Unimolecular nucleophilic substitution (S N 1): Structural reactivity evidenced by colored acid-base indicators
The different reactivities between 1°, 2°, and 3° butyl chlorides by the unimolecular nucleophilic substitution (S N 1) mechanism were easily observed at 60 °C by a solvolysis reaction in ethanol with ether formation. The hydrogen ion from the byproduct HCl reacted with an acid-base indicator such a...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2018 |
| País: | Argentina |
| Institución: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Idioma: | inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/90900 |
| Acceso en línea: | http://hdl.handle.net/11336/90900 |
| Access Level: | acceso abierto |
| Palabra clave: | ACIDS/BASES HANDS-ON LEARNING/MANIPULATIVES LABORATORY INSTRUCTION NUCLEOPHILIC SUBSTITUTION ORGANIC CHEMISTRY SECOND-YEAR UNDERGRADUATE https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| Sumario: | The different reactivities between 1°, 2°, and 3° butyl chlorides by the unimolecular nucleophilic substitution (S N 1) mechanism were easily observed at 60 °C by a solvolysis reaction in ethanol with ether formation. The hydrogen ion from the byproduct HCl reacted with an acid-base indicator such as methyl red to induce a color change. At room temperature, the addition of AgNO 3 was used to detect the released chloride ion by AgCl precipitation. The reactivity order (3° > 2° ≫1°) was visually confirmed by both a color change in an indicator and precipitate formation by these safe, quick, and easy assays. |
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