1-(3,5-Dichloro-2-hydroxyphenyl)-3-phenylpropane-1,3-dione

Base Information

• Chemical Name: 1-(3,5-Dichloro-2-hydroxyphenyl)-3-phenylpropane-1,3-dione
• CAS No.: 58483-28-6
• Molecular Formula: C15H10Cl2O3
• Molecular Weight: 309.14
• DSSTox Substance ID: DTXSID10482050
• Mol file: 58483-28-6.mol

Synonyms:1-(3,5-DICHLORO-2-HYDROXYPHENYL)-3-PHENYLPROPANE-1,3-DIONE;58483-28-6;DTXSID10482050

Chemical Property of 1-(3,5-Dichloro-2-hydroxyphenyl)-3-phenylpropane-1,3-dione

Chemical Property:

• PSA: 54.37000
• LogP: 4.15470
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 308.0006996
• Heavy Atom Count: 20
• Complexity: 366

Purity/Quality:

99% ^*data from raw suppliers

1-(3,5-Dichloro-2-hydroxyphenyl)-3-phenylpropane-1,3-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)CC(=O)C2=C(C(=CC(=C2)Cl)Cl)O

Technology Process of 1-(3,5-Dichloro-2-hydroxyphenyl)-3-phenylpropane-1,3-dione

There total 5 articles about 1-(3,5-Dichloro-2-hydroxyphenyl)-3-phenylpropane-1,3-dione 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: 70.0%

2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one (20718-17-6) + 3,5-dichlorosalicyclaldehyde (90-60-8) → 1-(2'-hydroxy-3',5'-dichlorophenyl)-3-phenyl-1,3-propanedione (58483-28-6)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; In 1,2-dichloro-ethane; at 90 ℃; for 24h;

DOI:10.1002/adsc.201900276

Reference yield: 69.0%

2-acetyl-4,6-dichlorophenyl benzoate (936103-55-8) → 1-(2'-hydroxy-3',5'-dichlorophenyl)-3-phenyl-1,3-propanedione (58483-28-6)

Guidance literature:

With pyridine; potassium hydroxide; at 60 ℃;

Reference yield:

1-(3,5-dichloro-2-hydroxyphenyl)-ethanone (3321-92-4) → 1-(2'-hydroxy-3',5'-dichlorophenyl)-3-phenyl-1,3-propanedione (58483-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 1 h / 0 - 20 °C

2: sodium hydroxide / pyridine / 1 h / 50 °C

With sodium hydroxide; In pyridine; 2: |Baker-Venkataraman Rearrangement;

DOI:10.1039/c7nj01839h

upstream raw materials:

2-acetyl-4,6-dichlorophenyl benzoate

1-(3,5-dichloro-2-hydroxyphenyl)-ethanone

benzoyl chloride

2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one

Downstream raw materials:

3-benzoyl-2-butyl-6,8-dichlorochromanone

6,8-Dichloroflavone