Select correct and most relevant mechanism for each of the following reaction. Hint: Review Chapter 11.4. Mechanism A: dilute H-CI: H3C CH3 dilute HCI Mechanism B: proton disassosiation O A OB :CI: and methyl migration (rearrangement) Mechanism C: O C H3C CH3 OD nucleophilic attack H₂C :CI: proton transfer dilute H-CI: Mechanism D: proton transfer dilute H-CI: methyl disassosiation dilute H-CI: O. CH3 e :CI: :0 CH₂ H secondary carbanion secondary carbocation proton disassosiation nucleophilic attack and methyl migration (rearrangement) CI: :CI: secondary carbocation tertiary carbocation H proton transfer e :CI: + H3C CH3 .H H H methyl migration (rearrangement) H3C CH3 H → H nucleophilic attack + secondary carbocation :CI: :CI: :CI: nucleophilic attack tertiary carbocation nucleophilic attack :CI: : CH3 secondary carbanion proton transfer :CI: :CI: CH3 :0 :CI:

Select correct and most relevant mechanism for each of the following reaction. Hint: Review Chapter 11.4. Mechanism A: dilute H-CI: H3C CH3 dilute HCI Mechanism B: proton disassosiation O A OB :CI: and methyl migration (rearrangement) Mechanism C: O C H3C CH3 OD nucleophilic attack H₂C :CI: proton transfer dilute H-CI: Mechanism D: proton transfer dilute H-CI: methyl disassosiation dilute H-CI: O. CH3 e :CI: :0 CH₂ H secondary carbanion secondary carbocation proton disassosiation nucleophilic attack and methyl migration (rearrangement) CI: :CI: secondary carbocation tertiary carbocation H proton transfer e :CI: + H3C CH3 .H H H methyl migration (rearrangement) H3C CH3 H → H nucleophilic attack + secondary carbocation :CI: :CI: :CI: nucleophilic attack tertiary carbocation nucleophilic attack :CI: : CH3 secondary carbanion proton transfer :CI: :CI: CH3 :0 :CI:

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

Select correct and most relevant mechanism for each of the following reaction.
Hint: Review Chapter 11.4.
Mechanism A:
dilute H-CI:
H3C CH3
dilute HCI
Mechanism B:
proton
disassosiation
O A
OB
:CI:
and
methyl migration
(rearrangement)
Mechanism C:
O C
H3C CH3
OD
nucleophilic attack
H₂C :CI:
proton transfer
dilute H-CI:
Mechanism D:
proton transfer
dilute H-CI:
methyl
disassosiation
dilute H-CI:
O. CH3
e
:CI:
8.
CH₂
H
secondary carbanion
secondary
carbocation
nucleophilic attack and
methyl migration (rearrangement)
CI:
:CI:
secondary
carbocation
tertiary
carbocation
proton
disassosiation
H
proton transfer
e
:CI: +
H3C CH3
.H
H
H
methyl migration
(rearrangement)
H3C CH3
H
→
H
nucleophilic attack
+
secondary
carbocation
:CI:
:CI:
:CI:
nucleophilic attack
tertiary
carbocation
nucleophilic attack
:CI:
: CH3
secondary
carbanion
proton transfer
:CI:
:CI:
CH3
:0
:CI:

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