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MULTIPLE CHOICE QUESTIONS Part 5: Stereochemistry

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1. Which of the following is the enantiomer of the following substance? H Br CH 3 H H H CH 3 Br CH 3 H H Br CH 3 H BrH I II III A) I B) II C) III D) It does not have a non -superposable enantiomer. E) Both II and III 2. Which of the following molecules is achiral? CC C H 3 CH H CH 3 Br Cl F H CO 2 H OH H OH HO 2 C H CO 2 H CO 2 H H OH HO H Br CH 2CH 3 CH 3 HO I II III IV V A) I B) II C) III D) IV E) V 3. Hexane and 3 -methylpentane are examples of: A) enantiomers. B) stereoisomers. C) diastereomers. D) constitutional isomers. E) None of these 4. I and II are: H H3C Cl CH 2CH 3 CH 2CH 3 H H CH 2Cl I II A) constitutional isomers. B) enantiomers. C) non -superposable mirror images. D) diastereomers. E) not isomeric

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Chapter 5 Chapter 5


MULTIPLE CHOICE QUESTIONS Part 5: Stereochemistry
Answers on page 24-26 5. Pairs of enantiomers are:
CH3 CH3 H
Topic: Identifications and Comparisons
H3C Cl Cl CH3 H3C Cl
1. Which of the following is the enantiomer of the following substance? CH2CH2CH3 CH2CH2CH3 CH2CH2CH3
H H CH3 CH3 I II III

H Br Br H
CH3 H CH3 H H H Br CH2CH2CH3 CH2Cl
Br
I II III H3C Cl H H
A) I H CH2CH2CH3
B) II
C) III IV V
A) I, II and III, IV
D) It does not have a non-superposable enantiomer.
B) I, II
E) Both II and III
C) III, IV
D) IV, V
2. Which of the following molecules is achiral?
CO2H CO2H
E) None of the structures
CH3
H 3C H H OH H OH
Br HO Br 6. Chiral molecules are represented by:
C C C HO2C H HO H
H CH2CH3 CH3 CH3 H C2H5 CH2Cl
H CH3 OH Cl F
CO2H
H3C Cl Cl CH3 H 3C Cl H 3C Cl H H
I II III IV V C2H5 C2H5 H C 2H 5
C2H5
A) I IV V
I II III
B) II
C) III A) I, II, III, IV and V
D) IV B) I, II, III and IV
E) V C) I and II
D) III and IV
3. Hexane and 3-methylpentane are examples of: E) IV alone
A) enantiomers.
B) stereoisomers. 7. The molecules shown are:
H H
C) diastereomers.
D) constitutional isomers. H OH H OH
E) None of these H Br Br H
CH3 CH3
4. I and II are:
CH2CH3 CH2Cl A) constitutional isomers.
B) enantiomers.
H3C Cl H H
C) diastereomers.
H CH2CH3 D) identical.
I II E) None of these
A) constitutional isomers.
B) enantiomers.
C) non-superposable mirror images.
D) diastereomers.
E) not isomeric.


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, Chapter 5 Chapter 5

The




8. The molecules shown are: 12. The molecules shown are:
Cl H H CH3 OH
H3CH2C H Cl CH2CH3 H
H Cl
and Cl H
are OH H H
CH2CH3 CH2CH3 CH3
A) enantiomers. A) constitutional isomers.
B) diastereomers. B) enantiomers.
C) constitutional isomers. C) diastereomers.
D) two conformations of the same molecule. D) identical.
E) not isomeric. E) None of these

9. The molecules shown are: 13. The molecules shown are:
H CH3
H H
H F
CH3 H F
F
F H
A) constitutional isomers.
A) constitutional isomers.
B) enantiomers.
B) enantiomers.
C) diastereomers.
C) diastereomers.
D) identical.
D) identical.
E) None of these
E) None of these
10. The molecules below are:
F H H 14. The molecules below are:
CH3 H H
H
F H F H

F H CH3 CH3
A) constitutional isomers. CH3
B) enantiomers.
A) structural isomers.
C) diastereomers.
B) enantiomers.
D) identical.
C) diastereomers.
E) stereoisomers.
D) identical.
E) None of these
11. The molecules shown are:
CH3 H
15. Cis-trans isomers are:
Cl H Cl CH3 A) diastereomers.
B) enantiomers.
H Cl Cl H
C) stereoisomers.
CH3 CH3 D) constitutional isomers.
A) enantiomers. E) More than one of these
B) diastereomers. Ans: E
C) constitutional isomers.
D) two different conformations of the same molecule.
E) not isomeric.


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