Chapter 12, Problem 12.74P

Interpretation Introduction

(a)

Interpretation: Synthesis of the given compound from ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\text{OH}$ as the only starting material and other required reagents is to be devised.

Concept introduction: Terminal alkynes can be converted into internal alkynes by forming new $\text{C}-\text{C}$ bond. This bond is formed by treatment of alkyne by strong base and alkyl halide.

Dehydrohalogenation reaction is class of reaction in which the removal of hydrogen halide takes place in presence of strong base.

In presence of sodium metal in ammonia, the is alkyne is reduced to $trans\text{-alkene}$. The addition of ${\text{H}}_{\text{2}}$ takes place in anti fashion to the triple bond. The mechanism involves the addition of electron followed by protonation.

Interpretation Introduction

(b)

Interpretation: Synthesis of the given compound from ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\text{OH}$ as the only starting material and other required reagents is to be devised.

Concept introduction: Terminal alkynes can be converted into internal alkynes by forming new $\text{C}-\text{C}$ bond. This bond is formed by treatment of alkyne by strong base and alkyl halide.

Dehydrohalogenation reaction is class of reaction in which the removal of hydrogen halide takes place in presence of strong base.

Interpretation Introduction

(c)

Interpretation: Synthesis of the given compound from ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}\text{OH}$ as the only starting material

and other required reagents is to be devised.

Concept introduction: Terminal alkynes can be converted into internal alkynes by forming new $\text{C}-\text{C}$ bond. This bond is formed by treatment of alkyne by strong base and alkyl halide.

Dehydrohalogenation reaction is class of reaction in which the removal of hydrogen halide takes place in presence of strong base.