ALPHA-PROPYLPHENYLACETONITRILE

Base Information

• Chemical Name: ALPHA-PROPYLPHENYLACETONITRILE
• CAS No.: 5558-78-1
• Molecular Formula: C11H13N
• Molecular Weight: 159.231
• Mol file: 5558-78-1.mol

Synonyms:Valeronitrile,2-phenyl-(6CI,7CI,8CI);2-Phenylpentanenitrile;2-Phenylvaleronitrile;Phenylpropylacetonitrile;a-Phenylpentanoic acid nitrile;a-Propylbenzeneacetonitrile;

Chemical Property of ALPHA-PROPYLPHENYLACETONITRILE

Chemical Property:

• Vapor Pressure: 0.0165mmHg at 25°C
• Refractive Index: 1.509
• Boiling Point: 255.2 °C at 760 mmHg
• Flash Point: 112.7 °C
• PSA: 23.79000
• Density: 0.959 g/cm³
• LogP: 3.09388

Purity/Quality:

98%min ^*data from raw suppliers

α-Propylphenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ALPHA-PROPYLPHENYLACETONITRILE

There total 20 articles about ALPHA-PROPYLPHENYLACETONITRILE 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: 91.0%

propan-1-ol (71-23-8) + phenylacetonitrile (140-29-4) → 2-phenyl-pentanenitrile (5558-78-1)

Guidance literature:

With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; In toluene; at 135 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acscatal.7b01427

Reference yield: 86.0%

phenylacetonitrile (140-29-4) + 1-iodo-propane (107-08-4) → 2-phenyl-pentanenitrile (5558-78-1)

Guidance literature:

With sodium amide; In toluene; benzene; at 80 ℃; for 1h;

DOI:10.1021/jm00158a007

Reference yield: 85.0%

pentanonitrile (110-59-8) + Phenyl[2-(trimethylsilyl)phenyl]iodonium trifluoromethanesulfonate (164594-13-2) → 2-phenyl-pentanenitrile (5558-78-1)

Guidance literature:

pentanonitrile; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.25h;

Phenyl[2-(trimethylsilyl)phenyl]iodonium trifluoromethanesulfonate; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 0.916667h;

DOI:10.1080/00397910600943402

upstream raw materials:

phenylacetonitrile

propyl bromide

1-iodo-propane

2-(Butyryloxy)-2-phenylethannitril

Downstream raw materials:

4-Cyano-4-phenyl-4-propyl-butyric acid

2,2’-diphenylpentanenitrile

(RS)-2-phenylpentanoic acid

3-Butyl-2-phenyl-2-propyl-bernsteinsaeure-4-aethylester-1-nitril

Refernces

• 1、 Zhou, Yu-Ling,Chen, Jun-Jia,Cheng, Jing,Yang, Luo. "Cu-Catalyzed alkylation-cyanation type difunctionalization of styrenes with aliphatic aldehydes and TMSCN via decarbonylation". supporting information. p. 1231 - 1235. Retrieved 2022/02/19.
• 2、 Gao, Jihui,Ni, Jie,Yu, Rongrong,Cheng, Gui-Juan,Fang, Xianjie. "Ni-Catalyzed Isomerization-Hydrocyanation Tandem Reactions: Access to Linear Nitriles from Aliphatic Internal Olefins". supporting information. p. 486 - 490. Retrieved 2021/02/05.