UTA Exam 1 Practice - Fall 2020

1. Draw an example of an eclipsed Newman projection

2. Draw an intermediate form in a chair flip

3. Draw a tertiary radical

4. Draw a molecule with a carbon in sp hybridization (and label that carbon)

5. Draw a molecule with a higher A-value than ethyl

6. Draw a charged molecule that can be a good nucleophile

7. Draw both possible chair conformations for the following substituted cyclohexane

8. From the following A-values, determine which conformation is preferred and by a factor
of how much:
Isopropyl: 2.14kcal/mol
OH: 1.00kcal/mol

9. Agree or disagree with the following statement and explain why, using either words or by
a drawing: primary and secondary radicals are less stable than tertiary radicals.

10. Agree or disagree with the following statement and explain why, using either words or by
a drawing: cyclohexane has relatively no strain energy whereas cyclopropane has a high
strain energy.
11. Agree or disagree with the following statement and explain why, using either words or by
a diagram: The terms for describing stereocenters, R and S, correspond with positive and
negative optical rotation respectively.

12. Label the stereocenter(s) with R/S nomenclature:

13. Explain the difference between homolytic and heterolytic bond cleavage.

14. Draw or describe a strong acid whose anion is stabilized by resonance

15. Which species has a lower pKa and why?

or

16. Complete the following reaction:

17. Write the mechanism for this reaction:
18. Write the mechanism for this reaction

19. Predict the major product: