AND THEIR BIOGENETIC INTERRELATIONSHIP WITH TERPHENYLQUINONES, XYLERYTHRINS AND PULVINIC ACIDS". . p. 4749 - 4752. Retrieved 2007/10/02.