CHAPTER 12 AMINE (04 MARKS)

2022 TERM II
Q1 An Organic compound (A) with molecular formula C3H7NO on heating with Br2 and KOH
forms compound (B) on heating with CHCl3 and alcoholic KOH produces a foul smelling
compound (C) and on reacting with C6H5SO2Cl forms a compound (D) which is soluble in alkali.
Write the structure of (A),(B),(C)and(D).
Q2 Give reasons:
(i) Ammonolysis of alkyl halides in not a good method to prepare pure primary amines.
(ii) Aniline does not give Friedel Craft reaction.
(iii) Although –NH2 group is o/p directing in electrophilic substitution reactions,yet
aniline on nitration gives good yield of m-nitroaniline.
2021 exam suspended due to covid 19
2020 SET 1
Q1 Write an isomer of C3H9N which gives foul smell of isocyanide when treated with chloroform
andethanolicNaOH.
Q2 Arrange the following compounds as directed: (this Q. is common in all three sets)
(i) In increasing order of solubility in water:
(CH3)2NH, CH3NH2, C6H5NH2 3<1<2
(ii) In decreasing order of basic strength in aqueous solution:
(CH3)3N, (CH3)2NH, CH3NH21<3<2
(iii) In increasing order of boiling point:
(C2H5)2NH, (C2H5)3N, C2H5NH2 2<1<3
2020 set 2
Q1 Out of CH3NH2 and CH3OH, which has higher boiling point?
2020 set 3
Write an isomer of C3H9N which does not react with Hinsberg reagent.
2019
Q1Arrange the following in decreasing order of basic character
C6H5-NH2, (CH3)3N, C2H5-NH2
Q2 Complete following reactions
(a) ?

(b) ?

(c) ?

OR
How do you convert
(a) N-pheny-ethanamide to P-Bromoaniline
(b) Benzene diazonium chloride to Nitro benzene.
(c) Benzoic acid to aniline.
2018
Q1 (a) Write the reactions involved in the followings.
(i) Hoffmann Degradation Reaction
(ii) Diazotisation
(iii) Gabriel phthalimide synthesis
 (b) Give reasons
(i) (CH3)2NH is more basic than (CH3)3N in an aqueous solution.
(ii) Aromatic diazonium salts are more stable than aliphatic diazonium salt.
OR
(A) Write the structure of the main products of the following reactions.

(i) ?
(CH 3)2NH

(ii) -----------------------?

(iii) ?
(B)Give a simple chemical tests to distinguish between Aniline and N,N dimethyl aniline.
(C) Arrange the followings in the increasing order of their pK b values.
C6H5-NH2, C2H5-NH2, C6H5-NH-CH3

2017

1. Write the structure of compounds A, B, C in the following:

(a CHCl3+KOH(alc)
NH3 Br2/KOH
CH3-COOH A B C
(aq)
NaNO2/Cu Fe/HCl CH 3COCl/Pyridine
(b) C6H5N2+BF4 ------------- A ------------------- B ---------------------- C

Q2 Give reasons for the followings

(a) Acetylation of aniline reduce its activation effect.

(b) CH3NH2is more basic than C6H5NH2.
(c) Although –NH2 is o/p directing group, yet aniline on nitration gives a significant amount of m-
nitroaniline.
2016

1. Write IUPAC name of

CH₃―NH―CH₂―CH―CH₃
CH₃
2. Write the structures of A,B AND C in following
Br2+KOH CH3COCl/Pyridine
- +
a. C₆H₅―COO NH₄ A --------- B -----------------C
NaNO 2/Cu Sn/HCl CH 3Cl + KOH
+ -
b. C₆H₅―N₂ BF4 A ----------------B --------------C
2015
1. An aromatic compound A of molecular formula C₇H₇ON undergoes a series of reactions
as shown below. Write the structure of A,B,C,D and E in the following reactions.
 Br2 + KOH NaNO2 + HCl(273K) H 2O
C₇H₇ON C₆H₅NH₂ (B)-------------E
A CHCl3 + NaOH
D
OR
a) Write the structures of the main products when aniline reacts with the following
reagents
- 1, Br₂ water 2,HCl 3,(CH₃CO)₂O / pyridine
b) arrange the following in the increasing order of their boiling point
- C₂H₅-NH₂, C₂H₅-OH, (CH₃)₃N
c) give a sample chemical test to distinguish between the following pair of compounds
- (CH₃)₂NH and (CH₃)₃N

2014

1. The conversion of primary aromatic amines into diazonium salts is known as ______________
2. account for the following :
(i) primary amines (R-NH₂) have higher boiling points than tertiary amines
(ii)aniline does not undergoes friedel craft reaction
(iii)(CH₃)₂NH is more basic than (CH₃)₃N in an aqueous soltion.
OR
Give the structure of A,B and C in the following reactions
Sn +HCl NaNO2 +HCl (273K) H2O
(i)C₆H₅NO₂ (A) B) (C)
H2O /H+ NH3 Br2 + KOH
(ii)CH₃-CN (A) (B) (C)
2013
Write the main products of the following reactions.
HNO2 00C
(i) CH₃-CH₂-NH₂ ?

(ii) ?
CH3COCl(Base)

(iii) ----------------?
2012
Q1describe the following giving the relevant chemical equation in each case.
1.Carbylamine reaction 2.Hoffrnamm’sbromamide reaction
1. complete the following reactions
 (i)C₆H₅N₂Cl + H₃PO₂ + H₂0 ?
(ii)C₆H₅NH₂ + Br₂(aq) ?
2011
Q1 Rearrange the following in an increasing order of their basic strength

, , (C6H5)2NH and CH3NH2

Q2 State reasons for the following
(a) pkb value for aniline is more than that for methyl amine.
(b) Ethylamine is soluble in water whereas aniline is not.
(c) Primary amines have higher boiling points than tertiary amines.
Q3 Give chemical test to distinguish ethylamine and aniline
2010
Q1Complete following chemical reactions.
(i)
(ii)
2006
Q1 Give a chemical test to distinguish between a primary and a secondary amine.
2005
1. How is the basic strength of aromatic amines affected bt the presence at an electron
releasing group on the benzene ring .
2. to illustrate the following reaction write one chemical equation for
- Hoffmann-bromoamide reaction
3. write the chemical reaction starting the reaction condition required for each of the
following conversion.
- methyl bromide to ethylamine
- aniline to phenol
- p toluidine to 2-bromo-4-methyl-aniline

2004
Q1 Explain the following observations
- in aqueous solution the Kb order is Et₂NH>Et₃N>EtNH₂
- amines are more basic than comparable alcohols
OR
1. Give appropriate reasons for each of the following observation.
- the aromatic amines are weaker bases than aliphatic amines
- even under mild conditions aniline on bromination gives 2,4,6 tribromo aniline
instantaneously
- the diazonium ion, act as electrophile

2003
 Q1write one chemical equation each to exemplify the following reaction
- carbyl amine reaction and Hoffmann bromoamide reaction
1. How is aniline prepared on a large scale? how will you convert it into :
- Benzonitrile and acetanilide

write the reaction and the conditions in each case

OR

1. Illustrate the following with an example of reaction

- Hinsberg’s test

2002
1. Account for the following observations
- tertiary amines do not undergoes acylation reaction
- aniline readily reacts with bromine to give 2 , 4 , 6 tribromo aniline
2. Explain giving reasons
- arylamines are wearker bases than alkylamines
- the boiling points of amines are lower than those of corresponding alcohols
- silver chloride dissolves in methylamine solution.
OR
1. Give the structural formula and name of the product of the following reaction
- chloroform is heated with aniline in presence of alkaline KOH.

2001
1. Identify A and B in following
- C₆H₅-NH₂ A B
2. Write chemical test to distinguish between aniline and N-methyl amine

2000
1. a) give reason of the followers
- the basic strength of aliphatic amines in solution is in the order sec >tert> primary
- nitro compounds have higher boiling point then hydrocarbons have approx.. same
mol. mass.

b)Givecarbyl amine reaction

2. write the structures of reagents /organic compounds A to F in the following reactions

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