7648-30-8 | Ethyl iododifluoroacetate

CAS:7648-30-8 | Ethyl iododifluoroacetate ,Description

Ethyl iododifluoroacetate (EIDA) is a fluorinated alkyl iodide compound derived from ethyl iodide and fluoroacetic acid. It is a colorless, volatile, and flammable liquid that has a wide range of applications in scientific research. It is widely used in the synthesis of organic compounds, as a reagent in chemical reactions, and as a solvent for chromatography. EIDA is also used in the manufacture of pharmaceuticals, agrochemicals, and other industrial products.
 

Scientific Research Applications

• Radical Addition to Alkenes: Leung and Linclau (2008) described the addition of ethyl iododifluoroacetate to various alkene substrates, initiated by AIBN (azobisisobutyronitrile). This process resulted in good to excellent yields, demonstrating the compound's usefulness in organic synthesis, particularly in the functionalization of alkenes (Leung & Linclau, 2008).
• Selective Difluoroalkylation: Tong et al. (2023) developed a visible light-induced process for the difluoroalkylation of unactivated alkenes using ethyl iododifluoroacetate. This method allows for selective access to difluoroalkylated indole derivatives, which are significant in medicinal chemistry (Tong et al., 2023).
• Synthesis of Difluoro-γ-Butyrolactones: Xiao et al. (2005) achieved the synthesis of α,α-difluoro-γ-butyrolactones through the alkaline hydrolysis of adducts formed between ethyl iododifluoroacetate and alkenes. This synthesis route demonstrates the compound's role in creating complex molecules with potential pharmaceutical applications (Xiao et al., 2005).
• Organophosphine-Catalyzed Difluoroalkylation: Zhao et al. (2019) reported the use of organophosphine compounds to catalyze the atom transfer radical addition and Heck-type reaction between alkenes and ethyl iododifluoroacetate. This method showcased excellent functional group tolerance and high chemo- and regioselectivities, indicating its potential in organic synthesis (Zhao et al., 2019).
• Enantioselective Reformatsky Reaction: Fornalczyk et al. (2012) developed two approaches for the enantioselective Reformatsky reaction of ethyl iododifluoroacetate with ketones. This reaction is crucial for forming quaternary carbon centers in various compounds, highlighting the compound's significance in asymmetric synthesis (Fornalczyk et al., 2012).

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