Loudon 5th Ed. (2009)
CH 4: Introduction to Alkenes. Structure and Reactivity

Solutions can be seen at mendelset.com/chapters/820


  1. Problem # 321

    Using curved arrows, draw a mechanism for the SN1 reaction shown below.

     

  2. Problem # 322

    Using curved arrows, draw a mechanism for the SN1 reaction shown below.

  3. Problem # 331

    Rank the carbocations below in order of decreasing stability. (1 = most stable)

  4. Problem # 332

    Each of the carbocations below will spontaneously rearrange. Draw the structure of the expected rearrangement product.

  5. Problem # 333

    Let's go over how a carbocation can form from an alcohol.

    Write in the curved arrows to show the formation of the protonated alcohol, and water acting as a leaving group to form a carbocation.

  6. Problem # 334

     Let's go over how a carbocation can form from an alkene.

    Use curved arrows to show the two carbocations that can from from 1-methylcyclohexene.

     

  7. Problem # 335

    Carbocations aren't very stable and so don't last very long after they are formed.

    Use curved arrows to show:

    a) how a carbocation reacts with a halide ions to form an alkyl halide.

    b) how a carbocation reacts with water to form an alcohol.

    c) how a carbocation reacts with a base to form an alkene.

  8. Problem # 337

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

  9. Problem # 347

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

  10. 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.