4'-Chlorochalcone

Base Information

• Chemical Name: 4'-Chlorochalcone
• CAS No.: 22966-22-9
• Molecular Formula: C15H11ClO
• Molecular Weight: 242.705
• 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: 22966-22-9.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:

• PSA: 17.07000
• LogP: 4.23610
• 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:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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 46 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: 99.0%

para-chloroacetophenone (99-91-2) + benzaldehyde (100-52-7) → (E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one (22966-22-9)

Guidance literature:

With 4 A molecular sieve; NAP-MgO; In toluene; for 16h; Heating;

DOI:10.1021/ja038954n

Reference yield: 98.0%

4'-chloro-3-phenylpropiophenone (5739-37-7) → (E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one (22966-22-9)

Guidance literature:

With iron(III) chloride; 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.1c00043

Reference yield: 95.0%

trans-(4-chloro-phenyl)-(3-phenyl-aziridin-2-yl)-methanone (76336-94-2) → (E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one (22966-22-9)

Guidance literature:

With dinitrogen tetraoxide; triethylamine; In tetrahydrofuran; at -23 ℃; for 0.166667h;

DOI:10.1080/00397919908086096

upstream raw materials:

para-chloroacetophenone

benzaldehyde

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

(2Z)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one

Downstream raw materials:

C₂₃H₂₁ClN₂O₃

C₂₃H₂₁ClN₂O₂S

7,7-dimethyl-5-oxo-2-(4'-chlorophenyl)-4-phenyl-5,6,7,8-tetrahydro-4H-1-benzopyran

2,4-diphenyl-6-(4-chlorophenyl)pyridine

Refernces

• 1、 Rezazadeh Khalkhali, Mehran,Wilde, Myron M. D.,Gravel, Michel. "Enantioselective Stetter Reactions Catalyzed by Bis(amino)cyclopropenylidenes: Important Role for Water as an Additive". supporting information. p. 155 - 159. Retrieved 2021/01/09.
• 2、 Hall, Thomas H.,Adams, Hannah,Vyas, Vijyesh K.,Michael Chu,Wills, Martin. "Asymmetric transfer hydrogenation of unsaturated ketones; factors influencing 1,4- vs 1,2- regio- and enantioselectivity, and alkene vs alkyne directing effects". . . Retrieved 2020/12/07.