183267-04-1 | 1-(Trifluoromethylthio)pyrrolidine-2,5-dione

CAS:183267-04-1 | 1-(Trifluoromethylthio)pyrrolidine-2,5-dione ,Description

1-(Trifluoromethylthio)pyrrolidine-2,5-dione, otherwise known as TFMPP, is a synthetic pyrrolidine derivative that has been studied extensively due to its potential applications in scientific research. It is a colorless solid that is soluble in water and organic solvents, and has a melting point of 109-110°C. TFMPP is of particular interest due to its unique properties, which make it a useful compound for a variety of research applications.
 

Scientific Research Applications

Antioxidant Activity

1-(Trifluoromethylthio)pyrrolidine-2,5-dione has been identified as a class of organic Mannich base system with effective performance in antioxidant activity. Vibrational analysis, using experimental FT-IR and FT-Raman spectra, has been carried out, providing insights into structure-property relationships and bonding behaviors, as well as the nature of hybridization in such compounds (Boobalan et al., 2014).

Photocatalytic Applications

This compound plays a key role in the photocatalytic trifluoromethylthiolation process of aromatic alkenes. A specific photoredox system involving 1-(trifluoromethylthio)pyrrolidine-2,5-dione facilitates the efficient generation of a trifluoromethansulfenyl radical, leading to the regioselective installation of a CF3S group onto vicinal carbon atoms through redox-neutral processes (Li, Koike & Akita, 2017).

Corrosion Inhibition

New derivatives of pyrrolidine-2,5-dione, such as 1-phenyl-1H-pyrrole-2,5-dione (PPD) and 1-(4-methylphenyl)-1H-pyrrole-2,5-dione (MPPD), have shown significant inhibitory action against corrosion of carbon steel in acidic media. These compounds exhibit increased inhibition efficiency with concentration, acting as mixed-type inhibitors (Zarrouk et al., 2015).

Synthesis of Derivatives

The synthesis of 4-substituted 1-(4-iodophenyl)pyrrolidine-2,5-dione derivatives through addition reactions with amines and thiols has been documented. These derivatives can undergo further functionalization through oxidation, alkylation, and allylation reactions, offering moderate-to-good yields (Ali et al., 2015).

Conversion to Maleimide

Research has shown that pyrrolidine-2,5-dione and maleimide, vital organic scaffolds, can be interconverted. The study of tosylation of trans-3,4-dihydroxypyrrolidine-2,5-dione has provided insights into thermodynamic and kinetic factors affecting the reaction, as well as the understanding of pyrrolidine-2,5-diones and maleimides properties (Yan et al., 2018).

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