Electrophilic Addition to Alkenes Mechanism

Electrophilic Addition to Alkenes Mechanism

Overview: Electrophilic addition to alkenes takes the following general form: nuc: = nucleophile E+ = electrophile Electrophilic addition to alkenes starts with the pi electrons attacking an electrophile, forming a carbocation on the most stable carbon. A nucleophile then attacks the carbocation to form the product. There are many different kinds of such addition, including: Hydroxylation Hydrogenation Halogenation Oxidative Cleavage Hydration Epoxidation Cyclopropanation Halohydrin Formation Clearly, there are numerous kinds of products that can be formed as a result of this mechanism. Orientation of Addition: Electrophilic Addition adds to give the Markovnikov Product, with the nucleophile added to the more highly substituted carbon. This is because the carbocation intermediate is significantly stabilized by alkyl substituents. Example of electophilic addition to alkenes: First, formation of the carbocation on the most highly substituted carbon Followed by attack of Chlorine on the carbocation to give the addition product