288315-03-7 | 3,3-Difluoroazetidine hydrochloride

CAS:288315-03-7 | 3,3-Difluoroazetidine hydrochloride ,Description

3,3-Difluoroazetidine hydrochloride (3,3-DFAH) is a chemical compound with the molecular formula C3H6ClF2N2. It is a colorless, water-soluble solid that is used in organic synthesis and as a reagent in the laboratory. 3,3-DFAH is a versatile reagent that has been used in a variety of applications, including the synthesis of heterocyclic compounds, the preparation of chiral compounds, and the preparation of peptides and peptidomimetics.
 

Scientific Research Applications

Synthesis and Characterization

• Synthesis Approaches: 3,3-Difluoroazetidines are synthesized through a monochlorohydroalane reduction of 3,3-difluoroazetidin-2-ones, which are themselves produced by a Reformatsky-type reaction of aldimines with ethyl bromodifluoroacetate (Willem Van Brabandt & N. Kimpe, 2006).

Applications in Energetic Materials

• Energetic Materials Development: 3,3-Difluoroazetidine hydrochloride is explored for designing new energetic materials. Combining the azetidine structure with azobis-1,2,4-triazole or bi-1,2,4-triazole forms triazolyl polycyclic compounds. These compounds exhibit high decomposition temperatures and potential for use in explosives (Xin-bo Yang et al., 2023).

Structural Analysis and Interaction Studies

• Molecular Interactions and Structural Analysis: The intramolecular β-fluorine⋯ammonium interaction in azetidine rings, including 3-fluoroazetidinium hydrochloride, is significant. This interaction influences the conformation of molecules, as explored through X-ray diffraction analysis and DFT calculations (Natalie E. J. Gooseman et al., 2006) .

Potential Medical Applications

• Exploration in Medical Chemistry: 3,3-Difluoroazetidine hydrochloride derivatives have been investigated for potential applications in medical chemistry. For instance, synthesis strategies for 3-fluoroazetidine-3-carboxylic acid, a fluorinated beta-amino acid, indicate its utility as a building block in medicinal chemistry (Eva Van Hende et al., 2009).

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