Ethyl 2,6-dichlorocinnamate

Base Information

• Chemical Name: Ethyl 2,6-dichlorocinnamate
• CAS No.: 1734-77-6
• Molecular Formula: C11H10Cl2O2
• Molecular Weight: 245.105
• European Community (EC) Number: 653-818-0
• Nikkaji Number: J2.179.241A

Synonyms:ethyl 2,6-dichlorocinnamate;1734-77-6;59507-30-1;(E)-Ethyl 3-(2,6-dichlorophenyl)acrylate;ethyl (E)-3-(2,6-dichlorophenyl)prop-2-enoate;Ethyl 3-(2,6-dichlorophenyl)acrylate;SCHEMBL1925465;LUUHRZVWQLCAAC-VOTSOKGWSA-N;MFCD00087377;AKOS002950433;AS-40873;(E)-Ethyl-3-(2,6-dichlorophenyl)acrylate;2,6-Dichloro-trans-cinnamic acid ethyl ester;A1-00797

Chemical Property of Ethyl 2,6-dichlorocinnamate

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 244.0057849
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=C(C=CC=C1Cl)Cl
• Isomeric SMILES: CCOC(=O)/C=C/C1=C(C=CC=C1Cl)Cl

Technology Process of Ethyl 2,6-dichlorocinnamate

There total 2 articles about Ethyl 2,6-dichlorocinnamate 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:

ethyl acrylate (140-88-5,9003-32-1) + 1,3-Dichlorobenzene (541-73-1) → ethyl 2,4-dichlorocinnamate (1504-68-3,24393-62-2) + ethyl 2,6-dichlorocinnamate (1734-77-6) + C11H10Cl2O2

Guidance literature:

With tert-Butyl peroxybenzoate; 3-methyl-2-(phenylthio)butanoic acid; palladium diacetate; acetic acid; at 100 ℃; for 6h;

DOI:10.1021/acscatal.7b02356

Reference yield:

hydrogen ethyl malonate (1071-46-1) + 2,6-dichlorobenzaldehyde (83-38-5) → ethyl 2,6-dichlorocinnamate (1734-77-6)

Guidance literature:

With piperidine; pyridine;

DOI:10.1021/jm00327a010

Reference yield: 46.9%

ethyl 2,6-dichlorocinnamate (1734-77-6) → 3-(2,6-dichlorophenyl)-1-propanol (14573-24-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;

upstream raw materials:

hydrogen ethyl malonate

2,6-dichlorobenzaldehyde

ethyl acrylate

1,3-Dichlorobenzene

Downstream raw materials:

3-(2.6-Dichlor-phenyl)-prop-2-en-1-ol

3-Chlor-1-(2,6-dichlor-phenyl)-prop-1-en

3-(2,6-dichlorophenyl)-1-propanol

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