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Isomerism

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01. Which of the following pairs are called position
isomers
02. are called as

(1) Position isomers


(2) Chain isomers
(3) Functional isomers
(4) Ring chain isomers
03. Diethyl thioether and isopropyl methyl thioether are
(1) Metamers
(2) Position isomers
(3) Chain isomers
(4) Chain and position both
04. Which of the following are isomers
(1) Ethanol and ethoxy ethane
(2) Methanol and methoxy methane
(3) Propanoic acid and ethyl acetate
(4) Propionaldehyde and acetone
05. Functional isomer of CH3COOCH3 is
(1) CH3CH2COOH
(2) HOCH2 – CH2CHO
(3) Both of the above
(4) None of the above
06.

(1) Tautomers (2) Functional


(3) Position (4) All the above
07. o-Cresol & benzyl alcohol are
(1) Functional (2) Position
(3) Chain (4) All the above
08. Propene and cyclopropane are
(1) Chain isomers
(2) Position isomers
(3) Geometrical isomers
(4) None of the above
09. The term isomerism was given by
(1) Wholer (2) Hofmann
(3) Bayer (4) Berzilius
10. CH3CHOHCH2CHO and CH3CH2CH2COOH
constitute a pair of
(1) Position isomers
(2) Metamers
(3) Optical isomers
(4) Functional isomers
11. The minimum number of carbon atoms present in an
orgainc compound to show chain isomerism are
(1) 2 (2) 3 (3) 5 (4) 4
12. The minimum number of carbon atoms present in an
organic compound to be able to show position
isomerism are
(1) 3 (2) 4 (3) 2 (4) 5
13. The simplest pair of compounds exhibiting
functional group isomerism have a minimum of
(1) Four carbons
(2) Three carbons
(3) Five carbons
(4) Two carbons
14.

(1) Position isomerism


(2) Chain isomerism
(3) Both the above
(4) None of these
15. Choose the group showing position isomerism

(1) b and e (2) b and c


(3) a and d (4) a, b, c and e
16.

are consititute a pair of


(1) Position isomers
(2) Metamers
(3) Optical isomers
(4) Functional group isomers
17. The minimum number of carbon atoms in ketone to
show position isomerism
(1) 3 (2) 4 (3) 5 (4) 6
18. How many isomers of C5H11OH will be primary
alcohols
(1) 2 (2) 3 (3) 4 (4) 6
19. The minimum number of carbon atoms in ketone to
show metamerism
(1) 3 (2) 4 (3) 5 (4) 6
20. Which of the following compounds can exhibit
tautomerism
21. In keto-enol tautomerism of dicarbonyl compounds,
the enol form is preferred in contrast to the ketoform,
this is due to
(1)Presence of carbonyl group on each side of –CH2–
(2) Resonance stabilization of enol form
(3) Presence of methylene group
(4) Rapid chemical exchange
STEREO ISOMERISM
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22. Geometrical isomerism is due to
(1) The resticted rotation about a double bond
(2) The presence of keto group
(3) The presence of CH(OH) group
(4) The presence of an asymmetric carbon
23. Which is a pair of geometrical isomers

(1) I and II (2) I and III


(3) II and IV (4) III and IV
24. The number of geometical isomers of

(1) 2 (2) 4 (3) 6 (4) 8


25. Compounds containing which of the following
functional groups can exhibit geometrical isomerism
(1) > C = C < (2) > C = N –
(3) – N = N – (4) All the three above
26. Geometrical isomerism is shown by
27.

(1) Tautomerism
(2) Optical isomerism
(3) Geometrical isomerism
(4) Geometrical and optical isomerism
28. The isomerism shown by Benzaldoxime

(1) Optical
(2) Functional
(3) Metamerism
(4) Geometrical
29. molecule exihibit

(1) Chain isomerism


(2) Position isomerism
(3) Geometrical isomerism
(4) Tautomerism
30.

inactive due to the presence of


(1) Molecular symmetry
(2) Molecular asymmetry
(3) External compensation
(4) Two asymmetric carbon atoms
31. Which is optically active molecule
32. The correct statement about the compound (A), (B)
and (C) is

(1) (A) and (B) are identical


(2) (A) and (B) are diasteromers
(3) (A) and (C) are enantiomers
(4) (A) and (B) are enantiomers
33. If optical rotation produced by the compound [A] is
+ 65°, then produced by the compound [B] is

(1) + 65° (2) – 65°


(3) Zero (4) Unpredicatable
34. Among the following structure I to III

Correct statement is
(1) All three are chiral compounds
(2) Only I and II are chiral compounds
(3) Only II is chiral compound
(4) Only I and III are chiral compounds
35. The absolute configuration of the compound is

(1) 2S, 3R (2) 2S, 3S


(3) 2R, 3S (4) 2R, 3R
36. Amongst the following, which one could be the
structure of an optically inactive monosaccharide
having the molecular weight 150 -
37.

(1) Enantiomers
(2) Position isomers
(3) Geometrical isomers
(4) Homomers
38. How many asymmetric carbon atoms are present in
(i) 1,2-dimethyl cyclohexane
(ii) 3-methyl cyclopentene
(iii) 3-methyl cyclohexene
(1) Two, one, one (2) One, one one
(3) Two, none, two (4) Two, none, one
39. Stereo isomers but not mirror image are called
(1) Enantiomers
(2) Mesomers
(3) Tautomers
(4) Diasteromers
40. The priority of groups -OH, -COOH, -CHO, -OCH3
attached to a chiral carbon is in order
(1) -OH > -COOH > -CHO > -OCH3
(2) -OCH3 > -OH > -CHO > -COOH
(3) -OCH3 > -OH > -COOH > -CHO
(4) -OCH3 > -COOH > -CHO > -OH
41. The number of optically active isomers possible in

(1) 2 (2) 4 (3) 6 (4) 8


42. Which of the following contain chiral carbon atom
43. If optical rotation produced by

(1) –36° (2) 0°


(3) + 36° (4) Unpredicatable
44. A compound can be divided into two equal halves &
contains even ‘n’ asymmetric carbon atoms. The
number of optical isomer is
(1) 2n (2) 2(n–1)
(3) 2(n/2–1) (4) 2n–1 + 2(n/2–1)
45. Number of optically active isomers of tartaric acid
is

(1) 2 (2) 3 (3) 4 (4) 5


46. Meso form of tartaric acid is
(1) Dextrorotatory
(2) Laevorotatory
(3) Neither Laevo nor dextro rotatory due to internal
compensation
(4) A mixture of equal quantities of dextro and leavo
rotatory forms
47. Following two isomers are

(1) Enantiomers (2) Mesomers


(3) Diastereomers (4) Homomers
48. The process of separation of racemic modifications
into d and  enantiomer is called
(1) Resolution
(2) Dehydration
(3) Revolution
(4) Dehydrohalogenation
49. Isomers which can be interconverted through rotation
around a single bond are
(1) Conformers
(2) Diastereomers
(3) Enantiomers
(4) Positional isomers
50. Bond angle require to get maximum stable conformer
from minimum stable conformer in n-butane is
(1) 360° (2) 180°
(3) 120° (4) 240°
51. Which of the following does not contain any
asymmetric carbon but can show enantiomerism -
(1) Lactic acid (2) 1, 3-pentadiene
(3) Tartaric acid (4) 2,3-pentadiene
52. Tautomerism is exhibited by -
53.Which of the following will lead to maximum
enolisation -
54. Which of the following has the most acidic proton -
55.Which one of the following is the most stable
conformation of 2, 3-butanediol -
56. Which is a pair of geometrical isomers -
57.

Compound I and II are


(1) Diastereomers (2) Identical
(3) Mesomers (4) Enantiomers
58. The number of stereo isomers possible for the
compound with the structure is -

(1) 2 (2) 4
(3) 6 (4) 8
59.

The compound

(1) cis -1,2-dichlorohexane


(2) cis-1,2-dichlorocyclohexane
(3) trans- 1,2-dichlorohexane
(4) trans -1,2-dichlorocyclohexane
60. Which is optically inactive compound -
(1) b,c,d (2) a,b,d,e
(3) a,b,c,d (4) only e
61.Which compound would exhibit optical isomers -
62. Ibuprofen has the following structure -

This compound shows which isomerism -


(1) Geometrical (2) Optical
(3) Tautomerism (4) None of these
63.Which of the following compounds possesses a chiral
centre -
64. Which of the following compounds is a meso
compound -
65. The observed rotation of 2.0 g of a compound in 10 ml
solution in 25 cm long polarimeter tube is +13.4o . The
specific rotation of the compound is -
(1) +30.2o (2) -26.8o
(3) +26.8o (4) +40.2o
66. Which of the following structures represents a threo-
stereoisomer -
67. Which of the following pairs of compounds are ring-
chain isomers -
68. Which of the following pairs of structures do not
represent isomers -
69. Among the following compounds, the one which can
exhibit geometrical isomerism is -
(1) 1, 3-butadiene (2) 1, 2-butadiene
(3) 1, 3-pentadiene (4) 1, 4-pentadiene
70.The total number of secondary alcohols (including
stereoisomers) possible having the molecular formula
C5H12O is -
(1) 3 (2) 4
(3) 5 (4) 6
71. Which of the following compounds possesses an
asymmetric carbon -
72. Which of the following molecules has no
conformational isomer -
(1) CH3OH (2) CH3CHO
(3) CH2=CH-Cl (4) CH3NH2
73.Which has ‘E-configuration is -
74.Which of the following has Z-configuration -
75. The pair of structures given below represents -

(1) Enantiomers (2) Diastereomers


(3) Homomers (4) Position isomers
76. Which of the following compound is optically
inactive -
77.Which of the following pairs are diastereomers -
78. Which of the following is optically active -
79.What are the type of isomers in following pairs -

(1) Conformers (2) Position


(3) Optical (4) Geometrical
80. Number of chiral carbon atoms in the compound P , Q
and R respectively would be -

(1) 2, 1, 1 (2) 1, 1, 1
(3) 2, 0, 2 (4) 2, 0, 1
81.Which of the following will have a cis isomer ?
82. In which of the following pair of compound shows
correct configuration :
83.

Among the given structures which can exhibit


tautomerism ?
(1) only I (2) only II
(3) only III (4) none of these
84.Which of following compound can show geometrical
isomerism ?
ASSERTION & REASON QUESTIONS
These questions consist of two statements each,
printed as Assertion and Reason. While
answering these Questions you are required to choose
any one of the following four responses.
A. If both assertion & Reason are True & the Reason
is a correct explanation of the Assertion.
B. If both assertion & Reason are True but Reason is
not a correct explanation of the Assertion.
C. If Assertion is True but the Reason is False.
D. If both Assertion & Reason are False.
01. Assertion :- The melting point of fumaric acid is
higher than of maleic acid.
Reason :- The molecules of fumaric acid are more
symmetric than those of maleic acid and hence it
gets closely arranged in the crystal lattice.
(1) A (2) B
(3) C (4) D
02. Assertion :- trans –1– chloro propene has higher
dipole moment than cis –1– chloro propene.
Reason :- The resultant of two vectors in trans –1–
chloropropene is more than in cis –1– chloro
propene.
(1) A (2) B
(3) C (4) D
03. Assertion :- Enol form of cyclohexane –1,3,5 – trione
is more stable than its ketoform.
Reason :- It contains a – hydrogen atoms.
(1) A (2) B
(3) C (4) D
04. Assertion :- Trihydroxyglutaric acid
(HCOO – CHOH– CHOH– CHOH– COOH) exists in
four
steroisomeric forms, two of which are optically active
while the other two are meso-forms.
Reason :- It contains two asymmetric and one pseudo-
asymmetric carbon atom.
(1) A (2) B
(3) C (4) D
05. Assertion :- Organic compounds which do not
contain chiral carbon atoms can not be optically
active.
Reason :- An organic compounds is optically active
only when its mirror image is non-superimposable
irrespective of the fact whether it contains a chiral
carbon atom or not.
(1) A (2) B
(3) C (4) D
06. Assertion :- All the hydrogen atoms in CH2=C=CH2
lie in one plane.
Reason :- All the carbon atoms in it are sp2-hybrized.
(1) A (2) B
(3) C (4) D
07. Assertion :- Benzaldehyde forms two oximes on
reacting with NH2OH.
Reason :- The two oximes arise due to geometrical
isomerism around C=N bound.
(1) A (2) B
(3) C (4) D
08. Assertion :- The boiling point of cis 1,2-dichloro
ethene is higher than that of corresponding
transisomer.
Reason :- Cis- 1,2-dichloro ethene has higher
moment as compared to that of the trans-isomer.
(1) A (2) B
(3) C (4) D
09. Assertion :- Meso tartaric acid is optically inactive.
Reason :- Its optically inactivity is due to external
compensation.
(1) A (2) B
(3) C (4) D
10. Assertion :- 1,2-propadiene exhibits optical isomerism.
Reason :- Its mirror image is non-superimposable.
(1) A (2) B
(3) C (4) D
11. Assertion :- Ethanol cannot show position
isomerism.
Reason :- Ethanol cannot show isomerism.
(1) A (2) B
(3) C (4) D
12. Assertion :- CH3 – CH2 – Br and CH3 – CH2 – I are
Functional isomers.
Reason :- They have different Functional groups.
(1) A (2) B
(3) C (4) D
13. Assertion :- Neopentyl bromide and 2-bromo-2-
methyl butane are enantiomers.
Reason :- Both have same molecular formula as well
as structure formula.
(1) A (2) B
(3) C (4) D
14. Assertion :- Organic compounds which do not
contain chiral carbon atoms can be optically active.
Reason :- Presence of chiral carbon is an essential
condition for optical activity.
(1) A (2) B
(3) C (4) D