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Laszlo is converting an ester to the corresponding B-ketoester by reacting with catalytic sodium methoxide, which he then hydrolyzes to the correpending acid using
Laszlo is converting an ester to the corresponding B-ketoester by reacting with catalytic sodium methoxide, which he then hydrolyzes to the correpending acid using excess base, as shown in the reaction scheme below. 2 Ph. 1) NaOMe (cat.) 2) HCI MeOH Ph. Ph. 1) NaOH (excess) 2) HCI HO Ph. OH Ph. a) Provide a qualitative description of the TLC results (i.e. the relative elution order) he could reasonably expect to observe for this reaction (starting material, intermediate and final product), and explain your answer. (3 pts) b) For his second reaction, Laszlo wants to spot both the intermediate and NaOH as reference points to determine whether is reaction is done or not. Is this a good idea? Why/why not? (1 pt) c) For the first part of the transformation, Laszlo suggests the acid-base reaction shown below is a key step in the mechanism. Is it a reasonable suggestion? Discuss your answer by addressing the following key points: (4 pts) Identify the acid and the base for the reaction. Draw the structure of the products, and identify the conjugate acid and the conjugate base. Determine the approximate ratio of the reagents and the products at equilibrium, and briefly explain your rationale H. Me
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