Cyclohexanone

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Materials and Methods This experiment was carried out in two parts. First, four small scale aldol condensation reactions (Table 1) were conducted by reacting cyclohexanone or acetophenone with benzaldehyde or p-fluorobenzaldehyde respectively. One equivlanet (0.1 Mmol) of a ketone and aldehyde were added to 1 mL of 10% sodium hydroxide in a 10mL round bottom flask. The reactions were stirred with a magnetic stir bar and allowed to react at room temperature for 1 hour. After 1 hour, thin layer chromatography (TLC) was conducted to determine if the reaction was complete and predict which ketone and aldehyde combination yielded a desired product. The TLC was conducted by diluting the reactants and products in Hexanes and using a mobile phase of 10% ethyl acetate. The most successful reaction was then selected to be scaled up. …show more content…

As such, 3 Mmol of cyclohexanone and p-fluorbenzaldehyde were each added to a 100 mL round bottom flask with 30 mL of 10% sodium hydroxide. The reaction was stirred with a magnetic stir rod and allowed to react at room temperature for 1 hour. To determine reaction progress, TLC (figure 3) was performed at 30 minutes, 45 minutes and 60 minutes post reaction start time. After the 60 minute TLC was performed, the reaction was determined to be complete. The product was then separated through a liquid-liquid extraction process. To separate the product, 10 mL of hexanes were added to the reaction and the solution was transferred to a separatory funnel. Then, 10 mL of distilled water were added to the funnel which was then shook vigorously and allowed to settle. The water layer was then drained from the vial and this process was repeated in triplicate. The resulting hexane layer was determined to contain the product of the reaction and was transferred to a 50 mL

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