|Chapter 6: Reactions of Alkenes: Addition Reactions|
|MECHANISM FOR REACTION OF ALKENES WITH H3O+|
An acid / base reaction. Protonation of the alkene to generate the more stable carbocation. The pi electrons act 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.
|In this scheme, examples of what the B: could be inlcude the conjugate base of the acid catalyst (e.g. HSO4-), the C=C in the starting material or a molecule of H2O.|
|© Dr. Ian Hunt, Department of Chemistry|