Chapter 9, Problem 25P

Write the structure of the major organic product isolated from the reaction of $\text{3-hexyne}$ with

Hydrogen ( $\text{2 mol}$), platinum

Hydrogen ( $\text{1 mol}$), Lindlar palladium

Hydrogen chloride ( $\text{1 mol}$)

Hydrogen chloride ( $\text{2 mol}$)

Chlorine ( $\text{1 mol}$)

Chlorine ( $\text{2 mol}$)

Aqueous sulfuric acid, mercury( $\text{II}$) sulfate

Ozone followed by hydrolysis