CHEMISTRY AT A GLANCE

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ORGANIC CHEMISTRY
NOMENCLATURE 6. IUPAC Name of:
1. IUPAC Name of following compound is:

(1) Phenyl m-hydroxy benzoate

(2) 3-Phenoxy carbonyl phenol
(3) Phenyl-3-hydroxy benzoate
(1) 4-Methyl-5-Chloro-nitrobenzene (4) None of these
(2) 2-Chloro-1-methyl-4-nitrobenzene 7. Which of the following is incorrectly matched:
(3) 1-Chloro-2-methyl-5-nitrobenzene Common name IUPAC name
(4) 1-Methyl-2-chloro-4-nitrobenzene (1) Crotonaldehyde : But-2-enal
2. IUPAC Name for following compound (2) Cinnamic acid : 3-Phenyl prop-2-enoic
CH2=CH–CH2–CH–CºCH acid
OH (3) Lactic acid : 2-Hydroxy propanoic
(1) Hex-1-en-5-yn-4-ol acid
(2) Hex-5-en-1-yn-3-ol (4) Acrylonitrile : But-2-ene nitrile
(3) 4-Hydroxy hex-1-en-5-yne 8. IUPAC name of (CCl3)3CCl is-
(4) 3-Hydroxy hex-5-en-1-yne (1) tris - trichloromethyl-1-chloro methane
3. IUPAC Name for given comp:- (2) 2-Chloro-2-(trischloromethyl) propane
(3) 1,1,1,2,3,3,3-Heptachloro-2-
trichloromethyl propane
(4) 1, 1, 1-trichloromethyl-1-chloro methane

(1) 3-Ethyl-4-isopropyl hexa-1-ene

(2) 3, 4-Diisopropyl hexa-1-ene 9. IUPAC Name of :
(3) 4-Ethyl-3-isopropyl-5-methyl hex-1-ene
(4) 3-Ethyl-4-isopropyl-2-methyl hex-5-ene
4. IUPAC name for given compound is :- (1) p-Bromoaniline
(2) 4-Bromobenzenamine
(3) 4-Bromoaniline
(4) Both (2) & (3)
10. IUPAC Name of C6H5COC2H5
(1) Ethyl phenyl methanone
(1) 3-Hydroxy butane-1, 3, 5-trioic acid
(2) 1-Phenyl propan-1-one
(2) 3-Hydroxy-4-carboxy hexan-1, 6- dioic acid
(3) 3-Phenyl propanone
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(3) 2-Hydroxy butane-1,3,4-tricarboxylic acid

(4) None of these
(4) 3-Hydroxy butane-1,2,4-tricarboxylic acid
11. Incorrectly matched with their common names
5. IUPAC Name of:
(1) b-Bromobutyraldehyde
Cl

(2) isovaleric acid

C2H5
CH3
(1) 3-Chloro-5-Ethyl-5-methyl cyclohex-1-ene
(2) 2-Chloro-4-Ethyl-5-methyl cyclohexene (3) o-Toluidine
(3) 6-Chloro-4-Ethyl-3-methyl cyclohex-1-ene
(4) NH2–CH2–CH=CH2 Allylamine
(4) 5-Chloro-3-Ethyl-2-methyl cyclohex-1-ene
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12. IUPAC Name for: 19. Number of carbon in parent carbon chain in
(CH3 )2 C(C2H 5) 2 the following compound
(1) Diethyl dimenthyl methane COOH
(2) 2-Ethyl-2-methyl butane CH2CH2 C
(3) 3,3-Dimethyl pentane C CH2CH3
(4) None of these H
O
13. IUPAC Name of:
(1) 4 (2) 5 (3) 6 (4) 3
20. The correct IUPAC name of following
compound is :
(1) 2-Propynyl buta-1, 2-diene
(2) 4-Methylene hex-5-en-1-yne
(3) 3-Methylene hex-1-en-5-yne
(4) 2-Vinyl pent-1-en-4-yne
14. IUPAC Name of the given compound
CH 3–C–CH 2–CH–CH 2–CH 3
(1) 2-Bromo-3-chloro-5,5-dimethyl cyclohex-1-ene
O CN (2) 1-Bromo-6-chloro-4,4- dimethyl cyclohex-1-ene
(1) 4-Cyano hex-2-one (3) 4-Bromo-5-chloro-1,1-dimethyl cyclohex-1-ene
(2) 2-Ethyl-4-oxo Pentane nitrile (4) 1-Bromo-2-chloro-4,4-dimenthyl cyclohex-1-ene
(3) 2-Oxo-4-cyano hexane 21. CH3 —CH —CH2 —CH —
(4) 2-Oxo- hexane-4-nitrile
CH3 CH3
15. IUPAC Name for given compound:
Radical has IUPAC name–
(1) 4-methyl pentyl
(2) 1,3-Dimethyl butyl
(1) Chloromethyl -2-oxo-3-methyl butanoate
(2) 1-Chloromethoxy-3-methyl butan-1,2-dione (3) 2,4-Dimethyl butyl
(3) 2-Methyl-3-oxo-1-chloromethyl butanoate (4) 3-methyl pentyl
(4) None of these 22. The IUPAC name for the compound
16. IUPAC name of the following compound is
O
CH3–CH=CH–CH2–CºCH
is :-
(1) Hex–2-en–5-yne (2) Hex-5-yn-2-ene H2C——CH–CH3
(3) Hex-4-en-1-yne (4) Hex-1-yn-4-ene
(1) Propylene oxide
17. IUPAC name of given compound is
(2) 1,2-Oxopropane
OH
(3) 1,2-Epoxypropane
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(4) 1,2-Propoxide
(1) 1,3-Dimethyl hex-4-ene-1-ol
23. One among the following is the correct IUPAC
(2) 4,6-Dimethyl hex-2-en-6-ol
name for the compound
(3) 4-Methyl hept-2-en-6-ol
(4) 4-Methyl hept-5-en-2-ol H H
18. Which of the following IUPAC name is CH3CH2–N–C = O
incorrect
(1) N-Formylaminoethane
(1) 3-Bromo-2-chloropentane
(2) Pent-2-en-4-yne (2) N-Ethylformylamine
(3) 3-Bromo-butan-2-ol (3) N-Ethylmethanamide
(4) 1-Aminopentane-2-thiol (4) Ethylaminomethanal
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24. The correct IUPAC name of 30. Number of structural isomers possible from
HOOC–CH–COOH is molecular formula C3 H6 O?
COOH (1) 2 (2) 5 (3) 9 (4) 10
(1) Tricarboxymethane
31. Number of structural isomers possible from
(2) Propanetrioic acid
molecular formula C4H6 is
(3) Tributanoic acid
(4) Methanetricarboxylic acid (1) 7 (2) 8 (3) 9 (4) 10

25. The IUPAC name of the compound 32. The number of structural isomers possible from
OH molecular formula C3 H9 N?
(1) 2 (2) 3 (3) 4 (4) 5
is
33. The number of esters possible from molecular
CH3
formula C4 H8O2 is:
(1) 4-Methylcyclopent-1-en-2-ol
(2) 2-Methylcyclopent-4-en-1-ol (1) 5 (2) 6 (3) 8 (4) 4
(3) 3-Methylcylopent-1-en-2-ol 34. Which of the following hydrogen involved in
(4) 5-Methylcyclopent-2-en-1-ol enolisation of given molecule.
O
26. The correct IUPAC name of the
Ha
O O O
Hb
H–C–C–C–OH is
Hg
(1) 2-oxopropanoic acid
(1) Ha (2) Hb
(2) 2,3-Dioxopropanoic acid
(3) Hg (4) Cannot be enolized
(3) 1-Hydroxy propane-1, 2, 3-trione
35. Which of the following can exhibit
(4) 2-Aldo-2-Keto methanoic acid
tautomerism:
ISOMERISM
27. How many cyclic structural isomers of C 5 H10
(1) (2)
are possible.
(1) 5 (2) 3 (3) 4 (4) 6
28. Among these chain isomers are:
(I) CH 3–CH2 –CH2 –CH2–OH (3) (4)
(II)
36. Which among these can exhibit tautomerism?

(III)
(a) (b) (c)
(1) I only (2) I and III
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(3) I and II (4) None of these

29. Tautomer of I is (1) a only (2) b only
(3) c only (4) a and c
(I) (II) 37. Which of following can exhibit tautomerism?

(a) (b)
(III)

(1) II (2) III (1) a only (2) b only

(3) Both II and III (4) None of these (3) a & b both (4) None of these
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38. Which tautomer isomer is more stable : 43. Which of the following compound will exhibit
geometrical isomerism?
O OH
CH3–C–H ƒ CH2=C (1) CH2 = CH – CH = CH2
(I) (II) H (2) CH2 = CH–CH=CH–CH3
(3) CH2= CH–CH2–CH=CH2
(1) I (2) II (4) CH2 = CH – C º C – CH = CH2
(3) I = II (4) None of these 44. Which of these will exhibit geometrical
39. Stability order of these tautomer is:- isomerism?
OH
OH O OH N N N
CH3 CH3 CH3
(I) (II) (III)
(1) I (2) II
(I) (II) (III) (3) III (4) I and II
45. Which of these will exhibit geometrical
(1) I > II > III (2) III > II > I
isomerism?
(3) II > I > III (4) II > III > I
40. Stability order among these tautomer is:

OH O OH
CH2=C–CH2 –CH3 CH3–C–CH2–CH3 CH3 –C=CH–CH3
(I) (II) (III) (1) I (2) II
(3) III (4) All of these
(1) I > II > III (2) III > II > I 46. This compound can be named as:
(3) II > I > III (4) II > III > I
H 3C CH3
41. Which of the following pairs of isomers C=C
represents a pair of conformational isomers? H H
(1) Cis –2-butene (2) (Z)–2–butene
(3) (1) and (2) (4) R–2–butene
(1) and 47. How many geometrical isomers of this
CH3 H CH3 H compound are possible?

(2) and (1) 0 (2) 2 (3) 3 (4) 4

48. How many geometrical isomers of this
compound are possible:
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(1) 0 (2) 2 (3) 3 (4) 4

(3) and
49. Which of these molecule is optically active?
CH3 C2H5 CH3

(4) and H Br
H Br H Br
H Br
42. Geometrical isomers are:
(1) Structural isomers C2H5 CH3 C2H5
(2) Conformational isomers (I) (II) (III)
(3) Configurational isomers (1) I (2) II
(4) None of these (3) III (4) All of these
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50. Which of the following compounds can have 54. Which of the following can be a meso
non-superimposable mirror images? compound?

(1) (2)
(1) (2)

(3) (4) All of these

Br
(3) (4) None of the above 55. Most stable conformation of n-butane is:
(1) Fully eclipsed (2) Anti staggered
(3) Partially eclipsed (4) Gauche
51. How many stereoisomers are possible of this 56. Which of the following can show
compound? conformational isomerism:
(1) CD 3–H (2) CH2(OH) CH2OH
(3) CH4 (4) All of these
57. Number of stereoisomers of the given
compound is

(1) 2 (2) 3 (3) 4 (4) 5 CH3 CH CH CH CH3

52. Which of the following biphenyl is optical OH

active: (1) 2 (2) 3 (3) 4 (4) 6
58. How many structures of aldehydes are possible
for molecular formula C5 H10 O?
(1) 4 (2) 7 (3) 6 (4) 8
(1) (2) 59. Which of the following can show both
tautomerism and optical isomerism
O

OH
(1) (2)

(3) (4) None Me

O O
(3) (4)
O
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53. Which of the following is optically active 60. Which of the following compound will not
show optical isomerism
CH–CH3
CH3 CH3
CH3
(1) (2)
(1) (2)
CH3
CH3
CH3

(3) (4) All of these (3) (4) all of these

CH3

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61. Which of the following molecule has non- 65. The optical inactivity of meso-tartaric acid is
superimposable mirror images? because of
(1) absence of chiral carbon atoms
CH3 C2H5 (2) External compensation
(1) Cl Me (2) D CH2 CH3 (3) internal compensation
H H (4) presence of asymmetrical carbon atoms
66. Which of the following will not be able to show
CH3 Et optical isomerism?
(3) Br H (4) H CH2 CH3 (1) 1,2-Propadiene (2) 2,3-Pentadiene
D Cl
(3) sec-Butyl alcohol (4) 2, 3-Butanediol
62. What is relation between following compounds 67. The molecules represented by the following two
structures are
CH3 CH2 CH CH2 CHO & CH3 CH CH2 CH2 CHO CH3 H
CN CN H OH HO CH3
(1) positional isomers (2) chain isomers Br H H CO2H
(3) optical isomers (4) metamers CO2H Br
(1) Identical (2) Enantiomers
63. The E-isomer from amongst the following is
(3) Diastereomers (4) Epimers
Cl Br 68. Total number of stereoisomer of compound is
(1) C=C
CH2CH3
given below
H3C
CH3–CH=CH–CH–CH=CH–C2H5
Cl C2H5 CH3
(2) C=C (1) 2 (2) 4 (3) 6 (4) 8
H3C CHO
69. The two compounds given below are :

H3C CH=CH2 D Cl
C H Br I H
(3) H Cl D H
H CH3
I Br
H CH2 Cl (1) enantiomer (2) identical
(4) C=C (3) meso compound (4) diastereomers
H3C CHCl2
70. Which of the following will be optically active?
64. One among the following will not show OH SH
geometrical isomerism (1) (2)
OH Br
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CH3 Br
(1) C OH CH3
Cl CH=CH–CH3 (3) (4)
Br H
CH2Cl CH=CH2 71. Which is optically active ?
(2) C
CH3 HO CH3
H (1) H 3C CH3 (2)
Cl
CH2=CH CH2Cl
C COOH
(3)
H CH=CHCl H OH
(3) H OH (4)
(4) CH3CH = CHCH2CH3 COOH

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GOC-I
72. and are :-
77. Correct order of pKa is :
(1) Positional isomer (2) Chain isomer OH
(3) Identical (4) Metamer
C
73. Which carbonyl compound forms an oxime
(1)
does not show syn-anti geometrical isomerism?
O O
OH
(1) CCH3 (2) CH
CH
(2)
O O
(3) CCH3 (4) C
(3) CH2OH
74. (2R, 3R)-2,3-butanediol is :-

CH3 CH3 (1) 3 > 2 > 1 (2) 2 > 3 > 1

HO H H OH (3) 1 > 2 > 3 (4) 1 > 3 > 2
(1) H OH (2) HO H 78. Correct order of acidic strength :
CH3 CH3
COOH
COOH
CH3 CH3
H OH HO H (1) (2)
(3) H OH (4) HO H
OH
CH3 CH3
COOH COOH
75. One among the following will show optical
activity:-
(3) (4)
H H
C=C CH3 CH2–CH3 CHO
(1) H C=C
H CH(Cl)CH3 (1) 1 > 2 > 3 > 4 (2) 4 > 3 > 2 > 1
(3) 4 > 2 > 3 > 1 (4) 2 > 4 > 3 > 1
H3C H 79. Ka increases in benzoic acid if substituent X
C=C CH(CH3)2
(2) H C=C bonded at para position then X is :
H3C H (1) –OCH3 (2) –CH3

H3C (3) –CN (4) –NH2

CHCl2
C=C CH3 OH
(3) H C=C OH
H3C CH3
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80. (1) (2)

H3C CH2Cl Et
C=C CH2CH3 CHO
(4) H C=C OH OH
H CH2Cl
(3) (4)
76. is named as :- OH Cl
HO H Decreasing order of pKa is :
(1) (2R, 3E)-pent-3-en-2-ol (1) 1 > 2 > 3 > 4
(2) (2S, 3E)-pent-3-en-2-ol
(2) 1 > 3 > 4 > 2
(3) (2E, 3R)-pent-2-en-3-ol
(4) (2E, 3S)-pent-2-en-3-ol (3) 2 > 4 > 1 > 3
(4) 4 > 3 > 2 > 1
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81. Which of the following present the correct 86. Which of the following compound will show
order of acidity in the given compound : Hyperconjugation?
COOH COOH
(1)
(1) (2)
F Cl
F Cl
COOH COOH (2)

(3) (4) I
Br
Br I
(1) 2 > 1 > 3 > 4 (2) 4 > 3 > 2 > 1 (3)
(3) 1 > 2 > 3 > 4 (4) 3 > 2 > 1 > 4
82. The correct order of Ka is : (1) 2 only (2) 1 and 3 only
(i) CH3–CH 2 –COOH (3) 1 and 2 (4) All of these
(ii) OHC–CH2–COOH 87. Correct order of pKb is
(iii) Ph–CH2 –COOH (i) CH3 –CH 2–NH2 (ii) Ph–CH2–NH2
(1) iii > ii > i (2) i > ii > iii
(3) ii > iii > i (4) i > iii > ii
(iii) (iv)
83. Basic strength order will be :

Cº C (1) i > ii > iii > iv (2) iii > iv > i > ii
(1)
(3) iii > iv > ii > i (4) ii > i > iii > iv

CH=CH 88. Correct Decreasing order of pKb is:

(2)

CH2–CH 2
(3)

(1) 1 > 2 > 3 (2) 2 > 1 > 3

(3) 3 > 1 > 2 (4) 3 > 2 > 1
84. Decreasing order of stability of the following (1) 1 > 2 > 3 > 4 (2) 4 > 3> 2 > 1
carbocation ?
(3) 2 > 1 > 3 > 4 (4) 1 > 2 > 4 > 3
+
(A) m-(HO)–C6H 4–CH 2 (B) p-(HO)–C6H4–CH2
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89. Which of the following carbocation is most

(C) p-(CHO)-C6H4–CH2 (D) C6H5–CH2 stable

(1) B > A > D > C (2) B > D > A > C

(3) B > D > C > A (4) D > C > B > A (1) (2)
85. Which of the following is Aromatic?

(1) (2)
(3) (4)

(3) (4)

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90. Which of the following will be least Basic? 95. Which of the following compound will not give
Friedel craft Reaction?

(1) (2) (1) Chlorobenzene (2) Toluene

(3) Benzaldehyde (4) Xylene
96. Correct Reactivity order of E.S.R:

(3) (4)
(i) (ii)
91. Which one of the following Carbocation is
most stable:

(1) (2) (iii)

(1) i > ii > iii (2) iii > ii > i

Å
(3) (4) CH2 - NO (3) i > iii > ii (4) ii > i > iii
2
97. Most reactive towards E.S.R:
92. The correct decreasing order of Reactivity for (1) Benzene (2) Chloro Benzene
following molecule towards E.S.R. (3) Phenyl Acetate (4) Nitro Benzene
98. Correct Decreasing order of pK b value of
Following Compounds is:

(1) (2) (i) Et–NH2 (ii)

(iii) (iv)

(1) i > ii > iii > iv (2) iv > i > iii > ii
(3) (4) (3) iv > iii > ii > i (4) ii > iii> i > iv
99. In which of the following C-Cl Bond ionisation
shall give most stable ion?
(1) 3 > 4 > 2 > 1 (2) 4 > 3 > 2 > 1
(3) 1 > 2 > 3 > 4 (4) 1 > 3 > 2 > 4
(1) (2)
93. Nitro Benzene can be prepared from Benzene
by using mixture of conc. HNO 3 and conc.
H2SO4. In this mixture, H2SO4 act as a
(1) Catalyst (2) Reducing Reagent (3) (4) Ph –CH2–Cl
(3) Acid (4) Base
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94. Which one is most Reactive towards 100. Which of following is most basic
electrophilic Reagent: NH2

(1) CH3–NH2 (2)

(1) (2)
NH2 NH2

(3) (4) (3) (4)

OMe NO2
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101. Which one of the following is most stable 107. Which of the following group has maximum
hyperconjugation effect but minimum
. .
inductive effect
(1) (2) (1) –CH3 (2) –CH2–CH3

CH3
. C CH3
. (3) –CD3 (4)
CH3
(3) (4)
Ph 108. What is the correct order of decreasing stability
Ph of the following cations
102. Which of the following is insoluble in
NaHCO3 ? Å Å
H3C CH CH3 H3C CH OMe
(1) Benzoic acid (2) Benzene sulphonic acid (I) (II)

(3) o-Nitrophenol (4) Picric acid Å

H3C CH CH2 OMe
103. Which is the correct decreasing order of basic
(III)
strength in aqueous medium
(1) II > I > III (2) II > III > I
(1) (CH3)3N > (CH3)2NH > CH3NH2 > NH3
(3) III > I > II (4) I > II > III
(2) (CH3)2NH > CH3NH2 > (CH3)3N > NH3
109. Phenol and carboxylic acid can be
(3) (CH3)2NH > (CH3)3N > CH3NH2 > NH3 distinguished by
(4) CH3NH2 > (CH3)2NH > (CH3)3N > NH3 (1) Na (2) NaHCO3
(3) Litmus test (4) all of these
104. Which of the following is correct order of acidic
strength 110. Arrange the following in order of their leaving
group tendency?
OH
OH OH OH
O
NO2
(I) (II) (III) (IV) Br H3C C O CH3CH 2 O- Ph-O
NO2 (I) (II) (III) (IV)
NO2

(1) I > II > III > IV (2) III > II > IV > I (1) I > II > III > IV

(3) II > III > IV > I (4) IV > II > III > I (2) I >III > II > IV

105. Correct order of basic strength in gas phase is (3) I > II > IV > III
(I) CH 3 –NH2 (II) (CH3)2NH (4) I > IV > III > II
111. Arrange the following in order of their
(III) (CH3)3 N (IV) NH3
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decreasing acidic strength?

(1) I > II > III > IV (2) II > I > III > IV
Å Å
(3) III > II > I > IV (4) II > III > I > V H3C NH3 C6H5 NH3
106. Which carbocation is most stable (I) (II)
Å Å Å
(1) (2) Å
NH2 O2N NH3
H2N C NH2
Å (III) (IV)
(3) (4) Å
(1) I > II > III > IV (2) IV > II > I > III
(3) IV > III > II > I (4) IV > I > II > III

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112. Arrange the following towards their reactivity 115. Arrange the following in order of their reactivity
for ESR towards nitration

H D
OH OH
H H D D

(I) (II) (I) (II)

H H D D
OMe Cl
H D
(C6H6) (C6D6)
OH OH
T
(III) (IV) T T
(III)
NO2 T T
T
(C6T6)
(1) I > IV > II > III (2) I > II > IV > III
(3) I > II > III > IV (4) II > I > III > IV (1) I > III > II (2) I » II » III
(3) I > II > III (4) III > II > I
113. Arrange the following in order of their
decreasing basic strength 116. C O CH3 E+
¾¾ ® major product
O

O .. major product will be

(I) C NH2 (II) NH2
(1) E C O CH3
O

O
(2) C O CH3
(III) NH (IV) O
NH2 E
O E

(3) C O CH3
(1) IV > I > II > III (2) IV > I > III > II O
(3) IV > II > I > III (4) I > II > III > IV
114. Arrange the following in decreasing order of (4) C O CH3
their C=C bond length O
E
117. Which of the following carbocation is
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(I) (II) maximum stable

Å Å
CH2 CH2

H3C
(1) (2)
(III) (IV)
H3C CH3 C2H5
Å Å
(1) II > IV > I > III (2) II > III > IV > I CH2 CH Ph
(3) II > I > IV > III (4) None
(3) (4)
CH3
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118. Which of the following is strongest acid 123. Select the molecule with more polar bond from
COOH each of the indicated bonds among given set
COOH
of molecules:
(1) (2) (a) H3C – H, H3C – Br
(I) (II)
OH NO2
(b) H3C – NH2, H3C – OH
(I) (II)
COOH COOH
(c) H3C – OH, H3C – SH
(3) (4) (I) (II)
(1) I, I, I (2) II, II, II
SO3H CH3
(3) II, II, I (4) II, I, II
119. Which of the following is not an electrophile 124. Which of the following does not represent a
(1) H3O+ (2) BH3 correct set of nucleophile–
(3) CH3 +
(4) ZnCl2
120. The most unlikely representation of resonance (1) HS , C2H5O
structure of p-nitrophenoxide is
••
(2) (CH3 )3 N , NH2, CN ,
O Å O Å
ON O
N ••
(3) SO3, H2O, CH3
(1) (2)
(4) CH3 – S – CH3, NO2, I
O O 125. Which of the following is correct regarding
formation of reactive intermediate in given
Å Å O heterolytic bond cleavage:
ON O ON

••
(3) (4) (1) CH3 - S - CH3 ¾¾® CH3 + CH3 S

••
O O (2) CH3 - Cu ¾¾® CH3 + Cu
121. Which of the following carbanion is most
••
stable? (3) CH3 - Cl ¾¾® CH3 + Cl

(4) 1 & 2 both

(1) H3C CH2 (2) H2C CH CH2
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(a) O
O NH
126. In nitromethane CH3 N ,
(3) H3C C CH2 (4) H3C C CH2
(b) O
122. Polarisation of s-bond caused by polarisation
two N – O bond lengths are:
of adjacent s-bond is referred as–
(1) a = b
(1) Mesomeric effect
(2) a > b
(2) Electromeric effect
(3) b > a
(3) Inductive effect
(4) Can not be compared
(4) Hyperconjugation

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127. Correct order of stability of the following 133. Tautomerism is shown by :-
resonating structure is O O
(1) (2)
O O
CH2 = CH – C – H ¬¾® CH –CH=C–H
2
O O
(a) (b)
(3) (4)
O
•• 134. Select the correct statement :-
¬¾® CH2 – CH = C – H
(c) (1) NH2 is more basic than N
(1) a > b > c (2) a > c > b
(3) b > a > c (4) c > b > a
128. Which of the following shows +R effect: (2) is more basic than N
N
H
(1) C=O (2) – X

(3) – COOH (4) – CONHR O O

129. Which of the following compounds does not (3) is more basic than C
O
show electromeric effect
(4) All of them
(1) CH3– CN (2) CH3–CHO 135. Which of the following is the correct order of
(3) CH2 = CH2 (4) CH 3– Cl stability of free radicals ?
(1) benzyl > allyl > 2° > 1°
130. Which of the following is not an example of +E
(2) allyl > benzyl > 2° > 1°
effect:
(3) allyl > 2° > 1° > benzyl
(1) Hydrohalogenation of Propene (4) benzyl > 2° > 1° > allyl
(2) Hydroboration of propyne 136. Which is not anti aromatic ?

(3) Formation of acetaldehydecyanohydrine

(1) (2)
Å

(4) Hydration of ethene NH2 O

131. Cyclooctatetraene is not aromatic because O
(3) (4)
(1) It has four carobn-carbon double bonds
137. Consider the following molecules
(2) It doesn't have (4n + 2)p electrons (where
NH2 OH
n = 0, 1, 2, 3, . . . . etc) and moreover it is
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non-planar N N
H
(3) It is planar in structure I II III IV
(4) It decolourises potassium permagnate solution What is the correct order of their basicity ?
(1) I > II > III > IV (2) IV > II > III > I
132. Which of the following is most basic ?
(3) I > III > IV > II (4) IV > II > I > III
138. Which one of the following undergoes S N
(1) (2) N reaction with NaCN at the slowest rate ?
N H
(1) Br (2) Br

(3) NH (4) NH2 (3) Br (4) Br

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Å 144. Which one of the following has all the effects, namely
139. Electrophile N O2 attacks the following inductive, mesomeric and hyperconjugative?
(1) CH3Cl
CCl3 NO2 CHO O (2) CH3CH=CH2
(3) CH3CH=CHCCH3
O
I II III IV
(4) CH 2=CH–CH=CH2
Å HYDROCARBON
In which cases N O2 will be at meta-position ?
145. Which of the following dehydrohalogenated to
(1) II and IV (2) I, II and III a maximum extent ?
(3) II and III (4) I only
Br
140. Which is maximum stable ?
Å
(1) (2)
(1) CH 3 CH 2 (2) Å
Br

Å Å
(3) CH2 (4) (CH3 ) 2 CH (3) (4)
Br Br
141. Which is not the resonance structure of aniline? 146. Reagent used to carry out following alkyne to
NH2 Å
NH2 alkene is
Å
(1) (2)
?
¾®
CH2CºCCH3 CH2 H
Å
C=C
NH2 Å H CH3
NH2
(3) (4) (1) Pd-C/H2 (2) Na/NH3
(3) Pd/H2 (4) Ni/H2

142. Rank the following in order of decreasing rate 147. CH=CH2 A CH2CH2OH
of solvolysis with aqueous ethanol (fastest ¾®
B CHCH3
slowest)
OH
CH3 CH3 CH3CHCH2CH(CH3)2 C
CH2CH3
CH2=C–Br Br OH
Br
I II III Schemes; A, B and C are :-
(1) II > I > III (2) I > II > III (1) simple hydration
(3) II > III > I (4) I > III > II (2) hydroboration, mercuration-demercuration,
143. Pairs of related chemical species are given hydration
below. Which pair is not related through (3) hydration, hydroboration, mercuration-
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resonance ? demercuration
(1) CH3 COCH2 COOC2H 5 , (4) mercuration-demercuration, hydration,
CH3 C(OH)=CHCOOC 2 H5 hydroboration
148. CH3CHCH = CH2 CH3CH – CHCH3 ,
O O
(2) CH3–C , CH3–C A
¾® OH
O O
Å Å
(3) O O A will be
O O , O O (1) H2 O/H+
O O (2) BH3 .THF/H2O2 /OH–
(4) (3) Hg(OCOCH 3 )2 .H2 O/NaBH4
(4) All are possible

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