853-72-5

Basic information

• Product Name: 1H-Pyrrole, 2,5-diphenyl-1-(phenylmethyl)-
• Synonyms: 1-benzyl-2,5-diphenylpyrrole;1-Benzyl-2,5-diphenyl-1H-pyrrole;1-Benzyl-2,5-diphenyl-pyrrol;1-benzyl-2,5-diphenyl-pyrrole;N-benzyl-2,5-diphenylpyrrole
• CAS NO: 853-72-5
• Molecular Formula: C23H19N
• Molecular Weight: 309.411
• Mol File: 853-72-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 144 °C
• Boiling Point: 460.0±14.0 °C(Predicted)
• Density: 1.03±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 1H-Pyrrole, 2,5-diphenyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 2,5-diphenyl-1-(phenylmethyl)-(853-72-5)
• EPA Substance Registry System: 1H-Pyrrole, 2,5-diphenyl-1-(phenylmethyl)-(853-72-5)

Safety Data

• Hazardous Substances Data: 853-72-5(Hazardous Substances Data)

Usage

Type of compound

heterocyclic

Structure

five-membered ring with four carbon atoms and one nitrogen atom

Usage

organic chemistry synthesis, pharmaceuticals, organic materials

Potential applications

antitumor agent, cancer therapy, building block for novel organic materials and polymers with unique properties.

Upstream product

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• 1087-09-8 1,4-diphenyl-but-2-yne-1,4-dione 
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• 959-28-4 1,4-diphenylbut-2-ene-1,4-dione 
• 14428-98-9 N-benzyl-N-(1-phenylethylidene)amine 
• 495-71-6 phenacylacetophenone 
• 128072-07-1 tetra-N-methyl-1,4-diphenyl-buta-1,3-dienediyldiamine 

Downstream Products

• 1456622-62-0 1,1'-dibenzyl-2,2',5,5'-tetraphenyl-3,3'-bipyrrole 
• 130870-97-2 1-(1-Benzyl-4-bromo-2,5-diphenyl-1H-pyrrol-3-yl)-ethanone 
• 199987-15-0 1-Benzyl-3,4-dibromo-2,5-diphenylpyrrole 
• 130870-90-5 1-benzyl-2,5-diphenyl-3-acetylpyrrole 
• 102546-16-7 1-benzyl-3,4-dinitro-2,5-diphenyl-pyrrole 
• 102546-78-1 1-benzyl-3-nitro-2,5-diphenyl-pyrrole 

Relevant articles and documents

Hexafluoroisopropanol as solvent and promotor in the Paal-Knorr synthesis of N-substituted diaryl pyrroles

An additive-free synthesis of challenging N-substituted aryl pyrroles from the often poorly soluble corresponding 1,4-diketones by means of the Paal-Knorr pyrrole synthesis is reported, which makes use of the unique properties of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as a solvent and reaction promotor. Our procedure offers simple execution and purification as well as easy scale-up and can be applied in the Paal-Knorr synthesis of a large number of structurally diverse pyrroles including the synthetically challenging tetra- and penta-substituted pyrroles in moderate to excellent yields. HFIP can also be used as solvent in the Paal-Knorr synthesis of furans and thiophenes; however, the solvent effect is more pronounced in synthesis of pyrroles.

Phosphine-Free Palladium-Catalyzed Direct Bisarylation of Pyrroles with Aryl Iodides on Water

(Chemical Presented). The Pd-catalyzed bisarylation of pyrroles with aryl iodides on water is described. The reaction proceeds under mild reaction conditions, i.e., relatively low temperature (40 C) and phosphine-free.

Microwave mediated facile one-pot synthesis of polyarylpyrroles from but-2-ene- and but-2-yne-1,4-diones

Several pyrrole derivates with multiple aryl substituents were prepared conveniently in a one pot-reaction from but-2-ene-1,4-diones and but-2-yne-1,4-diones via hydrogenation of the carbon-carbon double bond/triple bond followed by amination-cyclization. The reaction could be performed with ammonium formate or alkyl/arylammonium formates under Pd/C in polyethylene glycol-200 (PEG-200) under microwave irradiation. Using this procedure, different aryl-substituted pyrroles were prepared. Furthermore, studies on microwave vs thermal conditions indicate faster heating under microwave conditions was responsible for rate enhancement.