Alkenes: Hydration (Direct Addition of Water)

The addition of water to an alkene in the presence of a catalytic amount of strong acid leads to the formation of alcohols (hydroxy‐alkanes).

This reaction proceeds via a standard carbocation mechanism and follows the Markovnikov rule. The mechanism for the addition of water to ethene follows.

    1. The hydrogen ion is attracted to the π bond, which breaks to form a σ bond with one of the double‐ bonded carbons. The second carbon of the original double‐bonded carbons becomes a carbocation.

    2.An acid‐base reaction occurs between the water molecule and the carbocation, forming an oxonium ion.

     

    3. The oxonium ion stabilizes by losing a hydrogen ion, with the resulting formation of an alcohol.