13.

3 Nomenclature
VSA (1 mark)
1. Write lUPAC name of the following Compound:

(CHCH2)2NCH3 (Delhi 2017) U

2. Write the structure of 2, 4-dinitrochlorobenzene.
(Delhi 2017)
3 Write the IUPAC name ofthe following compound:
CH NHCH(CH3)2 (Delhi 2017)
4.
4. Write TUPAC name of the following Compound:

(CHN-CH,CH3 (Delhi 2017)

5. Write the IUPAC name of the given compound:
NH2
Br Br

(Delhi 2016) U
Br
N-methylethanamine.
6.
6. Write the structure of
(Al 2013)
2-aminotoluene.
7. Write the structure of
(AI 2013)
9 Ammonolysis of alkyl halides is not a good method
to prepare pure primary amines. (1/5, 2020) Ap
10 Write the structures of A and B in the following
reaction:

CHCOOH NH3
A
NaOBr B (1/5, 2020)
11. Carry out the following conversion:
Benzoic acid to aniline. (1/5, Al 2019)
12. Write the chemical equation involved in the
followingreaction:
reaction
Hoffmann bromamide degradation
2019, 1/5, 2018, 1/2, Al 2016)
(AI
following:
13. How do you convert the (1/3, Al 2015)
Ethanenitrile to ethanamine
13.5 Physical Properties
VSA(1 mark)
15. Out of CHNH2 and CH3OH, which has
boiling point?
higher
(2020)
16. Arrange the followingg compounds in
order of their boiling pointsS decreasing
Butanol, Butanamine, Butane (1/3, 2020)
17. Propanamine and
N,N-dimethylmethanamine
contain the same number of carbon
atoms, even
though propanamine has higher boiling point than
N,N-dimethylmethanamine. Why? (AI 2019)
OR
Give reasons for thefollowing:
Primary amines have higher boiling point than
tertiary amines. (1/3, Al 2016, 2014)
OR
Out of CH3NH2 and (CH)gN, which one has higher
boiling point? (Delhi 2014C)
18. Arrange the following in the
their boiling points:
increasing order of

C2HsNH2 C2H5OH, (CH3)aN (1/5, Delhi 2015)

23 Arrange the following compounds as directed
In decreasing order of basic strength in aqueous
solution:
(CH)3N, (CH3)2NH, CHgNH2 (1/3, 2020) Cr
24. Arrange the following in increasing order of base
strength in gas phase.
(CaHs)sN, CaH;NH2, (CgHs}2NH (Delhi 2019)
25. Give reason
(CH)2NH is more basic than (CH3)N in an aqueous
solution. (1/5, 2018)
26. Arrange the following in increasing order of basic
strength
Aniline, p-nitroaniline and p-toluidine
(1/2, Al 2015, Al 2015C)
27. Arrange the following in increasing order of basic
strength
CaH NH2CsHSNHCHg, CsHCH2NH2
(1/2, Al 2015, Delhi 2014)
33. Give the structures of A and B in the following
sequence of reactions

CHNO2 Fe/HCAA- NaNO2+HCIR

A 0-5°C (2/3, 2020)

34. Carry out the following conversion:

Bromomethane to ethanol. (1/5, Al 2019) (Cr
by giving the relevant
35. Describe the following
chemical equation
Carbylamine reaction (1/3, 2018C)B
36. Give a simplechemical test to distinguish between
the following pair of compounds:
(CH3)2NH and (CH)3N (1/5, Delhi 2015)

37. How will you convert the following:

Aniline into N-phenylethanamide
involved.)
(Write the chemical equations (1/3, Delhi 2014)
40. How will you distinguish between the following
pairs of compounds
) Aniline and ethanamine
(i) Aniline and N-methylaniline (2/3, 2020) C
41. Distinguish between the following:
() CHCH NH2 and (CH,CH)NH
(i) Aniline and CHaNH2 (2/5, 2020)
42. Give reasons
() Although -NH2 group is o/p directing in
electrophilic substitution reactions, yet aniline,
on nitration gives good yield of m-nitroaniline.
(ii) (CH)2NH is more basic than (CHa)aN in an

aqueous solution. (2/5, 2020)

43. Write the structures of the main products of the
following reactions:
NH2
(CHCO)%0
(i) Pyridine
soCI (CH)2NH (2/5, 2018) (An
(i)
55. Give reasons
i) Ammonolysis of alkyl halides is not a good
method to prepare pure primary amines.

(ii) Aniline does not give Friedel-Crafts reaction.

(iii) Although -NH2 group is o/p directing in directing
electrophilic substitution reactions, yet aniline
on nitration gives good yield of m-nitroaniline
(Term I1, 2021-22) Ap
56. Write equations involved in the following reactions:
Ethanamine reacts with acetyl chloride.
(i) Aniline reacts with bromine water at room
temperature.
ii) Aniline reacts with chloroform and ethanolic
potassium hydroxide. (Term I, 2021-22)
57. (a) Write the IUPAC name for the following organic
compound:(CHCH2)2NCH3
(b) Write the equations for thefollowing:
() Gabriel phthalimide synthesis
(i) Hoffmann bromamide degradation
(Term I, 2021-22) B
58. Accountfor the following:
(i) pK, of aniline is more than that of methylamine
(i) Aniline does not undergo Friedel-Crafts reaction
(ii) Primary amines have higher boiling points than
tertiary amines. (Term I, 2021-22)
59. (i) Arrange the following compounds in the
increasing order of their basic strengthin
aqueous solution: CHNH2, (CHa)aN, (CHJNH
(i) What is Hinsberg's reagent?
(i) What is the role of pyridine in the acylation
reaction of amines? (Term Il, 2021-22)
60. An aromatic compound 'A' (C7HAO) on reaction
with aqueous ammonia and heating forms compouro
'B. 'B on heating with Br2 and alcoholic potash forms
a compound 'C' of molecular formula CaHN. Write
the reactions involved and
identify(Term
'A,'B, C.
2021-22
65. (a) Write the chemical reaction of methyl amine
with benzoyl chloride and write the IUPAC
name of the product obtained.

(b) Arrange the following in the increasing order of

their pK values:
CHsNH2, NHg, CHNH? (CHs}>NH (3/5, 2020)
66 Give reasons
not undergo Friedel-Crafts'
(i) Aniline does
reaction.
(i) Aromaticprimary amines cannot be prepared
by Gabriel's phthalimide synthesis.
(ii) Aliphatic amines are stronger bases than
ammonia.
tich hotean
67. (a) Give one chemical test to distinguish between
the compounds of the following pairs:
) CHNH2 and (CH3)2NH
(ii) Aniline and ethanamine
(b) Why aniline does not undergo Friedel-Crafts
reaction? (AI 2019)C
68. Give reasons
activation
(i) Acetylation of aniline reduces its
effect.
(ii) CHNH, is more basic than CgH5NH2
yet
(ii) Although -NH2 is o/p directing group,
amount
aniline on nitration gives a significant
of m-nitroaniline. (Delhi 2017)
the following:
69 Write the structures of A, B and C in
Br2/aq. KOH
CHs-CONH2 >A
()
NaNO2+HCI
C B 0-5°C

KCN LiAlH4B -
CH-CI >A
(ii) cCHCla +alc.KOH
A
(Delhi 2016) (Cr
74. Write the structures of A and B in the following
reactions:
CHNECrUCNA
75. Carry out the
HO/H*
>B (1/5,2020)E
following conversion:
p-nitrotoluene to 2-bromobenzoic acid.
(1/5, Al 2019)
76. Write the structure of the main product of the
following reaction:
NC CH CHOH
(1/5, 2018)(Ap
77. Complete the following reaction equation
CgHSNCI+ HgPO +H0-
(Delhi 2015C, AI 2013)
78. The conversion of primary aromatic amines into
diazonium salts is known as Al 2014)
79. Complete the following reaction:
CgHNCI-HO_ (1/3, AI 2013)R
(Room temp.)
80. State and illustrate the following:
Coupling reaction (1/2, Al 2013C)