5650-10-2

Basic information

• Product Name: N-PHENYL-4-METHYLETHYLANILINE
• Synonyms: N-PHENYL-4-METHYLETHYLANILINE;4-(1-Methylethyl)-N-phenylbenzenamine;N-(4-Isopropylphenyl)aniline;N-Phenyl-4-isopropylaniline;N-Phenylcumidine;BenzenaMine, 4-(1-Methylethyl)-N-phenyl
• CAS NO: 5650-10-2
• Molecular Formula: C₁₅H₁₇N
• Molecular Weight: 211.3
• EINECS: 227-089-0
• Mol File: 5650-10-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 327°Cat760mmHg
• Flash Point: 156.4°C
• Appearance: /
• Density: 1.027g/cm³
• Vapor Pressure: 6.04E-28mmHg at 25°C
• Refractive Index: 1.753
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-PHENYL-4-METHYLETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-PHENYL-4-METHYLETHYLANILINE(5650-10-2)
• EPA Substance Registry System: N-PHENYL-4-METHYLETHYLANILINE(5650-10-2)

Safety Data

• Hazardous Substances Data: 5650-10-2(Hazardous Substances Data)

Usage

General Description

N-Phenyl-4-methylethylaniline is a chemical compound that is an aromatic amine and a derivative of aniline. It is utilized in the production of dyes and pigments, particularly in the manufacture of dispersed dyes. This chemical is also used in the synthesis of pharmaceuticals and as a reagent in organic chemical reactions. N-Phenyl-4-methylethylaniline is considered to be a hazardous substance, and precautionary measures should be taken when handling it, as it can cause skin and eye irritation and may be harmful if inhaled or ingested. Overall, this compound has multiple industrial applications and is an important building block in the chemical and pharmaceutical industries.

InChI:InChI=1/C32H20BrNO5/c33-21-14-10-20(11-15-21)27-25-26(32(39-27)28(35)23-8-4-5-9-24(23)29(32)36)31(38)34(30(25)37)22-16-12-19(13-17-22)18-6-2-1-3-7-18/h1-17,25-27H

Upstream product

• 62-53-3 aniline 
• 67-64-1 acetone 
• 98-82-8 Isopropylbenzene 
• 622-37-7 Phenyl azide 
• 7647-01-0 hydrogenchloride 
• 80-05-7 BPA 
• 122-39-4 diphenylamine 
• 108-86-1 bromobenzene 
• 99-88-7 4-Isopropylaniline 
• 142-04-1 aniline hydrochloride 
• 2479-47-2 4,4'-(1-methyl-ethane-1,1-diyl)-bis-aniline 
• 1817-47-6 4-nitrocumene 
• 98-80-6 phenylboronic acid 
• 100-63-0 phenylhydrazine 

Downstream Products

• 4972-13-8 4-benzoyloxy-1-hydroxy-2,2,6,6-tetramethylpiperidine 

Relevant articles and documents

Electrochemical Reductive Arylation of Nitroarenes with Arylboronic Acids

The synthesis of diarylamine is extremely important in organic chemistry. Herein, a novel electrochemical reductive arylation of nitroarenes with arylboronic acids was developed. A variety of diarylamines were synthesized without the need for transition-metal catalysts. The reaction could be scaled up efficiently in a flow cell and several derivatization reactions were carried out smoothly. Cyclic voltammetry experiments and mechanism studies showed that acetonitrile, formic acid, and triethyl phosphite all played a role in promoting this reductive arylation transformation.

O-iodoxybenzoic acid mediated N-arylation of aromatic amines by using arylhydrazines as the arylating counterpart

Through free-radical trapping experiments we have established, for the first time, the combination of arylhydrazines with o-iodoxybenzoic acid (IBX) for the generation of aryl free radicals. On the basis of this finding, a method was developed for the N-arylation of aromatic amines under mild conditions (base-free, -5 °C) by using arylhydrazines as the arylating counterpart and arylamines. The scope of this method was demonstrated by using a number of arylhydrazines and arylamines, which gave the N-arylated amines in good yields. Through free-radical trapping experiments, the present work describes the combination of arylhydrazines with o-iodoxybenzoic acid (IBX) for the generation aryl free radicals. This finding is exploited in the development of a mild method for the N-arylation of arylamines by using arylhydrazines as the arylating agents. The scope of this method is demonstrated through a number of examples. Copyright

Synthesis of diarylamines catalyzed by iron salts

A study was conducted to demonstrate the synthesis of diarylamines catalyzed by iron salts. The study evaluated the influence acetyl as an N-protecting group. The coupling of acetanilide and iodobenzene was selected as a model reaction, to optimize the reaction conditions. It was observed that a considerable amount of the N-deprotected compound was obtained along with the desired N-acetyl diarylamine. It was also observed that diphenylamine was isolated in a significant yield, by performing a basic hydrolysis with NaOMe after the iron-catalyzed arylation. A one-pot synthesis of diphenylamine was performed by adding NaOMe to the N-arylation reaction mixture, after the acetanilide was consumed completely. It was demonstrated that the strategy overcomes the synthetic limitations associated with poor reactivity of aromatic amines under iron catalysis and serves as an alternative approach for the preparation of diarylamines.