TY - BOOK AU - Crespi, Ayelén F. AU - Lázaro-Martínez, Juan M. TI - Can a gem-Diol Moiety Be Isolated? : A Reaction Study by NMR and X-ray Spectroscopies (Journal Article) SN - 0021-9584 PY - 2023/// CY - Washington DC PB - :American Chemical Society KW - Organic Chemistry| Heterocyclic Compounds | Undergraduate Students| Carbonyl Moieties gem-Diols| NMR X-ray Crystallography N1 - ***______{For Hard Copy, Please visit Library.}________*** N2 - 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 UR - https://doi.org/10.1021/acs.jchemed.3c00446 ER -