MS 909 - Conjugated Dienes and the Allyl Position

MS 909 - Conjugated Dienes and the Allyl Position

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 10

Keywords: allylic position, conjugate addition

Description: Covers topics related to the allyl position and conjugated dienes:

  • Allyl cation, anion, and radical resonance forms
  • What conjugated dienes can or can't undergo Diels-Alder reactions
  • Allylic brominations using N-bromosuccinimide (NBS)
  • 1,2 and 1,4 additions (thermodynamic vs kinetic conditions)

Total Problems: 4

  1. Problem # 569

    Draw all resonance forms for each species. 

    For the anion and cation species, used curved arrows. For the radical species, use hooks.

  2. Problem # 571

    Write the structure of the major organic product of each reaction.

  3. Problem # 572

    Let's work through a conjugate addition problem.

    Write out the mechnanism for the formation of the 1,2 and 1,4 products of the reaction below.

  4. Problem # 522

    Let's work through a 1,2 and 1,4 addition. Draw the structures for each of the species in the six boxes below. Also draw curved arrows to show electron movement.