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: nucleophilic attack H₁C CH3 H₁C: CI: CI: CH3 proton transfer and :0 methyl migration (rearrangement) Mechanism B: proton transfer Q dilute H-CI: secondary carbanion nucleophilic attack and methyl migration (rearrangement) CI H3C CH3 Mechanism C: proton transfer dilute H-CI: secondary carbocation methyl migration (rearrangement) H3C CH3 nucleophilic attack :CI: y = y ð 8 4 8 Mechanism D: H₂C CH3 secondary carbocation tertiary carbocation nucleophilic attack nucleophilic attack :CI: Θ CH3 CH3 methyl disassosiation CH3 tertiary carbocation secondary carbocation proton disassosiation dilute H-CI: :CI: + A B CD secondary carbanion proton transfer CI:

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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:
H₁C CH3
nucleophilic attack
H₁C: CI:
:CI:
CH3
proton transfer
:0
and
methyl migration
(rearrangement)
Mechanism B:
proton transfer
Q
dilute H-CI:
secondary carbanion
nucleophilic attack and
methyl migration (rearrangement)
CI:
H3C CH3
Mechanism C:
proton transfer
dilute H-CI:
secondary
carbocation
methyl migration
(rearrangement)
H3C CH3
nucleophilic attack
:CI:
y = y 8 8 4 8
Mechanism D:
H&C CH3
2
methyl
disassosiation
dilute H-CI:
CH3
secondary
carbocation
tertiary
carbocation
proton
disassosiation
:CI: +
nucleophilic attack
tertiary
carbocation
:CI:
nucleophilic attack
Θ
6 6
secondary
carbocation
CH3
7
secondary
carbanion
proton transfer
CI:
CH3
с
ABCD
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: H₁C CH3 nucleophilic attack H₁C: CI: :CI: CH3 proton transfer :0 and methyl migration (rearrangement) Mechanism B: proton transfer Q dilute H-CI: secondary carbanion nucleophilic attack and methyl migration (rearrangement) CI: H3C CH3 Mechanism C: proton transfer dilute H-CI: secondary carbocation methyl migration (rearrangement) H3C CH3 nucleophilic attack :CI: y = y 8 8 4 8 Mechanism D: H&C CH3 2 methyl disassosiation dilute H-CI: CH3 secondary carbocation tertiary carbocation proton disassosiation :CI: + nucleophilic attack tertiary carbocation :CI: nucleophilic attack Θ 6 6 secondary carbocation CH3 7 secondary carbanion proton transfer CI: CH3 с ABCD
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