431-35-6 | 3-Bromo-1,1,1-trifluoroacetone

CAS:431-35-6 | 3-Bromo-1,1,1-trifluoroacetone ,Description

3-Bromo-1,1,1-trifluoroacetone (3-Br-TFAA) is an important organic compound with versatile applications in organic synthesis and scientific research. It is a colorless, volatile liquid with a molecular formula of C3H2BrF3O. 3-Br-TFAA is a halogenated ketone that is used in a variety of synthetic and research applications due to its unique properties. It is a versatile reagent that can be used in a variety of synthetic and research applications, such as the synthesis of pharmaceuticals, agrochemicals, and materials. Additionally, 3-Br-TFAA is used as a catalyst in the synthesis of other compounds.
 

Scientific Research Applications

Versatile Fluorinated Building Block

3-Bromo-1,1,1-trifluoroacetone is a valuable fluorinated building block in chemical synthesis. It has been utilized in creating various trifluoromethylated heterocycles and aliphatic compounds, such as 1,1,1-trifluoro-1,2-epoxypropane, which is a significant fluorinated building block itself (Lui, Marhold, & Rock, 1998).

Synthesis of Bioactive Molecules

The compound plays a key role in synthesizing bioactive molecules. It has been effectively used as an indirect trifluoromethylation reagent, particularly in constructing 3-trifluoromethyl isocoumarin skeletons, which are essential in various bioactive compounds (Zhou et al., 2020).

Rotational Isomerism and NMR Studies

In the field of nuclear magnetic resonance (NMR) spectroscopy, 3-Bromo-1,1,1-trifluoroacetone has been studied for its rotational isomerism. Its solvent effects on NMR parameters provide valuable structural information, contributing significantly to the understanding of molecular conformation in fluorinated compounds (Shapiro, Lin, & Johnston, 1973).

Electrophilic Reactivity and Synthesis of Compounds

The electrophilic reactivity of this compound has been explored for synthesizing various compounds. For example, its reaction with nucleophiles has led to the creation of new compounds with potential applications in different chemical processes (Martin, Molines, & Wakselman, 1993).

Application in Organic Chemistry

In organic chemistry, it has been used in reactions like the Oppenauer oxidation of secondary alcohols, proving its versatility as a hydride acceptor. This application is significant for selective oxidation processes in complex organic syntheses (Mello et al., 2007).

More Information