Question

Using the mechanism for the acid-catalyzed hydrolysis of an ester as your guide, write the mechanism-showing all the curved arrows-for the acid-catalyzed reaction of acetic acid and methanol to form methyl acetate. All proton-donating and proton-removing species are given on canvas.

there are 7 boxes.........O

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the first one has H3C-C-OH with OH+ --H

.............................................O

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and the final product is H3C-C-O-CH3 with H3O+

Answer 1

The acid-catalyzed reaction of acetic acid and methanol to form methyl acetate involves several steps, including protonation, formation of a tetrahedral intermediate, and deprotonation. The acid catalyst, represented by H3O+, facilitates these steps.

Step-by-step explanation:

The acid-catalyzed reaction of acetic acid and methanol to form methyl acetate involves several steps in its mechanism. Here is the mechanism shown with all the curved arrows:

1. The first step is protonation of methanol by the acid catalyst, which is represented by H3O+.
2. Then, the protonated methanol reacts with the acetic acid to form a tetrahedral intermediate.
3. In the next step, the tetrahedral intermediate loses a water molecule and forms the ester product, methyl acetate.
4. The final step involves deprotonation of the tetrahedral intermediate by H3O+ to regenerate the acid catalyst.

Answer 2

Using the mechanism for the acid-catalyzed hydrolysis of an ester as your guide, write the mechanism— showing all the curved arrows—for the acid-catalyzed reaction of acetic acid and methanol to form methyl acetate. Use

HB+

and :B to represent the proton-donating and proton-removing species, respectively.

Step-by-step explanation: