35488-92-7

Basic information

• Product Name: 2,5-Pyrrolidinedione, 1-(4-nitrophenyl)-
• CAS NO: 35488-92-7
• Molecular Formula: C10H8N2O4
• Molecular Weight: 220.185
• Mol File: 35488-92-7.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 2,5-Pyrrolidinedione, 1-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Pyrrolidinedione, 1-(4-nitrophenyl)-(35488-92-7)
• EPA Substance Registry System: 2,5-Pyrrolidinedione, 1-(4-nitrophenyl)-(35488-92-7)

Safety Data

• Hazardous Substances Data: 35488-92-7(Hazardous Substances Data)

Usage

General Description

2,5-Pyrrolidinedione, 1-(4-nitrophenyl)- is a chemical compound with the molecular formula C10H8N2O4. It is also known by the name 3,4-dihydro-2H-pyrrol-5-one, 1-(4-nitrophenyl)-. 2,5-Pyrrolidinedione, 1-(4-nitrophenyl)- is a nitrophenyl derivative of pyrrolidinedione and is commonly used as an intermediate in the production of various pharmaceuticals and agrochemicals. It is also used as a building block in organic synthesis. The compound is known to have potential utility in drug research and development due to its pharmacological properties, making it an important chemical in the field of medicinal chemistry.

Upstream product

• 83-25-0 N-phenylmaleimide 
• 5502-63-6 p-nitrosuccinanilic acid 
• 110-15-6 succinic acid 
• 100-01-6 4-nitro-aniline 
• 7697-37-2 nitric acid 
• 108-30-5 succinic acid anhydride 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 4338-06-1 N-(4-nitrophenyl)maleimide 

Downstream Products

• 86396-56-7 methyl 4-((4-nitrophenyl)amino)-4-oxobutanoate 
• 34373-09-6 N-(4-amino-phenyl)-succinimide 
• 5415-22-5 4-((4-aminophenyl)amino)-4-oxobutanoic acid 
• 110-15-6 succinic acid 
• 106-50-3 1,4-phenylenediamine 

Relevant articles and documents

Reduction of Activated Alkenes by PIII/PV Redox Cycling Catalysis

The carbon–carbon double bond of unsaturated carbonyl compounds was readily reduced by using a phosphetane oxide catalyst in the presence of a simple organosilane as the terminal reductant and water as the hydrogen source. Quantitative hydrogenation was observed when 1.0 mol % of a methyl-substituted phosphetane oxide was employed as the catalyst. The procedure is highly selective towards activated double bonds, tolerating a variety of functional groups that are usually prone to reduction. In total, 25 alkenes and two alkynes were hydrogenated to the corresponding alkanes in excellent yields of up to 99 %. Notably, less active poly(methylhydrosiloxane) could also be utilized as the terminal reductant. Mechanistic investigations revealed the phosphane as the catalyst resting state and a protonation/deprotonation sequence as the crucial step in the catalytic cycle.

Mechanism of Photoredox-Initiated C-C and C-N Bond Formation by Arylation of IPrAu(I)-CF3 and IPrAu(I)-Succinimide

Herein, we report on the photoredox-initiated gold-mediated C(sp2)-CF3 and C(sp2)-N coupling reactions. By adopting gold as a platform for probing metallaphotoredox catalysis, we demonstrate that cationic gold(III) complexes are the key intermediates of the C-C and C-N coupling reactions. The high-valent gold(III) intermediates are accessed by virtue of photoredox catalysis through a radical chain process. In addition, the bond-forming step of the coupling reactions is the reductive elimination from cationic gold(III) intermediates, which is supported by isolation and crystallographic characterization of key Au(III) intermediates.

A convenient one-pot synthesis of polysubstituted pyrroles from N-protected succinimides

The dienamine products formed by the reaction between polysubstituted succinimides and the Petasis reagent were subjected to isomerization under mild acidic conditions to give polysubstituted pyrroles in excellent yields (85-95%). The scope and limitations of this methodology are explored.