Multiple choice questions (for University exam and GPAT)

1. Which of the Fischer projections correctly depicts the following compound?

2. The following stereoisomers are related as...

(a) enantiomers.
(b) diastereomers.
(c) epimers.
(d) identical compounds.

3. Which of the following compounds exhibit optical activity?

4. Determine which of the carbon atoms in the following compounds are chiral. Every carbon atom is
a clickable hot spot so you can get practice recognizing the chiral centers. If the carbon atom is chiral,
you will then be asked to determine the "R" or "S" designation for that atom.

5. What is the major product of the following reaction?

 (a) S-2-butanol
(b) R-2-butanol
(c) a racemic mixture of 2-butanol
(d) the hemiketal of 2-butanone and methanol...2-hydroxy-2-methoxybutane

6. Which statement about a chiral compound A is incorrect?

a) A racemate contains equal amounts of (+)-A and (–)-A
b) If A is resolved, it is separated into its enantiomers
c) (+)-A can also be labelled R-A, because (+) means the same as R
d) (+)-A and (–)-A will rotate polarized light equally but in opposite directions

7. Which of the following is the definition of chirality?

a) The superimposability of an object on its mirror image
b) A molecule with a mirror image
c) The non-superimposability an object on its mirror image
d) A molecule that has a carbon atom with four different substituents

8. Which of the following compound(s) is/are chiral?

a) Only A and B
b) Only B
c) Only B and C
d) Only A

9. Which symmetry element makes the given compound achiral?

a) Plane of symmetry (POS)

b) Center of symmetry (COS)
c) Axis of symmetry (AOS)
d) Alternating axis of symmetry (AAOS)
10. Which of the following compound(s) is/are chiral?

a) Both A and B
b) Only B
c) Only A
d) Neither A nor B

11. The given compound is a chiral molecule.

a) True
b) False

12. Which symmetry element makes the given compound achiral?

a) Plane of symmetry (POS)

b) Center of symmetry (COS)
c) Axis of symmetry (AOS)
d) Alternating axis of symmetry (AAOS)
View Answer

13. The given compound is a chiral molecule.

a) True
b) False
14. Which of the following compound(s) is/are achiral?

a) I
b) II
c) III
d) I and II

15. Which of the following compound(s) is/are chiral?

a) I
b) II
c) III
d) I and II

16. Electrophilic substitution reaction of pyridine is most effective in which of the

conditions?
a) In slightly acidic conditions
b) In slightly basic conditions
c) In neutral medium
d) In vigorous conditions

17. Which of the following electrophilic substitution reaction is not possible in pyridine?
a) Nitration
b) Sulphonation
c) Bromination
d) Friedel craft reaction

18. At which position of pyridine electrophilic substitution reaction is most preferred?

a) First
b) Second
c) Third
d) Forth

19. Which of the following is the product for the below reaction?
a) 3- Nitropyridine
b) 2- Nitropyridine
c) 4- Nitropyridine
d) 2,4- dinitropyridine

20. Which of the following is the product for the below reaction?

a) 3- bromopyridine
b) 2- bromopyridine
c) 2- bromopyridine and 3- bromopyridine
d) 3- bromopyridine and 3,5- dibromo pyridine

21. Which of the following is the product for the below reaction?

a) 3- pyridinesulphonic acid
b) 2- pyridinesulphonic acid
c) 4- pyridinesulphonic acid
d) 2,4- pyridinedisulphonic acid

22. Which of the following is the product for the below reaction?

a) 3- methyl-pyridine-5-sulphonic acid
b) 3- methyl-pyridine-4-sulphonic acid
c) 3- methyl-pyridine-6-sulphonic acid
d) 3- methyl-pyridine-1-sulphonic acid

23. Which of the following is the product for the below reaction?

a) 5- bromo-2-aminopyridine
b) 3- bromo-2-aminopyridine
c) 4- bromo-2-aminopyridine
d) 6- bromo-2-aminopyridine
24. Which of the following is the product for the below reaction?

a) 2- Nitro-3-aminopyridine
b) 4- Nitro-3-aminopyridine
c) 5- Nitro-3-aminopyridine
d) 6- Nitro-3-aminopyridine

25. Which of the following is the product for the below reaction?

a) 4-amino -pyridine-5-sulphonic acid

b) 4- amino -pyridine-3-sulphonic acid
c) 4- amino -pyridine-6-sulphonic acid
d) 4- amino -pyridine-2-sulphonic acid

26. At which position of pyridine nucleophilic substitution reaction is most preferred?

a) First and third
b) Second
c) Third
d) Second and Forth

27. Pyridine undergoes nucleophilic substitution with NaNH2 at 100℃ to give which of the
following?
a) 3-aminopyridine
b) 2-aminopyridine
c) 3,5-diaminopyridine
d) 2,5-diaminopyridine

28. Pyridine undergoes nucleophilic substitution with excess of NaNH2 at 100℃ to give
which of the following?
a) 3-aminopyridine
b) 2,6-diaminopyridine
c) 3,5-diaminopyridine
d) 2,5-diaminopyridine

29. What will be the product of the following reaction?

a) 3-aminopyridine
b) 2-aminopyridine
c) 3,5-diaminopyridine
d) 2,5-diaminopyridine

30. What will be the product of the following reaction?

a) 3-chloropyridine
b) 2-dichloropyridine
c) 3,5-dichloropyridine
d) 2,5-dichloropyridine

31. Nucleophilic substitution reaction of pyridine is most effective in which of the

conditions?
a) In slightly acidic conditions
b) In slightly basic conditions
c) In neutral medium
d) No specific condition requirements

32. What is the name of the following reaction?

a) Chichibabin reaction
b) Dealkylation of pyridine
c) Hantzsch pyridine synthesis
d) Bonnemann cyclisation

33. Electron-withdrawing groups inhibit the Chichibabin reaction. Which of the following
statement is not true about this fact?
a) they increase the basicity of the ring nitrogen
b) these electron-withdrawing groups can also form complexes with sodium amide
c) for single electron transfer pathway, altering the distribution of spin density of the
intermediate radical anion
d) they slow down the sorption on sodium amide

34. Which of the following is the definition of a pair of diastereomers?

a) A pair of stereoisomers each of which has two chirality centers
b) Any pair of stereoisomers
c) A pair of stereoisomers that are not mirror images of one another
d) A pair of stereoisomers that are non-superimposable mirror images of one another
35. What is the relationship between given compound?

a) Diastereomer
b) Enantiomer
c) Identical
d) Don’t have any relation
36. Which of the following is the diastereomer of the following compound?

a)

b)

c)

d)

37. Which of the following can exist as diastereomers?

a) Lactic acid
b) 1-Butene
c) 2-Butene
d) Ethane

38. Which structure(s) represent(s) diastereomer(s) of the following compound?

a)

b)

c)

d)

39. What is the relation between the given compound?

a) constitutional isomers
b) enantiomers
c) diastereomers
d) identical

40. What is the relation between the given compound?

a) constitutional isomers
b) enantiomers
c) diastereomers
d) identical
41. What is the relation between the given compound?

a) diastereomers
b) constitutional isomers
c) enantiomers
d) identical

42. What is the relation between the given compound?

a) diastereomers
b) constitutional isomers
c) enantiomers
d) identical

43. Which of the following compounds would be suitable for preparing the necessary
diastereomeric salts in preparation of Naproxen?
a) Quinoline
b) Tartaric acid
c) Malic acid
d) Cinchonidine

44. Which of the following is not true about the five membered rings?
a) Five membered rings are more stable than 4 membered rings
b) Five membered rings are more stable than 6 membered rings
c) Five membered rings are more stable than 7 membered rings
d) Five membered rings are more stable than 8 membered rings

45. Which of the following is a not a five membered ring?

a) Pyridine
b) Pyrrole
c) Furan
d) Thiophene

46. Which of the following five membered rings is most resonance stabilized?
a) Furan
b) Thiophene
c) Pyrrole
d) Pyridine

47. Five membered rings come under which category of heterocycle classification on the
basis of chemical behavior?
a) -excessive heterocycle
b) -deficient heterocycle
c) -equivalent heterocycle
d) Can’t say about the five membered rings

48. What is the reactivity order in the following five membered heterocyclic compounds?
a) Pyrrole
b) Furan
c) Thiophene
d) Pyridine

49. What is the product when thiophene reacts with Br2 in benzene?
a) 2-bromothiophene
b) 3-bromothiophene
c) 2,5-dibromothiophene
d) 3,4-dibromothiophene

50. What is the product when pyrrole reacts with Br2 in ethanol?
a) 2,3-dibromopyrrole
b) 2,3,4,5-tetrabromopyrrole
c) 2,5-dibromopyrrole
d) 3,4-dibromopyrrole

51. What is the name of the following reaction?

a) Gattermann reaction
b) Riemer tiemann reaction
c) Friedal craft reaction
d) Blanc’s chloromethylation

52. What is the name of the following reaction?

a) Gattermann reaction
b) Riemer tiemann reaction
c) Friedal craft reaction
d) Blanc’s chloromethylation

53. What will be the reagent used for the completion of the following reaction?

a) Concentrated acid
b) Dilute acid
c) Concentrated base
d) Dilute base