The solubility of benzoic acid (HC7H5O2),
is 0.34 g/100 mL in water at 25°C and is 10.0 g/100 mL in benzene (C6H6) at 25°C. Rationalize this solubility behavior. (Hint: Benzoic acid forms a dimer in benzene.) Would benzoic acid be more or less soluble in a 0.1-M NaOH solution than it is in water? Explain.
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