100784-74-5

Basic information

• Product Name: 2H-Pyrrole-2,2-dicarboxylic acid, 5-(4-nitrophenyl)-3-phenyl-, diethyl ester
• CAS NO: 100784-74-5
• Molecular Formula: C22H20N2O6
• Molecular Weight: 408.411
• Mol File: 100784-74-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2H-Pyrrole-2,2-dicarboxylic acid, 5-(4-nitrophenyl)-3-phenyl-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyrrole-2,2-dicarboxylic acid, 5-(4-nitrophenyl)-3-phenyl-, diethyl ester(100784-74-5)
• EPA Substance Registry System: 2H-Pyrrole-2,2-dicarboxylic acid, 5-(4-nitrophenyl)-3-phenyl-, diethyl ester(100784-74-5)

Safety Data

• Hazardous Substances Data: 100784-74-5(Hazardous Substances Data)

Upstream product

• 13433-00-6 diethyl aminomalonate hydrochloride 
• 20432-02-4 1-(4-nitro-phenyl)-3-phenyl-propenone 
• 75703-66-1 diethyl 5-(p-nitrophenyl)-3-phenyl-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate 

Relevant articles and documents

The Synthesis and Chemistry of Azolenines. Part 4. Preparation and Rearrangement of some 3,5-Diaryl-2H-pyrrole-2,2-dicarboxylic Esters

Oxidation of diethyl 3,5-diaryl-3,4-dihydro-2H-pyrrole-2,2-dicarboxylates (3) with chloranil in refluxing xylene gives not the 3,5-diaryl-2H-pyrrole-2,2-dicarboxylates (4) as reported by an earlier group, but instead the rearranged, isomeric, 1H-pyrrole-1,2-dicarboxylates (5). 2H-Pyrroles (4) may be obtained from the dihydropyrroles (3) using DDQ in benzene at room temperature; they rearrange to the isomers (5) in boiling xylene via an acyl -sigmatropic shift from carbon to nitrogen, a novel process in the 2H-pyrrole series.Thermal analyses indicate that the rearrangement is concerted with negligible charge separation in the transition state.Other novel 3,5-diaryl-1H-pyrrole-2-carboxylic acid derivatives are described.