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Acid chlorides react with Grignard reagents to yield tertiary alcohols. Two equivalents of Grignard reagent are required.

1. The first equivalent reacts in a typical nucleophilic acyl substitution reaction to give a ketone.
2. This ketone is reactive in the Grignard reaction. Thus, the second equivalent adds to the ketone carbonyl carbon.
3. Subsequent protonation yields the tertiary alcohol.

Draw curved arrows to show the movement of electrons in this step of the mechanism.

Answer :

Final answer:

In the reaction of acid chlorides with Grignard reagents, two equivalents of Grignard reagent react with the acid chloride. The first equivalent undergoes nucleophilic acyl substitution to yield a ketone, while the second equivalent adds to the ketone's carbonyl carbon, forming a tertiary alcohol.

Explanation:

In the reaction of acid chlorides with Grignard reagents to yield tertiary alcohols, two equivalents of Grignard reagent are required. The first equivalent reacts in a nucleophilic acyl substitution reaction to give a ketone. The ketone then reacts with the second equivalent of Grignard reagent, adding to the ketone's carbonyl carbon. Subsequent protonation yields the tertiary alcohol.

In terms of the movement of electrons, the reaction can be shown using curved arrows. The nucleophilic acyl substitution reaction involves the nucleophile attacking the carbonyl carbon, while the addition of the second equivalent of Grignard reagent involves the Grignard carbon attacking the ketone's carbonyl carbon.

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