CAS:403-46-3 | 4-FLUORO-N,N-DIMETHYLANILINE

Introduction of CAS:403-46-3 | 4-FLUORO-N,N-DIMETHYLANILINE

4-Fluoro-N,N-dimethylaniline is a chemical compound with the molecular formula C8H10FN . It has a molecular weight of 139.17 . It is used in various applications in the scientific, industrial, and pharmaceutical sectors .

The molecular structure of 4-Fluoro-N,N-dimethylaniline consists of a benzene ring with a fluorine atom and a dimethylamine group attached to it . The presence of these functional groups gives the compound its unique properties.

While specific chemical reactions involving 4-Fluoro-N,N-dimethylaniline are not detailed in the available resources, it is known that this compound can participate in various chemical reactions due to the presence of the amine and fluorine functional groups .

Specification of CAS:403-46-3 | 4-FLUORO-N,N-DIMETHYLANILINE

Research Application of CAS:403-46-3 | 4-FLUORO-N,N-DIMETHYLANILINE

Photo-induced Intramolecular Charge Transfer

4-Fluoro-N,N-dimethylaniline (FDMA) has been studied for its mechanism in photo-induced intramolecular charge transfer (ICT). Research involving ultrafast time-resolved spectroscopic experiments and computational studies revealed dual fluorescence from both a π π ∗ state and a twisted intramolecular charge transfer (TICT) state in different solvents. This dual fluorescence indicates thermal equilibrium at room temperature between these states, providing insights into the photophysics of such compounds (Fujiwara et al., 2013).

Photodehalogenation and Intermediates

FDMA is also significant in the study of photodehalogenation, where it acts as an intermediate in generating triplet and singlet phenyl cations and potentially benzyne. This process is pivotal in understanding the effect of substituents on the products of photodehalogenation, offering valuable insights for the design of less phototoxic fluorinated drugs (Protti et al., 2012).

Fluorescence Behavior and Quantum Chemical Methods

FDMA's fluorescence behavior has been scrutinized using quantum chemical methods, like time-dependent density functional theory (TDDFT). The studies have provided conflicting views on whether FDMA undergoes ICT, with some suggesting regular fluorescence without charge transfer and others proposing dual LE + ICT emission. These discrepancies underline the complex nature of FDMA's photophysical properties (Bohnwagner & Dreuw, 2017) (Zachariasse et al., 2017).

Polymer Synthesis

In polymer science, FDMA is used in the synthesis of novel polyamides and polyimides. These polymers, derived from triphenylamine-containing monomers synthesized using FDMA, exhibit high glass transition temperatures, making them suitable for advanced material applications (Liaw et al., 2002).

Electrophilic Fluorination

FDMA has been studied in reactions involving electrophilic fluorination, providing insights into the behavior of different amines under various conditions. Such studies are essential for understanding the chemical behavior of fluorinated aromatic compounds (Sorokin et al., 2013).

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