Chapter 20, Problem 20.18P

Oct-1-yne $\left(\text{HC}\equiv {\text{CCH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{3}}\right)$ reacts rapidly with $\text{NaH}$, forming a gas that bubbles out of the reaction mixture, as one product. $\text{Oct-1-yne}$ also reacts rapidly with ${\text{CH}}_{\text{3}}\text{MgBr}$, and a different gas is produced. Write balanced equations for both reactions and identify the gases formed.