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Date: 23-9-2020
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Esters and acid chlorides will react with two molar equivalents of Grignard reagent:
The first reaction is an acyl substitution reaction, and the second is a nucleophilic carbonyl addition. Because ketones and aldehydes are better electrophiles than carboxylic acid derivatives, it is not possible to stop these reactions at the ketone/aldehyde stage.
In general, we see the attachment of two identical R’ groups from the organometallic in the alcohol product: