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

Base Information

• Chemical Name: 2,3,4,5-Tetrakis(4-tert-butylphenyl)cyclopenta-2,4-dien-1-one
• CAS No.: 196505-83-6
• Molecular Formula: C45H52O
• Molecular Weight: 608.907
• DSSTox Substance ID: DTXSID90571532
• Nikkaji Number: J1.715.892I
• Wikidata: Q82459630
• Mol file: 196505-83-6.mol

Synonyms:196505-83-6;2,3,4,5-Tetrakis(4-tert-butylphenyl)cyclopenta-2,4-dien-1-one;2,3,4,5-tetrakis(4-(tert-butyl)phenyl)cyclopenta-2,4-dien-1-one;YSCK0242;SCHEMBL20161029;DTXSID90571532;G64724;2,3,4,5-tetrakis-[4-(tert-butyl)phenyl]-2,4-cyclopentadien-1-one

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

Chemical Property:

• XLogP3: 13.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 608.401816278
• Heavy Atom Count: 46
• Complexity: 1030

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

There total 7 articles about 2,3,4,5-Tetrakis(4-tert-butylphenyl)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: 84.8%

4,4'-di-tert-butylbenzil (76471-78-8) + 4-(1,1-Dimethylethyl)phenylmethyl ketone (64321-35-3) → 2,3,4,5-tetrakis[4-(1,1-dimethylethyl)phenyl]-2,4-cyclopentadien-1-one (196505-83-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.25h; Schlenk technique; Reflux;

DOI:10.1002/anie.201407053

Reference yield:

1-(bromomethyl)-4-(1,1-dimethylethyl)benzene (18880-00-7) → 2,3,4,5-tetrakis[4-(1,1-dimethylethyl)phenyl]-2,4-cyclopentadien-1-one (196505-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylsulfoxide / 3 h / 20 °C

1.2: 61 percent / H₂O / dimethylsulfoxide

2.1: 61 percent / KOH / ethanol / 3 h / Heating

With potassium hydroxide; sodium hydride; In ethanol; dimethyl sulfoxide; 2.1: double Knoevenagel condensation;

DOI:10.1055/s-2003-40526

Reference yield:

methyl 2-(4-tert-butylphenyl)acetate (3549-23-3) → 2,3,4,5-tetrakis[4-(1,1-dimethylethyl)phenyl]-2,4-cyclopentadien-1-one (196505-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / toluene; mineral oil / 1.83 h / 20 - 75 °C / Schlenk technique; Inert atmosphere

2: potassium hydroxide / ethanol / 0.25 h / Schlenk technique; Reflux

With sodium hydride; potassium hydroxide; In ethanol; toluene; mineral oil;

DOI:10.1002/anie.201407053

upstream raw materials:

4,4'-di-tert-butylbenzil

4-(1,1-Dimethylethyl)phenylmethyl ketone

[(p-methylphenyl)sulfonylmethyl]isonitrile

1-(bromomethyl)-4-(1,1-dimethylethyl)benzene

Downstream raw materials:

1-(4-biphenyl)-2,3,4,5,6-penta(4-tert-butylphenyl)benzene