Chapter 11, Problem 11.53P

Interpretation Introduction

Interpretation: The product that is formed by the acid-catalyzed hydration of ${\text{CH}}_{\text{3}}{\text{CH}}_{\text{2}}{\text{CH}}_{\text{2}}\text{C}\equiv {\text{COCH}}_{\text{3}}$ is to be predicted. A stepwise mechanism for the formation of the product is to be drawn.

Concept Introduction: A terminal alkyne reacts with ${\text{H}}_{\text{2}}\text{O}$, ${\text{H}}_{\text{2}}{\text{SO}}_4$ (strong acid) and ${\text{HgSO}}_{\text{4}}$ to form a ketone. In this case, hydrogen atom and $\text{OH}$ will get attach to the less substituted carbon atom to form a stable carbocation.