Ethyl 3-cyanobenzoate

Base Information

• Chemical Name: Ethyl 3-cyanobenzoate
• CAS No.: 2463-16-3
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2926909090
• European Community (EC) Number: 873-534-2
• DSSTox Substance ID: DTXSID901347470
• Nikkaji Number: J354.619E
• Wikidata: Q63396523
• Mol file: 2463-16-3.mol

Synonyms:ETHYL 3-CYANOBENZOATE;2463-16-3;Benzoic acid, 3-cyano-, ethyl ester;ethyl m-cyanobenzoate;ETHYL3-CYANOBENZOATE;SCHEMBL1505251;3-cyano-benzoic acid ethyl ester;ZKXMKMLGUYSGNS-UHFFFAOYSA-N;DTXSID901347470;MFCD03086010;AKOS008949355;AS-57495;CS-0151746;C74269;Q63396523

Chemical Property of Ethyl 3-cyanobenzoate

Chemical Property:

• PSA: 50.09000
• LogP: 1.73498
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 3-cyanobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 3-cyanobenzoate

There total 15 articles about Ethyl 3-cyanobenzoate 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%

ethanol (64-17-5) + 3-Cyanobenzoic acid (1877-72-1) → ethyl 3-cyanobenzoate (2463-16-3)

Guidance literature:

With sulfuric acid; for 12h; Reflux;

DOI:10.1002/cmdc.201800778

Reference yield: 98.0%

ethanol (64-17-5) + 3-Cyanobenzaldehyde (24964-64-5) → ethyl 3-cyanobenzoate (2463-16-3)

Guidance literature:

With 3-(7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl)methyl-1-(2,4,6-trimethylphenyl)-1H-imidazol-3-ium iodine salt; caesium carbonate; In toluene; at 60 ℃; for 3h;

Reference yield: 93.0%

zinc(II) cyanide (557-21-1) + ethyl 3-((methylsulfonyl)oxy)benzoate (1070663-96-5) → ethyl 3-cyanobenzoate (2463-16-3)

Guidance literature:

With dmap; nickel(II) bromide dimethoxyethane; 1,4-di(diphenylphosphino)-butane; zinc; In acetonitrile; at 80 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.8b02498

upstream raw materials:

3-aminobenzoic acid ethyl ester

ethyl iodide

3-ethoxycarbonyl-benzenediazonium; chloride

meta-aminobenzoic acid

Downstream raw materials:

3-formyl-benzoic acid ethyl ester

3-aminomethyl-benzoic acid-ethyl ester

methyl 3-(3-cyanophenyl)-3-oxopropanoate

ethyl 3-[amino(hydroxyimino)methyl]benzoate