Chapter 9.SE, Problem 43AP

Interpretation Introduction

a)

Interpretation:

How to carry out the reaction given which yields deuterium incorporated alkene as the product is to be shown.

Concept introduction:

Deuterium incorporated alkenes can be prepared from alkynes by reduction in the presence of catalysts. Use of deuterium in the presence of Lindlar catalyst yields cis alkenes with the two deuterium atoms arranged on the same side of the double bond.

To show:

How to carry out the reaction given which yields deuterium incorporated alkene as the product.

Interpretation Introduction

b)

Interpretation:

How to carry out the reaction given which yields deuterium incorporated alkene as the product is to be shown.

Concept introduction:

Deuterium incorporated alkenes can be prepared from alkynes by reduction in the presence of catalysts. Use of deuterium in the presence of Lindlar catalyst yields cis alkenes with the two deuterium atoms arranged on the same side of the double bond while reduction with Li in liquid deuterated ammonia yields trans alkenes with the two deuterium atoms arranged on the opposite sides of the double bond.

To show:

How to carry out the reaction given which yields deuterium incorporated alkene as the product.

Interpretation Introduction

c)

Interpretation:

How to carry out the reaction given which yields deuterium incorporated alkyne as the product is to be shown.

Concept introduction:

Deuterium incorporated alkynes can be prepared first by converting them in to alkynides by treating with NaNH₂ in NH₃ and then treating the alkynide obtained with D₃O⁺.

To show:

How to carry out the reaction given which yields deuterium incorporated alkyne as the product.

Interpretation Introduction

d)

Interpretation:

How to carry out the reaction given which yields deuterium incorporated alkene as the product is to be shown.

Concept introduction:

Deuterium incorporated alkynes can be prepared first by converting them in to alkynides by treating with NaNH₂ in NH₃ and then treating the alkynide obtained with D₃O⁺. The alkyne thus obtained when treated with deuterium in the presence of Lindlar catalyst yield an alkene with deuterium atom on both carbons.

To show:

How to carry out the reaction given which yields deuterium incorporated alkene as the product.