🤓 Based on our data, we think this question is relevant for Professor Casey's class at UNR.
Analyze the structure of cocaine and cocaine hydrochloride and determine which is more soluble in water and fat.
Recall that water (H2O) is a polar molecule that exhibits hydrogen bonding and dipole-dipole interactions. Using the concept of like dissolves like, we can determine which solvent is better for both compounds
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.
One of these forms of cocaine is relatively insoluble in water: which form, the free base or the hydrochloride?