Question 1 Which of the following compounds is chiral? A) 2-methyl-2-pentanol B) 2-bromobutane C) methylcyclohexane D) 2-propanol Question 2 Which of the molecules below is optically active? A) B) C) D) 1 only 1 and 3 1 and 2 1, 2 and 3 Question 3 How many chirality centers are in the molecule shown at the right? A) 1 B) 2 C) 3 D) 4 Question 4 How many chirality centers are in the molecule shown at the right? A) 1 B) 2 C) 3 D) 4 Question 5 Determine the absolute configuration of the molecule shown. A) (S) B) (R) C) not optically active Question 6 What is the absolute configuration of the molecule shown? A) B) C) (R) (S) not optically active Question 8 Determine the relationship between the compounds shown below. A) B) C) D) identical enantiomers diastereomers meso Question 10 What product(s) will be isolated from the reaction shown? A) cis-1,3-cyclohexanediol B) trans-1,3-cyclohexanediol C) mixture of cis- and trans-1,3cyclohexanediol D) cyclohexanol only Question 11 Which one of the following groups has the highest ranking when precedence is assigned according to the Cahn-IngoldPrelog rules? A) -CH=CH2 B) -CH=O C) -CH2CH2Br D) -CH2F Question 12 Which one of the following compounds is chiral? A) 1-methylcyclohexanol B) cis-2-methylcyclohexanol C) trans-4-methylcyclohexanol D) cyclohexanol Question 13 Which one of the following is achiral? A) 2-chloropentane B) 3-chloropentane C) 1,2-dichloropentane D) 1,3-dichloropentane Question 14 Which one of the following has the most stereoisomeric forms? A) 2-chloro-1-butene B) 2-chloro-2-butene C) 5-chloro-2-pentene D) 4-chloro-2-pentene Question 15 Which one of the following is a diastereomer of meso-3,4-dibromohexane? A) threo-2,4-dibromohexane B) (2R, 5R)-2,5-dibromohexane C) (3R, 4R)-3,4-dibromohexane D) (3R, 4S)-3,4-dibromohexane Question 16 Which one of the following statements is false? A) A racemic mixture is achiral. B) A compound can contain more than one stereogenic center and be achiral. C) A compound can contain more than one stereogenic center and be chiral. D) Any compound that contains a plane of symmetry is achiral. Question 17 A certain substance (+)-X, when optically pure, has a specific rotation [α] of +40°. A mixture of (+)-X and its enantiomer (-)-X has a specific rotation of -8°. What percent of the mixture is (+)-X? A) 30% B) 35% C) 40% D) 45% Question 18 (+)-Glucose has the Fischer projection shown. How many compounds are diastereomers of (+)-glucose? A) 8 B) 14 C) 15 D) 16 Question 19 Which compound gives only a single stereoisomer of 1,3-dimethylcyclopentane on catalytic hydrogenation? A) B) C) D) both A and B Question 20 Which one of the following is (R)-2bromobutane? A) B) C) D) Answer Key – Chapter 7 B 2. A 3. B 4. A 5. A 6. B 7. B 8. C 9. B 10. C 1. D 12. B 13. B 14. D 15. C 16. A 17. C 18. B 19. C 20. B 11.