2,3,4,5-Tetrakis(4-methoxyphenyl)cyclopenta-2,4-dien-1-one

Base Information

• Chemical Name: 2,3,4,5-Tetrakis(4-methoxyphenyl)cyclopenta-2,4-dien-1-one
• CAS No.: 49764-93-4
• Molecular Formula: C33H28O5
• Molecular Weight: 504.582
• DSSTox Substance ID: DTXSID80534318
• Nikkaji Number: J3.365.170H
• Wikidata: Q82408060

Synonyms:49764-93-4;2,3,4,5-Tetrakis(4-methoxyphenyl)cyclopenta-2,4-dien-1-one;SCHEMBL20299548;DTXSID80534318

Chemical Property of 2,3,4,5-Tetrakis(4-methoxyphenyl)cyclopenta-2,4-dien-1-one

Chemical Property:

• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 504.19367399
• Heavy Atom Count: 38
• Complexity: 788

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=C(C(=O)C(=C2C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC

Technology Process of 2,3,4,5-Tetrakis(4-methoxyphenyl)cyclopenta-2,4-dien-1-one

There total 7 articles about 2,3,4,5-Tetrakis(4-methoxyphenyl)cyclopenta-2,4-dien-1-one 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: 83.0%

1,3-bis(4-methoxyphenyl)acetone (29903-09-1) + 1,2-bis(4-methoxyphenyl)-1,2-ethanedione (1226-42-2) → 2,3,4,5-tetrakis(4-methoxyphenyl)-2,4-cyclopentadien-1-one (49764-93-4)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 50 ℃;

DOI:10.1002/chem.201100827

Reference yield:

ethyl p-methoxyphenylacetate (14062-18-1) → 2,3,4,5-tetrakis(4-methoxyphenyl)-2,4-cyclopentadien-1-one (49764-93-4)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

With diethyl ether;

DOI:10.1021/ja01606a018

Reference yield:

p-Methoxybenzyl bromide (2746-25-0) → 2,3,4,5-tetrakis(4-methoxyphenyl)-2,4-cyclopentadien-1-one (49764-93-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetra-(n-butyl)ammonium iodide; sodium hydroxide / dichloromethane; water / 1 h

1.2: 0.25 h / 20 °C

2.1: potassium hydroxide / ethanol / 1 h / Reflux

With tetra-(n-butyl)ammonium iodide; potassium hydroxide; sodium hydroxide; In ethanol; dichloromethane; water; 2.1: Knoevenagel condensation;

DOI:10.1055/s-0030-1260556

upstream raw materials:

1,3-bis(4-methoxyphenyl)acetone

1,2-bis(4-methoxyphenyl)-1,2-ethanedione

ethyl p-methoxyphenylacetate

p-Methoxybenzyl bromide

Downstream raw materials:

1,2,3,4,5,6,7-Heptakis-(p-methoxyphenyl)-cycloheptatrien

(5Z,7Z,9Z)-(1S,4R,4aR,10aS)-1,2,3,4,11,11-Hexachloro-6,7,8,9-tetrakis-(4-methoxy-phenyl)-1,4,4a,10a-tetrahydro-1,4-methano-benzocyclooctene

C₄₁H₃₂Cl₆O₄

C₄₁H₃₂Cl₆O₄

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