Old Exam 2 Answer Key - old exam PDF

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Exam 2

Organic Chemistry II 3306

Answer Key

Fall 2019 100 points total

Multiple Choice (33 pts) Circle the correct letter for the following eleven questions and record your answers on the provided scantron. 1. Which of the following molecules should have the longest λmax?

A 2. Which of the following has the lowest heat of hydrogenation?

B 3. What is the major product of the following reaction?

C 4. What is the major product of the following reaction?

B

1

5. Which of the following is the most stable resonance structure?

A 6. What is the major product of the following reaction?

D 7. How many electrons are in the p-orbital of the indicated nitrogen atom in the following molecule? A. 0 B. 1 C. 2 D. 3

8. Which of the following is aromatic? You can assume all the important parts of molecules are planar. A. I and IV B. I, II, and III C. I, III, and IV D. III only

9. Which of the following is aromatic? You can assume all the important parts of molecules are planar. A. I and II B. I and III C. I, II, and III D. II and IV

2

10. What is the thermodynamic product of the following reaction?

D 11. Which of the following is most stable?

B

3

Nomenclature (8 pts)

Draw each of the following: para-nitrotoluene CH3

NO2

2-chloro-5-isopropylphenol OH Cl

4-fluoro-3-butylaniline NH2

F

5-ethyl-1-iodo-2-methylbenzene I

Note: This should have been called 4-ethyl-2-iodotoluene. All I can say is it was late when I wrote this question.

8...