A Puzzling Alcohol Dehydration Reaction Solved by GC-MS Analysis

Michael W. Pelter ^[1] ; Rebecca M. Macudzinski ^[1]
1. [1] Purdue University Calumet
  
  Purdue University Calumet
  
  Township of North, Estados Unidos
Localización: Journal of chemical education, ISSN 0021-9584, Vol. 76, Nº 6 (June), 1999, págs. 826-826
Idioma: inglés
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Resumen
- We have adapted the dehydration of 2-methyl-2-propanol to a "puzzle" approach for use in our second-semester chemistry major organic laboratory. The reaction of 2-methyl-2-propanol with ˜50% sulfuric acid at 100 °C yields isobutylene, which reacts further by a "puzzling" reaction. By coupling the GC–MS analysis of the product mixture with their knowledge of the mechanism of alcohol dehydration and alkene reactivity, students are able to identify the major products of this reaction.