MULTIPLE CHOICE QUESTIONS Stereochemistry

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1 MULTPLE COCE QUESTONS Stereochemistry Topic: dentifications and Comparisons Answers on page Which of the following is the enantiomer of the following substance? C 3 C 3 C 3 C 3 A) B) C) D) t does not have a non-superposable enantiomer. E) Both and 2. Which of the following molecules is achiral? 3 C C C C C 3 O 2 C CO 2 O O O CO 2 O CO 2 V V A) B) C) D) V E) V 3. exane and 3-methylpentane are examples of: A) enantiomers. B) stereoisomers. D) constitutional isomers. 4. and are: 3 C C 2 C 3 C 2 C 2 C 3 C) non-superposable mirror images. D) diastereomers. E) not isomeric. O C 3 C 2 C 3 1

2 5. Pairs of enantiomers are: C 3 C 3 3 C C 3 3 C C 2 C 2 C 3 C 2 C 2 C 3 C 2 C 2 C 3 3 C C 2 C 2 C 3 V A), and, V B), C), V D) V, V E) None of the structures C 2 C 2 C 2 C 3 V 6. Chiral molecules are represented by: 3 C C 3 C 2 5 A),,, V and V B),, and V C) and D) and V E) V alone C 3 C 2 5 C 3 3 C C C C 2 5 V C 2 C 2 5 V 7. The molecules shown are: O O C 3 C 3 2

3 8. The The molecules shown are: 3 C 2 C and C 2 C 3 are C 2 C 3 C 2 C 3 A) enantiomers. B) diastereomers. C) constitutional isomers. D) two conformations of the same molecule. E) not isomeric. 9. The molecules shown are: C 3 C The molecules below are: E) stereoisomers. 11. The molecules shown are: C 3 C 3 C 3 C 3 A) enantiomers. B) diastereomers. C) constitutional isomers. D) two different conformations of the same molecule. E) not isomeric. 3

4 12. The molecules shown are: C 3 O O C The molecules shown are: 14. The molecules below are: C 3 C 3 C 3 A) structural isomers. C Cis-trans isomers are: A) diastereomers. C) stereoisomers. D) constitutional isomers. E) More than one of these Ans: E 4

5 16. The molecules below are: C 3 C The molecules below are: C 3 2 N C 3 3 C 18. The molecules shown are: C 3 C 3 N The molecules below are: C 3 C 3 5

6 20. The molecules below are: C 3 C Which molecule is achiral? A) B) C) D) More than one of these 22. Which molecule is achiral? A) B) C) D) More than one of the above E) None of the above 6

7 23. The molecules below are: 24. The structures C 3 C 3 C 3 represent: A) a single compound. C) meso forms. D) diastereomers. E) conformational isomers. C Which pair of structures represents the same compound? C 3 O O O O C 3 O O O O C 3 O O O C 3 O O C 3 O O C 3 C 3 C 3 C 3 C 3 V V A) and B) and C) and V D) and V E) V and V 7

8 Topic: Specific names 26. (R)-2-Chlorobutane is represented by: 3 C C 3 C 2 C 3 C 3 C 3 C 2 C 3 3 C C 2 C 3 3 C C 2 C 3 V C 2 C 2 C 3 V A) B) C) D) V E) V 27. Which of the following represent (R)-2-butanol? 3 C O C 2 C 3 C 3 O C 2 C 3 O C 3 C 2 C 3 O C 3 C 2 C 3 V C 2 C 3 C 3 O V A) and V B),, V and V C), V and V D) and E),, V and V 28. Which structure represents (S)-1-chloro-1-fluoroethane? C 3 A) B) C) D) More than one of the above E) None of the above C 3 C 3 8

9 29. ow many stereogenic centers are there in Lovastatin ( Mevacor : a cholesterollowering drug)? O O O O (Lovastatin) A) 4 B) 5 C) 6 D) 7 E) 8 Use the following to answer questions 30-31: Consider the following compounds: C 2 O C 3 C 3 O O C 3 O O C 3 O C 3 3 C C 3 O O V 30. Which of the compounds above (-V) represent enantiomers? A) and B) and C) and V D) and V E) and V 31. Which compound above (-V) is a meso compound? A) B) C) D) V 9

10 Svar Extra Stereokemi råga Svar Rätt/el 1 D 2 B 3 D 4 A 5 C 6 D 7 B 8 B 9 B 10 A 11 A 12 B 13 E 14 C 15 E 16 D 17 C 18 A 19 D 20 B 21 A 22 C 23 A 24 A 25 D 26 C 27 C 28 D 29 E 30 B 31 D 10

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