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Propose a mechanism involving a hydride shift or an alkyl

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 26P Chapter 6

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 26P

Propose a mechanism involving a hydride shift or an alkyl shift for each solvolysis reaction. Explain how each rearrangement forms a more stable intermediate.

Step-by-Step Solution:

Solution 26P :

Step 1:

Here, we have to Propose a mechanism that involves a hydride shift or an alkyl shift for each solvolysis reaction and also explain how each rearrangement forms a more stable intermediate.

First, let’s see what is a hydride shift or an alkyl shift and solvolysis reaction and then we will proceed to propose mechanism for it.

A rearrangement pathway where an unstable carbocation can be transformed into stable carbocation is called as hydride shift or it is also called as alkyl shift.

Solvolysis reactions are usually substitution reactions in which an atom or a group of atoms in a molecule is replaced by another atom or group of atoms.

For the rearrangement of the compound, we should first analyze the structure of carbocations and see if the migration of any groups of the carbons in the compound will lead to more stable carbocation only then the rearrangement for compound can be done to form a more stable intermediate.

Step 2 of 5

Chapter 6, Problem 26P is Solved
Step 3 of 5

Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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Propose a mechanism involving a hydride shift or an alkyl