454-31-9 | Ethyl difluoroacetate

CAS:454-31-9 | Ethyl difluoroacetate ,Description

Ethyl difluoroacetate (EDFA) is a compound commonly used in scientific research, particularly in biochemical and physiological experiments. It is a colorless liquid with a pungent odor, and is a derivative of acetic acid. EDFA has been used in various laboratory experiments, such as protein crystallization, DNA sequencing, and enzyme assays, to name a few. It has also been used in the synthesis of various compounds, such as pharmaceuticals, pesticides, and surfactants. In addition, EDFA has been used in the production of fluorinated compounds, such as fluorinated polymers, for a variety of applications.
 

Scientific Research Applications

Radical Reactions and Synthesis of Organic Compounds

• Synthesis of 3,3-Difluoro-GABA: Ethyl/methyl 2-bromo-2,2-difluoroacetate is used in radical additions to vinyl ethers, forming difluoroacetyl-substituted acetals. This method was key in synthesizing 3,3-difluoro-GABA, an isomer of difluoro GABAs (Kondratov et al., 2015).
• Electrochemical Reduction: The electrochemical behavior of difluoroacetic ethyl ester has been studied, highlighting its reduction at a mercury cathode and the cleavage of the C-F bond, contributing to the understanding of its electrochemical properties (Inesi & Rampazzo, 1974).
• As a Building Block Precursor: Ethyl-2,2-difluoro-2-trimethylsilylacetate, prepared from ethyl-2-chloro-2,2-difluoroacetate, serves as a difluoromethylene building block precursor, underlining its role in organic synthesis (Clavel et al., 2000).

Difluoroalkylation and Photocatalysis

• Visible-Light-Driven Difluoroacetylation: Ethyl 2-bromo-2,2-difluoroacetate reacts with alkenes under blue light-emitting diode irradiation, demonstrating its potential in photocatalysis and difluoroalkylation (Furukawa et al., 2020).
• Aromatic Difluoroalkylation: Ethyl 2-bromo-2,2-difluoroacetate is used in the synthesis of difluoroalkylated aromatics, a vital component in pharmaceutical and agrochemical applications. This method showcases its utility in creating structurally diverse compounds (Jung et al., 2014) .

Organic Synthesis and Chemical Transformations

• N-Formylation of Amines: Ethyl bromodifluoroacetate acts as an N-formylating agent in the copper-catalyzed N-formylation of amines, demonstrating its versatility in organic transformations (Li et al., 2018).
• Formation of Difluoromethylated Molecules: Difluoroacetaldehyde ethyl hemiacetal, prepared from ethyl difluoroacetate, is a promising reagent for the synthesis of a wide variety of difluoromethylated compounds, underlining its significance in the field of organic chemistry (Kaneko et al., 1993).

Environmental Implications

• Photooxidation of Fluoroacetates: The study of the Cl-initiated photooxidation of fluoroacetates, including ethyl difluoroacetate, reveals its role in the formation of fluorocarboxylic acids in the atmosphere, highlighting environmental implications (Blanco et al., 2010).

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