Part III: Mechanism of acid-catalyzed ester hydrolysis Consider the following six-step reaction when answering the questions below: :0: R--CH₂ + Step 1: Ester protonation 10: H₂O 4. The first step in this reaction mechanism uses the acid catalyst to protonate the ester. a. Which site on the ester is the most basic and therefore most likely to gain the proton? To help answer this question draw the conjugate acid that would result from protonation of either site and explain which conjugate acid is more stable.

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Part III: Mechanism of acid-catalyzed ester hydrolysis
Consider the following six-step reaction when answering the questions below:
:0:
R--CH₂
+
Step 1: Ester protonation
10:
H₂O
4. The first step in this reaction mechanism uses the acid catalyst to protonate the ester.
a. Which site on the ester is the most basic and therefore most likely to gain the proton? To help
answer this question draw the conjugate acid that would result from protonation of either site
and explain which conjugate acid is more stable.
Transcribed Image Text:Part III: Mechanism of acid-catalyzed ester hydrolysis Consider the following six-step reaction when answering the questions below: :0: R--CH₂ + Step 1: Ester protonation 10: H₂O 4. The first step in this reaction mechanism uses the acid catalyst to protonate the ester. a. Which site on the ester is the most basic and therefore most likely to gain the proton? To help answer this question draw the conjugate acid that would result from protonation of either site and explain which conjugate acid is more stable.
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