711-38-6 | 4'-METHOXY-2,2,2-TRIFLUOROACETOPHENONE

CAS:711-38-6 | 4'-METHOXY-2,2,2-TRIFLUOROACETOPHENONE,Description

4'-Methoxy-2,2,2-trifluoroacetophenone is a chemical compound that is related to various acetophenone derivatives, which are often used in organic synthesis and have potential applications in material science and pharmaceuticals. Although the specific compound is not directly mentioned in the provided papers, the related compounds and their reactions can give insights into its properties and potential synthesis routes.

Synthesis Analysis

The synthesis of related compounds often involves reactions of 2-hydroxyacetophenones with various reagents. For instance, the reaction of N-unsubstituted imines of 2-hydroxyacetophenones with trichloro(trifluoro)ethylidene nitromethanes can proceed via tandem oxa-Michael/aza-Henry additions or aza-Michael addition to yield chromenes or propan-2-amines. Similarly, the synthesis of trinuclear palladium(II) complexes involves the use of 2-hydroxy-4-methoxyacetophenone derivatives. These methods could potentially be adapted for the synthesis of 4'-Methoxy-2,2,2-trifluoroacetophenone by choosing appropriate starting materials and reaction conditions.

Molecular Structure Analysis

The molecular structure of related compounds has been characterized using various spectroscopic techniques. For example, the X-ray crystal structure of a trinuclear palladium(II) complex with a 2-hydroxy-4-methoxyacetophenone derivative revealed a chair-type hexagon of alternating Pd and S atoms. Density Functional Theory (DFT) has been used to optimize the stable geometry of 2-hydroxy-4-methoxyacetophenone and to determine structural parameters, thermodynamic properties, and vibrational frequencies. These studies provide a foundation for understanding the molecular structure of 4'-Methoxy-2,2,2-trifluoroacetophenone.

Chemical Reactions Analysis

The chemical reactivity of acetophenone derivatives is diverse. Cyclization of 2-hydroxyacetophenone hydrazones can lead to the formation of benzoxazinones. Additionally, reactions of 2-hydroxy-4-oxo-4-(2,3,5,6-tetrafluoro-4-methoxyphenyl)-but-2-enoic acid methyl ester with various amines and its thermal cyclization have been investigated, demonstrating the potential for nucleophilic substitution and decarbonylation reactions. These reactions could be relevant to the chemical behavior of 4'-Methoxy-2,2,2-trifluoroacetophenone under similar conditions.

Physical and Chemical Properties Analysis

The physical and chemical properties of acetophenone derivatives can be inferred from spectroscopic and computational studies. Vibrational spectroscopy and NMR have been used to assign the vibrational frequencies and chemical shifts of 2-hydroxy-4-methoxyacetophenone. Quantum chemical calculations provide insights into the reactivity descriptors such as chemical hardness, potential, softness, electrophilicity, and nucleophilicity. These properties are crucial for understanding the behavior of 4'-Methoxy-2,2,2-trifluoroacetophenone in various chemical environments.

Scientific Research Applications

Structural Studies and Molecular Interactions

4'-Methoxy-2,2,2-trifluoroacetophenone derivatives have been studied for their structural properties and intermolecular interactions. For instance, a family of o-hydroxyacetophenone derivatives, including 2-hydroxy-5-methoxy-4-methylacetophenone, has been analyzed using X-ray powder diffraction, Hirshfeld surfaces, and 2D-fingerprint plots. These studies provide insights into weak hydrogen bonds and π⋯π interactions, contributing to understanding molecular assemblies and frameworks (Chattopadhyay et al., 2012).

Vibrational and NMR Studies

Vibrational, NMR, and quantum chemical studies of compounds like 2-hydroxy-4-methoxyacetophenone have been conducted. These studies focus on the stable geometry optimization, structural parameters, thermodynamic properties, and vibrational frequencies. Such research is crucial for understanding the electronic properties and reactivity descriptors of these compounds (Arjunan et al., 2014).

Acid Strength and Hydration Properties

Research on trifluoroacetophenones, including their acid strengths and hydration properties, has been conducted. Studies on a series of trifluoroacetophenones have provided insights into their ionization constants and hydration equilibriums in various solvent mixtures. This information is valuable for understanding the solvent-dependent behavior of these compounds (McDonald et al., 1983).

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