Year: 2024
Type: article
Abstract: High Resolution Image Download MS PowerPoint Slide In this undergraduate organic laboratory study, extensive solvent screening was meticulously designed for the optimization of the l -proline-organocatalyzed intermolecular aldol reaction involving acetone and p -nitrobenzaldehyde. The experimental procedure entailed selecting specific solvents, analyzing the reaction crude through NMR spectroscopy, and subsequently, purifying the aldol adducts to measure their enantiomeric ratios via HPLC provided with the chiral column. Remarkably, this comprehensive investigation was efficiently conducted within two concise 2-h laboratory sessions, together with a 1-h seminar session, rendering it highly suitable for both Bachelor’s and Master’s degree programs. Conducted at room temperature, the experiments unveiled significant variations in both yields and enantiomeric excess of the aldol products and the byproducts proportions, depending on the solvent of choice. This experiential learning opportunity empowers students to gain practical insights into organocatalyzed transformations, purification techniques, and chromatographic analysis, enhancing their proficiency as organic chemists.
Source: Journal of Chemical Education
Authors: Julio Puigcerver, Alberto Martinez-Cuezva
Institution: Universidad de Murcia
Language: English
Subfield: Physical and Theoretical Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $4,500
OpenAlex ID: W4404524001