Methyl 3-(3-cyanophenyl)acrylate

Base Information

• Chemical Name: Methyl 3-(3-cyanophenyl)acrylate
• CAS No.: 52116-81-1
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Hs Code.: 2926909090
• European Community (EC) Number: 676-152-2
• Wikidata: Q76423184
• Mol file: 52116-81-1.mol

Synonyms:Methyl 3-(3-cyanophenyl)acrylate;52116-81-1;3-(3-Cyano-phenyl)-acrylic acid methyl ester;193151-10-9;(E)-methyl 3-(3-cyanophenyl)acrylate;methyl (E)-3-(3-cyanophenyl)prop-2-enoate;3-(3-Cyanophenyl)-acrylic acid methyl ester;methyl(E)-3-(3-cyanophenyl)acrylate;SCHEMBL24312;SCHEMBL24313;Methyl3-(3-cyanophenyl)acrylate;BQJYULBYGRTLPZ-AATRIKPKSA-N;MFCD08064268;AKOS006221827;Methyl (E)-3-(3-cyanophenyl)acrylate;AS-35415;5-(3-METHOXYPHENYL)-2-FUROICACID;3-(3-Cyanophenyl)acrylic acid methyl ester;CS-0172478;CS-0311840;A828933;A911577

Chemical Property of Methyl 3-(3-cyanophenyl)acrylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 321.3°Cat760mmHg
• Flash Point: 150.6°C
• PSA: 50.09000
• Density: 1.15g/cm³
• LogP: 1.74448
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-cyanocinnamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=CC1=CC(=CC=C1)C#N
• Isomeric SMILES: COC(=O)/C=C/C1=CC(=CC=C1)C#N
• Uses: Methyl 3-Cyanocinnamate is a reagent in the synthesis and evaluation of analogous diisopropylpyridine acetamides as potent antagonists of Kv1.5 potassium channel.

Technology Process of Methyl 3-(3-cyanophenyl)acrylate

There total 6 articles about Methyl 3-(3-cyanophenyl)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: 95.0%

3-Cyanobenzaldehyde (24964-64-5) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → methyl 3-(3-cyanophenyl) acrylate (52116-81-1)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1002/anie.202017306

Reference yield: 79.0%

3-cyanobromobenzene (6952-59-6) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 3-(3-cyanophenyl) acrylate (52116-81-1)

Guidance literature:

With 3-(2-hydroxyethyl)-1-((1-(2-hydroxyethyl)pyridin-1-ium-3-yl)methyl)-1H-imidazolium bromide; triethylamine; palladium dichloride; In N,N-dimethyl-formamide; at 130 ℃;

DOI:10.1002/aoc.3503

Reference yield: 76.0%

→ methyl 3-(3-cyanophenyl) acrylate (52116-81-1)

Guidance literature:

upstream raw materials:

diazomethane

3-cyanocinnamic acid

3-Cyanobenzaldehyde

methyl (triphenylphosphoranylidene)acetate

Downstream raw materials:

methyl 3-(3-aminomethylphenyl)propionate hydroacetate

3-(3-cyanophenyl)propionic acid thiopyridyl ester

3-(3-Cyano-phenyl)-propionyl chloride

3-(3-cyanophenyl)propanoic acid