Question 21 Select correct and most relevant mechanism for each of the following reaction. Hint: Review Chapter 11.4. dilute HCI Mechanism A: proton disassosiation dilute H-CI: H3C CH3 :CI: nucleophilic attack H&C:CI: :CI: CH3 proton transfer :0 methyl migration and (rearrangement) Mechanism B: proton transfer secondary carbanion nucleophilic attack and methyl migration (rearrangement) Θ :CI: Θ H3C CH3 :CI: dilute H-CI: Mechanism C: proton transfer dilute H-CI: secondary carbocation Mechanism D: H₂C CH3 secondary carbocation methyl migration (rearrangement) nucleophilic attack H3C CH3 tertiary carbocation nucleophilic attack nucleophilic attack CI: CH3 CH3 :0 : CH3 tertiary carbocation secondary carbocation secondary carbanion proton transfer methyl disassosiation dilute H-CI: proton disassosiation A B C OD
Question 21 Select correct and most relevant mechanism for each of the following reaction. Hint: Review Chapter 11.4. dilute HCI Mechanism A: proton disassosiation dilute H-CI: H3C CH3 :CI: nucleophilic attack H&C:CI: :CI: CH3 proton transfer :0 methyl migration and (rearrangement) Mechanism B: proton transfer secondary carbanion nucleophilic attack and methyl migration (rearrangement) Θ :CI: Θ H3C CH3 :CI: dilute H-CI: Mechanism C: proton transfer dilute H-CI: secondary carbocation Mechanism D: H₂C CH3 secondary carbocation methyl migration (rearrangement) nucleophilic attack H3C CH3 tertiary carbocation nucleophilic attack nucleophilic attack CI: CH3 CH3 :0 : CH3 tertiary carbocation secondary carbocation secondary carbanion proton transfer methyl disassosiation dilute H-CI: proton disassosiation A B C OD
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![Question 21
Select correct and most relevant mechanism for each of the following reaction.
Hint: Review Chapter 11.4.
dilute HCI
Mechanism A:
proton
disassosiation
dilute H-CI:
:CI:
nucleophilic attack
H3C CH3
H&C:CI:
:CI:
CH3
proton transfer
and
:0
methyl migration
(rearrangement)
Mechanism B:
proton transfer
dilute H-CI:
Mechanism C:
proton transfer
dilute H-CI:
secondary carbanion
nucleophilic attack and
methyl migration (rearrangement)
secondary
carbocation
Mechanism D:
H₂C CH3
secondary
carbocation
Θ
:CI:
H3C CH3
:CI:
methyl migration
(rearrangement)
nucleophilic attack
H3C CH3
tertiary
carbocation
nucleophilic attack
nucleophilic attack
ECI:
CH3
CH3
:0
: CH3
tertiary
carbocation
secondary
carbocation
secondary
carbanion
proton transfer
methyl
disassosiation
dilute H-CI:
proton
disassosiation
A
B
C
OD](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F0418a705-bb96-4311-9358-c530c7488c18%2Fe7a0a811-6da0-4d0d-8ebd-fdc8ef60028f%2Fsfqaqrq_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Question 21
Select correct and most relevant mechanism for each of the following reaction.
Hint: Review Chapter 11.4.
dilute HCI
Mechanism A:
proton
disassosiation
dilute H-CI:
:CI:
nucleophilic attack
H3C CH3
H&C:CI:
:CI:
CH3
proton transfer
and
:0
methyl migration
(rearrangement)
Mechanism B:
proton transfer
dilute H-CI:
Mechanism C:
proton transfer
dilute H-CI:
secondary carbanion
nucleophilic attack and
methyl migration (rearrangement)
secondary
carbocation
Mechanism D:
H₂C CH3
secondary
carbocation
Θ
:CI:
H3C CH3
:CI:
methyl migration
(rearrangement)
nucleophilic attack
H3C CH3
tertiary
carbocation
nucleophilic attack
nucleophilic attack
ECI:
CH3
CH3
:0
: CH3
tertiary
carbocation
secondary
carbocation
secondary
carbanion
proton transfer
methyl
disassosiation
dilute H-CI:
proton
disassosiation
A
B
C
OD
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