3470-96-0

Usage

InChI:InChI=1/C8H13NO2/c1-2-3-6-9-7(10)4-5-8(9)11/h2-6H2,1H3

Upstream product

• 109-65-9 1-bromo-butane 
• 128-08-5 N-Bromosuccinimide 
• 74830-30-1 tetra-N-butylammonium salt of succinimide 

Downstream Products

• 767-10-2 1-butylpyrrolidine 
• 3150-74-1 N-butylsuccinamide 
• 56511-17-2 1-n-Butyl-1-methylpyrrolidinium iodide 
• 1334916-83-4 (R)-methyl 1-butyl-3-((S)-2-nitro-1-phenylethyl)-2,5-dioxopyrrolidine-3-carboxylate 
• 1334916-80-1 (S)-methyl 1-butyl-3-((S)-2-nitro-1-phenylethyl)-2,5-dioxopyrrolidine-3-carboxylate 
• 1334916-87-8 (R)-methyl 3-((R)-1-(2-bromophenyl)-2-nitroethyl)-1-butyl-2,5-dioxopyrrolidine-3-carboxylate 
• 1334916-84-5 (S)-methyl 3-((R)-1-(2-bromophenyl)-2-nitroethyl)-1-butyl-2,5-dioxopyrrolidine-3-carboxylate 
• 1334916-89-0 (R)-methyl 1-butyl-3-((R)-1-(2-chlorophenyl)-2-nitroethyl)-2,5-dioxopyrrolidine-3-carboxylate 
• 1334916-88-9 (S)-methyl 1-butyl-3-((R)-1-(2-chlorophenyl)-2-nitroethyl)-2,5-dioxopyrrolidine-3-carboxylate 
• 1334916-94-7 (R)-methyl 1-butyl-3-((S)-2-nitro-1-p-tolylethyl)-2,5-dioxopyrrolidine-3-carboxylate 
• 1334916-92-5 (S)-methyl 1-butyl-3-((S)-2-nitro-1-p-tolylethyl)-2,5-dioxopyrrolidine-3-carboxylate 
• 1334916-97-0 (R)-methyl 1-butyl-3-((S)-1-(3-methoxyphenyl)-2-nitroethyl)-2,5-dioxopyrrolidine-3-carboxylate 
• 1334916-96-9 (S)-methyl 1-butyl-3-((S)-1-(3-methoxyphenyl)-2-nitroethyl)-2,5-dioxopyrrolidine-3-carboxylate 
• 406713-86-8 5-(3-benzyloxy-propyl)-1-butyl-5-methoxy-pyrrolidin-2-one 

Relevant academic research and scientific papers

Electrochemical Reduction of N-Bromosuccinimide. Reaction Mechanism for Formation of the Succinimidyl Radical

The electrochemical reduction of N-bromosuccinimide in acetonitrile at a platinum cathode generates the succinimidyl radica;l in an overall process for which the n value is 1.The succinimide anion, generated by two-electron reduction of N-bromosucinimide, is an intermediate in this process, and its electron-transfer reaction with the N-bromo imide generates the radical.The intermediacy of the succinimide anion is demonstrated by trapping experiments in which the anion is captured by alkylating agents to give N-alkylsuccinimides.With increasing capture of the anion the n value for the electrochemical reaction approaches 2 as a limit.The reduction of N-bromosuccinimide by the succinimide anion, added as a quaternary ammonium succinimide, in a purely chemical system has also been studied.Rate constants for the pertinent reactions have been measured, and the reaction mechanisms have been discussed.

The electrochemical reduction of succinimide. Reactivity of quaternary ammonium ions under electrolysis conditions

A solution of succinimide in ether acetonitrile or N, N-dimethylformamide containing tetra-n-butylammonium fluoborate shows a single, irreversible reduction wave at a platimum cathode by cyclic voltammetry. Coulometry demonstrates that a single electron is transferred. The reaction is accompanied by the evolution of hydrogen at a rate such that the passage of one Faraday of charge results in the generation of almost exactly 0.5 mole of hydrogen. The product of these reactions is the succinimide anion which is stable in the electrolysis solution, but reacts with tetra-n-butylammonium ion during vpc analysis or in refluxing N, N-dimethylformamide to form N-n-butylsuccinimide.