Q 1.

Tetra-valency of carbon can be explained by : (c) Delocalized -orbital (d) Lateral -orbital
(a) Resonance (b) Hybridization Q 14. Which is the most unstable free radical:
(c) Promotion rule (d) Hund's rule (a) (CH3)3C  (b) C6H5CH2 
Q 2. Unique property of carbon atom is : (c) (CH3)2CH  (d) CH3 
(a) Association (b) Catenation Q 15. Which is the most stable free radical:
(c) Conjugation (d) Polarisation (a) Triphenyl methyl (b) t-butyl
Q 3. "The four valency of carbon atom are directed (c) Isopropyl (d) s-butyl
towards the corner of a regular tetrahedron with Q 16. Which is the least stable carbonium ion :
carbon as its centre". This view was expressed by:  
(a) (C6H5) (b) C6H5
(a) Kekule (b) Le Bel and vant Hoff C C H2
(c) Pauling (d) Huckel  
(c) (CH3) (d) CH2=CH 
Q 4. Least b.p. is shown by the compound : CH C H2
Q 17. How many possible free radicals are formed by the
removal of hydrogen from C4H10 :
(a) (b) (a) 1 (b) 2 (c) 3 (d) 4
Q 18. Most stable carbanion is;
 
(a)
C H3 (b) CH3
C H2
(c) (d)  
(c) (CH3)3 (d) (CH3)2
Q 5. Which of the following compounds does not exhibit C CH
geometrical isomerism : Q 19. The example where sp2-sp2 overlapping leads to the
(a) l, 2-Dichloro-2-butene formation of a -bond;
(b) 1, 1-Dichloro-l-butene (a) Bertzylcarbdnium ion (b) Benzyl carbanion
(c) l, l-Dichloro-2-butene (c) Benzyne (d) Benzyl free radical
(d) 2, 3-Dichloro-2rbutene Q 20. Strongest  -bond is formed in the :
Q 6. Valency state of each carbon atom in –C=C- is as (a) sp3-sp3 overlapping (b) sp2sp2 overlapping
follows: (c) sp-s overlapping (d) s-sp overlapping
(a) ls2, 2(sp2 )1, 2(sp2) 1, 2(sp2) 1, 2pz1 Q 21. Strongest bond is formed in the overlapping :
(b) ls2, 2(sp2) 1, 2(sp)1, 2py1, 2pz1 (a) s-s (b) p-p (axial)
(c) ls2, 2(sp3) 1, 2(sp3) 1, 2(sp3)1 (c) s-p (d) p-p (lateral)
(d) ls2, 2s1, 2spx1, 2py1, 2pz1

Q 22. Stability of
Q 7. C3 H4 represents two hydrocarbons. The pair C H2— CH=CH2 can be explained by :
indicating the number of carbon atoms and their
(a) Resonance (b) Inductive effect
hybrid state would be :
(c) Electromeric effect (d) Polar effect
(a) Two (C) sp2, one (C) sp & two (C) sp3, one (C) sp2
(b) Two (C) sp2, one (C) sp & one (C) sp3, two (C) sp
Q 23. Generally organic ionic reactions take place :
(c) Two (C) sp3, one (C) sp & one (C) .sp3, two (C) sp
(a) In gaseous state (b) In non-polar solvent
(d) None of the above
(c) In polar solvent (d) Presence of light
Q 24. Propenc is formed from propyl carbonium ion by :
(a) Elimination of proton
Q 8. Valency state of each carbon atom in (b) Combination of proton
is as follows : (c) Elimination of hydride ion
(a) ls2, 2(sp3) 2(sp3) 2(sp3) 2(sp3) (d) Combination of hydride ion
(b) ls2, 2s1, 2px1, 2py1, 2pz1 Q 25. Which one of the following species will have
(c) 1s2, 2(sp2)1, 2(sp2), 2(sp2)1, 2pz1 positively charged oxygen atom :
(d) 1s2, 2(sp)1, 2(sp)1 2py1, 2pz1 (a) CH,—O (b) H—O—O—H

Q 9. CH2=
C =CH-C=CH, starred carbon atom is in the (c) (d) C6H5O
hybridised state:
Q 26. Molecule whose central carbon atom shows
(a) sp (b) sp2 (c) sp3 (d) Both sp3 and sp
diagonal hybridisation :
Q 10. sp-hybridised orbital contains : (a) 1, 2-Propadiene (b) Propyne
1 1 (c) Both the above (d) Propene
(a) s-character (b) s-character
4 2 Q 27. Consider the following sequence of steps :
(i) AB (ii) B + CD + E (iii) E + A2F
2 3 Product of the reaction is/are :
(c) s-character (d) s-charactcr
3 4 (a) B, D, E and F (b) D and F
(c) D, E and F (d) F
Q 11. Which hydrocarbon contains all the carbon atom in
1 2 3 4 5 6 7
hybridised state with 75% of p-character:
(a) C6HI2 (b) C3H6
Q 28. C H 2  C  C H  C H  C H  C H  C H , 1,
(c) C4H6 (d) C5HI2 2, 6-carbon atoms are respectively in the hybridised
Q 12. 1, 3-Butadiene contains: state :
(a) Only sp hybridised carbon atom. (a) sp,sp,sp2 (b) sp2, sp, sp
2 2
(b) Both sp and sp2 hybridised carbon atoms. (c) sp , sp , sp (d) sp, sp2, sp2
(c) Both sp and sp3 hybridised carbon atoms. Q 29. Decreasing order of C—C bond length in ethane,
(d) Only sp2 hybridised carbon atoms. ethene, ethyne and benzene is :
Q 13. -electron cloud of benzene is called : (a) C6H6 > C2H6 > C2H4 > C2H2
(a) Molecular --orbital (b) Localized -orbital (b) C2H6 > C2H4 > C6H6 > C2H2
 (c) C2H6 > C6H6 > C2H4 > C2H2 Q 46. CH3NH2 is more basic than ammonia because :
(d) C2H6 > C2H4 > C2H2 > C6H6 (a) Methyl group has an electron withdrawing
Q 30. C—H bond energy in ethane, ethene and ethyne is : tendency
(a) Equal in all the three compounds (b) Methyl group has an electron realising tendency
(b) Maximum in ethane (c) Methyl group exerts inductomeric effect
(c) Maximum in ethane (d) Methyl group has a tendency to change the
(d) Maximum in ethyne geometry of the molecule.
Q 31. (C—C)  -bond in CH2=C=CH2 is formed by the Q 47. Aniline is less basic than ethylamine, because :
overlapping of: (a) Phenyl group is directly attached to nitrogen of
(a) sp2s (b) sp-sp1 NH2 group
(c) sp2sp2 (d) sP2-p (b) Electron pair interaction with -orbital of
benzene ring.
Q 32. All the C—C bond length in benzene are equal
(c) Huckel rule is followed by aniline
because.....exists in the molecule :
(d) None of the above is correct
(a) Taulomerism (b) Resonance
(c) sp1 hybridisation Q 48. In which of the following pairs of carbocations, the
(d) Localisation of  electron cloud first carbocation is more stable than the second ?
 
Q 33. Arrange the following in the decreasing order of (i) CH= and (CH3)2
their solubility in a polar solvent:
C C
 
(A) Isobutane (B) n-butyl bromide (ii) CH2=CH—
(C) t-butyl bromide C H2 and CH2=CH—(CH2)2 — C H
 
(a) C > B > A (b) A > B > C (iii) CH3—NH—
(c) B > C > A (d) B >A > C C H2 and C H2—OH (iv) CH3—O
 
Q 34. Under normal condition......will undergo addition —CH2—
reaction and.........will undergo substitution
C H2 and CH3—O— C H2
reaction (a) (i) and (ii) (b) (ii) and (iii)
(A) C2H5Cl (B) C2H4 (C) CH3 CHO (c) (i) and (iv) (d) (iii) and (iv)
(a) A, (B and C) (b) (B and C), A Q 49. Select the carbene species in the following :
(c) B, (A and C) (d) (A and C), B  
(a)
C H3 (b)
C H3 (c) : CH2 (d)  CC13
Q 35. The compound which is not isomeric with diethyl
ether is; Q 50. Reaction in which free radicals are not formed :
(a) n-Propyl methyl ether (b) Butan-1-ol (a) Thermal decomposition of (C2H5)4Pb
(c) 2-Methyl propan-2-ol (d) Butanone (b) Dissociation of Cl2 in presence of light
Q 36. Dipole moment of vinyl chloride and methyl (c) Electrolysis of aqueous solution of CH3COONa
chloride follows the order: (d) Hetereolysis of (CH3)3CCl
vinyl chloride < methyl chloride This is due to : 
Q 51. C2H5 is called :
(a) Inductive effect (b) Electromerie effect S
(c) Resonance effect (d) Hyperconjugative effect (a) Mercaptal ion (b) Mercaptan ion
Q 37. 4° carbon atom is available in : (b) Mercaptolion (d) Mercaptide ion
(a) 2-Methyl-1-chloropropane Q 52. Rearrangement of the following carbocation lead to
(b) 2, 2-Dimethyl-1 -chloropropane the species:
(c) Trimethyl chloromethane
(d) 2-Chlorobutane
Q 38. The number of hydrogen atom attached to tertiary
carban atom in 2-methyl propene is : (A) (B)
(a) 1 (b) 2 (c) 3 (d) zero
Q 39. How many secondary carbon atoms are there in
neo-hexane:
(a) (A) No change (B)
(a) 1 (b) 4 (c) zero (d) 3
Q 40. Stability of tertiary butylcarbonium ion can be
explained by:
(a) Both inductive and resonance (b) (A) (B)
(b) Both inductive and no bond resonance
(c) Both electromerie and resonance effect
(d) Both inductomeric and electromerie effect
(c) (A) NO change (B)
Q 41. The terminal carbon in 2-butyne is in ....
(d) None of these
hybridisation state and its p-character is ....
percent: Q 53. Heterolytic products of isobutane are :
(a) sp3, 75 (b) sp, 50 (a) Mcthylium and Propylium
(c) sp3, 25 (d) sp2, 50 (b) Methyl anion and isopropylium
(c) Propyl anion and mclhyl anion
Q 42. Group exerting + l effect is :
(d) Isopropyl cation and mcthylium
(a) NO2 (b) CI
(c) NH2 (d) CH3 Q 54. Select the correct classified group of Lewis acid and

Q 43. Maximum I effect is exterted by the group : Lewis base in the set ZnCl2, FeCl3, NH3, O2 :
N
(a) NO2 (b) Cl (c) OCH3 (d) C6H5
Lewis acid Lewis base
Q 44. Least +1 effect is exerted by the group : 
(a) CH3 (b) C2H5 (c) (CH3)2CH (d) n-C3H7 (a) ZnCl2, O2 FeCl3 = NH3
N
Q 45. Zero inductive effect is exerted by the group : 
(b) ZnCl2,NH3 O2, FeCl3
(a) NO2 (b) OCH3 (c) H (d) CH3 N
     
(c) FeCl3, ZnCl2, O2 NH3 (a) H3 (b)
N O N O2 (c)
NO (d) R
N H3
 Q 69. Alcoholated halide ion is an example of:
(d) FeCl3, NH3 N
O 2, ZnCl2 (a) vanderWaals forces
Q 55. Correct order of +1 effect of the substituent is : (b) Dipole-dipole interaction
(a) COO- > O- > CR3 (b) O- > COO- > CR3 (c) Ion-dipole interaction
- -
(c) O < COO < CR3 (d) COO- < O- < CR3 (d) None of the above
Q 56. The correct order of basic character for: Q 70. Nucleophilic substitution reaction of 2-
(A) CH3NH2, (B) (CH3)2NH, (C) (CH3)3N is : chIoropropane is completed either by SNI and SN2
(a) A = B = C (b) C < B >A mechanism depends upon :
(c) A > B > C (d) C = B >A (a) Concentration of alkyl halide
Q 57. Which is a true statement about methyl acetylide (b) Concentration of nucleophile
and mcrcaptide ion: (c) Nature of the medium
(a) Both are nucleophile (d) All the above factors
(b) Methyl acetylide is an electrophile and Q 71. Hydrolysis of tertiary alkyl halide follows SNl
mercaptidc is an nucleophlie mechanism. The species formed in the slow step is :
(c) Both are electrophile (a) Carbene (b) Carbocation (c) Carbanion
(d) Methyl acetylide is nucleophile and mercaptidc (d) Pentavalent carbon in transition state
is an electrophile. Q 72. Rearrangement takes place in the process :
Q 58. The correct order of basic strength of the species :  
(A) C1NH2 (B) NH3 (C) CH3NH2
(a) CH3—
C H2 CH2=CH2+ H
(a) A < B < C (b) A > B > C  
(c) B >A > C (d) A = B > C (b) CH3—CH2—
C H2 CH3— C H—CH3
Q 59. Increasing order of acid strength (for C—H) is : Θ
(a) CH4, CH3Cl, CH2Cl2, CHCl3
(c) CH3—CO
O  eCH3COO 
(b) CHCl3, CH4, CH2Cl2, CH3Cl (d) 2 CH 3  CH3—CH3
(c) CHCl3, CH2Cl2, CH3 Cl, CH4
(d) CH3Cl, CH2Cl2, CHCl3, CH4 Q 73. In the formation of aldol from acetaldehyde in
Q 60. Which is the least acidic: presence of weak base, the carbanion formed is :
(a) C6H5OH (b) CH3NO2 Θ
(c) CH3Cl (d) CH4 (a) (b) C H3
Q 61. Ammonical Cu (+1) chloride gives red precipitate Θ Θ
(c) CH3—
with : C H2 (d)
C H2—CHO
(a) C2H5—C=C—H (b) CH3—C=C—CH3
Q 74. In the chlorination of methane, one of the chain pro
(c) CH2=CH—CH3 (d) CH2=CH2
pagating step is :
Q 62. Which of the following acids does not form
anhydride: (a) CH 3  + CI   CH3Cl
(b) CH 3  + Cl2  CH3Cl + Cl 

(c) CH 3  +  CH3  CH3 - CH3

(a) (b) CH3 COOH
(d) Cl3  + Cl   Cl2
Q 75. Number of angles of 109 28' and 120 respectively

(c) (d) HCOOH present in are:

Q 63. In the substitution reaction of methyl bromide (a) 4, 6 (b) 6, 6 (c) 4, 18 (d) 6, 18
which one is more effective nuelophile: Q 76. What is true for the species formed in thermal
Θ Θ Θ Θ
(a) C2H5 (b) H (c) CH3CO (d) C6H5 decomposition of (C2H5)4Pb :
O O O O (a) All carbons in the sp2 hybridised state
Q 64. The geometry of CH 3  free radical is planar, the (b) It is a carbene species
(c) It shows paramagnetic behaviour
unpaired electron would be in the : (d) The species bears a positive charge
(a) 2s orbital (b) 2px orbital
Q 77. Evaluate the degree of unsaturation in C12H10 :
(c) 2py orbital (d) 2pz orbital
(a) 1° (b) 2 (c) 8° (d) 6°
Θ Θ Q 78. When a convalent bond is cleaved symmetrically in
Q 65. RCH2Cl + H
O  RCH2OH + C l an organic moelcule the product will be :
reaction follows SN2 mechanism. Which of the (a) Odd electron species (b) Carbonium ion
following species will be formed as an intermediate : (c) Carbene (d) Carbanion
(a) Carbonium ion (b) Carbanion Q 79. Which one is the decreasing order of stability of free
(c) pentavalent carbon in the transition state radicals :
(d) Carbene 
(a) C6H5CH2  > (CH3)2
Q 66. Which one is an electrophile : C (C2H5) > CH2=CH— CH2  >
(a) Sulphur trioxide (b) Methylene CH 3  > C2H5 
(c) Sulphonium ion (d) All the above
Q 67. Which one is not an electrophile : CH 3  > C2H5  > (CH3)2 C (C2H5) > CH2=CH—
(b)
(a) Nitronium ion (b) Bromonium ion CH2  >C6 H5 CH2 
(c) Bisulphide ion (d) Sulphonium ion
Q 68. Which one is the strongest electrophile :
  (b) (C2H5)2O works as Lewis acid
(c) C6H5 CH2  > CH2=CH—CH2  > (CH3)2
C (C2H5) > (c) (C2H5)2O works as an electrophile
(d) (C2H5)2O does not work as a nuclephile
CH3 CH2  > CH 3 
Q 91. Nucleophilic part of the reagent attacks the
(d) C6H5 CH2  > CH 3  > CH3CH2  > CH2=CH— CH2 substrate, CH3CH2COCH3 on the :
(a) CH2 group of the ketone
 > (CH3)2 C C2H5  (b) Carbon atom of the carbonyl group
(c) Methyl group (d) Oxygen atom of carbonyl group
Q 80. Which one is the Lewis acid :
Θ Θ Q 92. Which is the useful reagent for electrophilic
(a) NH3 (b)
C H3 (c) SnCl4 (d) AI
C I4 aromatic substitution reaction :
(a) Hydride ion (b) Water
Q 81. Elimination reaction involves : (c) Nitrating mixture (d) Bisulphite ion
(a) Separation of two carbon atoms
Q 93. Alkoxide ion is a strong...............than the
(b) Separation of one carbon and one hydrogen
corresponding alcohol:
atom
(a) Lewis acid (b) Nucleophile
(c) separation of two atoms or groups attached to
(c) Eiectrophile (d) Bronstedacid
two adjacent carbon atoms
(d) None of the above is true Q 94. Least boiling point would be of the compound :
(a) CH3NH2 (b) CH3COCH3
Q 82. In the acidic hydrolysis of CH3COCl, water molecule
(c) CH3C1 (d) CH3 F
attaches to the species :
Q 95. Electron deficient species formed in the Reimer-
Tiemann reaction is :
Θ Θ Θ
(a) :CC12 (b)
(a) (b) CI (c)
C Cl3 (d)
H
Q 96. Which compound is more sensitive to undergo SN1
reaction :
(a) 2-Bromobutane (b) 2-Bromo-2-methylpropane
(c) (d) None of the above
(c) 2-Methyl-l-bromopropane
Q 83. Alkanal + Formonitrile  Cyanohydrin. The (d) Bromoethane
reaction is classified as :
Q 97. Intermediate species formed in the alkylation of
(a) Nucleophilic addition reaction
benzine by Friedel Crafts reaction is :
(b) Nucleophilic substitution reaction
(c) Electrophilic addition reaction
(d) Electrophilic substitution reaction
Q 84. Which compound does not form geometrical
isomers ? (a) (b) (c) (d)
Q 98. Triplet carbene confirms all but one fact:
(a) Two electrons have the same spin
(b) Two electrons are paired in one orbital
(a) (b) (c) Two electrons are present in different p-orbiials
(d) Exhibit paramagnetic character
(c) (Ph)2C=NOH (d) Q 99. Select the pair of charged electrophile :
Q 85. The attacking species in the aromatic (a) Sulphonium and nitryl cation
sulphonation reaction is : (b) Boron trifluoride and sulphur tioxidc
Θ Θ (c) Sulphur trioxide and nitrosonium
(a) SO3 (b) H3S (c) H
O4 S O3 (d) None of the (d) Nitronium and aluminium chloride
above Q 100. Third member of the homologues series of methyl
Q 86. Which of the following reaction represents an kelon would be:
electrophilic substitution :
(a) C6H6 + H2SO4 (b) CH3Cl + AgOH
(c) C2H4 + Br2 (d) C2H5l + C2H5ONa (a) (b)
Q 87. Of the following solvents which one is more effective
in dissolving ionic solutes :
(c) (d)
(a) Toluene (b) Butyl ether
(c) Carbon tetrachloride (d) Methyl alcohol Q 101. Basic character of acetylide and ethyde ion shows
the order:
Q 88. Which of the following compound shows both Θ Θ Θ Θ
geometrical and enantiomerism: (a) CH = >
C C 2 H5 (b) CH=
C = C 2H5
Θ Θ
(c)
(a) CH3CH(OH)C2H5 (b)
C 2H5 > CH= C (d) None of the above

(c) CH3CHOHCOOH (d) None Q 102. Number of 1 and 3° carbon atoms in neo-hexane
Q 89. Positively charged carbon species formed in the are :
reaction of isobutylene and HBr would be : (a) 4, 1 (b) 4, 0 (c) 4, 2 (d) 3, 1
  Q 103. 'Z' isomer is :
(a) (CH3)3 (b) CH3—CH2—
C C H2
 
(c) CH3—
C H—CH3 (d) (CH3)2CH—
C H2 (a) (b)
Q 90. (C2H5)2 OBF3 is the adduct formed in the reaction
of (C2 H5)2 O and BF3. What is true for the process:
(a) (C2H5)2O works as Lewis base ; (c) (d)
Q 104. Which one of the following is not the isomer of Q 115. Structural formula and the correct name of the
diethyl ether: functional group isomer of 2-propanol are :
(a) n-Propylmethyl ether (b) Butan-1-ol (a) CH3CH2OCH3 elhoxymethanc
(c) 2-Methylpropan-2-ol (d) Butanone (b) CH3CH2OCH3 methoxyethane
Q 105. Which one of the following molecule does not (c) CH3CH2CH2OCH3 l-propanol
exhibit metamerism : (d) CH3CH2CH2OCH3 n-propylmethyl ether
(a) C4H10O (Ether) (b) C4H11N (Amine) Q 116. Which one of the following isomerism cannot be
(c) C5H10O (Ketone) (d) C4H8 (Alkene) classified as structural isomerism :
Q 106. Which one of the following pair represents (a) Chain (b) Geometrical
functional group isomerism : (c) Position (d) Functional group
(a) CH3OCH3, CH2CH2OH Q 117. In [R3S]+I- triphenyl sulphonium iodide, sulphur is :
(b) CH3COOH,HCOOC2H5 (a) Tricovalent-monoelectrovalent (b) Divalent
(c) CH3 CHO, CH3OCH3 (c) Unicovalent (d) Tetra-covalent
(d) CH3CHO, CH3COCH3
Q 107. The two structures are :
Q 118. and show the isomerism :
(a) Chain (b) Functional
(c) Position (d) None of the above
Q 119. Which is weakest base [pKb values are given] :
(a) 3.23 (b) 4.75 (c) 3.12 (d) 2.41
Q 120. Which one of the following is a pair of isomers :
(a) Methylmethane and ethane
(b) Dimethylmethane and propane
(a) Enantiomers (b) diastereomers
(c) Isopentane and 2, 2-dimethyl propane
(c) Identical (d) None
(d) Ethyl alcohol and dimethyl ether

Q 108. and
are in fact: Q 121. and
(a) Tautomers (b) Functional group isomers represent an example of:
(c) Metamers (d) Chain isomers (a) Position isomer (b) Geomelrical isomer
(c) Metamer (d) Functional isomer
Q 109. Propionic acid has —COOH as the functional
group, its isomer with COOR functional group Q 122. Which of the following compounds does not exhibit
would be : tauto-merism :
(a) Ethyl ethanoate (b) Ethyl methanoate (a) CH3COCH3 (b) CH2=CHOH
(c) Ethyl glycolate (d) Ethyl pyruvate (c) CH3COCH2COOC2H5 (d) CH2=CH—CH2OH
Q 110. Which one is the pair of chain isomers : Q 123. Possible isomers for the compound C 4H9Br would
(a) CH3—CH=CH—CH3, CH2=CH—CH2—CH3 be :
(b) CH2 = C= CH2, CH=C—CH3 (a) 2 (b) 4 (c) 3 (d) 1
Q 124. Which one of the following radicals do not represent
C3H5— radical:
(a) CH2=CH—CH2— (b) CH3—CH=CH—
(c)
(d) None of the above (c) (d) —CH2—OCH
Q 125. Ethyl prpanoate, n-propyl ethanoate and isopropyl
ethanoate are :
Q 111. The (a) Metamers (b) Tautomers
two acids exhibit: (c) Stereoisomers (d) Position isomers
(a) Position isomerism (b) Metamerism Θ
(c) Tautomerism (d) Chaine isomerrs Q 126. Regarding stability of RCOOH and RCO group we
C
Q 112. Select the correct statement: can say :
(a) Vinyl alcohol and acetaldehyde are not Θ
(a) RCOOH is more stable than RCO
tautomers C
(b) Pentanal and 2-pentanone are metamers (b) Charge separation takes place in the cannonical
(c) Acetone and l-propen-2-ol are not tautomers Θ
(d) 2-methytpropene and isobutylene are ihe same forms of RCO
C
compounds Θ
(c) Stabilization energy of RCO
Q 113. C—C bond length would be minimum in : C is greater than
that of RCOOH
Θ
(d) Resonating forms of RCOOH and RCO
(a) (b) C are
equivalent.
(c) (d) =CC= Q 127. Carbon tetrachloride shows a zero dipole moment
because :
Q 114. Acetonitrile and acetoisonitrile are
(a) It has a planar structure
the...........isomers (b) It has a tetrahedral structure
(a) Position (b) Geomelrical
(c) Carbon and chlorine are of equal size
(c) Optical (d) Functional (d) The electron affinity of carbon and chlorine is
not very different
Q 128. Cyclobutane is isomer with which one of the
following alkene :
(a) CH3—CH=CH—CH3 (b) CH2CH2 CH= CH2
(c) (CH3)2C=CH2 (d) All the above are correct
Q 129. Least stable carbanion is
Θ (a)  _ + + = -1 (b)  _ + + = 0
(a) C H3 (b) (c)  _ +  += 2_ (d)  _ +  + = +1
Q 144. In the nucleophilic displacement reaction :
Θ
Yn : + R : Xm  R : Yn+I + X
(c) (d) CH3— H2
C If m = zero charge, n = -1, what would be the
Q 130. Neutral species in which electrophilic centre has charge on X ?
electron octet : (a) m - 1 (b) m + 1 (c) 0 (d) m
(a) Carbene (b) Nitrene Q 145. Isopropenyl free radical would be formed by the
(c) BF3 (d) CH3COCl homolytic fission of (C—Cl) bond of the compound
Q 131. Arrange the following compounds in the order of (a) CH2Cl—CH=CH2 (b) CH3—CHCl—CH3
decreasing solubility in water : (c) CH3—CH2—CH2Cl (d) CH3—CCl=CH2
(A) C6H5CH2CH3 (B) HOC6H4CH2OH Q 146. In which case the bond dissociation energy of C—H
(C) C6H5CH2OH bond would be least:
(a) B > C > A (b) C > A > B
(c) B > A > C (d) C > B > A
Q 132. Which one of the following is an organometallic (a) (b) (CH3)3C—H
compound : (c) (CH3)2CH (d) CH3CH2—H
(a) Sodium acetate (b) Sodium mercaptide
Q 147. Select the positive ion which comes under the
(c) Sodium acetylide (d) Sodium methoxide1
purview of Bronsted acid but not considered as
Q 133. Electron pair on N atom in CH3CONH2 is relatively Lewis acid :
unavailable due to : (a) NH4+ (b) Al+3 (c) Cu+2 (d) Ag+
(a) Delocalization (b) Electromeric effect
Q 148. Which compound is the most basic :
(c) +1 effect of CH3 group (d) Hydrogen bonding
(a) Aniline (b) Ethylamine
Q 134. First and foremost member of homologues series of (c) Hydroxylamine (d) Methylamine
cyanide is:
Q 149. The C—C bond moment would be maximum in :
(a) Methyl cyanide (b) Formonitrile
(a) Csp3—Csp2 (b) Csp2—Csp
(c) Methylnitrile (d) Cyano-methanc
(c) Csp3-Csp (d) Cgp3—Csp3
Q 135. Ethanoyl chloride is not an isomer of:
(a) Chloroethylene oxide (b) 2-Chloroethanal Q 150. Species such as CH3  :
(c) 2-Chloroethen-l-ol (d) Ethylene chlorohydrin (a) Cannot exist at all
(b) Short lived and dimerise
Q 136. Unstable species containing electron deficient (c) Dissociate to give methylium
nitrogen atom is : (d) Shows diamagnetism
(a) Acyl nitrene (b) Acetonitrile
(c) Acetoisonitrile (d) Formonitrile Q 151. In case of homologues series, which one of the
following statement is false:
Q 137. Select the polyfunctional acyclic compound : (a) Second and fourth member of the series differ by
(a) CH3CH2COOH (b) CH3COCH2CN C2H4
(c) HOC6H4CH2OH (d) C6H4(OH)COOH (b) Each series can be represented by a general
Q 138. Intramolecular hydrogen bonding exists in : formula
(a) Water (b) Chloral hydrate (c) Each member of a series shows same physical
(c) Carbolic acid (d) Carbinol properties but differ in chemical properties.
Q 139. Intramolecular H-bonding and conjugated system (d) Two homologues series do not have common
of double bond is possible in : functional groups.
(a) Chloral hydrate (b) p-Nilrophenol Q 152. Choose the wrong statement regarding electrophile:
(c) Fumaric acid (d) Enolic acctyl acetone (a) It is an electron deficient species
Q 140. Which is the correct representation of ally 1 radical: (b) It is an acidic reagent
(c) It is an electron pair acceptor

(d) It is a basic reagent
C
(a) (b) CH3— H—CH3 Q 153. Choose the wrong statement:
 (a) Carbocation cannot be a nucleophile
(c) CH3—
C =CH2 (d)  CH=CH—CH3 (b) Nucleophile can also be Lewis base
Q 141. Which functional group of CH3—O—CH=CH2 shows (c) Nucleophile cannot be an uncharged species
(d) Alkoxide and hydride ions are nueleophilies
Q 154. Which carbanion is most stable ?
tautomerism with
(a) CH3—CH2—CHO (b) CH3—CO—CH3
(c) HO—CH=CH—CH3 (d) CH2=CH—CH2OH (a) (b)
Q 142. Select the electrophile from the following species : Θ
(c)
(a) SolvatedNa+ (b) R3C- C H2—CH(CH3)2 (d) None
(c) ROH (d) PF5 Q 155. Pick out the strong base from each pair :
Q 143. Resonance hybrid for benzene sulphonate ion is (A) NH3 and PH3 (B) NH=C- and CH3-
given as : (C) NH2- and OH-
The correct charge on the above species is given by: (a) PH3, HC=C-, OH- (b) NH3, CH3-, NH2-
 (c) PH3, CH3-, NH2- (d) PH3, HG=C-, OH- Q 173. In the rearrangement reaction : A B; B is related
Q 156. Isomerism exits between ethylamine and to A as :
dimethylamine : (a) Lower homologue (b) Higher homologue
(a) Chain (b) Position (c) Isomers (d) None of the above
(c) Functional (d) Tautomerism Q 174. Which base is most effective with respect the
Q 157. Methyl propyl acetylene and diethyl acetylene elimination
exhibit the isomertsm : reaction :
(a) Metamerism (b) Position (a) RCOO- (b) CN- (c) RO- (d) NO3-
(c) Functional (d) Chain Q 175. show the hybridization :
Q 158. The most acidic among the following is : (a) spandsp2 (b) sp and sp
(a) C6H5OH (b) C6H5SO3H (c) sp2 and sp2 (d) None
(c) C6H5NO2 (d) C2H5 OH Q 176. CH3 CH= O + H2NOHCH3CH= NOH+ H2 O is :
Q 159. Dative bond would be there in the dimer of: (a) Elimination (b) Substitution
(a) Ethanoicacid (b) Aluminium chloride (c) Addition (d) None of these
(c) Acetylene (d) None of the above Q 177. Choose the homologus :
Q 160. Twin halide with no primary carbon atom is :
(a) Ethylidene chloride (b) Ethylene chloride
(c) Dichloromethane (d) 1, 1-Dichlorobutanc
(a) and
Q 161. Three carbon containing alcohol will show the type
of iso-merism :
(a) Position and functional
(b) Chain and position (b) and
(c) Position and tautomerism (c) CH3NH2 and (CH3)2NH (d) All the above
(d) Chain and optical Q 178. Reaction : CH3CH2Br + H-  CH3CH3 + Br- is
Q 162. If methyl group of 2-butanone is replaced by classified as :
hydrogen atom the resulting compound is a (a) Only substitution (b) Addition
functional isomer of: (c) Only addition (d) Substitution and redox
(a) 2-Propanol (b) Propanone Q 179. Which of the following pair of structure and
(c) Propanal (d) Propargyl alcohol isomerism is wrongly linked with CH3—C=C—CH2—
Q 163. Three secondary amines can be formulated by the CH3, ?
compound of molecular formula: (a) CH=C—CH2—CH2—CH3, Position
(a) C3 H7N (b) C3H5N
(c) C3H9N (d) C4H11N
(b) ,Chain
Q 164. Two carbon-oxygen bond lengths would be (c) CH2=C=CH—CH2—CH3, Functional
same in the species: (d) Cyclopentene, Functional
(a) Acetate ion (b) Ethyl acetate Q 180. Reagent having atom capable of expansion of its
(c) Methyl acetate (d) Acetic acid octet would be called:
Q 165. Strongest base would be : (a) Lewis base (b) Nucleophile
(a) (CH3)2NH (b) (C6H5)2NH (c) Lewis acid (d) Bronstedbase
(c) C6H5NH2 (d) (C2H5)2NH Θ
Q 181.
Q 166. If k is the rate constant, the rate equation for the C H3 is less stable than :
alkaline hydrolysis of 1 halide would be : Θ Θ
(a) CH3—
(a) k [Halidel (b) k [Alkali] C H2 (b) CH3—
C H—CH3
(c) k [Halide] [Alkali] (d) k [Halide]2 Θ Θ
(c)
Q 167. Which one of the following does not represent the C H2—NO2 (d) CH3—
C H—C2H5
first member of their homologues series : Q 182. CH3—NH—C2H5 and (CH3)3N show isomerism :
(a) CH3OH (b) CH3Cl (c) CH3CN (d) CH3NH2 (a) Position (b) Functional
Q 168. Select the pair showing chain isomerism : (c) Chain (d) None
(a) -butylene, Isobutylene Q 183. CH3-CH2—CH2—CHO forms the following anion in
(b) 2-butene, -butylene presence of dilute alkali:
(c) 1-pentyne, -pentyne Θ
(a) CH3—CH2—
(d) Isopentane, cyclopentane C H—CHO
Q 169. 1, 2-Butadiene is a functional isomer of: (b) CH3-
Θ
(a) 2-butyne (b) 1-butyne C H—CH2—CHO
(c) Both the above (d) None of the above Θ
(c)
Q 170. With respect to SN2 reaction, the decreasing order C H2—CH2-CH2-CHO
of reactivity of alkyl halide is :
(a) II > I > IV > II (b) I > II > III > IV
(c) IV > I > II > III (d) III > II > I > IV (d)
Q 171. Minimum number of carbon atoms in a two Q 184. Which order is wrong regarding base strength ?
branched Θ Θ Θ
(a)
aldehyde is : N H2>NH3 (b)
OH > SH
(a) 6 (b) 5 (c) 4 (d) 7
Q 172. Select the pair of functional group isomer : Θ
(a) 2-Butyne, 1-Butyne O
(b) Formonitirle, methyl isonitrile (c) (d) > C6H5
(c) 1, 2-Butadiene, 1-Butyne
(d) Ethyl propanoate, Propyl ethanoate
Q 185. Example of geometrical isomerism is : Q 198. Optical activity is due to :
(a) 1-Butene (b) 2-Butene (a) Presence of—OH group
(c) 2-methylpropene (d) 2-Chloropropene (b) Symmetry in the molecule
Q 186. Isomers have similar : (c) Asymmetry in the molecule
(a) Structural formula (b) Molecular weight (d) Presence of H—C—OH group
(c) Chemical properties (d) Physical properties
Q 187. Type of isomerism exists between :
(a) Position (b) Chain Q 199.
(c) Both the above (d) None of these B in the above sequence is :
Q 188. Most stable carbocation is :

(a) (CH3)2C=C(CH3)2 (b)

(c) (CH3)2C—CH=CH2 (d) None of those
Q 200. Which electromeric effects wrong :

(a) (b) (c) (d)

Q 189. Most acidic compound is :
(a) CH3—COOH (b) C6H5COOH (A) (B) (C)
(a) A (b) C (c) B (d) All are correct
Q 201. Heterolysis is most difficult for the compound :
(c) C6H5-OH (d) I. (CH3)3C—Cl II. (CH3)3C—OH III. (CH3)3C—OAc
(a) I (b) III (c) II (d) None
Q 202. 1, 3-Butadiene is the resonance hybrid of:
Θ Θ
(a)
C H2—CH=CH— C H2
Θ Θ
(b)
C H2—CH=CH— C H2
(c) Both the above (d) None of these
Q 190. Number of chiral carbon atom
Q 203. C4H8 exhibits.......isomci-s [including cis, trans] :
present in the compound:
(a) 4 (b) 6 (c) 7 (d) 8
(a) Zero (b) One (c) Two (d) Three
Q 204. Which pair of the following compounds will show
structural isomerism :

Q 191. (A) (B)

(C) CH2=CHCH2OH
(A) CH3CH2CCl2CH3 (B)
(C) CH,CHClCHClCH3 (D) CH3 CH2CH2 CH2 Cl
Code is :
(D) (E) (a) A and B (b) A and C
Choose the group showing position isomerism : (c) B and C (d) C and D
(a) B and E (b) B and C
Q 205. Chain reaction takes place in three steps in the
(c) A and D (d) A, B, C and E
following order:
Q 192. Minimum electronegativity will be shown by the (a) Initiation, propagation, termination
carbon atom : (b) Propagation, initiation, termination
(a) 5th (b) 3rd (c) 1st (d) 2nd (c) Termination, propagation, initiation
Q 193. Minimum number of carbon atoms present in the (d) Propagation, termination, initiation
three branched alkyne are: 
Q 206. Decreasing order of-I effect of the triad [NO 2,
(a) 7 (b) 9 (c) 8 (d) 6 N H3 ,
Q 194. Acid catalyzed dehydration would be most difficult CN] is:
for the alcohol:  
(a)
N H3 > NO2 > - CN (b)
N H3 > CN > NO2
 
(c) —CN > —NO2 >
N H3 (d) —NO, > CN >
N H3
Q 207. Lowest boiling point will be shown by :
(a) (b) (c)
(d) Same ease in all
Q 195. This reaction comes under condensation :
(a) H—CHO paraformaldehyde
(b) CH3—CHOparaldehyde (a) (b)
(c) CH3 CO—CH3 mesitylene
(d) CH2=CH2  polyethene
Q 196. Strongest acid is :
(a) p-Nitrophenol (b) m-NitrophenoI
(c) o-Nitrophenol (d) p-Chlorophenol
Q 197. Fumaric acid and maleic acid are related to each
other as : (c) (d)
(a) Position isomers (b) Stereoisomers Q 208. Carbanion is a :
(c) Chain isomers (d) Tautomers (a) Base (b) Nucleophile
(c) Both the above (d) None
Q 209. Cis-2-butene and Trans-2-butene shows similarity
in :
(a) Boiling points (b) Dipole moment (a) CH3—CH2-CH2-CN and
(c) Heat of hydrogenation (d) Hydrogenated product Position
Q 210. Most stable carbonium ion will be obtained if the (b) CH3COCH2Cl and CH3CH2COCl
following groups are attached to the free valenceis Metamerism
(c) C3H6 (benzene) and HC=C—CH2—CH2-C=CH
Functional
of the structure :
(a) CH3, CH3, C2H5 (b) CH3, C2H5, C2H5
(c) CH3, C2H5, C6H5 (d) CH3, CH3, CH3 (d) CH3—CH=CH—CH3 and
Q 211. Maximum angular strain will be shown by : Posotion
Q 222. Which of the following does not represent the
example of nuelcophilic substitution :

(a) (b)
(a)
(b) CH3COCl + NaOH CH2COOH + NaCl
(c) CH3CH2Cl + NaCsCHCH= CCH2 CH3
(c) (d) (d) CH3Cl + KOH (aqueous)  CH3OH + KCl
Q 212. The same percentage of carbon will be observed in Q 223. (I) CH2=CH—CH=CH2 and (II) CH2=C=CH—CH,
which of the following pair of compounds : Wrong statement regarding the above
(a) 1-Butyne, 1, 2-butadiene compounds is :
(b) 1-Butene, 1-butyne (a) In I only sp2 hybridised carbon is present, while
(c) 3-Butene, 1-butyne in II, sp3, sp2 and sp hybridised carbon is
(d) 1, 2-Butadiene, 2-butene present.
(b) I is having angle of 120 only while II possesses
Q 213. CH3CH2Br  AgNO2
 product 120°, 180° and 109°28' angles.
The product of the above reaction shows : (c) I and II possess four -electrons
(a) Chain and tautomerism (d) I and II are conjugated dienes.
(b) Functional and tautomerism
Q 224. For the distinction of cis and trans 2-butene, the
(c) Metamerism and position isomerism
following property is chosen :
(d) Chain and position isomerism
(a) Optical (b) Dipole moment
Q 214. Choose the wrong statement: (c) Reduced product (d) Chlorinated product

(a) On heterolysis CH3-CH2CH3 produces CH3 Q 225. Wrong stability order is
C H2

and
C H3 as the product. (a)
(b) Inductive effect is temporary while electromeric Θ Θ
(b) CH3—CH2—
effect is permanent. C H—CH=CH—CH3 >CH3— C H—
(c) Reaction of CH3C=CH and NaNH2 gives methyl CH2—CH=CH—CH3
acetylide anion, Θ
(c) HC= Θ
(d) [CH3CHI2 + Zn] on heating gives carbene and C >CH2=C H
Znl2. Θ Θ
(d) CH3—
Q 215. The negative part of which of the following salt is a C H—COCH3 > CH3— C H—OCH3
strongest base:
Q 226. Geometrical isomerism is present is :
(a) Na+C =CH (b) Na+ C*=C—CH3
+ - (a) Pentane (b) 1-Butene
(c) Na CH3 (d) Na+ CH-=CH2
(c) 2-Butene (d) Propene
Q 216. Total number of angles present in propane are :
Q 227. Order of b.p. of amine, alcohol and acid is :
(a) 4 (b) 8 (c) 12 (d) 18
(a) RCH2OH < RCOOH < RCH2NH2
Q 218. Excepting one, all are free radicals : (b) RCOOH < RCH2OH < RCH2NH2
(a) :CH2 (b) CI  (c) :NH3 (d) PhCH2  (c) RCH2NH2 < RCH2OH < RCOOH
Q 217. In which of the following carbonium ion p-hydrogen (d) RCOOH < RCH2NH2< RCH2OH
atoms are maximum : Q 228. Four carbon containing compound not showing
(a) Isobutyl carbonium (b) t-Butyl carbonium metamerism is :
(c) n-Butyl carbonium (d) Ethyl carbonium (a) Unsymmetrical ether
Q 219. Which of the following pair is rightly matched : (b) Unsymmetrical ketone
(A) Functional isomer of 2-butyne 1, 3-butadiene (c) Unsymmetrical secondary amine
(B) Position isomer of butanal 2-methyl propanal (d) None of the above
(C) Metamer of methyl acetate Propionic acid
(D) Chain isomer of isobutylene 1-butene . Q 229. , will show chain
Code is : and metamerism if the functional group is :
(a) A and B (b) B and C
(c) C and D (d) A and D
Q 220. Gem dibromides formulated by the molecular
formula C2H4Br2 and C3H6Br2 are respectively : (a) (b) (c) (d)
(a) 1, 2 (b) 2, 1 (c) 1, 1 (d) 2, 2 Q 230. The formal charge in case of cyanide ion will be on :
Q 221. Correctly matched pair is : (a) C (b) N (c) Both on C and N
Pair (d) Resonating between C and N
Isomerisom
Q 231. Minimum number of -hydrogen atoms will be in (b)
h
C6 H 5  CH 3  Cl2  
the following carbocation:
(a) Isopropylium (b) Methylium (c) CH 2  CH 2  Br2 
CCl4

(c) t- Butylium (d) Ethylium
 Θ
(d) C6 H 6  Br2 
catalyst

Q 232. (C2H5) H+ HS O 2 H2SO4  (C2H5)2O In the above
O Q 244. Of the four compounds :
reaction :
Θ
(a) HS O 2 is Bronsted acid (A) (B)
(b) Protonated ether is Bronsted acid
Θ
(c) HS O 2 is Lewis acid (C) (D)
[A and C] show.........isomerism, [A and B]
(d) Protonated ether is Lewis base
show.........isomerism and [b and d]
Q 233. Ketene [CH2=C=O] is an important reagent for the show......isomerism :
following : (a) Position, functional, functional
(a) Methylation (b) Acetylat ion (b) Metamerism, chain, chain
(c) Carbonylation (d) None of the above (c) Chain, functional, functional
Q 234. Number of isomers of C7H7Cl (aromatic) are : (d) Position, position, functional
(a) 2 (b) 3 (c) 4 (d) 1 Q 245. From the following thermochemical reactions :
Q 235. Choose the strong base from each of the following PropaneCH3CH2CH2  + H  [H = + 98 kcal
pair : mole-1]
(a) O C2H5, O H (b) HC=C-, CH3- 
PropaneCH3 C HCH3 + H  [H = + 94.5 kcal
(c) Br-, I- (d) CH3-, NH2-
Code is : mole-1]
A B C D Which of the following inference is wrong :
(a) –OC 2H5, CH3- Br- CH3- (a) Heat is absorbed in both the reaction.
(b) OH-, CH3-, I -, CH3- (b) Both reactions form free radicals
(c) OH ,-
HC=C ,-
I,-
CH3- (c) Less energy is absorbed in producing 2° free
(d) OH ,- -
CH3 , I,-
NH2- radical
(d) Isopropyl radical is less stable than propyl
Q 236. In which of the following reaction rearrangement radical
has taken place :
Q 246. Only two isomeric chloro derivatives are possible for
(a) CH 3CH 2OH 
H 2 SO4
 CH 2  CH 2 each member of the following pair of compounds :
(a) n-Butane, neo-pentane(b) Isobutane, n-butane
(b) (CH 3 )3 COH 2 
H 2 SO4
(CH 3 ) 2 C  CH 2 (c) 2, 3-Dimetyl-2-butane, neo-pentane
(c) (d) None of the above
CH 3 (CH 2 )CH 2OH 
H 2 SO4
 CH 3  CH  CH  CH 3 Q 247. p-orbital delocalisation is possible in the following
triad of compounds:
(d) None of the above (a) CH2=CH—CH=CH2, benzene, CH2=CH—Cl
Q 237. Class of compound having three it-bond is : (b) CH2=CH-CHO, CH3-CH2-CH=CH2, CH3-CH2-CH3
(a) Alkene (b) Alkadiene (c) CH2=CH—CH2Cl, CH3CH2CH=CH2, CH3—C=CH
(c) alkadiyne (d) Alkenyne (d) CH2=CH—CH2—CH=CH2, CH2=C=CH2, CH3—CH2
Q 238. Conjugated diene is: —CH3
(a) 1, 3-Butadienc (b) 1, 2-Butadiene
(c) Propadiene (d) 1, 4-Pentadiene
Q 239. How many monochloro derivatives of the following
compound is possible:
HC=C—CH2—CH2—C=CH
(a) 1 (b) 2 (c) 3 (d) 4 Q 248. , pKa value of the compound is decreased
if X is :
Q 240. Least stable carbocation will be generated if positive
(a) —NO2 (b) —NH2 (c) —OH (d) -OCH3
charge is placed on the following carbon atom :
Q 249. The reaction : 2CH3—CH2   CH3—CH3 + CH2=CH2
is called :
(a) Combination (b) Disproportionation
(c) Abstraction (d) Addition
(a) Carbon-4 (b) Carbon-3 Q 250. Combination of two moles of Ra[CH2]n-1 [CH2  will
(c) Carbon-2 (d) All will have equal stability lead to :
 (a) Ra(CH2)nRa (b) Ra(CH2)2nRa
Q 241. Least
C H2-CHO is an organic ion. If-CHO group (c) Ra(CH2)n-1Ra (d) Ra(CH2)n+1Ra
increases its stability then starred carbon will be : Q 251. Electrophile is :
(a) Positively charged (b) Negatively charged (a) NH3 (b) AlCl4-
(c) Uncharged (d) None (c) CH3CH2+ (d) C2H5OH
Q 242. Most unstable intermediate is : Q 252. As a result of hyperconjugation in :
(a) Methylium (b) Methyl carbanion 1 2 3
(c) Methylene (d) All the above C H3  C  C H2
Q 243. Which of the following reaction involves
(a) C1—C2 acquires some double bond character
electrophilic substitution mechanism :
(b) C2—C3 acquires some triple bond character
(a) CH 3  CH  CH 2 
HBr
peroxide
 (c) C2—C3 acquires more single bond character
(d) Ionic character of C—H bond increases
Q 253. If Cl- is removed from neo-pentyl chloride the A B C D A B C D
species is a: (a) a d b c (b) a b c d
(a) 1° Carbocation (b) 2° Carbocation (c) b c d a (d) d a b c
(c) 3° Carbocation (d) 1 Carbanion Q 265. Increasing order of electronegativity is :
Q 254. Toluene is more reactive than benzene towards
electrophilic substitution due to : (a) (b)
(a) Inductive effect only
(b) Hyperconjugative effect only
(c) Both inductive as well as hyperconjugative (c) (d) None of these
effects
(d) Strong mesomeric effect
Q 255. Which of the following will most readily give rise to
free radicals:
(a) Isopropyl benzene (b) Ethane Q 266. is named as:
(c) 1, 2-Diphenyl ethane (d) Hexaphenyl ethane (a) (2E, 4Z)-Hepladiene (b) (2Z, 4E)-Heptadiene
Q 256. Which of the following is a group of only (c) (2E, 4E)-Heptadiene (d) (2Z, 4Z)-Heptadiene
electrophilcs : Q 267. Which one of the following behaves both as a
(A) CN-, NO2+, :CCl2 (B) AlCl3, SO3, :CH2 nucleophile and as an electrophile :
(C) SO3, BF3, H3O+ (D) Cl+, H2O, NO+ (a) CH3—C=N (b) CH3—OH
Codes: (c) CH2=CH—CH3 (d) CH3—NH2
(a) A, B (b) B, C (c) C, D (d) A, D Q 268. How many carbon atoms are present in the
Q 257. Which resonating structure of vinyl chloride is least smallest ring compound:
stable: (a) 3 (b) 2 (c) 4 (d) 5
Θ Θ Q 269. Which of the following structure will have positively
(a) (b) C H 2CH= CI charged carbon:
Θ Θ
(c)
C H2—CH= C l (d) All have equal stability
(a) (b)
Q 258. The stabilization due to resonance is maximum in :

(c) (d)
(a) (b) (c) (d) Q 270. The correct order of boiling point and dipole
moment for cis-2-butene and trans-2-butene would
Q 259. C8H8O represents:
be respectively :
(a) Only acetophenone
(a) [4C, 0.3 D], [1C, 0.3 D]
(b) Only phenyl acetaldehyde
(b) [4°C, 0.3D], [1°C, 0.0 D]
(c) Only o, m and p-methyl benzaldehyde
(d) All the above (c) [lCO.OD], [4C, 0.3D]
(d) [4C, 0.3 D], [4C, 0.0 D]
Q 260. The pair of metamers is :
Q 271.

(a)

(b)
(c) Both the above (d) None of the above
Q 261. A racemic mixture contains dextrorotatory and
Of these carbocations :
laevoratalory isomers in the proportion :
(a) One is secondary oarbocation
(a) 2 : 1 (b) 1 : 1 (c) 1 : 5 (d) 3 : 1
(b) One is tertiary carbocation
Q 262. The following reaction is an example of : (c) Two are primary tarbocations
(d) Two are tertiary carbocations
Q 272. Carbon suboxide (C3O2) is an unpleasant gas
(a) -Elimination (b) -Elimination obtained by dehydration of mulonic acid. The
(c) Rearrangement (d) None number of  and  bonds present in the molecule
are :
Q 263. (A) SN2 (B) SN1
(C) E-2 (D) E-l (a) Three , two  (b) Four , four 
Involves how many steps : (c) Four , zero . (d) Five , four 
A B C D Q 273. The geometrical isomtis of the compound CH3—
(a) two one one one CH=CH—CH=CH—C2H5 will be :
(b) one two one two (a) 4 (b) 3 (c) 2 (d) 5
(c) two two two one Q 274. Which conformation of butane will have the
(d) one one two two minimum energy:
Q 264. Match List-I with List-II and choose the correct (a) Gauche (b) Staggered
answer form the codes given below : (c) Eclipsed (d) None of these
List-I List-II
(A) Carbene (a) Reimer-Tiemann reaction
(B) Carbanion (b) SN 1 reaction
(C) Carbonium (c) Hofmann bromamide reaction
(D) Nitrene (d) Aldol condensation Q 275. exhibits :
Codes: (a) Tautomerism (b) Optical isomerism
(c) Geometrical isomerism
 (d) Geometrical and optical isomerism

Q 276. and
The stability order of these structure is :
(a) I > II > III (b) III > II > I
exhibits : (c) II > III > I (d) III > I > II
(a) Metamerism (b) Tautomerism Q 289. H2C=O behaves as :
(c) Position isomerism (d) None (a) Nucleophile (b) Electrophile
Q 277. How many stereo isomers and optical isomcrs arc (c) Both the above (d) None
possible for tartaric acid respectively ? Q 290. C2H5OH is having almost neutral character. It is
(a) 3, 3 (b) 2, 2 (c) 2, 3 (d) 3, 2 changed to which of the following by adding
Q 278. The isomerism shown by Benzaldoxime is : sodium metal:
(a) Optical (b) Functional (a) Acidic (b) Neutral
(c) Metamerism (d) Geometrical (c) Electrophile (d) Neucleophile
Q 279. The energy difference between the chair and boat Q 291. Benzalis:
form of cyclohexane is: (a) Monovalent (b) Bivalent
(a) 44 kJ mol-1 (b) 24 kJ mol-1 (c) Trivalent (d) Zerovalent
(c) 32 kJ mol-1 (d) 68 kJ mol-1 Q 292. The structures that do not actually exist are called :
Q 280. Urea molecule exhibits (isomerism): (a) Tautomers (b) Con formational isomers
(a) Chain (b) Position (c) Cannonical structures (d) Optical isomers
(c) Geometrical (d) Tautomerism Q 293. Dehydrogenation of ethanol to give ethanal is:
Q 281. Which is correctly matched (a) -elimination (b) , -elimination
(A) CH2=C=CHCH3 one sp3 and two sp carbon (c) , -elimination (d) Reverse of elimination
(B) (CH3)4C Five sp3 carbon Q 294. Which of the following pairs acts as nucleophilcs :
(C) CH2= CHCH= CH2 Four sp2 carbon (a) C2H5ONa, FeCl3 (b) AlCl3, ZnCl2
(D) CH2= C=CH2 Three sp2 carbon (c) BF3,C2H5MgBr (d) (CH3)2CHMgBr, C2H5ONa
Answer is : Q 295. Allyl isocyanide has:
(a) A, B (b) B, C (c) A, D (d) C, D (a) 9 and 4 bond (b) 8 and 5 bond
Q 282. In which bond fission maximum energy will be (c) 9, 2 and 2 non-bonded electrons
absorbed ? (d) 8, 3 and 4 non-bonded electrons
(a) H2C=CHHCH2=CH  + H 
Q 296a. IUPAC name of keto form of phenol is :
(b) H3C—H  CH3 + H  (a) Cyclohexanone (b) 2-Cyclohexen-l-one
(c) H2C=CH—CH2—H H2C=CH—CH2  + H  (c) Cyclohexa-2, 4-dien-l-one
(d) (CH3)2CH—H  (CH3)2CH  + H  (d) yclohexa-l, 3-dien-5-one
Q 283. (A)CH2=CH—CH=CH2 (B) CH3—CH=CH2 Q 296b. The reason of the loss of optical activity of lactic
(C)CH3,—CH3 acid when OH group is changed by H , is that:
'C—C' single bond distance would be : (a) Asymmetry of the molecule is destroyed
(a) A (146pm) B (151pm) C (153pm) (b) Symmetry of the molecule is destroyed
(b) A (151pm) B (146 pm) C (153 pm) (c) Structural change occurs
(c) A (146 pm) B (153 pm) C (151 pm) (d) Spatial arrangement is changed
(d) A (153pm) C (146pm) C (151pm)
Q 297. Order of acid strength is:
Q 284. Amongst HC=C- (acetylide ion) and CH2=CH- (vinyl (a) HCF3 > HCC13 (b) HCCI3 > HCF3
anion): (c) HCF3  HCCl3 (d) None
(a) CH=C- is less basic (b) CH=C- is more basic
Q 298. A recamic mixture is a mixture of:
(c) Basic strength is the same(d) None of the above
(a) d- and its l-isomers in equal proportions
Q 285. Most easy substitution is : (b) d- and its l-isomers in different proportions
(a) N u + R—OTs NuR + O Ts [alkyl toluene (c) Mesoandd-isomer (d) Meso and l-isomer
sulphonic acid] Q 299. An organic compound must contain :
(b) N u + R—Cl NuR + CI- (a) O (b) C (c) H (d) N
Q 300. An alkane will show isomerism in monosubstitution
(c) N u + R—OHNuR + OH- product if the number of carbons are at least:
(d) N u + R—Br NuR + Br- (a) 1 (b) 2 (c) 3 (d) 4
Q 286. Number of chiral carbon atoms in the compound X, Q 301. A carbonium ion is formed when a covalent bond
Y and Z respectively would be : between two atoms in an organic compounds
X [l, 2-dimethyl cyclohexane], Y [4-methyl undergoes :
cyclopentene] and Z[3-methyl cyclohexene]. (a) Homolysis (b) Heterolysis
(a) 2, 1, 1 (b) 1, 1, 1 (c) 2, 0, 2 (d) 2, 0, 1 (c) Cracking (d) Pyrolsis
 
Q 287. Carbocation : (A) R
C =CH2, (B) R C H2 and (C)

RCH=
C H will have the stability order :
(a) A B > C (b) A < B < C Q 302. In , most electron deficient centre is
(c) A > B < C (d) A < B > C (a) b (b) a (c) c (d) d
Q 288. Resonance structures of vinyl chloride are : Q 303. ‘Ring chain tautomer’ of CH3COCH2OH is :
 (a) (b)

(a) (b) (c) (d) None

(c) (d) None Q 314. Pair of most stable and least stable carbocation is :
 
(A) CH3
Q 304. Heat of combustion of isomeric alkane is given
(kcal/ mole). Which is the most stable isomer :
C HOCH3 (B) CH3—
C H—OCH3

(a) [H° =-1307.5]

(C) (D)
(a) C, D (b) A, C (c) A, D (d) B, C
(b) [H = -1303.0]

(c) [H = -1303.0

Q 315. If the rear carbon atom is rotated by
(d) [H -1304.6] an angle of 60 to the right then the conformation
Q 305. Geometrical and optical isomers of the compound obtained would be :
respectively are : (a) Gauche (b) Partial eclipsed
(c) Completely eclipsed (d) Anti or trans
Q 316. Which carbanion is the most stable :

(a) 4, 4 (b) 2, 2 (c) 2, 4 (d) 4, 2

Q 306. Which of the following statement is incorrect:
(a) Desmotropism is another name of tautomerism.
(a) (b) (c) (d)
(b) Allyl carbocation is less stable than isopropyl
carboca-tion. Q 317. Maximum [C—C] bond length would be observed in:
 (a) C2H2 (b) C2H4Br2 (c) C2H4 (d) C2H2Br2
(c) -I effect is exhibited by — H3
N Q 318. o-Hydroxy toluene and benzyl alcohol are :
(d) The compound CH2Cl2 is polar. (a) Position isomers (b) Functional isomers
Q 307. Addition of HI on double bond of propene yield (c) Chain isomers (d) None
isopropyl iodide as major product. It is because Q 319. In CH2=CH—CH2—CH2—C=CH; C2-C3 bond is
addition proceeds through: [KCET 1998] formed by the overlapping of........hybrid orbitals :
(a) More stable carbanion (a) sp-sp2 (b) spt-sp3
3
(b) More stable carbocation (c) sp-sp (d) sp2-sp3
(c) More stable free radical (d) Homoloysis Q 320. How many geometrical isomers can be written for
Q 308. Which of the following acids shows the compound:
stereoisomerism: CH3—CH=CH—CH=CH—CH=CH—Cl
(a) Oxalic acid (b) Tartaricacid (a) 2 (b) 4 (c) 6 (d) 8
(c) Acetic acid (d) Formic acid Q 321. -electrons present in cyclobutadienyl anion [C 4H4]2-
Q 309. Select the organic compounds aliphatic in nature are:
but which burn with smoky flames : (a) 2 (b) 4 (c) 6 (d) 8
(a) CCl4 (b) CHCl3 Q 322. Dipole moment is shown by the molecule :
(c) C6H5CH2OH (d) Both 1 and 2 (a) 2, 2-DimethyI propane (b) frans-2-Pentene
Q 310. Organic compound soluble in water contains : (c) 3-Hexene (d) 2, 2, 3, 3-Tetramethyl butane
(a) C, H (b) C, H, O Q 323. Highest Baeyer's angle strain would be :
(c) C, S (d) C, H, Cl (a) Cyclodecane (b) Cyclopentane
Q 311. Geometrical isomerism is shown by : (c) Cyclohexane (d) Cyclooctane
(a) Alkynes (b) Suitably substituted alkynes Q 324. Specific rotation of (+) mandelic acid measured was
(c) Suitably substituted alkenes + 158 The value of observed specific rotation of
(d) Compounds of the type (l) and (b) the mixture of 25% (-) mandelic acid and 75% (+)
Q 312. Hyperconjugation is unable to explain the stability mandelic acid would be :
of the following compound : (a) +118.5° (b) -118.5 (c) -79° (d) +79

(a) CH3— (b) (CH3)3C 
C H—CH3
Q 325. shows :
(a) 4-Geometrical and 4-opticaI isomers
(b) 4-GeometricaI and 2-optical isomers
(c) CH3—CH=CH2 (d) (c) 2-Geometrical and 4-opticaI isomers
Q 313. Which carbocation is most stable: (d) 2-Geometrical and 2-optical isomers

Q 326. Choose the erythro isomers :

 Answers

1. (c) 2. (b) 3. (b) 4. (a) 5. (b) 6. (b) 7. (b

8. (a) 9. (a) 10. (b) 11. (d) 12. (d) 13. (c) 14. (d
(A) (B) (C) 15. (a) 16. (c) 17. (d) 18. (a) 19. (c) 20. (a) 21 (b
(a) A and B (b) B 22. (a) 23. (c) 24. (a) 25. (c) 26. (c) 27. (b) 28 (b
(c) A (d) Only C 29. (c) 30. (d) 31. (b) 32. (b) 33. (a) 34. (b) 35. (d
Q 327. For measuring specific rotation the instruction 36. (c) 37. (b) 38. (d) 39. (a) 40. (b) 41. (a) 42. (d
used is : 43. (a) 44. (a) 45. (c) 46. (b) 47. (b) 48. (b) 49. (c
(a) Spectrometer (b) Polarimeter 50. (d) 51. (d) 52. (b) 53. (b) 54. (c) 55. (b) 56. (b
(c) Lactometer (d) Ammeter 57. (a) 58. (a) 59. (a) 60. (d) 61. (a) 62. (d) 63. (a
Q 328. Following two compounds are related as : 64. (d) 65. (c) 66. (d) 67. (c) 68. (b) 69. (c) 70. (c
[GATE 1903] 71. (b) 72. (b) 73. (d) 74. (b) 75. (d) 76. (c) 77. (c
78. (a) 79. (c) 80. (c) 81. (c) 82. (b) 83. (a) 84. (c
85. (a) 86. (a) 87. (d) 88. (b) 89. (a) 90. (a) 91. (b
92. (c) 93. (b) 94. (b) 95. (a) 96. (b) 97. (b) 98. (b
99. (a) 100 (d) 101. (c) 102. (b) 103. (c) 104. (d) 105. (d
106. (a) 107. (a) 108. (c) 109. (b) 110. (c) 111. (a) 112. (d
and 113. (d) 114. (d) 115. (b) 116. (b) 117. (a) 118. (b) 119. (b
(a) Diastereomers (b) Enantiomers 120. (c) 121. (d) 122. (d) 123. (b) 124. (d) 125. (a) 126. (c
(c) Epimers (d) Regiomers 127. (b) 128. (d) 129. (c) 130. (d) 131. (a) 132. (c) 133. (a
Q 329. Acyclic isomer or C5 H10 aer : [AMU 1997] 134. (b) 135. (d) 136. (a) 137. (b) 138. (b) 139. (d) 140. (a
(a) 8 (b) 7 (c) 6 (d) 5 141. (b) 142. (d) 143. (a) 144. (a) 145. (d) 146. (b) 147. (a
Q 330. Which of the following statement is correct ? 148. (b) 149. (c) 150. (b) 151. (c) 152. (d) 153. (c) 154. (b
(a) For enantiomerism presence of chiral centre is 155. (b) 156. (c) 157. (b) 158. (b) 159. (b) 160. (c) 161. (a
essential. 162. (b) 163. (d) 164. (a) 165. (d) 166. (c) 167. (c) 168. (a
(b) Functional isomerism is one form of 169. (c) 170. (a) 171. (b) 172. (c) 173. (c) 174. (c) 175. (a
stereoisomcrism 176. (b) 177. (a) 178. (d) 179. (b) 180. (c) 181. (c) 182. (b
(c) Diastereoisomers are always optically active. 183. (a) 184. (d) 185. (b) 186. (b) 187. (b) 188. (c) 189. (d
(d) Compounds containing one chiral atom190. (c) 191. (c) 192. (a) 193. (c) 194. (c) 195. (c) 196. (a
are always optically active 197. (b) 198. (c) 199. (a) 200. (b) 201. (c) 202. (c) 203. (b
Q 331. How many chrial centres are there in the 204. (b) 205. (a) 206. (a) 207. (b) 208. (c) 209. (d) 210. (c
211. (c) 212. (a) 213. (b) 214. (b) 215. (c) 216. (d) 217. (c
218. (b) 219. (d) 220. (a) 221. (c) 222. (a) 223. (d) 224. (b
225. (d) 226. (c) 227. (c) 228. (b) 229. (a) 230. (a) 231. (b
compound 232. (b) 233. (b) 234. (c) 235. (a) 236. (c) 237. (d) 238. (a
(a) 2 (b) 3 (c) 4 (d) 1 239. (b) 240. (a) 241. (b) 242. (c) 243. (d) 244. (a) 245. (d
Q 332. The following pair of structure represents : 246. (b) 247. (a) 248. (a) 249. (b) 250. (b) 251. (c) 252. (a
253. (a) 254. (c) 255. (d) 256. (b) 257. (c) 258. (d) 259. (d
260. (c) 261. (b) 262. (a) 263. (b) 264. (a) 265. (b) 266. (c
267. (a) 268. (b) 269. (d) 270. (b) 271. (b) 272. (b) 273 (a
274. (b) 275. (b) 276. (a) 277. (d) 278. (d) 279. (a) 280. (d
281. (b) 282. (a) 283. (a) 284. (a) 285. (a) 2856. (d) 287. (a
and 288. (a) 289. (c) 290. (d) 291. (b) 292. (c) 293. (a) 294. (d
(a) Enantiomers (b) Conformers 295. (c) 296.a (c) 296.b (a) 297. (b) 298. (a) 299. (b) 300. (c
(c) Position isomers (d) Homologues 301. (b) 302. (b) 303. (b) 304. (b) 305. (b) 306 (b) 307. (b
Q 333. Acyclic isomers of the molecular formula C 4H7Cl 308. (b) 309. (d) 310. (c) 311. (c) 312. (d) 313. (b) 314. (a
are: 315. (b) 316. (b) 317. (b) 318. (b) 319. (d) 320. (d) 321. (c
(a) 10 (b) 9 (c) 12 (d) 13 322. (b) 323. (a) 324. (d) 325. (d) 326. (c) 327. (b) 328. (a
Q 334. Which of the following is a false statement: 329. (c) 330. (d) 331. (a) 332. (c) 333 (c) 334. (a) 335. (d
[KEEE 2003] 336. (a)
(a) Diethyl ketone and methyl propyl ketones are
position isomers.
(b) 2-Chloropentane and 1-chloropentane arc
position isomers.
(c) n-Butane and 2-methyl propane are position
isomers.
(d) Acetone and propionaldehyde are functional
isomers.
(e) Acetyl acetone shows tautomcrism.
Q 335. Geometrical isomerism is shown by the compound :
(a) CH3CH2CH=CHCH3 (b) C6H5CH=NOH

(c) (d) All the these

Q 336. How many isomeric ketones can be formulated by
C6H12O
(a) 6 (b) 2 (c) 5
(d) 4