1,3-Bis(4-chlorophenyl)propane-1,3-dione

Base Information

• Chemical Name: 1,3-Bis(4-chlorophenyl)propane-1,3-dione
• CAS No.: 18362-49-7
• Molecular Formula: C15H10Cl2O2
• Molecular Weight: 293.149
• European Community (EC) Number: 665-001-6
• NSC Number: 99042
• DSSTox Substance ID: DTXSID50171456
• Nikkaji Number: J461.404F
• Wikidata: Q83041532
• Mol file: 18362-49-7.mol

Synonyms:1,3-bis(4-chlorophenyl)propane-1,3-dione;18362-49-7;1,3-Di-(4-chlorophenyl)-1,3-propanedione;1,3-Propanedione, 1,3-bis(4-chlorophenyl)-;1,3-bis(4-chlorophenyl)-1,3-propanedione;1,3-bis[4-chlorophenyl]propane-1,3-dione;NSC99042;4,4'-dichlorodibenzoylmethane;SCHEMBL600674;C15H10Cl2O2;DTXSID50171456;DNXKZJFMYKDQNL-UHFFFAOYSA-N;BBL039390;MFCD00018714;NSC 99042;NSC-99042;STK315382;AKOS005167256;AB89799;NCGC00337158-01;1,3-Bis(p-chlorophenyl)-1,3-propanedione;FT-0721209;1,3-bis-(4-chlorophenyl)-propane-1,3-dione;EN300-229946;F79420;AB01328855-02

Chemical Property of 1,3-Bis(4-chlorophenyl)propane-1,3-dione

Chemical Property:

• Vapor Pressure: 1.97E-08mmHg at 25°C
• Melting Point: 159 °C(Solv: acetic acid (64-19-7); ethanol (64-17-5))
• Boiling Point: 454°Cat760mmHg
• PKA: 8.37±0.13(Predicted)
• Flash Point: 191.2°C
• PSA: 34.14000
• Density: 1.327g/cm³
• LogP: 4.44910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 292.0057849
• Heavy Atom Count: 19
• Complexity: 295

Purity/Quality:

99% ^*data from raw suppliers

1,3-BIS(4-CHLOROPHENYL)-1,3-PROPANEDIONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CC(=O)C2=CC=C(C=C2)Cl)Cl

Technology Process of 1,3-Bis(4-chlorophenyl)propane-1,3-dione

There total 16 articles about 1,3-Bis(4-chlorophenyl)propane-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: 87.0%

Methyl 4-chlorobenzoate (1126-46-1) + para-chloroacetophenone (99-91-2) → 1,3-bis(4-chlorophenyl)propane-1,3-dione (18362-49-7)

Guidance literature:

para-chloroacetophenone; With lithium hexamethyldisilazane; In toluene; at 0 ℃;

Methyl 4-chlorobenzoate; In toluene; Further stages.;

DOI:10.1016/j.tetlet.2007.10.010

Reference yield: 87.0%

4-Cyanochlorobenzene (623-03-0) + 4-chlorobenzoylmethyl bromide (536-38-9) → 1,3-bis(4-chlorophenyl)propane-1,3-dione (18362-49-7)

Guidance literature:

4-Cyanochlorobenzene; 4-chlorobenzoylmethyl bromide; With chloro-trimethyl-silane; zinc; In tetrahydrofuran; for 3h; Reflux; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 100 ℃; for 0.5h; pH=2; Inert atmosphere;

DOI:10.1002/ejoc.201403402

Reference yield: 85.0%

4-chlorobenzaldehyde (104-88-1) + 4-chlorobenzoylmethyl bromide (536-38-9) → 1,3-bis(4-chlorophenyl)propane-1,3-dione (18362-49-7)

Guidance literature:

With 1,3-dibenzyl-1H-benzo[d]imidazol-3-ium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 0.283333h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.10.175

upstream raw materials:

ethyl 4-chlorobenzoate

para-chloroacetophenone

4-chloro-benzoyl chloride

methyl chlorobenzenethiocarboxylate

Downstream raw materials:

2,3,5-tris(4-chlorophenyl)-1-(4-fluorophenyl)-1H-pyrrole

1,3-bis(4-chlorophenyl)-2-(1-phenylethyl)propane-1,3-dione

C₂₁H₁₀Cl₄N₂O₃

3-(p-chlorophenyl)-1H-isochromen-1-one

Refernces

• 1、 Sadhu, Milon M.,Ray, Sumit K.,Unhale, Rajshekhar A.,Singh, Vinod K.. "Br?nsted acid-catalyzed enantioselective addition of 1,3-diones to in situ generated N-acyl ketimines". supporting information. p. 410 - 414. Retrieved 2022/01/20.
• 2、 Biswas, Rayhan G.,Ray, Sumit K.,Unhale, Rajshekhar A.,Singh, Vinod K.. "Organocatalytic Asymmetric Cascade Michael-acyl Transfer Reaction between 2-Fluoro-1,3-diketones and Unsaturated Thiazolones: Access to Fluorinated 4-Acyloxy Thiazoles". supporting information. p. 6504 - 6509. Retrieved 2021/08/30.