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Consider the acid-catalyzed esterification reaction between salicylic acid with excess acetic anhydride: (1) Write a balanced reaction for the acid-catalyzed reaction between salicylic acid with excess acetic anhydride. (2) Formulate a detailed stepwise reaction mechanism for the acid-catalyzed esterification reaction between salicylic acid and excess acetic anhydride. (3) What procedures may be used to drive an esterification reaction towards completion? (4) Calculate the theoretical yield of aspirin it 2.453 g of salicylic acid is reacted with excess of acetic anhydride (5) If 2.50 g of salicylic acid is used as the starting material, what volume of acetic anhydride would be needed to completely react with it? The density of acetic anhydride is 1.082 g/mL. (6) In a typical laboratory experiment, at the beginning of the reaction, a few small boiling chips are added to the reaction flask. Why? (7) At the end of the esterification reaction, the product is usually dried with anhydrous magnesium sulfate as the drying agent. Why is anhydrous calcium chloride not suitable to use as the drying agent? (8) Explain why acetic acid is unlikely to be a contaminant in the solid aspirin product. (9) According to the data in the Merck Index, it 1.0 g of aspirin is dissolved in 100 mL of water at 37, how much aspirin will precipitate out of solution when it is cooled to 25? 5 (10) What is the boiling point of acetic acid? Record the boiling point of acetic acid and explain why only some acetic acid evaporates from the reaction mixture. (11) Briefly describe the process of recrystallization of aspirin. (12) What is the definition of the concept of "melting point of a pure crystalline substance? (13) What is the meaning of the melting point range of a solid if the melting point of aspirin from the esterification experiment was determined as a melting range of 122-128 C? (14) Aspirin that has been stored for a long time may give a vinegar-like odour and give a purple colour with FeCl3. Formulate a possible reaction for the observation (15) Briefly describe the process of determination of the melting point of a solid in the laboratory