1,3-Bis(4-chlorophenyl)propan-1-one

Base Information

• Chemical Name: 1,3-Bis(4-chlorophenyl)propan-1-one
• CAS No.: 97009-36-4
• Molecular Formula: C15H12Cl2O
• Molecular Weight: 279.166
• DSSTox Substance ID: DTXSID10460616
• Wikidata: Q82284728
• Mol file: 97009-36-4.mol

Synonyms:97009-36-4;4'-CHLORO-3-(4-CHLOROPHENYL)PROPIOPHENONE;1,3-bis(4-chlorophenyl)propan-1-one;MFCD03843469;SCHEMBL11123550;DTXSID10460616;AKOS016021906

Chemical Property of 1,3-Bis(4-chlorophenyl)propan-1-one

Chemical Property:

• Vapor Pressure: 4.17E-07mmHg at 25°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 278.0265204
• Heavy Atom Count: 18
• Complexity: 264

Purity/Quality:

95% ^*data from raw suppliers

4'-chloro-3-(4-chlorophenyl)propiophenone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC(=O)C2=CC=C(C=C2)Cl)Cl

Technology Process of 1,3-Bis(4-chlorophenyl)propan-1-one

There total 10 articles about 1,3-Bis(4-chlorophenyl)propan-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: 95.0%

(E)-1,3-di(4-chlorophenyl)-2-propen-1-one (19672-59-4,20725-25-1,22966-30-9) → 1,3-Bis(4-chlorophenyl)-1-propanone (97009-36-4)

Guidance literature:

With magnesium; zinc(II) chloride; for 0.333333h;

DOI:10.1055/s-2005-862355

Reference yield: 87.0%

para-chloroacetophenone (99-91-2) + para-Chlorobenzyl alcohol (873-76-7) → 1,3-Bis(4-chlorophenyl)-1-propanone (97009-36-4)

Guidance literature:

With C₃₃H₄₀ClN₄Ru⁽¹⁺⁾*F₆P^(1-); potassium hydroxide; In toluene; at 120 ℃; Reagent/catalyst;

DOI:10.1002/cctc.202000254

Reference yield: 86.0%

3,4'-Dichloropropiophenone (3946-29-0) + 4-Chlorophenylboronic acid (1679-18-1) → 1,3-Bis(4-chlorophenyl)-1-propanone (97009-36-4)

Guidance literature:

With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,4-dioxane; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1002/adsc.201200821

upstream raw materials:

(E)-1,3-di(4-chlorophenyl)-2-propen-1-one

1,1,1-triphenyl-2-aza-1λ⁵-phosphabuta-1,3-diene

para-tert-butylphenol

4-chlorobenzaldehyde

Downstream raw materials:

1-biphenyl-4-yl-3-(4-chloro-phenyl)-propan-1-one

3-(4-chlorophenyl)-5-(4-chlorophenyl)-4,5-dihydropyrazole-1-carbothioamide

2-[3,5-bis(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]-5-(4-chlorobenzylidene)-1,3-thiazol-4(5H)-one

5-benzylidene-2-[3,5-bis(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]-1,3-thiazol-4(5H)-one

Refernces

• 1、 Maji, Ankur,Singh, Anshu,Singh, Neetu,Ghosh, Kaushik. "Efficient Organoruthenium Catalysts for α-Alkylation of Ketones and Amide with Alcohols: Synthesis of Quinolines via Hydrogen Borrowing Strategy and their Mechanistic Studies". . p. 3108 - 3125. Retrieved 2020/05/18.
• 2、 Zhu, Zhi-Qiang,He, Jian-Shi,Wang, Hai-Jun,Huang, Zhi-Zhen. "Domino Reactions Containing Different Types of Heck Reactions for Selective 3,3- and 1,3-Diarylations of Propenol with Aryl Halides by Triple Catalysis". . p. 9354 - 9359. Retrieved 2015/09/28.