5-Bromo-2',4'-dichloro-1,6-dihydro[1,1'-biphenyl]-3(2H)-one

Base Information

• Chemical Name: 5-Bromo-2',4'-dichloro-1,6-dihydro[1,1'-biphenyl]-3(2H)-one
• CAS No.: 89756-73-0
• Molecular Formula: C12H9BrCl2O
• Molecular Weight: 320.013
• DSSTox Substance ID: DTXSID80531862
• Mol file: 89756-73-0.mol

Synonyms:89756-73-0;DTXSID80531862;5-Bromo-2',4'-dichloro-1,6-dihydro[1,1'-biphenyl]-3(2H)-one;3-bromo-5-(2,4-dichlorophenyl)-2-cyclohexenone

Chemical Property of 5-Bromo-2',4'-dichloro-1,6-dihydro[1,1'-biphenyl]-3(2H)-one

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 317.92138
• Heavy Atom Count: 16
• Complexity: 316

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC(=O)C=C1Br)C2=C(C=C(C=C2)Cl)Cl

Technology Process of 5-Bromo-2',4'-dichloro-1,6-dihydro[1,1'-biphenyl]-3(2H)-one

There total 1 articles about 5-Bromo-2',4'-dichloro-1,6-dihydro[1,1'-biphenyl]-3(2H)-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: 80.0%

5-(2,4-dichlorophenyl)-1,3-cyclohexanedione → 3-bromo-5-(2,4-dichlorophenyl)-2-cyclohexen-1-one (89756-73-0)

Guidance literature:

With phosphorus tribromide; In dichloromethane; for 2h; Heating;

DOI:10.1002/jhet.5570200628

Reference yield:

3-bromo-5-(2,4-dichlorophenyl)-2-cyclohexen-1-one (89756-73-0) → 7'-chloro-3'-(2,4-dichlorophenyl)-3',4'-dihydrospiro<1,3-dioxolane-2,1'<1H>thioxanthen>-9'(2'H)-one (89756-83-2)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH (50percent dispersion in mineral oil) / dimethylformamide / 2 h / Ambient temperature

2: 51 percent / polyphosphoric acid / 72 h / 90 °C

3: 79 percent / p-toluenesulfonic acid / toluene / 20 h / Heating

With PPA; sodium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; toluene;

DOI:10.1002/jhet.5570200628

Reference yield:

3-bromo-5-(2,4-dichlorophenyl)-2-cyclohexen-1-one (89756-73-0) → 7'-chloro-3'-(2,4-dichlorophenyl)-3',4'-dihydrospiro<1,3-dioxolane-2,1'<1H>thioxanthen>-9'(2'H)-one 10'-oxide (89756-84-3)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH (50percent dispersion in mineral oil) / dimethylformamide / 2 h / Ambient temperature

2: 51 percent / polyphosphoric acid / 72 h / 90 °C

3: 79 percent / p-toluenesulfonic acid / toluene / 20 h / Heating

4: 0.62 g / m-chloroperbenzoic acid / CH₂Cl₂ / 96 h / -18 °C

With PPA; sodium hydride; 3-chloro-benzenecarboperoxoic acid; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/jhet.5570200628

Downstream raw materials:

5-chloro-2-<<5-(2,4-dichlorophenyl)-3-oxo-1-cyclohexen-1-yl>thio>benzoic acid

7-chloro-3-(2,4-dichlorophenyl)-3,4-dihydro-1H-thioxanthene-1,9(2H)dione

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

7'-chloro-3'-(2,4-dichlorophenyl)-3',4'-dihydrospiro<1,3-dioxolane-2,1'<1H>thioxanthen>-9'(2'H)-one