4-Propanoylbenzonitrile

Base Information

• Chemical Name: 4-Propanoylbenzonitrile
• CAS No.: 52129-98-3
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2926909090
• European Community (EC) Number: 899-825-4
• Nikkaji Number: J815.082F
• Mol file: 52129-98-3.mol

Synonyms:4-propanoylbenzonitrile;52129-98-3;4-cyanopropiophenone;4-Propionylbenzonitrile;4'-Cyanopropiophenone;MFCD18970065;Benzonitrile, 4-(1-oxopropyl)-;4-Propionyl-benzonitrile;SCHEMBL1146988;CCA12998;AKOS000112312;SY164198;CS-0305278;E87049;EN300-183289;Z1251353904

Chemical Property of 4-Propanoylbenzonitrile

Chemical Property:

• Melting Point: 54-54.6 °C
• Boiling Point: 160-162 °C(Press: 8 Torr)
• PSA: 40.86000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 2.15098
• Solubility.: DCM
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

4''-Cyanopropiophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(=O)C1=CC=C(C=C1)C#N
• Uses: 4''-Cyanopropiophenone is an intermediate in the chemoselective synthesis of ketones and ketimine.

Technology Process of 4-Propanoylbenzonitrile

There total 17 articles about 4-Propanoylbenzonitrile 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%

4'-chloropropiophenone (6285-05-8) + potassium cyanide → 4-propionylbenzonitrile (52129-98-3)

Guidance literature:

With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; In acetonitrile; at 200 ℃; for 1h; Microwave irradiation; Inert atmosphere;

DOI:10.1021/om4004253

Reference yield: 92.0%

zinc(II) cyanide (557-21-1) + 4'-Bromopropiophenone (10342-83-3) → 4-propionylbenzonitrile (52129-98-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 160 ℃; Microwave irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.jmedchem.8b01356

Reference yield: 92.0%

N-cyclohexyl-4-cyanobenzamide + ethylmagnesium bromide (925-90-6) → 4-propionylbenzonitrile (52129-98-3)

Guidance literature:

N-cyclohexyl-4-cyanobenzamide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 - 0 ℃; Inert atmosphere;

ethylmagnesium bromide; In dichloromethane; at -78 ℃; for 0.416667h; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; dichloromethane; at 65 ℃; for 2h; chemoselective reaction; Inert atmosphere;

DOI:10.1038/nchem.1268

upstream raw materials:

terephthalonitrile

ethylmagnesium bromide

4-(2-Nitro-propionyl)-benzonitrile

4-bromobenzenecarbonitrile

Downstream raw materials:

4-[5-(4-Butoxy-phenyl)-3-methyl-pyridin-2-yl]-benzonitrile

p-cyanpoisobutyrophenone

4-(R,S)-(4-cyanophenyl)-4-ethyl-2,5-dioxoimidazolidine

ethyl 4-(2-bromopropanoyl)benzoate