4-(1-Cyano-2-oxo-butyl)-benzonitrile

Base Information

• Chemical Name: 4-(1-Cyano-2-oxo-butyl)-benzonitrile
• CAS No.: 91973-34-1
• Molecular Formula: C₁₂H₁₀N₂O
• Molecular Weight: 198.224
• DSSTox Substance ID: DTXSID70468294
• Mol file: 91973-34-1.mol

Synonyms:91973-34-1;4-(1-CYANO-2-OXO-BUTYL)-BENZONITRILE;DTXSID70468294;AKOS006288139

Chemical Property of 4-(1-Cyano-2-oxo-butyl)-benzonitrile

Chemical Property:

• PSA: 64.65000
• LogP: 2.14456
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 198.079312947
• Heavy Atom Count: 15
• Complexity: 322

Purity/Quality:

99%min ^*data from raw suppliers

4-(1-CYANO-2-OXO-BUTYL)-BENZONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(1-Cyano-2-oxo-butyl)-benzonitrile

There total 3 articles about 4-(1-Cyano-2-oxo-butyl)-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: 26.0%

3-oxo-pentanenitrile (33279-01-5) + 4-bromobenzenecarbonitrile (623-00-7) → 4-(1-cyano-2-oxobutyl)benzonitrile (91973-34-1)

Guidance literature:

With palladium diacetate; caesium carbonate; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine; In N,N-dimethyl-formamide; at 150 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02655

Reference yield:

4-(cyanomethyl)benzonitrile (876-31-3) + propionyl chloride (79-03-8) → 4-(1-cyano-2-oxobutyl)benzonitrile (91973-34-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

DOI:10.1021/jm0510934

Reference yield:

→ 4-(1-cyano-2-oxobutyl)benzonitrile (91973-34-1)

Guidance literature:

aus der Na-Verbdg. des 4-Cyan-benzylcyanids (mit NaOC2H5 dargestellt), reinem Propionsaeureethylester, absol. A. ;

upstream raw materials:

4-(cyanomethyl)benzonitrile

propionyl chloride

3-oxo-pentanenitrile

4-bromobenzenecarbonitrile

Downstream raw materials:

4-(2,4-Diamino-6-ethyl-pyrimidin-5-yl)-benzonitrile

Refernces

• 1、 Serby, Michael D.,Zhao, Hongyu,Szczepankiewicz, Bruce G.,Kosogof, Christi,Xin, Zhili,Liu, Bo,Liu, Mei,Nelson, Lissa T. J.,Kaszubska, Wiweka,Falls, H. Douglas,Schaefer, Verlyn,Bush, Eugene N.,Shapiro, Robin,Droz, Brian A.,Knourek-Segel, Victoria E.,Fey, Thomas A.,Brune, Michael E.,Beno, David W. A.,Turner, Theresa M.,Collins, Christine A.,Jacobson, Peer B.,Sham, Hing L.,Liu, Gang. "2,4-Diaminopyrimidine derivatives as potent growth hormone secretagogue receptor antagonists". . p. 2568 - 2578. Retrieved 2007/10/03.