Chapter 9, Problem 35P

Interpretation Introduction

Interpretation:

The compounds is to be chosen out of the given compounds for the synthesis of $\text{4-methyl-2-pentyne}$ and the synthesis is to be shown.

Concept Introduction:

Alkynes can be prepared by alkylation of acetylene.

Acetylene forms its conjugate base in presence of a strong base like sodium amide.

Reaction of this acetylide anion with alkyl halides produces higher alkynes.

If the alkyl halides are secondary or tertiary, instead of substitution, elimination reaction takes place.

Double dehydrohalogenation of either vicinal or geminaldihalides also produces alkynes.

This reaction occurs in the presence of excess sodium amide.