(2Z)-phenyl(phenylimino)ethanenitrile

Base Information

• Chemical Name: (2Z)-phenyl(phenylimino)ethanenitrile
• CAS No.: 4686-14-0
• Molecular Formula: C14H10 N2
• Molecular Weight: 206.247
• Mol file: 4686-14-0.mol

Synonyms:Acetonitrile,phenyl(phenylimino)- (7CI,8CI); 1-Phenyl-1-(phenylimino)acetonitrile; NSC29001; a-Phenylimino-a-phenylacetonitrile; a-Phenyliminobenzyl cyanide

Chemical Property of (2Z)-phenyl(phenylimino)ethanenitrile

Chemical Property:

• Vapor Pressure: 9.28E-05mmHg at 25°C
• Boiling Point: 339.3°C at 760 mmHg
• Flash Point: 159°C
• Density: 1.01g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2Z)-phenyl(phenylimino)ethanenitrile

There total 36 articles about (2Z)-phenyl(phenylimino)ethanenitrile 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: 99.0%

trimethylsilyl cyanide (7677-24-9) + benzaldehyde (100-52-7) + aniline (62-53-3) → 2-phenyl-2-(phenylimino)acetonitrile (4686-14-0)

Guidance literature:

trimethylsilyl cyanide; benzaldehyde; aniline; With iodine; In acetionitrile; at 20 ℃; for 1h; Inert atmosphere;

With tetrabutylammomium bromide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In acetonitrile; at 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol800199b

Reference yield: 90.0%

trimethylsilyl cyanide (7677-24-9) + C,N-diphenylnitrone (201024-81-9) → 2-phenyl-2-(phenylimino)acetonitrile (4686-14-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

Reference yield: 85.0%

2-anilino-2-phenylacetonitrile (4553-59-7) → 2-phenyl-2-(phenylimino)acetonitrile (4686-14-0)

Guidance literature:

With tert.-butylhydroperoxide; tris(triphenylphosphine)ruthenium(II) chloride; In benzene; Ambient temperature;

DOI:10.1039/c39850000613

upstream raw materials:

(oxy-phenyl-imino-(seqcis))-phenyl-acetonitrile

α-Cyano-α,N-diphenylnitrone

phenylacetonitrile

Nitrosobenzene

Downstream raw materials:

hydrogen cyanide

aniline

benzoic acid

C₂₅H₂₂N₂O₂

Refernces

• 1、 Sachs,Bry. "-". . p. 499. Retrieved 1901.
• 2、 Seo, Hong-Ahn,Cho, Yeon-Ho,Lee, Ye-Sol,Cheon, Cheol-Hong. "Formation of Amides from Imines via Cyanide-Mediated Metal-Free Aerobic Oxidation". . p. 11993 - 11998. Retrieved 2016/01/09.
• 3、 Pan, Feng,Chen, Jian-Ming,Zhuang, Zhe,Fang, Yin-Zhi,Zhang, Sean Xiao-An,Liao, Wei-Wei. "Construction of highly functional α-amino nitriles via a novel multicomponent tandem organocatalytic reaction: A facile access to α-methylene γ-lactams". . p. 2214 - 2217. Retrieved 2012/04/10.