Spectroscopic and Computational Study of Hydrate vs. Hemiacetal Equilibria in 6,7-Epoxy-6,7-Dihydroquinoline-5,8-Dione

Authors : Raşit Çalışkan, Ozlem Sari

Pages : 651-656

Doi:10.19113/sdufenbed.1794752

View : 43 | Download : 228

Publication Date : 2025-12-25

Article Type : Research Paper

Abstract :The hydration of carbonyl compounds and the formation of hemiacetals have been a topic of interest in organic chemistry. Hydration plays an important role in biological processes. Quinoline derivatives are also biologically active molecules with many applications. Equilibrium between 6,7-epoxy-6,7-dihydroquinoline-5,8-dione and its hydrate or hemiacetal form was investigated in aqueous and alcoholic solutions by NMR spectroscopy. Interestingly, no equilibrium was detected for the hydrocarbon counterpart. It was presumed that the existence of this equilibrium is highly dependent on the electronic structure of the molecule. To further understand the difference in reactivity to such systems, density functional theory (DFT) calculations were performed.
Keywords : Kinolin, Kinon, Hidratasyon, Hemiasetal

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