157869-15-3

Basic information

• Product Name: 2-((4-Methoxyphenyl)ethynyl)benzeneaMine
• Synonyms: 2-((4-Methoxyphenyl)ethynyl)benzeneaMine;BenzenaMine, 2-[(4-Methoxyphenyl)ethynyl]-;2-((4-Methoxyphenyl)ethynyl)aniline
• CAS NO: 157869-15-3
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.26982
• EINECS: -0
• Mol File: 157869-15-3.mol
• Article Data: 67

Chemical Properties

• Melting Point: 99-102 °C
• Boiling Point: 394.6±27.0 °C(Predicted)
• Appearance: /
• Density: 1.16±0.1 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 2.79±0.10(Predicted)
• CAS DataBase Reference: 2-((4-Methoxyphenyl)ethynyl)benzeneaMine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((4-Methoxyphenyl)ethynyl)benzeneaMine(157869-15-3)
• EPA Substance Registry System: 2-((4-Methoxyphenyl)ethynyl)benzeneaMine(157869-15-3)

Safety Data

• Hazardous Substances Data: 157869-15-3(Hazardous Substances Data)

Usage

General Description

2-((4-Methoxyphenyl)ethynyl)benzeneaMine, also known as 4-Methoxyphenylethynylaniline, is a chemical compound with the molecular formula C15H13NO. It is a benzene derivative that contains a methoxy group and an ethynyl group attached to a phenyl ring. 2-((4-Methoxyphenyl)ethynyl)benzeneaMine is commonly used in organic synthesis and as a building block in the pharmaceutical industry. It has been studied for its potential use in medicinal chemistry, particularly as a ligand for various biological targets. The chemical structure of 2-((4-Methoxyphenyl)ethynyl)benzeneaMine allows for the possibility of diverse chemical reactions and applications, making it a valuable compound in the field of organic chemistry.

Upstream product

• 615-43-0 2-iodophenylamine 
• 768-60-5 4-methoxyphenylacetylen 
• 52670-38-9 2-ethynylaniline 
• 696-62-8 para-iodoanisole 
• 615-36-1 2-bromoaniline 
• 149457-45-4 4-(2-bromophenylethynyl)anisole 
• 103529-16-4 2-[(trimethylsilyl)ethynyl]aniline 
• 623-12-1 4-chloromethoxybenzene 
• 3989-14-8 (4-methoxyphenylethynyl)trimethylsilane 
• 348-54-9 2-Fluoroaniline 
• 62-53-3 aniline 

Downstream Products

• 157869-07-3 4-bromo-3-(4-methoxyphenyl)cinnoline 
• 5784-95-2 2-(4-methoxyphenyl)-1H-indole 
• 55164-80-2 3-(4-methoxy-phenyl)quinolin-2(1H)-one 
• 170956-93-1 3-(4-methoxybenzyl)-1,3-dihydroindol-2-one 
• 7628-77-5 4-chloro-3-(4-methoxyphenyl)cinnoline 
• 1103523-13-2 C₂₃H₂₃NO₃ 
• 1096541-16-0 2-(4-methoxyphenyl)-N-phenyl-1H-indole-1-carboxamide 
• 1096541-31-9 N-(4-fluorophenyl)-2-(4-methoxyphenyl)-1H-indole-1-carboxamide 
• 1096541-42-2 N,2-bis(4-methoxyphenyl)-1H-indole-1-carboxamide 
• 1220451-84-2 C₂₁H₂₁NO₃ 
• 1201632-67-8 C₁₆H₁₄N₂O₂ 
• 201813-47-0 2,2,2-trifluoro-N-(2-((4-methoxyphenyl)ethynyl)phenyl)acetamide 
• 1236003-89-6 (Z)-4-(4-methoxybenzylidene)-N,N-dimethyl-4H-benzo[d][1,3]thiazin-2-amine 
• 1200688-10-3 N-(2-((4-methoxyphenyl)ethynyl)phenyl)formamide 

Relevant articles and documents

Copper-Catalyzed Aerobic Oxidative Cyclization of 2-Alkynylanilines with Nitrosoarenes: Synthesis of Organic Solid Mechanoluminescence Compounds of 4-Oxo-4 H-cinnolin-2-ium-1-ide

An efficient Cu(I)/DMAP/air system for the one-pot synthesis of 4-oxo-4H-cinnolin-2-ium-1-ides, which are often difficult to prepare by traditional routes from substituted 2-alkynylanilines and nitrosoarenes, was developed. These 4-oxo-4H-cinnolin-2-ium-1-ides have practical applications as mechanoluminescent materials. Preliminary mechanistic experiments were performed, and a plausible mechanism for this tandem process is proposed. The use of an inexpensive copper catalyst and molecular oxygen as the oxygen source and the oxidant make this an attractive green protocol with potential synthetic applications.

Photocatalyzed Intramolecular [2+2] Cycloaddition of N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides

N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides are converted into natural product inspired scaffolds via iridium photocatalyzed intramolecular [2+2] photocycloaddition. The protocol has a broad substrate scope, whilst operating under mild reaction conditions. Tethering four components forming a trisubstituted cyclobutane core builds rapidly high molecular complexity. Our approach allows the design and synthesis of a variety of tetrahydrocyclobuta[c]quinolin-3(1H)-ones, in yields ranging between 20–99 %, and with excellent regio- and diastereoselectivity. Moreover, it was demonstrated that the intramolecular [2+2]-cycloaddition of 1,7-enynes—after fragmentation of the cyclobutane ring—leads to enyne-metathesis-like products.

An expedient route to tricyanovinylindoles and indolylmaleimides fromo-alkynylanilines utilising DMSO as a one-carbon synthon

A Pd(ii)/Cu(ii) catalysed domino synthesis of tricyanovinylindoles has been achieved using DMSO as a one-carbon synthon. The reaction proceedsviathe construction of 2-aryl-3-formyl indole followed by sequential addition of malononitrile and a CN resulting