2-Cyanoethyldiphenylphosphine

Base Information

• Chemical Name: 2-Cyanoethyldiphenylphosphine
• CAS No.: 5032-65-5
• Molecular Formula: C15H14NP
• Molecular Weight: 239.257
• DSSTox Substance ID: DTXSID10405527
• Nikkaji Number: J848.931I
• Mol file: 5032-65-5.mol

Synonyms:2-CYANOETHYLDIPHENYLPHOSPHINE;5032-65-5;SCHEMBL2034712;DTXSID10405527

Chemical Property of 2-Cyanoethyldiphenylphosphine

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 239.086386449
• Heavy Atom Count: 17
• Complexity: 237

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Cyanoethyldiphenylphosphine

There total 11 articles about 2-Cyanoethyldiphenylphosphine 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%

acrylonitrile (107-13-1,25014-41-9) + diphenylphosphane (829-85-6) → (2-cyanoethyl)diphenylphosphine (5032-65-5)

Guidance literature:

With [Rh(hydridotris(pyrazolyl)borate)(H)(PMe₃)(PPh₂)]; In benzene-d6; toluene; at 20 ℃; for 0.3h; Concentration; Time; Catalytic behavior; Kinetics; Inert atmosphere; Schlenk technique; Glovebox; Sealed tube; Green chemistry;

DOI:10.1021/jacs.0c11010

Reference yield: 92.0%

bromopropionitrile (2417-90-5) + diphenylphosphane (829-85-6) → (2-cyanoethyl)diphenylphosphine (5032-65-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; 1.) reflux, 1 h, 2.) 45-50 deg C, 24 h;

DOI:10.1021/jo00102a050

Reference yield: 81.0%

acrylonitrile (107-13-1,25014-41-9) + (tert-butyldimethylsilyl)diphenylphosphine (678187-53-6) → (2-cyanoethyl)diphenylphosphine (5032-65-5)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2004.10.098

upstream raw materials:

acrylonitrile

diphenylphosphane

bromopropionitrile

3-(diphenylphosphinyl)propanenitrile

Downstream raw materials:

Diazidobis[(2-cyanoethyl)diphenylphoshan]palladium(II)

3-(diphenylphosphinyl)propanenitrile

trans-[Co(N,N-dimethyldithiocarbamate)2{P(CH₂CH₂CN)Ph₂}2]BF₄

Bis(5[2-(diphenylphosphino)ethyl]tetrazolato-N⁽¹⁾,P)palladium(II)

Refernces

• 1、 Nolla-Saltiel, Roberto,Geer, Ana M.,Taylor, Laurence J.,Churchill, Olivia,Davies, E. Stephen,Lewis, William,Blake, Alexander J.,Kays, Deborah L.. "Hydrophosphination of Activated Alkenes by a Cobalt(I) Pincer Complex". supporting information. p. 3148 - 3157. Retrieved 2020/06/08.
• 2、 Novas, Bryan T.,Bange, Christine A.,Waterman, Rory. "Photocatalytic Hydrophosphination of Alkenes and Alkynes Using Diphenylphosphine and Triamidoamine-Supported Zirconium". supporting information. p. 1640 - 1643. Retrieved 2019/01/04.