4'-Cyano-2-phenylacetophenone

Base Information

• Chemical Name: 4'-Cyano-2-phenylacetophenone
• CAS No.: 60694-99-7
• Molecular Formula: C15H11NO
• Molecular Weight: 221.258
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00444748
• Nikkaji Number: J1.414.128F
• Mol file: 60694-99-7.mol

Synonyms:4'-CYANO-2-PHENYLACETOPHENONE;60694-99-7;4-(2-phenylacetyl)benzonitrile;MFCD02260675;4-Cyanodeoxybenzoin;SCHEMBL1515793;DTXSID00444748;AKOS016019480

Chemical Property of 4'-Cyano-2-phenylacetophenone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 410.015°C at 760 mmHg
• Flash Point: 201.77°C
• PSA: 40.86000
• Density: 1.164g/cm³
• LogP: 2.98368
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 221.084063974
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

98% ^*data from raw suppliers

4'-Cyano-2-phenylacetophenone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=O)C2=CC=C(C=C2)C#N

Technology Process of 4'-Cyano-2-phenylacetophenone

There total 23 articles about 4'-Cyano-2-phenylacetophenone 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: 90.0%

4-cyanophenyldiazonium tetrafluoroborate (2252-32-6) + β-(benzyloxy)styrene → 1-(4-cyanophenyl)-2-phenylethan-1-one (60694-99-7)

Guidance literature:

With palladium diacetate; In tetrahydrofuran; at 20 ℃; for 2h; regioselective reaction;

DOI:10.1039/d1ob01503f

Reference yield: 85.0%

4-ethenylbenzonitrile (3435-51-6) + phenylhydrazine (100-63-0) → 1-(4-cyanophenyl)-2-phenylethan-1-one (60694-99-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; 3,7-bis(dimethylamine)phenothiazonium; In acetonitrile; at 25 ℃; Irradiation; Green chemistry;

DOI:10.1039/c7gc01083d

Reference yield: 81.0%

4-(1-azidovinyl)benzonitrile (1374152-39-2) + phenylhydrazine (100-63-0) → 1-(4-cyanophenyl)-2-phenylethan-1-one (60694-99-7)

Guidance literature:

With water; dihydrogen peroxide; at 25 ℃; Green chemistry;

DOI:10.1039/d1ob02023d

upstream raw materials:

1-(4-fluorophenyl)-2-phenylethanone

sodium cyanide

1-(4-bromophenyl)-2-phenyl-ethan-1-one

copper(I) cyanide

Downstream raw materials:

4-(2-(4-methoxyphenyl)-2-oxoacetyl)benzonitrile

(Z)-1-t-butyldimethylsilyloxy-1-(4-ctanophenyl)-2-phenylethene

4-(2-benzyl-benzoyl)-benzonitrile

4-(6-(3-ethoxy-4-hydroxy-5-nitrophenyl)-2-oxo-5-phenyl-1,2,3,6-tetrahydropyrimidin-4-yl)benzonitrile

Refernces

• 1、 Luo, Mengqiang,Zhang, Yaohong,Fang, Ping,Li, Yan,Qi, Chenze,Li, Yong,Shen, Runpu,Cheng, Kai,Wang, Hai. "H2O2-mediated room temperature synthesis of 2-arylacetophenones from arylhydrazines and vinyl azides in water". supporting information. p. 630 - 635. Retrieved 2022/02/01.
• 2、 Kramer, Jan S.,Woltersdorf, Stefano,Duflot, Thomas,Hiesinger, Kerstin,Lillich, Felix F.,Kn?ll, Felix,Wittmann, Sandra K.,Klingler, Franca-M.,Brunst, Steffen,Chaikuad, Apirat,Morisseau, Christophe,Hammock, Bruce D.,Buccellati, Carola,Sala, Angelo,Rovati, G. Enrico,Leuillier, Matthieu,Fraineau, Sylvain,Rondeaux, Julie,Hernandez-Olmos, Victor,Heering, Jan,Merk, Daniel,Pogoryelov, Denys,Steinhilber, Dieter,Knapp, Stefan,Bellien, Jeremy,Proschak, Ewgenij. "Discovery of the First in Vivo Active Inhibitors of the Soluble Epoxide Hydrolase Phosphatase Domain". . p. 8443 - 8460. Retrieved 2019/10/16.