1569293-76-0

Basic information

• Product Name: 2,2’,2’’-[4,4’,4’’-methanetriyltris(benzene-4,1-diyl)tris(methylazanediyl)]triacetonitrile
• Synonyms: 2,2’,2’’-[4,4’,4’’-methanetriyltris(benzene-4,1-diyl)tris(methylazanediyl)]triacetonitrile
• CAS NO: 1569293-76-0
• Molecular Weight: 448.571
• Mol File: 1569293-76-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,2’,2’’-[4,4’,4’’-methanetriyltris(benzene-4,1-diyl)tris(methylazanediyl)]triacetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2’,2’’-[4,4’,4’’-methanetriyltris(benzene-4,1-diyl)tris(methylazanediyl)]triacetonitrile(1569293-76-0)
• EPA Substance Registry System: 2,2’,2’’-[4,4’,4’’-methanetriyltris(benzene-4,1-diyl)tris(methylazanediyl)]triacetonitrile(1569293-76-0)

Safety Data

• Hazardous Substances Data: 1569293-76-0(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 603-48-5 tris[4-(dimethylamino)phenyl]methane 

Relevant articles and documents

Iron-catalyzed generation of α-amino nitriles from tertiary amines

The use of iron(II) chloride as catalyst, trimethylsilyl cyanide as source of cyanide ions, and tert-butyl hydroperoxide as oxidant enabled the conversion of aromatic, benzylic, and aliphatic tertiary amines into α-Amino nitriles under mild conditions. Chemoselective functionalization of N-CH3 to N-CH2CN was achieved in the presence of Nbenzyl and N-alkyl groups. N,N-Dialkylanilines, PhNR2, with R=Et, Bu, Bn furnished the alkyl-(aryl)aminoacetonitriles PhN(R)CH2CN as the main products accompanied by α-Amino nitriles generated by ordinary a-cyanation of the aniline PhNR2. Formation of PhN(R)CH2CN was rationalized by oxidative degradation of N,N-dialkylanilines to N-alkylanilines, their condensation with formaldehyde, generated by oxidation of the solvent methanol, and final trapping of the thus formed iminium ions by cyanide.