5784-95-2

Basic information

• Product Name: 2-(4-methoxyphenyl)-1H-indole
• Synonyms: 1H-Indole, 2-(4-Methoxyphenyl)-;2-(4-Methoxyphenyl)indole
• CAS NO: 5784-95-2
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.28
• Mol File: 5784-95-2.mol
• Article Data: 128

Chemical Properties

• Melting Point: 229.0 to 233.0 °C
• Boiling Point: 425.1°Cat760mmHg
• Flash Point: 153.4°C
• Appearance: /
• Density: 1.167g/cm³
• Vapor Pressure: 4.88E-07mmHg at 25°C
• Refractive Index: 1.65
• CAS DataBase Reference: 2-(4-methoxyphenyl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-1H-indole(5784-95-2)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-1H-indole(5784-95-2)

Safety Data

• Hazardous Substances Data: 5784-95-2(Hazardous Substances Data)

Usage

General Description

2-(4-methoxyphenyl)-1H-indole, also known as 4-MeO-PI, is a chemical compound that belongs to the indole class of organic compounds. It is a derivative of indole with a 4-methoxyphenyl group attached to the second carbon atom. 4-MeO-PI is a psychoactive substance that has been found to act as a potent agonist at the 5-HT2A receptor, which is a target for many hallucinogenic drugs. It has been researched for its potential use as a novel psychoactive substance and for its possible therapeutic applications. However, its use and sale may be restricted in some jurisdictions due to its hallucinogenic properties and potential for abuse.

InChI:InChI=1/C15H13NO/c1-17-13-8-6-11(7-9-13)15-10-12-4-2-3-5-14(12)16-15/h2-10,16H,1H3

Upstream product

• 40643-14-9 2-(4'-hydroxy-phenyl)-indole 
• 33630-06-7 N-(4-methoxybenzylidene)-2-methylbenzenamine 
• 6832-17-3 2-diazo-1-(4-methoxyphenyl)ethanone 
• 62-53-3 aniline 
• 24310-46-1 4-methoxyacetophenone phenylhydrazone 
• 13884-13-4 indole-1-carboxylic acid 
• 696-62-8 para-iodoanisole 
• 80556-73-6 bromure d'o-(methoxy-4 benzoylamino)benzyltriphenylphosphonium 
• 157869-15-3 2-((4-methoxyphenyl)ethynyl)aniline 
• 100-63-0 phenylhydrazine 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 1190709-03-5 C₂₁H₁₇NO₃S 
• 1201632-67-8 C₁₆H₁₄N₂O₂ 
• 1224876-11-2 C₂₂H₁₈INO 

Downstream Products

• 1298069-16-5 2-(4-methoxyphenyl)-3-((triisopropylsilyl)ethynyl)-1H-indole 
• 1364953-02-5 N-(5,5-difluoro-3-methoxyindolo[2,1-a]isoquinolin-6(5H)-ylidene)-4-methoxyaniline 
• 1364952-30-6 N-(2-bromo-2,2-difluoro-1-(2-(4-methoxyphenyl)-1H-indol-1-yl)ethylidene)-4-methoxyaniline 
• 920514-61-0 {[2-(4-methoxyphenyl)-1H-indol-3-yl]methylene}malononitrile 
• 1519005-43-6 (2E)-3-[2-(4-methoxyphenyl)-1H-indol-3-yl]-2-(phenylsulfonyl)acrylonitrile 
• 1519005-62-9 C₁₈H₁₉N₂O⁽¹⁺⁾*Cl^(1-) 
• 1152-07-4 2-(4-methoxyphenyl)-3H-quinazolin-4-one 

Relevant articles and documents

Application of polymer-bound phosphonium salts as traceless supports for solid phase synthesis

The utility of the phosphonium group as a traceless linker for the solid phase synthesis of small organic molecules is demonstrated by the elaboration of polymer-bound phosphonium salts and their subsequent cleavage to alkyl, alkenyl and heteroaryl produc

Iminyl-radicals by electrochemical decarboxylation of α-imino-oxy acids: construction of indole-fused polycyclics

Iminyl radicals are reactive intermediates that can be used for the construction of various valuable heterocycles. Herein, the electrochemical decarboxylation of α-imino-oxy acids for the generation of iminyl radicals has been accomplished under exogenous-oxidant- and metal-free conditions through the use ofnBu4NBr as a mediator. The resulting iminyl radicals undergo intramolecular cyclization smoothly with the adjacent (hetero)arenes to afford a series of indole-fused polycyclic compounds.

B(C6F5)3-Catalyzed Electron Donor-Acceptor Complex-Mediated Aerobic Sulfenylation of Indoles under Visible-Light Conditions

An efficient B(C6F5)3-catalyzed aerobic oxidative C-S cross-coupling reaction of thiophenol with indoles was developed, affording a wide range of diaryl sulfides in good yields. An electron donor-acceptor complex between B(C6F5)3 and indoles was formed, facilitating the photoinduced single-electron transfer (SET) from indole substrates to the B(C6F5)3 catalyst. This protocol demonstrates a new reaction model using B(C6F5)3 as a single-electron oxidant.