Return to Contents Chapter 10: Conjugation in Alkadienes and Allylic Systems Ch 10 contents

Reactions of Dienes

In general terms, dienes undergo electrophilic addition reactions in a similar fashion to alkenes (review)

general mechanism for electrophilic addition
However, in a little more detail: Our attention here will focus on conjugated dienes.
  • The π bonds are a region of high electron density (red).
  • Therefore, conjugated dienes are typically nucleophiles.
  • Hence, dienes react with electrophiles (e.g. H+, X+)
  • Dienes can undergo addition reactions in which one or both of the π bonds are converted to new stronger σ bonds.
  • Overall reaction :  Electrophilic addition
electrostatic potential of 1,3-butadiene

The reactions that will be considered in the following sections are:

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organic chemistry © Dr. Ian Hunt, Department of Chemistry University of Calgary