Ethyl 3-(4-chlorophenyl)-2-cyanoacrylate

Base Information

• Chemical Name: Ethyl 3-(4-chlorophenyl)-2-cyanoacrylate
• CAS No.: 2169-68-8
• Molecular Formula: C12H5 F6 N O2
• Molecular Weight: 235.67
• NSC Number: 637297
• DSSTox Substance ID: DTXSID901227517
• Nikkaji Number: J581.946F,J796.264I
• Mol file: 2169-68-8.mol

Synonyms:Ethyl 3-(4-chlorophenyl)-2-cyanoacrylate;2169-68-8;2286-35-3;ethyl (E)-3-(4-chlorophenyl)-2-cyanoprop-2-enoate;Ethyl (Z)-3-(4-Chlorophenyl)-2-cyanoacrylate;NSC637297;ethyl (2E)-3-(4-chlorophenyl)-2-cyanoprop-2-enoate;(E)-Ethyl 3-(4-chlorophenyl)-2-cyanoacrylate;2-Propenoic acid, 3-(4-chlorophenyl)-2-cyano-, ethyl ester, (2E)-;MFCD00454124;Ethyl 3-(4-chlorophenyl)-2-cyano-2-propenoate;DTXSID901227517;CAA16968;CAA28635;Ethyl 4-chloro-alpha-cyanocinnamate;BBL034671;MFCD00018785;STL282673;p-chlorobenzylidene ethyl cyanoacetate;AKOS001058101;NSC-637297;VS-12634;CS-0449614;Ethyl (E)-3-(4-chlorophenyl)-2-cyanoacrylate;AE-842/30161057;alpha-Cyano-4-chlorobenzeneacrylic acid ethyl ester;J-502632;Ethyl (2E)-3-(4-chlorophenyl)-2-cyano-2-propenoate;ethyl (E)-3-(4-chlorophenyl)-2-cyano-prop-2-enoate;_x000D_Ethyl (Z)-3-(4-Chlorophenyl)-2-cyanoacrylate;2-Propenoic acid, 2-cyano-3-(4-chlorophenyl)-, ethyl ester;2-propenoic acid, 3-(4-chlorophenyl)-2-cyano-, ethyl ester

Chemical Property of Ethyl 3-(4-chlorophenyl)-2-cyanoacrylate

Chemical Property:

• Vapor Pressure: 1.32E-05mmHg at 25°C
• Melting Point: 88-90°C
• Boiling Point: 367.9°Cat760mmHg
• Flash Point: 176.3°C
• PSA: 50.09000
• Density: 1.249g/cm³
• LogP: 2.81008
• 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: 321

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl 3-(4-chlorophenyl)-2-cyanoacrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 3-(4-chlorophenyl)-2-cyanoacrylate

There total 6 articles about Ethyl 3-(4-chlorophenyl)-2-cyanoacrylate 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%

4-chlorobenzaldehyde (104-88-1) + ethyl 2-cyanoacetate (105-56-6) → ethyl (E)-3-(4-chlorophenyl)-2-cyanoacrylate (2169-68-8)

Guidance literature:

With L-proline; for 0.0333333h; microwave irradiation;

Reference yield: 97.0%

4-chlorobenzaldehyde dimethyl acetal (3395-81-1) + ethyl 2-cyanoacetate (105-56-6) → ethyl (E)-3-(4-chlorophenyl)-2-cyanoacrylate (2169-68-8)

Guidance literature:

With Ni-Pd nanoparticles supported on poly (styrenesulfonic acid-n-vinylimidazole)/KIT-6; In water; at 45 ℃; for 3h;

DOI:10.1002/aoc.4800

Reference yield: 91.8%

→ ethyl (E)-3-(4-chlorophenyl)-2-cyanoacrylate (2169-68-8)

Guidance literature:

upstream raw materials:

Chlormethylen-cyanessigsaeure-ethylester

chlorobenzene

ethyl bromocyanoacetate

4-chlorobenzaldehyde

Downstream raw materials:

3-(4-chloro-phenyl)-2-cyano-propionic acid ethyl ester

C₂₆H₂₂ClN₅O₄

Refernces

• 1、 Waghmare, Smita R.. "Ammonium chloride catalyzed Knoevenagel condensation in PEG-400 as ecofriendly solvent". . p. 849 - 855. Retrieved 2021/09/28.
• 2、 Bentahar, S.,Dbik, A.,Khomri, M. El,Lacherai, A.,Messaoudi, N. El,Sabour, A.,Taleb, M. Ait. "The Modified Clay as a New and Eco-Friendly Catalyst for the Knoevenagel Reaction". . p. 1438 - 1444. Retrieved 2020/10/29.