I'm studying for the mcat and there is a question that I'm not sure about in my review book. The question is as follows:
A non-polar tertiary alcohol is treated with 60% sulfuric acid and then extracted with hexane. Will it stay in the aqueous layer or organic layer? I would think the aqueous solution because the alcohol would be protonated at such a low pH and, as an ionic species, would, therefore, stay in aqueous solution. Am I missing something here?