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Stereochemistry: Help & Review Chapter Exam

Exam Instructions:

Choose your answers to the questions and click 'Next' to see the next set of questions. You can skip questions if you would like and come back to them later with the yellow "Go To First Skipped Question" button. When you have completed the practice exam, a green submit button will appear. Click it to see your results. Good luck!

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Question 1 1. Where on this molecule would you expect a double bond to be able to form?

Question 2 2. What is a trans configuration?

Question 3 3. How does glucose undergo mutarotation?

Question 4 4. Which of the following sets of compounds would NOT be considered epimers of one another?

Question 5 5. What is a stereocenter?

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Question 6 6. What is the preferred product of the following reaction?

Question 7 7. When is a Fischer Projection useful?

Question 8 8. Shown below is the ethylene molecule, the simplest alkene possible. Do you think ethylene could ever experience allylic strain?

Question 9 9. How many different substituents does a carbon atom need to be bonded to in order for it to be considered a stereocenter?

Question 10 10. The reaction below produces a major and minor product. What type of selectivity is being observed in this reaction?

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Question 11 11. If compound 'a' rotates light levorotatory, then what direction will its enantiomer, compound 'b', rotate light?

Question 12 12. One of the most important consequences of two compounds being atropisomers of one another is that it results in _____ molecules.

Question 13 13. Consider the compound 2-propanol, commonly known as rubbing alcohol. Does this compound contain any asymmetric carbon atoms? If so, how many?

Question 14 14. Shown below are the two chair structures of 1-methylcyclohexane. In the chair structure on the left where the methyl group is labeled in blue, what type of bonding position is the methyl group occupying?

Question 15 15. If you were trying to describe in technical terms to your friend the meaning of topicity, you would say that it is about the concept of _____.

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Question 16 16. What type of stereochemistry is formed when Cl2 is added to an alkene?

Question 17 17. Why does Bredt's rule occur?

Question 18 18. What is the alpha configuration of a carbohydrate?

Use this material to answer question #19

Imagine you have a compound with two isomers, isomer 'a' and 'b'. The specific rotation of isomer 'a' is 15° and the specific rotation of isomer 'b' is 87° . You put pure isomer 'a' into a solution and it slowly changes the specific rotation until it reaches equilibrium at 64°. You put pure isomer 'b' into a solution and it slowly changes the specific rotation until it reaches equilibrium at 64°.

Question 19 19. Which of the following best explains what is probably happening?

Question 20 20. If you were given a sample that contained both alpha and beta forms of glucose, you would define the two different forms of glucose as _____ of one another in terms of their stereochemical relationship to one another.

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Question 21 21. Identify all stereocenters in the following molecule:

Question 22 22. How does Br2 get added diastereoselectively?

Question 23 23. Which of the following is the Fischer projection of the following molecule?

Question 24 24. In organic compounds the allylic carbon is defined as what?

Question 25 25. If two chemical compounds have the same chemical formula, the same atom connectivity, but they differ in the way they occupy three-dimensional space, they are classified as _____.

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Question 26 26. If two compounds are related to one another in that they have the same chemical formula but different atom connectivities, they are classified as _____.

Question 27 27. Which of the following is a prefix used for dextrorotation?

Question 28 28. Consider the two isomers of BINAP below, a common ligand used in organometallic synthesis applications. Are these compounds atropisomers of one another?

Question 29 29. Why isn't the carbon atom in 2-chloroethanol bonded to the chlorine considered an asymmetric carbon?

Question 30 30. In a cyclohexane ring system, which bonding positions are found above and below the plane of the ring?

Stereochemistry: Help & Review Chapter Exam Instructions

Choose your answers to the questions and click 'Next' to see the next set of questions. You can skip questions if you would like and come back to them later with the yellow "Go To First Skipped Question" button. When you have completed the practice exam, a green submit button will appear. Click it to see your results. Good luck!

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