367-57-7 | Trifluoroacetylacetone

CAS:367-57-7 | Trifluoroacetylacetone ,Description

Trifluoroacetylacetone (TFAA) is an important organic compound that has been used in a variety of scientific research applications. It is a colorless liquid with a boiling point of 127 °C and a melting point of -4 °C. It is a versatile compound that can be used in organic synthesis, as well as in biochemical and physiological studies. It has been used as an intermediate in the synthesis of a variety of organic compounds, such as pharmaceuticals, polymers, and dyes.
 

Scientific Research Applications

• Conformational Stability and Hydrogen Bonding: Trifluoroacetylacetone has been analyzed for its conformational stability, revealing that its chelated enol structures have extra stability compared to other forms. This compound shows an asymmetric double minimum potential energy surface, which is impacted by the withdrawing effect of the CF3 group, indicating a weaker hydrogen bond compared to acetylacetone (Nowroozi et al., 2011) .
• Synthesis Techniques: Research into the synthesis of trifluoroacetylacetone through Claisen condensation of ethyl trifluoroacetate and acetone has been reported, highlighting optimized reaction conditions and confirming its structure through various analytical methods (Han-Min Lei, 2005).
• Chromatographic Applications: Trifluoroacetylacetone's use in gas phase chromatography of metal chelates has been investigated. Chelates of fluorine-containing β-diketones like trifluoroacetylacetone are more volatile and can be eluted at lower column temperatures than those of acetylacetone, making them efficient for rapid and effective separations of multi-component mixtures (Sievers et al., 1963).
• Internal Dynamics and Rotational Spectrum: The rotational spectrum of trifluoroacetylacetone has been studied, showing it exists in an enolic C(s) form. Its internal dynamics are influenced by internal rotations of CH3 and CF3 groups, offering insights into its molecular behavior (Favero et al., 2014).
• Interaction with Water: Research has shown how trifluoroacetylacetone's structure is influenced by its environment and association with water molecules. The formation of trifluoroacetylacetone–water complexes has been confirmed, providing insight into its behavior in different matrices (Platakytė et al., 2019) .
• Molecular Geometry Studies: The molecular geometries of trifluoroacetylacetone and related compounds have been determined using electron diffraction in the gas phase. These studies have provided precise measurements of bond lengths and angles, contributing to a better understanding of its structure (Andreassen & Bauer, 1972).
• Dissociative Electron Attachment Studies: The susceptibility of trifluoroacetylacetone to bond cleavage by low-energy electrons has been compared with other β-diketones, revealing that fluorination alters its electronic structure and affects its fragmentation and reaction dynamics (Ómarsson et al., 2014) .

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