Chapter 25, Problem 25.62P

Interpretation Introduction

Interpretation:

A Birch reduction requires $\text{ROH}$ as the proton source whereas a dissolving metal reduction of an alkyne uses ${\text{NH}}_{\text{3}}$ as the proton source. The reason is to be explained.

Concept introduction:

In a dissolving metal reduction, a solvated electron behaves as the free radical species. The dissolving metal reduction of an alkyne produces a trans alkene. The dissolving metal reduction of a benzene ring, called a Birch reduction, produces a $\text{cyclohexa-1, 4-diene}$.