Ethyl 3-(3,5-dichlorophenyl)prop-2-enoate

Base Information

• Chemical Name: Ethyl 3-(3,5-dichlorophenyl)prop-2-enoate
• CAS No.: 103860-22-6
• Molecular Formula: C11H10Cl2O2
• DSSTox Substance ID: DTXSID20708596
• Mol file: 103860-22-6.mol

Synonyms:Ethyl 3-(3,5-dichlorophenyl)prop-2-enoate;103860-22-6;Ethyl 3,5-dichlorocinnamate;DTXSID20708596;LLGOAWHYPZBDNV-UHFFFAOYSA-N

Chemical Property of Ethyl 3-(3,5-dichlorophenyl)prop-2-enoate

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=CC(=CC(=C1)Cl)Cl

Technology Process of Ethyl 3-(3,5-dichlorophenyl)prop-2-enoate

There total 3 articles about Ethyl 3-(3,5-dichlorophenyl)prop-2-enoate 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) → (E)-ethyl 3-(2,4-dichlorophenyl)acrylate (1504-68-3,24393-62-2) + (E)-ethyl 3-(3,5-dichlorophenyl)acrylate (103860-22-6) + ethyl (E)-3-(2,6-dichlorophenyl)prop-2-enoate (59507-30-1)

Guidance literature:

With dimethyl 2-((6-methylpyridin-3-yl)methylene)malonate; silver(I) acetate; palladium diacetate; N-acetylglycine; at 90 ℃; for 24h; Overall yield = 54 %; Overall yield = 26.5 mg; regioselective reaction; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201712235

Reference yield:

3-(3,5-dichlorophenyl)-2-propenoic acid (20595-53-3,90418-21-6) → (E)-ethyl 3-(3,5-dichlorophenyl)acrylate (103860-22-6)

Guidance literature:

With ethanol; sulfuric acid;

DOI:10.1039/jr9580004064

Reference yield:

3,5-dichlorobenzaldehyde (10203-08-4) → (E)-ethyl 3-(3,5-dichlorophenyl)acrylate (103860-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; piperidine / 160 °C / sowie bei 100grad

2: ethanol; concentrated H₂SO₄

With piperidine; pyridine; ethanol; sulfuric acid;

DOI:10.1039/jr9580004064

upstream raw materials:

3-(3,5-dichlorophenyl)-2-propenoic acid

3,5-dichlorobenzaldehyde

ethyl acrylate

1,3-Dichlorobenzene