1558049-32-3

Basic information

• Product Name: (2,4-dimethylphenyl)-(2,4,6-trimethylphenyl)-amine
• Synonyms: (2,4-dimethylphenyl)-(2,4,6-trimethylphenyl)-amine
• CAS NO: 1558049-32-3
• Molecular Weight: 239.36
• Mol File: 1558049-32-3.mol

Chemical Properties

• CAS DataBase Reference: (2,4-dimethylphenyl)-(2,4,6-trimethylphenyl)-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (2,4-dimethylphenyl)-(2,4,6-trimethylphenyl)-amine(1558049-32-3)
• EPA Substance Registry System: (2,4-dimethylphenyl)-(2,4,6-trimethylphenyl)-amine(1558049-32-3)

Safety Data

• Hazardous Substances Data: 1558049-32-3(Hazardous Substances Data)

Upstream product

• 576-83-0 2,4,6-trimethylphenyl bromide 
• 95-68-1 2,4-Xylidine 
• 1667-04-5 2-bromomesitylene 
• 583-70-0 1-bromo-2,4-dimethylbenzene 
• 88-05-1 2,4,6-trimethylaniline 

Downstream Products

• 1609171-49-4 N-(2,4-dimethylphenyl)-N-mesitylnaphthalene-1-amine 

Relevant articles and documents

Functionalized N,N-Diphenylamines as Potent and Selective EPAC2 Inhibitors

N,N-Diphenylamines were discovered as potent and selective EPAC2 inhibitors. A study was conducted to determine the structure-activity relationships in a series of inhibitors of which several compounds displayed submicromolar potencies. Selectivity over t

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N-heterocyclic carbene-palladium complex, and preparation method and application thereof

The invention discloses an N-heterocyclic carbene-palladium complex, and a preparation method and application thereof. The N-heterocyclic carbene-palladium complex disclosed by the invention is shown in Formula (I), wherein L1 is a quinoline ligand or isoquinoline ligand, and N in the L1 is connected with Pd; L2 is an N-heterocyclic carbene ligand, and carbene carbon in the L2 is connected with the Pd; and X1 and X2 are respectively independently an anionic ligand. The N-heterocyclic carbene-palladium complex disclosed by the invention can efficiently catalyze carbon-carbon or carbon-heteroatom coupling reaction using aryl halide as a substrate. The formula is shown in the specification.

Synthesis of N-heterocyclic carbene-Pd(II) complexes and their catalytic activity in the Buchwald-Hartwig amination of aryl chlorides

Novel N-heterocyclic carbene-palladium(II) complexes using 2-picolinic acid as the ancillary ligand have been successfully developed under mild conditions. Their catalytic activity in organic synthesis has been initially tested in the Buchwald-Hartwig amination of secondary and primary amines with aryl chlorides. Various substituents on both substrates can be tolerated, giving the desired coupling products in good to almost quantitative yields. The minimum catalyst loading can be 0.01 mol%, implying their potential application toward industrial processes.

Synthesis of N-heterocyclic carbene-PdCl2-(iso)quinoline complexes and their application in arylamination at low catalyst loadings

A new type of N-heterocyclic carbene-PdCl2-(iso)quinoline complexes 3 were successfully achieved in acceptable to good yields from easily available starting materials under mild conditions, and their structures were unambiguously confirmed using X-ray single crystal diffraction. Furthermore, their catalytic activity toward Buchwald-Hartwig arylamination of aryl chlorides with primary and secondary amines was fully tested. Under the optimal reaction conditions, the expected arylated amines can be obtained in high to excellent yields at low catalyst loadings (0.005-0.05 mol%). It may be worth noting here that comparison of these complexes with other well-defined and easily available NHC-Pd(ii) complexes bearing different N-containing ancillary ligands was also carried out, showing their superior catalytic activity over all others.

Synthesis of sterically congested triarylamines by palladium-catalyzed amination

An efficient protocol for the palladium-catalyzed synthesis of sterically congested triarylamines from commercially available 1-chloro- or 1-bromonaphthalenes and diarylamines is described. The application of alkyllithium reagents as strong bases and a combination of Pd(OAc)2 and SPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) plays a crucial role in the success of this otherwise difficult to achieve C-N coupling reaction. A variety of secondary aromatic amines with versatile steric and electronic properties can be successfully used in this transformation to give the desired triarylamines in up to 99 % yield. The obtained products are important structural motifs in hole-transport materials for organic light-emitting diode applications. A variety of secondary aromatic amines are coupled with 1-halonaphthalenes to give sterically highly congested triarylamines in up to 99 % yield. The key to the success of this transformation is prior deprotonation of the amine with strong bases such as n-hexyllithium. Copyright

Synthesis of Sterically Congested Triarylamines by Palladium-Catalyzed Amination

An efficient protocol for the palladium-catalyzed synthesis of sterically congested triarylamines from commercially available 1-chloro- or 1-bromonaphthalenes and diarylamines is described. The application of alkyllithium reagents as strong bases and a combination of Pd(OAc)2 and SPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) plays a crucial role in the success of this otherwise difficult to achieve C-N coupling reaction. A variety of secondary aromatic amines with versatile steric and electronic properties can be successfully used in this transformation to give the desired triarylamines in up to 99 % yield. The obtained products are important structural motifs in hole-transport materials for organic light-emitting diode applications.