The Synthesis of Alkenes

The Synthesis of Alkenes - The Synthesis of Alkenes The...

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The Synthesis of Alkenes: The Dehydration of Cyclohexanol Jacob Rietschy Chemistry 330 Nate Ware
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Introduction: Cyclohexene was synthesized from cyclohexanol. This was done using dehydration. The cyclohexene was tested for the presence of a carbon-carbon double bond by adding bromine. The bond was found to be present because when bromine was added, the solution turned clear after mixing. The product was then characterized using IR. Reactions/Mechanisms/Theory: Dehydration is what an elimination reaction is called when water is the leaving group. Dehydration is accomplished in this instance by the addition of H 3 PO 4. The H 3 PO 4 molecule breaks off the OH molecule from cyclohexanol. This makes H 2 O and H 2 PO 4 and cyclohexene. This reaction is shown in Figure 1. The mixture is heated during this reaction to promote the elimination reaction over substitution taking place because the two are at competition in a primary substrate. Water is extracted from the solution by adding anhydrous sodium sulfate, as it forms a complex with water.
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