2,5-Cyclohexadiene-1,4-dione, 2,5-bis(4-methoxyphenyl)-

Base Information

• Chemical Name: 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(4-methoxyphenyl)-
• CAS No.: 5333-03-9
• Molecular Formula: C20H16O4
• Molecular Weight: 320.345
• Hs Code.: 2914509090
• NSC Number: 589
• UNII: G6D9CL80W9
• DSSTox Substance ID: DTXSID00201479
• Nikkaji Number: J120.894B
• Wikidata: Q83074694
• ChEMBL ID: CHEMBL1762678
• Mol file: 5333-03-9.mol

Synonyms:5333-03-9;G6D9CL80W9;2,5-Cyclohexadiene-1,4-dione, 2,5-bis(4-methoxyphenyl)-;CHEMBL1762678;NSC-589;2,5-Di-p-anisyl-1,4-benzoquinone;2,5-Bis(4-methoxyphenyl)-2,5-cyclohexadiene-1,4-dione;NSC589;UNII-G6D9CL80W9;DTXSID00201479;NSC 589;JZJYUHYPMJANNP-UHFFFAOYSA-N;2,5-Bis(p-methoxyphenyl)-p-quinone;2,5-Cyclohexadiene-1,4-dione, 2,5-bis(4-methoxyphenyl)- (9CI);BDBM50340597;QUINONE, 2,5-DI-P-ANISYL-;2,4-dione, 2,5-bis(4-methoxyphenyl)-;2,5-bis(4-methoxyphenyl)-1,4-benzoquinone;2,5-Bis-(4-methoxyphenyl)-1,4-benzoquinone;2,5-Bis(4-methoxyphenyl)benzo-1,4-quinone #;P-BENZOQUINONE, 2,5-BIS(P-METHOXYPHENYL)-

Chemical Property of 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(4-methoxyphenyl)-

Chemical Property:

• Vapor Pressure: 8.6E-11mmHg at 25°C
• Boiling Point: 516.9°Cat760mmHg
• Flash Point: 229°C
• PSA: 52.60000
• Density: 1.239g/cm³
• LogP: 3.32260
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 320.10485899
• Heavy Atom Count: 24
• Complexity: 494

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(4-methoxyphenyl)-

There total 8 articles about 2,5-Cyclohexadiene-1,4-dione, 2,5-bis(4-methoxyphenyl)- 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: 92.0%

4,2',5',4''-Tetramethoxy-[1,1';4',1'']terphenyl (206867-53-0) → 2,5-bis-(4-methoxyphenyl)-1,4-benzoquinone (5333-03-9)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; for 0.0833333h;

DOI:10.1021/jo9721812

Reference yield: 1.0%

4-methoxybenzenediazonium tetrafluoroborate (459-64-3) + p-benzoquinone (106-51-4) → p-anisyl-p-benzoquinone (30100-35-7) + 2,5-bis-(4-methoxyphenyl)-1,4-benzoquinone (5333-03-9) + 2,6-Bis-(4-methoxy-phenyl)-[1,4]benzoquinone

Guidance literature:

With sodium acetate; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;

DOI:10.1246/cl.1994.465

Reference yield:

p-anisyl-p-benzoquinone (30100-35-7) + 4-methoxyphenylboronic acid (5720-07-0) → 2,5-bis-(4-methoxyphenyl)-1,4-benzoquinone (5333-03-9) + 2,6-Bis-(4-methoxy-phenyl)-[1,4]benzoquinone

Guidance literature:

p-anisyl-p-benzoquinone; 4-methoxyphenylboronic acid; With palladium(II) trifluoroacetate; silver trifluoromethanesulfonate; In tetrahydrofuran; water; at 20 ℃; for 24h;

With iron(III) chloride hexahydrate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2011.03.023

upstream raw materials:

methoxybenzene

p-benzoquinone

4-methoxy-N-nitrosoacetanilide

4-methoxybenzenediazonium tetrafluoroborate