34143-89-0

Basic information

• Product Name: (E)-N-benzylidene-2,4,6-trimethylaniline
• Synonyms: (E)-N-benzylidene-2,4,6-trimethylaniline
• CAS NO: 34143-89-0
• Molecular Weight: 223.318
• Mol File: 34143-89-0.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (E)-N-benzylidene-2,4,6-trimethylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-N-benzylidene-2,4,6-trimethylaniline(34143-89-0)
• EPA Substance Registry System: (E)-N-benzylidene-2,4,6-trimethylaniline(34143-89-0)

Safety Data

• Hazardous Substances Data: 34143-89-0(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 88-05-1 2,4,6-trimethylaniline 
• 83686-80-0 dimesitylchlorogermane 
• 14213-00-4 2,4,6-trimethylaniline azide 
• 124862-47-1 azidotri-2,4,6-trimethylphenylgermane 
• 100-42-5 styrene 
• 6554-98-9 trans-4-Hydroxystilbene 
• 100-51-6 benzyl alcohol 
• 594-19-4 tert.-butyl lithium 
• 6630-33-7 ortho-bromobenzaldehyde 
• 100-46-9 benzylamine 

Downstream Products

• 1044499-42-4 (S)-2-cyclohexyl-2,3-dihydroquinazolin-4(1H)-one 
• 1044499-41-3 (R)-2-phenyl-2,3-dihydroquinazolin-4(1H)-one 
• 60882-91-9 N-(2-fluorobenzyl)-1-2,4,6-trimethyl-aniline 
• 85975-68-4 N-(Ethoxycarbonyl)-3-mesityl-4-phenyl-1,3-thiazetidin-2-imin 

Relevant articles and documents

[(PPh3)2NiCl2]-Catalyzed C-N bond formation reaction via borrowing hydrogen strategy: Access to diverse secondary amines and quinolines

Commercially available [(PPh3)2NiCl2] was found to be an efficient catalyst for the mono-N-alkylation of (hetero)- A romatic amines, employing alcohols to deliver diverse secondary amines, including the drug intermediates chloropyramine (5b) and mepyramine (5c), in excellent yields (up to 97%) via the borrowing hydrogen strategy. This method shows a superior activity (TON up to 10000) with a broad substrate scope at a low catalyst loading of 1 mol % and a short reaction time. Further, this strategy is also successful in accessing various quinoline derivatives following the acceptorless dehydrogenation pathway.

Unprecedented Copper(II) Complex with a Topoquinone-like Moiety as a Structural and Functional Mimic for Copper Amine Oxidase: Role of Copper(II) in the Genesis and Amine Oxidase Activity

Copper amine oxidase (CAO), consisting of the topoquinone (TPQ) cofactor, catalyzes the oxidation of primary amines to aldehyde. We have successfully addressed this issue through isolation of a copper complex which mimics the active-site structure as well as the function of CAO. This inimitable complex, consisting of two TPQ-like side-arms, formed by ambient aerial oxidation of a precursor Schiff base complex, is the most efficient homogeneous catalyst for quantitative oxidation of primary benzylic amines to corresponding secondary imines under ambient conditions within 30 min. The longstanding contention of actual involvement of Cu(II) in the catalysis is resolved through quenching experiments of Cu(II) superoxo species and detailed density functional theory studies.

Readily Available Primary Aminoboranes as Powerful Reagents for Aldimine Synthesis

Primary aminoboranes (RNHBR2), which are readily available by spontaneous dehydrocoupling of amines and boranes cleanly react at room temperature with aldehydes to give aldimines. The overall transformation from amines to aldimines can be conveniently performed by a sequential one-pot reaction. This synthetic strategy is especially useful for electron poor and bulky amines which are reluctant to react with aldehydes under dehydration conditions. Using a Glorius robustness screen, we show that this methodology is chemoselective, and functional group tolerant. Computational and experimental data support the irreversible formation of the aldimine product in marked contrast with traditional methods.