1749-08-2

Basic information

• Product Name: N-(4-METHOXYBENZYLIDENE)-4-METHOXYANILINE
• Synonyms: (E)-4-Methoxy-N-(4-Methoxybenzylidene)aniline;N-(4-Methoxybenzylidene)-4-methoxyaniline 97%;N-(p-Methoxybenzylidene)-p-anisidine;4-METHOXY-N-(4-METHOXYBENZYLIDENE)ANILINE;N-(4-METHOXYBENZYLIDENE)-4-METHOXYANILINE;N-(4-METHOXYBENZYLIDENE)-4-ANISIDINE;4-Methoxy-N-(4-methoxybenzylidene)aniline, N-(4-Methoxybenzylidene)-4-anisidine;(4-methoxybenzylidene)-(4-methoxyphenyl)amine
• CAS NO: 1749-08-2
• Molecular Formula: C₁₅H₁₅NO₂
• Molecular Weight: 241.29
• Mol File: 1749-08-2.mol
• Article Data: 137

Chemical Properties

• Melting Point: 146-150 °C(lit.)
• Boiling Point: 389.5°C at 760 mmHg
• Flash Point: 153.2°C
• Appearance: /
• Density: 1.03g/cm³
• Vapor Pressure: 6.38E-06mmHg at 25°C
• Refractive Index: 1.53
• PKA: 4.51±0.50(Predicted)
• CAS DataBase Reference: N-(4-METHOXYBENZYLIDENE)-4-METHOXYANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-METHOXYBENZYLIDENE)-4-METHOXYANILINE(1749-08-2)
• EPA Substance Registry System: N-(4-METHOXYBENZYLIDENE)-4-METHOXYANILINE(1749-08-2)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41-43
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 1749-08-2(Hazardous Substances Data)

Usage

General Description

N-(4-Methoxybenzylidene)-4-methoxyaniline is a chemical compound that consists of a benzene ring with a methoxy group and an aniline ring connected by a methylene bridge. It has a molecular formula of C15H15NO2 and a molecular weight of 241.29 g/mol. N-(4-METHOXYBENZYLIDENE)-4-METHOXYANILINE is commonly used in organic synthesis and as a building block for the preparation of various complex organic molecules. It is also used in the production of dyes, pigments, and pharmaceuticals. N-(4-Methoxybenzylidene)-4-methoxyaniline is known to possess a wide range of biological activities and is used in medicinal chemistry for the development of new drugs. However, it is important to handle this compound with proper safety precautions due to its potential health hazards.

InChI:InChI=1/C15H15NO2/c1-17-14-7-3-12(4-8-14)11-16-13-5-9-15(18-2)10-6-13/h3-11H,1-2H3/b16-11+

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 104-94-9 4-methoxy-aniline 
• 105-45-3 acetoacetic acid methyl ester 
• 105-13-5 4-Methoxybenzyl alcohol 
• 768-60-5 4-methoxyphenylacetylen 
• 100-17-4 para-methoxynitrobenzene 
• 100929-33-7 2-amino-2-(p-methoxyphemyl)ethanol 
• 3585-93-1 p-methoxydiphenylnitrone 
• 56644-00-9 (E)-N-cyclohexyl-1-(4-methoxyphenyl)methanimine 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 17061-62-0 N,N-bis(p-methoxybenzyl)amine 
• 637-69-4 4-Methoxystyrene 
• 65819-34-3 (E)-4-hydroxy-4'-methoxystilbene 
• 2101-87-3 p-methoxy-phenylazide 

Downstream Products

• 14429-14-2 N-(4-methoxybenzyl)-4-methoxyaniline 
• 66172-23-4 4,5-bis-(4-methoxy-phenyl)-2,6-bis-(2,2,2-trifluoro-1-trifluoromethyl-ethylidene)-[1,3,5]dithiazinane 
• 1834-75-9 4-methoxy-N-(1-(4-methoxyphenyl)-2-phenylethyl)aniline 
• 63384-90-7 2,3-bis-(4-methoxy-phenyl)-6-trichloromethyl-2,3-dihydro-[1,3,5]oxadiazin-4-one 
• 3380-73-2 1-(4-methoxyphenyl)-1,2,3,4-tetrahydro-1H-pyrido[3,4-b]indole 
• 179551-74-7 [Bromo-(4-methoxy-phenyl)-methyl]-(4-methoxy-phenyl)-amine 

Relevant articles and documents

Photoimmobilized Ni Clusters Boost Photodehydrogenative Coupling of Amines to Imines via Enhanced Hydrogen Evolution Kinetics

Imines are important precursors for pharmaceutical, agricultural, and synthetic chemistry. The state-of-art synthesis of imines via condensation of amines with aldehydes or ketones often uses homogeneous catalysts and dehydrating agents to promote the elimination of water, which requires huge manpower input for the late-stage purification process and is usually environmentally unfriendly. Photocatalytic synthesis of imines from amines oxidation via the release of hydrogen (H2) is of great promise due to the mild reaction characteristics; however, the efficiency of such a reaction lags due to the missing designed photocatalyst owing to the ambiguous reaction mechanism. Here, we demonstrate that by constructing in situ photoimmobilized Ni clusters on the CdS photocatalyst, the generation of imines is dramatically improved with the rapid release of molecular H2 under visible light illumination. Mechanistic investigation reveals that the adsorption of photogenerated hydrogen atoms during the dehydrogenation of amines is significantly weakened on Ni clusters, thus resulting in fast C-N coupling kinetics for the generation of imines. The photocatalyst presents stable performance with high efficiency. A remarkably apparent quantum efficiency (AQE) of ?44% is realized under 420 nm irradiation for the conversion of 4-methoxybenzylamine within six consecutive runs. Furthermore, a series of primary and secondary amines bearing different functional groups (i.e., heterocyclic, aliphatic, N-heterocycles) that are synthetically challenging by the condensation process can be selectively converted to the corresponding imines, featuring its application prospect.

Studies towards synthesis and Lewis acid catalysed functionalization of 3-(4′-substitutedphenylthio)-azetidin-2-ones

Abstract: Medicinal chemistry of heterocycles especially β-lactams have been an important discovery in today’s mankind. β-Lactam nucleus is structural feature and core of the biological activity of one of most successful classes of therapeutics to date ch

Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of Amines using a Hybrid Hydroquinone/Cobalt Catalyst as Electron Transfer Mediator

Herein we report the first FeII-catalyzed aerobic biomimetic oxidation of amines. This oxidation reaction involves several electron transfer steps and is inspired by biological oxidation in the respiratory chain. The electron transfer from the amine to molecular oxygen is aided by two coupled catalytic redox systems, which lower the energy barrier and improve the selectivity of the oxidation reaction. An iron hydrogen transfer complex was utilized as the substrate-selective dehydrogenation catalyst along with a bifunctional hydroquinone/cobalt Schiff base complex as a hybrid electron transfer mediator. Various primary and secondary amines were oxidized in air to their corresponding aldimines or ketimines in good to excellent yield.

Au(I) Catalyzed Synthesis of Densely Substituted Pyrazolines and Dihydropyridines via Sequential Aza-Enyne Metathesis/6π-Electrocyclization

A gold(I) autotandem catalysis protocol is reported for the de novo synthesis of densely substituted pyrazolines and dihydropyridines from the corresponding imine derivatives in a highly regioselective fashion via a one-pot aza-enyne metathesis/6π-electrocyclization sequence. The substituents on the nitrogen atom of the imine perfectly control the reaction pathways from the pivotal 1-azabutadiene intermediate; thus, carbazates were converted into pyrazolines via 6π-electrocyclization of α,β-unsaturated hydrazones, while aryl imines provided dihydropyridines via 6π-electrocyclization of 3-azahexatrienes.