Crespi, Ayelén F.

Can a gem-Diol Moiety Be Isolated? A Reaction Study by NMR and X-ray Spectroscopies (Journal Article) - Washington DC :American Chemical Society ,2023 - 4536–4542p. - Journal of Chemical Education Volume 100, 2023 - Issue 11, November 2023 .

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Abstract: The carbonyl group of an aldehyde or ketone reacts with different types of nucleophiles through a nucleophilic addition reaction. When the nucleophile is water, the product obtained is a gem-diol or geminal diol. This functionalization is unstable and quickly reverts to the parent carbonyl group. The chemistry of gem-diols is not usually covered in depth in organic chemistry courses. Herein, we propose a two-step activity to study the isolation of different gem-diols: an organic laboratory practice designed for undergraduate students combined with an in-class activity. The approach focuses on the study of heterocyclic compounds with aldehyde moieties using solution and solid-state nuclear magnetic resonance combined with X-ray crystallography.

0021-9584


Organic Chemistry| Heterocyclic Compounds | Undergraduate Students| Carbonyl Moieties gem-Diols| NMR X-ray Crystallography