Chapter 8, Problem 36CTQ

Interpretation Introduction

Interpretation: Difference between oxymercuration and alkoxymercuration should be determined.

Concept introduction: The carbon-carbon double bond in alkene consists of a strong $\sigma$ bond (formed by overlap of $s{p}^2$ hybridized orbital on each carbon) and a weak $\pi$ bond (formed by overlap of pure $p$ orbital on each carbon). Due to unsaturation, alkene shows addition reaction where the double bond provides loosely held $\pi$ electrons and is readily attacked by any electron deficient group like ${\text{H}}^{+}$ ions released from acids. The loosely held $\pi$ electrons are present, therefore, behave as base though weak one.