79424-03-6 | Ethyl 4,4,4-trifluorobut-2-ynoate

CAS:79424-03-6 | Ethyl 4,4,4-trifluorobut-2-ynoate ,Description

Ethyl 4,4,4-trifluorobut-2-ynoate (ETBF) is a synthetic compound with a unique molecular structure. It is a versatile compound that has been used for a variety of applications, including scientific research, laboratory experiments, and industrial processes. 
 

Scientific Research Applications

Chemical Reactivity and Synthesis

Ethyl 4,4,4-trifluorobut-2-ynoate demonstrates significant chemical reactivity, making it valuable in organic synthesis. For instance, it has been used in the synthesis of trifluoromethylpyrrolidines through regio- and stereospecific cycloaddition with metallo-azomethine ylides, yielding excellent results (Bonnet-Delpon et al., 2010) . Additionally, its reaction with quadricyclane has been studied, showing the formation of various compounds through different pathways, including hydrogenation and thermal rearrangement (Barlow et al., 1995).

Advanced Material Synthesis

This compound is also instrumental in synthesizing advanced materials. It has been used to create diverse trifluoromethyl heterocycles, showcasing its versatility as an intermediate. The synthesis involves rhodium(II) or copper(II) catalyzed carbene X-H insertion reactions, yielding a variety of heterocycles (Honey et al., 2012).

Catalysis and Mechanistic Studies

Ethyl 4,4,4-trifluorobut-2-ynoate plays a role in catalysis and mechanistic studies. For example, it has been used in nickel-catalyzed reductive coupling with aldehydes, serving asan essential component in understanding the reaction kinetics and pathways. This study provided insights into the regioselective coupling of ynoates and aldehydes, expanding the understanding of nickel catalysis (Rodrigo et al., 2017).

Synthesis of Heterocycles

The compound is also utilized in synthesizing various heterocycles. For instance, it has been used in creating trifluoromethylated pyrazolo[5,1-a]isoquinolines, demonstrating an efficient method for producing these compounds with significant yields. This application is crucial in developing molecules for biological and pharmaceutical research (Zhou et al., 2014).

Role in Organic Synthesis

Its utility extends to various organic synthesis reactions. It has been involved in synthesizing substituted pyrazolo[1,5-a]pyrimidines through a novel two-step process, which starts with a one-pot synthesis from 3-aminopyrazoles. This method efficiently allows the formation of C–C, C–N, and C–S bonds, demonstrating the compound's adaptability in synthetic organic chemistry (Jismy et al., 2018).

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