Ethyl 2-cyanobenzoate

Base Information

• Chemical Name: Ethyl 2-cyanobenzoate
• CAS No.: 6525-45-7
• Molecular Formula: C10H9 N O2
• Molecular Weight: 175.187
• Hs Code.: 2926907090
• NSC Number: 54113
• DSSTox Substance ID: DTXSID50288098
• Nikkaji Number: J586.090C
• Wikidata: Q82024379
• Mol file: 6525-45-7.mol

Synonyms:Ethyl 2-cyanobenzoate;6525-45-7;Benzoic acid, 2-cyano-, ethyl ester;2-cyano-benzoic acid ethyl ester;MFCD03423595;ETHYL 2-CYANOBENZOATE 97;2-Carbethoxybenzonitrile;Ethyl 2-cyanobenzoate #;ETHYL2-CYANOBENZOATE;Ethyl-2-cyanobenzoate,97%;Ethyl 2-cyanobenzoate, 97%;SCHEMBL120324;DTXSID50288098;RQQAJOJDAZNFPF-UHFFFAOYSA-N;AMY28582;NSC54113;NSC-54113;TD1357;AKOS015902649;CS-W003061;FS-2693;AC-28477;SY005786;FT-0745864;EN300-102392;A867701;Z1255416132

Chemical Property of Ethyl 2-cyanobenzoate

Chemical Property:

• Vapor Pressure: 0.000676mmHg at 25°C
• Melting Point: 63-67 °C(lit.)
• Boiling Point: 308.5°C at 760 mmHg
• Flash Point: 143.4°C
• PSA: 50.09000
• Density: 1.14g/cm³
• LogP: 1.73498
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• 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:

98%,99%, ^*data from raw suppliers

Ethyl 2-cyanobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC=C1C#N
• Uses: Ethyl 2-cyanobenzoate may be used to synthesize 2-(aminomethyl)benzyl alcohol.

Technology Process of Ethyl 2-cyanobenzoate

There total 17 articles about Ethyl 2-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: 97.0%

C19H26N2O2 → 2-cyano-benzoic acid ethyl ester (6525-45-7)

Guidance literature:

With tris(pentafluorophenyl)borate; In tetrahydrofuran; at 70 ℃; for 8h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol5026519

Reference yield: 92.0%

potassium hexacyanoferrate(II) + 2-bromobenzoic acid ethyl ester (6091-64-1) → 2-cyano-benzoic acid ethyl ester (6525-45-7)

Guidance literature:

With 1-Butylimidazole; copper(l) iodide; In toluene; at 140 ℃; for 16h;

DOI:10.1002/chem.200700079

Reference yield: 90.0%

N-[3-cyano-3-ethoxy-1(3H)-isobenzofuranylidene]-2,4,4-trimethyl-2-pentanamine → 1,1,3,3-tetramethylbutane isonitrile (14542-93-9) + 2-cyano-benzoic acid ethyl ester (6525-45-7)

Guidance literature:

With tris(pentafluorophenyl)borate; In tetrahydrofuran; at 70 ℃; for 8h; Reagent/catalyst; Temperature; Catalytic behavior; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol5026519

upstream raw materials:

ethanol

phthalamic acid

2-ethoxycarbonylaniline

ethyl iodide

Downstream raw materials:

benzoic acid ethyl ester

o-bis(p-methoxyphenoyl)benzene

ethyl 2-formylbenzoate

2-cyanobenzoic acid

Refernces

• 1、 Li, Jing,Okuda, Yasuhiro,Zhao, Jiaji,Mori, Seiji,Nishihara, Yasushi. "Skeletal rearrangement of cyano-substituted iminoisobenzofurans into alkyl 2-cyanobenzoates catalyzed by B(C6F5)3". supporting information. p. 5220 - 5223. Retrieved 2014/12/11.
• 2、 Nummert, Vilve,Piirsalu, Mare,Koppel, Ilmar A.. "Influence of solvent on the ortho substituent effect in the alkaline hydrolysis of phenyl esters of substituted benzoic acids". experimental part. p. 497 - 504. Retrieved 2011/08/08.