33425-47-7

Basic information

• Product Name: 2,5-Pyrrolidinedione, 3,4-dimethyl-
• CAS NO: 33425-47-7
• Molecular Formula: C6H9NO2
• Molecular Weight: 127.143
• Mol File: 33425-47-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2,5-Pyrrolidinedione, 3,4-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Pyrrolidinedione, 3,4-dimethyl-(33425-47-7)
• EPA Substance Registry System: 2,5-Pyrrolidinedione, 3,4-dimethyl-(33425-47-7)

Safety Data

• Hazardous Substances Data: 33425-47-7(Hazardous Substances Data)

Usage

Type

Cyclic imide

Uses

Building block in pharmaceutical and agrochemical synthesis
Precursor in polymer production
Reagent in organic synthesis

Research Applications

Potential anticonvulsant properties
Investigated for treating central nervous system disorders

Upstream product

• 5615-90-7 3-methylsuccinimide 
• 124-38-9 carbon dioxide 
• 74-88-4 methyl iodide 
• 82621-78-1 2,3-dimethyl-N-bromosuccinimide 
• 13545-04-5 2,3-dimethylsuccinic acid 
• 17825-86-4 3,4-dimethylmaleimide 
• 766-39-2 2,3-Dimethylmaleic anhydride 

Downstream Products

• 344407-17-6 methyl 3-((methoxycarbonyl)amino)-2-methylbutanoate 
• 5309-82-0 trans-3,4-dimethylpyrrolidine 

Relevant articles and documents

Chemo- And diastereoselectivities in the electrochemical reduction of maleimides

The electrochemical cathodic reduction of cyclic imides (maleimides) to succinimides can be achieved chemoselectively in the presence of alkene, alkyne, and benzyl groups. The efficiency of the system was demonstrated by using a 3D electrode in a continuous flow reactor. The reduction of 3,4-dimethylmaleimides to the corresponding succinimides proceeds with a 3:2 diastereomeric ratio, which is independent of the nitrogen substituent and electrode surface area. The stereoselectivity of the process was rationalized by using DFT calculations, involving an acid-catalyzed tautomerization of a half-enol occurring through a double hydrogen-transfer mechanism.

PYRIMIDINE COMPOUNDS AND PESTS CONTROLLING COMPOSITION CONTAINING THE SAME

The present invention relates to a pyrimidine compound of the formula (I):wherein R?1? represents a hydrogen atom, halogen atom or C1-C4 alkyl; R?2? represents C3-C7 alkynyloxy; R?3? represents a hydrogen atom, halogen atom or C1-C3 alkyl; X represents C4

Excited-State ? Succimidyl and Glutarimidyl Radicals: Reversible Ring Opening

The free-radical isomerization of N-bromosuccinimide to β-bromopropionyl isocyanate has been examined.Of the two varieties of succinimidyl radical (S? or S?), only the ? excited state undergoes the ring opening to the β propionyl isocyanatyl radical.The conversion optimally takes place in >95percent yield.The dependence of NBS concentration along with results obtained from deuterium labeling studies indicate that the ring opening of S? is a reversible process.This explains the failure of N-chlorosuccinimide to produce β-chloropropionyl isocyanate, as well as the increase in ring-opened product for N-bromosuccinimides upon methyl substitution at the 2- and/or 3-position of the succinimidyl ring, since the open-chain radical intermediates are more stable.In the N-bromoglutarimide system, methyl groups on the 2-position are required for the glutarimidyl radicals to undergo the isomerization, ultimately producing isocyanates.The radical-chain nature of these systems is confirmed.