4-Chloro-4'-phenylchalcone

Base Information

• Chemical Name: 4-Chloro-4'-phenylchalcone
• CAS No.: 13662-60-7
• Molecular Formula: C21H15ClO
• Molecular Weight: 318.802
• Nikkaji Number: J579.361K
• ChEMBL ID: CHEMBL2237023
• Mol file: 13662-60-7.mol

Synonyms:4-Chloro-4'-phenylchalcone;13662-60-7;(E)-3-(4-chlorophenyl)-1-(4-phenylphenyl)prop-2-en-1-one;Chalcone, 4-chloro-4'-phenyl-;1-(1,1'-Biphenyl)-4-yl-3-(4-chlorophenyl)-2-propen-1-one;2-Propen-1-one, 1-(1,1'-biphenyl)-4-yl-3-(4-chlorophenyl)-;132434-50-5;SCHEMBL657311;CHEMBL2237023;(2E)-3-(4-Chlorophenyl)-1-(4-phenylphenyl)prop-2-en-1-one;MFCD00560831;(2E)-1-{[1,1'-biphenyl]-4-yl}-3-(4-chlorophenyl)prop-2-en-1-one

Chemical Property of 4-Chloro-4'-phenylchalcone

Chemical Property:

• Vapor Pressure: 5.67E-10mmHg at 25°C
• Boiling Point: 495.9°C at 760 mmHg
• Flash Point: 291.2°C
• Density: 1.193g/cm³
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 318.0811428
• Heavy Atom Count: 23
• Complexity: 394

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)C=CC3=CC=C(C=C3)Cl
• Isomeric SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C(=O)/C=C/C3=CC=C(C=C3)Cl

Technology Process of 4-Chloro-4'-phenylchalcone

There total 4 articles about 4-Chloro-4'-phenylchalcone 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: 100.0%

biphenyl-4-acetaldehyde (92-91-1) + 4-chlorobenzaldehyde (104-88-1) → 4-Chloro-4'-phenylchalcone (13662-60-7)

Guidance literature:

With sodium hydroxide; In ethanol; at 35 - 40 ℃; for 2.5h;

DOI:10.1021/jo00325a014

Reference yield: 95.0%

→ 4-Chloro-4'-phenylchalcone (13662-60-7)

Guidance literature:

Reference yield:

biphenyl (92-52-4,1594-86-1) → 4-Chloro-4'-phenylchalcone (13662-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃ / nitromethane / 2 h / Heating

2: NaOH / ethanol / 1 h / Heating

With sodium hydroxide; aluminium trichloride; In nitromethane; ethanol; 1: Friedel-Krafts reaction;

DOI:10.1016/j.ejmech.2005.01.005

upstream raw materials:

biphenyl-4-acetaldehyde

4-chlorobenzaldehyde

biphenyl

Downstream raw materials:

3-Biphenyl-4-yl-5-(4-chloro-phenyl)-isoxazole

3-Biphenyl-4-yl-5-(4-chloro-phenyl)-4,5-dihydro-1H-pyrazole

3-Biphenyl-4-yl-5-(4-chloro-phenyl)-4,5-dihydro-isoxazole

(cis)-1-p-Biphenylyl-2-(p-chlorophenyl)cyclopropane

Refernces

• 1、 Lee, Young Han,Park, Jihyun,Ahn, Seunghyun,Lee, Youngshim,Lee, Junho,Shin, Soon Young,Koh, Dongsoo,Lim, Yoongho. "Design, synthesis, and biological evaluation of polyphenols with 4,6-diphenylpyrimidin-2-amine derivatives for inhibition of Aurora kinase A". . p. 265 - 281. Retrieved 2019/07/03.
• 2、 Swaminathan, Sivagami,Ingarsal, Namasivayam. "An efficient synthesis and in vitro antimicrobial screening of 2-cyanoimino-4-aryl-6-(1,1′-biphenyl-4-yl)-3, 4-dihydro-1H-pyrimidines". . p. 777 - 782. Retrieved 2018/05/28.