Halohydrin Formation

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. 

  • Opening of 3-membered intermediates/molecules always results in anti-addition.

General Reaction:

1. Electrophilic Addition

2. Nucleophilic Substitution (SN2) and Deprotonation

Problem: Predict the product of the following reaciton. 

4m

Problem: Predict the products of the following reaction.

8m