This is the second of three ways to add alcohol to a double bond. It is similar to acid-catalyzed hydration in terms of products, but the mechanism is WAY different.
Concept #1: General properties of oxymercuration-reduction.
Concept #2: A worked-example of the acid-catalyzed oxymercuration-reduction mechanism.
1. Electrophilic Addition
2. Nucleophilic Substitution (SN2)
3. Reduction (demurcuration)
Practice: Predict the product of the following reaction.