18613-55-3

Basic information

• Product Name: N,N-Dibenzyl-p-anisidine
• Synonyms: N,N-Dibenzyl-4-methoxyaniline;n,n-dibenzyl-p-anisidine;N-(4-Methoxyphenyl)-N-(phenylmethyl)benzenemethanamine;N-Benzyl-N-(4-methoxyphenyl)benzenemethanamine;Einecs 242-447-6
• CAS NO: 18613-55-3
• Molecular Formula: C₂₁H₂₁NO
• Molecular Weight: 303.4
• EINECS: 242-447-6
• Mol File: 18613-55-3.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 470.2 °C at 760 mmHg
• Flash Point: 136.8 °C
• Appearance: /
• Density: 1.112 g/cm³
• Vapor Pressure: 5.17E-09mmHg at 25°C
• Refractive Index: 1.623
• CAS DataBase Reference: N,N-Dibenzyl-p-anisidine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dibenzyl-p-anisidine(18613-55-3)
• EPA Substance Registry System: N,N-Dibenzyl-p-anisidine(18613-55-3)

Safety Data

• Hazard Codes: N
• Statements: 22-50/53
• Hazardous Substances Data: 18613-55-3(Hazardous Substances Data)

Usage

General Description

N,N-Dibenzyl-p-anisidine is a chemical compound with the molecular formula C21H23NO. It is a pale yellow solid that is utilized primarily as an intermediate in the synthesis of various organic compounds, such as pharmaceuticals, dyes, and catalysts. It is also used as a reagent in the production of rubber accelerators. N,N-Dibenzyl-p-anisidine is known to have some level of toxicity and should be handled with caution. Its primary use in the chemical industry is as a key building block for creating more complex organic molecules, making it an important compound for various industrial processes.

InChI:InChI=1/C21H21NO/c1-23-21-14-12-20(13-15-21)22(16-18-8-4-2-5-9-18)17-19-10-6-3-7-11-19/h2-15H,16-17H2,1H3

Upstream product

• 100-52-7 benzaldehyde 
• 104-94-9 4-methoxy-aniline 
• 100-51-6 benzyl alcohol 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 103-49-1 dibenzylamine 
• 696-62-8 para-iodoanisole 
• 52742-32-2 N,N-dibenzyl-O-benzoylhydroxylamine 
• 100-17-4 para-methoxynitrobenzene 
• 213596-33-9 2-(4-methoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborolane 
• 5720-07-0 4-methoxyphenylboronic acid 
• 7294-51-1 2,4,6-tris(4-methoxyphenyl)boroxine 

Downstream Products

• 1227403-29-3 2-allyl-N,N-dibenzyl-4-methoxybenzenamine 
• 7472-54-0 N-(p-methoxyphenyl)benzamide 

Relevant articles and documents

Copper-catalyzed electrophilic amination of organolithiums mediated by recoverable siloxane transfer agents

The development and validation of copper-catalyzed, electrophilic amination of aryl and heteroaryl organolithiums with N,N-dialkyl-O-benzoylhydroxylamines have been achieved exploiting recoverable siloxane transfer agents. Given the ready availability of organolithium compounds, the mild reaction conditions, the ease of product purification, and the ready recovery of the siloxane transfer agents, this transformation comprises a useful tactic to access diverse aryl and heteroaryl amines.

N-Benzylation of primary amines using magnetic Fe3O4 nanoparticles functionalized with hexamethylenetetramine as an efficient and recyclable heterogeneous catalyst

Herein we report, a new, simple and mild procedure for N-benzylation and N,N-dibenzylation of anilines through the reaction of aniline derivatives and benzyl bromide at 60 °C in EtOH in the presence of catalytic amounts of magnetic Fe3O4 nanoparticles functionalized with hexamethylenetetramine (Fe3O4?SiO2?Propyl-HMTA). The title compounds were formed in high purity and their structures characterized by spectral analysis. The results also showed that the magnetic nanoparticle catalyst had significant advantages including, simplicity of preparation, heterogeneity, stability and recyclability. Moreover, the catalyst was characterized by various methods, such as FT-IR, SEM, VSM, TEM, TGA and XRD, after the reaction to compare with its structure before reaction.

MIL-101(Cr) as a synergistic catalyst for the reduction of imines with trichlorosilane

The development of catalyst based on porous crystalline materials (PCM) constructed from metal ions or clusters and multidentate organic ligands is a topic of great interest. In view of the Lewis acidic and basic properties of PCMs, we report for the first time that MIL-101(Cr) works as a synergistic catalyst for the reduction of imines with trichlorosilane as the hydrogen source. Both ketimines and aldimines were tolerated with this protocol, giving the corresponding amines in moderate to high yields. The operational simplicity as well as mild reaction conditions renders this protocol an attractive approach for the synthesis of amines. Furthermore, a chiral MOF, CMIL-101, was also realized by grafting chiral N-formyl proline derivatives to the open metal sites. Moreover, CMIL-101 exhibited a comparable catalytic performance with its homogeneous counterpart in terms of yields and enantioselectivities.