85013-98-5 | 4'-(Trifluoromethoxy)acetophenone

CAS:85013-98-5 | 4'-(Trifluoromethoxy)acetophenone ,Description

Trifluoromethoxyacetophenone, also known as 4-(Trifluoromethoxy)acetophenone, is an organic compound with the chemical formula C8H6F3O2. It is a colorless liquid at room temperature with a sweet and pungent odor. Trifluoromethoxyacetophenone is used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a reagent in organic synthesis and as a catalyst in polymerization reactions.
 

Scientific Research Applications

• Drug Intermediate Synthesis: 4'-(Methylthio)acetophenone, a compound related to 4'-(Trifluoromethoxy)acetophenone, is used as an important drug intermediate in the synthesis of Vioxx (Rofecoxib), a selective COX-2 inhibitor NSAID. This compound is typically produced using Friedel–Crafts acylation with environmentally harmful acid catalysts. However, a greener process using heterogeneous catalysts has been developed (Yadav & Bhagat, 2005) .
• Corrosion Inhibition: Various acetophenone derivatives have been synthesized as new inhibitors for mild steel corrosion in acidic media. These compounds, including 4-chloro-acetophenone derivatives, exhibit high inhibition efficiencies. Their adsorption behavior obeys the Langmuir adsorption isotherm, and their structure-inhibition efficiency relationship has been investigated using quantum chemical calculations (Li et al., 2007); (Li et al., 2008).
• Baeyer–Villiger Oxidation Studies: The biological Baeyer–Villiger oxidation of fluorinated acetophenones, including 4'-(fluoro)acetophenones, has been studied using 19F nuclear magnetic resonance (NMR). This method evaluates the biological conversion of ring-substituted acetophenones to phenyl acetates, which are valuable synthons for the production of industrially relevant chemicals (Moonen, Rietjens, & van Berkel, 2001) .
• Supramolecular Self-Assembly Studies: Acetophenone derivatives have been studied for their role in supramolecular self-assembly, driven by weak interactions like C–H⋯O, C–H⋯π, and π⋯π stacking interactions. These interactions are crucial for forming and strengthening molecular assemblies, and Hirshfeld surface analyses have provided detailed insights into these weak forces (Seth et al., 2011).
• Synthesis and Reactivity Studies: The preparation and reactivity of keto- and styrene-based trifluoromethoxylated synthons, including 2-trifluoromethoxy acetophenone, have been described. These studies focus on the synthesis and chemical behavior of these compounds, considering the impact of the trifluoromethoxy group (Zriba, Magnier, & Blazejewski, 2009).

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