3rd September 2018

masterorganicchemistry
11

Can Grignard reagents react with carboxylic acids?

1) Reactions of Grignard reagents with carboxylic acids. Grignard reagents (with the general structure RMgBr) are great nucleophiles. They add to ketones, aldehydes, esters (twice), acid halides (twice), epoxides, and a number of other carbonyl-containing compounds.

In respect to this, what happens when Grignard reagent reacts with alcohol?

Grignard Reaction with Alcohols. If there are any alcohols on a carbon chain, then the Grignard reagent will react with the hydrogen on the alcohol before it will react with the carbonyl carbon. The same thing occurs if water is added to the reaction before the Grignard reagent has reacted with the aldehyde/ketone.

Do Grignard reagents react with aldehydes?

Organolithium or Grignard reagents react with the carbonyl group, C=O, in aldehydes or ketones to give alcohols. The substituents on the carbonyl dictate the nature of the product alcohol. The acidic work-up converts an intermediate metal alkoxide salt into the desired alcohol via a simple acid base reaction.

Why does water destroy Grignard reagent?

This then couples with the alkyl radical formed. q Diethyl ether is an especially good solvent for the formation of Grignard reagents because ethers are non-acidic (aprotic). Water or alcohols would protonate and thus destroy the Grignard reagent, because the Grignard carbon is highly nucleophilic.
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