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Introduction


Definitions


Three-Dimensional Representations


Assigning Priorities


Determining Stereochemical Relationships


Question Sets


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Assigning Priorities: Testing Your Knowledge


Choose the correct answer for each of the following 15 multiple choice questions relating to the Assigning Priorities section of this tutorial. Don't look back at the previous pages for the answers; instead, work out the answers based on what you remember. Then click Submit to check your answers and see explanations for the correct choices.

1. Which group on the atom marked with an asterisk (*) has the highest priority in the molecule below?


a. The methyl group.
b. The bromine.
c. The alcohol.
d. The ethyl group.

2. Which group on the atom marked with an asterisk (*) has the highest priority in the molecule below?


a. The methyl group.
b. They hydrogen.
c. The ethyl group.
d. The butene group.

3. What is the spatial orientation of the double bond in the molecule below?


a. Cis.
b. Trans.
c. E.
d. Z.

4. What is the spatial orientation of the stereocenter marked with an asterisk (*) in the molecule below?


a. R.
b. S.
c. E.
d. Z.

5. What is the spatial orientation of the stereocenter marked with an asterisk (*) in the molecule below?


a. R.
b. S.
c. E.
d. Z.

6. In the molecule below, how many double bonds have an E orientation, and how many double bonds have a Z orientation?


a. Two E and two Z.
b. One E and three Z.
c. One E and two Z.
d. Two E and one Z.

7. What are the spatial orientations of the stereocenters in the molecule below?


a. Three R orientations.
b. Two R orientations and one S orientation.
c. One R orientation and two S orientations.
d. Three S orientations.

8. Which of the following statements is false?
a. All stereocenters will have either an R or an S orientation.
b. When assigning priorities, triple bonds have priority over double bonds of the same type.
c. Bromine has a higher priority than iodine.
d. One atom of a higher atomic number has priority over a multiple bond involving an atom with a lower atomic number. (For example, one oxygen atom has priority over a carbon-carbon double bond.)

9. In the molecule below, how many stereocenters have an R orientation?


a. Zero.
b. One.
c. Two.
d. Three.

10. What is the complete name of the molecule below, if the base name of the molecule is 5-ethyl-2,6-dimethyl-2,5-nonadiene?


a. (2,E),(5,E)-5-ethyl-2,6-dimethylnonadiene.
b. (2,Z),(5,Z)-5-ethyl-2,6-dimethylnonadiene.
c. (5,E)-5-ethyl-2,6-dimethyl-2-nonadiene.
d. (5,Z)-5-ethyl-2,6-dimethyl-2-nonadiene.

11. Which of the following molecules is (2,S),(4,S)-2-bromo-4-methylhexane?

a.

b.

c.

d.

12. What is the spatial orientation of the double bond in the molecule below?


a. Cis.
b. Trans.
c. E.
d. Z.

13. Which of the functional groups on the stereocenter in the molecule below has the highest priority?


a. The carboxylic acid.
b. The alcohol.
c. The aldehyde.
d. The ketone.

14. What is the complete name of the molecule below, if the base name of the molecule is 5-methyl-2-heptene?


a. (2,E),(5,R)-methylheptene.
b. (2,Z),(5,R)-methylheptene.
c. (2,E),(5,S)-methylheptene.
d. (2,Z),(5,S)-methylheptene.

15. What is the complete name of the molecule below, if the base name of the molecule is 7-hydroxy-4-methyl-4-undecene?


a. (4,E),(7,R)-hydroxy-4-methylundecene.
b. (4,Z),(7,R)-hydroxy-4-methylundecene.
c. (4,E),(7,S)-hydroxy-4-methylundecene.
d. (4,Z),(7,S)-hydroxy-4-methylundecene.




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