Smith 3rd Ed. (2010)
CH 12: Oxidation and Reduction

Solutions can be seen at mendelset.com/chapters/1056


  1. Problem # 529

    Indicate the major organic product of the reaction below. Include stereochemistry.

  2. Problem # 530

     

    Let's work through anti and syn additions to alkenes.
    Show the product for each reaction below, and indicate whether the product will be a racemic mixture of enantiomers, or a meso compound (which is achiral).

  3. Problem # 561

    Fill in the product for each reaction below. Indicate stereochemistry where appropriate.

  4. Problem # 673

    Show how each compound can be prepared from an alkene containing 3 carbons (or less).

    Each answer will involve the reaction of a Grignard with either a carbonyl or epoxide.

    Note: epoxides are prepared from alkenes using a peroxy acid (epoxidation) such as mCPBA.

  5. Problem # 678

    Draw the structure of the major organic product from each reaction sequence.

  6. Problem # 679

    Compound A (C5H12O) is oxidized using aqueous chromium (Jones reagent) to compound B (C5H10O2), which is then treated with methanol under acidic conditions to yield compound C (C6H12O2) and water.

    The 1H NMR of compound C is shown below. Determine the structures of compounds A, B, and C.