Ketones By Reducing 4-T-Butylcyclohexanone

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The purpose of this lab was to perform reduction of ketones by reducing 4-t-butylcyclohexanone with sodium borohydride (NaBH4) to form 4-t-butylcyclohexanol. At the end of this experiment, the infrared spectroscopy was obtain for the final product, 4-t-butylcyclohexanol. The IR graph showed the presence of the desired product, and it also showed if the reaction went to completion or not. In addition, the mass of the final product was obtained to determine the percent yield.
To a 5mL conical vial with a magnetic stir bar was added 0.08g 4-t-butylcyclohenanone and 0.5 mL ethanol. Then, 3 mL of 0.6 M NaBH4 was added to the solution, and the solution was stirred for 10 minutes. After 10 minutes, HCl was added to solution. This caused the reaction to foam up and two layers appeared in the reaction. HCl was added until the foaming stopped. Using a conical vial, 0.1 mL HCl was additionally added to the solution. The solution was diluted with 1.0 mL H2O and 0.5 mL methylene chloride (CH2Cl2). Then, the solution was stirred for 30 seconds and the solution was placed on the table allowing the layers to separate. The bottom layer (methylene chloride) was transferred into 5 mL conical vial. In addition, 0.5 mL methylene chloride was added to the solution, and stirred for 30 seconds. Again, the bottom layer was extracted from the solution and placed
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The appearance of strong OH bonds, C=O bonds, and sp3 CH3 bonds in the infrared spectrum of the final product showed the presence of the desired product (4-t-butylcyclohexanol ). However, the reaction did not go to full completion because the IR showed that the starting material was still present by the peak at 1710.61 of the ketone C=O bonds. From this experiment, it was found that it is import to follow the steps carefully in order to have a complete completion of the

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