The reaction shown below is an isomerization from AF. The reaction has 4 intermediates (B, C, D, E). Answer the following questions regarding this reaction. H+ -OH B H ΘΗ Ι-όπ + H₂O + H₂O E +H- F -OH a) Draw the energy diagram for this reaction assuming that the second step (B⇒C) is the rate determining step and the overall reaction is exergonic. Label each axis. b) Draw the reactant, product or intermediate present at each point (A-F) in the diagram c) Why does the carbocation rearrange in the third step (e.g. C→D)?

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
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.22P: In each of the following three reaction coordinate diagrams, state: (a) Whether the reaction is...
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The reaction shown below is an isomerization from AF. The reaction has 4 intermediates (B, C, D, E).
Answer the following questions regarding this reaction.
H+
-OH
B
H
ΘΗ
Ι-όπ
+ H₂O
+ H₂O
E
+H-
F
-OH
a) Draw the energy diagram for this reaction assuming that the second step (B⇒C) is the rate determining step
and the overall reaction is exergonic. Label each axis.
b) Draw the reactant, product or intermediate present at each point (A-F) in the diagram
c) Why does the carbocation rearrange in the third step (e.g. C→D)?
Transcribed Image Text:The reaction shown below is an isomerization from AF. The reaction has 4 intermediates (B, C, D, E). Answer the following questions regarding this reaction. H+ -OH B H ΘΗ Ι-όπ + H₂O + H₂O E +H- F -OH a) Draw the energy diagram for this reaction assuming that the second step (B⇒C) is the rate determining step and the overall reaction is exergonic. Label each axis. b) Draw the reactant, product or intermediate present at each point (A-F) in the diagram c) Why does the carbocation rearrange in the third step (e.g. C→D)?
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