69155-76-6 | 6-FLUORO-3-FORMYLCHROMONE

CAS:69155-76-6 | 6-FLUORO-3-FORMYLCHROMONE,Description

Synthesis Analysis

The synthesis of 6-Fluoro-3-formylchromone derivatives has been explored through various methods, including reactions involving 3-formylchromones with different reagents. For instance, reactions with alkyl isocyanides have led to new types of organic fluorophores with strong blue emission properties, showcasing the utility of 3-formylchromones in creating fluorescent dyes (Teimouri, 2011).

Molecular Structure Analysis

The molecular structure of 6-Fluoro-3-formylchromone derivatives has been elucidated through various spectroscopic and crystallographic methods. For example, studies have revealed coplanar arrangements and the presence of specific functional groups that contribute to the chemical reactivity and physical properties of these compounds (Ishikawa, 2014).

Chemical Reactions and Properties

These compounds participate in various chemical reactions, including cycloadditions, nucleophilic substitutions, and condensations, leading to a wide array of derivatives. These reactions often exploit the electrophilic nature of the formyl group and the influence of the fluorine atom on the reactivity of adjacent sites. The formation of new bonds and ring structures is a common theme, enabling the creation of complex molecules with potential biological activity (Teimouri et al., 2011).

Physical Properties Analysis

The physical properties of 6-Fluoro-3-formylchromone derivatives, such as solubility, melting point, and fluorescence emission, are significantly influenced by the substitution pattern on the chromone ring. The presence of the fluorine atom affects the electronic properties of the molecule, leading to variations in photophysical behaviors, as observed in studies of fluorescent properties (Hirano et al., 2001).

Chemical Properties Analysis

The chemical properties, including reactivity, stability, and interactions with biological targets, are shaped by the molecular structure of 6-Fluoro-3-formylchromone derivatives. Their ability to act as intermediates in the synthesis of pharmacologically relevant compounds, as well as their interactions with enzymes and DNA, highlights their versatility and potential as scaffolds in drug design (Al-Rashida et al., 2011).

Scientific Research Applications

1. Optoelectronic Devices

• Application Summary : 6-Fluoro-3-formylchromone (FFC) is used as an organic ligand in the synthesis of luminescent Tb (III) complexes, which have shown great potential for use in optoelectronic devices due to their strong luminescence, long emission lifetimes, and narrow emission bands.
• Methods of Application : The complex was characterized using UV–visible spectroscopy (UV–Vis), elemental analysis, Fourier-transform infrared spectroscopy (FTIR), thermal studies, mass spectrometry, powder x-ray diffraction studies (PXRD), and photoluminescence (PL) spectroscopy.
• Results : The complex has a high quantum yield (ϕ Tb = 56.89%), longer lifetime period (τ obs = 0.892 ms), intrinsic quantum yield (η Tb = 29.73%), and radiative rate and green luminescence with a radiative decay rate of ( KRad) 6.36 × 10 2 s −1. The complex is stable up to 180°C, and the mass spectrometry and elemental analysis confirmed the molecular formula of the complex.

2. Synthesis of Fluorine-Containing Chromone-Tetrazoles

• Application Summary : 6-Fluorochromone-3-carboxaldehyde may be used in the synthesis of fluorine-containing chromone-tetrazoles.
• Methods of Application : The specific methods of application or experimental procedures were not detailed in the source.
• Results : The results or outcomes obtained, including any quantitative data or statistical analyses, were not provided in the source.

Safety And Hazards

6-Fluoro-3-formylchromone can cause skin irritation, serious eye irritation, and may cause respiratory irritation. It is recommended to avoid breathing dust/fume/gas/mist/vapours/spray and to wear protective gloves/protective clothing/eye protection/face protection.

Future Directions

6-Fluoro-3-formylchromone has shown great potential for use in optoelectronic devices due to its strong luminescence, long emission lifetimes, and narrow emission bands. It is a promising candidate for use in optoelectronic devices.

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