79499-34-6

Basic information

• Product Name: 2-(4-methylbenzyl)-1H-pyrrole
• CAS NO: 79499-34-6
• Molecular Formula: C₁₂H₁₃N
• Molecular Weight: 171.2383
• Mol File: 79499-34-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 299°C at 760 mmHg
• Flash Point: 123.1°C
• Density: 1.047g/cm³
• Vapor Pressure: 0.00217mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: 2-(4-methylbenzyl)-1H-pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methylbenzyl)-1H-pyrrole(79499-34-6)
• EPA Substance Registry System: 2-(4-methylbenzyl)-1H-pyrrole(79499-34-6)

Safety Data

• Hazardous Substances Data: 79499-34-6(Hazardous Substances Data)

Usage

General Description

2-(4-methylbenzyl)-1H-pyrrole is a chemical compound with the molecular formula C13H13N. It is a pyrrole derivative that contains a 2-(4-methylbenzyl) substituent on the nitrogen atom. 2-(4-methylbenzyl)-1H-pyrrole is commonly used in organic synthesis and medicinal chemistry research. It has a characteristic odor and is a colorless to pale yellow liquid at room temperature. 2-(4-methylbenzyl)-1H-pyrrole has been studied for its potential use in pharmaceuticals, as well as for its biological and pharmacological activities. Additionally, it has been used as a building block in the synthesis of other complex organic molecules.

Upstream product

• 109-97-7 pyrrole 
• 104-81-4 4-Methylbenzyl bromide 
• 55895-62-0 2-(4-methylbenzoyl)pyrrole 
• 1003-29-8 2-pyrrole aldehyde 
• 106-38-7 para-bromotoluene 

Downstream Products

• 82892-46-4 2β-(p-methylbenzyl)-3,4β-oxidopyrrolidine 
• 82892-50-0 3β-acetoxy-4α-hydroxy-2β-(p-methylbenzyl)pyrrolidine 
• 82892-39-5 N-((benzyloxy)carbonyl)-2-(p-methylbenzyl)-3-pyrroline 
• 82892-44-2 N-((benzyloxy)carbonyl)-2β-(p-methylbenzyl)-3,4β-oxidopyrrolidine 
• 82892-42-0 N-((benzyloxy)carbonyl)-4β-hydroxy-3α-iodo-2β-(p-methylbenzyl)pyrrolidine 
• 82892-48-6 (2R,3S,4S)-3,4-Dihydroxy-2-(4-methyl-benzyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 82892-36-2 2-(p-methylbenzyl)-3-pyrroline 

Relevant articles and documents

Extended Multicomponent Reactions with Indole Aldehydes: Access to Unprecedented Polyheterocyclic Scaffolds, Ligands of the Aryl Hydrocarbon Receptor

The participation of reactants undergoing a polarity inversion along a multicomponent reaction allows the continuation of the transformation with productive domino processes. Thus, indole aldehydes in Groebke–Blackburn–Bienaymé reactions lead to an initial adduct which spontaneously triggers a series of events leading to the discovery of novel reaction pathways together with direct access to a variety of linked, fused, and bridged polyheterocyclic scaffolds. Indole 3- and 4-carbaldehydes with suitable isocyanides and aminoazines afford fused adducts through oxidative Pictet–Spengler processes, whereas indole 2-carbaldehyde yields linked indolocarbazoles under mild conditions, and a bridged macrocycle at high temperature. These novel structures are potent activators of the human aryl hydrocarbon receptor signaling pathway.

In Situ vinylpyrrole synthesis. Diels-alder reactions with maleimides to give tetrahydroindoles

(Chemical Equation Presented) A series of 108 tetrahydroindoles has been prepared by a one-pot synthesis from 2-alkylpyrroles, cyclic ketones, maleimides, and an acid catalyst. A 5-vinylpyrrole is formed by an acid-catalyzed condensation of a 2-alkyl-substituted pyrrole with a ketone, which is subsequently trapped in situ by a maleimide in a predominantly endo-addition Diels-Alder reaction. Isomerization of the double bond into the pyrrole ring gives a tetrahydroindole with predominant cis-fusion of the cycloalkane ring.

Tandem Alkylation-Reduction of 2-Acylpyrroles. Convenient One-Pot Syntheses of 2-Benzylpyrroles

Tandem alkylation-reduction of 2-acylpyrroles is described for the convenient one-pot syntheses of 2-benzylpyrroles.By this convenient procedure 2-(p-methoxybenzyl)pyrrole (2), 2-benzylpyrrole (3), 2-(p-methylbenzyl)pyrrole (4), 2-(o-methoxybenzyl)pyrrole