180069-53-8

Basic information

• Product Name: (E)-N-benzyl-1-(2,4-dichlorophenyl)methanimine
• Synonyms: (E)-N-benzyl-1-(2,4-dichlorophenyl)methanimine
• CAS NO: 180069-53-8
• Molecular Weight: 264.154
• Mol File: 180069-53-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (E)-N-benzyl-1-(2,4-dichlorophenyl)methanimine(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-N-benzyl-1-(2,4-dichlorophenyl)methanimine(180069-53-8)
• EPA Substance Registry System: (E)-N-benzyl-1-(2,4-dichlorophenyl)methanimine(180069-53-8)

Safety Data

• Hazardous Substances Data: 180069-53-8(Hazardous Substances Data)

Upstream product

• 874-42-0 2,4-dichlorobenzaldeyhde 
• 100-46-9 benzylamine 

Downstream Products

• 122184-54-7 N-(2,4-dichlorobenzylidene)-1-(2,4-dichlorophenyl)methylamine 
• 27845-50-7 (E)-N-benzylidenebenzylamine 
• 5397-16-0 N-benzyl-2,4-dichlorobenzamide 

Relevant articles and documents

Trans-Symmetric Dynamic Covalent Systems: Connected Transamination and Transimination Reactions

The development of chemical transaminations as a new type of dynamic covalent reaction is described. The key 1,3-proton shift is under complete catalytic control and can be conducted orthogonally to, or simultaneous with, transimination in the presence of an amine to rapidly yield two-dimensional dynamic systems with a high degree of complexity evolution. The transamination-transimination systems are proven to be fully reversible, stable over several days, compatible with a range of functional groups, and highly tunable. Kinetic studies show transamination to be the rate-limiting reaction in the network. Furthermore, it was discovered that readily available quinuclidine is a highly potent catalyst for aldimine transaminations. This study demonstrates how connected dynamic reactions give rise to significantly larger systems than the unconnected counterparts, and shows how reversible isomerizations can be utilized as an effective diversity-generating element. Constant exchange: The development of chemical transaminations as a new type of dynamic covalent reactions is described (see figure). This study demonstrates how connected dynamic reactions give rise to significantly larger systems than the unconnected counterparts, and shows how reversible isomerizations can be utilized as an effective diversity-generating element.

Oxidation of N-benzylaldimines to N-benzylamides by MCPBA and BF3·OEt2

N-Benzylamides were obtained from the corresponding N-benzylaldimines in high yields. N-Benzylaldimines are readily prepared from the corresponding aldehydes with benzylamine. This procedure involves the oxidation of N-benzylaldimines with MCPBA with BF3·OEt2. In this reaction, the reaction presumably follows an internal hydrogen abstraction to provide only N-benzylamide.