The strongly polar, hydrogen-bonding properties of water make it an excellent solvent for ionic species. by contrast, nonionized, nonpolar organic molecules, such as benzene, are relatively insoluble in water. in principle, the aqueous solubility of any organic acid or base can be increased by converting the molecules to charged species. for example, the solubility of benzoic acid in water is low. the addition of sodium bicarbonate to a mixture of water and benzoic acid raises the ph and deprotonates the benzoic acid to form benzoate ion, which is quite soluble in water. state whether each of the following compounds is more soluble in an aqueous solution of 0.1 m naoh or 0.1 m hcl, and briefly explain your rationale. (the dissociable protons are circled.)

explanation:

two years ago, when picking flowers in the mountains back of yosemite valley, i found a book. it was blotted and storm-beaten; all of its outer pages were mealy and crumbly. the paper seemed to dissolve like the snow beneath which it had been buried, however; many of the inner pages were well preserved. and although all were more or less stained and torn, whole chapters were easily readable. this is the condition of the great open book of yosemite glaciers today; its granite pages have been torn and blurred by the same storms that wasted the castaway book.

two years ago, when picking flowers in the mountains back of yosemite valley; i found a book. it was blotted and storm-beaten, all of its outer pages were mealy and crumbly. the paper seemed to dissolve like the snow beneath which it had been buried, however, many of the inner pages were well preserved. and although all were more or less stained and torn; whole chapters were easily readable. this is the condition of the great open book of yosemite glaciers today, its granite pages have been torn and blurred by the same storms that wasted the castaway book.