434-45-7 | 2,2,2-Trifluoroacetophenone

CAS:434-45-7 | 2,2,2-Trifluoroacetophenone ,Description

2,2,2-Trifluoroacetophenone, also known as 2,2,2-TFA, is an organic compound belonging to the class of ketones. It is a colorless liquid with a pungent odor and a boiling point of 154 °C. It is soluble in many organic solvents, including alcohols, ethers, and chlorinated hydrocarbons, and is slightly soluble in water. It is used as a reagent in organic synthesis, as a catalyst in the polymerization of vinyl chloride, and as a starting material for the synthesis of other organic compounds. 
 

Scientific Research Applications

Rotational Spectrum and Structural Analysis

• Rotational Spectrum: The rotational spectrum of 2,2,2-trifluoroacetophenone has been examined using supersonic-jet Fourier transform microwave spectroscopy. This study extends to its mono-13C substituted species, providing accurate structural parameters for the carbon skeleton (Lei et al., 2018).

Sensing Applications

• Fluorescence Sensing of Anions: o-(Carboxamido)trifluoroacetophenones exhibit significant fluorescence enhancement upon binding with carboxylate anions. This enhancement is explained by intramolecular H-bonding stabilization of an anion-ionophore adduct (Kim & Ahn, 2008).

Crystal Packing Analysis

• Cryocrystallization and Crystal Packing: The crystal structure of 2,2,2-trifluoroacetophenone is analyzed using in situ cryocrystallization. The study focuses on its crystal packing and the influence of chemical substitutions on the crystal packing and intermolecular interactions (Dey, Sirohiwal, & Chopra, 2018).

Interaction with Water

• Rotational Spectroscopy and Quantum Chemistry: A study combining rotational spectroscopy and quantum-chemical computations analyzed the 1:1 complex formed by 2,2,2-trifluoroacetophenone and water, revealing significant insights into non-covalent interactions (Lei et al., 2020).

Catalysis and Chemical Reactions

• Catalysis in Chemical Reactions: Platinum-catalyzed enantioselective hydrogenation of aryl-substituted trifluoroacetophenones has been explored, highlighting the effects of electron-withdrawing and releasing groups on reaction rate and enantioselectivity (Arx, Mallát, & Baiker, 2001).
• Organocatalysis: 2,2,2-Trifluoroacetophenone serves as an organocatalyst for the oxidation of tertiary amines and azines to N-oxides and for the epoxidation of alkenes, using environmentally friendly methods (Limnios & Kokotos, 2014) (Limnios & Kokotos, 2014).

Computational Studies

• Polycondensation Reaction Pathways: Computational studies have explored the reaction pathways of polycondensation of 2,2,2-trifluoroacetophenone and biphenyl, offering insights into the design of monomers for superelectrophilic polycondensation (Peña, Zolotukhin, & Fomine, 2005) .

Miscellaneous Applications

• Electrochemically Promoted Reactions: The compound has been used in electrochemically promoted asymmetric hydrogen transfer reactions (Wang et al., 2021).
• Whole Cell Bioreduction: Its reduction by various microorganism strains has been studied, with applications in continuous flow bioreduction (Lopes et al., 2014).

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