Level1

Q No: 1
Which is the correct order of stability of carbanion.
1. F CH2 CH2
2. O2N CH2 CH2
3. Cl CH2 CH2
4. Me3 CH2 CH2
(1) 1 > 3 > 2 > 4
(2) 4 > 1 > 3 > 2
(3) 4 > 2 > 1 > 3
(4) 4 > 3 > 1 > 2
Correct Answer: 3 Status: unattempted
These are carbanions.
Stability of carbon ion 1 effect.
I order Me3

> NO2 > F > Cl

Q No: 2
Select the least acidic compound.
(1)
(2)
(3)
(4)
Correct Answer: 4

Status: unattempted

Acidic strength stability of anion.

Order of I NO2 > F > Ph while CH3 CH2 is +I group.

Q No: 3
Hyperconjugation is best described as :
(1) Delocalisation of electrons into a nearby empty orbital.

(2) Delocalisation of electrons into a nearby empty orbital.

(3) The effect of alkyl groups donating a small amount of electron density inductively
into a carbocation.
(4) The migration of a carbon or hydrogen from one carbocation to another.
Correct Answer: 2 Status: unattempted
Acidic strength stability of anion.

Order of I NO2 > F > Ph while CH3 CH2 is +I group.

Q No: 4
Select the correct statement.
1. Delocalisation of -electron is hyperconjugation.
2. Delocalisation of -electron is resonance.
3. Partial displacement of -electron is inductive effect.
(1) 1 and 3
(2) 2 and 3
(3) 1 and 2
(4) 1, 2 and 3
Correct Answer: 4 Status: unattempted
NA
NA
(1) Delocalisation of -electron is hyperconjugation.
(2) Delocalisation of -electron is resonance.
(3) Partial displacement of -electron is inductive effect.
Q No: 5
Select correct order of heat of hydrogenation (HOH) following compounds

(1) I > II > III > IV

(2) IV > II > III > I
(3) III > I > II > IV
(4) IV > III > II > I
Correct Answer: 1 Status: unattempted
Conjugate Alkenes are more stable than isolated alkene.
NA

Q No: 6
Select the correct order of HOH
(1)
(2)
(3)
(4)
Correct Answer: 2

Status: unattempted

HOH Number of bonds.

NA
If number of bonds are same then HOH
Q No: 7

is more stable than

(1) there is resonance in I but not in II
(2) there is tautomerism in I but not in II
(3) there is hyperconjugation in I but not in II
(4) II has more canonical structures than I
Correct Answer: 1 Status: unattempted

NA
NA
Conjugated diene are more stable than cummulated diene.
Q No: 8
Which order is correct regarding stability of intermediates.

because

(1)
(2)
(3)
(1) 1 = 2 = 3
(2) 1 < 2 < 3
(3) 3 = 2 > 1
(4) 1 > 2 > 3
Correct Answer: 4

Status: unattempted

Stability of carbocation
NA

Q No: 9

Select the correct statement about product A.

(1) Product is aromatic
(2) Product has high dipole moment
(3) Product has less resonance energy
(4) Product is soluble in polar solvent
Correct Answer: 1,2,4 Status: unattempted
NA
NA
Tropylium cation have + positive charge so it have high dipole moment.

Q No: 10
Which of the following is (are) the correct order of bond lengths :
(1) C C > C = C > C C > C N
(2) C = N > C = O > C = C
(3) C = C > C = N > C = O
(4) C C > C = C > C C > C H

Correct Answer: 1,3,4

Status: unattempted

NA
NA

Q No: 11
Which of the following groups can either donate or withdraw a pair of electrons in
resonance depending upon situation :
(1) NO2
(2) NO
(3) CH = CH2
(4) CHO
Correct Answer: 2,3 Status: unattempted

NA
NA
= O can donate lone pair to conjugate system while if its bond with widraw electrons
for conjugated system.
Q No: 12
Identify electron withdrawing groups in resonance among the following :
(1) COOH
(2) CONHCH3
(3) COCl
(4) CN
Correct Answer: 1,2,3,4 Status: unattempted

NA
NA
Any system having e.g A= B or A B and if B atom have more electronegativity widraw
electron from conjugates system.
Q No: 13
Identify electron donating groups in resonance among the following :

(1) CONH2
(2) NO2
(3) OCOCH3
(4) COOCH3
Correct Answer: 3 Status: unattempted
NA
NA
Any atom / group having lone pair which directly attached to the conjugated system will
show +M / +R effect.

Q No: 14
Select the correct statement(s) :
(1)
CH3O H2 is more stable than CH3 H2
(2)
Me2 H is more stable than CH3CH2 H2
(3)
CH2 = CH H2 is more stable than CH3CH2 H2
(4)
CH2 = H is more stable than CH3 H2
Correct Answer: 1,2,3 Status: unattempted

Back bonding stabilities carbocation is more than +I or +H.

NA
Q No: 15
A canonical structure will be more stable if
(1) it has more number of bonds than if it has less number of bonds.

(2) the octets of all atoms are complete than if octets of all atoms are not complete.
(3) it involves cyclic delocalization of (4n + 2) electrons than if it involves acyclic
delocalization of (4n) electrons.
(4) it involves cyclic delocalization (4n) electrons than if it involves acyclic
delocalizationof (4n + 2) electrons.
Correct Answer: 1,2,3 Status: unattempted

NA
NA
For stability of compounds find which compound in which all atom have complete octets.
Q No: 16
In which of the following lone-pair indicated is not involved in resonance :
(1)
(2)
(3)
(4)
Correct Answer: 2

Status: unattempted

Lone pair will not take part if atom have double bond or triple bond.
NA
No conjugation of lone pair.
Q No: 17
In which of the following lone-pair indicated is involved in resonance :
(1)
(2)

(3)
(4)

Correct Answer: 3

Status: unattempted

NA
NA
Lone pair are in conjugation.
Q No: 18
Which of the following statement is /are correct ?
(1) Contributing structures contributes to the resonance hybrid in proportion of their
energies.
(2) Equivalent contributing structure make the resonance very important.
(3) Contributing structures represent hypothetical molecules having no real existence.
(4) Contributing structures are less stable than the resonance hybrid.
Correct Answer: 3 Status: unattempted

NA
NA
NA
Q No: 19
Which of the following statements is (are) true about resonance.
(1) The canonical structure explains all features of a molecule.
(2) The resonance hybrid explains all features of a molecule.
(3) Resonating structures are real and resonance hybrid is imaginary.
(4) Resonance hybrid is real and resonating structures are imaginary.
Correct Answer: 2,4 Status: unattempted

NA
NA
NA

Q No: 20
Write of the following is correct order of stability of given carbocations

(1) a > b > c

(2) b > c > a
(3) c > b > a
(4) c > a > b
Correct Answer: 3

Status: unattempted

NA
NA
NA

Q No: 21
Which of the following is correct order of stability of given carbanions?
(1)
(2)
(3)
(1) 1 > 2 > 3
(2) 2 > 1 > 3
(3) 3 > 1 > 2
(4) 1 > 3 > 2
Correct Answer: 4

I-effect
NA

Q No: 22

Status: unattempted

Which of the following is the correct order of stability of given carbon free radical?

(1) a > b > c

(2) b > a > c
(3) c > b > a
(4) b > c > a
Correct Answer: 3
Hyperconjugation
NA

Status: unattempted

Q No: 23
Correct order of the given compound will be
(1) CF3 CH2
(2) CF3
(3)
(1) 1 > 2 > 3
(2) 2 > 1 > 3
(3) 3 > 1 > 2
(4) 2 > 3 > 1
Correct Answer: 3,4

Status: unattempted

Back bonding & I-effect

NA
Back bond in C.
Q No: 24

In which of the following options I compound is/are more stable than II compound
(1)
(I) C6H5
2 and (II) CH2 = CH
2
(2)
(I) CH3
2 and (II) CH2 =
(3)
(4)

Correct Answer: 1,2

Status: unattempted

NA
NA
(A) More resonance
(B) More hyperconjugation
(C) More resonance
(D) Resonance
Q No: 25
Which is the correct order of stability of given compounds
(a) CH2 =
(b) CH2 = CH

(c)
(d)
(1) a > b > c > d
(2) b > a > c > d
(3) d > b > c > a
(4) d > c > b > a
Correct Answer: 3 Status: unattempted
NA
NA

Q No: 26
Which is the correct order of stability of given compounds

(a)

(b)

(c)
(1) a > b > c
(2) b > a > c
(3) a > c > b
(4) c > a > b
Correct Answer: 2

Status: unattempted

I-effect.
NA
Stability of carbanion -I effect.
Level 2

Q No: 1
Arrange acidity of given compounds in decreasing order :
1. CH3 NH CH2 CH2 OH
2. CH3 NH CH2 CH2 CH2 OH
3. (CH3)3 CH2 CH2 OH
(1) 3 > 1 > 2

(2) 3 > 2 > 1

(3) 1 > 2 > 3
(4) 2 > 1 > 3
Correct Answer: 1

Status: unattempted

Acidic strength stability of anion.

I effect of (CH3)3

> CH3NH

Q No: 2
Select the correct order of HOH per benzene ring for the following compound.

(1) I > II > III

(2) II > I > III
(3) III > I > II
(4) III > II > I
Correct Answer: 1 Status: unattempted
HOH Number of bonds.
NA

Q No: 3
In which of the following molecules electron density in ring is maximum :
(1)
(2)
(3)
(4)
Correct Answer: 2

Status: unattempted

+M group increases electron density on benzene ring.

NA

+M/+R power of
Q No: 4
Select the most stable intermediate.
(1)

(2)

(3)

(4)

Correct Answer: 1

Status: unattempted

Hyperconjugation in benzene ring works at O and P position.

NA

Q No: 5
Which of the following compound is / are aromatic.
(1)
(2)

(3)
(4)

Correct Answer: 1,2,4

Status: unattempted

Lone pair of double bonded atom does not count.

NA
Cyclic, planar, with cyclic conjugation of (4n + 2) electrons are aromatic.
Q No: 6
In each select the aromatic species.
(1)
(2)
(3)
(4)
Correct Answer: 1,2,4

Status: unattempted

For aromatic species molecule should be

Planer
Complete conjugation
(4n + 2) electrons.
NA

Q No: 7
Which of the following groups cannot participate in resonance with other suitable group :
(1) COOH
(2)
(3) COCl
(4)
Correct Answer: 4

Status: unattempted

does not having any vacant orbital.

NA
Valency of N in
nor donate.

is complete and have no lone pair also. So it can neither take electrons

Q No: 8
Which of the following groups can only withdraw a pair of electrons in resonance
depending upon situation :
(1) Ph
(2)
(3)
(4) CONH2
Correct Answer: 4

Status: unattempted

does not having any vacant orbital.

NA
Valency of N in
nor donate.

is complete and have no lone pair also. So it can neither take electrons

No: 9
Resonance energy will be more if
(1) canonical structures are equivalent than if canonical structures are non-equivalent.
(2) molecule is aromatic than if molecule is not aromatic.
(3) more number of -bonds are involved in resonance than less number of -bonds are
involved.
(4) resonance with 2p-2p overlapping than resonance with 3p-2p overlapping.
Correct Answer: 1,2,3,4 Status: unattempted
NA
NA
Aromatic compound have complete conjugation with (4n + 2) electrons so delocatisation
of electrons is more than nonaromatic compound.

No: 10
Which of the following statements is (are) true about resonance.
(1) Resonance is an intramolecular process.
(2) Resonance involves delocalization of both and electrons.
(3) Resonance involves delocalization of electrons only.
(4) Resonance decreases potential energy of a molecule.
Correct Answer: 1,3,4 Status: unattempted

NA
NA
NA
Q No: 11
Which of the following statements is (are) incorrect about resonance.
(1) Resonance has no effect on the potential energy of a molecule.
(2) Resonance is the only way to increase molecular stability.

(3) Resonance is not the only way to increase molecular stability.

(4) Any resonating molecule is always more stable than any non-resonating molecule.
Correct Answer: 1,2,4 Status: unattempted

NA
NA
NA
Q No: 12
Write of the following is correct order of stability of given carbocations

(1)

(2)

(3)
(1) 1 > 2 > 3
(2) 2 > 3 > 1
(3) 3 > 2 > 1
(4) 3 > 1 > 2
Correct Answer: 3

Status: unattempted

Hyperconjugation
NA
Stability hyperconjugation.
Q No: 13
Write of the following is correct order of stability of given carbocations
(1)
(2)

(3)

(4)
(1) 1 > 2 > 3 > 4
(2) 2 > 3 > 1 > 4
(3) 4 > 3 > 2 > 1
(4) 3 > 1 > 2 > 4
Correct Answer: 3 Status: unattempted

Strain in bond
NA

Q No: 14
Write of the following is correct order of stability of given carbocations
(a) CF3 H2
(b) CCl3 H2
(c) CBr3 H2
(1) a > b > c
(2) a > b > c
(3) c > b > a
(4) c > a > b
Correct Answer: 3 Status: unattempted

I-effect
NA

Q No: 15
Which of the following is the correct order of stability of given carbon free radical?

(a)
(1) a > b > c
(2) b > a > c
(3) c > b > a
(4) b > c > a
Correct Answer: 3

(b)

(c)

Status: unattempted

Hyperconjugation
NA

Q No: 16
Which of the following is the correct order of stability of given carbon free radical?
(a)
(1) a > b > c
(2) b > a > c
(3) c > b > a
(4) b > c > a
Correct Answer: 4

Hyperconjugation
NA

Level 3

(b)

Status: unattempted

(c)

Q No: 1
Which of the following compound is non aromatic.
(1)

(2)

(3)
(4)

Correct Answer: 2

Status: unattempted

Compound with cyclic conjugation and (4n + 2) electron are aromatic.

NA
Compound with cyclic conjugation and 4n electronsare antiaromatic remaining are nonaromatic.

Q No: 2
In which of the following molecules electron density in ring is minimum :
(1)
(2)
(3)

(4)

Correct Answer: 4

Status: unattempted

M group decreases electron density on benzene ring.

NA
2 strong M group on ring. Ring decreases electron density.
NO2 M group while NH3 and OCH3 +M groups.
Q No: 3
Among the following molecules, the correct order of C C bond length is
(1) C2H6 > C2H4 > C6H6 > C2H2
(2) C2H6 > C6H6 > C2H4 > C2H2(C6H6 is benzene)
(3) C2H4 > C2H6 > C2H2 > C6H6
(4) C2H6 > C2H4 > C2H2 > C6H6
Correct Answer: 2 Status: unattempted
[X]
More the multiple bond nature less the bond length.
NA

Q No: 4
C1 C2 bond is shortest in
(1)

(2)

(3)

(4)

Correct Answer: 4

Status: unattempted
[X]

More the multiple bond character less the bond length.

NA
Due to resonance in (D) has double bond character.

Q No: 5
Which of the following has longest C O bond :
(1)
(2)
(3)
(4)

Correct Answer: 2

Status: unattempted
[X]

More the single bond character more the bond length.

NA
In (B) due to more resonance more single bond character.

Q No: 6
Among these compounds, the correct order of C N bond lengths is :

(1)

(2)

(3)
(4) CH2 = NH
(1) 4 > 1 > 2 > 3
(2) 3 > 1 > 2 > 4
(3) 3 > 2 > 1 > 4
(4) 3 > 1 > 4 > 2
Correct Answer: 3 Status: unattempted
[X]
More the multiple bond character less the bond length.
NA
Due to resonance in (D) has double bond character.

Q No: 7
1. CH3O CH = CH NO2
2. CH2 = CH NO2
3. CH2 = CH Cl
4. CH2 = CH2
Which of the following is the correct order of C C bond lengths among these
compounds :
(1) 1 > 2 > 3 > 4
(2) 4 > 3 > 2 > 1
(3) 1 > 3 > 2 > 4
(4) 2 > 3 > 1 > 4
Correct Answer: 1 Status: unattempted

More the single bond character more the bond length.

NA
In (B) due to more resonance more single bond character.
Q No: 8

These are three canonical structures of naphthalene. Examine them and find correct
statement among the following :
(1) All C C bonds are of same length
(2) C1 C2 bond is shorter than C2 C3 bond
(3) C1 C2 bond is longer than C2 C3 bond
(4) None of these
Correct Answer: 2 Status: unattempted

More the multiple bond character less the bond length.

More number of contributing structure have more effect.
Two structure have double bond character in C1 C2 while two to have single bond character
in C2 C3.
Q No: 9
Choose the correct statement :

(1)

(2)
(3)
(1) Stability of (2) > (3) > (1)
(2) HOC of (2) > (3) > (1)
(3) Stability of (3) > (2) > (1)
(4) HOH of (1) > (2) > (3)
Correct Answer: 1,2 Status: unattempted

Anti aromatic compound is unstable than Nonaromatic compounds.

For HOC check number of carbon atom and for HOH check bond.

Q No: 10
Among the following which one is having conjugated system :
(1)

(2)

(3)

(4)

Correct Answer: 2,4

Status: unattempted

Anti aromatic compound is unstable than Nonaromatic compounds.

For HOC check number of carbon atom and for HOH check bond.

Q No: 11
Which of the following group can participate in resonance with other suitable group :
(1)
(2)
(3)
(4)
Correct Answer: 1

Status: unattempted

NA
NA
CH2 =

can participates its bond of C = O bond.

Q No: 12
Which one of the following pairs of structures represent the phenomenon of resonance?
(1)
(2)
(3)
(4)
Correct Answer: 1,2,3

Status: unattempted

In conjugated system electron move from less electronegative atom to more

electronegative atom.
NA
NA

Q No: 13
In which of the following pairs IInd compound has less resonance energy :
(1) CO32 & HCOO
(2)
(3)
(4)
Correct Answer: 1,4

Status: unattempted

Extent of resonance
NA

R.E.

Antiaromatic compound so have less resonance energy than CH2 = CH CH = CH2.

Q No: 14
In which of the following pairs IInd compound has higher resonance energy :
(1)
(2)
(3)
(4) CH2 = CH OH & CH2 = CH CH = CH OH
Correct Answer: 1,3,4 Status: unattempted
[X]

Cross conjugation have slightly less R.E. than extended conjugation.

NA

Q No: 15

In which of the following pairs IInd compound has less resonance energy :
(1)
(2)

(3)

(4)

Correct Answer: 1,2,3,4

Status: unattempted

[X]

When bond breaks of C = O bond at II compound positive charge is closer to

each other than I compound so due to repulsion R.E. decreases.
NA
More the resonance & better the resonance more will be resonance energy.

Q No: 16
Which of the following is the correct order of stability of given carbon free radical?
(1) a > b > c
(2) b > a > c
(3) c > b > a
(4) b > c > a
Correct Answer: 3

Status: unattempted

[X]
Hybridisation
NA

Q No: 17
Correct order of the given compound will be

(1) a > b > c

(2) b > a > c
(3) c > a > b
(4) b > c > a
Correct Answer: 4

Status: unattempted

[X]
Resonance on M-effect
NA
Stability of carbocation

+M and +I effect

Q No: 18
Correct order of the given compound will be

(1)

(2)

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

(3) 3 > 1 > 2

(4) 2 > 3 > 1
Correct Answer: 3

Status: unattempted
[X]

Resonance on M-effect
NA
Stability of carbocation

+M and +I effect

Q No: 19
In which of the following options I compound is/are more stable than II compound
(1)
(2)

(3)

(4)

Correct Answer: 2

Status: unattempted
[X]

NA
NA
(A) Negative charge on more electronegative atom
(B) Complete octate
(C) Negative charge on more electronegative atom
(D) Complete octate

Q No: 20
Which is the correct order of stability of given compounds

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

(2)

(3)

(3) 1 > 3 > 2

(4) 3 > 1 > 2
Correct Answer: 4

Status: unattempted
[X]

Hyperconjugation
NA
Hyperconjugation in a, c > b. In compound +I-methyl group is closer to
carbocation.