a) give a brief explanation that explains the solublity trend observed for benzo

Question

a) give a brief explanation that explains the solublity trend observed for benzoic acid. you must explicity descrive the intermolecular forces involved. (information: benzoic acid is insoluble in water. soluble in 1.0 NaOH but when you add 6.0 M HCl to the same tube, it becomes insoluble. benzoic acid is insoluble in 1.0 M HCl)

b) give a brief explanation that explains the solublity trend observed for benzoic ethyl-4-aminobenzoate. you must explicity descrive the intermolecular forces involved. (information: is ethyl-4-aminobenzoate insoluble in water. isoluble in 1.0 NaOH. soluble in 1.0 M HCl but when you add 6.0 M NaOH to the same tube, it becomes insoluble)

Explanation / Answer

A) In basic (NAOH)medium, The increase in concentration of OH- ions will react fully with benzoic acid in acid-base reaction to form water and benzoate ion, which now is soluble in water due to strong ion-dipole forces of attraction and making it polar due to which it is soluble.

In acidic (HCL) medium, The increase in concentration of H+ ions will shift the position of equilibrium, causing benzoic acid to be insoluble in acidic medium.

B) In basic (NAOH)medium, the increase in concentration of OH- ions will react with Ethyl 4-Aminobenzoate and makes the solution basic and the compound is deprotonated making precipitate out of solution. Therefore Ethyl 4-Aminobenzoate is insoluble due to preciptate formed in solution.

In acidic (HCL) medium, Ethyl 4-Aminobenzoate is protonated by H+ ions. This increase in concentration of H+ ions set the acid base equilibrium. Therefore Ethyl 4-Aminobenzoate is soluble.

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