58751-07-8

Usage

Uses

Used in Organic Synthesis:
2-methoxy-N--4-methoxyphenyl-benzenamine is utilized as a key intermediate in organic synthesis for the preparation of a variety of chemical compounds. Its unique structure allows for further functionalization and modification, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-methoxy-N--4-methoxyphenyl-benzenamine is employed as a building block for the synthesis of biologically active compounds. Its presence in the molecular structure can contribute to the development of new drugs with potential therapeutic applications.
Used as a Reagent in Drug Development:
2-methoxy-N--4-methoxyphenyl-benzenamine also serves as a reagent in the development of new pharmaceuticals. Its ability to participate in various chemical reactions facilitates the creation of novel drug candidates, contributing to the advancement of medicinal chemistry.
Used in the Production of Dyes and Pigments:
2-methoxy-N--4-methoxyphenyl-benzenamine finds application in the production of dyes and pigments due to its chemical properties. Its involvement in the synthesis of colorants for various industries, such as textiles, paints, and plastics, highlights its versatility beyond pharmaceutical and organic synthesis.
Potential Applications in Medicine and Agriculture:
Due to its biological activity and capacity to interact with biological systems, 2-methoxy-N--4-methoxyphenyl-benzenamine may have potential uses in medicine and agriculture. While specific applications are yet to be fully explored, its inherent properties suggest it could be a candidate for further research in these fields.

Upstream product

• 68490-98-2 o-Methoxyphenyllead(IV) triacetate 
• 104-94-9 4-methoxy-aniline 
• 74-88-4 methyl iodide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 90-04-0 2-methoxy-phenylamine 
• 100-17-4 para-methoxynitrobenzene 
• 108-94-1 cyclohexanone 
• 105553-63-7 2-[(4-methoxyphenyl)amino]cyclohex-2-en-1-one 
• 13716-12-6 tri-tert-butyl phosphine 
• 106-40-1 4-bromo-aniline 
• 578-57-4 2-bromoanisole 
• 766-51-8 2-Chloroanisole 
• 696-62-8 para-iodoanisole 
• 5720-06-9 2-Methoxyphenylboronic acid 

Downstream Products

• 1628961-22-7 N²,N²,N^2',N^2',N⁷,N⁷,N^7',N^7'-octakis(2-methoxypheny)-9,9'-spirobi[fluorene]-2,2',7,7'-tetraamine 

Relevant academic research and scientific papers

Methoxy substituents activated carbazole-based boron dimesityl TADF emitters

N-Borylated emitters bearing both boron dimesityl acceptor (Mes)2B and phenoxazine or acridine donors are a class of efficient TADF emitters; however, switching to a carbazole donor nullifies the TADF characteristics. This work is targeted at i

Cu-Catalyzed Cross-Coupling of Nitroarenes with Aryl Boronic Acids to Construct Diarylamines

The development and study of a simple copper-catalyzed reaction of nitroarenes with aryl boronic acids to form diarylamines that uses phenyl silane as the stoichiometric terminal reductant is described. This cross-coupling reaction requires as little as 2 mol % of CuX and 4 mol % of diphosphine for success and tolerates a broad range of functional groups on either the nitroarene or the aryl boronic acid to afford the amine in good yield. Mechanistic investigations established that the cross-coupling reaction proceeds via a nitrosoarene intermediate and that copper is required to catalyze both the deoxygenation of the nitroarene to afford the nitrosoarene and C-NAr bond formation of the nitrosoarene with the aryl boronic acid.

Continuous Synthesis of Aryl Amines from Phenols Utilizing Integrated Packed-Bed Flow Systems

Aryl amines are important pharmaceutical intermediates among other numerous applications. Herein, an environmentally benign route and novel approach to aryl amine synthesis using dehydrative amination of phenols with amines and styrene under continuous-flow conditions was developed. Inexpensive and readily available phenols were efficiently converted into the corresponding aryl amines, with small amounts of easily removable co-products (i.e., H2O and alkanes), in multistep continuous-flow reactors in the presence of heterogeneous Pd catalysts. The high product selectivity and functional-group tolerance of this method allowed aryl amines with diverse functional groups to be selectively obtained in high yields over a continuous operation time of one week.

Hole transporting material taking carbazoles bonded with tetracarbon chain as core as well as preparation method and application of hole transporting material

The invention discloses a novel hole transporting material taking carbazoles bonded with a tetracarbon chain as a core as well as a preparation method and application of the novel hole transporting material. The hole transporting material taking carbazole

Nickel-catalyzed N-arylation of amines with arylboronic acids under open air

In this study, a well-defined, novel NHC-Ni complex was developed and used to catalyze the N-arylation of alkyl- and arylamines with arylboronic acids in a rare version of Chan-Lam coupling. Although the same coupling using copper catalysts has been widely studied, the nickel-catalyzed version is rare and normally requires 10–20 mol% catalyst loading. This novel NHC-Ni complex in combination with 4,4′-dimethyl-2,2′-bipyridine, however, proved to be an effective catalyst that lowered the required catalyst loading to only 2.0 mol%.

Flexible Steric Bulky Bis(Imino)acenaphthene (BIAN)-Supported N-Heterocyclic Carbene Palladium Precatalysts: Catalytic Application in Buchwald-Hartwig Amination in Air

To achieve efficient palladium-catalyzed cross-coupling reaction under mild reaction conditions with the flexible steric bulk strategy, a series of Pd-PEPPSI (PEPPSI: pyridine-enhanced precatalyst preparation, stabilization, and initiation) complexes C1-C6 were synthesized and characterized, in which unsymmetric flexible steric bulk was introduced on the N-aryl of ancenaphthyl skeleton. These well-defined palladium complexes were found to be excellent precatalysts for Buchwald-Hartwig amination of aryl chlorides with amines in air. The electronic effect of the Pd-PEPPSI complexes and the effect of ancillary pyridine ligands were evaluated, among which complex C3 exhibited the most efficiency. It was demonstrated that the cross-coupling products were obtained in excellent yields in the presence of 0.5-0.1 mol % palladium loading. A wide range of aryl- and heteroaryl chlorides as well as various amines were compatible. The oxidative addition of aryl chlorides is revealed to be the rate-determining step in the catalytic cycle. The catalytic activity can be enhanced by introducing electron-donating groups to the Pd-PEPPSI complexes. This type of Pd-PEPPSI precatalyst showed the most efficiency reported to date for the challenging C-N cross-coupling reactions requiring no anhydrous and inert atmosphere protections, suggesting flexible steric bulk as a promising catalyst design strategy.

A new kind of a hole transporting material and its preparation method and application

The invention discloses a novel hole transport material, and a preparation method and application thereof. The structural formula of the novel hole transport material is disclosed as Formula (I), wherein R1-R28 are respectively hydrogen (H) or methoxy gro

Antioxidant effects of the hydroxy groups in the simple phenolic carbazoles

Antioxidant activities of the simple phenolic carbazoles 5-11 were evaluated by 2,2-diphenyl-1-picrylhydrazyl and 2,2′-azinobis-(3-ethylbenzthiazoline-6-sulfonate)+ radical scavenging assays. The simple phenolic carbazoles 5-7, 9, and 11 exhibited stronger antioxidant activities than α-tocopherol, and similar antioxidant activities as phenolic carbazole alkaloids carazostatin (1), and carbazomadurins A (3) and B (4). Bond dissociation energies and highest occupied molecule orbital energy levels of a series of phenolic carbazoles including phenolic carbazole alkaloids were calculated. The reducing ability of the phenolic carbazole core could be important role for the antioxidant activity of carbazole alkaloids 1, 3, and 4.

HOLE-TRANSPORTING MATERIAL FOR INORGANIC/ORGANIC HYBRID PEROVSKITE SOLAR CELLS

Provided is a hole-transporting compound having a novel structure, and more particularly, a hole-transporting compound for an inorganic/organic hybrid perovskite solar cell. An inorganic/organic hybrid perovskite-based solar cell using the hole-transporti

O-methoxy substituents in spiro-OMeTAD for efficient inorganic-organic hybrid perovskite solar cells

Three spiro-OMeTAD derivatives have been synthesized and characterized by 1H/13C NMR spectroscopy and mass spectrometry. The optical and electronic properties of the derivatives were modified by changing the positions of the two methoxy substituents in each of the quadrants, as monitored by UV-vis spectroscopy and cyclic voltammetry measurements. The derivatives were employed as hole-transporting materials (HTMs), and their performances were compared for the fabrication of mesoporous TiO2/CH 3NH3PbI3/HTM/Au solar cells. Surprisingly, the cell performance was dependent on the positions of the OMe substituents. The derivative with o-OMe substituents showed highly improved performance by exhibiting a short-circuit current density of 21.2 mA/cm2, an open-circuit voltage of 1.02 V, and a fill factor of 77.6% under 1 sun illumination (100 mW/cm2), which resulted in an overall power conversion efficiency (PCE) of 16.7%, compared to ～15% for conventional p-OMe substituents. The PCE of 16.7% is the highest value reported to date for perovskite-based solar cells with spiro-OMeTAD.