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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![10 (b) Show **all rearrangements** that could occur that would result in a more stable carbocation in each of the following:
1. **First diagram:** This structure shows a cyclohexene ring with a positive charge located at a tertiary carbon adjacent to a double bond. The charge is designated by a plus sign (+).
2. **Second diagram:** A cyclohexane ring features a positive charge at a secondary carbon. There are two alkyl groups branching off the ring, each with a single bond.
3. **Third diagram:** This pentane structure has a positive charge at a tertiary carbon. Two linear alkyl chains extend from the bridgehead carbon, forming side groups.
In each diagram, the challenge is to find rearrangements—such as hydride shifts or alkyl shifts—that result in movement of the carbocation to a more stable position, ideally transforming secondary or tertiary carbocations into the most stable configuration possible.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fce0afc3b-3e57-4487-b673-cf6f07e8890b%2F9ee31a32-6ed2-4a4b-ab8a-f92a2e02bcd2%2F8g3vca6_processed.png&w=3840&q=75)
Transcribed Image Text:10 (b) Show **all rearrangements** that could occur that would result in a more stable carbocation in each of the following:
1. **First diagram:** This structure shows a cyclohexene ring with a positive charge located at a tertiary carbon adjacent to a double bond. The charge is designated by a plus sign (+).
2. **Second diagram:** A cyclohexane ring features a positive charge at a secondary carbon. There are two alkyl groups branching off the ring, each with a single bond.
3. **Third diagram:** This pentane structure has a positive charge at a tertiary carbon. Two linear alkyl chains extend from the bridgehead carbon, forming side groups.
In each diagram, the challenge is to find rearrangements—such as hydride shifts or alkyl shifts—that result in movement of the carbocation to a more stable position, ideally transforming secondary or tertiary carbocations into the most stable configuration possible.
Expert Solution
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Step 1
Tertiary carbocation is more stable than secondary carbocation which is more stable than primary carbocation.
Primary carbocation is more stable than methyl carbocation.
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