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Solutions: Solubility and Intermolecular Forces
14. Solutions / Solutions: Solubility and Intermolecular Forces / Problem 3

Dicycloverine (C19H35NO2) also known as dicyclomine is a drug used to cure gastrointestinal tract spasms. The conversion of the free-base form (C19H35NO2) of dicycloverine to the protonated hydrochloride form (C19H36ClNO2) using one equivalent of HCl is shown below (Note: Not all carbons and hydrogens are shown. Each "corner" represent a carbon bonded to the correct number of hydrogens in order to make a total of four bonds):

Chemical structures of dicycloverine free-base and hydrochloride with HCl addition.

Based on the given structure, determine which form of dicycloverine is more soluble in water.

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