Pharmaceutical Organic Chemistry 3 Multiple Choice Questions
1. 1 Hexane and 3-methylpentane are examples of:
A. Enantiomers.
B. Stereoisomer.
C. Diastereomers.
D. Constitutional isomers.
Answer: D. Constitutional isomers.
2. Cis-trans isomers are:
A. Diastereomers.
B. Enantiomers.
C. Geometric isomers.
D. Constitutional isomers.
Answer: C. Geometric isomers.
3. (2R,4S) –2,4–Dichloropentane and (2S,4R)-2,4-dichloropentane are:
A. Enantiomers
B. Diastereomers
C. identical
D. conformational isomers
Answer: C. identical
4. Which of the following molecules is achiral?
A. (2R,3R)-2,3-Dichloropentane
B. (2R,3S)-2,3-Dichloropentane
C. (2S,4S)-2,4-Dichloropentane
D. (2S,4R)-2,4-Dichloropentane
Answer: D. (2S,4R)-2,4-Dichloropentane
5. Which statement is not true for a meso compound?
A. The specific rotation is 0º.
B. There are one or more planes of symmetry.
C. More than one stereogenic center must be present.
D. The stereo chemical labels, (R) and (S), must be identical for each stereogenic centre.
Answer: D. The stereo chemical labels, (R) and (S), must be identical for each stereogenic centre.
6. Which is a meso compound?
A. (2R,3R)-2,3-Dibromobutane
B. (2R,3S)-2,3-Dibromopentane
C. (2R,4R)-2,4-Dibromopentane
D. (2R,4S)-2,4-Dibromopentane
Answer: D. (2R,4S)-2,4-Dibromopentane
7. What is the percent composition of a mixture of (S)-(+)-2-butanol,[!] D/25 = +13.52º, and (R)-(-)-2-butanol,[!] D/25 = -13.52º, with a specific rotation [!] D/25 = +6.76º?
A. 75%(R) 25%(S)
B. 25%(R) 75%(S)
C. 50%(R) 50%(S)
D. 67%(R) 33%(S)
Answer: B. 25%(R) 75%(S)
8. Which one of the following can exist in optically active forms?
A. cis-1,3-Dichlorocyclohexane
B. trans-1,3-Dichlorocyclohexane
C. cis-1,4-Dichlorocyclohexane
D. tr
Answer: D. tr
9. Which of these is a comparatively insignificant factor affecting the magnitude of Specific optical rotation?
A. Concentration of the substance of interest
B. Purity of the sample
C. Temperature of the measurement
D. Length of the sample tube
Answer: C. Temperature of the measurement
10. What can be said with certainty if a compound has [!] D/25 = -9.25º ?
A. The compound has the (S) configuration.
B. The compound has the (R) configuration.
C. The compound is not a meso form.
D. The compound possesses only one stereogenic center.
Answer: C. The compound is not a meso form.
11. An alkane which can exhibit optical activity is:
A. Neopentane
B. Isopentane
C. 3–Methylpentane
D. 3–Methylhexane
Answer: D. 3–Methylhexane
12. In the absence of specific data, it can only be said that (R)–2–bromopentane is:
A. Dextrorotatory (+).
B. Levorotatory (–).
C. Optically inactive.
D. Chiral.
Answer: D. Chiral.
13. If a solution of a compound (30.0 g/100 mL of solution) has a measured rotation of +15º in a 2 dmtube, the specific rotation is:
A. +50º
B. +25º
C. +15º
D. +7.5º
Answer: B. +25º
14. Which compound would show optical activity?
A. cis 1,4- Dimethylcyclohexane
B. trans 1,4- Dimethylcyclohexane
C. cis 1,4- Dimethylcycloheptane
D. tr
Answer: D. tr
15. Of the compounds which correspond to the general name “dichlorocyclobutane”, how many areoptically active?
A. 0
B. 1
C. 2
D. 3
Answer: C. 2
16. Which of the following is true of any (S)-enantiomer?
A. It rotates plane-polarized light to the right.
B. It rotates plane-polarized light to the left.
C. It is a racemic form.
D. It is the mirror image of the corresponding (R)-enantiomer.
Answer: D. It is the mirror image of the corresponding (R)-enantiomer.
17. Enantiomers are:
A. Molecules that have a mirror image.
B. Molecules that have at least one stereogenic center.
C. Non-superposable molecules.
D. Non-superposable molecules that are mirror images of each other.
Answer: D. Non-superposable molecules that are mirror images of each other.
18. Which of the following is NOT true of enantiomers? They have the same:
A. Boiling point.
B. Melting point.
C. Specific rotation.
D. Density.
Answer: C. Specific rotation.
19. Which statement is true of 1,3-dimethylcyclobutane?.
A. Only one form of the compound is possible.
B. Two diastereomeric forms are possible.
C. Two sets of Enantiomers are possible.
D. Two enantiomeric forms and one meso comp.
Answer: B. Two diastereomeric forms are possible.
20. CH3CHBrCH2CHClCH3 is the generalized representation of what number of stereo isomers?
A. 3
B. 4
C. 5
D. 6
Answer: B. 4
21. For the generalized structure BrCH2CHClCH2CHClCH2Br there exists what number of stereoisomers?
A. 2
B. 3
C. 4
D. 6
Answer: C. 4
22. How many discrete dimethylcyclopropanes are there?
A. 2
B. 3
C. 4
D. 5
Answer: C. 4
23. What is the molecular formula for the alkenes of smallest molecular weight which possesses astereogenic center?
A. C4H10
B. C5H12
C. C6H14
D. C7H16
Answer: D. C7H16
24. How many chiral stereoisomers can be drawn for CH3CHFCHFCH (CH3)2?
A. 1
B. 2
C. 3
D. 4
Answer: D. 4
25. How many different compounds are there which correspond to the general name “3-(1-methylbutyl) cyclobutanol”?
A. 2
B. 4
C. 6
D. 8
Answer: B. 4
26. Which of the statements below correctly describes an achiral molecule?
A. The molecule has a nonsuperimposable mirror image.
B. The molecule exhibits optical activity when it interacts with plane-polarized light.
C. The molecule has an enantiomer.
D. The molecule might be a meso form.
Answer: D. The molecule might be a meso form.
27. Which of the following statements correctly pertains to a pair of enantiomers?
A. They rotate the plane of polarized light by exactly the same amount and in opposite directions.
B. They rotate the plane of polarized light by differing amounts and in opposite directions.
C. They rotate the plane of polarized light by differing amounts and in the same direction.
D. They have different melting points.
Answer: A. They rotate the plane of polarized light by exactly the same amount and in opposite directions.
28. A mixture of equal amounts of two enantiomers __________.
A. is called a racemic mixture
B. is optically inactive
C. implies that the enantiomers are meso forms
D. both A and B
Answer: D. both A and B
29. __________ is the use of an optically active reagent or catalyst to convert an optically inactivestarting material into an optically active product.
A. Asymmetric induction
B. Racemization
C. Optical reduction
D. Meso effection
Answer: A. Asymmetric induction
30. Which of the following statements is (are) true for the compound (R)-2-butanol?
A. This compound is chiral.
B. This compound is optically active.
C. This compound has an enantiomer.
D. all of the above
Answer: D. all of the above
31. Which of the following statements is (are) true for the compound (3R, 4R)-3,4-dimethylhexane?
A. This compound is chiral.
B. The enantiomer of this compound is (3S, 4S)-3,4-dimethylhexane.
C. This compound is a diastereomer of (3R, 4S)-3,4-dimethylhexane.
D. all of the above
Answer: D. all of the above
32. Which of the following statements is (are) true for the compound cis-1,2-dichlorocyclopropane?
A. This compound is chiral.
B. The enantiomer of this compound is trans-1,2-dichlorocyclopropane.
C. This compound contains no asymmetric carbons.
D. none of the above
Answer: D. none of the above
33. How many asymmetric carbon atoms are present in the following compound?
A. 0
B. 1
C. 2
D. 3
Answer: B. 1
34. How many chiral carbon atoms are present in the following compound?
A. 0
B. 1
C. 2
D. 3
Answer: A. 0
35. Which of the following terms correctly describe(s) the structural relationship between cis-1,3- dimethylcyclopentane and trans-1,3-dimethylcyclopentane?
A. enantiomers
B. diastereomers
C. geometric isomers
D. both B and C
Answer: D. both B and C
36. How many diastereomers are there of the molecule shown below?
A. 0
B. 2
C. 4
D. 6
Answer: D. 6
37. How many enantiomers are there of the molecule shown below?
A. 0
B. 2
C. 4
D. 6
Answer: A. 0
38. What term describes the structural relationship between (E)- and (Z)-2-pentene?
A. Constitutional isomers
B. Enantiomers
C. Geometric isomers
D. Conformers
Answer: C. Geometric isomers
39. Compounds which have different arrangements of atoms in space while having same atoms bonded to each other are said to have
A. position isomerism
B. functional group isomerism
C. chain isomerism
D. stereoisomerism
Answer: D. stereoisomerism
40. Which of the following can make difference in optical isomers?
A. heat
B. temperature
C. polarized light
D. pressure
Answer: C. polarized light
41. Which of the following terms best describes the following pair of molecules?
A. Isomers
B. Constitutional isomers
C. Configurational isomers
D. Geometrical isomers
Answer: D. Geometrical isomers
42. What is the relationship between the two groups in the following molecules?
A. They are equatorial to one another
B. They are axial to one another
C. They are cis to one another
D. They are tr
Answer: A. They are equatorial to one another
43. What is the stereochemical relationship between the following two molecules?
A. Geometrical isomers
B. Enantiomers
C. Diastereomers
D. Identical
Answer: D. Identical
44. Which of the following is an alkane which can exhibit optical activity?
A. Neopentane
B. Isopentane
C. 3–Methylpentane
D. 3–Methylhexane
Answer: D. 3–Methylhexane
45. Hexane and 3-methylpentane are examples of:
A. enantiomers.
B. stereoisomers.
C. diastereomers.
D. constitutional isomers.
Answer: D. constitutional isomers.
46. Which of these is a comparatively insignificant factor affecting the magnitude of specific optical rotation.
A. Concentration of substance of interest
B. Temperature of measurement
C. Length of the sample tube
D. All of the above
Answer: D. All of the above
47. How many chiral stereoisomers can be drawn for CH3CHFCHFCH(CH3)2?
A. 2
B. 4
C. 6
D. 8
Answer: B. 4
48. How many different compounds are there which correspond to the general name “3-(1- methylbutyl)cyclobutanol”?
A. 2
B. 4
C. 6
D. 8
Answer: B. 4
49. Which of the following is NOT true of enantiomers? They have the same:
A. boiling point.
B. melting point.
C. specific rotation.
D. chemical reactivity toward achiral reagents.
Answer: D. chemical reactivity toward achiral reagents.
50. Which statement is true for 1,3-dimethylcyclobutane?
A. Only one form of the compound is possible
B. Two diastereomeric forms are possible.
C. Two enantiomeric forms and one meso compound are possible.
D. None of the above.
Answer: B. Two diastereomeric forms are possible.
51. If a solution of a compound (30.0 g/100 mL of solution) has a measured rotation of +15º in a 2 dm tube, the specific rotation is:
A. +50º
B. +25º
C. +15º
D. +7.5º
Answer: B. +25º
52. In the absence of specific data, it can only be said that (R)–2–bromopentane is:
A. dextrorotatory (+).
B. levorotatory (–).
C. analogous in absolute configuration to (R)–2–bromopentane.
D. optically inactive.
Answer: C. analogous in absolute configuration to (R)–2–bromopentane.
53. Those stereoisomers which can be interconverted only by breaking and remaking of covalentbonds are called as____
A. Chain isomers
B. Positional isomers
C. Configurational isomers
D. Conformational isomers
Answer: C. Configurational isomers
54. Those stereoisomers which can be interconverted by simple rotation about sigma bonds are called as____
A. Conformational isomers
B. Functional isomers
C. Geometric isomers
D. Tautomers
Answer: A. Conformational isomers
55. A beam of light having a particular wavelength and having vibrations only in one plane is____
A. Ordinary light
B. Plane polarized light
C. Monochromatic light
D. None of above
Answer: B. Plane polarized light
56. Optically active compound can rotate_____
A. Ordinary light
B. Plane polarized light
C. Monochromatic light
D. None of above
Answer: B. Plane polarized light
57. Which instrument is used to measure angle of rotation?
A. Polarimeter
B. UV spectrometer
C. pH meter
D. Conductometer
Answer: A. Polarimeter
58. For being chiral compound, chemical compound should not possess following characteristic
A. Plane of symmetry
B. Centre of symmetry
C. Axis of symmetry
D. All of the above
Answer: D. All of the above
59. Followings are types of optical isomers except__
A. Enantiomers
B. Diasteromers
C. Conformers
D. Meso compounds
Answer: C. Conformers
60. How many possible stereoisomers for the compound CH3CH(OH)COOH.
A. 1
B. 2
C. 3
D. 4
Answer: B. 2
61. Which is the true option for Diastereomers?
A. They have only one chiral centre.
B. They have identical physical properties
C. They have two or more chiral centre.
D. All of the above.
Answer: C. They have two or more chiral centre.
62. Ratio of dextro and levo isomers (d:l) of compound present in raceme mixture is__
A. 50:50
B. 40:60
C. 30:70
D. 20:80
Answer: A. 50:50
63. The process of separation of a racemic mixture into optically active d and l isomers is___
A. Racemization
B. Resolution
C. Both (a) and (b)
D. None of the above
Answer: B. Resolution
64. Absolute configuration of stereoisomer is denoted by__
A. R and S isomers
B. D and L isomers
C. d and l isomers
D. cis and tr
Answer: A. R and S isomers
65. Relative configuration of stereoisomer is denoted by__
A. R and S isomers
B. D and L isomers
C. d and l isomers
D. cis and tr
Answer: A. R and S isomers
66. The necessary conditions for geometric isomers are__
A. Presence of at least one double bond.
B. Each carbon atom of the double bond should be linked to two different atoms or groups.
C. Both (a) and (b)
D. None of the above.
Answer: C. Both (a) and (b)
67. By studying which physical property, configuration of geometric isomers can be determined
A. Melting point
B. Solubility
C. Dipole moment
D. All of the above
Answer: D. All of the above
68. From the followings, which is true about conformational isomers?
A. Eclipsed conformation is more stable than staggered conformation.
B. Eclipsed conformation is less stable than staggered conformation.
C. Eclipsed conformation has low energy than staggered conformation.
D. None of the above
Answer: B. Eclipsed conformation is less stable than staggered conformation.
69. Most stable conformation of cyclohexane is___
A. Chair conformation
B. Boat conformation
C. Twist boat conformation
D. Half chair conformation
Answer: A. Chair conformation
70. The hydrogens lying in the plane of the cyclohexane ring are called____
A. Axial hydrogens
B. Chiral hydrogens
C. Equatorial hydrogens
D. None of the above
Answer: C. Equatorial hydrogens
71. The hydrogens lying above or below the plane of the cyclohexane ring are called____
A. Axial hydrogens
B. Chiral hydrogens
C. Equatorial hydrogens
D. None of the above
Answer: A. Axial hydrogens
72. Which is the true sentence for stereospecific reactions from the followings,
A. Reactants react at different rate i.e. they have different rate of reaction.
B. They give different stereoisomers as products.
C. They have different paths to give different types of compounds as products.
D. All of the above
Answer: D. All of the above
73. Which of the following statements most accurately describes the stereochemistry between the various cyclohexanes?
A. Cis-1,2-dichlorocyclohexane and trans-1,2-dichlorocyclohexane rotate plane-polarized light in opposite directions, and together in equal proportions form a racemic mixture.
B. The diaxial and diequatorial forms of trans-1,3-dichlorohexane can be separated by their differing physical properties.
C. Only cis-1,4-dichlorocyclohexane is achiral due to a plane of symmetry, and cis-1,4- dichlorocyclohexane is diastereomeric to trans-1,4-dichlorocyclohexane.
D. The conformational isomers of tr
Answer: D. The conformational isomers of tr
74. 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
Answer: C. A pair of stereoisomers that are not mirror images of one another
75. What is the relation between the given compound?
A. constitutional isomers
B. enantiomers
C. Diastereomers
D. Identical
Answer: C. Diastereomers
76. What is the relation between the given compounds?
A. Diastereomers
B. constitutional isomers
C. enantiomers
D. identical
Answer: A. Diastereomers
77. Which of the following statements regarding enantiomers not true?
A. All (+) enantiomers are levorotatory
B. All (-) enantiomers rotate plane polarized light in a clockwise direction
C. (+) and (-) enantiomers rotate plane polarized light in opposite directions
D. All R enantiomers are dextrorotatory
Answer: C. (+) and (-) enantiomers rotate plane polarized light in opposite directions
78. Which of the following is/are the S-enantiomer of alanine?
A. Only 1
B. Only 2
C. 1 and 3
D. 2 and 3
Answer: C. 1 and 3
79. Which of the following is capable of existing as a pair of enantiomers?
A. 2-methylpropane
B. 2-methylpentane
C. 3-methylpentane
D. 3-methylhexane
Answer: D. 3-methylhexane
80. 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
Answer: D. (+)-A and (–)-A will rotate polarized light equally but in opposite directions
81. 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
Answer: D. A molecule that has a carbon atom with four different substituents
82. 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)
Answer: A. Plane of symmetry (POS)
83. Which of the following is the definition for enatiomerism?
A. A pair of stereoisomers each of which has two chirality centres
B. A pair of stereoisomers that are not mirror images of one another
C. A pair of stereoisomers that are non-superimposable mirror images of one another
D. Any pair of stereoisomers
Answer: C. A pair of stereoisomers that are non-superimposable mirror images of one another
84. Which of the following notations is not used to distinguish between pairs of enantiomers?
A. R and S
B. E and Z
C. + and –
D. D and L
Answer: B. E and Z
85. Which among the following is not true about enantiomerism?
A. Assignments of R and S labels and (+) and (–) labels are not connected
B. The labels R and S refer to different conformers
C. The labels (+) and (–) are used to distinguish enantiomers
D. The specific rotation of enantiomers is equal and opposite
Answer: B. The labels R and S refer to different conformers
86. Which of the following molecules does not possess enantiomers?
A. CH3CH2CH2CHBrCH3
B. CH3CH2CBr2CH3
C. CH3CHBrCH2CH3
D. CHBr2CH2CHBrCH3
Answer: B. CH3CH2CBr2CH3
87. What does a polarimeter measure?
A. Polarity of the substance
B. Angle of rotation of an optical active compound
C. Concentration of the substance
D. pH of the substance
Answer: B. Angle of rotation of an optical active compound
88. A solution of 0.1 g/mL of a pure R enantiomer in a 1.0 dm (i.e., 10 cm) polarimeter rotates plane polarized light by +4.8°. What is the rotation observed on this solution in a 2 dm polarimeter?
A. +2.4°
B. +4.8°
C. +19°
D. +9.6°
Answer: D. +9.6°
89. . Polarimeter works on the principle of which of the following?
A. polarization of light
B. change of the electrical conductivity of solution with composition
C. change of angle of refraction with composition
D. change of electrical conductivity of solution with temperature
Answer: A. polarization of light
90. Which of the following groups has the highest priority according to the Cahn-Ingold-Prelogsequence rules?
A. CH3
B. CH2Cl
C. CH2OH
D. CHO
Answer: D. CHO
91. What is the percent composition of a mixture of (S)-(+)-2-butanol, α= +13.52°, and (R)-(-)-2-butanol, α = -13.52°, with a specific rotation α = +6.76°?
A. 75%(R) 25%(S)
B. 25%(R) 75%(S)
C. 50%(R) 50%(S)
D. 67%(R) 33%(S)
Answer: A. 75%(R) 25%(S)
92. What can be said with certainty if a compound has α= -9.25°?
A. The compound has the (S) configuration
B. The compound has the (R) configuration
C. The compound is not a meso form
D. The compound possesses only one stereogenic center
Answer: C. The compound is not a meso form
93. Which of the following compounds can exhibit geometrical isomerism?
A. 1-Hexene
B. 2-Methyl-2-Pentene
C. 3-methyl-1-pentene
D. 2-Hexene
Answer: D. 2-Hexene
94. How many stereoisomers are there for the following structure?
A. 1
B. 2
C. 3
D. 4
Answer: C. 3
95. How many stereoisomers of 3-bromo-2-butanol, CH3CH(OH)CHBrCH3, exist?
A. 3
B. 1
C. 2
D. 4
Answer: D. 4
96. How many stereoisomers of 2,3-butanediol, CH3CH(OH)CH(OH)CH3, exist?
A. 3
B. 4
C. 1
D. 2
Answer: A. 3
97. How many number of stereoisomers possible for 2, 3-pentanediol?
A. 3
B. 4
C. 5
D. 6
Answer: B. 4
98. Which of the following is a not a five membered ring?
A. Pyridine
B. Pyrrole
C. Furan
D. Thiophene
Answer: A. Pyridine
99. Which of the following five membered a ring is most resonance stabilized?
A. Furan
B. Thiophene
C. Pyrrole
D. Pyridine
Answer: B. Thiophene
100. Five membered rings come under which category of heterocycle classification on the basisof chemical behavior?
A. -excessive heterocycle
B. -deficient heterocycle
C. -equivalent heterocycle
D. Can’t say about the five membered rings
Answer: A. -excessive heterocycle
101. Which is the most reactive five membered heterocyclic compound?
A. Pyrrole
B. Furan
C. Thiophene
D. Pyridine
Answer: A. Pyrrole
102. 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
Answer: C. 2,5-dibromothiophene
103. 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
Answer: B. 2,3,4,5-tetrabromopyrrole
104. What is the name of the following reaction?
A. Gattermann reaction
B. Riemer tiemann reaction
C. Friedal craft reaction
D. Blanc’s chloromethylation
Answer: B. Riemer tiemann reaction
105. What is the name of the following reaction?
A. Gattermann reaction
B. Riemer tiemann reaction
C. Friedal craft reaction
D. Blanc’s chloromethylation
Answer: A. Gattermann reaction
106. 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
Answer: B. Dilute acid
107. Which heteroatom present in pyrrole?
A. Oxygen
B. Nitrogen
C. Silicon
D. Sulphur
Answer: B. Nitrogen
108. Which heteroatom present in Furan?
A. Oxygen
B. Nitrogen
C. Silicon
D. Sulphur
Answer: A. Oxygen
109. Which heteroatom present in thiophene?
A. Nitrogen
B. Silicon
C. Oxygen
D. Sulphur
Answer: D. Sulphur
110. Which compound is most basic?
A. Pyridine
B. Pyrrole
C. Imidazole
D. Pyrrolidine
Answer: C. Imidazole
111. Which is least basic compound?
A. Pyridine
B. Pyrrole
C. Imidazole
D. Pyrrolidine
Answer: B. Pyrrole
112. Which of the following solvents is a heterocyclic compound?
A. DMSO
B. DMF
C. THF
D. None of the above
Answer: C. THF
113. Which of the followings statements is correct?
A. Pyrrole has less aromatic character than furan
B. Pyridine is isoelectronic with benzene
C. Pyridine is tertiary amine
D. Pyrrole is strong base
Answer: C. Pyridine is tertiary amine
114. What is the correct order of reactivity (most reactive first) of pyrrole, furan and thiophene towards electrophiles?
A. Furan > Pyrrole > Thiophene
B. Pyrrole > Furan > Thiophene
C. Furan > Thiophene > Pyrrole
D. Thiophene > Pyrrole > Furan
Answer: B. Pyrrole > Furan > Thiophene
115. Electrophilic substitution in furan usually occurs at:
A. Both the C2 and C3 atom
B. The O atom
C. The C2 atom
D. The C3 atom
Answer: C. The C2 atom
116. Nitration of pyrrole is best carried out using:
A. Acetyl nitrate
B. Ammonium nitrate
C. Concentrated nitric and sulphuric acid
D. Nitric acid
Answer: A. Acetyl nitrate
117. If you wanted to form 2,3,4,5-tetrabromopyrrole from pyrrole, which of the followingconditions would be the best choice?
A. Br2 at 273K
B. Br2 at298 K
C. Br2 in the presence of radical initiator
D. Br2 in the presence of Lewis acid
Answer: C. Br2 in the presence of radical initiator
118. Which statement about thiophene is incorrect?
A. The S atom contributes two electrons to the n-system
B. Thiophene is polar
C. Thiophene is less reactive than pyrrole
D. Thiophene is more reactive than furan
Answer: D. Thiophene is more reactive than furan
119. Pyrrole undergoes sulfonation in presence of _______to produce pyrrole – 2 – sulfonicacid.
A. Conc. Sulphuric acid
B. SO3 and pyridine
C. Dilute sulphuric acid/pyridine
D. SO3 and ethanol
Answer: B. SO3 and pyridine
120. Pyrrole undergoes iodination in presence of Iodine and potassium iodide to produce_____.
A. 2 – iodo pyrrole
B. 3 – iodo pyrrole
C. Tetra iodo pyrrole
D. Tri iodo pyrrole
Answer: C. Tetra iodo pyrrole
121. Oxidation of pyrrole in presence of chromium oxide (Cr2O3) and acetic acidproduce_______.
A. Maleinimide
B. Maleic acid
C. Pyrrole N-oxide
D. None of the above
Answer: A. Maleinimide
122. Pyrrole is reduced by using Zn and acetic acid to get product_______
A. 2 – pyrroline
B. 3 – pyrroline
C. Pyrrolidine
D. All of the above
Answer: B. 3 – pyrroline
123. Which product will be produced when pyrrole undergoes catalytic reduction in presence ofhydrogen gas and Ni metal?
A. 2 – pyrroline
B. 3 – pyrroline
C. Pyrrolidine
D. All of the above
Answer: C. Pyrrolidine
124. Identify the given heterocyclic compound.
A. Furan
B. Pyrazole
C. Pyrrole
D. Pyridine
Answer: C. Pyrrole
125. Pyrrole potassium on treatment with CO2 under pressure give mixture of 2 and 3 pyrrole – carboxylic acid, identify the reaction.
A. Kolbe-Schmidt reaction
B. Reamer-Tiemann reaction
C. Gattermann Koch reaction
D. Coupling reaction
Answer: A. Kolbe-Schmidt reaction
126. Pyrrole is heated with_________ to open the ring and form succinaldehyde dioxime.
A. Concentrated sulphuric acid
B. Strong alkali with pyridine
C. Hydrogen cyanide with HCl
D. Ethanolic hydroxylamine hydrochloride
Answer: D. Ethanolic hydroxylamine hydrochloride
127. Atorvastatin, drug useful in CVS disease, contain heterocyclic ring______.
A. Pyrazole
B. Pyrrole
C. Imidazole
D. Purine
Answer: B. Pyrrole
128. Bepridil, calcium channel blocker, contain heterocyclic ring_____
A. Pyrrole
B. Purine
C. Indole
D. Pyridine
Answer: A. Pyrrole
129. Ondansetron, anti emetic drug, contain heterocyclic ring______.
A. Thiophene
B. Pyrrole
C. Furan
D. Pyrimidine
Answer: B. Pyrrole
130. Which drug(s) possess pyrrole heterocyclic compound from the followings?
A. Captopril
B. Lincomycin
C. Triprolidine
D. All of the above
Answer: D. All of the above
131. Identify the following heterocyclic compound.
A. Furan
B. Thiophene
C. Oxazole
D. Thiazole
Answer: A. Furan
132. Complete the following reaction.
A. Pyrrole
B. Furan
C. Indole
D. Oxazole
Answer: B. Furan
133. Which would be the intermediate in the following reaction?
A. Furan – 2 carboxide
B. Furan- 2 – carbinol
C. Furoic acid
D. None of the above
Answer: C. Furoic acid
134. Which would be the product when furan undergoes sulfonation in the presence of SO3 andpyridine?
A. Furan – 2 – sulfolic acid
B. Furan – 3 – sulfonic acid
C. Mixture of (a) & (b)
D. None of the above
Answer: A. Furan – 2 – sulfolic acid
135. Which reagent is used for the nitration of furan?
A. Conc. Nitric acid and sulphuric acid
B. Acetyl nitrate
C. Nitrobenzene
D. Dilute nitric acid with benzene
Answer: B. Acetyl nitrate
136. Friedel craft acetylation of furan by using acetic anhydride is carried out in the presence of catalyst______.
A. AlCl3
B. FeCl3
C. BF3
D. LIAlH4
Answer: C. BF3
137. Identify the reaction: when furan react with aryl diazonium chloride in the presence ofstrong alkali to produce 2 – aryl furan.
A. Mercuration
B. Gattermann Koch reaction
C. Kolbe reaction
D. Gomberg reaction
Answer: D. Gomberg reaction
138. Bromination of furan by using Br2 will produce_________.
A. 2 – bromo furan
B. 3 – bromo furan
C. 2,5 – dibromo furan
D. None of the above
Answer: D. None of the above
139. Identify the following reaction:
A. Cannizaro reaction
B. Benzoin condensation
C. Gomberg reaction
D. Mercuration
Answer: A. Cannizaro reaction
140. Identify the following reaction:
A. Gomberg reaction
B. Reamer tiemann reaction
C. Benzoin condensation
D. Aldol condensation
Answer: C. Benzoin condensation
141. Complete the reaction:
A. Br2
B. HBr
C. KBr in alcohol
D. NaBr in pyridine
Answer: A. Br2
142. Furan on treatment with acid undergoes protonation and form________.
A. Protonated furan
B. Polymeric product
C. Dihydro furan
D. None of the above
Answer: B. Polymeric product
143. Oxidation of furan produces_________.
A. Furan oxide
B. Furfural
C. Furfuric acid
D. Succinaldehyde
Answer: D. Succinaldehyde
144. Catalytic reduction of furan gives______
A. 2,3 – dihydro furan
B. 2,5 – dihydro furan
C. Tetra hydro furan
D. 3,4 – dihydro furan
Answer: C. Tetra hydro furan
145. Prazocin, sympatholytic drug contain__________heterocyclic ring.
A. Furan
B. Pyrrole
C. Oxazole
D. Indole
Answer: A. Furan
146. Which drug of following does not contain furan ring?
A. Furazolidone
B. Lorpiprazole
C. Terazocin
D. Dantrolene
Answer: B. Lorpiprazole
147. Amiodarone, antiarrhythmic agent, possess_________ heterocyclic ring.
A. Pyridine
B. Furan
C. Thiophene
D. Purine
Answer: B. Furan
148. From the followings, which drug contain furan heterocyclic ring?
A. Furazolidine
B. Nitrofurantoin
C. Fluticazone
D. All of the above
Answer: D. All of the above
149. Ranitidine, H2 receptor antagonist, possess________heterocyclic ring.
A. Acridine
B. Azepine
C. Pyridine
D. Furan
Answer: D. Furan
150. Pilocarpine, cholinergic agonist, contains________heterocyclic ring.
A. Furan
B. Pyrrole
C. Thiophene
D. Purine
Answer: A. Furan
151. Which heterocyclic ring is present in Diloxanide furoate, anti protozoal drug?
A. Acridine
B. Thiazole
C. Furan
D. Thiophene
Answer: C. Furan
152. Which heterocyclic ring is present in Rofecoxib, NSAID?
A. Pyrrole
B. Furan
C. Purine
D. Indole
Answer: B. Furan
153. Which is the following heterocyclic compound?
A. Thiophene
B. Thiazole
C. Furan
D. Pyrrole
Answer: A. Thiophene
154. Complete the reaction:
A. Thiazole
B. Oxazole
C. Thiphene
D. Furan
Answer: C. Thiphene
155. What would be the product of following reaction?
A. Thiophene
B. Thiazole
C. Purine
D. Pyrimidine
Answer: A. Thiophene
156. What would be the appropriate reaction condition for the following reaction;
A. SO2/AlCl3/673K
B. H2S/AlCl3/273K
C. H2S/Al2O3/673K
D. Sulphur/heat
Answer: C. H2S/Al2O3/673K
157. What is not true about thiophene from the following sentences?
A. Thiophene shows aromaticity.
B. Thiophene contains oxygen heteroatom.
C. Thiophene has diene like structure.
D. Thiophene has a flat pentagonal ring.
Answer: B. Thiophene contains oxygen heteroatom.
158. Which is the true statement from followings?
A. Thiophene is more stable than pyrrole
B. Thiophene is more stable than furan
C. Both (a) & (b)
D. None of the above
Answer: C. Both (a) & (b)
159. Thiophene shows electrophilic substitution reactions mainly at position___.
A. C2
B. C3
C. C4
D. C5
Answer: A. C2
160. Which condition is appropriate for the nitration of thiophene?
A. Acetyl nitrate
B. Nitric acid +acetic anhydride
C. Concentrated nitric acid
D. Sodium nitrate
Answer: B. Nitric acid +acetic anhydride
161. Identify the reaction: When thiophene react with dimethyl formamide in the presence of POCl3, it will produce thiophene – 2 – carboxaldehyde.
A. Kolbe reaction
B. Canizzaro reaction
C. Gattermann Koch reaction
D. Vilsmeir – Hoack reaction
Answer: D. Vilsmeir – Hoack reaction
162. Sulfonation of thiophene can be carried out by using______________.
A. SO3 +Conc. HCl
B. Dilute Sulphuric acid
C. Concentrated Sulphuric acid
D. SO3 + HNO3
Answer: C. Concentrated Sulphuric acid
163. Chloromethylation of thiophene is carried out with HCHO & HCl, it will produce_______.
A. 2- chloromethyl thiophene
B. 2- methyl thiophene
C. 2- chloro thiophene
D. 2-chloro, 5- methyl thiophene
Answer: A. 2- chloromethyl thiophene
164. Complete the reaction:
A. Cl2
B. SO3 + HCl
C. Cl2 + HCl
D. SO2Cl2
Answer: D. SO2Cl2
165. What will be the product of the following reaction?
A. 2- iodo thiophene
B. 2,5 – di iodo thiophene
C. 2,3 – di iodo thiophene
D. Tetra iodo thiophene
Answer: A. 2- iodo thiophene
166. What will be the product of the following reaction?
A. 5 – bromo thiophene
B. 3- bromo thiophene
C. 2 – bromo thiophene
D. 2,5 – di bromo thiophene
Answer: C. 2 – bromo thiophene
167. Chlorination of thiophene by using Chlorine at 243K will form__________.
A. 2- chloro thiophene + 5- chloro thiophene
B. 2,5 – dichloro thiophene
C. 2- chloro thiophene + 2,5- dichloro thiophene
D. Tetra chloro thiophene
Answer: C. 2- chloro thiophene + 2,5- dichloro thiophene
168. Bromination of thiophene by using Bromine in benzene will produce________
A. 5 – bromo thiophene
B. 3- bromo thiophene
C. 2 – bromo thiophene
D. 2,5 – di bromo thiophene
Answer: D. 2,5 – di bromo thiophene
169. Identify the reaction:
A. Reimer Tiemann reaction
B. Canizzaro reaction
C. Vilsmeir – Hoack reaction
D. Benzoin condensation
Answer: B. Canizzaro reaction
170. What would be the reducing agent for the following reduction of thiophene?
A. Na + ammonia
B. Hydrogen gas + Ni
C. Pd + ammonia
D. Pd + Hydrogen gas
Answer: A. Na + ammonia
171. Thiophene on catalytic reduction with large amount of palladium (Pd) gives_________.
A. 2 – thiolen
B. 3 – thiolen
C. n – Butane
D. Tetra hydro thiophene
Answer: D. Tetra hydro thiophene
172. Thiophene is reduced with Raney nickel (Ni) which results in removal of sulphur toform______.
A. 2 – thiolen
B. 3 – thiolen
C. n – Butane
D. Tetra hydro thiophene
Answer: C. n – Butane
173. Which drug(s) contain thiophene ring in its(their) structure?
A. Cephalothin
B. Cefoxitin
C. Temocillin
D. All of the above
Answer: D. All of the above
174. Which drug(s) contain thiophene ring in its(their) structure?
A. Tinoridine
B. Tiaprofenic
C. Tenoxicam
D. All of the above
Answer: D. All of the above
175. Thiophene & its derivatives show following pharmacological activity.
A. Sedative
B. Hypnotic
C. Anticonvulsant activity
D. All of the above
Answer: D. All of the above
176. Clotiazepam, CNS active agent, possess __________ heterocyclic ring.
A. Thiophene
B. Oxazole
C. Pyridine
D. Pyrrole
Answer: A. Thiophene
177. Ticlopidine, anticoagulant activity, contain _________ heterocyclic compound.
A. Thiazole
B. Thiophene
C. Furan
D. Indole
Answer: B. Thiophene
178. Which pharmacological effect is not produced by thiophene derivatives?
A. Anticoagulants
B. Diuretics
C. Coagulants
D. Anti asthmatics
Answer: C. Coagulants
179. Thiophene probably undergoes to ___________ reaction.
A. Electrophilic substitution
B. Nucleophilic substitution
C. Electrophilic addition
D. Nucleophilic addition
Answer: A. Electrophilic substitution
180. Furan probably undergoes to ___________ reaction.
A. Electrophilic substitution
B. Nucleophilic substitution
C. Electrophilic addition
D. Nucleophilic addition
Answer: A. Electrophilic substitution
181. Pyrrole probably undergoes to ___________ reaction.
A. Electrophilic substitution
B. Nucleophilic substitution
C. Electrophilic addition
D. Nucleophilic addition
Answer: A. Electrophilic substitution