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Ch.13 - Properties of Solutions

Chapter 13, Problem 91

The 'free-base' form of cocaine (C17H21NO4) and its protonated hydrochloride form (C17H22ClNO4) are shown below; the free-base form can be converted to the hydrochloride form with one equivalent of HCl. For clarity, not all the carbon and hydrogen atoms are shown; each vertex represents a carbon atom with the appropriate number of hydrogen atoms so that each carbon makes four bonds to other atoms

(a) One of these forms of cocaine is relatively water-soluble: which form, the free base or the hydrochloride?

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