Chapter 14, Problem 14.19P

Interpretation Introduction

Interpretation:

The explanation as to why $\text{4, 4-dimethyl-2-pentyne}$ is not synthesized by the reaction of ${\text{H}}_{\text{3}}\text{C}-\text{C}\equiv \stackrel{-}{\text{C}}:N{a}^{+}$ with tert-butyl bromide is to be stated. Also, the product formed by this reaction is to be stated.

Concept introduction:

Alkylenic anions are stronger bases. They can easily donate electrons due to the presence of $\pi -$ bonds and the negative charge. They react with alkyl halides or sulfonates to form alkynes with increased number of carbon atoms.