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What is the mechanism behind the Wagner-Meerwein rearrangement and how does it differ from the Pinacol rearrangement in organic chemistry? Provide examples of each reaction and describe the stereochemistry of the products formed.

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The Wagner-Meerwein rearrangement and the Pinacol rearrangement are both examples of 1,2-rearrangements in organic chemistry. They involve the migration of a substituent from one carbon atom to an adjacent carbon atom. However, they differ in the type of migrating group and the nature of the reaction intermediates.Wagner-Meerwein Rearrangement:The Wagner-Meerwein rearrangement is a carbocation rearrangement that involves the migration of an alkyl or aryl group from one carbon atom to an adjacent carbocationic center. The mechanism proceeds through the following steps:1. Formation of a carbocation intermediate: A leaving group  such as a halide or an alcohol  departs from the molecule, generating a carbocation.2. 1,2-shift of the alkyl or aryl group: The migrating group moves to the adjacent carbocationic center, forming a new carbocation.3. Capture of the carbocation: A nucleophile attacks the new carbocation, leading to the formation of the rearranged product.Example: In the reaction of 1-methylcyclohexanol with a strong acid, the Wagner-Meerwein rearrangement occurs, leading to the formation of 1,2-dimethylcyclohexanol.Stereochemistry: The stereochemistry of the Wagner-Meerwein rearrangement depends on the specific reaction conditions and the nature of the migrating group. Generally, the rearrangement proceeds with retention of configuration at the migrating group.Pinacol Rearrangement:The Pinacol rearrangement is a 1,2-rearrangement involving the migration of a hydroxyl group in a vicinal diol  pinacol  to an adjacent carbonyl group. The mechanism proceeds through the following steps:1. Protonation of the hydroxyl group: An acid protonates one of the hydroxyl groups in the pinacol, making it a better leaving group.2. 1,2-shift of the hydroxyl group: The hydroxyl group migrates to the adjacent carbonyl carbon, forming a carbocation and a water molecule.3. Deprotonation: A base deprotonates the carbocation, leading to the formation of a ketone or aldehyde as the rearranged product.Example: In the reaction of pinacol  1,2-dimethyl-1,2-ethanediol  with an acid, the Pinacol rearrangement occurs, leading to the formation of pinacolone  3,3-dimethyl-2-butanone .Stereochemistry: The Pinacol rearrangement proceeds with retention of configuration at the migrating hydroxyl group. However, the stereochemistry at the carbonyl carbon depends on the specific reaction conditions and the nature of the migrating group.In summary, the Wagner-Meerwein rearrangement involves the migration of an alkyl or aryl group in a carbocation intermediate, while the Pinacol rearrangement involves the migration of a hydroxyl group in a vicinal diol. Both rearrangements proceed with retention of configuration at the migrating group, but the stereochemistry of the products may vary depending on the reaction conditions and the nature of the migrating group.

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