 V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24A OC TOPIC: GOC:INDUCTIVE EFFECT

1. How many following molecules / ions show correct direction of inductive effect.
  
(i) CH3CH2CHCH2CH3 (ii) (iii) CH3CH2 (iv) CH3O (v) CH3NH3


F
(vi) ClCH==CH2 (vii) CH3CH==CH2 (viii) CH3CH2OH (ix) CH3Li (ix) CH3MgBr
(a) eight (b) ten (c) seven (d) six
2. How many following molecules / ions show correct direction of inductive effect.

(i) (ii) (iii) (iv)

(v) (vi) (vii) (viii)

(ix) (ix)

(a) ten (b) seven (c) eight (d) six

3. Inductive effect involves :
(a) delocalisation of -electrons (b) delocalisation of -electrons
(c) displacement of -electrons (d) displacement of -electrons
4. Which statement is correct regarding Inductive effect ?
(a) Electron displacement along a carbon chain and develops partial charges on atoms.
(b) Complete transfer of one of the shared pair of electrons to one of the atom joined by a
double bond.
(c) Implies transfer of lone pair of electron from more electronegative atom to the less
electronegative atom.
(d) I effect increases with increase in the distance.
5. Select the correct statement about Inductive effect :
(a) Inductive effect transfer electrons from one carbon atom to another.
(b) Inductive effect is the polarisation of  bond electrons.
(c) Net charge develops in the molecule by inductive effect.
(d) Inductive effect is distance independent.
1
6. Which of the following has incorrect direction of Inductive effect.

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

7. Which of the following has correct direction of Inductive effect.

(a) CH3—CH2Li (b) H2NCCH

(c) H2NCCH (d)

8. Which of the following alkyl group has the maximum +I effect ?

(a) (CH3)2CH— (b) (CH3)3C— (c) CH3CH2— (d) CH3—
9. Which of the following group shows + I effects :

(a) —F (b) —CHO (c) —NH (d) —CN
10. Decreasing –I effect of given groups is :
(i) –CN (ii) –NO2 (iii) –NH2 (iv) –Cl
(a) iii > ii > i > iv (b) ii > iii > iv > i (c) iii > ii > iv > i (d) ii > i > iv > iii
11. Which is the correct order of inductive effect ?
(a) –NH2 > –OR > –F (b) –F > –OR > –NH2 (c) –NH2 > –F > –OR (d) –OR > –F > –NH2
12. Which of the following statement is correct?
(a) + I group stabilises the carbocation. (b) + I group stabilises the carbon free radical
(c) – I group stabilises the carbanion. (d) all of these
13. Arrange following compounds in decreasing order of their dipole moment.
I. CH3–CH2–NO2 II. CH3–CH2–Cl III. CH3–CH2–Br IV. CH3–CH2–I
(a) IV > III >I > II (b) IV > I > III > II (c) I > III > IV > II (d) I > II > III > IV
14. Which compound has non-zero dipole moment?

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

2
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24B OC TOPIC: GOC:RESONANCE EFFECT

1. Resonance effect involves :

(a) Delocalization of -electrons along a conjugated system.
(b) Delocalization of lone pair along a conjugated system.
(c) Delocalization of negative charge along a conjugated system.
(d) All are correct.
2. Resonance structures of a molecule do not have :
(a) Identical bonding (b) Identical arrangement of atoms
(c) The same number of paired electrons (d) Nearly the same energy content
3. In which of the following delocalisation of -electron is possible.
(a) CH2==CH—CH2—CHO (b) CH2==CH—CH==O
(c) CH3—CH—CH3 (d) CH2==CH—CH2—CH==CH2
|
OH
4. Which of the following compound show resonance ?

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

5. Number of delocalised p electrons in the following structure is.

(a) six (b) eight (c) four (d) ten

6. Find the total number of positions where positive charge can be delocalized by true resonance.

(Excluding the given position)

(a) four (b) eight (c) two (d) six

7. Identify the number of compounds in which positive charge will be delocalised ?

(a) two (b) three (c) four (d) five

3
8. How many of the following species, the negative charge is delocalised?

(a) seven (b) four (c) six (d) five

9. In which compound delocalisation is not possible :
(a) 2-Butene (b) 1, 3-Butadiene (c) 1, 3, 5-Hexatriene (d) Benzene
10. Which of the following pairs are resonating structures ?

(a) and (b) and

(c) and (d) CH3–CH=CH–CH3 & CH3–CH2–CH=CH2

+
11. Stability of CH2—CH==CH2 can be explained by :
(a) Inductive effect (b) Electromeric effect (c) Resonance (d) Polar effect

12. How many equally stable resonating structures are possible for (tropylium cation) ?

(a) 2 (b) 4 (c) 5 (d) 7

13. Which of the following is not acceptable resonating structure of Buta-1, 2, 3-triene.
  

(a) CH2—CC—CH2 (c) CH2—CC—CH2 (d) CH2—CC—CH2
  · ·
(b) CH2==C==C==CH2
14. The least and most stable resonating structure respectively are :

(i) (ii)

(iii) (iv)

(a) (i), (iv) (b) (ii), (iii) (c) (iv), (i) (d) (iii), (ii)
15. Which will be the least stable resonating structure?
   
(a) CH2==CH—CH—CH—NH2 (b) CH2—CH—CH==CH—NH2
   
(c) CH2==CH—CH—CH—NH2 (d) CH2==CH—CH—CH==NH2
16. HNCO (isocyanic acid) has following resonating structures :
   
(I) H—N==C==O  (II) H—N—CO  (III) H—NC—O
The order of stablity is :
(a) I > III > II (b) I > II > III (c) II > III > I (d) II > I > III
17. The decreasing order of stability of the following resonating structures is :
   
(I) CH2==CH—Cl:  (II) C H2==CH—Cl: (III) CH2==CH—Cl:
: :

: :
: :

(a) I > II > III (b) II > III > I (c) III > II < I (d) I > III > II

4
18. Which of the following resonating structure will contribute minimum to resonance hybrid?

(I)  (II)  (III)

(a) I (b) II (c) III (d) All contribute equally
19. In each of the following pairs which ion is more stable :
(x) (y)
 
(i) CH2—CH==CH—NH2 & CH2==CH—CH==NH2

(ii) & CH2==CH—CH==CH—CH==CH2

(iii) &

(iv) CH2==CH—CH==CH—CH==CH2 & CH2=CH—C—CH==CH2

||
CH2
(a) x|y|y|y (b) y|x|y|x (c) x|x|x|x (d) y|x|y|y

5
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24C OC TOPIC: GOC:MESOMERIC EFFECT

1. Mesomeric effect involves the delocalisation of :

(a) Protons (b) Sigma electrons (c)  electrons (d) None of these
2. Which of the following group show +M effect?
(a) —CN (b) —O—NO (c) —CCl3 (d) —CHO
3. Which of the following group show –M effect?

(a) —CMe3 (b) (c) (d)

4. Which of the following group show +M and –I effect ?


(a) (b) (c) —O (d) —OH

5. Which of the following group show +M > –I effect ?

(a) —F (b) (c) (d) —COOH

6. Which of the following group show –M and –I effect ?

(a) —NO2 (b) —NH2 (c) —OH (d) —F
7. How many groups (attached with benzene ring) show +M effect?

(a) five (b) six (c) eight (d) four

8. The weakest + M group of the given species is :
(a) —OCH3 (b) —F (c) —I (d) —N(CH3)2
9. Arrange the following groups in order of decreasing –M effect.
(i) NO2 (ii) COOH (iii) CN (iv) CHO
(a) i > iii > ii > iv (b) i > ii > iii > iv (c) i > iii > iv > ii (d) iv > iii > ii > i
10. Arrange the following groups in order of decreasing +M effect.

(i) —O (ii) – NH2 (iii) – OH (iv) –NHCOCH3
(a) i > ii > iii > iv (b) iv > iii > ii > i (c) i > iii > ii > iv (d) i > iv > iii > ii
11. In which of the following molecule, the mesomeric effect is present ?

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

6
12. In which of the following molecule, the mesomeric effect is not with the benzene nucleus ?

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

13. Electron density order in the benzene nucleus is:

(I) (II) (III) (IV)

(a) I > II > III > IV (b) I > III > II > IV (c) IV > II > III > I (d) I > IV > II > III
14. Rank the following compounds in order of decreasing electron density in the benzene nucleus.
(I) Chlorobenzene (II) 4-nitrochlorobenzene
(III) 2, 4-dinitrochlorobenzene (IV) 2, 4, 6-trinitrochlorobenzene
(a) I > II > III > IV (b) I > III > II > IV (c) III > I > IV > II (d) IV > III > II > I

7
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24D OC TOPIC: GOC:HYPERCONJUGATION EFFECT

1. Hyperconjugation effect involves :

(a) Delocalization of lone pair into an adjacent -bond.
(b) Delocalization of -electrons into an adjacent double bond.
(c) Delocalization of -electrons into an adjacent -bond.
(d) All are true.
2. In hyperconjugation there is overlap between :
(a) p- and -orbitals (b) 2 - orbitals (c) d- and -orbtial (d) - and p - orbitals
3. Which of the following group has the maximum hyperconjugation effect ?
(a) CH3— (b) CH3CH2— (c) (CH3)2CH— (d) (CH3)3C—
4. Hyperconjugation is possible in which of the following species ? CH 3

(a) CH3—CH2 (b) C6H5—CH3 (c) CH2==CH2 (d) CH3 C CH CH2
CH3
5. Which of the following alkenes will show maximum number of hyperconjugation forms ?
CH 3
(a) CH2==CH2 (b) CH3—CH==CH2 (c) CH3—CH2—CH==CH2 (d) CH 3 CH CH CH2
6. Observe the following compound and write the number of hydrogen atoms involved in
hyperconjugation ?

(a) eight (b) nine (c) seven (d) ten

7. Which of the following cannot exhibit hyperconjugation ?

 
(a) CH3—CH2 (b) (c) CH3CH==CH2 (d) (CH3)3C—CH2
8. The C—C bond length in propene is little shorter (1.49 Å) than the C—C bond length (1.54 Å) in
ethane. This is due to:
(a) +I effect of CH3 (b) Mesomeric effect (c) Resonance effect (d) Hyperconjugation effect
9. Among the following alkenes the order of decreasing stability is :
(I) 1-Butene (II) Cis-2-butene (III) Trans-2-butene
(a) II > I > III (b) III > I > II (c) I > II > III (d) III > II > I
10. Arrange in the stability order of following :

(I) (II) (III)

(a) I < II < III (b) II < I < III (c) I < III < II (d) II < III < I
11. The order of heat of hydrogenation in following compound is :

(I) (II) (III) (IV)

(a) I < II < IV < III (b) III < IV < II < I (c) II < III < I < IV (d) II < IV < I < III

8
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24E OC TOPIC: GOC:A, NA, AA

1. Point out the wrong statement in relation to the structure of benzene

(a) It is aromatic compound.
(b) The C—C bond distance in benzene is uniformly 1.397 Å
(c) It is a resonance hybrid of a number of canonical forms
(d) It has three delocalised - molecular orbitals
2. Which of the following compound is an Aromatic in nature.

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

3. Which of the following ion is nonaromatic in nature.

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

4. Which of the following compound is not aromatic in nature.

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

5. Which of the following molecules have all C—C bonds are of equal length?

(a) (b) (c) (d) All of these

6. The hybridisation of nitrogen in (pyrrole) is :

(a) sp3 (b) sp2 (c) sp (d) Cann't be predicted

7. Which of the following is aromatic hydrocarbon ?

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

8. Identify the aromatic compound:

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

9
9. Classify the following as aromatic, antiaromatic and nonaromatic compounds.

(a) 12, 5, 8 (b) 8, 9, 8 (c) 10, 8, 7 (d) 14, 5, 6

10. Number of p electrons in conjugation for these compounds

, , and will be respectively :

(a) 8, 6, 6, 6 (b) 6, 4, 6, 6 (c) 6, 6, 6, 6 (d) 6, 6, 8, 6

11. Among the given molecules, identify aromatic, anti-aromatic and non-aromatic molecules.

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

(5) (6) (7) (8)

(9) (10) (11) (12)

(13) (14) (15) (16)

(17) (18) (19) (20)

(21) (22) (23) (24)

10
(25) (26) (27) (28)

(29) (30) (31) (32)

(33) (34) (35) (36)

(37) (38) (39) (40)

(41) (42) (43) (44)

(45) (46) (47) (48)

(49) (50) (51) (52)

(53) (54) (55) (56)

(57) (58) (59) (60)

(61) (62) (63) (64) (65)

11
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24F OC TOPIC: GOC:MIXED

1. Which of the following statement is CORRECT regarding the inductive effect?

(a) electron-donating inductive effect(+I effect) is generally more powerful than electron-
withdrawing inductive effect(-I effect)
(b) it implies the shifting of  electrons from more electronegative atom to the lesser
electronegative atom in a molecule
(c) it implies the shifting of  electrons from less electronegative atom to the more electronegative
atom in a molecule
(d) it increases with increase in distance.
2. What is the % s character in hybridisation of carbon when it exerts strongest –I effect ?
(a) 25% (b) 50% (c) 75% (d) 100%
3. Which order of I effect is correct.
(a) —NH2 > —NO2 [–I] (b) —NH2 > —NHCH3 [–I] (c) —OH > —Cl [–I] (d) —CD3 > —CH3 [+I]
4. Minimum –I effect is exerted by the group
(a) OH (b) —OCH3 (c) —NH—CH3 (d) —NH2
5. Which of the following statements is INCORRECT about inductive effect ?
(a) Inductive effect is distance dependent and decreases drastically on increase in distance.
(b) Inductive effect is transmitted through -bond.
(c) Inductive effect is transmitted through -bond
(d) Inductive effect is permanent effect
3 2 1
6. In which C—C bond of C H3—C H2—CH2—Br , the inductive effect is expected to be the least.
(a) C1—C2 (b) C2—C3 (c) C1—Br (d) All are same
7. How many groups show —I effect?
  
—CH3, —NH3, —OH, —O, —N(CH3)2, —SO3H, —CHO, —Cl, —COO
(a) 5 (b) 4 (c) 6 (d) 7
8. Which of the following is a conjugated system ?
(a) CH2==C==C==CH2 (b) CH2==C==O (c) CH2==CH—CH==O (d) All of these
9. Among the following alkenes the order of decreasing stability is :
(I) 1-butene (II) cis-2-butene (III) trans-2-butene
(a) II > I > III (b) III > I > II (c) I > II > III (d) III > II > I
10. Resonance energy is :
(a) equal to the energy of resonance hybrid
(b) equal to the energy of most stable canonical structure
(c) equal to the energy of least stable canonical structure
(d) equal to the difference in energies of the most stable canonical structure and resonance hybrid

12
11. Which of the following statements is true about resonance.
(a) In resonating structure hybridisation of atom will be change.
(b) Cannonical structures are imaginary
(c) Cannonical structure explains all features of a molecule
(d) In resonating structures position of nuclei change.

12. (I) (II) (III)

Among these compounds, the correct order of resonance energy is :

(a) (I) > (II) > (III) (b) (II) > (I) > (III) (c) (III) > (I) > (II) (d) (I) > (III) > (II)
13. Which of the following alkenes will show maximum number of hyperconjugation forms ?

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

14. In Which of the following molecule positive charge is not in conjugation.

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

15. Which positive charge stabilised by resonance.

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

16. Which of the following is not correctly ordered for resonance stability?

(a) (II > I > III)

(b) (I > III > II)

(c) (I > II)

(I) (II)

(d) (II = I)

17. Which of the following is the major contributor to the resonance hybrid of CH3COOCH3 ?

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

18.

The least stable cannonical structure among these is:

(a) I (b) II (c) III (d) IV

19. The most stable resonating structure is :
 
(a) H2N—CH—CH==CH—OCH3 (b) H2N==CH—CH==CH—OCH3
   
(c) H2N—CH==CH—CH==OCH3 (d) H2N—CH—CH—CH==OCH3

13
20. Identify which of the following group acts as +m as well as –m ?
(a) —NO2 (b) —OCH3 (c) —NO (d) —CHO
21. Identify which of the following shows – m effect ?

(a) —NH—CH3 (b) —NH (c) —O—C—CH3 (d) —C—Cl
|| ||
O O
22. Decreasing + m-power for the given groups is :

(I) —O—CH3 (II) —F (III) —CH2 (IV) —Cl
(a) I > III > IV > II (b) III > II > I > IV (c) III > I > II > IV (d) II > I > IV > III
23. The correct decreasing order of electron density in aromatic ring of following compounds is :

(I) (II) (III) (IV)

(a) II > III > IV > I (b) III > II > IV > I (c) IV > I > III > II (d) III > II > I > IV
24. Arrange the following compounds in the order of decreasing reactivity towards electrophilic
substitution
OH OCH3

(I) (II) (III) (IV) (V)

(a) V > IV > III > II > I (b) I > II > III > V > IV (c) I > II > IV > III > V (d) I > III > IV > II > V
25. Hyperconjugation is possible in which of the following species ?
CH3

(a) CH3 CH 2 (b) C6H5 CH3 (c) (d) H 3C C CH 2

CH3
26. Which of the following carbocation will show highest number of hyperconjugation structures?
CH3 C2H5

(a) CH3 CH 2 (b) C6H5 CH2 (c) H 3C C (d) H 5C2 C

CH3 C2H5
27. Hyperconjugation is not present in : CH 3
H
C
(a) (b) (c) (d) CH 3

28. Which of the following aromatic rings have less electron density than
CH 3
H :NH2 CHO CH3 CH2CH 3
C
CH 3 (a) (b) (c) (d)

14
29. The total number of contributing structures showing hyperconjugation (involving C—H bonds)
for the following molecule is:

(a) 7 (b) 3 (c) 16 (d) 4

Assertion and Reason .

(a) If both Assertion and Reason are true and Reason is the correct explanation of Assertion.
(b) If both Assertion and Reason are true but Reason is not the correct explanation of Assertion.
(c) If Assertion is true but Reason is false.
(d) If Assertion is false but Reason is true.
(e) If both Assertion and Reason are false.
30. Assertion : Carbon–oxygen bonds are of equal length in acetate ion.
Reason : Bond length decreases with the multiplicity of bond between two atoms.
31. Assertion: C—C single bond of 1,3- Butadiene is shorter than C—C bond in ethane.
Reason : In 1,3-Butadiene partial double bond character has been developed due to resonance .
32. Assertion: Bond length of double bond in benzene is more than the bond length of double
bond in buta-1,3-diene.
Reason : Increase in delocalisation of p electrons increases the bond length of double bond
in benzene.

15
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24G OC TOPIC: GOC:ACIDS & BASES

1. The acidity of the protons H in each of the following is:

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (iii) > (ii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
2. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (ii) > (i) > (iii) (d) (iii) > (i) > (ii)
3. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (iii) > (ii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
4. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
5. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (ii) > (i) > (iii) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
6. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)

16
7. Identify correct acidic strength order in the following compounds

(a) (i) > (ii) > (iii)

(b) (ii) > (iii) > (i)
(c) (i) > (iii) > (ii)
(d) (iii) > (i) > (ii)

8. Identify correct acidic strength order in the following compounds

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i)
(c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)

9. Identify correct acidic strength order in the following compounds

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i)
(c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)

10. The acidity of the protons H in each of the following is

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (ii) > (i) > (iii) (d) (iii) > (i) > (ii)
11. The acidity of the protons H in each of the following is

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
12. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (iii) > (ii) > (i) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
13. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (iii) > (ii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)

17
14. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
15. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (iii) > (ii) > (i) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
16. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
17. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
18. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
19. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
20. Identify correct acidic strength order in the following compounds

(i) (ii) (iii)

(a) (i) > (ii) > (iii) (b) (ii) > (iii) > (i) (c) (i) > (iii) > (ii) (d) (iii) > (i) > (ii)
21. Which nitrogen in LSD is most basic?
(a) 1 (b) 2
(c) 3 (d) All are equally basic

18
22. The decreasing order of basic strength is:
(a) (i) > (v) > (iii) > (iv) > (ii)
(b) (iv) > (i) > (v) > (iii) > (ii)
(c) (v) > (iv) > (i) > (ii) > (iii)
(d) (iv) > (v) > (iii) > (i) > (ii)

23. Arrange the following in the decreasing order of their acidic strength

(i) (ii) (iii) (iv)

(a) (i) > (ii) > (iii) > (iv) (b) (iv) > (iii) > (ii) > (i) (c) (ii) > (i) > (iv) > (iii) (d) (i) > (ii) > (iv) > (iii)
24. Arrange the following hydrogens in the order of their acidic behaviour

(a) (i) > (iii) > (ii) (b) (ii) > (iii) > (i)
(c) (i) > (ii) > (iii) (d) (iii) > (ii) > (i)

25. Which of the following acid gives evolution of CO2 with NaHCO3?

(i) (ii) (iii) (iv) (v)

(a) (i), (iii), (iv), (v) (b) (iii), (iv), (v) (c) (i), (ii), (iii), (iv), (v) (d) (i), (iii), (v)
26. Select the correct statement

(a) is more basic than (b) is more basic than

(c) is more basic than (d) All of them

27. Which of the following is most basic?

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

28. Which of the following is most basic?

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

19
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24H OC TOPIC: GOC:ACIDIC STRENGTH

Subjective: Mention the Correct Acidic Strength Order of given Set of Compounds .

1.(i) (ii) (iii) 2.(i) (ii) (iii)

3.(i) (ii) (iii) 4.(i) (ii) (iii)

5.(i) (ii) (iii) 6.(i) (ii) (iii)

7.(i) (ii) (iii) 8.(i) (ii)

9.(i) (ii) (iii) 10.(i) (ii) (iii)

11.(i) (ii) (iii) 12.(i) (ii) (iii)

14.(i) (ii) (iii)

13.(i) (ii) (iii)

20
15.(i) (ii) (iii) 16.(i) (ii) (iii)

17.(i) (ii) (iii) 18.(i) (ii) (iii)

19.(i) (ii) (iii) 20.(i) (ii) (iii)

22.(i) (ii) (iii)

21.(i) (ii) (iii)

23.(i) (ii) (iii) 24.(i) (ii) (iii)

25. (i) (ii) 26. (i) (ii)

27. (i) (ii) 28. (i) (ii)

29. (i) (ii) 30. (i) (ii)

31. (i) (ii) 32. (i) (ii)

21
33. (i) (ii) (iii)

34. (i) (ii) (iii)

35. (i) (ii) (iii)

36. (i) (ii) (iii)

37. (i) (ii) (iii)

38. (i) (ii) (iii)

22
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24 I OC TOPIC: GOC:MIXED, ACID & BASES, DIPOLE

1. Among the pairs given below, identify the most acidic compound.
p q r
COOH
H COOH

x
H3C COOH
(a) (p–x), (q–x), (r–y)

H COOH
COOH COOH (b) (p–x), (q–y), (r–y)
y (c) (p–y), (q–x), (r–y)
H3C
(d) (p–y), (q–y), (r–y)
2. Among a few acids that can give intramolecular hydrogen bonding for their conjugate base forms–
COOH
COOH
OH HO OH COOH

(p) (q) (r) (s)

O
COOH CH 3

(I) Which increases the stability of the conjugate base, pick the acids that gives chelation.
(a) (p) and (q) only (b) (p), (q) and (s) (c) (s) only (d) (p) and (s) only
(II) Write the correct order of acidic strength for the acids.
(a) (q) > (p) > (r) > (s) (b) (q) > (p) > (s) > (r) (c) (s) > (q) > (p) > (r) (d) (r) > (q) > (p) > (s)
3. The correct order of stability of conjugate bases among the following is
Ph
CH 2
(p) (q) (r) Ph3C (s)

(a) (p) > (q) > (r) > (s) (b) (q) > (p) > (r) > (s) (c) (r) > (q) > (p) > (s) (d) (r) > (p) > (q) > (s)
4. Among the pairs given below, identify the most acidic compound.
p q r

H H
H H
H H

x C OH
COOH
H3C COOH (a) (p–y), (q–x), (r–y)
O

(b) (p–x), (q–y), (r–y)

H H3C H (c) (p–x), (q–y), (r–x)

y H
(d) (p–y), (q–x), (r–x)
H C OH H COOH
H COOH
O

23
5. The correct order of acidic strength of the following compounds is:
COOH COOH COOH COOH
OH I Cl F

(i) (ii) (iii) (iv)

(a) (iv) > (iii) > (ii) > (i) (b) (iii) > (ii) > (i) > (iv) (c) (ii) > (iii) > (i) > (iv) (d) (ii) > (iii) > (iv) > (i)
6. The correct order of stability of conjugate bases among the following is
O
(p) CH2NO 2 (q) (r) H 3C C Ph (s) Ch 2 CN
(a) (p) > (q) > (r) > (s) (b) (p) > (r) > (q) > (s) (c) (p) > (s) > (q) > (r) (d) (p) > (s) > (r) > (q)
7. Which of the following compounds can form ylides with the base?
O
H 3C H 3C H 3C CH3
(p) CH P (Ph)3 (q) S C Ph3 (r) S CH3 (s) H 3C S
H 3C H 3C H 3C CH3

(a) (p), (q), (r), (s) (b) (p), (r) (c) (p), (r), (s) (d) (p), (s)
8. The correct order of basic strength is
H
(I) NH (III)
N

(a) (II) > (III) > (I) (b) (I) > (II) > (III)
O N O
(c) (I) > (III) > (II) (d) (III) > (I) > (II)
H (II)
9. The correct order of basicity of the molecules is
O
(p) (q) (r) (s)
N N N
N
H H
H
(a) (r) > (s) > (p) > (q) (b) (s) > (r) > (q) > (p) (c) (r) > (s) > (q) > (p) (d) (s) > (r) > (p) > (q)
10. The correct order decreasing order of base strength of the following compounds is
O
(a) > CH3NH > CH3NH 3 > CH3OH > H 3C C O
O
(b) CH3NH > > CH3NH 3 > CH3OH > H 3C C O
O
(c) CH3NH > CH3NH 3 > > H 3C C O > CH3OH
O
(d) > CH3NH > H 3C C O > CH3OH > CH3NH 3

11. Among the following pairs, select the more basic compound
(p) (q)

(x) (y) (x) (y)

CN CN
(a) (p–y), (q–y) (b) (p–y), (q–x) (c) (p–x), (q–y) (d) (p–x), (q–x)

24
12. Among the following pairs, select the more basic compound.
N N
(p) (q) (a) (p–y), (q–y) (b) (p–y), (q–x)
(x) (y) (x) (y) (c) (p–x), (q–y) (d) (p–x), (q–x)
13. The correct order of bacicities of the following compounds is:

(i) (ii) (iii) (iv)

(a) (ii) > (iv) > (i) > (iii) (b) (iv) > (ii) > (i) > (iii) (c) (iv) > (ii) > (ii) > (i) (d) (iv) > (i) > (ii) > (iii)
14. The correct order of bacicities of the following compounds is:
N
(p) (q) N (r)
N (a) (p) > (q) > (r) (b) (r) > (p) > (q)
N N N
Pyridazine Pyrimidine Pyrazine (c) (p) > (r) > (q) (d) (q) > (p) > (r)
15. Rank the following compounds according to their basic strength.

(i) (ii) (iii) (iv)

N

(a) (iii), (iv), (i), (ii) (b) (i), (ii), (iv), (iii) (c) (ii), (i), (iv), (iii) (d) (i), (ii), (iii), (iv)
16. Arrange the following compounds in decreasing order of basic strength.
N
(p) (q) (r) N H (s)
N
H
(a) (s) > (p) > (q) > (r) (b) (q) > (s) > (p) > (r) (c) (q) > (p) > (s) > (r) (d) (s) > (p) > (r) > (q)
17. Arrange the following conjugate bases according to their stability
(p) (q) (r) (s) (t)

(a) (p) > (q) > (s) > (r) > (t) (b) (q) > (p) > (s) > (r) > (t)
(c) (p) > (q) > (r) > (s) > (t) (d) (p) > (q) > (r) > (t) > (s)
18. Which of the following molecules is most acidic? O

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

19. The correct order of acidic strengths is:

(a) (q) > (r) > (p) (b) (r) > (q) > (p)
(c) (p) > (r) > (q) (d) (q) > (p) > (r)
20. Among the following pairs, in which pairs is the first one a stronger base than the second?

(a) (b) OH, SH (c) (d)

25
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24J OC TOPIC: GOC:MIXED, ACID & BASES, DIPOLE

1. What is the pKa of Ethane?

(a) 4.5 (b) 50 (c) 15.7 (d) 15
2. Estimate the pKa of the proton indicated
H

(a) 50 (b) 35 (c) 25 (d) 5

3. Which of the following reactions does not occur as shown:
(a) CH3CC–Na+ + CH3CO2H  CH3CO2–Na+ + CH3CCH
(b) CH3CC–Na+ + CH3OH  CH3O–Na+ + CH3CCH
(c) CH3CCH + NaNH2  NH3 + CH3CC–Na+
(d) CH3CCH + NaOH  H2O + CH3CC–Na+
4. Of compounds (i) and (ii), ___ is the stronger acid and of compounds (iii) and (iv), ___ is the
stronger base

(i) (ii) (iii) (iv)

N
H
(a) (i) and (iii) (b) (i) and (iv) (c) (ii) and (iii) (d) (ii) and (iv)
5. Which is the following compounds is most acidic:
OH OH OH
(a) Cl CH 2 CH 2 OH (b) (c) (d)
NO2
6. Which of the following compounds will react with sodium hydroxide solution in water?
(a) C6H5OH (b) C6H5CH2OH (c) (CH3)3COH (d) C2H5OH
7. Correct order of acidic strength of given compounds will be?

(i) (ii) (iii) (iv)

(a) (iv) > (ii) > (i) > (iii) (b) (iv) > (iii) > (i) > (ii) (c) (iv) > (i) > (ii) > (iii) (d) (iv) > (i) > (iii) > (ii)
8. Which compound would be most acidic?
(a) CH3CH2CH3 (b) CH3CH=CH2 (c) Cyclohexane (d) CH3(CO)CH3 (e) Benzene

26
9. Chose the order that has the following compounds with respect to decreasing acidity.
O OH
OH OH C

(i) (ii) (iii)

(a) (ii) > (iii) > (i) (b) (ii) > (i) > (iii) (c) (i) > (ii) > (iii) (d) (i) > (iii) > (ii) (e) (iii) > (i) > (ii)
10. Which base is strong enough to convert (CH3)3COH into (CH3)3CONa in a reaction that goes to
completion?
(a) NaNH2 (b) CH3CH2Na (c) NaOH (d) CH3COONa (e) More than one of the above
11. Among the following compounds, the one that undergoes deprotonation most readily in the
presence of base, to form carbonion is-
O O O O O O O
(a) (b) (c) (d)
MeO MeO H
12. Which hydrocarbon in the following molecule would you expect to be the most acidic (i.e., most
easily removed as H+)?

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

13. Based upon a understanding of product stability, predict the product formed when the following
dianion reacts with one equivalent of acid.
O O OH O O OH O O O O O O
H (a) (b) (c) (d) (e)

14. Rank the following in order of relative acidity (more acidic going to less acidic)
O
OH
(p) COOH (q) (r) H 2SO4 (s) OH
F
(a) q > r > p > s (b) r > p > s > q (c) s > r > p > q (d) r > s > p > q (e) q > p > s > r
15. Arrange the following compounds in order of decreasing acidity.
OH OH OH OH

(i) (ii) (iii) (iv)

Cl
(a) (ii) > (i) > (iv) > (iii) (b) (i) > (ii) > (iii) > (iv) (c) (i) > (ii) > (iv) > (iii) (d) (ii) > (i) > (iii) > (iv)
16. Most acidic phenol derivative is:
OH OH OH OH

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

17. Among the following compounds, the most acidic is:

(a) p-nitrophenol (b) p-hydroxybenzoic acid (c) o-hydroxybenzoic acid (d) p-toluic acid

27
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24K OC TOPIC: GOC:MIXED, ACID & BASES, DIPOLE

(a) :N O
1.
CH C O 2H

:
(b) N (d)
H NH2
(c)
Identify the stable conjugate acid when addition of 2 mole of HCl take place:
H H
:N O O O O
:N N N
CH C OH CH C OH CH C O CH C O
:

:
(a) (b) N (c) N (d) N
H NH 2 H
H H H H

2. Amongst the following, the strongest base in aqueous medium is:

(a) CH3NH2 (b) NCCH2NH2 (c) (CH3)2NH (d) C6H5NHCH3
3. Compare the basic strength

N N N N
(i) (ii) (iii) (iv)
N N N N O N N O N

H H H H H
(a) (i) > (iv) > (ii) > (iii) (b) (ii) > (i) > (iv) > (iii) (c) (ii) > (iv) > (i) > (iii) (d) (i) > (ii) > (iv) > (iii)
4. Which would be the weakest base
(a) CH3COONa (b) CF3COONa (c) CHF2COONa (d) CH2FCOONa
5. Rank the following compounds in order from most basic to least basic.
NH 2
(i) (ii) (iii) (iv)
N
:

N N
:

H H
(a) (iii) > (i) > (iv) > (ii) (b) (i) > (iii) > (iv) > (ii) (c) (iii) > (ii) > (i) > (iv) (d) (iii) > (iv) > (i) > (ii)
6. Which of following is not likely to form Zwitter ion
HOOC CH NH 2

(a) HOOC NH2 (b) HO 3S NH2 (c) (d)

7. Arrange the following compounds in order of decreasing basic strength.

(i) (ii) (iii) (iv)

(a) (ii) > (i) > (iv) > (iii) (b) (i) > (ii) > (iv) > (iii) (c) (iii) > (ii) > (i) > (iv) (d) (iii) > (i) > (ii) > (iv)

28
8. The correct order of basicities of the following compounds is

(i) (ii) (iii) (iv)

(a) (ii) > (i) > (iii) > (iv) (b) (i) > (iii) > (ii) > (iv) (c) (iii) > (i) > (ii) > (iv) (d) (i) > (ii) > (iii) > (iv)
9. Which is most basic among given compounds? H
H

C
H

:
:

N
N
(a) (b)
H
C

H
H

H
:

(c) H 3C CH N (d)
H

29
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24L OC TOPIC: GOC:MIXED, ACID & BASES, DIPOLE

Subjective ELP
1. Azulene has an unexpectedly high dipole moment. Explain.
2. Compare the dipole moments of the following compounds with reasons.

(a) and (b) and

(c) and (d) and

3. Which of the following two compounds has higher dipole moment?

(a) (b)

4. Rationalize that reacts with LiAlH4, whereas Et2C=CMe2 does not.

5. Arrange the following ions in order of decreasing stability.

(a) (i) (ii) (iii) (b) (iv) (v)

6. Arrange the following compounds in order of increasing pKa values.

(a) (b) (c)

7. Which compound in the following pair is more acidic and why?

(a) (b)

8. What is squaric acid. Why is it a very strong acid?

9. Enol-form of 9-formylfluorene is favoured in its equilibrium system. Explain.
11. Which of the following hydrocarbons is expected to be the most acidic?

(a) (b) (c)

30
10. Predict which member of each of the following pairs of compounds has higher resonance energy
and justify your choice.
(a) Anthracene or phenanthrene (b) Ammonium acetate or acetamide
(c) Cyclooctatetraene or styrene (d) Benzene or hexamethylbenzene
(e) p-benzoquinone or benzaldehyde (f)
(g) Furan or thiophene
12. Give example of molecules or ions which corrobo-rate the following facts.
(a) A molecule with 4n p-electrons and antiaromatic (n =1, 2, 3, ...)
(b) A dianion system having aromatic character
(c) A non-benzenoid bicyclic hydrocarbon having aromatic characcter in ionic form.
13. Identify the aromatic systems among the following structures based on Huckel's rule.

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

(f) (g) (h) (i) (j)

14. Which of the following species should be aromatic by the Huckel's 4n + 2 rule?

(a) (b) (c) (d) (e) (f) (g)

15. Using the theory of aromaticity, explain the fact that (a) and (b) are different compounds, but (c)
and (d) are identical?

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

16. Cyclooctatetraene (COT) is more stable in tub-like structure compared to planar structure. Give
reasons.
17. Between tropone and 2-hydroxytropone, the latter is found to be more stable. Offer an
explanation.
18. Give examples of so called pseudoaromatic compounds. Why are they so called?
19. Coronene has the following structure containing 24 p-electrons. Yet it exhibits strong aromatic
character. Offer an explanation.
20. The directions of dipole moments of 3-methylene-cycloprop-1-ene and 5-methylenecyclopenta-
1,3-diene are opposite to each other. Offer an explanation.
22. A single resonance structure is shown here for each of several molecules. Consider other
resonance structures. Comment on those that would expect to make major stabilizing
contributions to the molecule in question.

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

31
21. Draw the structures of
(a) triapentafulvalene, (b) triafulvalene and (c) pentaheptafulvalene.
Which of these have stable polar structures and why?
23. Two compounds have the same molecular formula, C6H6. Both of them show aromatic character,
but one in neutral form and the other in polar form. Identify the compounds and give reasons.
24. The relative basicity of the carbonyl oxygen atoms can be measured by studying the strength of
hydrogen bonding between the carbonyl compound and a hydrogen donor like phenol. In carbon
tetrachloride, values of Keq for 1:1 complex formation for the compounds shown have been
measured. Rationalise the observed order of basicity.

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

Keq  6.2 83.2 31.2 117

25. Identify the following compounds as aromatic, homoaromatic, non-aromatic, or antiaromatic.
Give reasons in each case.

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

(e) (f) (g)

26. Account for the following observations.

(a) The barrier for rotation about the marked bond in the following compound is only about 14
kcal/mol.

(b) Hydrocarbon (i) (pK ~ 14) is much more acidic than (ii) (pK ~ 22).

(i) (ii)

(c) Cyclopentadienone is a kinetically unstable molecule.

27. Which of the following ring compounds obey Huckel's rule?
C10H10+, C10H10, C12H12, C12H122–, C12H122+, C20H20, C20H20–, C20H202–, C20H20+, C20H202+
28. 7-Chlorocyclohepta-1,3,5-triene readily forms white AgCl precipitate when boiled with AgNO3
solution but 5-chlorocyclopenta-1,3-diene does not. Give reasons.
29. Both dianion and dication of a monocyclic hydrocarbon C8H8, show aromatic stabilization. Identify
the compound and give your answer.
30. Two bicyclic hydrocarbons have the same molecular formula, C10H8, Both of them have aromatic
stability but one is neutral and the other is polar. Identify the compounds and offer an explanation.
Give an isomeric cyclic compound having four double bonds and a triple bond.

32
  V= lR

a+b =c
2 2
ELP
Educator Led Practice y
2

BATCH: NEXUS ELP NO.: 24M OC TOPIC: GOC:PYQ

SCQ
1. The increasing order of basicity for the following intermediates is (weak to strong)(2020 Main)
CH 3
(i) H 3C C (ii) CH2 CH CH 2 (iii) HC C (iv) CH3 (v) CN
CH 3
(a) (v) < (iii) < (ii) < (iv) < (i) (b) (iii) < (i) < (ii) < (iv) < (v)
(c) (v) < (i) < (iv) < (ii) < (iii) (d) (iii) < (iv) < (ii) < (i) < (v)
2. 25g of an unknown hydrocarbon upon burning produces 88g of CO2 and 9g of H2O. This unknown
hydrocarbon contains: (2019 Main)
(a) 20g of carbon and 5g of hydrogen (b) 22g of carbon and 3g of hydrogen
(c) 24g of carbon and 1g of hydrogen (d) 18g of carbon and 7g of hydrogen
3. An organic compound A is oxidised-with Na2O2 followed by boiling with HNO3. The resultant
solution is then treated with ammonium molybdate to yield a yellow precipitate.
Based on above observation, the element present in the given compound is: (2019 Main)
(a) nitrogen (b) phosphorus (c) fluorine (d) sulphur
4. The increasing order of nucleophilicity of the following nucleophiles is: (2019 Main)
(1) CH3CO2 (2) H2O (3) CH3SO3 (4) OH
(a) (1) < (4) < (3) < (2) (b) (2) < (3) < (1) < (4) (c) (4) < (1) < (3) < (2) (d) (2) < (3) < (4) < (1)
5. The principle of column chromatography is: (2019 Main)
(a) differential absorption of the substances on the solid phase
(b) differential adsorption of the substances on the solid phase
(c) gravitational force
(d) capillary action
6. The favourable site(s) for protonation in the following compound is/are: (2019 Main)

(a) (a) and (e) (b) (b), (c) and (d) (c) (a) and (d) (d) (a)
8. An organic compound is estimated through Dumas method and was found to evolved 6 moles of
CO2, 4 moles of H2O and 1 mole of nitrogen gas. The formula of the compound is: (2019 Main)
(a) C6H8N (b) C12H8N (c) C12H8N2 (d) C6H8N2

33
7. The correct match between items I and II is: (2019 Main)
Item I (Mixture) Item II (Separation method)
(i) H2O: Sugar (p) Sublimation
(ii) H2O : Aniline (q) Recrystallisation
(iii) H2O: Toluene (r) Steam distillation
(s) Differential extraction
(a) (i)(q); (ii)(r); (iii)(s) (b) (i)(q); (ii)(r); (iii)(p)
(c) (i)(s); (ii)(r); (iii)(p) (d) (i)(r); (ii)(p); (iii)(s)
9. If dichloromethane (DCM) and water (H2O) are used for differential extraction, which one of the
following statements is correct? (2019 Main)
(a) DCM and H2O would stay as lower and upper layer respectively in the separating funnel (S.F.)
(b) DCM and H2O would stay as upper and lower layer respectively in the separating funnel (S.F.)
(c) DCM and H2O will be miscible clearly
(d) DCM and H2O will make turbid/colloidal mixture
10. Which amongst the following is the strongest acid? (2019 Main)
(a) CHBr3 (b) CHI3 (c) CHCl3 (d) CH(CN)3
11. Which of the following compounds will be suitable for Kjeldahl’s method for nitrogen estimation?
(2018 Main)

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

12. Which of the following molecules is least resonance stabilised? (2017 Main)

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

13. The distillation technique most suited for separating glycerol from spent lye in the soap industry is:
(2016 Main)
(a) fractional distillation (b) steam distillation
(c) distillation under reduced pressure (d) simple distillation
14. The correct order of acidity for the following compounds is: (2016 Adv)

(I) (II) (III) (IV)

(a) (I)>(II)>(III)>(IV) (b) (III)>(I)>(II)>(IV) (c) (III)>(IV)>(II)>(I) (d) (I)>(III)>(IV)>(II)

15. For the estimation of nitrogen, 1.4 g of an organic compound was digested by Kjeldahl’s method
and the evolved ammonia was absorbed in 60 mL of M/10 sulphuric acid. The unreacted acid
required 20 mL of M/10 sodium hydroxide for complete neutralisation. The percentage of nitrogen
in the compound is: (2014 Main)
(a) 6% (b) 10% (c) 3% (d) 5%

34
16. A gaseous hydrocarbon gives upon combustion 0.72 g of water and 3.08 g of CO2. The empirical
formula of the hydrocarbon is: (2013 Main)
(a) C2H4 (b) C3H4 (c) C6H5 (d) C7H8
17. The order of stability of the following carbocations: (2013 Main)

(i) (ii) (iii)

(a) (iii) > (ii) > (i) (b) (ii) > (iii) > (i) (c) (i) > (ii) > (iii) (d) (iii) > (i) > (ii)
18. Arrange the following compounds in the order of decreasing acidity: (2013 Main)

(i) (ii) (iii) (iv)

(a) (ii) > (iv) > (i) > (iii) (b) (i) > (ii) > (iii) > (iv) (c) (iii) > (i) > (ii) > (iv) (d) (iv) > (iii) > (i) > (ii)
19. A solution of (—l) 1-chloro-1-phenylethane in toluene racemises slowly in the presence of a
small amount of SbCl5, due to the formation of: (2013 Main)
(a) carbanion (b) carbene (c) carbocation (d) free radical.
20. In allene (C3H4), the type(s) of hybridisation of the carbon atoms, is/are: (2012)
(a) sp and sp3 (b) sp and sp2 (c) only sp3 (d) sp2 and sp3
21. Among the following compounds, the most acidic is: (2011)
(a) p-nitrophenol (b) p-hydroxybenzoic acid (c) o-hydroxybenzoic acid (d) p-toluic acid
22. The correct, stability order of the. following resonance structure is: (2009)
(I) H2C==N==N (II) H2C––N==N (III) H2C––NN (IV) H2C––N==N
(a) (I)>(II)>(IV)>(III) (b) (I)>(III)>(II)>(IV) (c) (II)>(I)>(III)>(IV) (d) (III)>(I)>(IV)>(II)
23. In the following carbocation; H/CH3 that is most likely to migrate to the positively charged carbon is:
(2009)

(a) CH3 at C-4 (b) H at C-4

(c) CH3 at C-2 (d) H at C-2

24. The correct acidity order of the following is: (2009)

(I) (II) (III) (IV)

(a) (III)>(IV)>(II)>(I) (b) (IV)>(III)>(I)>(II) (c) (III)>(II)>(I)>(IV) (d) (II)>(III)>(I)>(IV)

25. Hyperconjugation involves overlap of the following orbitals: (2008)
(a)  -  (b)  - p (c) p - p (d)  - 
26. The correct stability order for the following species is: (2008)

(I) (II) (III) (IV)

(a) (II)>(IV)>(I)>(III) (b) (I)>(II)>(III)>(IV) (c) (II)>(I)>(IV)>(III) (d) (I)>(III)>(II)>(IV)

35
27. Among the following, the least stable resonance structure is (2007)

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

28. When benzene sulphonic acid and p-nitrophenol are treated NaHCO3, the gases released
respectively are: (2006)
(a) SO2, NO2 (b) SO2, NO (c) SO2, CO2 (d) CO2, CO2
29. Which of the following is obtained when 4-methylbenzene sulphonic acid is hydrolysed with
excess of sodium acetate?
(2005)

(a) (b)

(c) (d)

30. For 1-methoxy-1, 3-butadiene, which of the following resonating structure is least stable?
(2005)
   
(a) CH2––CH––CH==CH––O––CH3 (b) CH2––CH==CH––CH==O––CH3
   
(c) CH2==CH––CH––CH––O––CH3 (d) CH2==CH––CH––CH==O––CH3
31. Arrange in order of increasing acidic strength. (2004)
(a) X > Z > Y (b) Z < X > Y
(c) X > Y > Z (d) Z > X > Y

32. Among the following, the molecule with the highest dipole moment is: (2003)
(a) CH3Cl (b) CH2Cl2 (c) CHCl3 (d) CCl4
33. Which of the following represent the given mode of hybridisation sp — sp2 — sp — sp from left
2

to right? (2003)
(a) H2C==CH––CN (b) CHC––CCH (c) H2C==C==C==CH2 (d)
34. The product A will be from the given reaction: (2003)

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

35. Which of the following acids has the smallest dissociation constant? (2002)
(a) CH3CHFCOOH (b) FCH2CH2COOH (c) BrCH2CH2COOH (d) CH3CHBrCOOH
36. Identify the correct order of boiling points of the following compounds: (2002)
(1) CH3CH2CH2CH2OH (2) CH3CH2CH2CHO (3) CH3CH2CH2COOH
(a) 1 > 2 > 3 (b) 3 > 1 > 2 (c) 1 > 3 > 2 (d) 3 > 2 > 1

36
37. Which of the following hydrocarbons has the lowest dipole moment? (2002)
(a) cis-2-butene (b) 2-butyne (c) 1-butyne (d) H2C==CH––CººCH
38. The correct order of basicities of the following compounds is (2001)

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

(a) 2 > 1 > 3 > 4 (b) 1 > 3 > 2 > 4 (c) 3 > 1 > 2 > 4 (d) 1 > 2 > 3 > 4
39. Among the following, the strongest base is: (2000)
(a) C6H5NH2 (b) p-NO2C6H4NH2 (c) m-NO2—C6H4NH2 (d) C6H5CH2NH2
40. Which of the following, has the most acidic hydrogen? (2000)
(a) 3-hexanone (b) 2, 4-hexanedione (c) 2, 5-hexanedione (d) 2, 3-hexanedione
41. The most unlikely representation of resonance structures of p-nitrophenoxide ion is: (1999)

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

42. Among the following compounds, the strongest acid is: (1998)
(a) HCººCH (b) C6H6 (c) C2H6 (d) CH3OH
43. The order of acidity in the following compounds is: (1997)

(I) (II) (III) (IV)

(a) (III)>(IV)>(I)>(II) (b) (I)>(IV)>(III)>(II) (c) (II)>(I)>(III)>(IV) (d) (IV)>(III)>(I)>(II)

44. What is the decreasing order of strength of the bases? (1997)
OH–, NH2–, H—CC– and CH3—CH2–
(a) CH3—CH2– > NH2– > H—CC– > OH– (b) H—CC– > CH3—CH2– > NH2– > OH–
(c) OH– > NH2– > H—CC– > CH3—CH2– (d) NH2– > H—CC– > OH– > CH3—CH2–
45. The hybridisation of carbon atoms in C—C single bond H—CC—CH==CH2 is: (1991)
(a) sp3—sp3 (b) sp2—sp3 (c) sp—sp2 (d) sp3—sp
46. Amongst the following, the most basic compound is: (1990)
(a) benzylamine (b) aniline (c) acetanilide (d) p-nitroaniline
47. The number of sigma and pi-bonds in 1-butene 3-yne are: (1989)
(a) 5 sigrna and 5 pi (b) 7 sigma and 3 pi (c) 8 sigma and 2 pi (d) 6 sigma and 4 pi
48. The compound which gives the most stable carbonium ion on dehydration is: (1989)
CH 3 OH

(a) CH3 CH CH 2OH (b) CH3 C OH (c) CH3CH 2 CH2 CH2OH (d) CH3 CH CH 2CH3

CH 3 CH 3
49. Polarisation of electrons in acrolein may be written as: (1988)
+ –
O O O O
– + – – + +
(a) H 2C CH C H (b) H 2C CH C H (c) H 2C CH C H (d) H 2C CH C H

37
50. The bond between carbon atom (1) and carbon atom (2) in compound shown involves the
hybridisation as: (1987)
NC—CH==CH2
1 2

(a) sp2 and sp2 (b) sp3 and sp (c) sp and sp2 (c) sp and sp
MCQ
51. Among P, Q, R and S, the aromatic compounds(s) is/are: (2013 Adv.)

(a) P (b) Q (c) R (d) S

52. The hyperconjugative stabilities of tert-butyl cation and 2-butene, respectively, are due to:
(2013 Adv.)
(a)   p (empty) and   * electron delocalisations
(b)   a* and    it electron delocalisations
(c)   p (filled) and    it electron delocalisations
(d) p (filled) * and   * electrons delocalisations
53. Amongst the given options, the compound(s) in which all the atoms are in one plane in all the
possible conformations (if any), is/are (2011)

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

54. In the Newman’s projection for 2,2-dimethylbutane X and Y can respectively be: (2010)

(a) H and H (b) H and C2H5 (c) C2H5 and H (d) CH3 and CH3

55. The molecules that will have dipole moment are: (1992)
(a) 2, 2-dimethyl propane (b) trans-2-pentene
(c) cis-3-hexene (d) 2,2,3,3-tetramethyl butane
56. The compound in which C uses its sp3-hybrid orbitals for bond formation is: (2000)
(a) HCOOH (b) (H2N)2CO (c) (CH3)3COH (d) CH3CHO
57. Phenol is less acidic than: (1986)
(a) acetic acid (b) p-methoxy phenol (c) p-nitrophenol (d) ethanol

38
 Assertion and Reason
Read the following questions and answer as per the direction given below:
(a) Statement I is correct; Statement II is correct; Statement II is the correct explanation of
Statement I
(b) Statement I is correct; Statement II is correct; Statement II is not the correct explanation. of
Statement I
(c) Statement I is correct; Statement II is incorrect
(d) Statement I is incorrect; Statement II is correct
58. Statement I p-hydroxybenzoic acid has a lower boiling point than o-hydroxybenzoic acid.
Statement II o-hydroxybenzoic acid has intramolecular hydrogen bonding.
59. Statement I p-nitrophenol is a stronger acid than o-nitrophenol.
Statement II Intramolecular hydrogen bonding make the o-isomer weaker acid than
p-isomer.

Match the Columns

60. Match the reactions in Column I with appropriate types of steps/reactive intermediate involved
in these reactions as given in Column II. (2011)
Column I Column II

i. p. Nucleophilic substitution

ii. q. Electrophilic substitution

iii. r. Dehydration

iv. s. Nucleophilic addition Carbanion

61. Match the reaction in Column I with appropriate options in Column II (2010)
Column I Column II

NaOH
i. H2O / 0°C p. Racemic mixture

ii. q. Addition reaction,

1. LiAlH4
iii. 2. H 3O
 r. Substitution reaction

iv. s. Coupling reaction

t. Carbocation intermediate

39
 Fill in the Blanks
62. The kind of delocalisation involving sigma bond orbitals is called _____________ (1994)
63. The bond dissociation energy needed to form the benzyl radical from toluene is _____________
than the formation of the methyl radical from methane. (1994)
64. The structure of the enol form of
CH3 — CO — CH2 — CO — CH3
with intermolecular hydrogen bonding is _____________ (1993)
65. The IUPAC name of succinic acid is __________________________ (1990)
+
66. The shape of (CH3) is __________________________ (1990)
67. A _____________ diol has two hydroxyl groups on _____________ carbon atoms. (1985)
68. The terminal carbon atom in butane is _____________ hybridised. (1985)
69. _____________ ring is most strained. (cyclopropane, cyclobutane, cyclopentane) (1981)
70. The compound having both sp and sp2-hybridised carbon atoms is _____________ (propane,
propene, propadiene). (1981)
71. In acidic medium, __________ behaves as the strongest base. (nitrobenzene, aniline, phenol)
(1981)
72. Among the given cations, _____________ is most stable.
(sec-butyl carbonium ion, tert-butyl carbonium ion, n-butyl carbonium ion) (1981)

Integer
73. The total number of contributing structures showing hyperconjugation (involving C — H bonds)
for the following carbocation is: (2011)

74 . Amongst the following, the total number of compounds soluble in aqueous NaOH is (2010)

Subjective
75. Which of the following is more acidic and why? (2003)

40
76. Draw the resonating structures of . (2003)

77. You have an ether solution containing 4-hydroxybenzoic acid and 4-aminobenzoic acid. Explain,
how will you separate the two in not more than 3 steps? Give confirmatory tests with reagents
and conditions for functional groups of each. (2003)
78. Match the following with their Ka values (2003)
Benzoic acid 4.2  10 –5

p-nitrobenzoic acid 3.3  10–5

p-chlorobenzoic acid 6.4  10–5
p-methylbenzoic acid 36.2  10–5
p-methoxybenzoic acid 10.2  10–5
79. Give reasons for the following: CH2==CH– is more basic than HCººC–. (2000)
80. Explain, why o-hydroxybenzaldehyde is a liquid at room temperature while p-
hydroxybenzaldehyde is a high melting solid? (1999)
81. Discuss the hybridisation of carbon atoms in allene (C3H4) and show the p-orbital overlaps.
(1999)
82. Give reasons for the following in one or two sentences.
The central carbon-carbon bond in 1,3-butadiene is shorter than that of n-butane. (1998)
83. Although phenoxide ion has more number of resonating structures than benzoate ion, benzoic
acid is a stronger acid than phenol. Why? (1997)
84. Arrange the following in the order of their increasing basicity. (1985)
p-toluidine, N,N-dimethyl-p-toluidine, p-nitroaniline, aniline.

41
  V= lR

2
a+b =c
2 2
y

ANSWER KEY

BATCH: JEE CONQUER ELP NO.: 24A OC TOPIC: GOC:INDUCTIVE EFFECT

01 (d) 02 (a) 03 (c) 04 (a) 05 (b) 06 (d) 07 (b) 08 (b)

09 (c) 10 (d) 11 (b) 12 (d) 13 (d) 14 (b)

BATCH: JEE CONQUER ELP NO.: 24B OC TOPIC: GOC:RESONANCE EFFECT

01 (d) 02 (a) 03 (b) 04 (d) 05 (b) 06 (b) 07 (d) 08 (d)

09 (a) 10 (b) 11 (c) 12 (d) 13 (d) 14 (a) 15 (a) 16 (a)

17 (a) 18 (b) 19 (b)

BATCH: JEE CONQUER ELP NO.: 24C OC TOPIC: GOC:MESOMERIC EFFECT

01 (c) 02 (b) 03 (d) 04 (d) 05 (b) 06 (a) 07 (b) 08 (c)

09 (c) 10 (a) 11 (a) 12 (d) 13 (b) 14 (a)

BATCH: JEE CONQUER ELP NO.: 24D OC TOPIC: GOC:HYPERCONJUGATION EFFECT

01 (c) 02 (d) 03 (a) 04 (b) 05 (b) 06 (b) 07 (d) 08 (d)

09 (d) 10 (c) 11 (b)

BATCH: JEE CONQUER ELP NO.: 24E OC TOPIC: GOC:A, NA, AA

01 (d) 02 (d) 03 (d) 04 (a) 05 (d) 06 (b) 07 (c) 08 (b)

09 (a) 10 (c)

11. Aromatic 3, 4, 5, 9, 11, 12, 13, 14, 16, 19, 22, 24, 25, 26, 27, 28, 29,

31, 32, 33, 34, 35, 36, 37, 38, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50,

51, 53, 54, 56, 57, 58, 61, 62, 63, 65

Non-aromatic 1, 6, 7, 17, 18, 20, 23, 30, 40, 55, 64

Anti-aromatic 2, 8, 10, 15 21, 39, 52, 59, 60

BATCH: JEE CONQUER ELP NO.: 24F OC TOPIC: GOC:MIXED INDUCTION,

RESONANCE, MESOMERIC

01 (c) 02 (b) 03 (d) 04 (d) 05 (c) 06 (b) 07 (c) 08 (d)

09 (d) 10 (d) 11 (b) 12 (b) 13 (a) 14 (b) 15 (c) 16 (c)

17 (b) 18 (b) 19 (b) 20 (c) 21 (d) 22 (c) 23 (b) 24 (b)

25 (b) 26 (c) 27 (c) 28 (d) 29 (a) 30 (b) 31 (a) 32 (a)

42
BATCH: JEE CONQUER ELP NO.: 24G OC TOPIC: GOC:ACIDS & BASES

01 (b) 02 (c) 03 (b) 04 (b) 05 (a) 06 (b) 07 (b) 08 (d)

09 (a) 10 (c) 11 (a) 12 (a) 13 (b) 14 (d) 15 (a) 16 (a)

17 (c) 18 (a) 19 (d) 20 (b) 21 (b) 22 (b) 23 (d) 24 (d)

25 (c) 26 (c) 27 (c) 28 (c)

BATCH: JEE CONQUER ELP NO.: 24H OC TOPIC: GOC:ACIDIC STRENGTH

01 (ii > i > iii) 02 (iii > ii > i) 03 (iii > ii > i) 04 (iii > ii > i)

05 (i > iii > ii) 06 (iii > i > ii) 07 (ii > iii > i) 08 (ii > i)

09 (i > ii > iii) 10 (i > ii > iii) 11 (i > ii > iii) 12 (i > ii > iii)

13 (iii > i > ii) 14 (iii > ii > i) 15 (ii > i > iii) 16 (i > ii > iii)

17 (i > ii > iii) 18 (i > ii > iii) 19 (i > ii > iii) 20 (ii > i > iii)

21 (iii > i > ii) 22 (i > iii > ii) 23 (i > ii > iii) 24 (i > iii > ii)

25 (ii > i) 26 (ii > i) 27 (i > ii) 28 (i > ii)

29 (i > ii) 30 (ii > i) 31 (i > ii) 32 (i > ii)

33 (i > ii > iii) 34 (i > ii > iii) 35 (i > ii > iii) 36 (i > ii > iii)

37 (i > ii > iii) 38 (i > ii > iii)

BATCH: JEE CONQUER ELP NO.: 24 I OC TOPIC: GOC:MIXED, ACID & BASES, DIPOLE

1. (b) 2.I. (a) 2.II. (b) 3. (b) 4. (c) 5. (c) 6. (d) 7. (a)

8. (d) 9. (c) 10. (b) 11. (d) 12. (d) 13. (d) 14. (a) 15. (c)

16. (b) 17. (d) 18. (c) 19. (a) 20. (abd)

BATCH: JEE CONQUER ELP NO.: 24J OC TOPIC: GOC:MIXED, ACID & BASES, DIPOLE

1. (b) 2. (c) 3. (d) 4. (c) 5. (b) 6. (a) 7. (d) 8. (d)

9. (c) 10. (e) 11. (a) 12. (b) 13. (d) 14. (d) 15. (c) 16. (a)

17. (c)

BATCH: JEE CONQUER ELP NO.: 24K OC TOPIC: GOC:MIXED, ACID & BASES, DIPOLE

1. (c) 2. (c) 3. (a) 4. (b) 5. (a) 6. (a) 7. (a) 8. (b)

9. (b)

43
BATCH: JEE CONQUER ELP NO.: 24M OC TOPIC: GOC:PYQ

01 (a) 02 (c) 03 (b) 04 (c) 05 (b) 06 (b) 07 (a) 08 (d)

09 (a) 10 (d) 11 (b) 12 (d) 13 (c) 14 (a) 15 (b) 16 (d)

17 (d) 18 (c) 19 (c) 20 (b) 21 (c) 22 (b) 23 (d) 24 (a)

25 (b) 26 (d) 27 (a) 28 (d) 29 (c) 30 (c) 31 (a) 32 (a)

33 (a) 34 (a) 35 (c) 36 (b) 37 (b) 38 (b) 39 (d) 40 (b)

41 (b) 42 (d) 43 (d) 44 (a) 45 (d) 46 (a) 47 (b) 48 (b)

49 (d) 50 (c) 51 (abcd) 52 (a) 53 (bc) 54 (bd) 55 (bc) 56 (cd)

57 (ac) 58 (d) 59 (a)

60 (ir,s,t); (iip); (iiir,s); (ivq,r) 61 (ir,s); (iit); (iiip,q); (ivr)

62 (hyperpocnjugation) 63 (less) 64 (cyclic)

65 (butanedioic acid) 66 (triangular planar) 67 (geminal, same)

68 (sp3) 69 (cylopropane) 70 (propene)

71 (aniline) 72 (tert-butyl carbonium ion) 73 (6) 74 (4)

44
BATCH: JEE CONQUER ELP NO.: 24A OC TOPIC: GOC P:1-2 14Q MKA
BATCH: JEE CONQUER ELP NO.: 24B OC TOPIC: GOC P:3-5 19Q MKA
BATCH: JEE CONQUER ELP NO.: 24C OC TOPIC: GOC P:6-7 14Q MKA
BATCH: JEE CONQUER ELP NO.: 24D OC TOPIC: GOC P:8 11Q MKA
BATCH: JEE CONQUER ELP NO.: 24E OC TOPIC: GOC P:9-11 65Q MKA
BATCH: JEE CONQUER ELP NO.: 24F OC TOPIC: GOC P:12-15 32Q MKA
BATCH: JEE CONQUER ELP NO.: 24G OC TOPIC: GOC P:16-19 28Q MKA
BATCH: JEE CONQUER ELP NO.: 24H OC TOPIC: GOC P:20-22 38Q MKA
BATCH: JEE CONQUER ELP NO.: 24 I OC TOPIC: GOC P:23-25 20Q MKA
BATCH: JEE CONQUER ELP NO.: 24J OC TOPIC: GOC P:26-27 17Q MKA
BATCH: JEE CONQUER ELP NO.: 24K OC TOPIC: GOC P:28-29 9Q MKA
BATCH: JEE CONQUER ELP NO.: 24L OC TOPIC: GOC P:30-32 30Q MKA
BATCH: DROPPER ELP NO.: 24M OC TOPIC: GOC P:33-41 74Q MKA

25A INDUCTIVE EFFECT 1-2

25B RESONANCE EFFECT 3-5
25C MESOMERIC EFFECT 6-7
25D HYPERCONJUGATION EFFECT 8-
25E A, NA, AA 9-11
25F MIXED 12-15
25G ACID & BASES 16-19
25H ACIDIC STRENGTH 20-22
25I MIXED, ACID & BASES, DIPOLE 23-25
25J MIXED, ACID & BASES, DIPOLE 26-27
25K MIXED, ACID & BASES, DIPOLE 28-29
25L DO SUBJECTIVE 30-32
25M PYQ 33-41
advise 42
ans 43-45
sol 46-56

45