Chapter 11, Problem 11.31P

Interpretation Introduction

Interpretation:

The complete mechanism for the given reaction is to be drawn, and its regiochemistry is to be explained.

Concept introduction:

The electrophilic addition of ${\text{H}}^{\text{+}}$ to the C=C double bond produces a carbocation intermediate followed by the coordination step. The more stable carbocation proceeds in the coordination step.

Carbocation intermediates are stabilized by electron-donating groups and destabilized by electron-withdrawing groups.