SINHA IIT CHEMISTRY TEST- G.O.C.

Practice Test in G.O.C

1. Which of the following statement are correct ?
Delocolisation of electron increase molecular stability because
(a) electron nuclei attraction increases (b) electron electron repulsion increases
(c) potential energy of the molecule increases (d) potential energy of the molecule decreases

2. Which of the following statements are incorrect about canonical structure? All canonical structures of
a molecule

om
(a) must have same number of unpaired electron
(b) must have different number of unpaired electrons
(c) need not be always equivalent but they should not differ much in stability
(d) must have  electrons in different orbital

y .c
3. Which of the following statements are true about resonance ?
(a) Resonance involves delocolisation of  &  elements

tr
(b) Resonance involves delocolisation of  electrons only

is
(c) Resonance has no effect on potential energy of the molecule.
(d) Resonance hybrid explains all feature of molecule

4. em
A canonical structure will be more stable if
(a) If has more number of  bonds than if it has less number of  bonds.
ch
(b) the octet of all atoms are complete than if octet of all atoms are not complete.
(c) it has charge separation than it has no charge separation
of

(d) - ve charge is on more electronegative atom than if +ve charge in on less electronegative atom
ol

5.. Which of the following pairs of structures are resonance structures:

CH3 –– O CH3 –– O
ho

(I) and
CH3 –– C == N(CH3)2
H3C –– C –– N(CH3)2
sc

OH OH
(II)

HO OH HO OH
and
(III) O
OH

N and
N

H
O OH
 
(IV) (C6H5)2 CH –– N – and (C6H5)2 C = N –
O O
(a) I and IV (b) II and III (c) I and II (d) All

6.. Polarisation of electron in acrolein may be written

+ – +
(a) – (b) CH2 == CH –– CH == O
CH2 == CH –– CH == O

SCHOOL OF CHEMISTRY 1-D-10 Talwandi Commerce College Main Road Kota Ph -0744-2407906 1
SINHA IIT CHEMISTRY TEST- G.O.C.
– + + –
CH2 == CH –– CH == O CH2 == CH –– CH == O
(c) (d)

7. In which of the following lone pair indicated is not involved in resonance


 
(a) CH 2  CH  C H 2 (b) CH 2 =CH  CH= N H
(c) (d)
N

om
N
H
8. In which of the following lone pair indicated is not involved is resonance

.c
(b) CH2 = CH – CH = O

(a) CH2 = CH – N H – CH3

y

CH2 = CH – O – CH = CH2

tr
(c) (d)


is
O

em
9. Identify electron withdrawing groups in resonance among the following
(a) –CO2H (b) —C —NH —CH3 (c) —C —Cl (d) CN
O O
ch
10. Identify electron donating groups in resonance among the following
(a) —C —NH2 (b) – NO2 (c) —O — C —CH3 (d) —C —OCH3
of

O O O
11. Which of the following groups cannot participate in resonance with other suitable groups?
ol

– CO2H –CO2– (c) — C —Cl (d) – N H 3

+
(a) (b)
ho

O
12. Which of the following groups can participate in resonance with other suitable groups?
sc


CH2 = O — –CH2 – C H 2 (c) –CH2 – C H 2
+ +
CH2
(a) (b) (d)

13. Which of the following groups can either donate or withdraw a pair of electrons in resonance
depending upon situation?
(a) – NO2 (b) –NO (c) –CH = CH2 (d) –CHO

14. Functional group present in Oxirane

(a) halide (b) carbonyl (c) alcohol (d) ether

15. Mesitylene having 3 Me group are at

(a) 1, 2, 3 (b) 1, 2, 4 (c) 1, 3, 5 (d) 1, 2, 5

16. Tosyl chloride having following atoms

(a) C, N, S, Cl (b) N,C, O, Cl (c) S, C, O, Cl (d) C, N, S, Cl

17. CH3O – CH = CH – NO2 I

CH2 = CH – NO2 II
CH2 = CH – Cl III
CH2 = CH2 IV
Which of the following is the correct order of C-C bond lengths among these compounds.
(a) I > II > III > IV (b) IV > III > II > I (c) I > III > II > IV (d) II > III > I > IV

SCHOOL OF CHEMISTRY 1-D-10 Talwandi Commerce College Main Road Kota Ph -0744-2407906 2
SINHA IIT CHEMISTRY TEST- G.O.C.
18. C1 – C2 bond is shortest in
2
1 C ≡ CH 1 CH = CH2 1 CH2–CH3 1 C ≡ CH
(a) 2 (b) 2 (c) 2 (d)

19. Which of the following has longest C – O bond

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

om
CH2

.c
20. Which is the correct order +I effect of the following groups/atoms

y
(a) tbutyl > isopropyl > ethyl > methyl (b) D > H
(c) –O– > – CO 2

tr
(d) All
21. Which is the correct order of – I effect of the following groups/atoms ?

is

(a) F > Cl > Br > I (b)  N H 3 > NO2 > CN > –CO2H
(c) em
–CO2 R > – SH > – OH > – C  CR > – CH = CR2 (d) All
ch
22. Which of the following statement is correct :
(a) Inductive effect is distance independent (b) Inductive effective is temporary effect
(c) Inductive effect occurs in saturated system (d) If effect stability of the molecule
of

which involves  electrons

ol

23. HO2C — CH CH — OH the direction of electron movement would be

(a) towards – OH group (b) towards – CO2H group
ho

(c) at low temp towards – OH group & at high temp towards –CO2H group
(d) neither –OH nor towards –CO2H group.
sc

24. Heat of hydrogenation of cyclohexene to cyclohexane is –28.6 Kcals/mole. The observed heat of
hydrogenation of benzene to cydohexane is – 49.8 Kcals/mole. The resonance energy of benzene is
(a) 48 Kcals/mole (b) 36 Kcals/mole (c) 24 Kcals/mole (d) 12 Kcals/mole

25. Which of the following represents resonating structure ?

(a) H3C — C — CH3 CH3 C — CH3
&
O OH
(b) CH3CN vs CH3NC

CH3 – C  O vs H3C — C
+
(c) O

(d) H2C CH — OH & C H 2 — CH OH

26. Consider the following three halides:

(I) CH3 –– CH2 –– Cl (II) CH2 = CH –– Cl (III) C6H5Cl
Arrange C – Cl bond length of these compounds in decreasing order :
(a) I > II > III (b) I > III > II (c) III > II > I (d) II > III > I

27 Consider the given compounds

(I) CH3 – CH2 – NH2 (II) CH3 – CH = NH
(III) CH3 – C  N (IV) C2H5 – NH – C2H5
Arrange basicity of these compounds in decreasing order:
(a) IV > I > II > III (b) I > II > III > IV (c) I > IV > II > III (d) IV > I > III > II

SCHOOL OF CHEMISTRY 1-D-10 Talwandi Commerce College Main Road Kota Ph -0744-2407906 3
SINHA IIT CHEMISTRY TEST- G.O.C.
28. Acyl cation has two resonating structures (I) and (II):
 
R –– C O R –– C  O
(I) (II) Which statements is correct for (I) and (II) :
(a) (I) is more stable than (II)
(b) (II) is more stable than (I)
(c) Stability of (I) and (II) will be the same
(d) For some time (I) will be more stable and for remaining time (II) will be more stable.

om
29. In pyridine; Number of conjugated electrons are:

.c
N

y
(a) 6 (b) 8 (c) zero (d) 5
CH3 CH3

tr
H H H H
30.

is
H3 C CH3 H3 C H
H CH3

(a)
(c)
I
Conformational isomers
Constitutional isomers
are II
em (b) Stereoisomers
(d) Identical
ch
CH2
31. H H
of

Y= Compound Y is projection formula of :

H H
ol

(a) Cyclohexane (b) Cyclopentane

(c) Cyclobutane (d) Cyclopropane
ho

32. Which is most stable conformation?

sc

Me Me
Me Me Me H MeMe MeH
(a) (b) (c) (d)

H H H Me
Me Me H H Me
H Me Me
Me Me

33. Select the correct statement/s:

(a) Eclipsed and staggered ethanes give different products on reaction with chlorine in presence of
light.
(b) The conformational isomers can be isolated at room temperature.
(c) Torsional strain in ethane is minimum at dihedral angles 60, 180 and 300.
(d) Steric strain is minimum in staggered gauche form of n-butane.

34 Which of the following statements regarding the projections shown below is true.
H Cl
H3C Cl
H

Cl H CH3
CH3 Cl
H CH3
‘a’ ‘b’
(a) ‘a’ and ‘b’ both represent the same configuration (b) Both ‘a’ and ‘b’ are optically active
(c) ‘b’ alone is optically active (d) ‘a’ alone is optically active

SCHOOL OF CHEMISTRY 1-D-10 Talwandi Commerce College Main Road Kota Ph -0744-2407906 4
SINHA IIT CHEMISTRY TEST- G.O.C.
H OH HO H
H OH H OH
O and HO H O are :
35. HO H
H OH H OH
H H
CH2OH CH2OH
(a) Diastereomers (b) Enantiomers (c) Tautomers (d) Conformers

36. Which of the following is an achiral molecule?

om
CH3 CH3 CH3 COOH
H3C Cl Br H H OH H OH
(a) (b) (c) (d)

.c
H H Cl H3C H H OH
Cl
H CH3 CH3 COOH

y
tr
37.. Which of the following compounds will show geometrical isomerism :
(a) 2-butene (b) propene

is
(c) 1-phenylpropene (d) 2-methyl-2-butene

38.
CH3

The following can exhibit CH3

C=Cem Cl
H
ch
C
CH3 COOH
of

(a) Geometrical isomerism (b) geometrical and optical isomerisms

(c) optically isomerism (d) tautomerism
ol

39. Geometrical isomerism is shown by

ho

(a) H I (b) H I (c) H3C Cl (d) H Cl

C=C C=C C=C C=C
H Br H3C Br H3 C Br H3 C Cl
sc

40 Meso tartaric acid is optically inactive due to the presence of :

(a) Molecular symmetry (b) Molecular asymmetry
(c) External compensation (d) Two asymmetric carbon atoms

41. The number of isomer for the compound with molecular formula C2BrCl I F
(a) 3 (b) 4 (c) 5 (d) 6

42. Magnitude of specific rotations of a compound is independent on

(a) Temperature (b) Concentrations
(c) length of polarimeter (d) Solvent

43. Enantiomers differ in

(a) melting point (b) boiling point
(c) solubility (d) Direction of optical rotation

44. Which of the following option is correct ?

(a) In a pair of enantiomer one is d another is l.
(b) Molecule with superimposable mirror image is optically inactive
(c) all optically inactive compound is mesomer.
(d) mesomer is possible only if compound has two or more similar asymmetric centre.

45. Which of the following option is correct ?

(a) In a mesomer configuration of similar asymmetric centre will be opposite.
(b) a mesomer is optically inactive because one half is d and other half is l.

SCHOOL OF CHEMISTRY 1-D-10 Talwandi Commerce College Main Road Kota Ph -0744-2407906 5
SINHA IIT CHEMISTRY TEST- G.O.C.
(c) An equimolar mixture of enantiomers is called racemic mixture.
(d) Mirror image of an optical active isomer will have opposite configurations on all respective
asymmetric centre.

46.. Which of the following is (are) most likely to be D – sugar ?

CHO CHO CHO CHO
HO H HO H H OH H OH
(a) (b) H
(c) H (d) HO H
HO H OH OH

om
CH2OH CH2OH CH2OH CH2OH

47. An enantiomerically pure acid is treated with racemic mixture of an alchol having one chiral carbon.

.c
The ester formed will be :

y
(a) Optically active mixture (b) Pure enantiomer
(c) Meso compound (d) Reacemic mixture

tr
Me H Me

is
48. Hydrogenation of the adjoining compound
in the presence of poisoned palladium
catalyst gives :
(a) an optically active compound
(b) an optically inactive compound
em H

H
ch
(c) a racemic mixture Me
(d) a diastereomeric mixture.
of

49 The optically active tartaric acid is named as D–(+)– tartaric acid because:
(a) optical rotation and is derived from D–glucose
ol

(b) pH in organic solvent

(c) optical rotation an is derived from D–(+)–glyceraldehydes
ho

(d) optical rotation only when substituted by deuterium

sc

50.. The no.of possible enantiomeric pair that can be produced during monochlorination of 2–methyl-
butane is
(a) 2 (b) 3 (c) 4 (d) 1

SCHOOL OF CHEMISTRY 1-D-10 Talwandi Commerce College Main Road Kota Ph -0744-2407906 6