Separation of Aldehydes and Reactive Ketones from Mixtures Using a Bisulfite Extraction Protocol
| Autor: | Maria M. Boucher, Cheyenne S. Brindle, Nikola A. Mizgier, Maxwell H. Furigay |
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| Rok vydání: | 2018 |
| Předmět: |
Ketone
General Chemical Engineering 02 engineering and technology 010402 general chemistry 01 natural sciences Aldehyde General Biochemistry Genetics and Molecular Biology Adduct chemistry.chemical_compound Organic chemistry Sulfites chemistry.chemical_classification Aldehydes Aqueous solution General Immunology and Microbiology General Neuroscience Ketones 021001 nanoscience & nanotechnology 0104 chemical sciences Solvent Bisulfite Chemistry chemistry Sodium bisulfite Dimethylformamide 0210 nano-technology |
| Zdroj: | Journal of Visualized Experiments. |
| ISSN: | 1940-087X |
| DOI: | 10.3791/57639-v |
| Popis: | The purification of organic compounds is an essential component of routine synthetic operations. The ability to remove contaminants into an aqueous layer by generating a charged structure provides an opportunity to use extraction as a simple purification technique. By combining the use of a miscible organic solvent with saturated sodium bisulfite, aldehydes and reactive ketones can be successfully transformed into charged bisulfite adducts that can then be separated from other organic components of a mixture by the introduction of an immiscible organic layer. Here, we describe a simple protocol for the removal of aldehydes, including sterically-hindered neopentyl aldehydes and some ketones, from chemical mixtures. Ketones can be separated if they are sterically unhindered cyclic or methyl ketones. For aliphatic aldehydes and ketones, dimethylformamide is used as the miscible solvent to improve removal rates. The bisulfite addition reaction can be reversed by basification of the aqueous layer, allowing for the re-isolation of the reactive carbonyl component of a mixture. |
| Databáze: | OpenAIRE |
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