45821-44-1

Basic information

• Product Name: Benzenemethanimine, 4-methoxy-
• CAS NO: 45821-44-1
• Molecular Formula: C8H9NO
• Molecular Weight: 135.166
• Mol File: 45821-44-1.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: Benzenemethanimine, 4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanimine, 4-methoxy-(45821-44-1)
• EPA Substance Registry System: Benzenemethanimine, 4-methoxy-(45821-44-1)

Safety Data

• Hazardous Substances Data: 45821-44-1(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 874-90-8 4-methoxybenzonitrile 
• 2393-23-9 4-methoxy-benzylamine 
• 51872-03-8 1-(6-methoxynaphthalen-2-yl)ethylamine hydrochloride 

Downstream Products

• 6957-21-7 N-(4-methoxybenzyl)pyrimidin-2-amine 
• 58520-03-9 (1R,2R)-1,2-bis(4-methoxyphenyl)ethane-1,2-diamine 
• 2393-23-9 4-methoxy-benzylamine 
• 130517-94-1 (E)-N-benzyl-1-(4-methoxyphenyl)methanimine 
• 4450-64-0 N₁-phenyl-4-methoxy-1-benzenecarboximidamide 
• 62-53-3 aniline 
• 1204833-32-8 5-(p-methoxyphenyl)-7,8,13,14-tetrahydrodibenzo[a,i]phenanthridine 
• 2362-64-3 p-methoxythiobenzamide 
• 131806-52-5 C₁₅H₂₁NO₃ 

Relevant articles and documents

Synergistic Nanostructured MnOx/TiO2 Catalyst for Highly Selective Synthesis of Aromatic Imines

This work reports the development of a synergistic nanostructured MnOx/TiO2 catalyst, with highly dispersed MnOx nanoparticles (4.5±1 nm) on shape-controlled TiO2 nanotubes (8–11 nm width and 120–280 nm length), for selective synthesis of valuable aromatic imines at industrially important conditions. Pristine TiO2 nanotubes exhibited 97 % imine selectivity at a 38.3 % benzylamine conversion, whereas very low imine selectivity was obtained over commercial TiO2 materials, indicating the catalytic significance of shape-controlled TiO2 nanotubes. The MnOx nanoparticle/TiO2 nanotube (10 wt% Mn) catalyst calcined at 400 °C showed the best activity with 95.6 % benzylamine conversion and 99.9 % imine selectivity. This catalyst exhibited good recyclability for four times and is effective for converting numerous benzylamines into higher yields of imines. The high catalytic performance of MnOx/TiO2 nanotubes was attributed to higher number of redox sites (Mn3+), high dispersion of Mn species, and shape-controlled structure of TiO2, indicating that this catalyst could be a promising candidate for selective oxidation reactions.

Methyl-triflate-mediated dearylmethylation of: N -(arylmethyl)carboxamides via the retro-Mannich reaction induced by electrophilic dearomatization/rearomatization in an aqueous medium at room temperature

We have developed a protocol for the dearylmethylation of N-(arylmethyl)carboxamides under metal-free conditions in an aqueous medium at room temperature. This protocol involves methyl triflate-mediated successive C-C and C-N bond cleavages (retro-Mannich reaction) induced by electrophilic dearomatization/rearomatization. The dearomatization/rearomatization strategy can be expected to inspire the development of novel transformations based on the C-C bond cleavage in an environmentally benign manner.

Cobalt-Catalyzed and Lewis Acid-Assisted Nitrile Hydrogenation to Primary Amines: A Combined Effort

The selective hydrogenation of nitriles to primary amines using a bench-stable cobalt precatalyst under 4 atm of H2 is reported herein. The catalyst precursor was reduced in situ using NaHBEt3, and the resulting Lewis acid formed, BEt3, was found to be integral to the observed catalysis. Mechanistic insights gleaned from para-hydrogen induced polarization (PHIP) transfer NMR studies revealed that the pairwise hydrogenation of nitriles proceeded through a Co(I/III) redox process.