5-(3,4-Dichlorophenyl)-4-phenyl-1,3-cyclohexanedione

Base Information

• Chemical Name: 5-(3,4-Dichlorophenyl)-4-phenyl-1,3-cyclohexanedione
• CAS No.: 144128-80-3
• Molecular Formula: C₁₈H₁₄Cl₂O₂
• Molecular Weight: 333.214
• DSSTox Substance ID: DTXSID801219002
• Mol file: 144128-80-3.mol

Synonyms:5-(3,4-Dichlorophenyl)-4-phenyl-1,3-cyclohexanedione;DTXSID801219002;144128-80-3

Chemical Property of 5-(3,4-Dichlorophenyl)-4-phenyl-1,3-cyclohexanedione

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 332.0370851
• Heavy Atom Count: 22
• Complexity: 431

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C(C(=O)CC1=O)C2=CC=CC=C2)C3=CC(=C(C=C3)Cl)Cl

Technology Process of 5-(3,4-Dichlorophenyl)-4-phenyl-1,3-cyclohexanedione

There total 2 articles about 5-(3,4-Dichlorophenyl)-4-phenyl-1,3-cyclohexanedione 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:

3,4-dichlorobenzaldehyde (6287-38-3) → 5-(3,4-dichlorophenyl)-4-phenyl-1,3-cyclohexanedione (144128-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 50percent aq. NaOH / 72 h / Ambient temperature

2: EtONa / ethanol / 3 h / Heating

With sodium hydroxide; sodium ethanolate; In ethanol;

DOI:10.1021/jm00097a001

Reference yield:

4-(3,4-dichlorophenyl)-3-butene-2-one (74546-02-4) + Ethyl 2-phenylethanoate (101-97-3) → 5-(3,4-dichlorophenyl)-4-phenyl-1,3-cyclohexanedione (144128-80-3)

Guidance literature:

With sodium ethanolate; In ethanol; for 3h; Heating;

DOI:10.1021/jm00097a001

Reference yield:

5-(3,4-dichlorophenyl)-4-phenyl-1,3-cyclohexanedione (144128-80-3) → 7-Chloro-3-(3,4-dichloro-phenyl)-1-[(E)-3-dimethylamino-propylimino]-2-phenyl-1,3,4,10-tetrahydro-2H-acridin-9-one (144155-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 50percent NaH / 1.) DMF, RT, 1 h, 2.) DMF, 90 deg C, 4 h

2: 84 percent / ethanol / 1.5 h / Heating

With sodium hydride; In ethanol;

DOI:10.1021/jm00097a001

upstream raw materials:

4-(3,4-dichlorophenyl)-3-butene-2-one

Ethyl 2-phenylethanoate

3,4-dichlorobenzaldehyde

Downstream raw materials:

7-Chloro-3-(3,4-dichloro-phenyl)-2-phenyl-3,4-dihydro-2H,10H-acridine-1,9-dione

7-Chloro-3-(3,4-dichloro-phenyl)-1-[(E)-3-dimethylamino-propylimino]-2-phenyl-1,3,4,10-tetrahydro-2H-acridin-9-one

Refernces