In a preparation for a synthetic plant hormone I experiment. 1. Give an arrow pushing mechanism for the reaction performed. 2. If phenol (or phenolate) was substituted for 4-chlorophenol what product would be obtained from the reaction. Explain Solution 2) The soluble properties of compounds differ. Phenols are acidic in nature. When sodium hydroxide a base is added, the acidic components gets deprotonated. It becomes an ionic salt which is soluble in water. The deprotonated salt will be in an aqueous layer form. As phenol is a stronger acidic solution, it requires a strong base of aqueous sodium hydroxide to deprotonate its structure. Hence 4-chlorophenol gets deprotonated rapidly in the presence of NaOH. If phenol is used as substrate, sodium phenoxide will be formed with water as the by-product .