In a similar fashion, draw intermediate 1 and intermediate 2 (final product) for the following reaction. Br H Br₂ + NaBr + HgO NaOH H H

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
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.27P
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Consider this reaction:
Br
CH₂OH
+
Br-Br
H₂CO
The mechanism proceeds through a first cationic intermediate, intermediate 1. Nucleophilic attack leads to intermediate 2, which goes on to form
final product. In cases that involve a negatively charged nucleophile, the attack of the nucleophile leads directly to the product.
Year
Hot
Br
+ CH₂OH
Br
Intermediate 1
Intermediate 2
(product)
In a similar fashion, draw intermediate 1 and intermediate 2 (final product) for the following reaction.
Br
H
Br₂
+ NaBr + H2O
H
H
H
NaOH
.
Pay attention to the reactants, they may differ from the examples. In some reactions, one part of the molecule acts as the nucleophile.
Structures are provided for you to modify in the sketchers below.
.
• You do not have to consider stereochemistry.
• Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate intermediate 1 and
intermediate 2 using the symbol from the dropdown menu.
Sn [F
H
On [F
I
Br
-OH
HH
ChemDoodle
H
I
ChemDoodle
Transcribed Image Text:Consider this reaction: Br CH₂OH + Br-Br H₂CO The mechanism proceeds through a first cationic intermediate, intermediate 1. Nucleophilic attack leads to intermediate 2, which goes on to form final product. In cases that involve a negatively charged nucleophile, the attack of the nucleophile leads directly to the product. Year Hot Br + CH₂OH Br Intermediate 1 Intermediate 2 (product) In a similar fashion, draw intermediate 1 and intermediate 2 (final product) for the following reaction. Br H Br₂ + NaBr + H2O H H H NaOH . Pay attention to the reactants, they may differ from the examples. In some reactions, one part of the molecule acts as the nucleophile. Structures are provided for you to modify in the sketchers below. . • You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate intermediate 1 and intermediate 2 using the symbol from the dropdown menu. Sn [F H On [F I Br -OH HH ChemDoodle H I ChemDoodle
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