Hsslive-Xii-Chemistry-Qb-Ans-Anil-13. Amines
Hsslive-Xii-Chemistry-Qb-Ans-Anil-13. Amines
Hsslive-Xii-Chemistry-Qb-Ans-Anil-13. Amines
in ®
c) Primary amines on heating with chloroform and alcoholic potassium hydroxide form foul
smelling isocyanides or carbylamines. This reaction is known as carbylamines reaction or
isocyanide test.
R-NH2 + CHCl3 + 3 KOH heat R-NC + 3 KCl + 3 H2O
3. a) A student tried to prepare p-nitroaniline by nitrating Aniline with Conc. HNO3 – Conc. H2SO4 mixture.
But he got only m-nitroaniline. Why?(1½)
b) Explain how he should proceed to get p-nitroaniline from aniline. (1½) [March 2011]
Ans: a) In strongly acidic medium, aniline is protonated to form the anilinium ion which is meta
directing. So a large amount of meta-nitroaniline is formed.
b) For the preparation of p-nitroaniline, the –NH2 group is first deactivated by acetylation. The
acetanilide thus formed is nitrated using nitrating mixture followed by hydrolysed.
4. Amines are versatile functional group useful in the preparation of many organic compounds.
How can you convert?
i) CH2-NH2 COOH (1)
to
KMnO4/ H+
NaNO2 & HCl
0 - 50C
(ii) Benzoic acid on heating with ammonia we get benzamide which on treating with Bromine and
alkali to form Benzoic acid.
(b) (i) By treating benzenediazonium chloride with HCl in presence of cuprous chloride or Cu powder.
6. Primary, secondary and tertiary amines can be distinguished by using Hinsberg’s reagent.
i) What is Hinsberg’s reagent?
ii) How will you distinguish primary, secondary and tertiary amines using this reagent? (3)
[March 2012]
Ans: (i) Benzenesulphonyl chloride (C6H5-SO2Cl)
(ii) Primary amines react with benzenesulphonyl chloride to form a precipitate of N-alkyl
benzenesulphonamide, which is soluble in alkali.
Secondary amines react with benzene sulphonyl chloride to give a precipitate of N,N-
dialkylbenzene sulphonamide, which is insoluble in alkali.
Tertiary amines do not react with benzenesulphonyl chloride
7. a) Carbyl amines have an offensive smell.
i) Write the carbyl amine reaction. (1)
ii) How will you convert aniline to phenol? (1)
b) How will you convert an amide into following?
i) An amine with one carbon atom less than that of the amide. (1)
ii) An amine containing same number of carbon atom as that in the amide. (1) [SAY 2012]
Ans: a) Refer the Answer of the Question number 2.
b) (i) By Hoffmann bromamide degradation reaction [By treating with Br2 and ethanolic
NaOH]
(ii) By reduction using Lithium aluminium hydride (LiAlH4).
8. Amines are basic in nature.
a) Arrange the following compounds in the increasing order of their basic strength.
NH3, C6H5 NH2, CH3 - NH2, (CH3)2NH, (CH3)3N. (1)
b) How will you convert aniline (C6H5NH2) to chlorobenzene? (2) [March 2013]
Ans: (a) C6H5 NH2 < NH3 < (CH3)3N < CH3 - NH2 < (CH3)2NH
(b) Refer the Answer of the Question number 5.
9. Amines can be considered as derivatives of ammonia.
a) Arrange the following amines in increasing order of their basic strength.
C6H5NH2, C2H5NH2, (C2H5)2NH, NH3. (1)
b) Represent a reaction to explain the basic character of aniline. (1)
c) Name the reagents used in the Hoffmann bromamide reaction. (½)
d) What is the significance of the above reaction? (½)
e) Give one chemical test to distinguish between methyl amine and dimethyl amine. Write down
the chemical reaction. (1) [SAY 2013]
Ans: a) C6H5 NH2 < NH3 < C2H5 - NH2 < (C2H5)2NH
b) Aniline reacts with HCl to form Anilinium chloride.
c) Aniline does not undergo Friedel-Crafts reaction. Why? (1) [March 2016]
Ans: (a)
OR,
(1)
b)
Identify the products B and C write their formulae. (2) [March 2017]
Ans: a)
(C2H5)NH
b) Compound A is treated with Ethanolic NaCN to give the compound C2H5CN (B). Compound B on
reduction gives compound C. Identify compounds A and C. (2) [SAY 2017]
Ans: a) (C2H5)2NH
22. The reaction in which an amide is converted into a primary amine by the action of Br 2 and alcoholic
NaOH is known as ……………. (1)
Ans: Hoffmann Bromamide degradation Reaction
23. How is a primary amine distinguished from a secondary amine using a chemical test? (2) [March 2019]
Ans: Carbyl amine test: Primary amines on heating with chloroform and alcoholic potassium
hydroxide form foul smelling isocyanides or carbylamines. This reaction is known as carbylamines
reaction or isocyanide test.
24. Explain the reaction of primary, secondary and tertiary amines with Hinsberg’s reagent. (3) [SAY 2019]
Ans: Primary amines react with benzenesulphonyl chloride to form a precipitate of N-alkyl
benzenesulphonamide, which is soluble in alkali.
Secondary amines react with benzene sulphonyl chloride to give a precipitate of N,N-
dialkylbenzene sulphonamide, which is insoluble in alkali.
Tertiary amines do not react with benzenesulphonyl chloride
26. (a) Amines are basic. Arrange the following amines in the increasing order of basic strength:
CH3NH2, C6H5NH2, (CH3)3N, (CH3)2NH (1)
(b) Benzene sulphonyl chloride and aqueous NaOH can be used to distinguish three classes of amines
such as primary, secondary and tertiary.
(i) Name the above test. (1)
(ii) How will you distinguish between methyl amine and dimethyl amine using this test? (1) [SAY 2020]
Ans: (a) Refer the Answer of the Question number 13 (a)
(b)(i) Hinsberg Test
(ii) Methyl amine (which is a primary amine) react with benzenesulphonyl chloride to form a
precipitate of N-methyl benzenesulphonamide, which is soluble in alkali.
Dimethyl amine(which is a secondary amine) react with benzene sulphonyl chloride to give a
precipitate of N,N-dimethylbenzene sulphonamide, which is insoluble in alkali.
27. Which of the following amine cannot be prepared by Gabriel Phthalimide synthesis?
CH2-NH2
Ans: (B)
28. Explain the method to distinguish primary, secondary and tertiary amines. Also write the chemical
equations involved. [March 2021]
Ans: Refer the Answer of the Question number 24
29. Identify A, B, C and D in the following reactions :
[SAY 2021]
Ans: (i) A is C6H5-CO-NH2 (Benzamide)
(ii) B is CH3-CH2-NC (Ethyl isocyanide)
(iii) C is 2,4,6-Tribromoaniline
(iv) D is Iodobenzene or C6H5-I
30. A white precipitate is obtained when aniline reacts with bromine water at room temperature. The
chemical name of the precipitate is _____. (1)
Ans: 2,4,6-Tribromoaniline
31. Explain carbylamine reaction with equation. (2)
Refer the Answer of the Question number 2 (c)
32. CH3 – NH2 is more basic than NH3 while C6H5 – NH2 is less basic than NH3. Explain. (2) [March 2022]
Ans: Due to the electron releasing inductive effect of CH3 group, it will readily accept H and hence it is
+
more basic. But in C6H5-NH2, the lone pair of electrons is in conjugation with the benzene ring and it is
less available for protonation. So it is less basic.]
33. Major product of the following reaction is:
(1)
Ans: p-Nitroaniline and m-Nitroaniline
34. (i) What is the chemical name of Hinsberg Reagent? (1)
(ii) Give the use of this reagent. (1)
Ans: (i) Benzene sulphonyl chloride is called Hinsberg reagent.
Amines – Prepared by Anil Kumar K L, APHSS Adichanalloor, Kollam Page 8
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