MS 907 - Alkene Addition and Elimination Mechanisms Submitted by Matt on August 6, 2011.

Textbook and Chapter: Carey and Giuliano 8th Ed. (2010), Chapter 6

Keywords: alkene addition, carbocation, dehydration, E1 mechanism

Description: This mendel set is a complement to Carbocation Drills. It is meant to prepare students on how to approach longer and more complicated mechanisms. Reaction mechanisms covered:

  • Acid-catalyzed elimination (dehydration, E1)
  • Acid-catalyzed addition to an alkene
  • Halohydrin formation (halonium ions, which result in anti-additions.)

Total Problems: 4

Problem # 518

The alcohol below is protonated and contains an oxygen with a positive charge. Using curved arrows, show the two "legal moves" that result in a neutral oxygen.

Problem # 348

For the reaction below, draw the structures of the carbocation intermediate and the final product.

Problem # 341

 Predict the product(s) of the reaction below, and used curved arrows to show a mechanism.