Chapter 17.3, Problem 6P

Interpretation Introduction

a)

Interpretation:

To predict the product of the reaction given.

Concept introduction:

Alkenes can be converted into alcohols by the hydroboration-oxidation reaction. The reaction occurs with syn stereochemistry following anti-Markovnikov regiochemistry.

To predict:

The product of the reaction given.

Interpretation Introduction

b)

Interpretation:

To predict the product of the reaction given.

Concept introduction:

Alkenes can be hydrated using oxymercuration-demercuration process. The reaction occurs following Markonikov regiochemistry yielding a more highly substituted alcohol as the product.

To predict:

The product of the reaction given.

Interpretation Introduction

c)

Interpretation:

To predict the product of the reaction given.

Concept introduction:

Hydroxylation with O_sO₄ takes place with syn stereochemistry through the formation of a cyclic osmate intermediate formed by the addition of O_sO₄ to the double bond in alkene. The cyclic osmate gets cleaved when treated with NaHSO₃ to give a cis diol as the product.

To predict:

The product of the reaction given.