SECTION-I (ONLY ONE CORRECT)

+
H − shift
1. Carbanions CH3 − CH − CH3  → CH3 − CH2 − CH2 generally do not undergo rearrangement despite 1°
( 2° ) (1°)
carbanion is more stable 2°carbanion because of
(A) H+ is difficult to remove from C – H – bond
(B) In the transition state of H-shift, bonding molecular orbital electrons gets delocalised.
(C) In the transition state of H-shift, anti-bonding molecular orbital electrons gets delocalised
(D) In the transition state of H-shift, filled anti bonding molecular orbital increases its energy level drastically.
2. Which of the following gem-diols is least stable?
(A) (B) Cl3 C − CH ( OH)
2

(C) HCF2 − CH ( OH)2 (D) CHI2 − CH ( OH)2

( eslipsed form) ( Staggered form )

3. Which of the following compounds is not named correctly (not necessarily IUPAC)?
(A) 2-methyl-3-heptanone ( CH3 )2 CHCOCH2CH2 CH2 CH3
(B) Phenylacetaldehyde C6H5 CH2 CHO
(C) 4-hexyne-2-one CH3 COCH2C ≡ CCH3
(D) para-bromoacetophenone p − BrC6H4 CH2 COCH3

4. Which of the following dimethylcyclobutanes is chiral?

(A) trans-1,2-dimethylcyclobutane (B) cis-1,2-dimethylcyclobutane
(C) trans-1, 3-dimethylcyclobutane (D) cis-1,3-dimethylcyclobutane
5 Arrange the following p0henols in order of their acidic strength

(A) 1 > 2 > 3 > 4 (B) 4 > 3 > 2 > 1

(C) 4 > 1 > 3 > 2 (D) 4 > 3 > 1 > 2
6. Consider the following compound:
The decreasing order of pK a values of the labelled nitrogen
atoms in the above compound is
(A) 3 > 2 > 1 > 4 > 5
(B) 4 > 3 > 2 > 1 > 5
(C) 3 > 4 > 2 > 1 > 5
(D) 5 > 1 > 2 > 4 > 3

7. Consider the following compound(X):

If 0.5 moles of the compound (X) are hydrolysed in alkaline
medium and then heated, the volume of CO2 gas produced
at N.T.P. will be
(A) 22.4 dm3 (B) 44.8 dm3
(C) 67.7 dm 3 (D) 89.6 dm3

8. Which of the following fischer projection represent L-Glucose?

(A) CHO (B) CHO

HO OH HO H

HO H H OH

H OH HO H

HO H HO CH2 H
CH2OH
CH2OH
 (C) CH2OH (D) CH2OH
H OH HO H

H OH HO H

HO H H OH

H OH HO H
CHO CHO
9. In the following conformation of cycloxheane 1, 4 diol which is most stable?

(A) (B)

(C) (D)

10. Select the correct option for C3H4 Cl2 ( A )

1. (A) has total number of isomers as 11
2. All isomers of (A) can undergo free radical substitution reaction.
3. All are optically inactive
(A) 1, 2 and 3 are correct (B) 2 and 3 are correct
(C) 1 and 2 are correct (D) only 1 is correct.
11. There are three monoprotic acids (HL, HM and HN) for which pK a value are 4.5, 7 and 2.3 respectively.
Based on this data, predict which of the following acyl nucleophilic substitution will not occur?

(A) (B)

(C) (D)

12. Which statement is correct for the given compounds in SN 2 reaction?

(A) (I) is more reactive than (II)

(B) (II) is more reactive than (I)
(C) Both donot undergo SN 2 reaction
(D) (I) will undergo SN1 and SN 2 but (II) will undergo SN1 only

13.

(I) (II) (III)

Following four types of relationship may exist between the above pairs
(1) Constitutional (2) Configurational
(3) Conformational (4) Optial
Find the correct option
(A) (I –1), (II–2), (III–2), (IV–4) (B) (I –1), (II–1), (III–2), (IV–4)
(C) (I –2), (II–1), (III–2), (IV–4) (D) (I –2), (II–2), (III–1), (IV–2)
14 The compound, whose stereo chemical formula is written below, exhibits x geometrical isomers &
y optical isomers

The value of x & Y are

(A) 4 & 4 (B) 2&2

(C) 2 & 4 (D) 4&2
15. Which of the following molecule have zero dipole moment?

(A) (B) SF4

(C) (D) XeF4

16. Identify most stable enol form of terreic acid

(A) (B)

(C) (D)

17. Identify correct order of basic strength of

MgO,SrO, NiO,Cs2 O
(A) NiO < MgO < SrO < Cs2 O (B) NiO > MgO > SrO > Cs2O
(C) NiO > SrO > MgO > Cs2O (D) SrO > NiO > MgO > Cs2O
18. Two students A & B are given (+) –2-butanol (X) for experiment
Student A
X →
H2

C2H3 l
→(Y)
Student B
X 
TaCl
→ 
C2H3 OH
→ ( Z)
Between Y and Z optically active product will be
(A) Y (B) Z
(C) both (D) neither
19. Which comment rightly portrays the relative orientation of terminal fluons in the following structure:
F2B − C ≡ C − BF2
(A) definitely planar (B) definitely perpendicular
(C) may be planar (D) linear
20.

In the above molecule

(A) A C – O bonds are identical
(B) all C – O bonds are identical
(C) all O – H bonds are identical
(D) all lone pair of electrons participate in resonance
21. Two students A & B are given (+) –2-butanol (X) for experiment
Student A
X →
H2

C2H3 l
→(Y)
 Student B
X 
TaCl
→ 
C2H3 OH
→ ( Z)
Between Y and Z optically active product will be
(A) Y (B) Z
(C) both (D) neither
22. How many total stereoisomers do the following compounds ahve

(A) 4 3 2 0 1 2
(B ) 3 4 2 4 0 2
(C) 3 4 4 2 2 0
(D ) 4 3 0 2 2 0
23. Which of the following will not exhibit geometrical isomerism?
(A) (B)

(C) (D)

24. Find out the correct match for the following compounds regarding their cis and trans configuration
(A) (B)

(C) (D)

(E) (F)

(A) A – Cis, B–Trans, F–Cis (B) A – Cis, B–Trans, F–Cis

(C) C – Cis, B–Cis, D–Cis (D) B–Trans, E–Cis, F–Cis
25. Find the correct statement
(A) 2, 4-pentanedione exists more as enol content in hexane than in water
(B) 2, 4-pentanedione exists more as enol content in water than in hexane
(C) 2, 4-pentanedione is equally stable in water and hexane in keto form
(D) 2, 4-pentanediene exists mainly as keto form in water than in hexan
26. Among the compounds

The correct order of pKa values are

(A) IV > III < II < I (B) IV > I < II < III
(C) IV > II < III < I (D) IV < III < I < II
27. The relative reactivities of compounds A, B and C with HBr is
 (A) A > C > B (B) C > A > B
(C) B > A > C (D) A > B > C
28. From the following reactions
HC ≡ CH + LiNH2 NH3 + HC ≡ CLi
Θ
−
NH3 + R NH + RH
2

Predict which of the following order regarding acid strength is correct?

(A) RH < NH3 < HC ≡ CH (B) RH > NH3 > HC ≡ CH

(C) RH > NH3 < HC ≡ CH (D) RH < NH3 > HC ≡ CH

29. The correct statement about the N O

HO N N OH
compound(s) (I) and (II) are
(1) I shows geometrical isomerism
N N O
(2) II shows geometrical Isomerism N OH O

(3) I and II are functional isomers (I)

(II)
(4) I can show tautemerism

(A) 1 and 2 (B) 1, 2 and 3

(C) 2 and 4 (D) 1, 2, 3 and 4
30. How many stereoisomers are possible for the NO 2 CHBrMe

given compound
(A) 2
(B) 4 CH CH

(C) 6 CH 3

(D) 8

31. Total number of geometrical isomer for CH3 − ( CH = CH)3 − CH3

(A) 6 (B) 4
(C) 8 (D) 3
32. Which of the following order are correct?
I. Acidity order: o-nitrobenzoic acid > p-nitrobenzoic acid > m-nitrobenzoic acid
II. Basicity order: NH2 > EtO− > OH− > RCOO− > Cl−

III. Heat of hydrogenation: cis-2-butene > trans-2-butene

IV. Ease of decarboxylation:

(A) I and II (B) I and III

(C) I and IV (D) I, II and III
33. In the molecule of dianion of squaric acid, the bond length, N, I, P and D are related on

(A) N > I (B) N < I

(C) P = D (D) P < D
34. Between Orthoboric acid (H3BO3 ) and orthosilicic acid (H4 SiO4 )
(A) both react with ethanol (B) only Orthoboric acid reacts with ethanol
(C) only orthosilicic acid reacts with ethanol (D) neither react with ethanol
35. Which order is incorrect?
 (A)

(B)

(C)

(D) CH3 CH2 CH2NH2 > CH3 CH2 CH = NH > CH3 CH2C ≡ N (Basic strength )
36. Which of the following dimethylcyclobutanes is chiral?
(A) trans-1,2-dimethylcyclobutane (B) cis-1,2-dimethylcyclobutane
(C) trans-1, 3-dimethylcyclobutane (D) cis-1,3-dimethylcyclobutane
37. Select the correct option for C3H4 Cl2 ( A )
1. (A) has total number of isomers as 11
2. All isomers of (A) can undergo free radical substitution reaction.
3. All are optically inactive
(A) 1, 2 and 3 are correct (B) 2 and 3 are correct
(C) 1 and 2 are correct (D) only 1 is correct.
38. There are three monoprotic acids (HL, HM and HN) for which pK a value are 4.5, 7 and 2.3 respectively. Based
on this data, predict which of the following acyl nucleophilic substitution will not occur?

(A) (B)

(C) (D)

39. Which statement is correct for the given compounds in SN 2 reaction?

(A) (I) is more reactive than (II)

(B) (II) is more reactive than (I)
(C) Both donot undergo SN 2 reaction
(D) (I) will undergo SN1 and SN 2 but (II) will undergo SN1 only

40. The correct order of increasing basic nature for the following compounds is

(A) IV < I < III < II (B) I < II < III < IV
(C) IV < III < II < I (D) II < IV < I < III
41. The compound, whose stereo chemical formula is written below, exhibits x geometrical isomers
and y optical isomers

The values of x and y are

(A) 4 and 4 (B) 2 and 2
(C) 2 and 4 (D) 4 and 2
42. Which statement(s) is/are incorrect?
(A) Cyclopentanone undergoes faster nucleophilic addition than cyclohexanone
(B) Cyclopentane is less stable than cyclohexane
(C) In water, HCHO exists as 99.99% in hydrated form (diol gem)
(D) Fluoromethylcarbocation is more stable than chloromethylcarbocation
43. Correct order of decreasing acidic strength of the following compounds are
(i ) H2O (ii) T2O (iii) NH3 (iv ) CH ≡ CH
(A) (i) > (ii) > (iv) > (iii) (B) (i) > (ii) > (iii) > (iv)
(C) (ii) > (i) > (iii) > (iv) (D) (ii) > (i) > (iv) > (iii)
44. Which of the given species is not aromatic?
(A) (B)

(C) (D) None of these is not aromatic

45. Which of the following is having aromatic character?

(i) Buckminster Fullerene (ii)

(iii) (iv) Tropolone

(A) i, ii and iv only (B) ii, iii, and iv only

(C) i, ii and iii only (D) all
46. The IUPAC name of the compound

(A) 2-formly-2-methoxynitrobenzene (B) 4-formyl-3-nitroanisol

(C) 4-methoxy-2-nitrobenzaldehyde (D) 4-methoxy-6-nitrobenzaldehyde
47. How many total stereoisomers do the following compounds ahve

(A) 4 3 2 0 1 2
(B ) 3 4 2 4 0 2
(C ) 3 4 4 2 2 0
(D ) 4 3 0 2 2 0
48. Which of the following will not exhibit geometrical isomerism?
(A) (B)

(C) (D)
 49. The number of chiral centres present in cholesterol molecule

(A) 4 (B) 6
(C) 8 (D) 5
50. Which of the following has longest C – O bond?
(A) (B)

(C) (D)

51. The given pair is

(A) enantiomers (B) Homomers

(C) Constitutional isomers (D) diastereomers
52. What is/are correct regarding basic strength of ethylamine in aqueous solutions
(A) 2° > 1° (B) 1° > 3°
(C) 3° > 1° (D) 2° > 3°
53. Which carbocation is most stabilised

(A) (B)

(C) (D)

54 Tautemerism is exhibited by

(A) I and III (B) I, II and IV

(C) I, III and IV (D) IV only
55. Number of stereoisomers of following compound is

(A) 2 (B) 4
(C) 6 (D) 8
56. If carbocations are formed in gaseous phase as
RH  → R + + H− ;
then for which of the following C – H bond energy is minimum?
(A) CH3 CH2 − H (B) ( CH3 )2 CH − H
(C) CH2 = CH − H (D) CH2 = CH − CH2 − H
 57

Mechanism of above reaction is

(A) E2 (B) E1CB (C) Ei (D) E1

58. Arrange the following compounds in decreasing order of stability

(A) 4>3>2>1 (B) 4>2>3>1

(C) 3>1>2>4 (D) 4>1>2>3

59. The following reaction described as

(A) SN1 reaction with racemisation

(B) Intramolecular SN 2 reaction with Walden inversion
(C) Intramolecular SN 2 reaction with retention of configuration
(D) Intramolecular SN1 reaction with racemisation
60. Which of the following C8H9NO isomers is weakest base?
(A) o-aminoacetophenone (B) m-aminoacetophenone
(C) p-aminoacetophenone (D) Acetanilide
61. Mark out the correct decreasing order of reactivity of given compounds towards addition of HCl
(I) CH2 = CH − OCH3 (II) CH2 = CH − Ph
(III) CH2 = CH − Br (IV) CH2 = CH − CH3
(A) I > II > IV > III (B) I > III > IV > II
(C) IV > II > III > I (D) II > III > IV > I
Higher the stability of intermediate/transition state, higher the rate of reaction.
62. Arrange the following acid in decreasing acidic character

(A) II > III > I > IV (B) II > IV > I > III
(C) IV > II > I > III (D) IV > I > II > III
63. Which of the given statement is/are correct for the given reaction knowing the fact that higher the number of
hyperconjugative structures higher the stability of carbocation
( CD3 )3 C+ + ( CH3 )3 CH ( CH3 )3 C+ + ( CD3 )3 CH

(A) The equilibrium constant should be higher than one for the above reaction.
(B) The equilibrium constant should be lower than one for the above reaction
(C) ( CD3 )3 C+ will be more stable than ( CH3 )3 C+ due to higher electron releasing nature of deuterium than
hydrogen.
(D) ( CD3 )3 C+ will be more stable than ( CH3 )3 C+ due to presence of stronger C – D bond than
C– H bond
64. Increasing order of rate of reaction with HNO3 H2 SO4 is

(A) (iii) < (ii) < (i) (B) (ii) < (iii) < (i)
(C) (i) < (iii) < (ii) (D) (i) < (ii) < (iii)
65. Two students A & B are given (+) –2-butanol (X) for experiment
Student A
X →H2
 C2H3 l
→(Y)
Student B
X 
TaCl
→ 
C2H3 OH
→( Z)
Between Y and Z optically active product will be
(A) Y (B) Z
(C) both (D) neither
66. Which comment rightly portrays the relative orientation of terminal fluons in the following structure:
F2B − C ≡ C − BF2
(A) definitely planar (B) definitely perpendicular
(C) may be planar (D) linear
67.

In the above molecule

(A) A C – O bonds are identical
(B) all C – O bonds are identical
(C) all O – H bonds are identical
(D) all lone pair of electrons participate in resonance
68. Select the correct statement regarding the following compounds

(A) II has a greater dipole moment than I (B) Covalent character of II is less than I
(C) I is more soluble in polar solvent than II (D) None of these
69. The product of which of the following reaction would exhibit tautomerism?

(A) (B) CH3 − CH = CH2 

NOCl
→

(C) CH3 COOC2H5  C2H5 ONa

→? (D) All of these
70. The nucleophilicity order (for reaction R – X + Nu–) of following nucleophiles in protic solvent is
RS − ,CN− ,OH,I− ,Br − ,Cl− ,ArO − , AcO−
(A) I− > Br − > RS − > Cl− > CN− > OH > ACO − > ArO −
(B) I− > Br − > RS − > CN− > Cl− > OH > ArO − > AcO −
(C) CN− > I− > Br − > Cl− > RS − > OH > AcO − > ArO −
(D) RS − > I− > CN− > OH− > Br − > ArO − > Cl− > AcO −
71. Decreasing order of stability of carbocations given below is as:-

+
(1) (2) CH2 = CH
(3) C6H5 − CH2 (4) H3 C − CH − CH3
 (A) 3 > 2 > 4 > 1 (B) 1 > 3 > 4 > 2
(C) 1 > 3 > 2 > 4 (D) 3 > 2 > 1 > 4

72. Which of the following is correct order of stability of given species?

(A) I > III > II (B) I > II > III

(C) IV < V (D) I < V
73. Compare the C –– O bond length in the following?
(a) (b)

(c) (d)

(e) CO23 − (f) RCOO −

(A) b > e > f > c > d > a (B) e > b > f > d > c > a
(C) b > e > f > d > a > c (D) d > c > a > b > f > e
74. For which of the following compound, Gauche conformation is more stable than its anticonformation?

(A) (B)

(C) (D)

75.

(A) (B)

(C) (D)

76. Which of the following pairs of structure are resonance structure

1.

2.
 3.

4.

(A) 1 and 4 (B) 2 and 3

(C) 1 and 2 (D) All of these
77. Which of the following phenols will show highest acidity?
(A) (B)

(C) (D)

78. Consider a positively charge C2H3 species in which the positively charged carbon in sp hybridised, the
uncharged carbon is sp2 hybridized and an empty p-orbital is perpendicular to the π-system. What is the best
description of this cation?
(A) Vinyl (B) Allenyl
(C) Alkyl (D) Allyl
79. Correct order of decreasing acidic strength of the following compounds are
(i) H2O (ii) T2 O (iii) NH3 (iv) CH ≡ CH
(A) (i) > (ii) > (iv) > (iii) (B) (i) > (ii) > (iii) > (iv)
(C) (ii) > (i) > (iii) > (iv) (D) (ii) > (i) > (iv) > (iii)
80. Arrange the following compounds in the decreasing order of the basic strength
Anilline (I), o-methylaniline (II), m-methylaniline (III), p-methylaniline (IV)
(A) (I)>(II)>(III)>(IV) (B) (IV)>(III)>(II)>(I)
(C) (IV)>(III)>(I)>(II) (D) (II)>(I)>(III)>(IV)
81. Which of the following is the most stable conformer?
(A) (B)

(C) (D)

82. The compound, whose stereo chemical formula is written below, exhibits x geometrical isomers and y optical
isomers

The values of x and y are

(A) 4 and 4 (B) 2 and 2
(C) 2 and 4 (D) 4 and 2

83. The correct order of increasing basic nature for the following compounds is
 (A) IV < I < III < II (B) I < II < III < IV
(C) IV < III < II < I (D) II < IV < I < III
84. The molecular formula of diphenyl methane is C13H12

How many structural isomers are possible where one of the H replaced by a Cl atom?
(A) 6 (B) 4
(C) 8 (D) 7

85. Compare rotational barrier for the indicated bond

(A) ( d ) > ( c ) > ( b ) > ( a ) (B) ( d ) > ( c ) > ( b ) > ( a )

(C) ( c ) > ( d ) > ( a ) > ( b ) (D) ( b ) > ( a ) > ( d ) > ( c )

86. Select the correct statement

(A) Boat form of cyclohexane has a C – 2 axis and two plane of symmetry
(B) In the three isomer of PhCH ( OH) CH (NR 2 ) Ph, the most stable conformer is one in which two Ph group
are gauche to each other
(C) The meso form of 2, 3 dibromobutane predominantly exist in the gauche conformation
(D) CH4 has four plane of symmetry
87. The following molecules

(A) is optically inactive (B) has one plane of symmetry

(C) has centre of symmetry (D) all are correct

SECTION-II (ONE OR MORE THAN ONE)

1. Enolic form of which compounds contain intramolecular H bonding?

(A) O O (B) O O

H3C C CH2 C CH3 H3C C CH2 C O C2H5

(C) O (D) O

H3C C CH2 CH3 H3C CH2 C H

2 Which of the following statement(s) is/are true?

(A) In the nucleophilic attack on the carbonyl group, the nucleophile is added into the π∗ orbital of

C O

(B) In the nucleophilic attack on a saturated carbon atom, the nucleophile donate its electron to the σ∗ orbital
of C––X bond.
(C) In the electrophilic attack on benzene ring the benzene ring donates π electrons to the empty p or d-
orbital of electrophile.
(D) In the elimination (E2) the σ electrons of C − H bond goes to the σ∗ orbital of the leaving group.
3. Which of the following statement(s) regarding: CH2 (carbine) is/are correct?
(A) Singlet carbine is more stable than triplet carbine.
(B) Bond angle is singlet carbine is less than that of triplet carbine
(C) Singlet carbine is not trapped by O2 whereas triplet carbine is trapped by O2
(D) Triplet carbine is paramagnetic where as singlet carbine is diamagnetic in nature
4. Which of the following names are correct for the compound?
COOH

HOOC CH2 CH2 CH CH2 CH2

(A) Pentane-1, 3, 5-tricarboxylic acid. (B) 4-Carboxy heptane-1, 7-dioic acid.
(C) Heptane-1, 4, 7-trioic acid (D) All are correct
5. Ionization of the substrate in SN1 reactions will not occur in which of the following sequence?

(A)

(B)

(C)

(D)

6.
and will show identical

(A) melting point (B) optical rotation

(C) response to oxidative ozonolysis (D) response to Br2 CCl4
7. Identify the aromatic species
(A) (B)

(C) (D)

8. Which of the following statement(s) is/are incorrect (use in 1st paper)

(A) Optical resolution can be used to separate
COOH
CH3
D H O

and
H3C
F HOOC
D F
H
D

(B) ( ± ) Ph CH NH2 can be used to separate the enantiomeric mixture of 2-

D chloropropanoic acid
(C) can be used to optically resolve NH2 − CH2 − COOH
( ± ) Ph CH NH2
D
(D) All are correct
9. Which of the following statement (s) is/are correct about the following molecules:

(A) (i) is most acidic (B) (ii) is most acidic

(C) (iii) is most basic (D) (ii) is least basic
10. Which of the following names are correct for the compound?
COOH

HOOC CH2 CH2 CH CH2 CH2

(A) Pentane-1, 3, 5-tricarboxylic acid. (B) 4-Carboxy heptane-1, 7-dioic acid.
(C) Heptane-1, 4, 7-trioic acid (D) All are correct
11. Which of the following is/are correct?
(A) CH3 O− is better nucleophile than CH3 S− for nucleophilic attack on carbonyl carbon.
(B) CH3 O− is better nucleophile than CH3 S− for SN 2 attack on saturated carbon of alkyl halide.
(C) Energy of π of C = O group is more close to the energy of lone pair of CH3 S− , than that of lone pair of
CH3 O−
(D) Energy of σ of C – X bond of a saturated alkyl halide is more close to the energy of lp of I− than that of Cl−

12.

Which of the following is/are correct with reference to above reaction?

(A) It is a SN 2 process
(B) Lil behave as catalyst.
(C) Xylene is solvent and favours SN1 reactions
(D) Benzyliodide is an intermediate in this reaction process.

13.

Which of the following are true for product ‘C’

(A) (B)

C is C is

(C) B to C, E1CB mechanism (D) B to C, Ei mechanism

14. Which of the following order of basicity is/are correct?

 (A) (B)

(C) (D)

15.
and will show identical

(A) melting point (B) optical rotation

(C) response to oxidative ozonolysis (D) response to Br2 CCl4
16. Which of the following are correctly matched according to the properties metntioned?
O

(A) R − C − Cl > R − CHO > R − CO − R (Ease of reduction by hydride ion )

(B) H2O < CH3 OH < PhOH < CH3 COOH ( acidic nature )
(C) NaF < NaCl < NaBr < Nal ( nucleophilicity inacetone )
(D) CH3 CHO > PhCHO > PhCOPh (reactivity towards nucleophilic addition

17. Select the correct order with respect to the mentioned properties
(A) CH3 CH2 OH > ( CH3 ) CHOH > ( CH3 ) CDOH > ( CH3 ) C.OH
2 2 3
(Ease of oxidation )
(B)

(C)

(D) +
PhSO3H > PhCOOH > PhOH > PhCH2 NH3
( acidic strength )
18. Which of the following species is/are aromatic
(A) (B)

(C) (D)

19. Which of the following belong to structural isomeric pairs?

(A) N-methylacetamide and N, N-dimethylforamide
(B)

(C) Epoxyethane and ethylene glycol

(D) Benzophenone and biphenyl carbaldehyde
20. Which of the molecules is/are planar?
(A) F2C = C = CF2 (B) F2B − CH = CH − BF2 (C) ( SiH3 )3 N (D) H2N − NH2

SECTION-III (REASONING)

1. STATEMENT-1: have more enol content than

and
STATEMENT-2: Enol form of first compound is resonance stabilized while enol form of second is not.
(A) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for
Statement-1
(B) Statement-1 is True, Statement-2 is True; Statement-2 is not correct explanation for
Statement-1.
(C) Statement-1 is True, Statement-2 is False
(D) Statement-1 is False, Statement-2 is True

2. Consider the following four statements, which may either be true(T) or false (F)
Statement 1: An optically active substance must be achiral
Cl

C
Statement 2: The absolute configuration of the compound H CH3is R

Br
Statement 3: Methyl carbanions is isoelectronic and isostructural with ammonia

Statement 4: Ethylalcohol is less acidic than phenol because phenoxide ion is more resonance
stabilized than ethoxide ion.

Which of the following sequence of T & F is correct for the above four statemens?
(A) TFTF (B) TTFF
(C) FFFF (D) FTTT

3. STATEMENT-1: is an example of nucleoph is an example of electrophilic addition.

and
CH3
STATEMENT-2: In BrCl, Br+ behaves as electrophile where Cl– a nucleophile.
(A) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for
Statement-1
(B) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for
Statement-1.
(C) Statement-1 is True, Statement-2 is False
(D) Statement-1 is False, Statement-2 is True

4. STATEMENT-1: H2N2 O2 can show geometrical isomerism.

and
STATEMENT-2: Each N-atom contains one –OH group and lone pair and there is no free rotation
between N-atom
(A) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for
Statement-1
(B) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for
Statement-1.
(C) Statement-1 is True, Statement-2 is False
(D) Statement-1 is False, Statement-2 is True

5. STATEMENT-1: p-nitrochlorobenzene is less rective towards nucleophilic aromatic substitution than m-

nitrochlorobenzene because C–Cl bond in it has more partial double bond character.

and
 STATEMENT-2: Bimolecular displacement mechanism takes place when aryl halides have got electron-
withdrawing groups at either ortho or para-positions.
(A) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for Statement-1
(B) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for Statement-1.
(C) Statement-1 is True, Statement-2 is False
(D) Statement-1 is False, Statement-2 is True

6. STATEMENT-1: Sulfanilic acid dissolves in dilute alkalies but not in dilute weak acids.
and
STATEMENT-2: Sulfanilic acid exists as Zwitter ion.
(A) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for Statement-1
(B) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for Statement-1.
(C) Statement-1 is True, Statement-2 is False
(D) Statement-1 is False, Statement-2 is True
7. STATEMENT-1: The basic strength of ( CH3 )2 NH is lesser than CH3NH2 in aqueous medium.
and
+ +
STATEMENT-2: CH3 NH3 has higher hydration energy than ( CH3 )2 NH2 in aqueous medium.
(A) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for Statement-1
(B) Statement-1 is True, Statement-2 is True; Statement-2 is a correct explanation for Statement-1.
(C) Statement-1 is True, Statement-2 is False
(D) Statement-1 is False, Statement-2 is True
PARAGRAPH-I
D – Mannose exists mainly in pyranose forms. The specific rotation of α-anomer is 29° and that of β-anomer is –17°.
The rotation the equilibrium mixture is +14°. Answer the following questions from the given information.
1. The % is α -anomer in the mixture is,
(A) 32.6 (B) 67.4
(C) 42.6 (D) 57.4
2. What is the angle of rotation when 5M α-D mannopyranose is taken in a tube of length 200mm
(A) 52.2° (B) 29°
(C) 26.1° (D) 14.5°

PARAGRAPH-II
Six unlabelled vials were discovered in a laboratory and were each thought to contain one of the following sweeteners.
(use in 1st paper)

H SO 3 H
N O
H2N O
N CH 3

H O
O 2C

Compound A
Compound B

CH 3 H
CH3 O
H3N N
CH S
N
NH
H O H3 C CH3
SO 2
O 2C
Compound D
Compound C

CHO CHO
HO H H OH
H OH H OH

CH 2 OH CH 2 OH

Compound E Compound F

A chemist performed a variety of experiments in order to determine the identity of the unknown compounds.
3. HNO3 oxidizes primary alcohols and aldehydes to the corresponding carboxylic acid. One of the sweeteners

was found to be optically active. However, its optical activity vanished upon treatment with HNO3 . Which of the

following compound could it be?

(A) Compound B (B) Compound C
(C) Compound E (D) Compound F
CHO COOH

H OH H OH
→
HNO3

H OH H OH

CH2OH COOH

(Optically inactive)

4. The trade name of one stereoisomer of compound B is Aspartame. How many total stereoisomers of Compound
B exist?
(A) 2 (B) 4 (C) 6 (D) 8
5. Which of the following observations best supports the arguments that the physiological sensation of least
involves a receptor site that is chiral?

(A) Compound A is 2 times as sweet as Compound B

(B) Compound A is 1/10 as sweet as Compound C
(C) Two stereoisomers of Compound E are sweet
(D) One stereoisomer of Compound C is sweet and another is tasteless

PARAGRAPH-III
Consider the following structure

6. Degree of unsaturation for the given structure is

(A) 10 (B) 11
(C) 12 (D) 13
Degree of unsaturation = No. of rings + No. of π bonds.
7. Number of different types of functional groups excluding C = C bonds are
(A) 5 (B) 6
(C) 7 (D) 8
PARAGRAPH-III
R, S–configuration is a useful tool for determination of enantiomers, diastereomers and homomers. If configuration of all
chiral centres are opposite than structures are enantiomers, if all chiral centres have configuration then they are
homomers and if some have same configuration and some have opposite than they are diastereomers

8. Among above structures find out enantiomeric structures

(A) II & III (B) I, & II, III & IV
(C) I & IV (D) III & IV
9. Which of the following is not diastereomers?
(A) I and III (B) II and III
(C) III and IV (D) II & IV
PARAGRAPH-IV
CH3 − CH = CH2 →
Cl2
500° C ( A ) 
eq. Na2 CO2
→ (B ) 
HOCl
→ ( C ) 
NaOH
→ (D )
Now, answer the following question
10. (A) is
(A) Cl (B) Cl

H3C CH CH2 H3C CH CH3

(C) CH3 − CH2 − CH2Cl (D) H2C CH CH2

Cl
11. Conversion of (B) to (C) is a example of
(A) Nucleophilic addition reaction (B) Electrophilic addition reaction
(C) Electrophilic substitution reaction (D) Nucelophilic substitution reaction
12. (D) is
(A) CH2 = CH − CH2 OH (B) H2C CH CH2

OH OH OH
(C) H2C CH CH2OH (D) CH2 = CH − CHO

OH

MATRIX MATCH
1. Match the List I with II and choose the correct option from the codes given below:
List-I List-II

(P) CO2 (1) Electrophile

(Q) NO2− (2) Ambident nucleophile

O
(R) (3) Ambident substrate
CH3 C H
H3C CH CH CH2
(S) (4) Electrophile as well as nucleophile
O
Codes
P Q R S
(A) 3 4 1 2
(B ) 1 2 4 3
(C ) 3 1 4 2
(D ) 4 3 1 2
2. Match the List I with II and choose the correct option from the codes given below:
List-I List-II

(P) 
KNH2
→ (1) β–elimination
Cl
Ph
CH3

(Q) H OH →
SOCl2 (2) SN2

Ph
 CH3

Ph N CH3
(R) (3) α–elimination
CH3
O

(S) (4) SNi

Codes
P Q R S
(A) 3 4 2 1
(B ) 2 3 1 4
(C ) 3 1 4 2
(D ) 4 3 1 2
3. Match the following
List-I List-II
(Reaction) (Intermediate)
Me
(A) Ph (p) Carbene

HCl
Peroxide
→
Me
(1) Mg Hg
(B) C O 
( 2 ) H2 O →
(q) Radical anion
Me

(C) FeC − CHCl2 

EtO EtOH
→ (r) Carbocation

Me 
CHClBrl
→
(D) (s) Carbanion
Me Me3 C − O

4. Solubility of iodine in carbon tetra chloride is due to van der Waal interaction. In an experiment, the solubility
of iodine in diethyl ether, n-hexane, carbon tetra chloride and toluene was measured. The solubilities were 337 g/kg,
182 g/kg, 19 g/kg and 13 g/kg. Correlate the solubilities with the solvent
Match the following
List-I List-II
(Solvent) (solubility)
(A) CCl4 (p) 337 g/kg

(B) C2H5 − OC2H5 (q) 182 g/kg

(C) CH3 − ( CH2 )4 − CH3 (r) 19 g/kg

(D) CH3 (s) 13 g/kg

5. Match List I with List II and select the correct options given below
List-I (Acid) List-II(Ka)

(A) Benzoic acid (p) 10.3 × 10 −5

(B) o-chloro benzoic acid (q) 120.0×10–5

(C) m-chloro benzoic acid (r) 6.3×10–5

(D) p-chloro-benzoic acid (s) 15.1× 10–5

6. Match the following
Column-I Column-II

(A) CF2 = CF2 + HF → (p) Free radical addition

(B) PhCH = CH2 + Br2 → (q) No reaction

(C) +HBr → (r) Nucleophilic addition

(D) (NC )2 C = CHCN + NH3 → (s) Electrophilic addition

(t) Nucleophilic substituion

7. Match the following

Column-I Column-II

(A) (p) Diastereomers

(B) (q) Racemic mixture

(C) (r) Meso compound

(D) (s) CO2 gas will evolve

(t) Dehydration will occur

INTEGER
1. What is the number of positional isomers for an alkyne with molecular formula C3FCIBrl.

2. How many of the following will remains more in keto-form?

Enol gets form a strained due to the formation of double bond in the ring.

3. In the following statement given below, how many of them are correct?
(A) It is necessary to have a chiral centre for a molecule to be optically active.
(B) Allene is planar.
(C) If axis of symmetry is present than molecule will be achiral
(D) Tautomerism and resonance are same phenomenon.
(D) D and L are absolute configuration of chiral carbon
(E) Tautomer of CH2DCN can show optical isomerism
4. Among the following find out the number of molecule which are electrophiles?
⊕ ⊕ ⊕
NH4 , PH,SiCl4 ,CH3 ,:CCl2 ( sin glet ) ,SO3
5. COOH OH

Br

CH2 C H 
Xmol of NaNH2
→
Br

H3C

Value of X used for completion of reaction will be

6. How many isomers, including stereoisomers, containing only saturated carbon atoms, are there for C5H10 ?

7. How many constitutional isomers exist of formula C5H12O that contain an ether as functional group.

8. How many such isomers are possible for C4H7Br (including stereoisomers) which contains all saturated carbons
(sp3 hybridized)?

9. Number of possible different stereoisomers for the following compound:

10. In the following statement given below, how many of them are correct?
(A) It is necessary to have a chiral centre for a molecule to be optically active.
(B) Allene is planar.
(C) If axis of symmetry is present than molecule will be achiral
(D) Tautomerism and resonance are same phenomenon.
(D) D and L are absolute configuration of chiral carbon
(E) Tautomer of CH2DCN can show optical isomerism
11. In the following statement given below, how many of them are correct?
(A) It is necessary to have a chiral centre for a molecule to be optically active.
(B) Allene is planar.
(C) If axis of symmetry is present than molecule will be achiral
(D) Tautomerism and resonance are same phenomenon.
(D) D and L are absolute configuration of chiral carbon
(E) Tautomer of CH2DCN can show optical isomerism
12. Among the following find out the number of molecule which are electrophiles?
⊕ ⊕ ⊕
NH4 , PH,SiCl4 ,CH3 ,:CCl2 ( sin glet ) ,SO3
13. Number of chiral centres in the vitamin C
OH

O O CH CH2 CH3

is
HO OH

14. What is the total number of stereoisomers of pent-3-en-2-ol?

15. How many of the following are expected to be more basic than aniline?

16. Total number of compounds among the following which reduce Tollen’s reagent is

O OH

H3 C − C − CH − CH3 , H3 C − C ≡ C − H, H3 C − C ≡ C − CH3
17. In the monochlorination of 3-methylpentane, let x be the number of pairs of isomers, which exist as enantiomers,
y be the number of pairs of isomers, which exist as diastereomers, z be the number of isomers, which are
achiral. Calculate the value of ( x + y + z ) .
18. How many geometrical isomers (excluding enantiomers) are possible for the compound
given below?

19. How many of the following compounds can’t exhibit tautemerism?

20. What will be the total number of different tautomeric structures of methyl organge in acidic medium
21. Number of functional groups present in following compound is

22. Among the various acid pairs, in how many pairs former acid is having more stable conjugate base than later
one?
(i) (ii) CF3 COOH and CH3 COOH

(iii) CH2 = CH − COOH and CH ≡ C − COOH (iv)

and

(v) (vi)

(vii) (viii)

(ix)
(x)
 ANSWER

SINGLE CORRECT
1. D 20. C 39. A 58. A 72. A
2. D 21. A 40. A 59. B 73. C
3. D 22. 41. B 60. D 74. C
4. 23. D 42. A 61. A 75. C
5. D 24. B 43. A 62. C 76. C
6. C 25. A 44. D 63. A 77.
7. B 26. C 45. A 64. D 78. A
8. 27. D 46. C 65. A 79. A
9. C 28. A 47 66. C 80. C
10. C 29: C 48. D 62. C 81. C
11. B 30. C 49. C 63. A 82. B
12. A 31. A 50. B 64. D 83. A
13. B 32. D 51. A 65. A 84. B
14. B 33. C 52. 66. C 85. A
15. D 34. A 53. C 67. C 86. A
16. C 35. C 54. C 68. C 87. D
17. A 36. 55. D 69. D
18. A 37. C 56. B 70. D
19. C 38. B 57. B 71. B

ONE OR MORE THAN ONE

1. A,B 7. A,C,D 12. ABD 18. A, B

2. A,B,C,D 8. B,C,D 13. AD 19. A, B, D
3. B,C,D 14. ABC 20. B,C
9. AC
4. A,B 15. B,C,D
10. A,B
5. A,C,D 16. A, B,C,D
11. AD
6. B,C,D 17. A,B,C,D
ASSERTION & REASONING
1. C 5. D
2. D 6.
3. D 7. D
4. A
PARAGRAPH
1. 7. B
2. 8. B
3 D 9. D
10. D
4. B
11. B
5. D 12. B
6. C
MATRIX MATCH
1.
2.
3. A→r; B→q, C→s; D→p
4. A→r; B→p, C→s; D→q
5. A→r; B→q, C→s; D→p
6. A→r; B→s; C→s; D→ r
7. A→p, s; B→q, s; C→p, s; D→r,t
INTEGER
1. 4 7. 6 13. 2 19. 5
2. 3 14. 4 20. 6
8. 7
3. 1 15. 5 21. 6
9. 3
4. 5 16. 3 22. 4
10. 1
5. 5 17. 9
11. 1
18. 8
6. 7 12. 5
 SOLUTION

SINGLE CORRECT
1. D

2. D

3. D
4.
5. D
More the number of electron withdrawing groups present at ortho and para w.r.t. OH group, more
be the acidic strength.
6. C

Hence, (C) is the correct option.

7. B
One mole of the above compound on hydrolysis followed by heating produces 4 moles of CO2.
Hence, (B) is the correct option.
8.
9. C
Due to hydrogen bonding in Boat form.
10. C

(A) has 11 isomers. ClCH2 − CH = CH − Cl ( Geometrical isomer )

CH3 − CH = CCl2 Cl CH 2 C CH2
Cl
Cl2CH − CH = CH2
 H3C C CH Cl

Cl

(Geometrical isomer)
11. B
Acidic strength of monoprotic acid follow the order HM < HL < HN.
Basicity order of conjugate base N− < L− < M− .
Leaving group tendency M− < L− < N− .
Reaction (B) will not take place as M− is a bad leaving and N− is a weak nucloophile
12. A
More stable transition state of structure (I)
13. B
14. B
Number of G.I. = 2n = 21 = 2
Number of Ol = 2n = 22 = 4
n = Number of stereocentres
15. D

16. C

17. A
NiO < MgO < SrO < Cs2 O

18. A
19. C
C – B single bond is capable of free rotation. However, conjugation possibility will favour
coplanarity between fluorines.
20. C
21. A
22.
23. D
In A and B there is hindered rotation about central bond between two rings

(A) and (B) and

(C) In (C) compound exist in two form cis and trans.

and

In case of (D) on rotation conformer will develop instead of geometrical isomer.

24. B
 Becasue
A – Cis, B–Trans,C–Cis
D–Trans, E–Cis, F–Trans
25. A
Due to intramolecular H-bonding
26. C
O

H3C C CH3 pKa = 19.3

Ph − OH = 9.98
O

H3C C CH3 pKa = 4.76

27. D
In fact this is the order of stability of carbocation formed after attack or electrophile H+
28. A
On the basis of equilibrium, order of basicity
R − > NH2− > HC ≡ C−

And order of acidity is

29: C
OH
OH
N O
N N O
N
tautomerization

N OH N O

30. C
There is one chiral centres as well as molecule can show geometrical isomerism
31. A
Due to symmetry in polyene
32. D
NO2 NO2 NO2
COOH
I:
> >

COOH
(Strong-I effect-R effect) COOH
-1 effect Only-I effect
-R effect
II: Higher the acidity of an acid lower the basicity of its conjugate base
III:Higher the stability of alkene lower the heat of hydrogenation

IV: Ph C CH2 COOH the β-keto acid so it would be having maximum ease for

O
decarboxylation
33. C
 All C − C bond lengths are same
All C – O bond lengths are same due to equal contribution of resonating structures.
34. A
Triethyl borate; ( C2H5 )3 BO3 and Tetraethyl silicate; ( C2H5 )4 SiO4 are formed (B and Si show
diagonal relationship, hence similar chemical behaviour)
35. C
Heat of combustion ∝ No. of –CH2 units.
36.
37. C
(A) has 11 isomers. ClCH2 − CH = CH − Cl ( Geometrical isomer )
CH3 − CH = CCl2 Cl CH 2 C CH2
Cl
Cl2CH − CH = CH2
H3C C CH Cl

Cl

(Geometrical isomer)
38. B
Acidic strength of monoprotic acid follow the order HM < HL < HN.
Basicity order of conjugate base N− < L− < M− .
Leaving group tendency M− < L− < N− .
Reaction (B) will not take place as M− is a bad leaving and N− is a weak nucloophile
39. A
More stable transition state of structure (I)
40. A
+I and + R increases basic strength, –I and –R decreases basic strength.
41. B
42. A
When cyclohexanone undergoes nucleophilic addition, then hybridization of carbonyl carbon
changes from sp2 to sp3 which reduces angle straing in the ring, thus cyclohexanone undergoes
faster nucleophilic addition than cyclopentanone
43. A
44. D
All the given species are aromatic

45. A

Exists as , which makes the structure aromatic.

is non planer because of the repulsion between 2 hydrogen’s shown

46. C
47
48. D
In A and B there is hindered rotation about central bond between two rings
 (A) and (B) and

(C) In (C) compound exist in two form cis and trans.

and

In case of (D) on rotation conformer will develop instead of geometrical isomer.

49. C
50. B
Compound B gets aromatic nature in enol form
51. A
52.
53. C
Extended conjugation.
54. C
In II tautemerism is not possible
55. D
It can exhibit geometrical as well as optical isomerism and total will be 8 isomers
56. B
In gas phase carbocation stability is as follows
+ + + +
( CH3 )2 CH > CH2 = CH − CH2 > CH3 CH2 > CH2 = CH
57. B
E1CB

E2 is not possible reason

(i) F– is poor leaving roup
(ii) 'H' atom and 'F' atom are on same side.
58. A

is most stable as two groups are at 1, 3 position and trans to each other

is least stable as two groups are at adjacent positions that too with cis configuration.
59. B

60. D
61. A
62. C
 (i) Sulphonic acids are usually stronger than carboxylic acid
(ii) Due to steric inhibition of resonance in (II) is most acidic among rest and (III) is least acidic.

63. A
64. D
In the compound (iii), two oxygen atoms are directly linked to benzene ring, activating it to the
maximum extent. While the compound(ii) has got one oxygen atom (electron donating) only
directly attached to benzene ring, and one –CO- group which is electron withdrawing. (i) has got
electron withdrawing –CO- groups only.

65. A
66. C
C – B single bond is capable of free rotation. However, conjugation possibility will favour
coplanarity between fluorines.
67. C
68. C

∴ I has higher charge separation than II.

69. D
70. D
( )
Nucleophilicity for R − X + Nu− of Nu− depends on various factors like size, charge density
polarisability, electronegativity etc.
71. B
Tropolium carbocation is more stable than benzyl which is more stable than 20 carbocation and
the least stable carbocation is vinyl.
72. A
(I) +M effect of OH group and hyperconjugation of 5-α-H.
(II) –1 effect of OH group and hyperconjugation of 3-α-H.
(III) Hyperconjugation of 5-α-H.
(IV) +M effect of NH2 group
(V) +M effect of OH group
73. C

‘b’ exist as
in ‘a’ due to steric factor, very less enolistion occurs.
in e: C – O bond order is 1.33
in f: C – O bond order is 1.5

74. C
(A) C1 − H & C2 − Cl will stay in anti position
(B) Gauche effect is applicable.
(C) Both the Cl are stabilized in anti form in its pure form but in aqueous solution. Due to
salvation they are stabilized in Gauche form.
 − −
(D) At high pH –COOH  OH
→ COO − and −SH  OH
→ S − . Hence at Gauche position of
COOH with respect to SH, there will be high repulsions.
75. C

76. C
In 3, 4 atom moved one place to another which do not give resonance structure.
77.
78. A
79. A
H2O > T2O > CH ≡ CH > NH3
80. C
+
When compound (II) gains H+ , the − NH3 group is repelled by the −CH3 group at ortho position
and hence, the compound (II) becomes less basic.

81. C
Intramolecular hydrogen bond and CH3 groups at anti.
82. B
83. A
+I and +R increase basic strength, –I and –R decreases basic strength.
84. B
85. A
Compare the stability of + and – charges in single bonded structure
86. A
(A) → One C2 exist but 2 plane of symmetry (POS)

(B)

(C) anti form is more stable

(D) CH4 has 6 POS
87. D

ONE OR MORE THAN ONE

1. A,B
2. A,B,C,D
3. B,C,D
4. A,B
5. A,C,D
  H2S
Zn 
dil.HNO3
→ Zn (NO3 )2 aq.NaoH
→ Zn ( OH)  excess
NaOH
→ Na2  Zn ( OH)4   → ZnS
colourless White
2
 So luble  White

6. B,C,D
7. A,C,D
8. B,C,D
In A two compounds are enantiomers of each other so can be resolved
In B by taking both (+) and (–) form of PhCHDNH2 purpose will not be solved
In C NH2CH2 COOH is not optically active compounds so can not be resolved

9. AC
10. A,B
11. AD
12. ABD
13. AD
14. ABC

15. B,C,D
16. A, B,C,D
(A) Higher is the polarity of > C = O, more is the ease of reduction
(C) In weakly polar aprotic solvent, smaller is the size of anion, stronger is the interaction between
ion pair, weaker is the nucleophile.
(D) With increases in steric crowding on > C = O and decrease in polarity of > C = O bond,
reactivity towards nucleophile decrease.
17. A,B,C,D
18. A, B
19. A, B, D
20. B, C
In F2C = C = CF2
Terminel C-atoms are sp2 hybridised, one sp2 hybridised orbital comes in the horizontal plane
and other sp2 hybridised orbital appear on the vertical plane.

ASSERTION AND REASONING

1. C
2. D
Optically active substance must be asymmetric.
3. D
Reaction is a example of electrophile addition reaction
Br + − Cl− (inter halogen compound)
4. A

5. D
As the intermediate formed in bimolecular displacement mechanism is resonance stabilized when
−NO2 group is present at orto or para or both positions. Hence, p-nitrochlorobenzene is more
reactive than m-nitrochlorobenzene towards nucleophilic aromatic substitution.
6.
7. D
The net combination of inductive effect and salvation effect gives the trend
( CH3 )2 NH > CH3NH2 > ( CH3 )3 N > NH3 for basicity

PARAGRAPH
1.
2.
3 D
4. B
There are two chiral centre so total stereoisomers will be 4.
5. D
Receptor site gives sweet taste with one enantiomer and gives no taste with its another
enatiomers
6. C
7. B
8. B
9. D
10. D
11. B
12. B
10–12

CH3 − CH = CH2 →

Cl2
500° C
H2C − CH = CH2 
eq.Na2 CO2
→ H2 C − CH = CH2

CH3 OH
→ H2C − CH − CH2 → H2C − CH − CH2
HOCl NaOH

OH OH Cl OH OH OH

MATRIX MATCH
1.
2.
3. A→r; B→q, C→s; D→p
(A) In HCl, peroxide effect do not work. Hence, the intermediate is carbocation.
(B) Mg/Hg is a source of free electrons. Hence, the intermediate is radical anion
(C) This elimination is an example of E1CB mechanism. Hence, the intermediate is
carbanion
(D) In this case carbine is an intermediate due to α-elimination
4. A→r; B→p, C→s; D→q
5. A→r; B→q, C→s; D→p
6. A→r; B→s; C→s; D→ r
7. A→p, s; B→q, s; C→p, s; D→r,t
(A)

(B)

(C)

(D)

INTEGER

1. 4
2. 3

Remain in 100% keto form since it does not acidic hydrogen

3. 1
4. 5
NH4 + is not a electrophile because its octet is complete and does not have vacant orbitals.
5. 5
1 for –COOH group
1 for –OH group
Remaining 3 for formation of salt of alkyne
6. 7

7. 6

8. 7

9. 3
10. 1
11. 1
12. 5
NH4 + is not a electrophile because its octet is complete and does not have vacant orbitals.
13. 2
14. 4
Number of stereogenic site = 2
And the molecules is asymmetric also.
15. 5

16. 3

H3 C − CH2 − CHO,

Reduce Tollen’s reagent.

17. 9
CH3

CH3 − CH2 − C − CH2 − CH3 3-methyl pentane monochlorination, different products are

Cl − CH2 − CH2 − CH − CH2 − CH3 , CH3 − CH − CH − CH2 − CH3

CH3 Cl CH3

chiral(one pair of enantiomer) chiral(two pair of enantiomer and four pair of diastereomers)
CH3

CH3 − CH2 − C − CH2 − CH3 , CH3 − CH 2 − CH − CH2 − CH3

Cl CH2 Cl

achiral achiral
X = number of pairs of enantiomers = 3
Y = number of pairs of diastereomers = 4
Z = number of isomers which are achiral = 2
Total x + y + z = 9
18. 8

Total number geometrical isomers = 23 = 8

19. 5

20. 6
21. 6

22. 4