Illustrate the Electrophilic Addition of H2O to an Alkene—Hydration ?

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.55P
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Illustrate the Electrophilic Addition of H2O to an Alkene—Hydration ?
 

Expert Solution
Step 1

The electrophilic addition reaction is a type of organic reaction in which the electrophile attacks the substrate initially and then followed by the addition of nucleophile. The addition reactions mainly occur in the unsaturated compounds. The addition of H2O is an example of electrophilic substitution reaction.

Step 2

The addition of water to alkenes in the presence of strong acid gives alcohols as products. The reaction involves a carbocation intermediate and the mechanism also obeys Markovnikov rule.

The mechanism involves the addition of hydrogen ion cleaving the double bond and forming the carbocation. The carbocation then reacts with water molecules (acid-base reaction) leading to the formation of oxonium ion. The deprotonation of the oxonium ion gives the corresponding alcohol.

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