598-39-0 | 1,1-Difluoro-2-iodoethane

CAS:598-39-0 | 1,1-Difluoro-2-iodoethane ,Description

1,1-Difluoro-2-iodoethane, also known as 1,1-difluoro-2-iodoethane, is an organic compound belonging to the group of perfluoroalkyl iodides. It is a colorless, volatile, and highly reactive gas with a pungent odor. It is a versatile reagent used in organic synthesis, particularly for the preparation of fluorinated compounds. Due to its unique properties, 1,1-difluoro-2-iodoethane has numerous applications in scientific research, including its use as a catalyst, an initiator, and a reagent. It is also used as a source of fluorine atoms in medicinal chemistry.
 

Scientific Research Applications

Structural Dynamics in Photoexcited Molecules

Research on photoexcited 1,2-diiodotetrafluoroethane molecules in the gas phase, which are structurally related to 1,1-difluoro-2-iodoethane, has revealed intricate dynamics following ultraviolet excitation. This excitation leads to the cleavage of one of the carbon-iodine bonds, allowing for the observation of dissociating iodine atoms and coherent vibrations in the resulting radical. Such studies provide insight into molecular behavior under photoexcitation, with potential implications for understanding and manipulating chemical reactions using light (Wilkin et al., 2019).

Catalytic, Diastereoselective Difluorination

The catalytic, diastereoselective difluorination of alkenes, facilitated by nucleophilic fluoride sources and oxidants along with an aryl iodide catalyst, showcases a method for introducing vicinal difluoride products with high diastereoselectivities. This technique, potentially involving compounds like 1,1-difluoro-2-iodoethane, underscores the importance of precise chemical modifications in synthetic chemistry, which is crucial for developing pharmaceuticals and materials with specific properties (Banik, Medley, & Jacobsen, 2016).

Synthesis of 1,1-Difluoroallenes

The synthesis of 1,1-difluoroallenes from 1,1,1-trifluoro-2-iodoethane via zinc-promoted 1,2-elimination demonstrates the utility of 1,1-difluoro-2-iodoethane and its derivatives in creating structurally complex molecules. These compounds have potential applications in organic synthesis and material science, highlighting the versatility of fluorinated molecules in chemical synthesis (Oh, Fuchibe, & Ichikawa, 2011).

Electrophilic Trifluoromethylthiolation Reagents

The development of shelf-stable electrophilic reagents for trifluoromethylthiolation illustrates the broader scope of utilizing iodine-based compounds for introducing fluorinated groups into molecules. Such advancements are particularly relevant in pharmaceuticals and agrochemicals, where fluorinated motifs can significantly impact the biological activity and stability of compounds (Shao et al., 2015).

Palladium-Catalyzed Cross-Coupling

The palladium-catalyzed cross-coupling reactions of trifluoroethyl iodide with aryl and heteroaryl boronic acid esters demonstrate the strategic incorporation of trifluoroethyl groups into aromatic compounds. This method, leveraging compounds akin to 1,1-difluoro-2-iodoethane, is a testament to the sophistication achievable in modern synthetic organic chemistry, enabling precise modification of molecular structures for desired properties (Liang et al., 2012).

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