5877-56-5

Basic information

• Product Name: 2-methoxy-N-[(E)-phenylmethylidene]aniline
• CAS NO: 5877-56-5
• Molecular Formula: C₁₄H₁₃NO
• Molecular Weight: 211.2591
• Mol File: 5877-56-5.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 374.4°C at 760 mmHg
• Flash Point: 146.2°C
• Density: 0.99g/cm³
• Vapor Pressure: 1.8E-05mmHg at 25°C
• Refractive Index: 1.539
• CAS DataBase Reference: 2-methoxy-N-[(E)-phenylmethylidene]aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxy-N-[(E)-phenylmethylidene]aniline(5877-56-5)
• EPA Substance Registry System: 2-methoxy-N-[(E)-phenylmethylidene]aniline(5877-56-5)

Safety Data

• Hazardous Substances Data: 5877-56-5(Hazardous Substances Data)

Upstream product

• 90-04-0 2-methoxy-phenylamine 
• 100-52-7 benzaldehyde 
• 110788-32-4 N-(o-methoxyphenyl)-As,As,As-triphenylarsine imide 
• 62-53-3 aniline 
• 135-02-4 ortho-anisaldehyde 
• 50798-94-2 N-benzyl-2-methoxyaniline 
• 100-51-6 benzyl alcohol 
• 91-23-6 2-Nitroanisole 
• 93-58-3 benzoic acid methyl ester 
• 100-46-9 benzylamine 

Downstream Products

• 93-50-5 4-chloro-o-anisidine 
• 140-10-3 (E)-3-phenylacrylic acid 
• 73850-56-3 meso-N,N'-bis-(2-methoxy-phenyl)-bibenzyl-α,α'-diyldiamine 
• 73850-56-3 N,N'-bis(2-methoxyphenyl)-1,2-diphenyl-1,2-ethanediamine 
• 86412-57-9 N-(4-chloro-2-methoxyphenyl)acetamide 
• 116028-90-1 1-(2-methoxy-phenyl)-3,3,4-triphenyl-azetidin-2-one 
• 1697-15-0 3-(2-methoxy-phenyl)-2-phenyl-2,3-dihydro-benzo[e][1,3]oxazin-4-one 
• 107931-54-4 8-methoxy-2,4-diphenylquinoline 
• 87797-62-4 5-methoxy-2,4-diphenylquinoline 
• 60917-04-6 N-(α-Acetylbenzyliden)-o-methoxyacetanilid 
• 120343-12-6 N-Benzyl-N-(2-methoxy-phenyl)-acetamide 
• 76553-51-0 (2-Methoxy-phenyl)-[1-phenyl-meth-(E)-ylidene]-amine; compound with trichloro-acetic acid 
• 223660-69-3 methyl 3-(2-methoxyphenyl)amino-3-phenylpropionate 

Relevant articles and documents

Metal-free regioselective C-H amination for the synthesis of pyrazole-containing 2H-indazoles

A general and practical regioselective approach for the C-H amination of 2H-indazoles under transition-metal-free conditions was developed. A series of substrates were tested showing eminent functional group tolerance and affording the C-N functionalization products in good to excellent yields. Mechanism studies revealed that a radical process was involved in this transformation.

Highly efficient and selective one-pot tandem imine synthesis via amine-alcohol cross-coupling reaction catalysed by chromium-based MIL-101 supported Au nanoparticles

One-pot tandem synthesis of imines from alcohols and amines is regarded as an effective, economic and green approach under mild conditions. In this work, Au nanoparticles (NPs) dispersed on MIL-101 (Au/MIL-101) were demonstrated as highly active and selective bifunctional heterogeneous catalyst for production of various imine derivatives with excellent yields, via amine-alcohol cross-coupling reaction at 343 K in an open flask under an Ar atmosphere. Various physicochemical techniques, including inductively coupled plasma optical emission spectroscopy (ICP-OES), powder X-ray diffraction (P-XRD), X-ray photoelectron spectroscopy (XPS) transmission electron microscopy (TEM) and N2 adsorption-desorption, were used to characterize of the Au/MIL-101 catalyst. The obtained bifunctional catalyst is highly active and selective towards one-pot imine formation and exhibited the highest TOF (30.15-51.47 h?1) among all the ever-reported MOF-supported Au catalysts. The reaction mechanism of the imine formation from alcohol and amine over Au/MIL-101 catalyst was proposed. Mechanism experiment results demonstrate that Au NPs highly effective in activating oxidation of benzyl alcohol to benzaldehyde while the Lewis acid sites on MIL-101 catalyzed the second condensation step without interfering with the oxidation step. As a result, the excellent catalytic performance of Au/MIL-101 can be ascribed to the synergistic effect between Au NPs with Lewis acid sites in MIL-101.

Retraction: Harnessing Thiol as a Benzyl Reagent for Photocatalytic Reductive Benzylation of Imines (Organic Letters DOI: 10.1021/2Facs.orglett.0c00065)

The authors retract this article after finding in subsequent studies that the quality of the purchased catalysts has a notable impact on the reproducibility of the results. Accordingly, the authors note that additional work is necessary to understand the