The Williamson ether synthesis between 2-naphthol and allyl bromide in the presence of strong base and benzyltriphenylammonium chloride as a phase transfer catalyst in dichloromethane solution is known to proceed in reasonable yield Why will the reaction fail to work if the phase transfer catalyst is switched to ammonium chloride while retaining the same reactants, solvent and base? Because it generates a powerful nitrogen-based nucleophile in aqueous base? Because it reacts with 2-naphthol to make 2-chloronaphthalene. Because ammonium chloride is not soluble in dichloromethane solvent. Because ammonium chloride is not soluble in water.