3,3'-(1,3-Phenylene)bis(2,4,5-triphenylcyclopenta-2,4-dien-1-one)

Base Information

• Chemical Name: 3,3'-(1,3-Phenylene)bis(2,4,5-triphenylcyclopenta-2,4-dien-1-one)
• CAS No.: 54523-25-0
• Molecular Formula: C52H34O2
• Molecular Weight: 690.841
• DSSTox Substance ID: DTXSID40571426
• Nikkaji Number: J1.507.275J
• Wikidata: Q82459506

Synonyms:54523-25-0;DTXSID40571426;3,3'-(1,3-Phenylene)bis(2,4,5-triphenylcyclopenta-2,4-dien-1-one);3,3'-(1,3-phenylene)bis[2,4,5-triphenyl-cyclopentadienone)

Chemical Property of 3,3'-(1,3-Phenylene)bis(2,4,5-triphenylcyclopenta-2,4-dien-1-one)

Chemical Property:

• XLogP3: 10.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 690.255880323
• Heavy Atom Count: 54
• Complexity: 1380

Purity/Quality:

99% ^*data from raw 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(=C2C3=CC(=CC=C3)C4=C(C(=O)C(=C4C5=CC=CC=C5)C6=CC=CC=C6)C7=CC=CC=C7)C8=CC=CC=C8)C9=CC=CC=C9

Technology Process of 3,3'-(1,3-Phenylene)bis(2,4,5-triphenylcyclopenta-2,4-dien-1-one)

There total 2 articles about 3,3'-(1,3-Phenylene)bis(2,4,5-triphenylcyclopenta-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: 58.0%

1,3-bis-phenyloxoacetyl-benzene (25424-26-4) + 1,3-Diphenylpropanone (102-04-5) → 1,3-bis(3-oxo-2,4,5-triphenylcyclopenta-1,4-dienyl)benzene (54523-25-0)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In methanol; butan-1-ol; for 3.5h; Heating;

DOI:10.1021/ja971261k

Reference yield:

2,2'-(1,3-phenylene)bis(1-phenylethanone) (25423-81-8) → 1,3-bis(3-oxo-2,4,5-triphenylcyclopenta-1,4-dienyl)benzene (54523-25-0)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr, DMSO / Heating

2: 58 percent / Triton B / butan-1-ol; methanol / 3.5 h / Heating

With hydrogen bromide; N-benzyl-trimethylammonium hydroxide; dimethyl sulfoxide; In methanol; butan-1-ol;

DOI:10.1021/ja971261k

Reference yield: 86.0%

1,3-bis(3-oxo-2,4,5-triphenylcyclopenta-1,4-dienyl)benzene (54523-25-0) + diphenyl acetylene (501-65-5) → 1,3-bis(pentaphenylphenyl)benzene (193010-58-1)

Guidance literature:

at 300 ℃; for 2h;

DOI:10.1021/ja971261k

upstream raw materials:

1,3-bis-phenyloxoacetyl-benzene

1,3-Diphenylpropanone

2,2'-(1,3-phenylene)bis(1-phenylethanone)

Downstream raw materials:

C₆₄H₄₆O₂

1,3-bis(pentaphenylphenyl)benzene

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