Isolation and Derivatization of Sucralose from an Artificial Sweetener to Provide a Hands-On Laboratory Experiment Emphasizing Synthesis and Purification
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Paige J. Monsen [1] ; Frederick A. Luzzio [1]
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[1] University of Louisville
University of Louisville
Estados Unidos
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- Localización: Journal of chemical education, ISSN 0021-9584, Vol. 96, Nº 5, 2019, págs. 992-997
- Idioma: inglés
- Texto completo no disponible (Saber más ...)
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Resumen
A laboratory experiment is detailed that entails the separation and derivatization of the artificial sweetener sucralose from a commercially available sweetener mixture. The experiment utilizes 1 g packets of a sucralose-based artificial sweetener and involves the separation of the synthetic sweetener from the more polar bulk additives by differential solubility. The semipure trichlorosucrose is then acetylated with acetic anhydride and purified using extraction and mini-column chromatography. The isolation, extraction, and chromatography can be followed by thin-layer chromatography in conjunction with 1H and 13C NMR spectroscopy for ascertaining purity during the process as well as final structural confirmation. The experiment is designed to utilize two 4 h laboratory periods, including any spectral work, and employs the laboratory apparatuses found in most undergraduate organic laboratories. During the experiment, the students learn separation by solubility, filtration, extraction, thin-layer and column chromatography, and acetylation of a carbohydrate to make a characterizable derivative. The usefulness of obtaining 1H and 13C NMR spectra as applied to structural analysis of carbohydrates and their derivatives is demonstrated.
