Ethyl 3-(2,6-dichlorophenyl)prop-2-enoate

Base Information

• Chemical Name: Ethyl 3-(2,6-dichlorophenyl)prop-2-enoate
• CAS No.: 59507-30-1
• Molecular Formula: C11H10Cl2O2
• Molecular Weight: 245.105
• DSSTox Substance ID: DTXSID00399345
• Mol file: 59507-30-1.mol

Synonyms:Ethyl 3-(2,6-dichlorophenyl)prop-2-enoate;DTXSID00399345;LUUHRZVWQLCAAC-UHFFFAOYSA-N;AB88237

Chemical Property of Ethyl 3-(2,6-dichlorophenyl)prop-2-enoate

Chemical Property:

• PSA: 26.30000
• LogP: 3.56970
• 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:

(E)-Ethyl3-(2,6-dichlorophenyl)acrylate ^*data from reagent 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

Technology Process of Ethyl 3-(2,6-dichlorophenyl)prop-2-enoate

There total 8 articles about Ethyl 3-(2,6-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: 98.0%

diazoacetic acid ethyl ester (623-73-4) + 2,6-dichlorobenzaldehyde (83-38-5) → ethyl (E)-3-(2,6-dichlorophenyl)prop-2-enoate (59507-30-1)

Guidance literature:

With Fe(TCP)Cl; polyethylene supported arsine; polymethylhydrosiloxane; In toluene; at 110 ℃; for 12h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c1cc16747b

Reference yield: 97.0%

2,6-dichlorobenzaldehyde (83-38-5) + ethyl bromoacetate (105-36-2) → ethyl (E)-3-(2,6-dichlorophenyl)prop-2-enoate (59507-30-1)

Guidance literature:

With polyethyleneimine supported triphenylphosphine; In chloroform; at 65 ℃; Inert atmosphere;

DOI:10.1055/s-0034-1380810

Reference yield: 83.0%

(benzothiazole-2-sulfonyl)-acetic acid ethyl ester (24045-02-1) + 2,6-dichlorobenzaldehyde (83-38-5) → ethyl (E)-3-(2,6-dichlorophenyl)prop-2-enoate (59507-30-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1039/b500713e

upstream raw materials:

ethanol

2,6-dichloro-trans-cinnamoyl chloride

(benzothiazole-2-sulfonyl)-acetic acid ethyl ester

2,6-dichlorobenzaldehyde

Downstream raw materials:

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