The Reaction Coordinate Diagram Questions

Homework 4: Chapter 6 Part 1

5 points

Consider the Reaction Coordinate Diagram and answer the questions.

Schematic diagram for a hypothetical three-step reaction [20]. | Download  Scientific Diagram

  1. How many transition states are in this reaction?
  2. 1
  3. 2
  4. 3
  5. 4

2. How many intermediates are in this reaction?

  1. 1
  2. 2
  3. 3
  4. 4

3. How many steps are in this reaction?

    1. 1
    2. 2
    3. 3
    4. 4

4. What is the rate determining/limiting step of the reaction?

A to C B to D C to E D to F E to G

Explain why.

5. Rank the following carbocations in order of stability. Rank them as they are drawn before any rearrangements. #1 is the most stable. Make sure to understand the reasons why.

6. Draw the complete reaction mechanism including all arrows and intermediates to form the major product of the reaction. Hint: Redraw HBr with the bond between H and Br shown.

7. Circle the chiral center created in the product of the previous reaction? What is the stereochemistry of the chiral center R, S or equal amounts of both and R and S (a racemic mixture). Explain your reasoning.

8. Draw the complete reaction mechanism including all arrows and intermediates to form the major product of the reaction. If the product is racemic label it as racemic.

9. Draw the complete reaction mechanism including all arrows and intermediates to form the major product of the reaction. Explain why this mechanism occurs the way it does.

10. Consider the following alkyl chloride produced from a reaction of an alkene with HCl. Work backwards and determine two different alkenes that could be used to create the product. Draw the structures of the two alkenes.

Challenge (not required): Determine a third alkene that could be used to create the product that involves a carbocation rearrangement.

11. Draw the product of the reaction and the complete reaction mechanism including all arrows and intermediates. Is the product racemic?

12. Draw the complete reaction mechanism including all arrows and intermediates. Is the product racemic?

13. Using your knowledge of the halogenation reaction mechanism, explain why there is no rearrangement in the following reaction.

14. Draw the complete reaction mechanism and the major product of the reaction. Be sure to indicate stereochemistry in the intermediates and product and label the product as racemic if appropriate. Is this a syn or anti addition to an alkene?

15. Draw the complete reaction mechanism and the major product of the reaction. Be sure to indicate stereochemistry in the intermediates and product and label the product as racemic if appropriate.

Order a unique copy of this paper
(550 words)

Approximate price: $22