|Chapter 15: Alcohols, Diols and Thiols|
Hydration of Alkenes
(review of Chapter 6)
MECHANISM FOR REACTION OF ALKENES WITH H3O+
An acid / base reaction. Protonation of the alkene to generate the more stable carbocation. The p electrons act pairs as a Lewis base.
Attack of the nucleophilic water molecule on the electrophilic carbocation creates an oxonium ion.
An acid / base reaction. Deprotonation by a base generates the alcohol and regenerates the acid catalyst.
|© Dr. Ian Hunt, Department of Chemistry, University of Calgary|