(2Z)-3-Chloro-3-(4-chlorophenyl)prop-2-enal

Base Information

• Chemical Name: (2Z)-3-Chloro-3-(4-chlorophenyl)prop-2-enal
• CAS No.: 14063-77-5
• Molecular Formula: C9H6Cl2O
• Molecular Weight: 201.052
• Hs Code.: 2913000090
• European Community (EC) Number: 673-918-8
• Nikkaji Number: J1.114.387C,J1.148.376C
• Wikidata: Q76310593
• Mol file: 14063-77-5.mol

Synonyms:(2Z)-3-Chloro-3-(4-chlorophenyl)prop-2-enal;88438-06-6;14063-77-5;3-Chloro-3-(p-chlorophenyl)acrolein;beta,p-Dichlorocinnamaldehyde;(Z)-3-chloro-3-(4-chlorophenyl)prop-2-enal;C9H6Cl2O;CINNAMALDEHYDE, beta,p-DICHLORO-;3-Chloro-3-(4-chlorophenyl)-2-propenal;beta,4-Dichlorobenzenepropenal;2-Propenal, 3-chloro-3-(4-chlorophenyl)-;3-chloro-3-(4-chlorophenyl)acrolein;SCHEMBL8338715;BS-24075;LS-53829;(Z)-3-Chloro-3-(4-chlorophenyl)propenal;CS-0207643;A919913

Chemical Property of (2Z)-3-Chloro-3-(4-chlorophenyl)prop-2-enal

Chemical Property:

• Vapor Pressure: 0.000655mmHg at 25°C
• Melting Point: 103-104 °C
• Boiling Point: 309°C at 760 mmHg
• Flash Point: 129.7°C
• PSA: 17.07000
• Density: 1.301g/cm³
• LogP: 3.11860
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 199.9795702
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

98%min ^*data from raw suppliers

(Z)-3-CHLORO-3-(4-CHLOROPHENYL)ACRYLALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=CC=O)Cl)Cl
• Isomeric SMILES: C1=CC(=CC=C1/C(=C/C=O)/Cl)Cl

Technology Process of (2Z)-3-Chloro-3-(4-chlorophenyl)prop-2-enal

There total 7 articles about (2Z)-3-Chloro-3-(4-chlorophenyl)prop-2-enal 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: 90.0%

3-dimethylamino-1(4-chloro-phenyl)-2-propen-1-one (28587-05-5) → (Z)-3-chloro-3-(4-chlorophenyl)acrylaldehyde (14063-77-5,88438-06-6)

Guidance literature:

3-dimethylamino-1(4-chloro-phenyl)-2-propen-1-one; With trichlorophosphate; In dichloromethane; for 2h; Reflux;

With water; In tetrahydrofuran; at 20 ℃; for 24h; diastereoselective reaction;

DOI:10.1016/j.tet.2010.09.080

Reference yield: 85.0%

para-chloroacetophenone (99-91-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (Z)-3-chloro-3-(4-chlorophenyl)acrylaldehyde (14063-77-5,88438-06-6)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.166667h;

para-chloroacetophenone; In N,N-dimethyl-formamide;

DOI:10.1039/a900286c

Reference yield: 76.0%

para-chloroacetophenone (99-91-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3‐chloro‐3‐(4‐chlorophenyl)acrylaldehyde (14063-77-5)

Guidance literature:

With trichlorophosphate;

DOI:10.1055/s-0030-1260009

upstream raw materials:

para-chloroacetophenone

N,N-dimethyl-formamide

(2E)-3-(dimethylamino)-1-(4-chlorophenyl)prop-2-en-1-one

3-dimethylamino-1(4-chloro-phenyl)-2-propen-1-one

Downstream raw materials:

(Z)-3-chloro-3-(4-chlorophenyl)acrylic acid

(2E,4Z)-1-(3-bromo-2-hydroxy-4,6-dimethoxyphenyl)-5-chloro-5-(4-chloro phenyl)penta-2,4-dien-1-one

p-Chlor-β-mercapto-zimtaldehyd

Refernces

• 1、 Yang, Ziqi,Lu, Ning,Wei, Zhonglin,Cao, Jungang,Liang, Dapeng,Duan, Haifeng,Lin, Yingjie. "Base-Promoted Intermolecular Cyclization of Substituted 3-Aryl(Heteroaryl)-3-chloroacrylaldehydes and Tetrahydroisoquinolines: An Approach to Access Pyrrolo[2,1-a]isoquinolines". . p. 11950 - 11955. Retrieved 2016/12/09.
• 2、 Kotha, Sambasivarao,Seema, Vittal,Mobin, Shaikh M.. "Synthesis of biaryl derivatives by using ruthenium-mediated [2+2+2] cyclotrimerization and Suzuki-Miyaura cross-coupling as key steps". scheme or table. p. 1581 - 1586. Retrieved 2011/06/25.