78569-36-5

Basic information

• Product Name: (E)-N-(naphthalen-1-yl)-1-phenylmethanimine
• Synonyms: (E)-N-(naphthalen-1-yl)-1-phenylmethanimine
• CAS NO: 78569-36-5
• Molecular Weight: 231.297
• Mol File: 78569-36-5.mol

Chemical Properties

• CAS DataBase Reference: (E)-N-(naphthalen-1-yl)-1-phenylmethanimine(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-N-(naphthalen-1-yl)-1-phenylmethanimine(78569-36-5)
• EPA Substance Registry System: (E)-N-(naphthalen-1-yl)-1-phenylmethanimine(78569-36-5)

Safety Data

• Hazardous Substances Data: 78569-36-5(Hazardous Substances Data)

Upstream product

• 134-32-7 1-amino-naphthalene 
• 100-52-7 benzaldehyde 
• 100-46-9 benzylamine 

Downstream Products

• 72142-85-9 2-Phenyl-naphtho<1,2-d>thiazol 
• 6361-33-7 N-(1-naphthyl)benzylamine 
• 92825-04-2 2,4-diphenyl-1,4-dihydro-2H-naphtho<1,2-d><1,3>thiazine 
• 92825-03-1 2,4-diphenyl-4H-naphtho<1,2-d><1,3>thiazine 

Relevant articles and documents

New insight into the nature of electron delocalization: The driving forces for distorting the geometry of stilbene-like species

To understand the nature of electron delocalization while questioning the abnormally large torsional angle θ of N-phenylmethylene-3-pyridineamine (6), we greatly improved our new program for energy partitioning. Meanwhile, the crystal structures of N-phen

Graphene oxide-catalyzed synthesis of benzothiazoles with amines and elemental sulfur via oxidative coupling strategy of amines to imines

The graphene oxide-catalyzed coupling and cyclization reactions of primary amines with elemental sulfur was developed to afford various optically property benzothiazoles. This coupling and cyclization strategies proceeded under the oxidant system graphene oxide/O2 and constructed carbon-heteroatom (N, S) bonds with amines and elemental sulfur. Due to benzothiazoles as common chromophores, these products exhibited intriguing fluorescence properties, including outstanding Stokes shifts (up to 161 nm) and quantum yields (up to 74%). Utilizing the products’ unique fluorescence response in different solvents, β-naphthothiazole 4a showed excellent aggregation-induced emission properties in 1,2-dichloroethane, which was 60 times higher than in tetrahydrofuran.

Aerobic Oxidative Homo- and Cross-Coupling of Amines Catalyzed by Phenazine Radical Cations

Phenazine radical cations (PhRCs) were used for the first time as efficient metal-free catalysts for the oxidative homo- and cross-coupling of a variety of different amines. A series of functional PhRCs were prepared, characterized with X-ray diffraction, and their radical character was investigated with DFT calculations. They were tested as catalysts under neat conditions with low oxygen pressure to prepare homo- and cross-coupled aliphatic and aromatic imines in high yields. Although all synthesized phenazines were catalytically active, the highest reaction rates and the best selectivity were achieved using the 5,10-dihydro-5,10-dimethylphenazine radical cation. By means of fluorescence, UV-vis and EPR spectroscopy, a mechanism of the oxidative amine coupling, catalyzed by PhRCs, is proposed.

Synergistic Photoredox Catalysis and Organocatalysis for Inverse Hydroboration of Imines

The first catalytic inverse hydroboration of imines with N-heterocyclic carbene (NHC) boranes has been realized by means of cooperative organocatalysis and photocatalysis. This catalytic combination provides a promising platform for promoting NHC-boryl radical chemistry under sustainable and radical-initiator-free conditions. The highly important functional-group compatibility and possible application in late-stage hydroborations represent an important step forward to an enhanced α-amino organoboron library.

Combination of Enabling Technologies to Improve and Describe the Stereoselectivity of Wolff-Staudinger Cascade Reaction

A new, single-mode bench-top resonator was evaluated for the microwave-assisted flow generation of primary ketenes by thermal decomposition of α-diazoketones at high temperature. A number of amides and β-lactams were obtained by ketene generation in situ and reaction with amines and imines, respectively, in good to excellent yields. The preferential formation of trans-configured β-lactams was observed during the [2+2] Staudinger cycloaddition of a range of ketenes with different imines under controlled reaction conditions. Some insights into the mechanism of this reaction at high temperature are reported, and a new web-based molecular viewer, which takes advantage from Augmented Reality (AR) technology, is also described for a faster interpretation of computed data.