1

Lakshya JEE AIR (2024)

Amines Practice Sheet

CHEMISTRY

1. Acetone on reaction with ammonium formate at

6.
180°–200° C, gives
(A) Propylamine
(B) Ethylamine
(C) Propan-2-amine (A) (B)
(D) Ethyl methylamine

2. Primary, secondary and tertiary amines can be (C) (D)

separated by the following except:
(A) Fractional distillation
(B) Fractional method using diethyl oxalate 7. Which one of the following compounds loses
(C) Hinsberg's method using C6H5SO2Cl2 optical activity due to pyramidal inversion?
(D) Selective crystallisation
(A) (B)

3. Cyclopentanol can be converted into

cyclopentylamine by following two routes. Which
of the following methods is expected to give good
(C) (D)
yield of cyclopentylamine?

(A)
8. In which one of the following reactions does the
amine behaves as an acid?
(B) (A) (C2H5 )3 N + BF3
(B) CH3NH2 + H2O
(C) Both are equally suitable
(D) Neither of the two (C) + C4H9Li

4. Predict about the relative boiling point of the (D) (C2H5)2NH + H2PtCl6
following two amines.
9. For the following diazonium ions, the correct order
(I) (II)
of reactivity towards diazo coupling with phenol in
the presence of dil. NaOH is
(A) Boiling point of I > II
(B) Boiling point of II > I
(C) Both should have equal boiling points
(D) It can’t be predicted.

5. Predict the nature of A in the following reaction:

( CH3 )3 CCH2 NH2 ⎯⎯⎯
HONO
→A ( main product )
(A) (CH3)3CCH2OH (A) I < IV < II < III
(B) (CH3)3CCH = CH2 (B) IV < II < I < III
(C) (CH3)2C(OH)C2H5 (C) I < II < IV < III
(D) (CH3)3CCH2NH(NO) (D) III < IV < II < I
10. (C)

Identify the product (B) in the above reaction

sequence. (D)

(A) (B)

14.

Structure of ‘C’ is
(C) (D)
(A) (B)

(C) (D)
11.

Structure of ‘A’ is
15. → Intermediate + N2
(A) (B)
What is the nature of intermediate in above
reaction?
(A) Carbonium ion (B) Carbanion
(C) (D)
(C) Carbene (D) Free radical

12. The major product formed in the following reaction 16. A compound (X) has the molecular formula
is C3H7NO. With Br2 and KOH, (X) gives (Y). (Y)
responds to mustard oil reaction. (Y) upon
treatment with HNO2 evolves N2 and gives an
alcohol (Z) which gives iodoform test. (X) is likely
(A) H3C – CH = CD2 to be
(A) C2H5CONH2
(B) CH3CONH2
(C) CH3COONH4
(B) (D) C2 H5CNO
(C) H2C = CH – CD3
(D) H2C = N – CH3
17. The products (B) and (C) in the following reaction
are respectively,

13.

(B) (C)
(A)
(A) Aniline Azoxybenzene
(B) Azoxybenzene Aniline
(C) Azobenzene Hydrazobenzene
(B) (D) Hydrazobenzene Azobenzene
18. Which one of the following products will be 21. Consider the following structures:
obtained in the given (consider minor product also)
Beckmann-type rearrangement?

(A)

(B)

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

(A) Basic strength of I is less than that of II
(C) (B) Basic strength of I is greater than II
(C) Basic strength of III is less than that of IV
(D) All of these (D) Basic strength of III is greater than IV

19. Which one of the following will not undergo 22. Sandmeyer's reaction can be represented by
Hoffmann bromamide reaction? (A) C6 H5 N2Cl ⎯⎯⎯⎯⎯
Cu 2Cl2 /HCl
→ C6 H5Cl
(B) C6 H5 N2Cl ⎯⎯⎯⎯⎯
Copper powder
→ C6H5Cl
(A) (C) C6 H5 N2Cl ⎯⎯⎯⎯
Cu 2 (CN)2
→ C6 H5CN
(D) C6 H5 N2Cl ⎯⎯⎯→
Cu 2 Br2
C6 H5 Br

(B) 23. Which of the following statement(s) is/are not

correct?
(A) Iodobenzene can be obtained from
(C) benzenediazonium salt by adding the reagent
KI.
(B) Flurobenzene can be obtained from
benzenediazonium salt by adding the reagent
(D)
KF followed by heating.
20. Which one of the following statements is true (C) Benzenediazonium salt reacts with water to
regarding the reaction of p-Aminophenol with yield phenol.
arenediazonium chloride? (D) Benzenediazonium salt reacts with water to
yield benzene.

24. Which of the following statement(s) is/are

incorrect?
(A) Reaction takes place at position 2 in presence (A) Only one NO2 group is reduced in
of HCl. m-Dinitrobenzene if treated with NH4 SH.
(B) Reaction takes place at position 3 in presence (B) C6H5N(CH3)(C2H5) can be resolved into
of NaOH.
enantiomers.
(C) No reaction occurs.
(D) Four azo groups can be introduced in the (C) Bromination of aniline produces ortho- and
molecule. para-Bromoaniline.
(D) Nitration of aniline is carried out by first
converting aniline to acetanilide.
 29. Pyrrole is treated with alkaline chloroform to get
25. two products P and Q as follows:

Which statement(s) is/are correct?

(A) Reduced products of P and Q will be
metamers to each other. Which of the following intermediate is/are likely to
(B) Dry distillation of hydrolysed products of P be formed here?
with Ca(OH)2 gives benzophenone.
(C) Hydrolysed product of Q, reacts with (A)
NaNO2+HCl followed by reaction with
phenol, gives orange red dye.
(B)
(D) Electrophile involved in the formation of Q is
dichlorocarbene.

(C)
26. Primary (1°) amine group is formed in

(A) (D)

(B)
ASSERTION-REASON TYPE:
Given below are two statements: one is labelled as
(C) Assertion (A) and the other is labelled as Reason
(R).
(D) In the light of above statements, choose the most
appropriate answer from the options given below:
(A) Both A and R are correct and R is the correct
27. Which of the following compound(s) will dissolve explanation of A.
in an alkali solution after it has undergone reaction (B) Both A and R are correct but R is not the
with Hinsberg's reagent? correct explanation of A.
(A) N – Methyl ethanamine (C) A is correct but R is incorrect.
(B) N, N-Dimethyl aniline (D) A is incorrect but R is correct
(C) Diethyl amine
(D) Isopropyl amine 30. Assertion (A): Primary amines, RNH2, add to
aldehydes and ketones to yield imines. The yield is
28. The product(s) expected when the following
maximum at pH about 4.5.
compound is treated with H2O2 and heated is/are
Reason (R): The yield is maximum at pH about 4.5
because at low pH protonation of amine occurs and
at high pH protonation of intermediate
carbinolamine cannot occur.
(A)

31. Assertion (A): Diazo-coupling reactions occur in

(B)
strong alkaline medium.
(C) (CH3)2N– OH Reason (R): In strong alkaline medium, the
concentration of diazonium ion decreases
(D) rapidly.
32. Assertion (A): Aniline on reaction with 36. Match the following:
NaNO2/HCl at 0°C followed by coupling with β - Column-I Column-II
(I) Curtius reaction (p) R–CO–NH–O–CO–
naphthol gives a dark blue coloured precipitate. OH−
R’ ⎯⎯⎯
→
Reason (R): The colour of the compound formed 
in the reaction of aniline with NaNO2/HCl at 0°C
(II) Gabriel (q) RCON3 ⎯⎯⎯
−N
→
phthalimide 2

followed by coupling with β-naphthol is due to the reaction R–N=C=O

extended conjugation. ⎯⎯⎯
H2O
→
RNH2+CO2
33. Assertion (A): Treithylamine (a) gives no (III) Lossen (r) Conversion of an
detectable adduct with trimethylborane whereas rearrangement alkyl phthalimide
into RNH2
quinuclidine (b) forms a very stable adduct.
(IV) Schmidt (s) Involves S N2
reaction displacement
(t) RCOOH + N3H
⎯⎯⎯
H2SO4
→
(a) (b) RNH2+CO2+N2
(A) (I)- q; (II)- r, s; (III)- p; (IV)- t
(B) (I)- p; (II)- q, r; (III)- s; (IV)- t
Reason (R): The ethyl groups shield the nitrogen (C) (I)- r; (II)- q, p; (III)- s; (IV)- t
atom of the amine to prevent any reaction of (D) (I)- s; (II)- p, q; (III)- r; (IV)- t
triethylamine with trimethylborane. In
quinuclidine, in contrast, the carbon atom are 37. Match the following:
pinned at the back in the ring system. Therefore, Column-I (Reactant) Column-II
the nitrogen atom is free to attack trimethylborane (I) RX+KCN (p)
and hence form a stable adduct. ⎯⎯⎯
ethanol
→
(II) RX+CH3COOAg (q) RCN
34. Statement-I: Aryl amines cannot be prepared by (III) CH3C≡N (r) CH3COOR
Gabriel’s phthalimide synthesis. ⎯⎯⎯→
LiAlH4

Statement-II: Aromatic halides do not give SN2 (IV) (s) CH3CH2NH2

reactions.
(A) Both statement-I and statement-II are correct. ⎯⎯⎯⎯
Hofmann 's
deg radation
⎯→
(B) Statement-I is correct but statement-II is (t) RNC
incorrect. (A) (I)- q; (II)- r; (III)- s; (IV)- p
(C) Statement-I is incorrect but statement-II is (B) (I)- p; (II)- r; (III)- s; (IV)- t
correct. (C) (I)- r; (II)- q; (III)- s; (IV)- t
(D) (I)- s; (II)- p; (III)- r; (IV)- t
(D) Both statement-I and statement-II are
incorrect. 38. Match each of the compound in Column-I with its
characteristic reaction(s) in Column-II.
35. Statement-I: Methyl cyanide has higher boiling Column-I Column-II
point than methyl isocyanide. (I) CH3CH2CH2CN (p) Reduction with Pd-
C/H2
Statement-II : Methyl cyanide has co-ordinate (II) CH3CH2OCOCH3 (q) Reduction with
bond between N and C. SnCl2/HCl
(A) Both statement-I and statement-II are correct. (III) CH3–CH=CH– (r) Development of foul
CH2OH smell on treatment
(B) Statement-I is correct but statement-II is with chloroform and
incorrect. alcoholic KOH
(C) Statement-I is incorrect but statement-II is (IV) CH3CH2CH2CH2– (s) Reduction with
NH2 diisobutylaluminium
correct.
hydride (DIBAL-H)
(D) Both statement-I and statement-II are (t) Alkaline hydrolysis
incorrect. (A) (I)-p, q, s, t; (II)-s, t; (III)-p; (IV)-r
(B) (I)-s, t, p, q; (II)-r, t; (III)-p; (IV)-q
(C) (I)-s, q, p, t; (II)-s, t; (III)-p; (IV)-s
(D) (I)-t, s, p; (II)-p, q; (III)-p; (IV)-t
39. Match the following:
Column-I Column-II 42. Which one of these compounds can give an N -
(I) C2H5NH2 and (p) Carbylamine test Nitroso amine on reaction with nitrous acid?
C6H5NH2
(I) C6H5CONHC2H5
(II) (C2H5)3N and (q) Azo dye test
(C2H5)2NH (II) C2H5NHC2H5
(III) C2H5NH2 and (r) Hinsberg reagent (III) C6H5NHC2H5
(C2H5)3N (IV) C6H5NHC6H11
(IV) (C2H5)3 N and (s) Liebermann (A) I, II, III (B) I, III, IV
C6H5NH2 nitroso reaction
(C) II, III, IV (D) I, II, III, IV
(A) (I)-q; (II)-r,s; (III)-p,r; (IV)-p,q,r
(B) (I)-p; (II)-q,s; (III)-r; (IV)- q,r,s
(C) (I)-r; (II)- s; (III)-p,r; (IV)-p,q,r Amines can be made to undergo an elimination reaction
(D) (I)-s; (II)-p,q; (III)- r; (IV)-p,q,s under suitable conditions to yield alkenes. The amine is
methylated with excess of methyl iodide yielding a
Comprehension Type quaternary ammonium chloride followed by heating with
The most important reaction of all kind of amines is their silver oxide. The less substituted alkene in contrast to
reaction with nitrous acid. It is also a distinguish more substituted stable alkene is formed in predominate
test as primary, secondary, tertiary, aromatic amount. The acidity of the βH decides the nature of
amines give different products on reaction with
product formed. The more acidic βH is eliminated to give
nitrous acid. Primary amines react with nitrous acid
to give alcohols as the major product along with the product. Based on this information, answer the
some other minor product like alkene etc. In case following three questions.
of aromatic amines the reaction is called
diazotization and the product obtained is of great 43. The major product formed on heating
synthetics importance. In case of some cyclic
primary amines ring expansion and contraction is
also observed. OH– is

40. When propanamine reacts with nitrous acid then

which of the following statements are true? (A) CH2=CH2 (B) (CH3)2C=CH2
(I) Here reaction intermediate is secondary (C) CH3CH=CHCH3 (D) (CH3)2C=C(CH3)2
carbocation
(II) Here the products formed are propene, 2- 44. The major product formed on heating
Chloropropane and -2 propanol
(III) It involves hydride shift
(IV) Here one of the product is optically active also
(A) I, II, III (B) I, II OH– is
(C) I, II, IV (D) II, III, IV

41. The major product obtained in the following (A) (B)

reaction can be given as
(C) H2C = CH2 (D) CH2CHCH2CH3

45. The major product formed on heating of

OH– is
(A) (B)
(A) CH3CH2CH2CH=CH2
(B) H2C = CH – CH3
(C) (D) (C) (CH3)2C = CH2
(D) (CH3)2C = CHCH3
46. In the following figure, 𝑥 and 𝑦 represent the 52. Which of the following ketone will NOT give
number of times of Hofmann exhaustive enamine on treatment with secondary amines?
methylation takes place to remove nitrogen from [where t-Bu is –C(CH3)3]
the compound. The sum of 𝑥 + 𝑦 is______.

(A) (B)

(C) (D)
47. Examine the structural formula of following
compounds and identify how many compounds are
more basic than aniline?
53. The reaction of with bromine and KOH

gives RNH2 as the end product. Which one of the

following is the intermediate product formed in this
reaction?
(A) (B) R–NH–Br

(C) R–N=C=O (D)

48. Of the following amines how many can give carbyl
amine reaction?
54. Which statement is NOT correct for p-
toluenesulphonyl chloride?
(A) It is known as Hinsberg’s reagent.
(B) It is used to distinguish primary and secondary
amines.
49. Of the following amines, how many can be (C) On treatment with secondary amine, it leads to
separated by Hoffmann’s mustard oil reaction? a product, that is soluble in alkali.
(D) It doesn’t react with tertiary amines.

55. The final product ‘C’ is the following series series

of reactions

is

50. How many structural isomers of a Grignard reagent

are possible for preparing n-Butane by reaction
with ethylamine? (A)

Previous Year Questions

51. The conversion of propan-1-ol to n-butylamine
involves the sequential addition of reagents. The
correct sequential order of reagents is.
(A) (i) SOCl2 (ii) KCN (iii) H2/Ni, Na (Hg)/C2H5 (B)
OH
(B) (i) HCl (ii) H2/Ni, Na(Hg)/C2H5OH
(C) (i) SOCl2 (ii) KCN (iii) CH3NH2
(D) (i) HCl (ii) CH3NH2
 58. With respect to the following reaction, consider the
given statements:
(C)

(a) o-Nitroaniline and p-nitroaniline are the

predominant products
(D) (b) p-Nitroaniline and m-nitroaniline are the
predominant products
(c) HNO3 acts as an acid
56. Among the following structures, which will show (d) H2SO4 acts as an acid
the most stable enamine formation ? (A) (a) and (c) are correct statements.
(Where Me is – CH3) (B) (a) and (d) are correct statements.
(C) (b) and (d) are correct statements.
(D) (b) and (c) are correct statements.
(A)
59. In Friedel-Crafts alkylation of aniline, one gets:
(A) alkylated product with ortho and para
substitution.
(B) (B) secondary amine after acidic treatment.
(C) an amide product.
(D) positively charged nitrogen at benzene ring.

60. Identify the major product formed in the following

(C) sequence of reactions:

() 2 2
⎯⎯⎯⎯⎯⎯ →
1 Br /H O
( 2) NaNO /HCl
2
(3) H3PO2
(D)

(A)
57. Given below are two statements:
Statements-I: In Hofmann degradation reaction,
the migration of only an alkyl group takes place
from carbonyl carbon of the amide to the nitrogen (B)
atom.
Statement-II: The group is migrated in Hofmann
degradation reaction to electron deficient atom.
In the light of the above statement, choose the most
appropriate answer from the options given below: (C)
(A) Both Statement-I and Statement-II are
correct
(B) Both Statement-I and Statement-II are
incorrect
(C) Statement-I is correct but Statement-II is (D)
incorrect
(D) Statement-I is incorrect but Statement-II is
correct
61. A primary aliphatic amine on reaction with nitrous 64. Hydrolysis of which compound will give carbolic
acid in cold (273 K) and there after raising acid?
temperature of reaction mixture to room (A) Cumene
temperature (298 K). Gives a/an (B) Benzenediazonium chloride
(A) nitrile (C) Benzal chloride
(D) Ethylene glycol ketal
(B) alcohol
(C) diazonium salt
(D) secondary amine 65.

Consider the above reaction and predict the major

product.
62.

Consider the above reaction, the product A and

product B respectively are

66. The correct sequential order of the reagents for the

given reaction is :

(A) HNO2, Fe/H+, HNO2, KI, H2O/H+

(B) HNO2, KI, Fe/H+, HNO2, H2O/warm
(C) HNO2, KI, HNO2, Fe/H+, H2O/H+
(D) HNO2, Fe/H+, KI, HNO2, H2O/warm
63. An organic compound 'A' on reaction with NH3
followed by heating gives compound B. Which on 67. The correct stability order of the following
further strong heating gives compound C diazonium salt is
(C8H5NO2). Compound C on sequential reaction
with ethanolic KOH, alkyl chloride and hydrolysis
with alkali gives a primary amine. The compound
A is: (I) (II)

(A) (B)

(III) (IV)
(C) (D)
 (A) (I) > (II) > (III) > (IV) 70. Match List I with List II
(B) (I) > (III) > (IV) > (II) List-I List-II
(C) (III) > (I) > (IV) > (II) A. Benzenesulphonyl I. Test for primary
(D) (III) > (IV) > (II) > (I) chloride amines
B. Hoffmann II. Anti Saytzeff
bromamide
68. Given below are two statements: one is labelled as reaction
Assertion (A) and the other is labelled as Reason C. Carbylamine III. Hinsberg reagent
(R). reaction
Assertion (A): Experimental reaction of CH3Cl D. Hoffmann IV. Known reaction
with aniline and anhydrous AlCl3 does not give o orientation Of Isocyanates.
and p-methylaniline.
Reason (R): The — NH2 group of aniline becomes Choose the correct answer from the options given
deactivating because of salt formation below:
with anhydrous AlCl3 and hence yields m-methyl (A) A-IV, B –III, C-II, D-I
aniline as the product. (B) A-IV, B –II, C-I, D-III
In the light of the above statements, choose the (C) A-III, B –IV, C-I, D-II
(D) A-IV, B –III, C-I, D-II
most appropriate answer from the options given
below:
71. Arrange the following in increasing order of
(A) Both (A) and (R) are true and (R) is the correct
reactivity towards nitration
explanation of (A).
I. p-xylene
(B) Both (A) and (R) are true but (R) is not the
II. bromobenzene
correct explanation of (A).
III. mesitylene
(C) (A) is true, but (R) is false. IV. nitrobenzene
(D) (A) is false, but (R) is true. V. benzene
Choose the correct answer from the options given
69. An organic compound ‘A’ contains nitrogen and below
chlorine. It dissolves readily in water to give a (A) III < IV < V < I < II
solution that turns litmus red. Titration of compound (B) IV < II < V < I < III
‘A’ with standard base indicates that the molecular (C) IV < III < V < I < II
weight of ‘A’ is 131  2. When a sample of ‘A’ is (D) III < IV < V < II < I
treated with aq. NaOH, a liquid separates which
contains N but not Cl. Treatment of the obtained 72. Given below are two statements : one is labelled as
liquid with nitrous acid followed by phenol gives Assertion A and the other is labelled as Reason R
orange precipitate. The compound ‘A’ is : Assertion A: Aniline on nitration yields ortho,
meta & para nitro derivatives of aniline.
Reason R: Nitrating mixture is a strong acidic
mixture.
In the light of the above statements, choose the
(A) (B) correct answer from the options given below
(A) Both A and R are true and R is the correct
explanation of A
(B) Both A and R are true but R is NOT the correct
explanation of A
(C) A is true but R is false
(D) A is false but R is true
(C) (D)
73. The Hinsberg reagent is:
75.

(A)

(A)
(B)

(B)
(C)

(D) (C)

74. 'A'(C8 H6Cl2O) ⎯⎯⎯

NH3
→ C8 H3ClNO
OH
(D)
Cl
⎯⎯⎯
Br2
NaOH
→
H2N
Consider the above reaction, the compound ‘A’ is: 76. Consider the following reaction sequence:

(A)

The product ‘B’ is:

(A)
(B)

(B)

(C)
(C)

(D)

77. What is the correct sequence of reagents

used for converting nitrobenzene into m-
dibromobenzene?
(D)
 81. The major product of the following reaction is
(A)
[JEE ADVANCE 2011]
(B)
(C)
(D)

78. 'A' and 'B' in the following reactions are:

(A)

(A)

(B)

(B)

(C)
(C)

(D)

79. The correct order of basicities of the following

(D)
compounds is
[JEE ADVANCE 2001]

82. The major product of the reaction is

[JEE ADVANCE 2015]

(A)
(A) 2 > 1> 3 > 4 (B) 1> 3 > 2 > 4
(C) 3 > 1> 2 > 4 (D) 1> 2 > 3 > 4
(B)
80. CH3NH2 + CHCl3 + KOH → Nitrogen containing
compound + KCl + H2O. Nitrogen containing (C)
compound is
[JEE ADVANCE 2006]
(A) CH3CN (B) CH3NHCH3 (D)
– + + –
(C) CH3 — N  C (D) CH3 — N  C
83. Match each of the compounds in Column-I with its 86. The order of basicity among the following
characteristic reaction(s) in Column-II. compounds is
[JEE ADVANCE 2016] [JEE ADVANCE 2017]
Column-I Column-II
(i) CH3CH2CH (p) Reduction with Pd -
2CN C/H2
(ii) CH3CH2OC (q) Reduction with
OCH3 SnCl2/HCl (A) II > I > IV > III (B) I > IV > III > I
(iii) CH3CH = (r) Development of foul (C) IV > I > II > I (D) IV > I > II > III
CHCH2OH smell on treatment
with chloroform and 87. Statement I In strongly acidic solution, aniline
alcoholic KOH. becomes more reactive towards electrophilic
(iv) CH3CH2CH (s) Reduction with reagents.
2CH2NH2 diisobutylaluminiu Statement II The amino group being completely
m hydride protonated in strongly acidic solution, the lone pair
(DIBAL-H) of electrons on nitrogen is no longer available for
(t) Alkaline hydrolysis resonance.
[JEE ADVANCE 2001]
Passage Based Questions (7-8) Read the following questions and answer as per the
Treatment of compound O with KMnO4 /H+ gave direction given below:
P, which on heating with ammonia gave Q. The (A) Statement I is correct; Statement II is correct;
compound Q on treatment with Br2 /NaOH Statement II is the correct explanation of
produced R. On strong heating, Q gave S, which on
Statement I.
further treatment with ethyl 2-bromopropanoate in
(B) Statement I is correct; Statement II is correct;
the presence of KOH followed by acidification,
Statement II is not the correct explanation of
gave a compound T.
Statement I.
[JEE ADVANCE 2016]
(C) Statement I is correct; Statement II is
incorrect.
(D) Statement I is incorrect; Statement II is
correct.

88.
84. The compound R is

[JEE ADVANCE 2003]

(A) (B)

(A)

(B)
(C) (D)

(C)

85. The compound T is

(A) glycine (B) alanine (D)
(C) valine (D) serine
89. In the following reaction, 91. Match the compounds in Column-I with their
characteristic test(s)/reaction(s) given in Column-II.
[JEE ADVANCE 2008]
Column-I Column-II
(i) (p) Sodium fusion
extract of the
The structure of the major product X is
compound
[JEE ADVANCE 2007]
gives Prussian
(A) blue colour
with FeSO4
(q) Gives positive
(ii) FeCl3 test

(B) (r) Gives white

(iii) precipitate
with AgNO3
(s) Reacts with
(iv) aldehydes to
(C) form the
corresponding
hydrazone
derivative

92. In the reaction shown below, the major product(s)

(D) formed is/are
[JEE ADVANCE 2014]

90. Statement-I: Aniline on reaction with NaNO2/HCl

at 0°C followed by coupling with -naphthol gives
a dark blue coloured precipitate.
Statement-II: The colour of the compound formed
in the reaction of aniline with NaNO2/HCl at 0°C
followed by coupling with -naphthol is due to the
extended conjugation
(A)
[JEE ADVANCE 2008]
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
(B)
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 (C)
correct.
 (A)
(D)

93. In the following reactions, the major product W is

[JEE ADVANCE 2015] (B)

(C)
(A)

(D)

(B)

95. The major product of the following reaction is

[JEE ADVANCE 2017]

(C)

(A)
(D)

(B)

94. The product(s) of the following reaction sequence

is (are)
(C)
[JEE ADVANCE 2017]

(D)
96. Aniline reacts with mixed acid (conc. HNO3 and Br atoms in a molecule of T is .............. [JEE
conc. H2SO4) at 288 K to give P (51%), Q (47%) ADVANCE 2019]
and R (2%). The major product(s) of the following Scheme 1
sequence is (are)
[JEE ADVANCE 2018]

Scheme 2

Major product(s)
Scheme 3

(A) (B)

99. Consider the following four compounds, I, II, III,

and IV.
[JEE ADVANCE 2020]

(C) (D)

97. Amongst the compounds given, the one that would
form a brilliant coloured dye on treatment with
NaNO2 in dil. HCl followed by addition to an
alkaline solution of -naphthol is
[JEE ADVANCE 2019]
(A)
Choose the correct statement(s).
(A) The order of basicity is II > I > III > IV.
(B) The magnitude of pKb difference between I
and II is more than that between III and IV.
(C) Resonance effect is more in III than in IV.
(D) Steric effect makes compound IV more basic
than III.

100. Consider the reaction sequence from P to Q shown

(B) below. The overall yield of the major product Q
from P is 75%. What is the amount in grams of Q
obtained from 9.3 mL of P? (Use density of P =
(C) 1.00g mL−1; Molar mass of C = 12.0, H = 1.0, O =
16.0 and N = 14.0 g mol−1)
(D) [JEE ADVANCE 2020]

98. Schemes 1 and 2 describe the conversion of P to Q

and R to S, respectively. Scheme 3 describes the
synthesis of T from Q and S. The total number of
 ANSWER KEY

1. (C) 38. (A)

2. (D) 39. (A)
3. (A) 40. (A)
4. (B) 41. (D)
5. (C) 42. (C)
6. (C) 43. (B)
7. (A) 44. (C)
8. (C) 45. (A)
9. (B) 46. (5)
10. (A) 47. (5)
11. (C) 48. (C)
12. (C) 49. (D)
13. (B) 50. (B)
14. (A) 51 (A)
15. (C) 52. (C)
16. (A) 53. (C)
17. (C) 54. (C)
18. (D) 55. (C)
19. (C) 56. (C)
20. (A, B, D) 57. (D)
21. (B, D) 58. (C)
22. (B, D) 59. (D)
23. (B, D) 60. (C)
24. (B, C) 61. (B)
25. (B, C. D) 62. (C)
26. (A, B, D) 63. (C)
27. (D) 64. (B)
28. (A, B, C) 65. (A)
29. (B, C) 66. (B)
30. (A) 67. (B)
31. (D) 68. (C)
32. (D) 69. (D)
33. (A) 70. (C)
34. (A) 71. (B)
35. (B) 72. (A)
36. (A) 73. (A)
37. (A) 74. (C)
75. (A) 88. (A)
76. (B) 89. (B)
77. (B) 90. (D)
78. (C) 91. (i → r, s; ii → p, q; iii → p, q, r; iv → p)
79. (B) 92. (A)
80. (D) 93. (A)
81 (A) 94. (B)
82. (C) 95. (A)
83. (i → p, q, s, t; ii → p, s, t; iii → p; iv → r) 96. (D)
84. (A) 97. (C)
85. (B) 98. (4)
86. (D) 99. (CD)
87. (D) 100. (18.60)

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