Organic Chemistry: Structure and Function
Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 2, Problem 43P
Interpretation Introduction

Interpretation: Three discrete steps for acid-catalyzed hydration of alkene substrate to products for below reaction should be drawn with curved arrows.

  Organic Chemistry: Structure and Function, Chapter 2, Problem 43P

Concept introduction: The fundamental electrostatics suggests that electrons have more affinity for electron deficient sites in an organic compound. or positive charge. The curved arrow is appropriate mechanism to depict electron movement that occurs from electron rich species to electron deficient species.

Acid-catalyzed hydration is the electrophilic addition of water. The reactive species that act as a catalyst is H3O+ . In the second stage water, itself acts as a nucleophile and abstracts a proton to hydration product. The carbocation rearrangement via hydride or alkyl shift can also be found in such reactions.

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