363-58-6 | Ethyl 2-chloro-4,4,4-trifluoroacetoacetate

CAS:363-58-6 | Ethyl 2-chloro-4,4,4-trifluoroacetoacetate ,Description

Ethyl 2-chloro-4,4,4-trifluoroacetoacetate (ETCA) is an organofluorine compound that is widely used in scientific research as a reagent in organic synthesis. It is also known as ethyl chloroformate, ethyl trifluoroacetoacetate, or 2-chloro-1,1,1-trifluoroethanoyl chloride. ETCA is an important chemical in the field of organic synthesis, as it can be used to synthesize a variety of compounds. It is also a useful reagent for the synthesis of fluorinated compounds, and can be used in the synthesis of a variety of pharmaceuticals, agrochemicals, and other organic compounds. 
 

Scientific Research Applications

Building Block for Enantiopure Chirons

Ethyl 4,4,4-trifluoroacetoacetate (ETFAA) has been utilized as a significant building block in the synthesis of enantiopure chirons. These chirons, incorporating both a trifluoromethyl group and an amino moiety, are derived from ETFAA through new transformations, highlighting its role in producing optically pure intermediates (Michaut et al., 2007).

Synthesis of Trifluoromethyl Ketones and Derivatives

ETFAA is vital for the industrial preparation of various trifluoromethyl ketones and derivatives. These compounds are essential tools in organic synthesis, especially for creating complex fluorinated compounds. The preparation of ETFAA and its applications in synthesizing different fluorinated pyruvaldehydes are well-documented (Michel, 2004).

Synthesis of Novel Fungicides

ETFAA serves as a primary material in the synthesis of novel fungicides, such as thifuzamide. Its conversion to 2-chloro-4,4,4-trifluoroacetoacetate, followed by further reactions, demonstrates its utility in producing agriculturally relevant chemicals (Liu An-chang, 2012).

Enantioselective Hydrogenation

ETFAA has been subjected to enantioselective hydrogenation, leading to the production of chiral trifluoromethyl-substituted tertiary alcohols. This process showcases the molecule's versatility in synthesizing optically active compounds (Nie et al., 2009) .

Synthesis of Fluorine- and Sulfur-Containing Compounds

ETFAA is also a precursor in synthesizing alicyclic fluorine- and sulfur-containing CH-acids. This demonstrates its importance in creating compounds with unique chemical properties (Teplenicheva et al., 1997) .

Production of Agrochemicals

In the agrochemical industry, ETFAA is used to synthesize various derivatives that exhibit fungicidal and insecticidal activities. This underscores its role in developing new agrochemical products (Liu et al., 2004).

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