4316-54-5

Basic information

• Product Name: 3-METHYLTRIPHENYLAMINE
• Synonyms: 3-METHYLTRIPHENYLAMINE
• CAS NO: 4316-54-5
• Molecular Formula: C₁₉H₁₇N
• Molecular Weight: 259.34
• Mol File: 4316-54-5.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 393.956 °C at 760 mmHg
• Flash Point: 171.888 °C
• Appearance: /
• Density: 1.095 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 3-METHYLTRIPHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYLTRIPHENYLAMINE(4316-54-5)
• EPA Substance Registry System: 3-METHYLTRIPHENYLAMINE(4316-54-5)

Safety Data

• Hazardous Substances Data: 4316-54-5(Hazardous Substances Data)

Usage

General Description

3-Methyltriphenylamine is an organic chemical compound from the amine family. It is also known as TPA-3M and is primarily used in the production of pharmaceuticals, agrochemicals, dyestuffs, and other performance materials. 3-Methyltriphenylamine, as a colorless liquid, exhibits characteristics such as excellent electrochemical, thermal, and stability properties. The compound can act as a ligand in various chemical reactions, particularly in the creation of metal-organic frameworks. It can also serve as an effective hole-transporter in optoelectronic applications. However, caution is needed in handling this chemical as it can cause burns and eye damage, as well as being harmful if inhaled or swallowed.

InChI:InChI=1/C19H17N/c1-16-9-8-14-19(15-16)20(17-10-4-2-5-11-17)18-12-6-3-7-13-18/h2-15H,1H3

Upstream product

• 591-17-3 meta-bromotoluene 
• 122-39-4 diphenylamine 
• 98-98-6 2-Picolinic acid 
• 586-62-9 Terpinolene 
• 625-95-6 3-Iodotoluene 
• 591-50-4 iodobenzene 
• 1205-64-7 3-Methyldiphenylamine 
• 12775-96-1 copper 
• 62-53-3 aniline 
• 108-86-1 bromobenzene 
• 108-94-1 cyclohexanone 
• 108-44-1 1-amino-3-methylbenzene 
• 13482-23-0 4-methoxycyclohexanone 
• 108-41-8 1-chloro-3-methylbenzene 

Downstream Products

• 1460283-98-0 C₁₉H₁₄Br₃N 
• 717880-57-4 C₁₉H₁₆BrN 
• 65181-78-4 4,4'-bis(m-tolylphenylamino)biphenyl 

Relevant articles and documents

A Pd/Cu-Free magnetic cobalt catalyst for C-N cross coupling reactions: synthesis of abemaciclib and fedratinib

Herein, the synthesis of a nano-catalytic system comprising magnetic nanoparticles as the core and edible natural ligands bearing functional groups as supports for cobalt species is described. Subsequent to its characterization, the efficiency of the catalyst was investigated for C-N cross-coupling reactions using assorted derivatives of amines and aryl halides. This novel and easily accessible Pd- and Cu-free catalyst exhibited good catalytic activity in these reactions using γ-valerolactone (GVL) at room temperature; good recyclability bodes well for the future application of this strategy. The introduced catalytic system is attractive in view of the excellent efficiency in an array of coupling reactions and its versatility is illustrated in the synthesis of abemaciclib and fedratinib, which are FDA-approved new and significant anti-cancer medicinal compounds that are prepared under green reaction conditions.

N/O-doped carbon as a "solid ligand" for nano-Pd catalyzed biphenyl- and triphenylamine syntheses

A series of N/O-doped porous carbon supported nanopalladium catalysts have been successfully prepared, in which the N/O doped carbons were controllably produced via polypyrrole/furan synthesis followed by carbonization. These catalysts exhibit good performance in biphenylamine and triphenylamine syntheses with nitrobenzene and cyclohexanone as starting materials. Their catalytic activity can be tuned efficiently by the N/O functional groups on the carbon surface. TEM, XRD, XPS and laser Raman methods were applied to probe the structure of these catalysts. These results indicate that the Pd nanoparticles were supported on N/O-doped porous carbon via the "coordination" between Pd nanoparticles and N/O functional groups including O-CO, CN and tertiary nitrogen, and better catalytic performance was obtained if carbon with the highest N-species loading was used as the support. In addition, a mechanistic study proved that the reaction starts with the catalytic reduction of nitrobenzene with cyclohexanone as the hydrogen source. During this reaction, aniline was formed and the cyclohexanone was transformed into phenol. Then biphenylamine and triphenylamine were generated through the reaction of aniline and cyclohexanone. This work should facilitate the controllable preparation of carbon supported nanocatalysts with specific activity, and open up a promising pathway for the development of new methodologies for N-containing fine chemical synthesis.

A 1 - (2- [...] ) b cyclohexyl phosphine and its preparation method and application (by machine translation)

The invention provides 1-(2-arylindenyl) dicyclohexylphosphine which takes a good catalytic effect in carbon-nitrogen coupling reaction of chlorinated or brominated aromatic hydrocarbons and diphenylamine and has the general formulas shown in the specification. According to the preparation method of 1-(2-arylindenyl) dicyclohexylphosphine, 2-aryl indene serving as a raw material reacts with n-butyllithium in the presence of high-purity nitrogen to obtain 1-(2-arylindenyl) dicyclohexylphosphine. 1-(2-arylindenyl) dicyclohexylphosphine and the preparation method and application thereof have the beneficial effects that A, B, C, D, E and F can exist in the air stably; a catalyst consisting of a compound D and palladium dibenzylacetone can catalyze reactions between various chlorinated aromatic hydrocarbons and diphenylamine and the highest yield is high up to 82%; the reactions between brominated aromatic hydrocarbons with high steric hindrance and diphenylamine can be catalyzed by the catalyst and the highest yield is high up to 85%; the reactions between chlorinated or brominated heterocyclic aromatic hydrocarbons and diphenylamine can be catalyzed by the catalyst and the highest yield is high up to 62%.