92248-06-1

Basic information

• Product Name: bis(3-Methoxyphenyl)aMine
• Synonyms: bis(3-Methoxyphenyl)aMine
• CAS NO: 92248-06-1
• Molecular Formula: C₁₄H₁₅NO₂
• Molecular Weight: 229.2744
• Mol File: 92248-06-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: bis(3-Methoxyphenyl)aMine(CAS DataBase Reference)
• NIST Chemistry Reference: bis(3-Methoxyphenyl)aMine(92248-06-1)
• EPA Substance Registry System: bis(3-Methoxyphenyl)aMine(92248-06-1)

Safety Data

• Hazardous Substances Data: 92248-06-1(Hazardous Substances Data)

Usage

Uses

Used in Epoxy Resin Systems:
Bis(3-methoxyphenyl)amine is used as a curing agent for epoxy resins, enabling the formation of strong and durable thermoset materials. Its reaction with epoxy resins enhances the mechanical properties and thermal stability of the resulting products.
Used in Dye Industry:
Bis(3-methoxyphenyl)amine serves as a dye intermediate, contributing to the synthesis of various dyes with specific color and properties.
Used in Pharmaceutical Production:
Bis(3-methoxyphenyl)amine is utilized in the production of pharmaceuticals, playing a crucial role in the synthesis of various medicinal agents.
Used in Polymer Industry:
Bis(3-methoxyphenyl)amine is also employed in the synthesis of polymers, where it can influence the polymer's characteristics and performance.

Upstream product

• 2845-89-8 1-chloro-3-methoxy-benzene 
• 51409-74-6 3-(3-methoxyphenylamino)cyclohex-2-en-1-one 
• 82961-67-9 3-(3-methoxyphenylamino)phenol 
• 74-88-4 methyl iodide 
• 766-85-8 3-methoxy-1-iodobenzene 
• 536-90-3 m-Anisidine 
• 10365-98-7 3-methoxyphenylboronic acid 
• 2398-37-0 3-methoxyphenyl bromide 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 588-16-9 m-methoxyacetanilide 
• 3260-89-7 2-chloro-6-methoxybenzoic acid 

Downstream Products

• 177535-32-9 2',3',6'-trifluoro-phenyl 1,6-dimethoxyacridine-9-carboxylate 
• 944284-87-1 [(bis-3-methoxyphenyl)amino]acetonitrile 
• 1190833-68-1 N,N-bis(3-(4-aminophenoxy)phenyl)-7-(benzo[d]thiazol-2-yl)-9,9-diethyl-9H-fluoren-2-amine 
• 701971-75-7 N,N-di(3-hydroxyphenyl)-7-(benzothiazol-2-yl)-9,9-diethylfluoren-2-amine 
• 1190833-67-0 7-(benzo[d]thiazol-2-yl)-9,9-diethyl-N,N-bis(3-(4-nitrophenoxy)phenyl)-9H-fluoren-2-amine 
• 1416431-78-1 1,8-dimethoxy-10-p-tert-butylphenylacridone 
• 1416431-82-7 C₅₁H₅₀N₂O₄ 
• 1416431-93-0 C₅₀H₄₇N₂O₄⁽¹⁺⁾*Cl₆Sb^(1-) 
• 1416431-76-9 C₂₄H₂₇NO₂ 
• 149586-93-6 3-methoxy-N-(3-methoxyphenyl)-N-methylaniline 
• 61822-18-2 2,7-dimethoxycarbazole 
• 701971-73-5 N,N-di(3-methoxyphenyl)-7-(benzothiazol-2-yl)-9,9-diethylfluoren-2-amine 

Relevant articles and documents

ACRIDINIUM ESTER-CONTAINING COMPOUNDS AND METHODS OF USING THE SAME FOR CHEMILUMINESCENCE-BASED ONE-COLOR SEQUENCING

Acridinium ester-containing compounds are provided herein. Also provided herein are chemiluminescence-based one-color sequencing methods and methods of using the acridinium ester-containing compounds in chemiluminescence-based one-color sequencing.

Impact of Methoxy Substituents on Thermally Activated Delayed Fluorescence and Room-Temperature Phosphorescence in All-Organic Donor-Acceptor Systems

Thermally activated delayed fluorescence (TADF) and room-temperature phosphorescence (RTP) are known to occur in organic D-A-D and D-A systems where the donor group contains the phenothiazine unit and the acceptor is dibenzothiophene-S,S-dioxide. This study reports the synthesis and characterization of one new D-A and four new D-A-D systems with methoxy groups on the phenothiazine to examine their effect on emission properties in the zeonex matrix. X-ray analysis and highly specialized NMR techniques were used to characterize asymmetric methoxy-substituted derivative 3b, which is chiral at N because of an extremely high flipping barrier at the phenothiazine N atom. Based on hybrid-density functional theory computations, the methoxy substituents tune the relative stabilities of the axial conformers with respect to equatorial conformers of the phenothiazine units, depending on their substitution position. This conformational effect significantly influences both TADF and RTP contributions compared to the parent D-A-D system. It is also demonstrated that the equatorial forms of D-A-D and D-A systems in zeonex exhibit TADF. Additionally, the methoxy groups promote luminescence in D-A-D systems where only axial conformers exist. This work reveals further design opportunities for more efficient TADF and RTP molecules.

Synthesis of 1,5-bifunctional organolithium reagents by a double directed ortho-metalation: Direct transformation of esters into 1,8-dimethoxy-acridinium salts

The impact of electronic and steric factors on the selectivity of the electrophilic aromatic substitution amounts to several limitations in accessing specific substitution patterns. Nucleophiles generated by directed metalation represent an effective alte

"on Water" Promoted Ullmann-Type C-N Bond-Forming Reactions: Application to Carbazole Alkaloids by Selective N-Arylation of Aminophenols

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

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Exploring the Catalytic Reactivity of Nickel Phosphine-Phosphite Complexes

In this study, we present an investigation into various nickel phosphite and phosphite-phosphine complexes for use in the Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions and the ammonia arylation reaction. In these coupling reactions, it was discovered that the Ni[P(OEt)3]4, (dppf)Ni[P(OPh)3]2, and (binap)Ni[P(OPh)3]2 catalysts were the most effective. In addition, an optimisation process for these catalytic systems as well as functional group compatibility are discussed.

Palladium-catalyzed synthesis of natural and unnatural 2-, 5-, and 7-oxygenated carbazole alkaloids from N-arylcyclohexane enaminones

A palladium-catalyzed synthesis of the carbazole framework is described, including the preparation of 2-, 5-, and 7-oxygenated natural and unnatural carbazole alkaloids. A series of N-arylcyclohexane enaminones, generated by condensation of cyclohexane-1,3-dione with diverse anilines, were aromatized by a Pd(0)-catalyzed thermal treatment to afford the corresponding diarylamines. The latter were submitted to a Pd(II)-catalyzed cyclization and methylation processes to provide the desired carbazoles, including clausine V. Following an inverse strategy, a new and short total synthesis of glycoborine is also reported.

Impact of diradical character on two-photon absorption: Bis(acridine) dimers synthesized from an allenic precursor

The two-photon absorption (TPA) of a bis(acridine) dimer (8) having singlet diradical character in its ground state was found to be enhanced by more than 2 orders of magnitude as compared to its closed-shell counterpart (12), which has the same structural backbone and atom composition. The dimer, a tetracation species consisting of two connected acridinium cation moieties with high coplanarity, was obtained during our attempts to synthesize triplet carbenes by double oxidation of an allenic precursor (3b). High conjugation over the two aromatic rings connected by dimerization was revealed by X-ray analysis, and a small HOMO-LUMO gap was found in the visible-near-infrared one-photon absorption spectrum in solution and in the crystalline state, exhibiting that the ground state of 8 has singlet diradical nature. Ab initio molecular orbital calculations of the ground state also suggested that 8 has an intermediate diradical character (y) of 0.685. Interconversion between diradical tetracation dimer 8 and closed-shell dication dimer 12 was achieved by oxidation/reduction in good yields and was accompanied by formation of monoradical trication dimer 13 as an intermediate. TPA measurements at near-infrared wavelengths revealed that diradical dimer 8 has large TPA cross sections (3600 GM at 1200 nm), while closed-shell 12 has TPA cross sections of a straightforward comparison between the TPA activity of molecules with the same structural backbone and atom composition but with different degree of the diradical character, supporting the theoretical prediction that enhanced TPA intensity can be observed in the intermediate y region (0 y 1).

Selective one-pot synthesis of symmetrical and unsymmetrical di- and triarylamines with a ligandless copper catalytic system

The one-pot synthesis of symmetrical or unsymmetrical di- or triarylamines using aryl iodides or bromides and LiNH2 as ammonia source is reported. This highly selective method is based, for the first time, on a copper-catalyzed system, which does not require the presence of any additional ligand.

The use of hydroxylamine hydrochloride in the Chan-Lam reaction: A simple access to symmetric diarylamines

A CuBr-catalyzed coupling reaction of hydroxylamine hydrochloride and arylboronic acids is described, providing a simple and efficient methodology for the synthesis of symmetric diaryl amines. The reaction shows good functional group tolerance. Georg Thie