20588-62-9

Basic information

• Product Name: 3-METHOXYTRIPHENYLAMINE 97
• Synonyms: 3-METHOXYTRIPHENYLAMINE 97;3-Methoxytriphenylamine 97%;3-methoxy-N,N-diphenylaniline
• CAS NO: 20588-62-9
• Molecular Formula: C₁₉H₁₇NO
• Molecular Weight: 275.349
• Product Categories: Amines;C11 to C38;Nitrogen Compounds;Building Blocks;C17 to C40+;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 20588-62-9.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 130-135 °C0.6 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.126g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: n20/D 1.6550(lit.)
• CAS DataBase Reference: 3-METHOXYTRIPHENYLAMINE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXYTRIPHENYLAMINE 97(20588-62-9)
• EPA Substance Registry System: 3-METHOXYTRIPHENYLAMINE 97(20588-62-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 20588-62-9(Hazardous Substances Data)

Usage

Description

3-Methoxy triphenylamine 97 is an organic compound with the chemical formula C19H17NO and a molecular weight of 277.35 g/mol. It is a derivative of triphenylamine, which is a versatile building block in organic synthesis and has a methoxy group attached to the 3-position of the triphenylamine core. 3-METHOXYTRIPHENYLAMINE 97 is characterized by its aromatic structure, which contributes to its unique chemical and physical properties.

Uses

Used in Organic Synthesis:
3-Methoxy triphenylamine 97 is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and dyes. Its aromatic structure and methoxy group make it a valuable building block for the development of new molecules with potential applications in various industries.
Used in the Synthesis of Schiff Base Molecules:
3-Methoxy triphenylamine 97 is used as a starting material in the synthesis of Schiff base molecules. Schiff bases are a class of compounds formed by the condensation of amines with aldehydes or ketones, and they exhibit a wide range of biological and chemical properties.
Used as Fluorescence and Colorimetric Chemosensors:
3-Methoxy triphenylamine 97-based Schiff base molecules can be used as fluorescence and colorimetric chemosensors to selectively detect zinc(II) and cadmium(II) ions in acetonitrile/aqueous solutions. These chemosensors have potential applications in environmental monitoring, industrial processes, and medical diagnostics, as they can provide sensitive and selective detection of metal ions, which are often toxic and can have detrimental effects on human health and the environment.

InChI:InChI=1/C19H17NO/c1-21-19-14-8-13-18(15-19)20(16-9-4-2-5-10-16)17-11-6-3-7-12-17/h2-15H,1H3

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 122-39-4 diphenylamine 
• 766-85-8 3-methoxy-1-iodobenzene 
• 591-50-4 iodobenzene 
• 536-90-3 m-Anisidine 
• 2845-89-8 1-chloro-3-methoxy-benzene 
• 12775-96-1 copper 
• 108-86-1 bromobenzene 
• 90-04-0 2-methoxy-phenylamine 
• 2398-37-0 3-methoxyphenyl bromide 
• 101-16-6 3-methoxy-N-phenylaniline 

Downstream Products

• 107396-23-6 N-(3-hydroxyphenyl)-diphenylamine 
• 732289-95-1 4-(diphenylamino)-2-hydroxybenzaldehyde 
• 896449-55-1 6-(diphenylamino)benzofuran-2-carbaldehyde 
• 896449-54-0 (5-diphenylamino-2-formyl-phenoxy)-acetic acid ethyl ester 
• 1396781-83-1 C₂₇H₁₈N₄O₂ 
• 1396781-85-3 C₂₈H₁₈N₂O₃ 
• 1312889-76-1 7-(diphenylamino)-4-hydroxy-2H-chromen-2-one 
• 1016163-83-9 3-(N,N-diphenylamino)phenyl acetate 
• 1025900-62-2 3-(9-bromononyloxy)-4-{4-[(E)-2-(pyridin-4-yl)vinyl]phenyl}-N,N-bis-{4-[(E)-2-(pyridin-4-yl)vinyl]phenyl}aniline 
• 1016163-85-1 2-iodo-5-(N,N-bis-(4-iodophenyl)amino)phenyl acetate 
• 1025900-63-3 3-hydroxy-4-{4-[(E)-2-(pyridin-4-yl)vinyl]phenyl}-N,N-bis-{4-[(E)-2-(pyridin-4-yl)vinyl]-phenyl}aniline 
• 204066-08-0 9-(3-methoxyphenyl)-9H-carbazole 
• 1357929-88-4 2-methoxy-9-phenyl-9H-carbazole 

Relevant articles and documents

Biaryl Phosphine Based Pd(II) Amido Complexes: The Effect of Ligand Structure on Reductive Elimination

Kinetic studies conducted under both catalytic and stoichiometric conditions were employed to investigate the reductive elimination of RuPhos (2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl) based palladium amido complexes. These complexes were found to be the resting state in Pd-catalyzed cross-coupling reactions for a range of aryl halides and diarylamines. Hammett plots demonstrated that Pd(II) amido complexes derived from electron-deficient aryl halides or electron-rich diarylamines undergo faster rates of reductive elimination. A Hammett study employing SPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) and analogues of SPhos demonstrated that electron donation of the lower aryl group is key to the stability of the amido complex with respect to reductive elimination. The rate of reductive elimination of an amido complex based on a BrettPhos-RuPhos hybrid ligand (2-(dicyclohexylphosphino)-3,6-dimethoxy-2′,6′-diisopropoxybiphenyl) demonstrated that the presence of the 3-methoxy substituent on the "upper" ring of the ligand slows the rate of reductive elimination. These studies indicate that reductive elimination occurs readily for more nucleophilic amines such as N-alkyl anilines, N,N-dialkyl amines, and primary aliphatic amines using this class of ligands.

Metal-organic frameworks derived CuONPs@C nanocatalysts for synthesizing optoelectronic triarylamine molecules

Carbon encapsulated copper oxide nanoparticles (CuONPs@C) fabricated using copper metal organic frameworks (Cu-MOFs) used as reusable nanocatalysts in Ullmann C[sbnd]N coupling reactions for synthesizing optoelectronic triphenylamine (TPA) and carbazole (CBZ) derivatives. The formation of CuONPs in carbon matrix was confirmed by powder X-ray diffraction (PXRD), X-ray photoelectron spectroscopy (XPS) and high-resolution transmission electron microscopy (HR-TEM). The catalytic activity of CuONPs@C was performed with diphenylamine/carbazole with substituted aryl halides in presence of mild K2CO3 base that produced triarylamines with 63–83% yields. Carbazole triarylamines exhibited strong solid state fluorescence (Φf = 14.54–36.32%) with λmax between 370 and 420 nm.

Facile construction of boranil complexes with aggregation-induced emission characteristics and their specific lipid droplet imaging applications

A rational strategy was reported to construct boranil complexes (DPFB derivatives) with unique aggregation-induced emission effects by installing phenyl rings in the anil ligand as the intramolecular rotors. In view of the good biocompatibility and suitab