23592-67-8

Basic information

• Product Name: PHENYL-(2,4,6-TRIMETHYL-PHENYL)-AMINE
• Synonyms: PHENYL-(2,4,6-TRIMETHYL-PHENYL)-AMINE;2,4,6-trimethyl-N-phenylbenzenamine;2,4,6-Trimethyl-N-phenylaniline
• CAS NO: 23592-67-8
• Molecular Formula: C₁₅H₁₇N
• Molecular Weight: 211.30218
• Mol File: 23592-67-8.mol
• Article Data: 50

Chemical Properties

• Melting Point: 42 °C
• Boiling Point: 330.5±11.0 °C(Predicted)
• Appearance: /
• Density: 1.034±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 0.98±0.50(Predicted)
• CAS DataBase Reference: PHENYL-(2,4,6-TRIMETHYL-PHENYL)-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYL-(2,4,6-TRIMETHYL-PHENYL)-AMINE(23592-67-8)
• EPA Substance Registry System: PHENYL-(2,4,6-TRIMETHYL-PHENYL)-AMINE(23592-67-8)

Safety Data

• Hazardous Substances Data: 23592-67-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 3111, 1987 DOI: 10.1016/S0040-4039(00)96298-1

Upstream product

• 622-37-7 Phenyl azide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 28719-46-2 triphenylbismuth bis(trifluoroacetate) 
• 88-05-1 2,4,6-trimethylaniline 
• 28899-97-0 triphenylbismuth(V) diacetate 
• 603-33-8 triphenylbismuthane 
• 3076-54-8 phenyllead(IV) triacetate 
• 108-95-2 phenol 
• 108-94-1 cyclohexanone 
• 591-50-4 iodobenzene 
• 101-84-8 diphenylether 
• 1196-12-9 2-nitrosomesitylene 
• 98-80-6 phenylboronic acid 
• 5980-97-2 mesitylboronic acid 

Downstream Products

• 79825-75-5 N-methyl-2,4,6-trimethyldiphenylamine 

Relevant articles and documents

Mediator-Enabled Electrocatalysis with Ligandless Copper for Anaerobic Chan-Lam Coupling Reactions

Simple copper salts serve as catalysts to effect C-X bond-forming reactions in some of the most utilized transformations in synthesis, including the oxidative coupling of aryl boronic acids and amines. However, these Chan-Lam coupling reactions have historically relied on chemical oxidants that limit their applicability beyond small-scale synthesis. Despite the success of replacing strong chemical oxidants with electrochemistry for a variety of metal-catalyzed processes, electrooxidative reactions with ligandless copper catalysts are plagued by slow electron-transfer kinetics, irreversible copper plating, and competitive substrate oxidation. Herein, we report the implementation of substoichiometric quantities of redox mediators to address limitations to Cu-catalyzed electrosynthesis. Mechanistic studies reveal that mediators serve multiple roles by (i) rapidly oxidizing low-valent Cu intermediates, (ii) stripping Cu metal from the cathode to regenerate the catalyst and reveal the active Pt surface for proton reduction, and (iii) providing anodic overcharge protection to prevent substrate oxidation. This strategy is applied to Chan-Lam coupling of aryl-, heteroaryl-, and alkylamines with arylboronic acids in the absence of chemical oxidants. Couplings under these electrochemical conditions occur with higher yields and shorter reaction times than conventional reactions in air and provide complementary substrate reactivity.

PHOTOSENSITIVE RESIN COMPOSITION, PHOTOSENSITIVE RESIN LAYER USING THE SAME AND COLOR FILTER

A photosensitive resin composition, a photosensitive resin layer, and a color filter, the composition including a colorant including a first green dye having a core-shell structure and a second green dye in a weight ratio of about 1:9 to about 7:3; a binder resin; a photopolymerizable compound; a photopolymerization initiator; and a solvent.

Transition-Metal-Free Synthesis of 1,2-Disubstituted Indoles

Herein, we report a new transition-metal-free robust and cost-effective method for synthesis of 1,2-disubstituted indoles from easily available unactivated (i.e. without EWG, PPh3 or SiR3 groups) tertiary amides. Scope of synthetic applicability of the presented protocol was shown on 23 examples of 1,2-disubstituted indoles with different substitution patterns obtained in good to excellent yields. The reported method turned out to be especially effective for synthesis of N-arylated 2-CF3-indoles. Moreover, this approach can be performed in a one-pot two-step manner directly from commercially available secondary amines. Mechanistic studies showed that acyl transfer might be an important step in the course of the reaction. Viability of the presented approach for benzofurans and benzothiophenes synthesis was also discussed.