25597-16-4 | Ethyl 4,4,4-trifluorocrotonate

CAS:25597-16-4 | Ethyl 4,4,4-trifluorocrotonate ,Description

Ethyl 4,4,4-trifluorocrotonate (ETFC) is an organic compound that is used in a variety of applications, including synthesis, scientific research, and laboratory experiments. It is a colorless liquid with a boiling point of 68.3°C and a melting point of -44.1°C. ETFC is a versatile molecule that can be used as a reagent, intermediate, or catalyst in a variety of reactions. In addition, ETFC can be used as a starting material in the synthesis of various compounds. In 
 

Scientific Research Applications

• Synthesis of Trifluoromethyl-Substituted Molecules: Ethyl 4,4,4-trifluorocrotonate is used in the synthesis of trifluoromethyl-substituted molecules, offering valuable properties in various applications (Jiang, 2003) .
• Versatile Intermediate for Trifluoromethyl Heterocycles: It serves as a versatile intermediate for synthesizing diverse trifluoromethyl heterocycles, providing a wide range of products in a single step or with minimal additional steps (Honey et al., 2012).
• Building Block for Enantiopure Chirons: Ethyl-4,4,4-trifluoroacetoacetate (ETFAA), a related compound, can be transformed into enantiopure chirons with both a trifluoromethyl group and an amino moiety, thus enabling the production of trifluoromethyl-amino acid series (Michaut et al., 2007).
• Addition Reactions with Thiols and Aminothiols: Ethyl 4,4,4-trifluorocrotonate readily adds aliphatic and aromatic thiols and aminothiols to give 3-thiolation products, demonstrating its reactivity and usefulness in organic synthesis (Karimova et al., 2003).
• Unexpected Heck Arylation Results: In palladium-catalyzed Heck reactions with aryl bromides, ethyl (E)-4,4,4-trifluorocrotonate resulted in unexpected β-arylated compounds, showing unique behavior in such reactions (Gong et al., 2000).
• Asymmetric Synthesis of Trifluoromethylpyroglutamic Acid: It can be efficiently synthesized into (2S,3S)-3-trifluoromethylpyroglutamic acid with high diastereoselectivity, showing its potential in producing specialized organic compounds (Soloshonok et al., 1997).

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