128k views
4 votes
If you had used a traditional acid to carry out the esterification reaction, what role does the following species play in a subsequent step?

a. Proton
b. Nucleophile
c. Electrophile
d. Catalyst

1 Answer

0 votes

Final answer:

In an esterification reaction using a traditional acid, the acid serves as a catalyst, with one of the roles being to donate a proton that activates the carbonyl compound as an electrophile. The acid is not consumed in the reaction; it is regenerated and thus accelerates the reaction without being part of the final product. The correct option is d. Catalyst.

Step-by-step explanation:

If you used a traditional acid in the esterification reaction, the acid acts as a catalyst because it is consumed in an early step of the reaction mechanism but is regenerated in a later step. Specifically, during esterification, an acid donates a proton to the carbonyl oxygen of a carboxylic acid to make it a better electrophile.

As the nucleophile, often an alcohol, attacks the electrophilic carbon, the carbonyl bond breaks and forms a tetrahedral intermediate. The acid catalyzes both the activation of the electrophile and the protonation of the leaving group, making it a better leaving group, which is a key step that leads to the formation of the ester. After the reaction, the acidic proton is eventually transferred to a base in the reaction medium, which regenerates the acid catalyst.

The species being inquired about in the question are crucial for the reaction progression; the proton acts as an acid in proton exchange reactions, while the nucleophile donates electrons to the electrophile, and the electrophile accepts these electrons. When considering an acid/base reaction, the proton is coming from the acid and is involved in these proton exchange reactions, where the transfer of a proton from one species to another occurs, typically involving nucleophiles acting as bases when they donate electrons to a proton.

User MPicazo
by
7.5k points