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
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter21: Benzene And The Concept Of Aromaticity
Section: Chapter Questions
Problem 21.58P
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