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Oxidation Of Cyclohexene Lab Report

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RESULTS & DISCUSSION The reaction scheme for the oxidation of cyclohexene to adipic acid is shown in Figure 2. This reaction was an ionic addition reaction, and it utilized the oxidizing properties of H2O2 in the presence of WO42-. For this reaction to occur, first Na2WO4 dissociated in the aqueous layer due to its ionic properties and the polarity of water as the solvent. WO42-, a complex stabilized by its resonance contributors, was taken into the organic layer by Aliquat 336, the phase transfer catalyst. Aliquat 336 was originally in an ionic form with Cl- as the anion, but the chlorine was transferred to the aqueous layer as the phase transfer took place. Aliquat 336 is a good phase transfer catalyst due to its molecular structure. It contains a nitrogen that bears a positive charge as well as 3 long, hydrocarbon …show more content…

This has two important consequences; Aliquat has favorable intermolecular forces that allow it to dissolve in an organic layer while containing a positive charge, and it is able to form a complex with WO42-, which is necessary for the oxidation of cyclohexene. After being carried into the aqueous layer, WO42- can form a complex with cyclohexene that allows a more direct route of oxidation. This reaction also took place in the presence of KHSO4 because the reaction occurs more readily under acidic conditions. Cyclohexene is a hydrocarbon that was able to undergo an addition reaction because of its carbon-carbon double bond. The extra electron density that results from this bond provides an ideal location for a reaction to take place because of its nucleophilic properties, and the need of each carbon to form a new bond once the double bond is broken. Together, the properties of the molecules used in this reaction provide ideal conditions for an effective

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