2,5-dimethoxy-3,6-diphenylcyclohexa-2,5-diene-1,4-dione

Base Information

• Chemical Name: 2,5-dimethoxy-3,6-diphenylcyclohexa-2,5-diene-1,4-dione
• CAS No.: 55458-24-7
• Molecular Formula: C20H16O4
• Molecular Weight: 320.3386
• Mol file: 55458-24-7.mol

Synonyms:p-Benzoquinone,2,5-dimethoxy-3,6-diphenyl;2,5-Cyclohexadiene-1,4-dione,2,5-dimethoxy-3,6-diphenyl;Di-O-methylpolyporic acid;Betulinan A;

Chemical Property of 2,5-dimethoxy-3,6-diphenylcyclohexa-2,5-diene-1,4-dione

Chemical Property:

• Vapor Pressure: 2.39E-12mmHg at 25°C
• Boiling Point: 554.8°Cat760mmHg
• Flash Point: 246°C
• PSA: 52.60000
• Density: 1.25g/cm³
• LogP: 3.25360

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-dimethoxy-3,6-diphenylcyclohexa-2,5-diene-1,4-dione

There total 9 articles about 2,5-dimethoxy-3,6-diphenylcyclohexa-2,5-diene-1,4-dione 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: 72.0%

2,5-dibromo-3,6-dimethoxy-1,4-benzoquinone (57998-72-8) + phenylboronic acid (98-80-6) → 3,6-diphenyl-2,5-dimethoxy-1,4-benzoquinone (55458-24-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; silver(l) oxide; In toluene; at 70 ℃; for 14h;

DOI:10.1021/ol802645f

Reference yield:

2,5-dimethoxyquinone (3117-03-1) → 3,6-diphenyl-2,5-dimethoxy-1,4-benzoquinone (55458-24-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / 1,4-dioxane / 24 h / 110 °C / Inert atmosphere; Combinatorial reaction / High throughput screening (HTS)

With bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; potassium carbonate; In 1,4-dioxane; N,N-dimethyl-formamide; 2: Suzuki coupling;

DOI:10.1002/ejoc.201001627

Reference yield:

methanol (67-56-1) + 2,5-diphenyl-p-benzoquinone (844-51-9) → 3,6-diphenyl-2,5-dimethoxy-1,4-benzoquinone (55458-24-7)

Guidance literature:

With zinc(II) chloride; at 160 ℃;

upstream raw materials:

methanol

2,5-diphenyl-p-benzoquinone

2,5-dichloro-3,6-diphenyl-[1,4]benzoquinone

sodium methylate

Downstream raw materials:

2,5-dihydroxy-3,6-diphenyl-1,4-benzoquinone