558-57-6 | 1,2-Dibromo-1,1-dichloro-2,2-difluoroethane

CAS:558-57-6 | 1,2-Dibromo-1,1-dichloro-2,2-difluoroethane ,Description

1,2-Dibromo-1,1-dichloro-2,2-difluoroethane, commonly known as “DDD”, is a halogenated hydrocarbon compound used in a variety of industrial and laboratory applications. It is a colorless, low-odor, non-flammable liquid with a boiling point of -30°C and a melting point of -90°C. DDD is an important chemical intermediate in the production of polymers, dyes, and pharmaceuticals. It is also used as a solvent in the manufacture of paints, lubricants, and other industrial products.
 

Scientific Research Applications

Synthesis and Chemical Transformations

1,2-Dibromo-1,1-dichloro-2,2-difluoroethane has been utilized in photochemically initiated reactions for synthesizing perfluoro compounds. For example, its reaction with chlorotrifluoroethylene under UV radiation led to the formation of 1,4-dibromo-2,3-dichlorohexafluorobutane and 1,6-dibromo-2,3,5-trichlorononafluorohexane. These compounds were further processed to yield perfluoro-1,3-butadiene and perfluoro-1,3,5-hexatriene, among others, showcasing its role in facilitating complex fluorine-based chemical syntheses (Dědek & Chvátal, 1986) .

Rotational Isomerism Studies

Research on 1,2-Dibromo-1,1-dichloro-2,2-difluoroethane has contributed to understanding the rotational isomerism in halogenated compounds. NMR spectroscopy has been used to investigate the solvent effects on the NMR spectra and rotamer energies, providing insights into the molecular behavior of such halogenated ethanes in different environments. This work has implications for understanding the fundamental principles of chemical reactivity and molecular structure (Abraham et al., 1974) .

Conformational Analysis

The stereo-electronic effects governing the rotational isomerism of halogenated ethanes, including 1,2-dibromo-1,1-dichloro-2,2-difluoroethane, have been theoretically evaluated. DFT calculations revealed the predominance of gauche or trans conformers depending on the specific halogenation, contributing to a deeper understanding of the conformational preferences of halogenated ethanes and their implications for chemical synthesis and reactivity (Souza et al., 2008).

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