622-18-4

Basic information

• Product Name: N-(2-phenoxyethyl)aniline
• Synonyms: Benzenamine, N- (2-phenoxyethyl)-; N-(2-Phenoxyethyl)aniline
• CAS NO: 622-18-4
• Molecular Formula: C₁₄H₁₅NO
• Molecular Weight: 213.275
• Mol File: 622-18-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 375.7°C at 760 mmHg
• Flash Point: 150.9°C
• Density: 1.1g/cm³
• Vapor Pressure: 7.63E-06mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: N-(2-phenoxyethyl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-phenoxyethyl)aniline(622-18-4)
• EPA Substance Registry System: N-(2-phenoxyethyl)aniline(622-18-4)

Safety Data

• Hazardous Substances Data: 622-18-4(Hazardous Substances Data)

Usage

General Description

N-(2-phenoxyethyl)aniline, also known as 2-Phenoxyethylaniline, is an organic chemical compound with the molecular formula C14H15NO. It is a pale yellow to brown liquid with a faint odor, and it is commonly used as an intermediate in the production of dyes, pigments, and pharmaceuticals. This chemical is a key component in the synthesis of various heterocyclic compounds and is also used as a corrosion inhibitor. However, exposure to N-(2-phenoxyethyl)aniline should be minimized as it is considered to be a potential irritant to the eyes, skin, and respiratory system. Additionally, it may have toxic effects if ingested or inhaled and should be handled with care in a controlled laboratory setting.

Upstream product

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

Relevant articles and documents

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.

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 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