Organic Chemistry Reactions of Alkenes and Alkynes

Conjugated Dienes

Topic overview

Start with the big picture

The lesson begins with the structure and relative stability of conjugated, isolated, and cumulated dienes, then considers how s-cis and s-trans conformations affect reactivity. It explores electrophilic addition, including the formation of 1,2- and 1,4-adducts, and the Diels–Alder cycloaddition. Resonance-stabilized intermediates help explain allylic substitution and radical halogenation. Further topics include polymerization, metal-catalyzed transformations, pericyclic rearrangements such as the Claisen and Cope rearrangements, and spectroscopic features linked to conjugation. Together, these themes show how electron delocalization connects diene structure with reaction outcomes and practical transformations.

Learning objectives

What you'll learn

  • Describe conjugated diene structure and compare its stability with isolated and cumulated dienes.
  • Explain how diene conformation relates to cycloaddition reactivity.
  • Distinguish 1,2- and 1,4-addition products in electrophilic addition reactions.
  • Summarize the Diels–Alder reaction and the role of dienophile electron-withdrawing groups.
  • Recognize how resonance and conjugation inform rearrangements, polymerization, and spectroscopic behavior.
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