Alkaloid salts are not very soluble in the organic solvent diethyl ether. What might happen to the free-base form of caffeine dissolved in diethyl ether if gaseous hydrogen chloride, HCl, were bubbled into the solution?
A. A second layer of water would form.
B. Nothing, and the HCl gas would merely bubble out of solution.
C. The acid/base reaction would release heat, which would cause the diethyl ether to start evaporating.
D. The diethyl ether insoluble caffeine salt would form as a white precipitate.
Answer: D
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