Why is a strong acid (like HCI) used in a Grignard reaction? A strong acid is used in the Grignar reaction in order to protonate the 1) carbonyl in order to make a better leaving group, OH. Once teh OH leaves, the alcohol group is reformed due to water. A stable tetrahedral intermediate with a negatively charged oxygen forms 2) that does not possess a leaving group. This intermediate will exist until a proton source from the strong acid protonates the negatively charged oxygen, affording the neutral alcohol product. 3) The use of a strong acid is not necessary. It is simply recommended as it increases the yield produced in the reaction. The use of a strong acid is necessary for the formation of a Grignard 4) reagent. Without a strong acid, the organomagnesium compound cannot be formed.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.9P
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Why is a strong acid (like HCI) used in a Grignard reaction?
O 1)
A strong acid is used in the Grignar reaction in order to protonate the
carbonyl in order to make a better leaving group, OH. Once teh OH leaves,
the alcohol group is reformed due to water.
A stable tetrahedral intermediate with a negatively charged oxygen forms
O 2)
that does not possess a leaving group. This intermediate will exist until a
proton source from the strong acid protonates the negatively charged
oxygen, affording the neutral alcohol product.
3)
The use of a strong acid is not necessary. It is simply recommended as it
increases the yield produced in the reaction.
4)
The use of a strong acid is necessary for the formation of a Grignard
reagent. Without a strong acid, the organomagnesium compound cannot be
formed.
Transcribed Image Text:Why is a strong acid (like HCI) used in a Grignard reaction? O 1) A strong acid is used in the Grignar reaction in order to protonate the carbonyl in order to make a better leaving group, OH. Once teh OH leaves, the alcohol group is reformed due to water. A stable tetrahedral intermediate with a negatively charged oxygen forms O 2) that does not possess a leaving group. This intermediate will exist until a proton source from the strong acid protonates the negatively charged oxygen, affording the neutral alcohol product. 3) The use of a strong acid is not necessary. It is simply recommended as it increases the yield produced in the reaction. 4) The use of a strong acid is necessary for the formation of a Grignard reagent. Without a strong acid, the organomagnesium compound cannot be formed.
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