CHEMISTRY

Sarmas Intensive Competitive

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Grand Assignment Grand Assignment

Course: Course:
ISEET/NEET ISEET/NEET

Isomerism in Organic compounds
Level I
1. How many chain isomers could be obtained from the alkane
14 6
H C
?
(a) Four (b) Five (c) Si (d) Seven
2. !hich of the followin" is an o#tically active com#ound ?
(a) 1$%utanol (b) 1$&ro#anol (c) '$Chlorobutane (d) 4$Hydroyhe#tane(
3. !hich one of the followin" can ehibit cis$trans isomerism ?
(a)
C))H CHCl CH
*

(b) H + C C + Cl
(c) ClCH , CHCl (d)
Cl CH ClCH
' '


4. - com#ound which is not isomeric with diethyl ether is
(a) n$&ro#yl methyl ether (b) 1$%utanol
(c) '$.ethyl$'$#ro#anol (d) %utanone(
5. /umber of isomers which can be obtained theoretically on monochlorination of '$
methylbutane is
(a) 1 (b) ' (c) * (d) 4
6. 0somers of a substance must have the same
(a) Structure formula (b) &hysical #ro#erties (c) Chemical #ro#erties (d) .olecular formula
7. 1he restricted rotation about carbon$carbon double bond in '$ butane is due to
(a) )verla# of one s$and
'
sp $hybridi2ed orbitals (b) )verla# of two
'
sp $hybridi2ed
orbitals
(c) )verla# of one p$and one
'
sp hybridis2ed orbitals
(d) Sideways overla# of two p$obitals
8. -n or"anic molecular necessarily shows o#tical activity if it
(a) contains asymmetric carbon atoms (b) is non$#olar
(c) is non$su#erim#osable on its mirror ima"e (d) is su#erimo#osable on its mirror ima"e(
9. 1he stability of the com#ounds
(i) (ii) (iii) (iv)
(a) (iv) 3 (iii) 3 (i) 3 (ii) (b) (i) 3 (iii) 3 (ii) 3 (iv)
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(c) (ii) 3 (iii) 3 (i) 3 (iv) (d) (iv) 3 (i) 3 (iii) 3 (ii)
10. -n or"anic com#ound
) H C
4 4
5 is found to be o#tically active( !hich of the followin"
could it be ?
(a)
* ' *
CH CH C) CH
(b)
CH) CH CH CH
' ' *


(c)
CH) CH ) (CH
' *

(d)
* '
CH CH()H) CH CH =

11. !hich one of the followin" is the stablest structure of cycloheatriene ?
(a) Chair form (b) %oat form (c) Half chair form (d) &lanar form(
12. !hich of the followin" com#ounds ehibits "eometrical isomerism ?
(a)
%r H C
6 '
(b)
' '
(C))H) (CH)
(c)
CH) CH
*
(d)
' ' '
(C))H) ) (CH
13. How many structural isomers are there of
) H C
17 4
that are ethers ?
(a) 1 (b) * (c) ' (d) 4
14. How many structural (includin" stereoisomers) isomers could be obtained by re#lacin" one
hydro"en of #ro#ene with chlorine ?
(a) ' (b) 4 (c) * (d) 6
15. !hich or"anic structure amon" the followin" is not an isomer of the com#ound
* ' ' ' *
CH CH CH CH C) CH
?
(a)
* ' ' *
CH CHCH )CH CH CH =
(b)
CH) CH CHCH CH CH
' ' *
=

(c)
* ' ' *
CH CH C) CH ) (CH
(d)
* ' ' ' *
CH CH C)CH CH CH

16. 0n the followin" structures5 which two forms are sta""ered conformation of ethane ?
H
H
H H
H
H
H
H
H
H
H
H
H
H
H
H H H
H
H
H
H
H
H
(1) (2) (3) (4)
(a) 1 and 4 (b) ' and * (c) 1 and ' (d) 1 and *
17. )#tical isomerism arises from the #resence of
(a) -n asymmetric carbon atom (b) - centre of symmetry
(c) - line of symmetry (d) -ny of the above
18. meso$1artaric acid is o#tically inactive due to the #resence of
(a) .olecular symmetry (b) .olecular asymmetry
(c) 8ternal com#ensation (d) 1wo asymmetric carbon atoms(
19. -n im#ortant chemical method to resolve a racemic miture makes use of the formation of
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(a) a meso com#ound (b) enantiomers
(c) diasteromers (d) racemates
20. 1he #rocess of se#aration of a racemic modification into d$ and l$enantiomers is called
(a) 9esolution (b) :ehydration (c) 9evolution (d) :ehydrohalo"enation
21. 1he most stable conformation of ethylene "lycol is
(a) -nti (b) ;auche (c) &artially ecli#sed (d) Fully ecli#sed
22. 0n the reaction5
CH()H)C/5 CH HC/ CH) CH
* *
+
a chiral centre is #roduced( 1his
#roduct would be
(a) <aveorotatory (b) .eso$com#ound (c) :etrorotaory (d) 9acemic miture
23. )#tical acitivity is measured by
(a) &olarimeter (b) 9efractiometer (c) S#ectro"ra#h (d) 1racer techni=ue
24. !hich of the followin" has 2ero di#ole moment ?
(a) cis$'$%utene (b) trans$'$%utene (c) 1$%utene (d) ' .ethyl$1$#ro#ene
25. How many stereoisomers are there for tartaric acid ?
(a) ' (b) * (c) 4 (d) 6
26. 1he total number of isomers for
4 4
H C
is
(a) 6 (b) 6 (c) > (d) 4
27. !hich of the followin" com#ounds will show metemerism ?
(a)
6 ' *
H C C) CH
(b)
6 ' 6 '
H C S H C
(c)
* *
CH ) CH
(d)
6 ' *
H C ) CH

28. Fischer #ro?ection indicates
(a) Hori2ontal substituents above the #lane (b) @ertical substituents above the #lane
(c) %oth hori2ontal and vertical substituents below the #lane
(d) %oth hori2ontal and vertical substituents above the #lane(
29.
C H C
6 6
/ and
C / H C
6 6
=
are which ty#e of isomers ?
(a) &osition (b) Functional (c) 1automerism (d) <inka"e
30. 1he number of enantiomers of the com#ound
)H CH%rCH%rC) CH
*
is
(a) 7 (b) 1 (c) * (d) 4
31. 1he most stable conformation of n$butane is
(a) skew$boat (b) 8cli#sed (c) ;auche (d) Sta""ered$antil(
32. 1automerism will be ehibited by
(a)
C/) ) (CH
* *
(b)
/H ) (CH
' *
(c)
' *
C/) 9
(d)
' '
/) 9CH

33. 1he com#ound "iven below are
H CH an! H CH
(a) 8nantiomers (b) 0dentical (c) 9e"iomers (d) :iastereomes(
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34. 1he least number of carbon atoms in alkane formin" isomers is
(a) * (b) 1 (c) ' (d) 4
35. !hich are isomers ?
(a) 8thyl alcohol and dimethyl ether (b) -cetone and acetaldehyde
(c) &ro#ionic acid and #ro#anone (d) .ethyl alcohol and dimethyl ether(
36. 1he total number of isomeric alcohols with the molecular formula
)H H C
A 4
is
(a) ' (b) * (c) 4 (d) 6
37. 1he number of #ossible o#en chain (acyclic) isomeric com#ound for molecular formula
17 6
H C
would be
(a) 4 (b) > (c) 6 (d) 6
38. !hich of the followin" com#ounds is isomeric with '5 '5 45 4$ tetramethylheane
(a) *$8thyl5'5 '$dimethyl#entane (b) 4$0so#ro#ylhe#tane
(c) 4$8thyl$*$methyl$4$n$#ro#yloctane (d) 45 4$:iethyl$*$methylhe#tane
39. 0n the boat conformation of cycloheane5 the most destabili2in" intereaction is
(a) 8cli#sin" (b) 15 *$:iaial (c) 15 *$:ie=uatorial (d) Fla"#ole$Fla"#ole
40. 1he total number of isomeric trimethylben2ene is
(a) ' (b) * (c) 4 (d) 6
41. 1he number of #ossible acyclic structure isomers of
) H C
17 4
is
(a) 6 (b) 6 (c) > (d) 4
42. !hich of the followin" com#ound is not chiral
(a)
Cl CH CH :CH
' ' '
(b)
Cl CH:CH CH
' *

(c)
: CHClCH CH
' *
(d)
CH:Cl CH CH
' *

43. - functional isomer of 1$butyne is
(a) '$%utyne (b) 1$%utene (c) '$%utene (d) 15 *$%utadiene
44. !hich of the followin" has 2ero di#ole moment ?
(a) 151$:ichloromethane (b) cis$15 '$:ichloroethene
(c) trans$15 '$:ichloroethene (d) 1$Chloroethane(
45. 1he %aeyerBs an"le is e#ected to be maimum in
(a) Cyhclodecane (b) Cyclo#entane (c) Cycloheane (d) Cyclooctane
46. (C)$ .andelic acid has a s#ecific rotation of C 164
o
( !hat would be the observed s#ecific
rotation of a miture of '6D ($) mandelic acid and >6D (C) mandelic acid ?
(a) C1146
o
(b) + 1146
o
(c) + >A
o
(d) C >A
o
47. 1he molecule havin" di#ole moment is
(a) '5 '$:imethyl#ro#ane (b) trans$'$&entene
(c) Heane (d) '5 '5 *5 *$1etramethylbutane
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48. 1he number of isomers #ossible for
) H C
4 >
is
(a) ' (b) * (c) 4 (d) 6
49. 1he number of "eometrical isomers of
CHCl CH CH CH CH CH CH
*
= = =
is
(a) ' (b) 4 (c) 6 (d) 4
50. )#tically active isomers but not mirror ima"es are called
(a) 8nantiomers (b) .esomers (c) 1aultomers (d) :iastereomers
51. -n or"anic com#ound will show o#tical isomerism if
(a) four "rou#s attached to C atom are different
(b) three "rou#s attached to C atom are different
(c) two "rou#s attached to C atom are different
(d) all the "rou#s attached to C atom are same
52.
/ H C
A *
cannot re#resent
(a)
o
1
-mines (b)
o
'
-mines (c)
o
* -mines (d) Euaternary
salt
53. !hich of the followin" is o#tically active ?
(a) %utane (b) 4$.ethylhe#tane (c) *$.ethylhe#tane (d) '$.ethyl#tntane
54. /umber of stereoisomers of the com#oundecludin" conformers5 '$chloro$4$methylhe$'$
ene isFare
(a) 1 (b) ' (c) 4 (d) 16
55. 1he number of stereoisomers for #ent$*$en$'$ol is
(a) ' (b) 4 (c) * (d) 6
56.
H CH " CH # CH # CH
H
will show
(a) ;eometrical isomerism (b) )#tical isomerism
(c) ;eometrical and o#tical isomerism (d) /either "eometrical nor o#tical isomerism
57. 1he com#ound
) H C
17 4
can show
(a) .etamerism (b) Functional isomerism (c) &osition isomerism (d) -ll ty#es
58. 1he number of #rimary amines of formula
/ H C
11 4
is
(a) 1 (b) ' (c) * (d) 4
59. !hich of the followin" is the most stable form of cycloheane ?
(a) %oat (b) &lanar (c) 1wist boat (d) Half chair (e) Chair
60. How many isomers can
1' 6
H C
have ?
(a) * (b) ' (c) 4 (d) 6 (e) 1
61. -n isomer of #ro#anal is
(a) -cetone (b) &ro#ane (c) 8thanol (d) &ro#anaol
(e) &ro#anoic acid
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62. 1he number of #ossible alkynes with molecular formula
4 6
H C
is
(a) ' (b) * (c) 4 (d) 6
63. 1he (9)$ and (S)$ enantiomers of an o#tically active com#ound differ in
(a) their reactivity with achiral rea"ents (b) their o#tical rotation of #lane #olari2ed li"ht
(c) their meltin" #oints (d) theiAr solubility in achiral rea"ents
64. %ut$'$ene ehibits cis$trans$isomerism due to
(a) rotation around C
*
+ C
4
si"ma bond (b) restricted rotation around C , C bond
(c) rotation around C
1
+ C
'
bond (d) rotation around C
'
+ C
*
double bond(
65. How many cyclic isomers of C
6
H
17
are #ossible ?
(a) 4 (b) * (c) 6 (d) 6
66. 1he #air of structures "iven below re#resent
CH
3
CH
3
CH
3
CH
2
Cl H
H H H H
H H
Cl
(a) 8nantiomers (b) :iastereomers (c) Structural isomers
(d) 1wo molecules of the same com#ound
67. Consider the followin" or"anic com#ound5
1 ' * 4 6 6 >
* ' ' ' ' ' *
CH CH CH CH CH CH CH
1o make it a chiral com#ound5 the attack should be on carbon
(a) 1 (b) * (c) 4 (d) >
68. - com#ound with molecular formula5
16 >
H C
shows o#tical isomerism5 the com#ound will
be
(a) '5 *$dimethyl#entane (b) '5 '$dimethyl#entane
(c) '$methylheane (d) none of these
69. !hich of the followin" will show "eometrical isomerism ?
(a) 1$%utene (b) 15 '$:ibromobutene (c) &ro#ene (d) 0sobutylene
70. 1he number of ether methamers re#resented by the formula
) H C
17 4
is
(a) 4 (b) * (c) ' (d) 1
71. 1he #refies syn and anti are used to denote
(a) Structural isomers (b) Conformational isomers
(c) ;eometrical isomers (d) )#tical isomers
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72. 0somers of #ro#ionic acid are
(a)
6 '
H HC))C
and
* *
C))CH CH
(b)
6 '
H HC))C
and
C))H H C
> *

(c)
* *
C))CH CH
and
)H H C
> *
(d)
)H H C
> *
and
* *
C)CH CH

73. - similarity between o#tical and "eometrical isomerism is that
(a) each forms e=ual number of isomers for a "iven com#ound
(b) if in a com#ound5 one is #resent then so is the other(
(c) both are included in stereoisomerism (d) they have no similarity(
74. !hich of the followin" does not show "eometrical isomerism ?
(a) 15 '$dichloro$1$#entene (b) 15 *$dichloro$'$#entene
(c) 15 1$dichloro$1$#entene (d) 15 4$dichloro$'$#entene
75. Cis$trans isomers "enerally
(a) contain an asymmetric carbon atom (b) rotate the #lane of #olari2ed li"ht
(c) are enatiomor#hs (d) contain a tri#le bond
(e) contain double bonded carbon atoms
76. 1he absolute confi"uration of the followin" com#ound is

H
Cl
Cl
H
CH
3
CH
3
2
3
(a) ' S5 * 9 (b) ' S5 * S (c) ' 95 * S (d) ' 95 * 9
77. - com#ound whose molecules are su#erim#osable on their mirror ima"es even throu"h they
contain asymmetric carbon atom is called
(a) a meso com#ound (b) an erythro isomer
(c) a threo isomer (d) a "lycol (e) an entectic com#ound
78. 1he number of o#tical isomers formed by hydro"en of the como#ound5
* ' *
CHCH C ) (CH =
are
(a) 1 (b) ' (c) * (d) 2ero
79. 1wo isomeric alkenes - and % havin" molecular formula5
Cl H C
A 6
on addin" H
'
5 - "ives
o#tically inactive( 1he two isomers are
(a) - is *$chloro$1$#entene and % is 1$chloro$'$#entene
(b) - is '$chloro$*$methyl$'$butene and % is 1$chloro$*$methyl$1$butene
(c) - is *$chloro$'$#entene and % is '$chloro$'$#entene
(d) - is 4$chloro$'$#entene and % is '$chloro$'$#entene(
Level II
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80. 1he maimum number of isomers for an alkene with the molecular formula
4 4
H C
is
(a) 1wo (b) 1hree (c) Four (d) Five
81. 1he number of structural and confi"urational isomeris of a bromo com#ound5
%r5 H C
A 6
formed by the addition of H%r to '$#entyne res#ectively are
(a) 1 and ' (b) ' and 4 (c) 4 and ' (d) ' and 1
82. How many chiral carbon atoms are #resent in '5 *5 4$trichloro#entane ?
(a) 1hree (b) 1wo (c) )ne (d) Four
83. )ne recently discovered allotro#e of carbon (e("( C
67
) is commonly known as
(a) Fluorine (b) Fullerene (c) Flourene (d) Freon
84. 1he number of #ossible enantiomeric #airs that can be #roduced durin" monochlorination of
'$methylbutane is
(a) ' (b) * (c) 4 (d) 1
85. How many o#tically active stereoisomers are #ossible for butane$'5 *$diol ?
(a) 1 (b) ' (c) * (d) 4
86. 1he isomers which can be converted into another form by rotation of the molecule around
sin"le bond are
(a) ;eometrical isomers (b) Conformers
(c) 8nantiomers (d) :iastereomers
87. 1he o#tically active tartaric acid is named as :$(C)$ tarataric acid because it has a #ositive
(a) )#tical rotation and is derived from :$"lucose
(b) #H in or"anic solvent(
(c) )#tical rotation and is derived from :$(C)$"lyceraldehyde
(d) o#tical rotation only when substituted by deuterium(
88. !hich of the followin" com#ounds will ehibit "eometrical isomerism ?
(a) 1$&henyl$'$butene (b) *$&henyl$1$butene
(c) '$&henyl$1$butene (d) 15 1$:i#henyl$1$#ro#ene
89. 1he number of isomers for the com#ound with molecular formula
%rClF0 C
'
is
(a) * (b) 4 (c) 6 (d) 6
90. !hich of the followin" com#ounds ehibits stereoisomerism ?
(a) '$.ethylbutene$1 (b) *$.ethylbutynbe$1
(c) *$.ethylbutanoic acid (d) '$.ethylbutanoic acid
91. -n enantiometrically #ure acid is treated with recemic miture of an alcohol havin" one
chiral carbon( 1he ester formed will be
(a) )#tically active miture (b) &ure enantiomer
(c) .eso com#ound (d) 9ecemic miture
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$e%
1(b '(c *(c 4(d
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