(E)-Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate

Base Information

• Chemical Name: (E)-Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate
• CAS No.: 6935-44-0
• Molecular Formula: C₁₂H₁₁NO₃
• Molecular Weight: 217.224
• Hs Code.: 2926909090
• European Community (EC) Number: 620-859-0
• NSC Number: 52287
• Nikkaji Number: J1.199.229C,J1.141.413C
• Mol file: 6935-44-0.mol

Synonyms:6935-44-0;(E)-Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate;Ethyl-alpha-cyano-4-hydroxycinnamate;ethyl (2E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoate;Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate;ethyl (E)-2-cyano-3-(4-hydroxyphenyl)prop-2-enoate;NSC52287;SCHEMBL10346450;HRBVVSOFSLPAOY-JXMROGBWSA-N;CCG-6112;MFCD00188426;NSC-52287;STK391322;AKOS001273167;AKOS025310068;BIM-0017428.P001;Ethyl alpha-cyano-4-hydroxy-trans-cinnamate;CS-0137248;9N-903;C76195;J-502013;Ethyl (2E)-2-cyano-3-(4-hydroxyphenyl)-2-propenoate;2-Propenoic acid,2-cyano-3-(4-hydroxyphenyl)-,ethyl ester;Ethyl (2E)-2-cyano-3-(4-hydroxyphenyl)-2-propenoate #

Chemical Property of (E)-Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate

Chemical Property:

• Appearance/Colour: Light-yellow crystalline powder
• Vapor Pressure: 2.25E-06mmHg at 25°C
• Melting Point: 180-182 °C
• Refractive Index: 1.594
• Boiling Point: 381.8 °C at 760 mmHg
• Flash Point: 184.7 °C
• PSA: 70.32000
• Density: 1.241 g/cm³
• LogP: 1.86228
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 217.07389321
• Heavy Atom Count: 16
• Complexity: 318

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of (E)-Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate

There total 11 articles about (E)-Ethyl 2-cyano-3-(4-hydroxyphenyl)acrylate 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-hydroxy-benzaldehyde (123-08-0,65581-83-1) + ethyl 2-cyanoacetate (105-56-6) → ethyl (E)-2-cyano-3-(4-hydroxyphenyl)-2-propenoate (6935-44-0,42205-38-9)

Guidance literature:

With third generation polystyrene supported poly(amidoamine) dendrimer; In ethanol; at 50 ℃; for 0.25h;

DOI:10.1002/ejoc.200800516

Reference yield: 99.0%

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + ethyl 2-cyanoacetate (105-56-6) → 2-cyano-3-(4-hydroxy-phenyl)-acrylic acid ethyl ester (42205-38-9,6935-44-0)

Guidance literature:

With polymer supported poly(propylene imine)dendrimer; In ethanol; at 20 ℃; for 0.166667h; Green chemistry;

DOI:10.1016/j.tetlet.2014.02.084

Reference yield: 97.0%

4-(dimethoxymethyl)phenol (59276-27-6) + ethyl 2-cyanoacetate (105-56-6) → 2-cyano-3-(4-hydroxy-phenyl)-acrylic acid ethyl ester (42205-38-9,6935-44-0)

Guidance literature:

With Ni-Pd nanoparticles supported on poly (styrenesulfonic acid-n-vinylimidazole)/KIT-6; In water; at 45 ℃; for 0.333333h;

DOI:10.1002/aoc.4800

upstream raw materials:

ethanol

sodium ethanolate

4-hydroxy-benzaldehyde

ethyl 2-cyanoacetate

Downstream raw materials:

C₁₉H₁₂N₄O₂S

4-hydroxybenzaldehyde thiosemicarbazone

2-amino-5-cyano-4-(4-hydroxyphenyl)-6-oxo-1-{1-[4-(piperidine-1-sulfonyl)phenyl]ethylideneamino}-1,6-dihydropyridine-3-carboxylic acid ethyl ester

2-amino-5-hydroxy-7-(4-hydroxyphenyl)-[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile

Refernces

• 1、 Mohammed, Faten Zahran,Rizzk, Youstina William,El Deen, Ibrahim Mohey,Mourad, Ahmed A. E.,El Behery, Mohammed. "Design, Synthesis, Cytotoxic Screening and Molecular Docking Studies of Novel Hybrid Thiosemicarbazone Derivatives as Anticancer Agents". . . Retrieved 2021/11/30.
• 2、 Waghmare, Smita R.. "Ammonium chloride catalyzed Knoevenagel condensation in PEG-400 as ecofriendly solvent". . p. 849 - 855. Retrieved 2021/09/28.