622-18-4

Usage

Uses

Used in Chemical Industry:
N-(2-phenoxyethyl)aniline is used as an intermediate for the production of dyes, pigments, and pharmaceuticals due to its ability to be a key component in the synthesis of various heterocyclic compounds.
Used in Corrosion Inhibition:
N-(2-phenoxyethyl)aniline is used as a corrosion inhibitor to protect materials from corrosion, extending their lifespan and improving their performance.

Upstream product

• 28899-97-0 triphenylbismuth(V) diacetate 
• 141-43-5 ethanolamine 
• 589-10-6 phenoxyethyl bromide 
• 62-53-3 aniline 
• 108-86-1 bromobenzene 
• 1758-46-9 2-phenoxyethanamine 
• 122-59-8 2-phenoxyacetic acid 
• 93-98-1 N-phenyl benzoyl amide 
• 66003-78-9 triphenylsulfonium trifluoromethanesulfonate 
• 621-06-7 2,N-diphenylacetamide 
• 108-95-2 phenol 
• 37137-00-1 1-iodo-2-phenoxy-ethane 
• 622-86-6 2-chloroethoxybenzene 
• 43224-81-3 2-phenoxyethanol tosylate 

Relevant academic research and scientific papers

Base-Mediated O-Arylation of Alcohols and Phenols by Triarylsulfonium Triflates

A mild and efficient protocol for O-arylation of alcohols and phenols (ROH) by triarylsulfonium triflates was developed under transition-metal-free conditions. Various alcohols, including primary, secondary and tertiary, and phenols bearing either electron-donating or electron-withdrawing groups on the aryl rings were smoothly converted to form the corresponding aromatic ethers in moderate to excellent yields. The reactions were conducted at 50 or 80 °C for 24 h in the presence of a certain base and showed good functional group tolerance. The base-mediated arylation with asymmetric triarylsulfonium salts could selectively transfer the aryl groups of sulfoniums to ROH, depending on their inherent electronic nature. The mechanistic studies revealed that the reaction might proceed through the nucleophilic attack of the in situ formed alkoxy or phenoxy anions at the aromatic carbon atoms of the C?S bonds of triarylsulfonium cations to furnish the target products.

Catalytic N-Alkylation of Amines Using Carboxylic Acids and Molecular Hydrogen

A convenient, practical and green N-alkylation of amines has been accomplished by applying readily available carboxylic acids in the presence of molecular hydrogen. Applying an in situ formed ruthenium/triphos complex and an organic acid as cocatalyst, a broad range of alkylated secondary and tertiary amines are obtained in good to excellent yields. This novel method is also successfully applied for the synthesis of unsymmetrically substituted N-methyl/alkyl anilines through a direct three-component coupling reaction of the corresponding amines, carboxylic acids, and CO2 as a C1 source.

Direct catalytic N-alkylation of amines with carboxylic acids

A straightforward process for the N-alkylation of amines has been developed applying readily available carboxylic acids and silanes as the hydride source. Complementary to known reductive aminations, effective C-N bond construction proceeds under mild conditions and allows obtaining a broad range of alkylated secondary and tertiary amines, including fluoroalkyl-substituted anilines as well as the bioactive compound Cinacalcet HCl.

A fully integrated high-throughput screening methodology for the discovery of new polyolefin catalysts: Discovery of a new class of high temperature single-site group (IV) copolymerization catalysts

For the first time, new catalysts for olefin polymerization have been discovered through the application of fully integrated high-throughput primary and secondary screening techniques supported by rapid polymer characterization methods. Microscale 1-octene primary screening polymerization experiments combining arrays of ligands with reactive metal complexes M(CH2Ph)4 (M = Zr, Hf) and multiple activation conditions represent a new high-throughput technique for discovering novel group (IV) polymerization catalysts. The primary screening methods described here have been validated using a commercially relevant polyolefin catalyst, and implemented rapidly to discover the new amide-ether based hafnium catalyst [η2- (N,O)-(2-MeO-C6H4) (2,4,6-Me3C6H2)N]Hf (CH2Ph)3 (1), which is capable of polymerizing 1-octene to high conversion. The molecular structure of 1 has been determined by X-ray diffraction. Larger scale secondary screening experiments performed on a focused 96-member amine-ether library demonstrated the versatile high temperature ethylene-1-octene copolymerization capabilities of this catalyst class, and led to significant performance improvements over the initial primary screening discovery. Conventional one gallon batch reactor copolymerizations performed using selected amide-ether hafnium compounds confirmed the performance features of this new catalyst class, serving to fully validate the experimental results from the high-throughput approaches described herein.

A simple method for N-phenoxyethylation of anilines

We wanted to search for new reaction conditions to prepare the title compounds, to be checked later in novel syntheses of heterocyclic compounds. To the best of our knowledge, there was no report in the literature of any well-established method for the pr

Substituted N-phenoxyethylanilines: preparation and acid-base properties evaluation by fluorescence spectrometry

Representative substituted N-phenoxyethylanilines were prepared starting on 1-bromo- or 1-iodo-2-phenoxyethanes and anilines in DMSO as the solvent, in mild reaction conditions. The acid dissociation constants of the N-aryl N-(2-aryloxyethyl) ammonium ion

The Catalytic Effect of Copper Ions in the Phenylation Reaction of David and Thieffry

Several types of bifunctional molecules are smoothly phenylated by triphenylbismuth diacetate in a reaction which has an induction period, a curious solvent dependence, and the need for illumination; however, the addition of a small amount of Cu(OAc)2 removes all these limitations and accelerates greatly the reaction.