3376-26-9

Basic information

• Product Name: N-benzyl-N-benzylideneamine oxide
• CAS NO: 3376-26-9
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.2591
• Mol File: 3376-26-9.mol
• Article Data: 113

Chemical Properties

• Boiling Point: 379.5°C at 760 mmHg
• Flash Point: 180.2°C
• Density: 1.111g/cm³
• Vapor Pressure: 1.27E-05mmHg at 25°C
• Refractive Index: 1.632
• CAS DataBase Reference: N-benzyl-N-benzylideneamine oxide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-N-benzylideneamine oxide(3376-26-9)
• EPA Substance Registry System: N-benzyl-N-benzylideneamine oxide(3376-26-9)

Safety Data

• Hazardous Substances Data: 3376-26-9(Hazardous Substances Data)

Usage

Description

N-benzyl-N-benzylideneamine oxide is a chemical compound with the molecular formula C15H15NO. It is a powerful oxidizing agent known for its high thermal stability, low volatility, and excellent color stability.

Uses

Used in Epoxy Resin Systems:
N-benzyl-N-benzylideneamine oxide is used as a co-catalyst in epoxy resin systems to improve adhesion and mechanical properties. Its high thermal stability, low volatility, and excellent color stability make it suitable for various industrial applications, including adhesives, coatings, and composites.
Used in High-Temperature and Demanding Environments:
Due to its high thermal stability and other properties, N-benzyl-N-benzylideneamine oxide is used to enhance the performance of epoxy resins in high-temperature and demanding environments.
Used in Flame Retardant Applications:
N-benzyl-N-benzylideneamine oxide has been evaluated for its potential as a flame retardant. Its ability to release radical scavengers during combustion makes it a promising candidate for improving the fire resistance of polymeric materials.

Upstream product

• 29601-98-7 N-benzylhydroxylamine hydrochloride 
• 100-52-7 benzaldehyde 
• 60-29-7 diethyl ether 
• 64-19-7 acetic acid 
• 622-30-0 N-benzyl hydroxylalmine 
• 621-07-8 N,N-dibenzylhydroxylamine 
• 103-49-1 dibenzylamine 
• 620-40-6 tribenzylamine 
• 6852-46-6 tribenzylamine-N-oxide 
• 7732-18-5 water 
• 141-52-6 sodium ethanolate 
• 100-44-7 benzyl chloride 
• 3378-36-7 α,α-azodioxytoluene 
• 67-66-3 chloroform 

Downstream Products

• 390423-36-6 N-benzyl-N-(1-phenylpropyl)hydroxylamine 
• 3376-42-9 N-benzhydryl-N-benzyl-hydroxylamine 
• 1485-70-7 N-benzylbenzamide 
• 24431-19-4 N,N'-dibenzyl-1,2-diphenyl-1,4-ethanediamine 
• 622-30-0 N-benzyl hydroxylalmine 
• 588-64-7 benzaldehyde phenylhydrazone 
• 103-49-1 dibenzylamine 
• 621-07-8 N,N-dibenzylhydroxylamine 
• 43008-66-8 N-benzoyl-N-acetylbenzylamine 
• 19264-38-1 N-benzyldibenzamide 
• 885674-31-7 2-benzyl-3,4-diphenyl-[1,2,4]oxadiazolin-5-one 
• 112032-42-5 O-acetyl-N-benzyl-hydroxylamine; hydrochloride 
• 13187-61-6 2-benzyl-4-(4-chloro-benzoyl)-3-phenyl-[1,2,4]oxadiazolidin-5-one 
• 13214-21-6 2-benzyl-4-(4-nitro-benzoyl)-3-phenyl-[1,2,4]oxadiazolidin-5-one 

Relevant articles and documents

-

-

S -Tetrazine: Robust and Green Photoorganocatalyst for Aerobic Oxidation of N,N-Disubstituted Hydroxylamines to Nitrones

Efficient photocatalytic aerobic oxidative dehydrogenation reactions of N,N-disubstituted hydroxylamines to nitrones were developed with an in situ generated photocatalyst based on commercially available 3,6-dichlorotetrazine. This process affords a wide range of nitrones in high yields under mild conditions. In addition, an oxidative (3+3) cycloaddition between an oxyallyl cation precursor and a hydroxylamine was also developed.

Dynamics in Catalytic Asymmetric Diastereoconvergent (3 + 2) Cycloadditions with Isomerizable Nitrones and α-Keto Ester Enolates

Reaction design in asymmetric catalysis has traditionally been predicated on a structurally robust scaffold in both substrates and catalysts, to reduce the number of possible diastereomeric transition states. Herein, we present the stereochemical dynamics in the Ni(II)-catalyzed diastereoconvergent (3 + 2) cycloadditions of isomerizable nitrile-conjugated nitrones with α-keto ester enolates. Even in the presence of multiple equilibrating species, the catalytic protocol displays a wide substrate scope to access a range of CN-containing building blocks bearing adjacent stereocenters with high enantio- and diastereoselectivities. Our computational investigations suggest that the enantioselectivity is governed in the deprotonation process to form (Z)-Ni-enolates, while the unique syn addition is mainly controlled by weak noncovalent bonding interactions between the nitrone and ligand.

Metal-Free Solvent Promoted Oxidation of Benzylic Secondary Amines to Nitrones with H2O2

An environmentally benign protocol for the generation of nitrones from benzylic secondary amines via catalyst-free oxidation of secondary amines using H2O2 in MeOH or CH3CN is described. This methodology provides a selective access to a variety of C-aryl nitrones in yields of 60 to 93%. Several studies have been performed to shed light on the reaction mechanism and the role of the solvent.