35 Amines

AMINES
CHEMISTRY – 043
CLASS: XII DATE:
MARKS: 35 TIME: 1.30 HRS
General Instructions:
Read the following instructions carefully.
a) There are 16 questions in this question paper without internal choice
b) SECTION A consists of 8 objective type questions carrying 1 mark each
c) SECTION B consists of 2 very short answer questions carrying 2 marks each
d) SECTION C consists of 3 short answer question carrying 3 marks each
e) SECTION D consists of 1 case-based question carrying 4 marks
f) SECTION E consists of 2 long answer questions carrying 5 marks each
g) All questions are compulsory
h) Use of log tables and calculators is not allowed
SECTION A
MULTIPLE CHOICE QUESTION (6 X 1 = 6)
2 Aniline first reacts with acetyl chloride producing compound A. A reacts with HNO3, H2SO4
mixture and produces comp and B which hydrolyses to compound C. What is the identity of C?
(a) Acetanilide
(b) p-Nitroacetanilide
(c) p-Nitroaniline
(d) Sulphanilic acid
3 Considering the basic strength of amines in aqueous solution, which one has the smallest
pKb value?
(a) (CH3)3N
(b) C6H5NH2
(c) (CH3)2NH
(d) CH3NH2
4 The most basic compound among the following is:-
(a) Acetanilide
(b) Benzylamine
(c) p-Nitro aniline
(d) Aniline
5 In this reaction acetamide is converted to methanamine

(a) Gabriel phthalimide synthesis
(b) Carbylamine reaction
(c) Stephen’s reaction
(d) Hoffmann bromamide reaction
6 Which of the following is true for the basicity of amines?

(a) Alkylamines are generally less basic than arylamines because N is sp hybridised
(b) Arylamines are generally more basic than alkylamines due to aryl group
(c) Arylamines are generally less basic than alkylamines due to delocalisation of lone pair
of electrons in the benzene ring
(d) Alkylamines are generally less basic than arylamines because lone pair of electrons on
N in the arylamines are not delocalised in the benzene ring
Assertion and reason question (2x1=2)
Directions: These questions consist of two statements, each printed as Assertion and Reason. While
answering these questions, you are required to choose any one of the following four responses.
(A) Both Assertion and reason are true and reason is correct explanation of assertion.
(B) Assertion and reason both are true but reason is not the correct explanation of assertion.
(C) Assertion is true, reason is false.
(D) Assertion is false, reason is true.
7. Assertion: Only a small amount of HCl is required in the reduction of nitro compounds with iron
scrap and HCl in the presence of steam.
Reason: FeCl2 formed gets hydrolysed to release HCl during the reaction.
8. Assertion: Acetanilide is less basic than aniline.
Reason: Acetylation of aniline results in a decrease of electron
SECTION B
VERY SHORT ANSWER (2 X 2 = 4)
9. Write the reactions involved in the following:
(i) Hofmann bromamide degradation reaction
(ii) Gabriel phthalimide synthesis
10. 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.
SECTION C
SHORT ANSWER (3 X 3 = 9)
11. 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'.
12.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.
13. (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?
SECTION D
CASE STUDY QUESTION (1 X 4 = 4)
Amines are basic in nature. The basic strength of amines can be expressed by their
dissociation constant, Kb or pKb. Greater the Kb value or smaller the pKb value, more is the
basic strength of amine. Aryl amines such as aniline are less basic than allphatic amines due
to the involvement of lone pair of electrons on N-atom with the resonance in benzene. In
derivatives of aniline, the electron releasing groups increase the basic strength while electron
withdrawing groups decrease the basic strength. The base weakening effect of electron
withdrawing group and base strengthening effect of electron releasing group is more marked
at p-position than atm-position. o-Substituted aniline is less basic than aniline due to ortho
effect and is probable due to combination of electronic and steric effect.
Q3. Which of the following statements is not correct?

(a) Methylamine is more basic than NH3
(b) Amines form hydrogen bonds.
(c) Ethylamine has higher boiling point than propane.
(d) Dimethylamine is less basic than methylamine.
Q4. The strongest base among the following is

(a) C6H5NH2
(b) p-NO2 - C6H4CH2NH2
(c) m-NO2 - C6H4NH2
(d) C6H5CH2NH2
SECTION E
LONG ANSWER (3 X 5 = 15)
15. Write the structures of compounds A, B and C in the following reactions:

Give reasons for the following:
(a) Acetylation of aniline reduces its activation effect.
(b) CH3NH2 is more basis than C6H5NH2
16. How do you convert the following:
(i) C6H5CONH2 to C6H5NH2
(ii) Aniline to phenol
(iii) Ethanenitrile to ethanamine
Write the chemical equations involved when aniline is treated with the following reagents:
(i) Br2 water

(ii) CHCI3 + KOH
17. A) 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.
B) Arrange the following in increasing order ofbasic strength:C6H5NH2,

C6H5NHCH3,C6H5CH2NH24. Arrange the following compounds in increasingorder of solubility in
water :C6H5NH2,(C2H5)2NH, C2H5NH2

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AMINES

5 In this reaction acetamide is converted to methanamine

6 Which of the following is true for the basicity of amines?

Assertion and reason question (2x1=2)

8. Assertion: Acetanilide is less basic than aniline.

Reason: Acetylation of aniline results in a decrease of electron

9. Write the reactions involved in the following:

(i) Hofmann bromamide degradation reaction

(ii) Gabriel phthalimide synthesis

10. Give reason:

(i) (CH3)2NH is more basic than (CH3)3N in an aqueous solution.

12.Account for the following:

(i) pkb of aniline is more than that of methylamine.

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

(ii) What is Hinsberg's reagent?

(iii) What is the role of pyridine in the acylation reaction of amines?

CASE STUDY QUESTION (1 X 4 = 4)

Q3. Which of the following statements is not correct?

Q4. The strongest base among the following is

LONG ANSWER (3 X 5 = 15)

15. Write the structures of compounds A, B and C in the following reactions:

16. How do you convert the following:

(i) C6H5CONH2 to C6H5NH2

(ii) Aniline to phenol

(iii) Ethanenitrile to ethanamine

(i) Br2 water

17. A) Account for the following:

(ii) Aniline does not undergo Friedel-Crafts reactions.

(iii) (CH3)2NH is more basic than (CH3)3N in an aqueous solution.

B) Arrange the following in increasing order ofbasic strength:C6H5NH2,

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