The product of the given solvomercuration-demercuration is to be determined. Concept introduction: Oxymercuration-demercuration is overall hydration of an alkene according to the Markovnikov’s rule. In the major product, the hydroxyl group gets attached to that double bonded carbon atom which has less hydrogens attached. There is no possibility of carbocation rearrangements in this reaction. If an alcohol is used as a component of the solvent mixture instead of water, the product formed has an alkoxy group attached instead of a hydroxyl group. The alcohol serves as the nucleophile in this solvomercuration stage.

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Chapter 8, Problem 72DSP

Interpretation Introduction

Interpretation:

The product of the given solvomercuration-demercuration is to be determined.

Concept introduction:

Oxymercuration-demercuration is overall hydration of an alkene according to the Markovnikov’s rule.

In the major product, the hydroxyl group gets attached to that double bonded carbon atom which has less hydrogens attached.

There is no possibility of carbocation rearrangements in this reaction.

If an alcohol is used as a component of the solvent mixture instead of water, the product formed has an alkoxy group attached instead of a hydroxyl group.

The alcohol serves as the nucleophile in this solvomercuration stage.

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