organic chemistry help

Summer CHE 322 Mini-Exam 5 August 6, 2021

This is a 50 point exam.

1. Which of the following reactions will give a different product than the others? (5 points)

A. 1 B. 2 C. 3 D. 4

E. 1 and 2 will form different products than 3 and 4. F. 1 and 3 will form different products than 2 and 4. G. 1 and 4 will form different products than 2 and 3.

H. All four will form the same product.

Summer CHE 322 Mini-Exam 5 August 6, 2021

2. Arrange the following amines in order of increasing basicity by typing in the numbers

underneath them. For example, an answer of 123 would indicate that you think 1 is least

basic and 3 is most basic. (5 points)

3. What is the oxidation state of rhodium in the following transition metal complex? Provide a

sign (+ or -) and a number. (5 points)

4. Select the correct reactants of the following reaction. (5 points)

A. 1 and 3 B. 1 and 4 C. 1 and 5 D. 2 and 3 E. 2 and 4 F. 2 and 5

Summer CHE 322 Mini-Exam 5 August 6, 2021

5. Choose the major product of the following reaction that involves two successive Michael reactions. HINTS: The first attack will form a bicyclic intermediate with a spiro junction (where only one carbon atom is shared between the two rings). The enolate formed after the first Michael attack will immediately be used to perform the second attack. (5 points)

6. Draw the reactant of the following Hofmann elimination. (5 points)

Summer CHE 322 Mini-Exam 5 August 6, 2021

7. Draw the major product of the following ring closing metathesis reaction. (5 points)

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

9. Propose a synthesis of the following target compound starting from benzonitrile. Remember to start your synthesis from the target compound (going backwards) using a horizontal arrow. (10 points)