This is an indentical mechanism to halogention, except with water as the nucleophile in the second step. Why would water prefer to react as a nucleophile over a halogen anion? Let’s find out.
Concept #1: General properties of halohydrin formation.
Concept #2: A worked-example of the halohydrin mechanism.
1. Electrophilic Addition
2. Nucleophilic Substitution (SN2) and Deprotonation
Practice: Predict the product of the following reaciton.
Practice: Predict the products of the following reaction.