Alkaloid salts are not very soluble in the organic solvent diethyl ether. What might happen to the free-base form of caffeine (an alkaloid) dissolved in diethyl ether ifgaseous hydrogen chloride, HCl, were bubbled into the solution?
(a) A second layer of water would form.
(b) Nothing; the HCl gas would merely bubble out of solution.
(c) The diethyl ether–insoluble caffeine salt would form as a white precipitate.
(d) The acid–base reaction would release heat, which would cause the diethyl ether to start evaporating.
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