orgo help

Consider the DMAP-catalyzed esterification of a carboxylic acid anhydride, shown below. (DMAP, or 4-dimethylaminopyridine, is a common nucleophilic catalyst.) CH, O + HO Ph Ph CHE H3C CH3 H3C (DMAP) a. Draw a curved-arrow mechanism for the uncatalyzed esterification reaction. b. Draw a curved-arrow mechanism for the DMAP-catalyzed esterification reaction. c. Based on your answers to parts (a) and (b), explain how DMAP functions as a catalyst for this reaction in terms of reaction kinetics. a d. (Optional, worth 1 point extra credit) Despite acting as a catalyst for this reaction, DMAP must be added in a stoichiometric proportion (1:1 with other reagents) in order to perform its role effectively. If DMAP is added in a typical proportion (1-10 mol%), the reaction proceeds at a rate similar to the uncatalyzed reaction. Explain this observation