Year 2022
1. An aromatic compound 'A' (C7H6O2) on reaction with aqueous ammonia and heating forms compound 'B'. 'B' on heating with Br2 and alcoholic potash forms a compound 'C' of molecular formula C6H7N. Write the reactions involved and identify'A', 'B', 'C'.
2. Account for the following:
(i) pkb of aniline is more than that of methylamine.
(ii) Aniline does not undergo Friedel-Crafts reaction.
(iii) Primary amines have higher boiling points than tertiary amines.
3. (i) Arrange the following compounds in the increasing order of their basic strength in aqueous solution: CH3 NH2, (CH3)3 N, (CH3)2 NH
(ii) What is Hinsberg's reagent?
(iii) What is the role of pyridine in the acylation reaction of amines?
4. A compound ‘A’ on reduction with iron scrap and hydrochloric acid gives compound ‘B’ with molecular formula C6H7N. Compound ‘B’ on reaction with CHCl3 and alcoholic KOH produces an obnoxious smell of carbylamine due to the formation of ‘C’. Identify ‘A, ‘B’ and ‘C and □rite the chemical reactions involved
5. A compound 'A' on reduction with iron scrap and hydrochloric acid gives compound 'B' with molecular formula C6H7N. Compound 'B' on reaction with CHCl3 and alcoholic KOH produces an obnoxious smell of carbylamine due to the formation of 'C'. Identify 'A, 'B' and 'C and wrtie the chemical reactions involved
Year 2020
1. Write the IUPAC name of
2. Give reasons:
(i) Aniline does not undergo Friedal-Crafts reaction.
(ii) Aromatic primary amines cannot be prepared by Gabriel’s phthalimide synthesis.
(iii) Aliphatic amines are stronger bases than ammonia.
3. CH3CONH2 on reaction
with NaOH and Br2 in alcoholic medium gives
(a)
CH3CH2NH2
(b)
CH3CH2Br
(c) CH3NH2
d)CH3COONa
Year 2019
1. Arrange the following
in increasing order of boiling points:
(CH3)3N, C2H5OH, C2H5NH2
2. An aromatic compound 'A' on heating with Br2 and KOH forms a
compound 'B' of molecular formula C6H7N which on reacting with CHCl3 and alcoholic KOH produces a foul smelling compound 'C'. Write the
structures and IUPAC names ofcompounds A, B and C.
3. Arrange the following
in decreasing order of solubility in water:(CH3)3N, (CH3)2NH, CH3NH2
4. Write equations of the following
reactions:
(i) Acetylation
of aniline
(ii) Coupling reaction
(iii) Carbyl amine reaction
5. Write the structures of main products
when benzene diazonium
chloride reacts with the following
reagents:
(i) CuCN
(ii) CH3CH2OH
iii) KI
Year 2018
1. (a) Write the reactions involved
in the following:
(i) Hofmann bromamide degradation reaction
(ii) Diazotisation
(iii) Gabriel phthalimide synthesis
(b) Give reason:
(i)
(CH3)2NH is more basic than (CH3)3N in an aqueous solution.
(ii)
Aromatic diazonium
salts are more stable than aliphatic diazonium
salts.
2. Write the structures of the main products of the following reactions:
3. (a) Given a simple chemical test to distinguish between Aniline and N, N-dimethylaniline.
( b) Arrange
the following in the
increasing order of their
pKb values: C6H5NH2, C2H5NH2, C6H5NHCH3
Year 2017
1. Write IUPAC name of the following compound:(CH3CH2)2NCH3
2. Write the structure
of 2,4-dinitrochlorobenzene
3. Write IUPAC name of the following compound:
CH3NHCH(CH3)2
4. Write IUPAC name of the following compound:(CH3)2 N − CH2CH3
5. Write the structures
of compounds A, B and C in the following
reactions:
6. Give reasons for the following:
(a) Acetylation
of aniline reduces its activation
effect.
(b) CH3NH2 is more basis than C6H5NH2.
Although − NH2 is o/p directing group, yet aniline on nitration gives a significant amount of m-nitroaniline.
Year 2016
1. Write the IUPAC name of the given compound:
2. Write the structures of A, B and C in the following:
(i)
(ii) 
3.
Write the chemical equations
involved in the following reactions:
(i) Hoffmann-bromamide degradation reaction
(ii) Carbylamine reaction
4. Give reasons for the following:
(i) Aniline does not undergo Friedal-Crafts reaction.
(ii) (CH3)2NH is more basic than (CH3)3N in an aqueous solution.
Primary amines have higher boiling point than tertiary amines.
Year 2015
1. Arrange the following
in increasing order of their basic strength
:
(i)
C6H5 – NH2, C6H5 – CH2 – NH2, C6H5 – NH – CH3
2. How do you convert the following:
(i)
C6H5CONH2 to C6H5NH2
(ii)
Aniline to phenol
(iii)
Ethanenitrile to ethanamine
3. Write the chemical equations involved
when aniline is treated with the following
reagents:
(i)
Br2 water
(ii)
CHCI3 + KOH
(iii)
HCI
4. Illustrate the following
reactions giving suitable
example in each case :
(i)
Ammonolysis
(ii)
Coupling reaction
(iii) Acetylation
of amines
5. Describe Hinsberg method for the identification of primary, secondary and tertiary amines. Also write the
chemical equations of the reactions
involved.
(a) Write the structures of main products when benzene diazonium chloride
(C6 H5 N+ CI−) reacts with the following reagents
:
2
(i)
HBF4/∆
(ii)
Cu/HBr
(b) Write the structures
of A, B and C in the following reactions
6. An aromatic compound 'A' of molecular
formula C7H7ON undergoes a series of reactions as shown below. Write the structures of A, B, C, D and E in the
following reactions :
8. (A) Write the structures of main products
when aniline reacts with the following reagents
:
(i)
Br2 water
(ii) HCl
(iii) (CH3CO)2O/pyridine
(b) Arrange the following
in the increasing order of their boiling point :
C2H5NH2, C2H5OH, (CH3)3N
(c) Give a simple chemical test to distinguish between the following
pair of compounds :
(CH3)2NH and (CH3)3N
Year 2014
1.Account for the following:
(i) Primary amines (R-NH2) have higher boiling
point than tertiary
amines (R3N).
(ii)
Aniline does not undergo
Friedel−Crafts reactions.
(iii) (CH3)2NH is more basic
than (CH3)3N in an aqueous
solution. Give the structures of A, B and C in the following reactions:
2. Write the IUPAC name of the compound
3. Arrange the following
in increasing order of basic strength: C6H5NH2, C6H5NHCH3, C6H5CH2NH2
4. Arrange the following compounds in increasing order
of solubility in water : C6H5NH2,
(C2H5)2NH, C2H5NH2
