3-Chlorochalcone

Base Information

• Chemical Name: 3-Chlorochalcone
• CAS No.: 22966-13-8
• Molecular Formula: C15H11 Cl O
• Molecular Weight: 242.705
• NSC Number: 636925,170288,1990
• UNII: 9DR6H3L4F7
• DSSTox Substance ID: DTXSID501243860
• Nikkaji Number: J1.332.181G,J1.687.035H
• Wikidata: Q76305792
• Pharos Ligand ID: CWTDWQ1JNPUU
• ChEMBL ID: CHEMBL2377627
• Mol file: 22966-13-8.mol

Synonyms:3-Chlorochalcone;m-Chlorochalcone;3-Chlorostyryl phenyl ketone;m-Chlorostyryl phenyl ketone;5328-73-4;3-(3-Chlorophenyl)-1-phenyl-2-propen-1-one;2-Propen-1-one, 3-(3-chlorophenyl)-1-phenyl-;Chalcone, 3-chloro-;NSC 636925;AI3-17990;9DR6H3L4F7;CHEMBL2377627;NSC-1990;(2E)-3-(3-Chlorophenyl)-1-phenylprop-2-en-1-one;NSC636925;NSC-636925;22966-13-8;Chalcone, 3-chloro- (6CI,7CI,8CI);MLS002637603;(E)-3-Chlorochalcone;UNII-9DR6H3L4F7;SCHEMBL658683;NSC1990;XBFMSIZYORSEPA-MDZDMXLPSA-N;DTXSID501243860;1-Phenyl-3-m-chlorophenyl-propenone;BDBM50134798;MFCD00028448;NSC170288;AKOS002110551;NSC-170288;2-(3-CHLOROBENZYLIDENE)ACETOPHENONE;LS-123854;(E)-3-(3-chlorophenyl)-1-phenyl-prop-2-en-1-one;(2E)-3-(3-Chlorophenyl)-1-phenyl-2-propen-1-one;(2E)-3-(3-Chlorophenyl)-1-phenyl-2-propen-1-one #

Chemical Property of 3-Chlorochalcone

Chemical Property:

• Vapor Pressure: 4.68E-06mmHg at 25°C
• Boiling Point: 382.6°Cat760mmHg
• Flash Point: 210.5°C
• Density: 1.202g/cm³
• 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: 279

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)C(=O)C=CC2=CC(=CC=C2)Cl
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)/C=C/C2=CC(=CC=C2)Cl

Technology Process of 3-Chlorochalcone

There total 19 articles about 3-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: 98.0%

m-Chlorobenzaldehyde (587-04-2) + acetophenone (98-86-2) → (2E)-3-(3-chlorophenyl)-1-phenylprop-2-en-1-one (22966-13-8)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2010.07.028

Reference yield: 94.0%

m-Chlorobenzaldehyde (587-04-2) + acetophenone (98-86-2) → 3-(3-chlorophenyl)-1-phenylprop-2-en-1-one (22966-13-8,72758-76-0,5328-73-4)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃; for 2h;

DOI:10.1021/jm9001499

Reference yield: 93.0%

m-chlorobenzyl alcohol (873-63-2) + triphenylphenacylphosphonium bromide (6048-29-9) → (2E)-3-(3-chlorophenyl)-1-phenylprop-2-en-1-one (22966-13-8)

Guidance literature:

With [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydroxide; copper(ll) bromide; In formamide; acetonitrile; at 65 ℃; for 24h; diastereoselective reaction; Schlenk technique;

DOI:10.1055/s-0036-1590904

upstream raw materials:

m-Chlorobenzaldehyde

acetophenone

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

malononitrile

Downstream raw materials:

4-(3-chloro-phenyl)-2-methyl-6-phenyl-nicotinonitrile

5-(4-Chloro-phenyl)-3-phenyl-1H-pyridazin-4-one

2-amino-4-(m-chlorophenyl)-6-phenylpyrimidine

4-(3-Chloro-phenyl)-6-phenyl-pyridin-2-ol

Refernces

• 1、 Zhu, Guanxin,Duan, Zheng-Chao,Zhu, Haiyan,Ye, Dongdong,Wang, Dawei. "Selective C-C bonds formation, N-alkylation and benzo[d]imidazoles synthesis by a recyclable zinc composite". supporting information. p. 266 - 270. Retrieved 2021/08/06.
• 2、 Zhu, Guanxin,Duan, Zheng-Chao,Zhu, Haiyan,Qi, Minghui,Wang, Dawei. "Iridium and copper supported on silicon dioxide as chemoselective catalysts for dehydrogenation and borrowing hydrogen reactions". . . Retrieved 2021/04/02.