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A student recrystallized some impure benzoic acid and isolated it by filtration. He scraped the purified benzoic acid off the filter paper after it had dried and took the melting point as a test for purity. He was surprised that most of the white solid melted sharply between 121 and 122 °C but that a small amount remained unmelted even at temperatures above 200 °C. Explain this behavior.
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A student determined that the melting point of acetanilide was 113-115 ° C, while that of benzoic acid was 115-122 ° C. Which of the compounds is the purest? a. benzoic acid b. acetanilide c. acetanilide and benzoic acid have the same purity
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A sample of benzoic acid, a solid carboxylic acid, is in equilibrium with an aqueous solution of benzoic acid. A tiny quantity of $\mathrm{D}_{2} \mathrm{O}$, water containing the isotope ${ }^{2} \mathrm{H}$, deuterium, is added to the solution. The solution is allowed to stand at constant temperature for several hours, after which some of the solid benzoic acid is removed and analyzed. The benzoic acid is found to contain a tiny quantity of deuterium, $\mathrm{D}$, and the formula of the deuterium-containing molecules is $\mathrm{C}_{6} \mathrm{H}_{5}$ COOD. Explain how this can happen.
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