Question

Correlate the microscale procedures needed to accomplish the given steps (1-5) to isolate pure isopentyl acetate (banana oil) from the reaction mixture. (Not all of the steps on the left are required.)

1 Granular anhydrous sodium sulfate is added to the aqueous layer. This deprotonates unreacted acetic acid, making a water soluble salt. The lower aqueous layer is removed using a Pasteur pipette and discarded. 2 This ensures that the evolution of carbon dioxide gas is complete. 3 This removes byproducts The lower aqueous layer is removed using a Pasteur pipette and the organic layer discarded 4 This removes water from the product. The organic layer is dried over granular anhydrous sodium sulfate. The dry ester is decanted using a Pasteur pipette to a clean conical vial. 5 This separates the sodiunm sulfate from the ester. The sodium sulfate is removed by gravity filtration. The mixture is stirred, capped and gently shaken, with frequent venting Aqueous sodium bicarbonate is added to the reaction mixture.