mini-E5.pdf

Summer CHE 321 Mini-Exam 5 June 26, 2020

This is a 50 point exam.

1. Which of the following reactions would give 3-methyl-3-hexanol as the major product? (5

points)

A. 1 only B. 2 only C. 3 only D. 1 and 2 E. 1 and 3 F. 2 and 3 G. all of them

2. Which of the following intermediates is least likely to form during the following reaction?
HINT: draw out the mechanism. (5 points)

A. 1 only F. 1 and 3

B. 2 only G. 1 and 4

C. 3 only H. 2 and 3

D. 4 only I. 2 and 4

E. 1 and 2 J. 3 and 4

Summer CHE 321 Mini-Exam 5 June 26, 2020

3. Choose the major product of the following reaction. (5 points)

4. Draw the major product of the following reaction sequence. (5 points)

5. Draw the major product of the following reaction sequence. (5 points)

Summer CHE 321 Mini-Exam 5 June 26, 2020

6. The following reaction is expected to produce two major products. One of them is
already shown. Draw the other product. (5 points)

7. Determine and draw the structures of compounds A and B. Use wedged and dashed
bonds where appropriate. (10 points)

8. Provide a synthesis of the following ketone from reactants containing four carbon atoms
or less. You will need to use both the ‘Basic’ reaction toolbox as well as the larger one
called ‘Reagents’ (located on the right side of the toolbar). (10 points)