321

Exercise
Ogen (a) A = C,H, B =C,H, (b) A=CH, B=C,H,
(c) A =C,H,, B= C,H, (d) A= C,H,, B= C,H,
11, Tyrosine is one of the amino acids present in protein. Its
content in protein is 0.22% and its molecular weight is 181
gmol. Lowest molecular mass of protein is
(a) 18100 (b) 2200 (c) 82273 (d) 18132

12, Which of the following is not the correct order of stability of

s test carbocations?
(a) PhC*> Ph,CH* > PhCH;
(b) (CH,),C* > (CH,),CH > CH,=CH -CH,
(c) CH, CH- CH, >CH,CH, > HC=C*
: 3.5 (d) p-CH0 - CçH;CH} >p-CH, -CoH;CHj
then
> p-NO, -CçH,CH}
13. For carbocation
CH, -0-CH,, CH,- NH-CH, CH, -S-CH,
(A) (B) (C)
Correct order of stability
(a) A > B>C (b) C > B>A
test (c) B> A>C (d) C>A> B
14. For carbocation
CH,
CHN-H, CH,- NH-H,
(4) (B)
ition C,Hs- NH CH,
acid (C)
Correct order of stability
(a) A > B> C (b) C> B>A
(c) A> C> B (d) C>A> B
15. For carbocation

the
CH,=CH-C-(CH),
(4)
CH,=CH-CH,
(B)
CH,=CH -CH-CH,
(C)
cted Correct order of stability
non
(a) A> B> C (b) C> B> A
me.
(c) A> C> B (d) C>A> B
16. For carbanion
RC
(A)
R,CH
(B
CH,
(C)
R-CH,
(D)
and Stability order will be
(a)
by A> B> D> C (b) C> D>B>A
(c) B> C>A> D
(d) C> B> D> A
17, For carbanion
the HC=C CH,= CH CH, - CH, CH,
but (A) (B) (C) (D)
Stability order will be

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V1,11 A M
 322
B>C> D (b) A> B> D>C
(a) A > (d) D>C> B>A
A>C> B> D
(c)
18. For carbanion
ÇH, ÇH,
ÇH, ÇH,
NO,
NO,
NO2
(B) (C) (D)
(A)
Stability order will be
(a) A > B>C> D (b) D> B> C>A
(c) A>C> B>D (d) D>C> B>A

19. For carbocation

H, CH, H,
NO,

NO,
NO,
(A) (B) (C) (D)
Stability order will be
(a) A> B>C> D (b) D> B> C>A
(c) A>C> B> D (d) D>C> B> A
20. For carbanion
CH, CH, CH CH,
CH,

CH,
CH
(A) (B) (C) (D)
Stability order will be
(a) A>B>C> D (b) D> B> C>A
(c) A>C> B> D (d) D>C> B> A
21. For carbocation

H,
+

H CH, H,
CH,

CH,
(4) (B)
CH3
(C) (D)
Stability order will be
(a) A> B> C>D (b) A > B> D>C
(c) A>C>B>D (d) D>C> B> A
22. For carbanion
CH, ÇH,
ÇH, ÇH2

C
(4) (B) (C) (D)
Stability order will be
(a) A> B> C>D (b) A> B> D> C
(c) A>C> B> D
(d) D>C> B> A

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t

23. Forcarbocation CH,

CH; ion
is

CH,
C

jon
CI
() (D)
(B)
be
(4)
Stability
orderwill
D
(b) A > B> D>C
B>C> (d) D>C> B>A
(a) A > C>B>D jon
A> stable?
(c)
radical is the most
Which free (b) CH,= CH-H,
24. (a) CçH,-H, (d) CH,-C-CH,
(c)CH,=-CH, Arran
CH,
aBa
most stable2
carbocation is the (a)
25. Which CH, CH (c)K
CH, CH,
4 The

dehy

OH Br NO,
R (3)
(c) (d)
(a) (b)
ambidient
following species is an
26. Which among the (C)
nucleophile?
(b) RCN
(a) H,0
(c) CN (d) GH,
(d
an electrophile?
27. Which among the following is 35. T
(a) SnCl, (b) SO,
(d) All of these he
(c) NO,
28. Which among the following compounds behave both
an

electrophile as well as a nucleophile?

() CH, = CH, (2) RCOCI

H,
(3) CH;- C-CH, (4) RCN 36
(a) only 1 (b) 1and 2
(c) 3 and 4 (d) 2, 3 and 4
29. Consider the following statements
(1) Stability of triphenyl methyl carbocation can be explained
only by
resonance effect.
(2) p-Methoxy benzyl carbocation is more stable then

(3) p-nitrobenzyl
Singlet carbenecarbocation.
is less stable than the triplet carbene.
(4) Benzyne
(a) Iand 2 behaves as
2 3

(c) 2 and 4
nucleophile.
(b) 3 and 4
30. In (d) 1,2, 3 and 4
Duma's method of nitrogen is
(a)
absorbed in KOH nitrogen estimation
(b)
collected in upper part of graduated tube
(C) gets
(d) all areconverted to ammonium
A
31. correct sulphate
Phosphor
(a) MgP,us is estimated as
Shnot en Oneus (b) (NH,),PO, 12Mo0, ?/4123
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 323
Organlc Chemistry ; Some Basic Principles and Techniques
(b) 39, Which of the following is an example for isovalent resonance?
and (d) none of these
(c) both (a)
carbanion, the
With respect to benzyl carbocation and benzyl
correct statement is (a)
CAHsCH,
(a) C HCH; ion is more stable than H;jon ion and (b) CH;=CH- CH=CH) ¬’TH,-CH= CH-H,
jon is also more stable than Ha
h CAHsH; ion is less stable than H3 ion and CsH:H, oHÅ-CH= CH-H;
ion is more stable than Ha ion (c) >C=04 -04 >C-Þ
(c) CAHsH ion is more stable than H3 ion and CAH:H, (d) H-Cl4’ H´CT
ion is less stable than CH, ion
40. Which is more stable among the following?
id) CAHsH, ion is less stable than H3 ion and CáHH, (a) C=0 (b) >-8
ion is also less stable than H, ion (c) > -8 (d) All have the same stability
33. HC=C-CH C=C-H
H H H
41. Which of the following resonating structures of 1-methoxy
1,3-butadiene is least stable?
Arange the bond energy of C - H bonds represented by (a) H, - CH=CH-CH =Ö-CH,
a B andy
(a) a> B>y (b) a >Y> B (b) CH,=CH-H-CH= Õ- CH,
(c) B> a>y (d) Y> B> a
(c) H,-H- CH=CH-0-CH,
34. The compound which gives the most stable carbocation on (d) CH,=CH- CH- H-0-CH,
dehydration is
cH, 42. Consider theofmolecule CH;- H,-H=H,
The length carbon-carbon bond decreases in the order
(a) CH, - ÇH-CH,0H (b) CH, -Ç-OH (a) C, - C, >C,
CH, H, (b) C, - C,>C,-C > C,
(c) CH, - CH, - CH, - CH,OH (c) C, -C, >C,-C, >C-C,
OH
(d) all are equal
43. Alkyl group is o.p-directing because of
(d) CH, -CH- CH, - CH, (a) steric effect (b) electromeric effect
35. The function of boiling the sodium extract with conc. HNO, (c) hyperconjugation effect
before testing for halogens is (d) all the three
(a) to make solution clear
(b) to destroy CN and S²- ions which will otherwise give 44. The rate of the reaction
precipitate R -CH,Br + N,
(c) to make the solution acidic
(d) to convert Fe? to Fe.
36. The correct IUPAC name of the compound,
is influenced by the hyperconjugation effect of group R. IfR
is sequentially is
I. CH, - II. CH, -CH, -
(a) 5,6-Diethyl-8-methyldec-6-ene CH3
(b) 6-Butyl-5-ethyl-3-methyloct-4-ene
(c) S,6-Diethyl-3-methyldec-4-ene
II. HC-ÇH IV. HC-Ç
(d) 2,4,5-Triethylnon-3-ene CH3 CH3

37. Inductive effect involves the increasing order of speed of the above reaction is
(a) delocalization of G-electrons (a) IV, II, II, I (b) I, II, III, IV
(c) I, IV, III, II (d) III, I, L, IV
(b) displacement of o-electrons
(c) delocalization of r-electrons 45. Which of the following alkenes is most stable?
(d) displacement of -electrons.
(a) (b)
38. There are several criteria of purity of organic compounds.
Which is considered to be the best?
(a) Melting point (b) Mixed melting point (c) (d)
(c) Colour (d) Microscopic examination.
 benzene
carbon-carbonbondsin
324 ofindividual 5
bondorder
40. The (b) twO
is
(a) one and tWo
between one alternately andCis
5
(c) two, ounds A, B
(d) one and the compou
statement about COOH
47. The correct
COOCH, -OH
OH H
OH
H 5
OH H
H.
COOCH3
COOH
(B)
(A) COOH
-OH
H
H
HO
COOCH;
(C)
identical
(a) A and B are
diastereomers
(b) A and B are
(c) Aand C are enantiomers
(d) Aand B are enantiomers.
enantiomeric pairs that can be produced
48. The number of possible
during monochlorination of 2-methylbutane is
(a) 2 (b) 3 (c) 4 (d) 1
49. The electromeric effect in organic compounds is a
(a) temporary effect (b) permanent effect
(c) another name of inductive effect
5
(d) none of the above
50. Which is most commonly used to dry organic liquids?
(a) Lithium (b) Sodium
(c) Potassium (d) Rubidium.
51. Amongst the following which are true for S,2
(i) The rate of reaction is reaction?
of the nucleophile.
independent of the concentration 6
(i) The nucleophile attacks the
the molecule opposite to the carbon atom on the side of
(iil)The reaction proceeds withgroup being displaced.
and bond rupture. simultaneous bond formation
(a) (i), (i)
(c) (1), (i), (iii) (b) (i), (ii)
(d) (ii),(ii).
52. Asolution of
formation of
(a) carbanion
(+)-2-chloro-2-phenylethane
slowly in the presence of small
amounts
in toluene
racemises
of SbCI., due to the 6

(c) free radical (b) carbene

(d) carbocation
53. In paper
(a)
(b) mobilechromatography
phase is liquid and
6

(c) mobile phase is solid and stationary phase is solid

both phases are solids stationary phase is liguid
both phases are
(d)
54. Azeotropes are liquids.
(a) liquid
(b) liquids mixtures, which
mixed in equal distil
proportunchanged
ion in composition 6

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 agan
Cehem

followin
(c) sodium whichformsolutions of definite Composition
be separated.
mixtures, which cannot
benzene gaseous
bondsin 55. (d)
If0.32 gofan organiccompoundl containing sulphur produces
bon
sulphur in
BaSO,. Then the percentage of it is
0.233 g of (b) 15 (c) 20 (d) 25.
(a) 10
compound on vaporisation in a Victor Meyer's
mg of adisplaces44.8 mL of air measured at STP. The
apparatus
andC is 56. 116
undsA,B compound is
the
H molecular mass of (c) 58 (d) 44.8
(b) 232
-OH (a) 116 (c)
stability of the below mentioned
-OH The decreasing order of b4 Whic
57. carbocations is
CH, CH
F,CCHS (a)
(2)
(1)

aycHCH, c)
(3) 65. Wh
(a) 4>3> 2>1 (b) 4 > 2>3> 1 ofs
(c) 3>4>2>1 (d) None of these.
(a)
Beilstein's test because
58. Fluorine is not tested by
airs that can be produced (a) it does not react with copper
(b) copper fiuoride is not volatile
butane is
(d) 1 (c) F, is evolved as a gas
by Beilstein's
mpounds is a (d) the statement is wrong. It is well tested
manent effect test.]
59. An enantiomerically pure acid is treated with a racemic mixture
of an alcohol having one chiral carbon, The ester formed will 66
yorganic liquids? be
um
(a) optically active mixture
dium.
(b) pure enantiomer (c) meso compound
efor S,2 reaction? (d) racemic mixture.
ent of the concentration 60. Arrange the carbanions,
Don atom on the side of (CH ),C, CCC, (CH;),CH,CH,CH,
up being displaced. in order of their decreasing stability
67
taneous bond formation (a) C,H,H, >Cl, >(CH,),C >(CH,),CH
(iii) (b) (CH,),CH> Cl, > CGH, H, > (CHs)3
(ii). (e) Ccl,> C,H,H, >(CH,),H >(CH,);C
hane in toluene
racemises
-unts of SbCI,, due
(4) (CH,),>(CH3),CH>C,H,H, >CCl,
to the 61. The IUPAC
name of
bene (a) 2-methylbutane neo-pentane
is
(b) 2,2-dimethylpropane
(c) 2-methylpropane
bocation (d) 2,2-dimethylbutane
62. 29.5 mg of an organic compound containing nitrogen was
ionary phase is solid digested according to Kjeldahl's method and theevolved
onary phase is liquid ammonia was absorbed in 20 mL of 0.1 MHCIsolution. The
excess of the acid required 15 mL of 0.1 MNaOHsolution
for complete neutralization. The percentage of nitrogen inthe
compound
(a) 29.5
is
nchanged
ion in composition 63.
(b) s9.0
(c) 47.4 (d) 23.7
Sodium extract of
Powered by (9ad Oane
Lassai
Shot on Oreus Cl, and dil.H,so, to ggetnee'asblood rediiscolour,
solution with, esU
treated Which ofthe
AM
 210.(c) 199.(b) 188.(c) 17.()166.(c) 155.(b) 144.(d) 33.(a) 122.(a) 111.(d) 100.(a) 89.(a) 78.(c) 67.(b) 56.() 45.(b) 34.(b) 23.(a) 12. (a)1.
(b)

211.(o
(a)201. (b) 189.(b) 178.(a) 167.(c) 156.(b) 145.(d) 134.(a) 123.(b) 112.(c) 101,(d) 90.(a) 79.a)68.() 57.(b) 46.(c) 35.(b) 23. 13.(c) 2.
200.
(d) ()

212.() 190.(a) 179.(a) 168.(d) 157.(b) 146.(c) 135.(a). 124.(b) 113.(b) 102.(b) 91.(a) 8069.(d) 58,(b) 4736.(c) 25.(a) 14.() 3
6) (d (b)

213.(c) 202.(a) 191.(d) 130.(a) 169.(a) 158.(b) 147.(b) 136.(c) 125.(d) 114.(c) 103.(b) 92.() 81.(d) 70. 59.(a) 4837.(c) 26.(d) 15 4

(b a) ) ()

214.(b) 203.(b) 192.(d) 181.(a,d)

170.(d) 159.(c) 148.(c) 137.(a) 126.(d) 115.(c) 104.(c) 93.(b) 8271.(b) 60. 49.(a) 3827.(c) 16.(b) 5.

(c (c) (b) (b)

204.(d) 193.(b) 182.(a, )171.(a) 160.(b) 149.(c) 138.(a) 127.(b) 116.(d) 105.(c) 94. 83. 72.(b) 61.(b) 50.(b) 39.(a) 28. 17.(b) Answer
Keys
6.

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

205.(d) 194,(d) 183.(d) 172.(a) 161.(a) 150.(d) 139.(b) 128.(b) 117.(b) 106.(c) 95. 84. 73.(d) 62.(d) 51. 40.(a) 29. 18.(c) 7.

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

206.(d) 195.(d) 184.(b) 173.(c) 162.(a) 151.(c) 140.(c) 129.(c) 118.(b) 107.(a) 96. 85.(a)
74.(a) 63. 52. 41. 30. 19 8

(a) (a) (d ( (d) (6) (C)

207.(c) 196.(d) 185.(a) 174.(b) 163.(c) 152.(b) 141.(c) 130.(c) 119.(d) 108.(c) 97.(a)
86. 75. 64. 53. 4231. 20.(b) 9
(a) (b(d) (a) (b) (d)
208.(b) 197.(c) 186.(b) 175.(d) 164.(a) 153.(c) 142. 131.(a) 120.(a) 109.(c) 6554.(a)
98. 87. 76.(b) 43.(c) 32.(0) 21.(c) 10.(a)
(d)

209. 0198. D187. (4176. (0165. (a154.(0143. 0132. ( 121. ( 10. d 998 . (0 6 . l 55 44. 3 11

:2CHan (c) & 1. 6 (b)5.

Thus
for
For
-x08107 Equivalent (2)
Grey-white
bright
blue.to in (d)
l WeightWeight :
CuSO, presence
Anhydrous : EmpiMol
Molecular EmpiformiculalmaasThus,
2
mole
+
ricmasaleculs masar s
mole of 5H,0’ of Mass
formula
+150(g) of of
CH, water
organic
metallic
of
of,(i.e. =70.0 CusO, CH,N, ==2
CH, the CuSO,
coloured
Blue and =

12C0,t6H,Oe ’ 0.4630.759 compound x

78 acid
silver changes 54 108 =
(i.e. its C,H,N 36
g), x108-107 SH,0 colour =2
39 (x) +
4
g), 0, to
required = +
O, 0.463g (w) changes
hydrated 14
required =0.759 =
54
is
fromcopper
4
-*22 g