Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter21: Nas: Nucleophilic Aromatic Substitution
Section: Chapter Questions
Problem 2E
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Step 6: The last step of the hydrohalogenation reaction is the addition of the bromide ion to the carbocation. Draw the
product with non-bonding electrons, where applicable.
Select
Draw
Rings
More
Erase
C
H
Br
:Br:
Transcribed Image Text:Step 6: The last step of the hydrohalogenation reaction is the addition of the bromide ion to the carbocation. Draw the product with non-bonding electrons, where applicable. Select Draw Rings More Erase C H Br :Br:
Draw the expected product of the given reaction.
HBr
H
Strategy: Identify the type of reaction that will occur. Determine the regiochemistry of the addition reaction. Analyze the
carbocation formed and determine whether a rearrangement will occur. If so, rearrange to form a more stable carbocation
and complete the nucleophilic addition.
Step 5: Perform the rearrangement and determine the new carbocation formed.
Draw a curved arrow to show the
Draw the new carbocation formed.
rearrangement step.
Select
Draw
Rings
More
Erase
Select
Draw
Rings
More
Erase
C
C
H
H
H
H
Transcribed Image Text:Draw the expected product of the given reaction. HBr H Strategy: Identify the type of reaction that will occur. Determine the regiochemistry of the addition reaction. Analyze the carbocation formed and determine whether a rearrangement will occur. If so, rearrange to form a more stable carbocation and complete the nucleophilic addition. Step 5: Perform the rearrangement and determine the new carbocation formed. Draw a curved arrow to show the Draw the new carbocation formed. rearrangement step. Select Draw Rings More Erase Select Draw Rings More Erase C C H H H H
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