4'-Chlorochalcone

Base Information

• Chemical Name: 4'-Chlorochalcone
• CAS No.: 956-02-5
• Molecular Formula: C15H11ClO
• Molecular Weight: 242.705
• Hs Code.: 29147000
• European Community (EC) Number: 677-443-7
• DSSTox Substance ID: DTXSID301313946
• Nikkaji Number: J150.789C,J23.040E
• Wikidata: Q106902762
• Metabolomics Workbench ID: 73649
• ChEMBL ID: CHEMBL227561
• Mol file: 956-02-5.mol

Synonyms:4'-Chlorochalcone;956-02-5;1-(4-chlorophenyl)-3-phenylprop-2-en-1-one;22966-22-9;(E)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one;(2E)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one;Chalcone, 4'-chloro-;1-(4-chlorophenyl)-3-phenyl-2-propen-1-one;2-Propen-1-one, 1-(4-chlorophenyl)-3-phenyl-;2-Propen-1-one, 1-(4-chlorophenyl)-3-phenyl-, (2E)-;MFCD00016343;Ketone, p-chlorophenyl styryl;4'-Chlorchalkon;trans-4'-Chlorochalcone;(E)-4'-Chlorochalcone;SCHEMBL196424;CHEMBL227561;HIINIOLNGCQCSM-IZZDOVSWSA-N;3-CARBAMIMIDOYL-BENZOICACID;DTXSID301313946;STK868560;AKOS001483156;Propenone, 1-(4-chlorophenyl)-3-phenyl-;LS-123852;CS-0116756;3N-001;EN300-222020;N10378;A845345;(E)-1-(4-chlorophenyl)-3-phenyl-prop-2-en-1-one;Z46033266

Chemical Property of 4'-Chlorochalcone

Chemical Property:

• Melting Point: 97-101 °C(lit.)
• Boiling Point: 386.8 °C at 760 mmHg
• Flash Point: 212 °C
• PSA: 17.07000
• Density: 1.203 g/cm³
• LogP: 4.23610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 242.0498427
• Heavy Atom Count: 17
• Complexity: 271

Purity/Quality:

99.3% ^*data from raw suppliers

4''-Chlorochalcone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 4'-Chlorochalcone

There total 28 articles about 4'-Chlorochalcone 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: 97.9%

para-chloroacetophenone (99-91-2) + benzaldehyde (100-52-7) → 4'-chlorochalcone (956-02-5)

Guidance literature:

With potassium hydroxide; In ethanol; water; at 25 ℃;

DOI:10.1002/bkcs.11813

Reference yield: 97.0%

para-chloroacetophenone (99-91-2) + benzyl alcohol (100-51-6,185532-71-2) → 4'-chlorochalcone (956-02-5)

Guidance literature:

With titanium nitride; potassium hydroxide; In toluene; at 100 ℃; for 10h; Sealed tube; Irradiation;

DOI:10.1021/acscatal.9b04921

Reference yield: 90.0%

p-chlorophenylvinylcarbinol (58824-54-7) + phenylboronic acid (98-80-6) → 4'-chlorochalcone (956-02-5)

Guidance literature:

p-chlorophenylvinylcarbinol; With oxygen; palladium diacetate; In N,N-dimethyl-formamide; at 90 ℃; for 4h; under 760.051 Torr; Green chemistry;

phenylboronic acid; With 2.9-dimethyl-1,10-phenanthroline; In N,N-dimethyl-formamide; at 90 ℃; for 18h; Green chemistry;

DOI:10.1039/c4ra07478e

upstream raw materials:

4-(4-chloro-phenyl)-3-hydroxy-4-oxo-2-phenyl-butyric acid

para-chloroacetophenone

benzaldehyde

P-phenacyltriphenylphosphonium cation

Downstream raw materials:

1-(4-chloro-phenyl)-4-(3-methyl-4-nitro-isoxazol-5-yl)-3-phenyl-butan-1-one

1-(4-chloro-phenyl)-4-nitro-3,4-diphenyl-butan-1-one

2,3-dibromo-1-(4-chloro-phenyl)-3-phenyl-propan-1-one

2-(4-Chloro-phenyl)-4-phenyl-1,4-dihydro-benzo[4,5]imidazo[1,2-a]pyrimidine

Refernces

• 1、 Tanemura, Kiyoshi,Rohand, Taoufik. "Activated charcoal-mediated synthesis of chalcones catalyzed by NaOH in water". supporting information. . Retrieved 2021/02/27.
• 2、 Ahmed, Muhammad Naeem,Madni, Murtaza,Anjum, Shaista,Andleeb, Saiqa,Hameed, Shahid,Khan, Abdul Majeed,Ashfaq, Muhammad,Tahir, Muhammad Nawaz,Gil, Diego M.,Frontera, Antonio. "Crystal engineering with pyrazolyl-thiazole derivatives: Structure-directing role of π-stacking and σ-hole interactions". . p. 3276 - 3287. Retrieved 2021/05/17.