3274-61-1

Basic information

• Product Name: 2,3,5-triphenyl-1H-pyrrole
• CAS NO: 3274-61-1
• Molecular Formula: C₂₂H₁₇N
• Molecular Weight: 295.3771
• Mol File: 3274-61-1.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 462.1°C at 760 mmHg
• Flash Point: 194.1°C
• Density: 1.12g/cm³
• Vapor Pressure: 2.81E-08mmHg at 25°C
• Refractive Index: 1.635
• CAS DataBase Reference: 2,3,5-triphenyl-1H-pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-triphenyl-1H-pyrrole(3274-61-1)
• EPA Substance Registry System: 2,3,5-triphenyl-1H-pyrrole(3274-61-1)

Safety Data

• Hazardous Substances Data: 3274-61-1(Hazardous Substances Data)

Usage

General Description

2,3,5-triphenyl-1H-pyrrole is a chemical compound with the molecular formula C20H15N. It is a heterocyclic aromatic compound that consists of a five-membered ring with three phenyl groups attached. 2,3,5-triphenyl-1H-pyrrole has been studied for its potential use in organic light-emitting diodes (OLEDs), as it has shown promise as an efficient blue emitter in these applications. Additionally, 2,3,5-triphenyl-1H-pyrrole has been investigated for its potential use in organic photovoltaics (OPVs) due to its strong absorption in the visible spectrum and good charge transport properties. 2,3,5-triphenyl-1H-pyrrole demonstrates potential for use in electronic and optoelectronic devices due to its unique chemical structure and properties.

Upstream product

• 95225-14-2 2,3,5-triphenyl-3,4-dihydro-2H-pyrrole-2-carbonitrile 
• 35359-08-1 tetraphenyl-2,4,6,7 oxazepine-1,3 
• 4441-01-4 1,2,4-triphenylbutane-1,4-dione 
• 631-61-8 ammonium acetate 
• 64-19-7 acetic acid 
• 96157-27-6 2-methoxy-2,3,5-triphenyl-2H-pyrrole-1-oxide 
• 98304-68-8 2,4,5-triphenyl-pyrrole-3-carboxylic acid 
• 83798-50-9 3-chloro-2,4,5-triphenyl-pyrrole 
• 100-42-5 styrene 
• 611-73-4 Benzoylformic acid 
• 13302-76-6 monothiodibenzoylmethane 
• 100-46-9 benzylamine 
• 102-96-5 (2-nitroethenyl)benzene 
• 16483-98-0 2,3-diphenyl-2H-azirine 

Downstream Products

• 3263-79-4 2,3,4,5-tetraphenyl-1H-pyrrole 
• 1148626-40-7 2,3,5-triphenyl-1-vinyl-1H-pyrrole 
• 1005515-93-4 N-(tert-butoxycarbonyl)-2,3,5-triphenylpyrrole 
• 55991-26-9 3-amino-2,3-diphenyl-acrylic acid methyl ester 
• 127394-92-7 1-methyl-3-nitro-2,4,5-triphenyl-pyrrole 
• 13219-94-8 3-amino-2,4,5-triphenyl-1H-pyrrole 
• 274690-23-2 2-phenyl-1H-phenanthro[9,10-b]pyrrole 
• 1666-86-0 2,4,6-triphenylpyrimidine 
• 55-21-0 benzamide 
• 30237-78-6 2,4,5-triphenyl-1,3-oxazin-6-one 
• 83798-56-5 3-Iodo-2,4,5-triphenyl-1H-pyrrole 
• 111029-14-2 3-nitro-2,4,5-triphenyl-pyrrole 
• 83798-50-9 3-chloro-2,4,5-triphenyl-pyrrole 
• 75096-68-3 2,3,5-Triphenyl-4-nitrosopyrrole 

Relevant articles and documents

Visible Light-Induced, Metal-Free Denitrative [3+2] Cycloaddition for Trisubstituted Pyrrole Synthesis

A metal-free, regioselective synthesis of trisubstituted pyrroles has been developed through a formal [3+2] cycloaddition reaction between 2H-azirines and nitroalkenes under visible light/photoredox-catalyzed conditions. The reaction proceeds through 2H-a

Regioselective competitive synthesis of 3,5-bis(het) aryl pyrrole-2-carboxylates/carbonitriles vs. β-enaminones from β-thioxoketones

An easily adaptable protocol for the synthesis of 3,5-bis(het)aryl-2-carboxylate/nitrile pyrroles and the related 2,3,5-tri(het)aryl-pyrroles with complementary regioselectivity from the corresponding 1,3-bis(het)aryl-1,3-monothio diketones or β-enaminone precursors has been reported. Initially, regioselective base catalyzed condensation of glycine ethyl/methyl esters or aminoacetonitrile with 1,3-bis(het)aryl-1,3-monothio diketones give β-enaminones, which then in-situ undergoes cyclization to form 3,5-bis(het)aryl-2-carboxylate/nitrile pyrroles. The synthesis of 2,3,5 tri substituted pyrroles with full control over 3rd & 5th position on pyrrole ring is the noteworthy feature of this protocol. Although the product yields are moderate to good, the method offers a facile regioselective entry to 2,3,5 trisubstituted pyrroles without the aid of transition metal.

Synthesis of 2,2,5-Trisubstituted 2 H-Pyrroles and 2,3,5-Trisubstituted 1 H-Pyrroles by Ligand-Controlled Site-Selective Dearomative C2-Arylation and Direct C3-Arylation

Palladium-catalyzed site-selective dearomative C2-arylation of 2,5-diaryl-1H-pyrroles with aryl chlorides was accomplished, and a series of 2,2,5-triaryl-2H-pyrroles were synthesized. In addition, the site selectivity of the reaction was switched by simply changing the ligand, and the direct C3-arylated 2,3,5-triaryl-1H-pyrroles were prepared. The obtained 2,2,5-triaryl-2H-pyrroles could be further transformed into 2,2,5,5-tetraarylpyrrolidines.