1050 General Organic Chemistry

I. Chlorobenzene II. Benzene H H

III. Anilinium chloride IV. Toluene | |
(a) I  II  III  IV (b) IV  II  I  III (a) HO  C  COOH (b) CH 3  C  COOH
(c) II  I  III  IV (d) III  I  II  IV | |
29. Which of the following applies in the reaction, H Cl
CH 3 CHBrCH 2 CH 3  
alc. KOH
CH 3 CH 3
(i) CH 3 CH  CHCH 3 (major product) | |
(c) CH 3  C  COOH (d) CH 3  C  COOH
(ii) CH 2  CHCH 2 CH 3 (minor product) | |
[Orissa JEE 2005] OH Cl
(a) Markovnikov's rule (b) Saytzeff's rule
(c) Kharasch effect (d) Hofmann's rule 6. In ethane and cyclohexane which one of the following pairs of
30. Bromination of alkanes involves [J & K 2005] conformations are more stable
(a) Carbanions (b) Carbocations (a) Eclipsed and chair conformations
(c) Carbenes (d) Free radicals (b) Staggered and chair conformations
31. Which of the following cannot undergo nucleophilic substitution (c) Staggered and boat conformations
under ordinary conditions [J & K 2005] (d) Eclipsed and boat conformations
(a) Chlorobenzene (b) tert-butylchloride 7. Which of the following may exist in enantiomorphs
(c) Isopropyl chloride (d) None of these [CBSE PMT 1988]
32. Which of the following alkyl groups has the maximum + I effect[KCET 2002]
CH 3
(a) CH 3  (b) (CH 3 )2 CH 
|
(c) (CH 3 )3 C  (d) CH 3CH 2  (a) CH 3  CH  COOH
(b) CH 2  CHCH 2 CH 2 CH 3
Structural and stereo isomerism NH 2
|
1. Only two isomers of monochloro product is possible of (c) CH 3  CH  CH 3
[IIT-JEE 1986]
(a) n-butane (b) 2,4-dimethyl pentane NH 2
(c) Benzene (d) 1-methyl propane |
(d) CH 3  CH 2  CH  CH 3
2. Which is the example of branch isomerization
8. Which of the following compounds may not exist as enantiomers [CPMT 1987]
[NCERT 1976]
(a) CH 3 CH (OH )CO 2 H
C C
| | (b) CH 3 CH 2 CH (CH 3 )CH 2 OH
(a) C  C  C  C – C and C  C  C (c) C 6 H 5 CH 2 CH 3
|
C (d) C 6 H 5 CHClCH 3
C C 9. Number of isomers of molecular formula C 2 H 2 Br2 are
| | [CPMT 1987]
(b) C  C  C and C  C  C (a) 1 (b) 2
| |
C C (c) 3 (d) 0
10. Lactic acid shows which type of isomerism
C [CPMT 1987; MP PMT 1987; BHU 2003]
C | (a) Geometrical isomerism (b) Tautomerism
(c) C  C  C and C  C  C (c) Optical isomerism (d) Metamerism
C |
C 11. Which one of the following is an optically active compound
[CBSE PMT 1988; DPMT 1983]
(d) C  C  C  C and C  C  C (a) n-propanol (b) 2-chlorobutane
| (c) n-butanol (d) 4-hydroxyheptane
C 12. Compounds with same molecular formula but different structural
3. The isomer of diethyl ether is [CPMT 1975] formulae are called [BHU 1979; AFMC 1989]
(a) Isomers (b) Isotopes
(a) (CH 3 )2 CHOH (b) (CH 3 )3 C  OH
(c) Isobars (d) Isoelectronic
(c) C 3 H 7 OH (d) (C 2 H 5 )2 CHOH 13. Which one of the following compounds shows optical isomerism[MP PET 1990]
4. Isomers have essentially identical (a) CH 3 CHCl  CH 2  CH 3
[CBSE PMT 1988; MP PMT 1983, 86] (b) CH 3  CH 2  CHCl  CH 2  CH 3
(a) Structural formula (b) Chemical properties
(c) Molecular formula (d) Physical properties (c) ClCH 2  CH 2  CH 2  CH 3
5. Which one of the following shows optical activity (d) ClCH 2  CH 2  CH 3
[NCERT 1984, 90] 14. Which one of the following objects is ‘achiral’
(a) Letter P (b) Letter F
(c) Ball (d) A pair of hand
15. Total number of isomers of a disubstituted benzene compound is
(a) 1 (b) 2
 General Organic Chemistry 1051
(c) 3 (d) 4 H H C2 H H
16. Separating of d and l enantiomorphs from a racemic mixture is (a) CC (b) C C
called [CBSE PMT 1988; DPMT 1983; H3C CH 3 H H
KCET 2002] CH 3
(a) Resolution (b) Dehydration CH 3 H | H
(c) Rotation (d) Dehydrohalogenation (c) CC (d) H  C  C  C
CH 3 H | | H
17. Number of optical isomers of lactic acid are H H
(a) 1 (b) 2
(c) 3 (d) 4 25. Maximum number of isomers of alkene C 4 H 8 are
18. Which one of the following contains asymmetric carbon atom[IIT-JEE 1989; Roorkee 2000] [IIT-JEE 1982; MP PMT 1985; MADT Bihar 1995;
Kerala (Engg.) 2002]
Cl Br H Cl (a) 2 (b) 3
| | | | (c) 4 (d) 6
(a) H C CH (b) H C  C  Cl 26. Rotation of plane polarised light is measured by
| | | | [CPMT 1985; DCE 2001]
H H H H (a) Manometer (b) Polarimeter
(c) Viscometer (d) Refractometer
H H H H 27. An alkane forms isomers if the number of least carbon atom is[CPMT 1976; BHU
| | | | (a) 1 (b) 2
(c) H C  C H (d) H C  C  CH 3
(c) 3 (d) 4
| | | |
28. Which is not found in alkenes [AIIMS 1982; RPMT 1999]
H H Br OH
(a) Chain isomerism (b) Geometrical isomerism
19. n-butane and isobutane are examples of (c) Metamerism (d) Position isomerism
(a) Chain isomers (b) Geometrical isomers 29. How many isomers of C 5 H 11 OH will be primary alcohols
(c) Position isomers (d) Tautomers [CBSE PMT 1992]
(a) 2 (b) 3
20. Which of the following has chiral structure
(c) 4 (d) 5
CH 3
30. The compound C 4 H 10 O can show
|
(a) CH 3  CH  CH 2 COOH [IIT-JEE 1981; MP PET 2000]
(a) Metamerism (b) Functional isomerism
(b) CH 3  CH  CH  CH 3 (c) Positional isomerism (d) All types
CH 3 31. The number of possible alcoholic isomers for C 4 H 10 O are
| [DPMT 1984; MNR 1986]
(c) CH 3  CH  CH 2 OH (a) 4 (b) 2
(d) CH 3  CHOH  CH 2 CH 3 (c) 3 (d) 5
21. Which of the following pairs is an example of position isomerism 32. How many isomers are possible for C 4 H 8 O
(a) CH 3  CH 2  CH 2  CH 3 and CH 3  CH  CH 3 [MNR 1992; UPSEAT 2001, 02]
| (a) 3 (b) 4
CH 3 (c) 5 (d) 6
(b) CH 3  CH 2  CH  CH 2 and CH 3  CH  CH  CH 3 33. Which of the following can exhibit cis-trans isomerism
[CBSE PMT 1989]
(c) CH 3  CH 2 OH and CH 3  O  CH 3 (a) HC  CH (b) ClCH = CHCl
CH 3 (c) CH 3 .CHCl .COOH (d) ClCH 2  CH 2 Cl
| 34. The number of geometrical isomers in case of a compound with the
(d) CH 3  C  CH 3 and CH 3  CH 2  CH 2  CH 2  CH 3 structure CH 3  CH  CH  CH  CH  C 2 H 5 is
|
CH 3 [NCERT 1980]
(a) 4 (b) 3
22. Geometrical isomerism is shown by
[IIT-JEE 1983; CPMT 1990, 94; CBSE PMT 1992;
(c) 2 (d) 5
MP PET 1997; AMU (Engg.) 1999] 35. The property by virtue of which a compound can turn the plane
polarised light is known as [BHU 1979]
(a) 2-butene (b) 2-butyne
(a) Photolysis (b) Phosphorescence
(c) 2-butanol (d) Butanal
(c) Optical activity (d) Polarization
23. An organic compound exhibits optical isomerism when
36. Meso-tartaric acid is optically inactive due to the presence of
[CPMT 1971, 78, 81; MP PET 1999]
[AIIMS 1982; MP PMT 1987]
(a) Four groups linked to carbon atom are different
(a) Molecular symmetry
(b) Three groups linked to carbon atom are different
(c) Two groups linked to carbon atom are different (b) Molecular asymmetry
(d) All the groups linked to carbon atom are same (c) External compensation
24. Which one of the following exhibits geometrical isomerism (d) Two asymmetric C-atoms
[NCERT 1979; DPMT 1984; CBSE PMT 1990] 37. Which of the following compounds exhibits optical isomerism[BHU 1983; AFMC 1
 1052 General Organic Chemistry
MP PMT 1999, 2000] (b) Butanone and butanal
(a) CH 3 CH 2 COOH (b) CH 3 CHOHCOOH (c) Ethoxy propane and propoxy ethane
(d) Methoxy methane and ethanol
(c) CH 3 CH 2 CH 2 OH (d) CH 3 CHOHCH 3
50. Functional isomerism is exhibited by the following pair of
38. The maximum number of stereoisomers possible for 2-hydroxy-2- compounds
methyl butanoic acid is [Roorkee 1992] (a) Acetone, propionaldehyde
(a) 1 (b) 2 (b) Diethyl ether, methyl propyl ether
(c) 3 (d) 4 (c) Butane, isobutane
39. Which one of the following pairs represents the stereoisomerism[AIIMS 1992] (d) 1-butene, 2-butene
(a) Geometrical isomerism, position isomerism 51. The total number of possible isomeric trimethyl benzene is
(b) Geometrical isomerism, conformational isomerism [MP PET 1997]
(c) Optical isomerism, geometrical isomerism (a) 2 (b) 3
(d) Optical isomerism, metamerism (c) 4 (d) 6
40. Diethyl ether is not associated with which one of these isomers [AFMC 1993]52. Optically active isomers but not mirror images are called
(a) Butanoic acid (b) Methyl propionate [MP PET 1999]
(c) Steroisomerism (d) None of these (a) Enantiomers (b) Mesomers
41. Diethyl ether and methyl n-propyl ether are (c) Tautomers (d) Diastereoisomers
[MP PET 1994; AFMC 1999; MP PMT 2002] 53. C 7 H 9 N has how many isomeric forms that contain a benzene
(a) Position isomers (b) Functional isomers ring [CPMT 1997, 99; JIPMER 2002; DCE 2003]
(c) Metamers (d) Chain isomers (a) 4 (b) 5
42. n-propyl alcohol and isopropyl alcohol are examples of (c) 6 (d) 7
[MP PMT 1994]
54. The total number of isomers formed by C 5 H 10 is
(a) Position isomerism (b) Chain isomerism
[Bihar MEE 1996]
(c) Tautomerism (d) Geometrical isomerism
43. It is possible to distinguish between optical isomers by (a) 2 (b) 3
[Manipal MEE 1995; AFMC 1995] (c) 4 (d) 5
(a) Infrared spectroscopy (e) None of these
(b) Mass spectrometry 55. Which of the following contains asymmetric centre
[CPMT 1996]
(c) Melting point determination
(a) 2-butene (b) 2, 2-dimethylpropane
(d) Polarimetry
(c) 2-hexyne (d) Lactic acid
44. The isomerism exhibited by alkyl cyanide and alkyl isocyanide is[AFMC 1995, 97]
56. Which of the following cannot be given to exemplify chiral structure[JIPMER 199
(a) Functional (b) Positional
(a) A shoe (b) A screw
(c) Tautomerism (d) Metamerism
(c) A screw driver (d) All of these
45. The following compound can exhibits
57. Which of the following is expected to be optically active
CH 3 H [JIPMER 1997]
CC H [IIT-JEE 1995; DCE 2000]
CH 3 C (a) (CH 3 )4 C (b) C 2 H 5 CH (CH 3 )C 3 H 7
CH 3 COOH (c) (C 2 H 5 )2 CHCH 3 (d) CH 3 CH  CHCH 3
(a) Tautomerism 58. Which compound does not show geometrical isomerism
(b) Optical isomerism [RPMT 1997]
(c) Geometrical isomerism (a) 2-butene (b) 2-pentene
(d) Geometrical and optical isomerisms (c) 2,3-dibromo-2-butene (d) 2-methyl propene
46. Name the compound, that is not isomer with diethyl ether 59. The isomers which can be converted into another forms by rotation
[IIT-JEE 1981; CPMT 1989; MADT Bihar 1995] of the molecules around single bond are
(a) n-propylmethyl ether [AIIMS 1997]
(b) Butane-1-ol (a) Geometrical isomers (b) Conformers
(c) 2-methylpropane-2-ol (c) Enantiomers (d) Diastereomers
(d) Butanone 60. The number of enantiomers of the compound
47. Which statement is true for cyclohexane [MP PET 1996] CH 3 CHBrCHBrCOOH is [AIIMS 1997]
(a) It has two possible isomers (a) 0 (b) 1
(b) It has three conformations (c) 3 (d) 4
(c) Boat conformation is most stable
61. C 6 H 5 C  N and C 6 H 5 N  C exhibit which type of isomerism[CPMT 199
(d) Chair and boat conformations differ in energy by 44 kJ/mol
48. Two compounds have the structural formulae (a) Position (b) Functional
CH 3  O  CH 2 CH 3 and CH 3  CH 2  CH 2 OH . The (c) Dextro isomerism (d) Metamerism
62. Which of the following compounds is not chiral
above is an example of
[CBSE PMT 1998; DPMT 2002]
(a) Metamerism (b) Functional isomerism
(a) DCH 2 CH 2 CH 2 Cl (b) CH 3 CH 2 CHDCl
(c) Positional isomerism (d) Chain isomerism
49. Which of the following pairs are not isomeric compounds (c) CH 3 CHDCH 2 CH 2 Cl (d) CH 2 CHClCH 2 D
(a) Ethyl ethanoate and methyl propanoate 63. cis and trans 2-butene are [BHU 1998; DPMT 2002]
 General Organic Chemistry 1053
(a) Conformational isomers (b) Optical isomers (c) Cis-trans isomers (d) Position isomers
(c) Position isomers (d) Geometrical isomers 79. Geometrical isomerism is not possible in [CPMT 2000]
64. Which one of the following is the chiral molecule (a) Propene (b) 3-hexane
[BHU 1998; 2005] (c) Butenedioic acid (d) Cyclic compound
(a) CH 3 Cl (b) CH 2 Cl 2 80. Only two isomeric monochloro derivatives are possible for
(c) CHBr3 (d) CHClBrI [Pb. PMT 2000]
65. Cyanide and isocyanide are isomers of type [AFMC 1997]
(a) 2-methyl propane (b) n-pentane
(a) Positional (b) Functional (c) Benzene (d) 2, 4-dimethyl pentane
(c) Tautomer (d) Structural 81. Lactic acid in which a methyl group, a hydroxyl group, a carboxylic
66. Glucose and fructose are [AMU (Engg.) 1999] acid group and a hydrogen atom are attached to a central carbon
atom, shown optical isomerism due to the molecular geometry at
(a) Optical isomers (b) Functional isomers the [Pb. PMT 2000]
(c) Position isomers (d) Chain isomers
(a) Central carbon atom
67. Which of the following compounds which is an optically active
compound [UPSEAT 1999] (b) Carbon atom of the methyl group
(a) 1-butanol (b) 2-butanol (c) Carbon atom of the carboxylic acid group
(c) 3-butanol (d) 4-heptanol (d) Oxygen of the hydroxyl groups
68. d-tartaric acid and l-tartaric acid are [MH CET 1999] 82. The number of possible alkynes with molecular formula C 5 H 8 is [MP PMT 2
(a) Enantiomers (b) Tautomers
(a) 2 (b) 3
(c) Diastereoisomers (d) Structural isomers
(c) 4 (d) 5
69. Minimum resistance in bond rotation will be observed in the
compound [RPMT 1999] 83. Which of the following will not lose asymmetry on reduction with
(a) Hexachloroethane (b) Ethylene LiAlH4 [Roorkee 2000]
(c) Acetylene (d) Ethane CHO
70. Which pair show cis-trans isomerism [RPET 1999]
(a) HOH 2 C CH 2 CH 3
(a) Maleic-fumaric acid (b) Lactic-tartaric acid
(c) Malonic-succinic acid (d) Crotonic-acrylic acid CH  CH 2
71. 1, 2-Dichloroethene shows [RPET 1999] CH 3
(a) Geometrical isomerism (b) Optical isomerism
(c) Ring-chain isomerism (d) Resonance (b) H 2 C  HCO CHO
72. Which compound is optically active [DCE 1999] CH 2 CH 3
(a) 4-chloro, 1 hydroxy butane CH 3
(b) 3 o -butyl alcohol (c) HOH 2 C COOH
(c) Secondary butyl amine
C  CH
(d) n-butyl alcohol
73. Choose the pair of chain isomer [RPMT 2000] CHO
(a) CH 3 CHBr2 and CH 2 BrCH 2 Br (d) H 3 C CN
(b) 1-propanol and 2-propanol CH 2 NH 2
(c) Neo-pentane and isopentane 84. Reason for geometrical isomerism by 2-butene is
(d) Diethyl ether and methyl-n-propyl ether
[CBSE PMT 2000]
74. Optical isomerism arises due to the presence of
(a) Chiral carbon
[RPMT 2000]
(a) An asymmetric carbon atom (b) Free rotation about single bond
(b) Centre of symmetry (c) Free rotation about double bond
(c) Axis of symmetry (d) Restricted rotation about double bond
(d) Plane of symmetry 85. Stereoisomers which are not the mirror images of one another are
75. Least hindered rotation about carbon-carbon bond is observed in [RPMT 2000] called [RPMT 2000]
(a) Ethane (b) Ethylene (a) Enantiomers (b) Mesomers
(c) Ethyne (d) Hexachloroethane (c) Tautomers (d) Diasteroisomers
76. Which pair represents chain isomer [RPMT 2000] 86. The isomerism shown by n-butyl alcohol and isobutyl alcohol is [RPMT 2000]
(a) CH 3 CHCl 2 and ClCH 2 CH 2 Cl (a) Metamerism (b) Chain
(c) Position (d) Stereo
(b) n-propyl alcohol and isopropyl alcohol 87. Which is optically active [MH CET 2001]
(c) 2-methyl-1 propanol and 2-Methyl-2 propanol
(d) 2-methyl butane and neopentane (a) CH 2 Cl 2
77. Which of the following compounds will exhibit geometrical (b) CHCl 3
isomerism [IIT-JEE Screening 2000]
(c) Meso form of tartaric acid
(a) 1-phenyl-2-butene (b) 3-phenyl-1-butene
(d) Glyceraldehyde
(c) 2-phenyl-1-butene (d) 1, 1-Diphenyl-1-propene
88. Which of the following will show geometrical isomerism
78. On bromination, propionic acid yields two isomeric 2-
bromopropionic acids. This pair is an important example of [BHU 2000] [CPMT 2001; BHU 2005]
(a) Chain isomers (b) Optical isomers (a) CH 3 CH  CHCH 3 (b) (CH 3 )2 C  C (CH 3 )2
 1054 General Organic Chemistry
(c) (CH 3 )2 C  C(CH 3 )2 (d) CH 3  CH  C (CH 3 )2 100. If the light waves pass through a nicol prism then all the oscillations
occur only in one plane, such beam of light is called as[Kerala (Med.) 2002]
89. What is the maximum number of open chain structures possible for
(a) Non-polarised light (b) Plane polarised light
C4 H 8 [MP PET 2001]
(c) Polarised light (d) Optical light
(a) 2 (b) 3 101. Racemic mixture is formed by mixing two [AIEEE 2002]
(c) 4 (d) 1 (a) Isomeric compounds (b) Chiral compounds
90. Glucose has optical isomers [DCE 2001]
(c) Meso compounds (d) Optical isomers
(a) 8 (b) 12 102. Which of the following does not show geometrical isomerism [AIEEE 2002]
(c) 16 (d) Cannot be predicted (a) 1, 2 dichloro-1-pentene
91. An organic compound
(b) 1, 3-dichloro-2-pentene
1
CH 3  2 CH 2  3 CH 2  4 CH 2  5 CH 2  6 CH 2 7 CH 3 (c) 1, 1-dichloro-1-pentene
To make it chiral compound the attack should be on which carbon (d) 1, 4-dichloro-2-pentene
atom [DCE 2001]
(a) 1 (b) 3 H 3C CH 3 H 3C H
(c) 4 (d) 7 103. CC and CC
92. Which of the following statements is not true about enantiomers[DCE 2001] H H H CH 3
(a) They have same physical properties
(b) They have different biological properties exhibit which isomerism [MP PET 2002]
(c) They have same chemical properties towards chiral compounds (a) Position isomerism (b) Geometrical isomerism
(d) None of these (c) Optical isomerism (d) Functional isomerism
93. Meso-tartaric acid is [BHU 2001] 104. Which compound is chiral [RPMT 2002]
(a) Optically inactive (a) butane
(b) Optically active because of molecular symmetry (b) 1-chloro-2-methyl butane
(c) Optically inactive due to external compensation (c) 2-methyl butane
(d) Optically active because of asymmetric carbon atom (d) 2-methyl propane
94. The number of possible isomers of the compound with molecular 105. Methyl acetate and propionic acid are [RPMT 2002]
formula C7 H 8 O is [BHU 2001] (a) Functional isomer (b) Structural isomer
(a) 3 (b) 5 (c) Stereoisomer (d) Geometrical isomer
(c) 7 (d) 9 106. Which compound shows cis-trans isomerism [CPMT 2002]
95. The number of isomers for the compound with molecular formula (a) 1-butene (b) 2-propene
C 2 BrClFIis [IIT-JEE (Screening) 2001] (c) 2-butene (d) Benzene
(a) 3 (b) 4 107. Isomers of propionic acid are [MP PMT 2002]
(c) 5 (d) 6 (a) HCOOC 2 H 5 and CH 3 COOCH 3
96. Hydrogenation of the adjoining compound in the presence of (b) HCOOC 2 H 5 and C3 H 7 COOCH 3
poisoned palladium catalyst gives
[IIT-JEE (Screening) 2001] (c) CH 3 COOCH 3 and C 3 H 7 OH
Me H Me (d) C 3 H 7 OH and CH 3 COCH 3
108. The functional isomer of ethyl alcohol is [MP PMT 2002]
Me H H (a) CH 3 OCH 3 (b) CH 3 COCH 3
(a) An optically active compound (c) CH 3 COOH (d) CH 3 CH 2 CHO
(b) An optically inactive compound 109. Disymmetric object is one which is [Kerala (Engg.) 2002]
(c) A racemic mixture (a) Superimposable on its mirror image
(d) A diastereomeric mixture (b) Non-superimposible on its mirror image
97. The number of possible structural isomers for a compound with the (c) Optically inactive
molecular formula C7 H16 is [DCE 2001]
(d) Achiral
110. Geometrical isomers differ in [CBSE PMT 2002]
(a) 8 (b) 9 (a) Position of atoms
(c) 10 (d) 12 (b) Length of carbon
98. Which of the following molecule contains asymmetric carbon atom[JIPMER 2002] (c) Spatial arrangement of atoms
(a) CH 3 CHClCOOH (b) CH 3 CH 2 COOH (d) Position of functional group
111. Which of the following hydride is capable of showing conformations[JIPMER 200
(c) ClCH 2 CH 2 COOH (d) Cl 2 CHCOOH
(a) NH 2  NH 2 (b) B2 H 6
99. A similarity between optical and geometrical isomerism is that[AIEEE 2002]
(a) Each forms equal number of isomers for a given compound (c) CH 4 (d) None of these
(b) If in a compound one is present then so is the other 112. Which of the following is an chiral compound
(c) Both are included in stereoisomerism [AIIMS 2002]
(d) They have no similarity (a) Hexane (b) Methane
(c) n-butane (d) 2,3,4-trimethyl hexane
 General Organic Chemistry 1055
113. What is the possible number of optical isomers for a compound H 3C Cl H 3C Cl
containing 2-dissimilar asymmetric carbon atom
(a) CC (b) CC
[CPMT 1999; UPSEAT 1999, 2000, 02]
(a) 2 (b) 4 H Br H 3C Br
(c) 6 (d) 8 H Cl Cl Cl
114. Which of the following compounds is optically active (c) C C (d) CC
[Pb. PMT 2001; AMU 2002; Kerala (Med.) 2003]
D Br Br Br
(a) (CH 3 )2 CHCH 2 OH (b) CH 3 CH 2 OH
122. Isomerism shown by
(c) CCl 2 F2 (d) CH 3 CHOHC 2 H 5 CH 3  (CH 2 )3  O  CH 3
115. Optically active compound is [UPSEAT 2002] CH 3  CH 2  O  CH 2  CH 2  CH 3
(a) 3-chloropentane (b) 2-chlorobutane CH 3  CH  O  CH 2  CH 3 is [RPMT 2003]
(c) 2-chloropropane (d) None of these |
116. If a carbon atom is attached to H ,OH,COOH and CH 3
OCOC 2 H 5 number of chiral C – atoms in compound is (a) Position isomerism (b) Chain isomerism
(c) Metamerism (d) Optical isomerism
[RPMT 2003] 123. A compound whose molecules are superimposable on their mirror
(a) 1 (b) 2 images even through they contain an asymmetric carbon atom is
(c) 3 (d) 4 called [Kerala (Med.) 2003]
(a) A meso compound (b) An erythro isomer
117. Isomerism due to rotation round single bond of carbon-carbon is [UPSEAT 2003] (c) A threo isomer (d) a glycol
(a) Conformation (b) Enantiomerism 124. Of the following, the compound possessing optical isomerism [Kerala (Med.)
(c) Diasterio isomerism (d) Position isomerism (a) CH 3 CH 2 OH (b) CH 3 CHClBr
118. Which of the following pairs of compounds are enantiomers (c) CCl BrF (d) CCl F
2 2 2
[CBSE PMT 2003]
125. Which of the following statement is wrong [EAMCET 2003]
CH 3 CH 3 (a) Diethyl ketone and methyl propyl ketone are position isomers
HO H HO H (b) 2-chloro pentane and 1-chloro pentane are position isomers
(a) and (c) n-butane and 2-methyl propane are chain isomers
H OH HO H (d) Acetone and propinaldehyde are functional isomers
CH 3 CH 3 126. Dimethyl ether and ethyl alcohol are
[MH CET 2004; Pb. CET 2002]
CH 3 CH 3 (a) Metamers (b) Homologues
H OH HO H (c) Functional isomers (d) Position isomers
(b) and 127. The correct statement about the compounds A and B is
HO H H OH
[DCE 2002; UPSEAT 2004; IIT-JEE 1997; DPMT 2005]
CH 3 CH 3
COOCH 3 COOH
CH 3 CH 3 H OH H OH
H OH HO H H OH H OH
(c) and
HO H HO H COOH COOCH 3
CH 3 CH 3 (A) (B)
(a) A and B are identical
CH 3 CH 3 (b) A and B are diastereomers
H OH H OH (c) A and B are enantiomers
(d) and (d) None of these
HO H H OH
128. Ethyl acetoacetate shows, which type of isomerism
CH 3 CH 3 [Pb. CET 2003]
CH 3 (a) Chain (b) Optical
 (c) Metamerism (d) Tautomerism
119. 
H
[F]   C 4 H 8 Br2
Br2 .CCl 4
129. Which of the following will have a mesoisomer also
 H 2O
H 3C OH [AIEEE 2004]
5 such products
are possible (a) 2, 3-Dichloropentane
(b) 2, 3-Dichlorobutane
How many structures of F is possible
(c) 2-Chlorobutane
[IIT-JEE (Screening) 2003] (d) 2-Hydroxypropanoic acid
(a) 2 (b) 5 130. For which of the following parameters the structural isomers
C2 H 5 OH and CH 3 OCH 3 would be expected to have the same
(c) 6 (d) 3
values ? (Assume ideal behaviour) [AIEEE 2004]
120. An enantiomerically pure acid is treated with racemic mixture of an (a) Boiling points
alcohol having one chiral carbon. The ester formed will be[IIT-JEE (Screening) 2003] (b) Vapour pressure at the same temperature
(a) Optically active mixture (b) Pure enantiomer (c) Heat of vaporization
(d) Gaseous densities at the same temperature and pressure
(c) Meso compound (d) Racemic mixture
131. The geometrical isomerism is shown by [AIIMS 2004]
121. Which one of the following will not show geometrical isomerism [MP PMT 2003]
CH 2
CH 2
 1056 General Organic Chemistry
(c) Optical isomers (d) Geometrical mesomers
(a) (b) 143. CH 3 CH 2 CH  CH 2 and CH 3  CH  CH  CH 3 show
(a) Chain isomerism (b) Position isomerism
CH Cl CH Cl (c) Functional isomerism (d) Metamerism
(c) (d) 144. The number of possible isomers of butene are
[Kerala (Engg.) 2002]
132. (a) 3
Which of the following compounds will exhibit cis-trans isomerism[Kerala PMT 2004] (b) 2
(a) 2-butene (b) 2-butyne (c) 4 (d) 5
(c) 2-butanol (d) Butanone (e) 6
(e) Butanol 145. Which of the following show geometrical isomerism
[BCECE 2005]
133. Which of the following compounds exhibit stereoisomerism
[MP PMT 2004] (a) C H
2 5 Br (b) (CH 2 )(COOH )2

(a) 2-methyl-butane I (b) 3-methyl-butanoic acid (c) (CH )2 (COOH )2 (d) C 2 H 6

(c) 3-methyl-butyne I (d) 2-methyl butanoic acid 146. Among the following the most stable compound is
134. The chirality of the compound [CBSE PMT 2005] [AIIMS 2005]
Br (a) cis  1,2  cyclohexanediol
|
C H (b) trans 1,2  cyclohexanediol
(c) cis  1,3  cyclohexanediol
H 3C Cl
(d) trans 1,3  cyclohexanediol
(a) R (b) S 147. Chirality of carbon compound is because of its
(c) Z (d) E [Kerala (Med.) 2002]
135. Which of the following is most likely to show optical isomerism[UPSEAT 2004] (a) Tetrahedral nature of carbon
H H (b) Monovalent nature of carbon
| | (c) Divalent nature of carbon
(a) HC  C  C  C  CH (b) HC  C  C  CH 3 (d) Trivalent nature of carbon
| |
Cl Cl 148. Which kind of isomerism is possible for 1-chloro-2-nitroethene[J & K 2005]
(a) Functional group isomerism
H Cl
| | (b) Position isomerism
(c) HC  C  C  H (d) HC  C  C  CH 2 (c) E / Z isomerism
|
Cl (d) Optical isomerism
136. Nitroethane can exhibit one of the following kind of isomerism[DCE 2004] 149. Which will give chiral molecule [DPMT 2005]
(a) Metamerism (b) Optical activity (a) CH 3 COCl 
4

LiAlH
(c) Tautomerism (d) Position isomerism
(b) C 2 H 5 CHO  

3 CH MgBr
137. CH 3 CH (OH ).COOH shows [BVP 2004]
H  / H 2O
(a) Geometrical isomerism (b) Optical isomerism
(c) Both (d) None (c) (CH 3 )2 CHC 2 H 5 

Cu

138. Which will have enantiomer [BVP 2004]

H CH 3
(a) CH 3 CH 2 CH  CH 3 (b) CH 2CH 2CH 2CH 2Cl
CC  
Cl
| (d) 2

Cl CH 3 CH 3
(c) CH 3 CH 2CH 2CHCl 2 (d) None 150. Which of the following will be chiral
139. The total number of acylic isomers including the stereoisomers with [J & K 2005]
the molecular formula C4 H7 Cl (a) CH 3 CHCl 2 (b) CH 3 CHBrCl
[Pb. CET 2004]
(c) CD2 Cl 2 (d) CH 2 ClBr
(a) 11 (b) 12
(c) 9 (d) 10 151. Which of the following fischer projection formula is same as D -
140. The number of possible enantiomeric pairs that can be produced Glyceraldehyde [Kerala CET 2005]
during mono-chlorination of 2-methylbutane is CH 2 OH
[Pb. CET 2004]
(a) OH CHO
(a) 3 (b) 4
(c) 1 (d) 2 H
141. Which one of the following pairs represents stereoisomerism CH 2 OH
[CBSE PMT 2005]
(b) H OH
(a) Chain isomerism and rotational isomerism
(b) Structural isomerism and geometric isomerism CHO
(c) Linkage isomerism and geometric isomerism CHO
(d) Optical isomerism and geometric isomerism (c) OH CH 2 OH
142. When isomers have the same structural formula but differ in relative
arrangement of atoms or groups are called H
[CPMT 2000; KCET (Med.) 2000]
(a) Mesomers (b) Stereoisomers