Ethyl 3-(3-chlorophenyl)-2-cyanoprop-2-enoate

Base Information

• Chemical Name: Ethyl 3-(3-chlorophenyl)-2-cyanoprop-2-enoate
• CAS No.: 14394-72-0
• Molecular Formula: C12H10ClNO2
• Molecular Weight: 235.67
• NSC Number: 637301
• DSSTox Substance ID: DTXSID801229239
• Nikkaji Number: J581.945H,J2.910.956G
• Mol file: 14394-72-0.mol

Synonyms:NSC637301;14394-72-0;ethyl 3-(3-chlorophenyl)-2-cyanoprop-2-enoate;SCHEMBL4619510;SCHEMBL21457356;DTXSID801229239;AKOS003676471;CCG-237269;NSC-637301;Ethyl 3-(3-chlorophenyl)-2-cyanoacrylate;ethyl (2E)-3-(3-chlorophenyl)-2-cyanoacrylate;alpha-Cyano-3-chloro-trans-cinnamic acid ethyl ester;alpha-Cyano-3-chlorobenzeneacrylic acid ethyl ester;Ethyl (2E)-3-(3-chlorophenyl)-2-cyano-2-propenoate;ethyl (E)-3-(3-chlorophenyl)-2-cyano-prop-2-enoate;Ethyl (2E)-3-(3-chlorophenyl)-2-cyano-2-propenoate #;2-Propenoic acid, 2-cyano-3-(3-chlorophenyl)-, ethyl ester;2-propenoic acid, 3-(3-chlorophenyl)-2-cyano-, ethyl ester, (2E)-

Chemical Property of Ethyl 3-(3-chlorophenyl)-2-cyanoprop-2-enoate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 235.0400063
• Heavy Atom Count: 16
• Complexity: 329

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Ethyl 3-(3-chlorophenyl)-2-cyanoprop-2-enoate

There total 7 articles about Ethyl 3-(3-chlorophenyl)-2-cyanoprop-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: 100.0%

→ ethyl α-cyano-β-(3-chlorophenyl)acrylate (14394-72-0,19310-53-3)

Guidance literature:

Reference yield: 99.0%

m-Chlorobenzaldehyde (587-04-2) + ethyl 2-cyanoacetate (105-56-6) → ethyl (E)-2-cyano-3-(3-chlorophenyl)-2-propenoate (14394-72-0)

Guidance literature:

With polystyrene-supported DABCO; In methanol; at 45 ℃; for 5h; stereoselective reaction; Green chemistry;

DOI:10.1039/c3ra43921f

Reference yield: 98.0%

m-Chlorobenzaldehyde (587-04-2) + ethyl 2-cyanoacetate (105-56-6) → ethyl α-cyano-β-(3-chlorophenyl)acrylate (14394-72-0,19310-53-3)

Guidance literature:

With poly(ethylene glycol) bridged dicationic ionic liquid PEG₈₀₀-DPIL(Cl); In cyclohexane; isopropyl alcohol; at 80 ℃; for 0.5h;

DOI:10.1039/c2nj40890b

upstream raw materials:

m-Chlorobenzaldehyde

ethyl 2-cyanoacetate

m-chlorobenzyl alcohol

ethanol

Downstream raw materials:

5-(3-chlorobenzylidene)-2-thiohydantoin

ethyl 3-amino-1-(3-chlorophenyl)-1H-benzo[f]chromene-2-carboxylate