4-(2-Cyanoethyl)benzonitrile

Base Information

• Chemical Name: 4-(2-Cyanoethyl)benzonitrile
• CAS No.: 18176-72-2
• Molecular Formula: C10H8 N2
• Molecular Weight: 156.187
• Hs Code.: 2926909090
• NSC Number: 117833
• DSSTox Substance ID: DTXSID80297759
• Nikkaji Number: J100.803J
• Wikidata: Q82039089
• Mol file: 18176-72-2.mol

Synonyms:4-(2-Cyanoethyl)benzonitrile;18176-72-2;Hydrocinnamonitrile, p-cyano-;p-Cyanohydrocinnamonitrile;NSC117833;2-(4-cyanophenyl)ethylcyanide;SCHEMBL5248226;4-(2-Cyanoethyl)benzonitrile #;DTXSID80297759;NSC-117833;EN300-1842553

Chemical Property of 4-(2-Cyanoethyl)benzonitrile

Chemical Property:

• Vapor Pressure: 3.52E-05mmHg at 25°C
• Boiling Point: 353.7°Cat760mmHg
• Flash Point: 176.8°C
• PSA: 47.58000
• Density: 1.09g/cm³
• LogP: 2.01446
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 156.068748264
• Heavy Atom Count: 12
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCC#N)C#N

Technology Process of 4-(2-Cyanoethyl)benzonitrile

There total 21 articles about 4-(2-Cyanoethyl)benzonitrile 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: 94.0%

4-Cyanochlorobenzene (623-03-0) + acrylonitrile (107-13-1,25014-41-9) → 3-(4'-cyanophenyl)propanenitrile (18176-72-2)

Guidance literature:

With naphthonitrile; In acetonitrile; at 20 ℃; working electrodes: 15 cm² platinum grid, 27 cm² mercury pool; reference electrode: saturated calomel electrode (-1.8 V/SCE); 0.1 M NBu₄BF₄, constant current (20mA/cm²);

DOI:10.1021/jo00002a020

Reference yield: 90.0%

4-(2,2-dicyanoethyl)benzonitrile (126181-90-6) → 3-(4'-cyanophenyl)propanenitrile (18176-72-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In benzene; at 80 ℃; for 2h;

DOI:10.1246/cl.171231

Reference yield: 85.0%

4-bromobenzenecarbonitrile (623-00-7) + potassium [18-crown-6] bis(catecholato)-3-cyanoethylsilicate → 3-(4'-cyanophenyl)propanenitrile (18176-72-2)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; C₃₄H₁₈F₁₀IrN₄⁽¹⁺⁾*F₆P^(1-); 4,4'-di-tert-butyl-2,2'-bipyridine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Glovebox; Irradiation; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201504963

upstream raw materials:

cis-3-(4-cyanophenyl)acrylonitrile

trans-3-(4-cyanophenyl)acrylonitrile

4-Cyanochlorobenzene

acrylonitrile