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Organic Chemistry

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Acid Derivatives

3 out of 7

The reaction of an ester with Grignard reagent (excess) in the presence of an aqueous acid results in:

A A primary alcohol.
B A secondary alcohol.
C A tertiary alcohol.
D No reaction at all, because esters are not reactive with Grignard reagents.
Ans. C Esters can react with Grignard reagents to form tertiary alcohols. The intermediary compound formed is a ketone which reacts with the second Grignard reagent molecule to form the tertiary alcohol. A representative reaction is shown below:

image\Solutions ch 24, Q 3.png