13511-11-0

Basic information

• Product Name: N,N-Bis(M-tolyl)benzenaMine
• Synonyms: N,N-Bis(M-tolyl)benzenaMine;N,N-Bis(M-toltl)benzenaMine;3-Methyl-N-(3-Methylphenyl)-N-phenyl-benzenaMine;3,3'-Dimethyltriphenylamine;Benzenamine, 3-methyl-N-(3-methylphenyl)-N-phenyl-;N,N-Bis(M-tolyl)benzeMine
• CAS NO: 13511-11-0
• Molecular Formula: C₂₀H₁₉N
• Molecular Weight: 273.37156
• Mol File: 13511-11-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 67.0℃ (polymorph)
• Boiling Point: 417.5°C at 760 mmHg
• Flash Point: 183.5°C
• Appearance: /
• Density: 1.079±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 3.52E-07mmHg at 25°C
• Refractive Index: 1.627
• PKA: -2.69±0.50(Predicted)
• CAS DataBase Reference: N,N-Bis(M-tolyl)benzenaMine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Bis(M-tolyl)benzenaMine(13511-11-0)
• EPA Substance Registry System: N,N-Bis(M-tolyl)benzenaMine(13511-11-0)

Safety Data

• Hazardous Substances Data: 13511-11-0(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C20H19N/c1-16-8-6-12-19(14-16)21(18-10-4-3-5-11-18)20-13-7-9-17(2)15-20/h3-15H,1-2H3

Upstream product

• 108-94-1 cyclohexanone 
• 108-44-1 1-amino-3-methylbenzene 
• 1205-64-7 3-Methyldiphenylamine 
• 591-24-2 3-Methylcyclohexanone 
• 108-41-8 1-chloro-3-methylbenzene 
• 62-53-3 aniline 
• 1416276-98-6 bis(3-methylphenyl)iodonium trifluoromethanesulfonate 

Relevant articles and documents

Synthesis of unsymmetrically substituted triarylaminesviaacceptorless dehydrogenative aromatization using a Pd/C andp-toluenesulfonic acid hybrid relay catalyst

An efficient and convenient procedure for synthesizing triarylamines based on a dehydrogenative aromatization strategy has been developed. A hybrid relay catalyst comprising carbon-supported Pd (Pd/C) andp-toluenesulfonic acid (TsOH) was found to be effective for synthesizing a variety of triarylamines bearing different aryl groups starting from arylamines (diarylamines or anilines), using cyclohexanones as the arylation sources under acceptorless conditions with the release of gaseous H2. The proposed reaction comprises the following relay steps: condensation of arylamines and cyclohexanones to produce imines or enamines, dehydrogenative aromatization of the imines or enamines over Pd nanoparticles (NPs), and elimination of H2from the Pd NPs. In this study, an interesting finding was obtained indicating that TsOH may promote the dehydrogenation.

PdCl2(Ph3P)2/Salicylaldimine Catalyzed Diarylation of Anilines with Unactivated Aryl Chlorides

Triphenylphosphine and salicylaldimine could be used as a mixed ligand system to obtain a high catalytic activity for palladium catalyzed diarylation of primary anilines with unactivated aryl chlorides by the synergistic effect of ligands. The activity and selectivity of the catalytic system could be improved by modifying the structure of salicylaldimine. In refluxing o-xylene, PdCl2(Ph3P)2 with 2,5-ditrifluoromethyl N-phenylsalicylaldimine as a coligand shows high efficiency for the diarylation of various anilines. The catalytic system shows good toleration for the steric hindrance of the substrates. The facile catalytic system works as well on the multiple arylation of 1,1′-biphenyl- 4,4′-diamine with aryl chlorides to afford N,N,N′,N′-tetraaryl-1,1′-biphenyl-4,4′-diamines which are important intermediates of organic light emitting diode (OLED) hole transport materials.