In retrieving the compound (benzoic acid) from the aqueous phase, what is the reason for having precipitation after adding HCl in the aqueous phase? Thank you!!A.) Carboxylate salt is less soluble in acid, so it forms precipitate after adding HCl. Solution Adding HCl i.e Cl- and H+ in the aqueous phase this leads to the solubility equlibrium to shift the direction where Cl- and H+ will be removed. The Cl- ions are removed by reacting with Na+ of sodium benzoate (carboxylate salt is neutralized) The so formed benzoate ion (carboxylate ion) with COO- ion react with left unpatnered H+ ions forms an insoluble precipate benzoic acid.