I need help to draw the particular stage of the mechanism showing this reaction

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
Chapter18: Functional Derivatives Of Carboxylic Acids
Section18.8: Interconversion Of Functional Derivatives
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please help: see the pictures.

for this experiment please draw* the particular stage of the mechanism showing the purpose of adding the 6M HCl to the reaction solution. "I know the addition of 6M HCl to the reaction solution serves the purpose of converting the potassium benzilate salt formed during the reaction into the free acid form of benzilic acid". but I need help to draw the particular stage of the mechanism showing this reaction. Thanks in adavnce

 
 
 
 
 
 
attack by the hydroxide ions on one of the carbonyl carbons. Next, the phenyl group adjacent
to this nucleophilic attack migrates to the other carbonyl carbon. The reaction equilibrium is
driven forward due to the formation of a stable carboxylate salt. This salt of benzilic acid can
then be converted to the free acid by treating the reaction solution with hydrochloric acid. This
reaction can also be more generally used to convert other aromatic alpha diketones to aromatic
alpha hydroxy acids.
Benzil
-Lo
HO
+ KOH
Potassium benzilate
HO
K
+ HCI
-OH + KCI
Figure 1: Reaction scheme for the formation of benzilic acid from benzil.
HO
Benzilic acid
:OH
rearrangement
OH
-H+
:ㅎ:
OH
Figure 2: Mechanism of the reaction for the formation of benzilic acid.
Transcribed Image Text:attack by the hydroxide ions on one of the carbonyl carbons. Next, the phenyl group adjacent to this nucleophilic attack migrates to the other carbonyl carbon. The reaction equilibrium is driven forward due to the formation of a stable carboxylate salt. This salt of benzilic acid can then be converted to the free acid by treating the reaction solution with hydrochloric acid. This reaction can also be more generally used to convert other aromatic alpha diketones to aromatic alpha hydroxy acids. Benzil -Lo HO + KOH Potassium benzilate HO K + HCI -OH + KCI Figure 1: Reaction scheme for the formation of benzilic acid from benzil. HO Benzilic acid :OH rearrangement OH -H+ :ㅎ: OH Figure 2: Mechanism of the reaction for the formation of benzilic acid.
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