Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter10: Oxidation And Reduction
Section: Chapter Questions
Problem 4CTQ
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Can i get help with these problems
![21. Draw the mechanism of each of the following solvolysis reactions:
ELOH
Br
(solvolysis)
CI
OH
(solvolysis)](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F4a1ab4bf-5df4-4bb2-96de-db9fae59045a%2Fdbb5cc4f-0522-4785-b331-f6138c7bea04%2Fxut8zg_processed.png&w=3840&q=75)
Transcribed Image Text:21. Draw the mechanism of each of the following solvolysis reactions:
ELOH
Br
(solvolysis)
CI
OH
(solvolysis)
![Carbocation Rearrangement with proton transfer process:
Here is an example of an Sy1 process that is accompanied by all three additional steps:
H3Oʻ/MEOH
ÖH
:OMe
Proton
transfer
Proton transfer
Nucleophilic
attack
Loss of leaving
Carbocation
group
rearrangement
- H20
Me
H
H.
Me
2° carbocation
3° carbocation
Energy diagram for carbocation rearrangement with proton transfer
Loss of
LG
Nucleophillic
attack
Proton
Carbocation
Proton
transfer
rearrangement
transfer
carbocation
Potential
energy
carbocation
Me e
H-O
OH
OMe
Reaction coordinate](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F4a1ab4bf-5df4-4bb2-96de-db9fae59045a%2Fdbb5cc4f-0522-4785-b331-f6138c7bea04%2Fupjhpyc_processed.png&w=3840&q=75)
Transcribed Image Text:Carbocation Rearrangement with proton transfer process:
Here is an example of an Sy1 process that is accompanied by all three additional steps:
H3Oʻ/MEOH
ÖH
:OMe
Proton
transfer
Proton transfer
Nucleophilic
attack
Loss of leaving
Carbocation
group
rearrangement
- H20
Me
H
H.
Me
2° carbocation
3° carbocation
Energy diagram for carbocation rearrangement with proton transfer
Loss of
LG
Nucleophillic
attack
Proton
Carbocation
Proton
transfer
rearrangement
transfer
carbocation
Potential
energy
carbocation
Me e
H-O
OH
OMe
Reaction coordinate
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