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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 reacts with 2‑naphthol to make 2‑chloronaphthalene. Because it generates a powerful nitrogen‑based nucleophile in aqueous base. Because ammonium chloride is not soluble in dichloromethane solvent. Because ammonium chloride is not soluble in water.
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