GRADE XII GRADE XII

AMINES
WORKSHEET
Date of Issue : Date of Submission: 9.
Name of the student: Section :
General instructions : NAMING REACTION
• Answer all the questions Give a chemical equation for each of the following reactions:
✓ Acetylation of amines
IUPAC NAMES ✓ Ammonolysis
Write the IUPAC name of the following compound: ✓ Carbylamine reaction
1. H2N – CH2 – CH 2 – CH = CH2. ✓ coupling reaction
✓ Diazotisation
✓ Gabriel phthalimide synthesis
✓ Hofmann’s bromamide reaction
CHEMICAL TEST TO DISTINGUISH
2. 1. Methylamine and Dimethylamine
2. Aniline and N-methylaniline
3. Aniline and Benzylamine
3. 4. Ethylamine and aniline
5. (CH3)2– NH and (CH3)3N
6. C6H5 – NH2 and C6H5– NH – CH3
4. 7. C6H5 –NH2 and CH3– NH2
8. Aniline and ethyl amine
5. 9. Aniline and N,N- dimethyaniline
10. Describe Hinsberg method for the identification of primary,
secondary and tertiary amines. Also write the chemical equations of
the reactions involved.
6. BASIC NATURE
1. State reasons for the following:
7. (i) pKb value for aniline is more than that for methylamine.
(ii) p-methylaniline is more basic than p-nitroaniline
8.

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 GRADE XII
―CH3 group shows +I – effect(electron releasing group)
whereas –NO2group shows –I- effect(electron withdrawing
group)
(iii) (CH3)2NH is more basic than (CH3)3N in an aqueous solution
Due to combined + I and solvation effects/ Because of the
combined factors of inductive effect and solvation or hydration
effect
(iv) CH3NH2 is more basic than C6H5NH2.
Because of +I effect in methylamine electron density at nitrogen
increases whereas in aniline resonance takes place and
electrondensity on nitrogen decreases / resonating structures.
(v) An alkylamine more basic than ammonia
2. Arrange the following compounds in an increasing order of basic
strengths in their aqueous solutions:
(i)
(ii)
(iii) C2H5NH2, (C2H5)2NH, (C2H5)3N
(iv) CH3NH2, (CH3)2NH, (CH3)3N
3. Arrange the following in decreasing order of their basic strength in
aqueous solutions: CH3NH2, (CH3)2NH, (CH3)3N and NH3
4. In an increasing order of basic strength:
(i) C6H5NH2,C6H5N(CH3)2,(C2H5)2NHand CH3NH2
(ii) C6H5NH2, C6H5N(CH3)2, (C6H5)2 NH and CH3NH2
(iii) C6H5– NH2, CH3– CH2– NH2, CH3– NH – CH3
(iv)
(v)
(vi) Aniline, p-nitroaniline, p-methylaniline
(vii)
GRADE XII
5. In a decreasing order of basic strength:
(i) Aniline, p-nitroaniline and p-toluidine
(ii)
6. In an increasing order of pKb values:
(i) C2H5NH2,C6H5NHCH3,(C2H5)2NHand C6H5NH2
(ii)
(iii)
7. Arrange the following in increasing order of base strength in gas
phase :
8. Arrange the following in decreasing order of pkb giving reason :
(i) Aniline, p-nitroaniline and p-toluidine
(ii) C2H5NH2, (C2H5)2NH, (C2H5)3N in gaseous state
GIVE REASON
1. Explain the following observations:
(i) Methylamine solution in water reacts with ferric chloride
solution to give a precipitate of ferric hydroxide.
Methyl amine being basic, gains a proton from water and
releases hydroxyl ions which precipitate hydrated ferric oxide.
(ii) Aniline does not undergo Friedel-Crafts reaction.
Aniline being a base reacts with AlCl3(Lewis Acid) to form a
salt. (or)
Due to salt formation between Aniline and anhydrous AlCl . /
3
Aniline behave as lewis base and anhydrous AlCl3 behaves as
lewis acid. / Nitrogen of aniline acquires positive charge which
acts as a strong deactivating group.
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 GRADE XII
(iii) Amines behave as nucleophiles
(iv) Ethylamine is freely soluble in water whereas aniline is only
slightly soluble.
(v) Primary amines have higher boiling points than the tertiary
amines.
Due to presence of H-bonding in primary amines.
(vi) Acetylation of – NH2 group is done in aniline before preparing
its ortho and para compounds.
To reduce activating effect of –NH2.
(vii) Acetylation of aniline reduces its activation effect.
Due to the resonance, the electron pair of nitrogen atom gets
delocalised towards carbonyl group / resonating structures.
(viii) Although - NH2 is o/p directing group, yet aniline on nitration
gives a significant amount of m-nitroaniline.
Due to protonation of aniline / formation of anilinium ion
(ix) Aromatic diazonium salts are more stable than aliphatic
diazonium salts.
Due to resonance stabilisation or structural representation /
resonating structures.
1. Complete the following reaction equations:
GRADE XII
Because of the absence of acidic hydrogen attached to nitrogen
(N-H) in the product of secondary amine.
(xii) Propanamine and N,N-dimethylmethanamine contain the same
number of carbon atoms, even though Propanamine has higher
boiling point than N,N-dimethylmethanamine. Why ?
Propanamine has intermolecular hydrogen bonding whereas
N,N-dimethylmethanamine has no intermolecular hydrogen
bonding.
2. Arrange the following compounds in an increasing order of their
solubility in water:
(i) C6H5NH2, (C2H5)2NH, C2H5NH2
(ii) CH3– NH2, (CH3)3N, CH3– NH – CH3
3. Arrange the following in decreasing order of solubility in water :
(i)
(ii)
4. Arrange the following in the increasing order of their boiling point :
C2H5NH2, C2H5OH, (CH3)3N
COMPLETE THE REACTION:

(i)

(ii)
(x) Gabriel phthalimide synthesis is not preferred for preparing
aromatic primary amines. (iii)
Because aryl halide does not undergo nucleophilic substitution
reaction.
(xi) On reaction with benzene sulphonyl chloride, primary amine (iv)
yields product soluble in alkali whereas secondary amine yields
product insoluble in alkali. (v)

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 GRADE XII GRADE XII

(a)
(vi)
(b)

(c)
(vii)
(d)
(viii)
(e)
(f)
(ix)

4. An aromatic compound ‘A’ of molecular formula C7H7ON undergoes

(x) a series of reactions as shown below. Write the structures of A, B, C,
2. Identify A and B in each of the following processes:
D and E in the following reactions :

(i)

(ii)

(i)

(iii)

(iv)
3. Write the structures of A, B and C in the following reactions : (ii)

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 GRADE XII GRADE XII
11. N-phenylethanamide to p-bromoaniline
12. What are the products of exhaustive ammonolysis of an alkyl
halide ?
Mixture of amines including quaternary ammonium salts /
RNH2, R2NH , R3N , R4N+X-
(iii)
5. Write the structures of the main products when
13. Write a chemical reaction in which the iodide ion replaces the
(a) aniline reacts with the following reagents :
diazonium group in a diazonium salt.
(i) Br2 water
(ii) HCl
PROBLEM
An aromatic compound ‘A’ on heating with Br2 and KOH forms a
(iii) (CH3CO)2O / pyridine
compound ‘B’ of molecular formula C6H7N which on reacting
(iv) CHCl3 + KOH with CHCl3 and alcoholic KOH produces a foul smelling
compound ‘C’. Write the structures and IUPAC names of
(b)C2H5NH2 is treated with the following reagents :
compounds A, B and C.
(i) CH3COCl/pyridine

(ii) C6H5SO2Cl ************************

(iii) CHCl3 + KOH

CONVERSION
How would you carry out the following conversions?
1. Aniline to nitrobenzene
2. Benzoic acid to aniline
3. Benzyl chloride to 2-phenylethanamine
4. C6H5CONH2 to C6H5NH2
5. Chloroethane to propan-1-amine
6. Ethanamide to methanamine

7. Ethanamine to N-ethylethanamide
8. Ethanenitrile to ethanamine
9. Nitrobenzene to Aniline

10. Nitrobenzene to benzoic acid

Class XII/Chemistry /Amines Worksheet/2020