Select correct and most relevant mechanism for each of the following reaction. Hint: Review Chapter 11.4. Br dilute HBr Mechanism A: H. CH2 nucleophilic attack HO HCH2 proton transfer H proton Br dilute H-Br: Br transfer Mechanism B: proton transfer dilute H-Br: tertiary carbocation hydrogen migration (rearrangement) HOCH3 H HCH3 = secondary carbocation Mechanism C: tertiary carbocation nucleophilic attack nucleophilic attack CH3 nucleophilic attack dilute H-Br: proton transfer primary carbanion Br: elimination H-Br: dilute H-Br: proton disassosiation Mechanism D: dilute H-Br: A B C proton transfer Br Br :Br-H secondary carbanion ..☺ CH2 proton transfer Н H CH3 H-Br: dilute H-Br: H-Br: proton transfer elimination proton disassosiation nucleophilic attack tertiary carbocation H HCH3 Br
Select correct and most relevant mechanism for each of the following reaction. Hint: Review Chapter 11.4. Br dilute HBr Mechanism A: H. CH2 nucleophilic attack HO HCH2 proton transfer H proton Br dilute H-Br: Br transfer Mechanism B: proton transfer dilute H-Br: tertiary carbocation hydrogen migration (rearrangement) HOCH3 H HCH3 = secondary carbocation Mechanism C: tertiary carbocation nucleophilic attack nucleophilic attack CH3 nucleophilic attack dilute H-Br: proton transfer primary carbanion Br: elimination H-Br: dilute H-Br: proton disassosiation Mechanism D: dilute H-Br: A B C proton transfer Br Br :Br-H secondary carbanion ..☺ CH2 proton transfer Н H CH3 H-Br: dilute H-Br: H-Br: proton transfer elimination proton disassosiation nucleophilic attack tertiary carbocation H HCH3 Br
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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Transcribed Image Text:Question 22
Select correct and most relevant mechanism for each of the following reaction.
Hint: Review Chapter 11.4.
Br
dilute HBr
Mechanism A:
H.
CH2
Hproton
transfer
nucleophilic attack
H ..O
HCH2
proton transfer
Br dilute H-Br:
Br
Mechanism B:
proton transfer
tertiary
carbocation
hydrogen migration
(rearrangement)
HCH3
dilute H-Br:
Mechanism C:
secondary
carbocation
:Br:
nucleophilic attack
H
HCH3
Br
tertiary
carbocation
:Br:
nucleophilic
attack
nucleophilic
attack
CH3
dilute H-Br:
Η
proton transfer
elimination
primary
carbanion
O
:Br:
H-Br:
proton
disassosiation
proton transfer
Br
Br
dilute H-Br:
:Br:
:Br-H
Mechanism D:
dilute H-Br:
B
с
secondary
carbanion
proton transfer
H.
CH2
CH2
H
H CH3
H-Br:
dilute H-Br:
H-Br:
proton transfer
:Br:
elimination
proton
disassosiation
nucleophilic attack
tertiary
carbocation
H
H CH3
Br
:Br:
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