91475-77-3

Basic information

• Product Name: N-(2,4,6-trimethylbenzyl)phenylamine
• Synonyms: N-(2,4,6-trimethylbenzyl)phenylamine
• CAS NO: 91475-77-3
• Molecular Weight: 225.334
• Mol File: 91475-77-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: N-(2,4,6-trimethylbenzyl)phenylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,4,6-trimethylbenzyl)phenylamine(91475-77-3)
• EPA Substance Registry System: N-(2,4,6-trimethylbenzyl)phenylamine(91475-77-3)

Safety Data

• Hazardous Substances Data: 91475-77-3(Hazardous Substances Data)

Upstream product

• 33629-91-3 N-phenyl-1-(2,4,6-trimethylphenyl)methanimine 
• 487-68-3 mesytaldehyde 
• 98-95-3 nitrobenzene 
• 62-53-3 aniline 
• 5806-59-7 mesityllithium 
• 63873-92-7 N-benzoimidazol-1-ylmethyl-aniline 
• 4761-00-6 2,4,6-trimethylbenzylbromide 

Downstream Products

• 1114975-97-1 [Pd(OAc)2(NHPh-CH₂-2,4,6-Me₃C₆H₂)2] 

Relevant articles and documents

Phosphorous(v) Lewis acids: Water/base tolerant P3-trimethylated trications

The water/base intolerance of the previously reported electrophilic phosphonium cations has been overcome by replacing the labile electron-withdrawing groups generally attached to phosphorus (e.g. -F, -OAr, -CF3) with methyl groups. Tri-phosphorus(v) tricationic species, accessible in one-pot from commercially available materials, are air and water/base tolerant, yet are sufficiently Lewis acidic for catalysis.

Manganese-Catalyzed Transfer Hydrogenation of Aldimines

The reduction of imines to amines via transfer hydrogenation was achieved promoted by phosphine-free manganese(I) catalyst. Using isopropanol as reductant, in the presence of tBuOK (4 mol %) and manganese complex [Mn(CO)3Br(κ2N,N-PyCH2NH2)] (2 mol %), a large variety of aldimines (30 examples) were typically reduced in 3 hours at 80 °C with good to excellent yield.

Implications of dynamic imine chemistry for the sustainable synthesis of nitrogen heterocycles via transimination followed by intramolecular cyclisation

An exploration of a tandem approach to the sustainable synthesis of N-heterocycles from readily available N-aryl benzylamines or imines and ortho-substituted anilines is described, which demonstrates, for the first time, an important synthetic application of dynamic imine chemistry. The key features to the successful development of this protocol include the utilisation of N-aryl benzylamines as imine precursors in transimination, the occurrence of transimination in acetonitrile in the absence of any catalysts, an intramolecular nucleophilic addition occurring in the newly formed imine causing irreversible transimination, and the tandem event occurring under green conditions.