C. What conclusion can we obtain from the melting point ? 1. The synthesis of N-

Question

C. What conclusion can we obtain from the melting point ?

1. The synthesis of N-phenylphthalimide was performed by an student according to the following reaction: (6 points) Phthalic acid and aniline were heated to reflux for one hour. Upon cooling, the mixture was dissolved in ether and placed in a separatory funnel. The solution was then washed with 5% aqueous Na2CO3 followed by 5% aqueous HCl and allowed to stand over solid anhydrous Na2S04 for 15 minutes. The ether was then evaporated and a solid product obtained. The crude product was dissolved in an appropriate hot solvent and after slowly cooling the solution, crystals were obtained, which after filtering and drying gave a melting point of 205 to 207 ? The literature value for the melting point of the expected product is 208 °C. C OH + 2H2O 0 Phthalic acid Analine N- Phenylphthalimide A. In the experiment, which of the following would have been removed by washing the solution with sodium carbonate? B. What was the purpose of allowing the washed product mixture to stand over solid anhydrous sodium sulfate?

Explanation / Answer

Answer A): Phthalic acid.

Answer B): It dehydrates the target product (Removes the water generated in the reaction).

Answer C): The melting point correlation sustains the confirmation of the formed product and its purity.

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