Chem 323

Quiz no.1

1. Using curved arrows, draw a mechanism for the S N1 reaction shown below.

2. Using curved hooks, draw a mechanism for the free radical bromination  reaction shown below.

3. Rank the carbocations below in order of decreasing stability.

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

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

6. Draw the structures for each of the species in the six boxes below. Also draw curved arrows to show
electron movement. 
Chem 323
Quiz no.1

7. Which of the following free radical is the most stable ?

8. Which of the above drawing is the most stable if the radical carbon is changed to a carbocation?

9. Predict which of the following carbocations has the highest energy: Why?

10.