Transists

AMINES
Class 12 - Chemistry
Time Allowed: 1 hour and 30 minutes Maximum Marks: 50

1. The Gabriel synthesis of amine undergoes which kind of reaction? [1]

a) Nucleophilic substitution reaction (SN2) b) Elimination reaction

c) Electrophilic substitution reaction d) SN1

2. In a coupling reaction, the azo products obtained, involve: [1]

a) Electrophilic substitution reaction b) –N=N– bond

c) Nucleophilic substitution d) –N=N– bond and electrophilic substitution

reaction
3. Aniline does not undergo Friedel – Crafts reaction because: [1]

a) Anilium ion deactivates any further reaction b) Aluminium chloride reacts with Aniline

c) All of these d) AlCl3 act as a catalyst

4. Amongst the given set of reactants, the most appropriate for preparing 2o amine is ________. [1]

a) 1o R-NH2 + RCHO followed by H2 /Pt b) 1o R-Br (2 mol) + potassium phthalimide

followed by H3O+/heat

c) 2o R-Br + NaCN followed by H2 /Pt d) 2o R-Br + NH3

5. Write IUPAC name of the following compound: [1]

CH3NHCH(CH3)2

6. Give IUPAC name of H2N-CH2-CH2-CH=CH2 [1]

7. Arrange the following in increasing order of basic strength [1]
C6H5NH2, C6H5NHCH3, C6H5N(CH3)2

8. Identify A and B in the following reaction. [1]

9. Complete the following reaction. [1]

C6H5N2Cl+ H3PO2 + H2O ⟶
10. Assertion (A): Aniline on nitration with HNO3 + H2SO4 give m-product in higher extent. [1]

Reason (R): Aniline reacts with H ⊕

from mixed acid to form deactivated anilinium ion.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

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11. Assertion (A): Acetanilide is less basic than aniline. [1]
Reason (R): Acetylation of aniline results in a decrease of electron density on nitrogen.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

12. Assertion (A): 1o alkyl amine on reaction with NaNO2 + HCl form alcohol while 1o aromatic amine (aniline) on [1]
reaction with NaNO2 + HCl at low-temperature form benzene diazonium salt.

Reason (R): 1o alkyl amine is more basic than aniline.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

13. Assertion: Hoffmann’s bromamide reaction is given by primary amines. [1]
Reason: Primary amines are less basic than secondary amines.

a) Both assertion and reason are wrong. b) Both assertion and reason are correct
statements but reason is not correct
explanation of assertion.

c) Assertion is correct statement but reason is d) Both assertion and reason are correct
wrong statement. statements and reason is correct explanation
of assertion.

14. Assertion (A): Only 1o amine on reaction with CHCl3 and KOH give carbyl amine reaction. [1]

Reason (R): 1o alkyl amines are less basic than 2o alkyl amine.

a) Both A and R are true and R is the correct b) Both A and R are true but R is not the
explanation of A. correct explanation of A.

c) A is true but R is false. d) A is false but R is true.

15. Match the chemical reaction of column I with reagent given in of column II: [2]

Column I Column II

(a) Carbylamine Reaction. (i) KOH.

(b) Gabriel Phthalimide. (ii) LiAlH4.

(c) Mendius Reaction. (iii) Br2 + KOH.

(d) Hoffmann's Bromamide Reaction. (iv) CHCl3 + KOH.

16. Write the chemical equations to illustrate the following reactions: [2]
i. Sandmeyer reaction.
ii. Coupling reaction.
17. An organic compound 'A' having molecular formula C3H5N, on hydrolysis gave another compound 'B'. The [2]
compound 'B' on treatment with HNO2 gave ethyl alcohol, 'B' on warming with CHCl3 and alcoholic caustic
potash gave an offensive smelling substance 'C'. Identify 'A', 'B', and 'C'.

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18. Write chemical equations for the following conversions: [2]
i. CH3–CH2–Cl into CH3–CH2–CH2–NH2
ii. C6H5–CH2–Cl into C6H5–CH2–CH2–NH2

19. A compound 'X' having molecular formula C3H7NO reacts with Br2 in presence of KOH to give another [2]
compound 'y'. The compound y reacts with HNO2 to form ethanol and N2 gas. Identify the compounds X and y
and write the reactions involved.
20. An Organic compound (A) with molecular formula C3H7NO on heating with Br2 and KOH forms a compound [2]

(B). 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 structures of (A), (B), (C)
and (D).
21. A compound 'A' of molecular formula C3H7O2N on reaction with Fe and conc. HCl gives a compound 'B' of [3]
molecular formula C3H9N. Compound 'B' on treatment with NaNO2 and HCl gives another compound 'C' of
molecular formula C3H8O. The compound 'C' gives effervescence with Na. On oxidation with CrO3, the

compound 'C' gives a saturated aldehyde containing three carbon atoms. Deduce the structures of A, B and C
and write the equations for the reactions involved.
22. Identify A and B in the following reactions: [3]

i.

NaC N LiAlH4

ii. C H 3
C H2 C H2 Br −−−−→ A −−−−→ B

H2 SO4 /SO3 F e/H C l

iii. −−−−−−−→ A −−−−→ B

373K

23. A compound (X) having formula C3H7NO reacts with Br in the presence of NaOH to give another compound
2 [3]
(Y). Compound (Y) reacts with HNO2 to form ethanol and N gas. Identify (X) and (Y).Write the reactions
2

involved.
24. i. Give reasons: [5]

a. Although – NH2 group is o/p directing in electrophilic substitution reactions, yet aniline, on nitration

gives good yield of m-nitroaniline.

b. (CH3)2 NH is more basic than (CH3)3 N in an aqueous solution.
c. Ammonolysis of alkyl halides is not a good method to prepare pure primary amines.
ii. Distinguish between the following:
a. CH3CH2NH2 and (CH3CH2)2 NH

b. Aniline and CH3NH2

25. Giving an example for each describe the following reactions : [5]
i. Hofmann bromamide reaction.
ii. Gattermann reaction.
iii. Coupling reaction.

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26. Read the text carefully and answer the questions: [5]
Amines are basic in nature. The basic strength of amines can be expressed by their dissociation constant, Kb or
pKb.
+ −
RNH2 + H2 O ⇌ RNH + OH
3
+ −
[RNH ][OH ]
Kb =
3

[RNH2 ]
and pKb = -logKb
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 aliphatic 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 at m-position.
o-Substituted aniline is less basic than aniline due to ortho effect and is probable due to combination of
electronic and steric effect.
(i) Which of the following has lowest pKb value?

a) b)

c) d)

(ii) The strongest base among the following is

a) m-NO2 - C6H4NH2 b) p-NO2 - C6H4NH2

c) C6H5CH2NH2 d) C6H5NH2

(iii) Maximum pKb value of

a) (CH3)2NH b)

c) d) (CH3CH2)2NH

(iv) Which of the following statements is not correct?

a) Amines form hydrogen bonds b) Methylamine is more basic than NH3

c) Ethylamine has higher boiling point d) Dimethylamine is less basic than

than propane methyl amine
(v) CH3CH2NH2 contains a basic -NH2 group, but CH3CONH2 does not because

a. acetamide is amphoteric in character

b. in ethylamine the electron pair on N-atom is delocalised by resonance
c. in ethylamine there is no resonance while in acetamide the lone pair of electrons on N-atom is
delocalised and is less available for protonation

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d. none of these

a) Option (b) b) Option (d)

c) Option (a) d) Option (c)

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