13
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AMINE
S
AMINES
2.
3.
(i)
1-methylcyclohexylamine
(ii)
Triethylamine
(iii)
tert-butylamine
(iv)
N-methylaniline
Allylmethylamine
(ii)
2-amino-4-pentene
(iii)
4-aminopent-1-ene
(iv)
N-methylprop-2-en-1-amine
CH3NH2
(ii)
NCCH2NH2
(iii)
(CH3)2 NH
(iv)
C6H5NHCH3
no
4.
(i)
(ii)
(iii)
(iv)
5.
CH3NH2
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C6H5CH2NH2 + RX C6H5CH2NHR
Which of the following alkylhalides is best suited for this reaction through
SN1 mechanism?
6.
7.
CH3Br
(ii)
C6H5Br
(iii)
C6H5CH2Br
(iv)
C2H5 Br
Which of the following reagents would not be a good choice for reducing an
aryl nitro compound to an amine?
(i)
H2 (excess)/Pt
(ii)
LiAlH4 in ether
(iii)
Fe and HCl
(iv)
Sn and HCl
(ii)
(iii)
(iv)
9.
(ii)
(iii)
(iv)
no
8.
(i)
Amongst the given set of reactants, the most appropriate for preparing 2
amine is _____.
(i)
2 RBr + NH3
(ii)
(iii)
(iv)
2phenylpropanamide
(i)
excess H2
(ii)
(iii)
(iv)
LiAlH4 in ether
into
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excess H2/Pt
(ii)
NaOH/Br2
(iii)
NaBH4/methanol
(iv)
LiAlH4/ether
ArNH2
(ii)
ArCONH2
(iii)
ArNO2
(iv)
ArCH2NH2
13. The correct increasing order of basic strength for the following compounds is
_________.
(I)
(II)
(ii)
(iii)
(iv)
no
(i)
(III)
CH3ON ==O
(ii)
CH3OCH3
(iii)
CH3OH
(iv)
CH3CHO
15. The gas evolved when methylamine reacts with nitrous acid is __________.
(i)
NH3
(ii)
N2
(iii)
H2
(iv)
C2H6
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16. In the nitration of benzene using a mixture of conc. H2SO4 and conc. HNO3,
the species which initiates the reaction is __________.
(i)
NO2
(ii)
NO
(iii)
NO2
(iv)
NO2
17. Reduction of aromatic nitro compounds using Fe and HCl gives __________.
(i)
aromatic oxime
(ii)
aromatic hydrocarbon
(iii)
(iv)
aromatic amide
18. The most reactive amine towards dilute hydrochloric acid is ___________.
(i)
CH3NH2
(ii)
(iii)
no
(iv)
amide
(ii)
imide
(iii)
secondary amine
(iv)
imine
183 Amines
+
Cu/HCl
(i)
Sandmeyer reaction
(ii)
Gatterman reaction
(iii)
Claisen reaction
(iv)
Carbylamine reaction
21. Best method for preparing primary amines from alkyl halides without
changing the number of carbon atoms in the chain is
Hoffmann Bromamide reaction
(ii)
(iii)
Sandmeyer reaction
(iv)
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(i)
22. Which of the following compound will not undergo azo coupling reaction
with benzene diazonium chloride.
(i)
Aniline
(ii)
Phenol
(iii)
Anisole
(iv)
Nitrobenzene
(i)
(ii)
no
(iii)
(iv)
24. Among the following amines, the strongest Brnsted base is __________.
(i)
(ii)
NH3
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(iii)
(iv)
25. The correct decreasing order of basic strength of the following species is _______.
(i)
(ii)
(iii)
(iv)
(ii)
IV
(iii)
(iv)
III
(III)
(IV) CH3CH2CH3
no
(i)
(II) (CH3)3N
27. Which of the following methods of preparation of amines will give same number
of carbon atoms in the chain of amines as in the reactant?
(i)
(ii)
(iii)
(iv)
Chlorobenzene
(ii)
Bromobenzene
(iii)
Iodobenzene
(iv)
Fluorobenzene
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Sn/HCl
(ii)
Fe/HCl
(iii)
H2-Pd
(iv)
Sn/NH4OH
30. Which of the following species are involved in the carbylamine test?
(i)
RNC
(ii)
CHCl3
(iii)
COCl2
(iv)
NaNO2 + HCl
SnCl2/HCl
(ii)
CH3CH2OH
(iii)
H3PO2
(iv)
LiAlH4
no
(i)
(ii)
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(iii)
(iv)
(i)
(ii)
no
(iii)
(iv)
187 Amines
Isobutyl amine
(ii)
2-Phenylethylamine
(iii)
N-methylbenzylamine
(iv)
Aniline
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(i)
(ii)
(iii)
(iv)
36. Under which of the following reaction conditions, aniline gives p-nitro derivative
as the major product?
(i)
(ii)
(iii)
(iv)
(ii)
(iii)
Diazotisation of aniline
(iv)
Acylation of aniline
no
(i)
39. Why is NH2 group of aniline acetylated before carrying out nitration?
40. What is the product when C6H5CH2NH2 reacts with HNO2?
Exemplar Problems, Chemistry 188
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49. Predict the product of reaction of aniline with bromine in non-polar solvent
such as CS2.
50. Arrange the following compounds in increasing order of dipole moment.
CH3CH2CH3, CH3CH2NH2, CH3CH2OH
51. What is the structure and IUPAC name of the compound, allyl amine?
53. A compound Z with molecular formula C3H9N reacts with C6H5SO2Cl to give a
solid, insoluble in alkali. Identify Z.
no
54. A primary amine, RNH2 can be reacted with CH3X to get secondary amine,
RNHCH3 but the only disadvantage is that 3 amine and quaternary
ammonium salts are also obtained as side products. Can you suggest a method
where RNH2 forms only 2 amine?
189 Amines
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61. A solution contains 1 g mol. each of p-toluene diazonium chloride and pnitrophenyl diazonium chloride. To this 1 g mol. of alkaline solution of phenol
is added. Predict the major product. Explain your answer.
62. How will you bring out the following conversion?
no
NO 2
NH2
Exemplar Problems, Chemistry 190
NH 2
NO 2
Br
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(ii)
(i)
Note : Match the items of Column I and Column II in the following questions.
66. Match the reactions given in Column I with the statements given in Column II.
Column I
Column II
(i)
Ammonolysis
(ii)
(iii)
(iv)
Carbylamine reaction
67. Match the compounds given in Column I with the items given in Column II.
no
Column I
Column II
(i)
(a)
Zwitter ion
(ii)
Sulphanilic acid
(b)
Hinsberg reagent
(iii)
(c)
Dyes
(iv)
(d)
Conversion to alcohols
191 Amines
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(iv) Both assertion and reason are correct statements and reason is correct
explanation of assertion.
(v) Assertion is wrong statement but reason is correct statement.
68. Assertion
Reason
69. Assertion
Reason
70. Assertion
Reason
71. Assertion
Reason
72. Assertion
Reason
73. Assertion
no
Reason
74. Assertion
Reason
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77. Predict the reagent or the product in the following reaction sequence.
193 Amines
ANSWERS
I. Multiple Choice Questions (Type-I)
2. (iv)
3. (iii)
4. (i)
5. (iii)
6. (ii)
7. (iii)
8. (iv)
9. (iii)
10. (iv)
11. (ii)
12. (ii)
13. (iv)
14. (iii)
15. (ii)
16. (iii)
17. (iii)
18. (ii)
19. (i)
20. (ii)
21. (ii)
22. (iv)
23. (iii)
24. (iv)
25. (i)
26. (ii)
27. (iii)
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1. (ii)
HNO3 acts as a base in the nitrating mixture and provides the electrophile,
+
NO2 .
39.
40.
C6H5CH2OH
41.
42.
Benzene sulphonylchloride.
44.
45.
46.
47.
Pyridine and other bases are used to remove the side product i.e. HCl
from the reaction mixture.
48.
49.
no
43.
(2-Bromoaniline)
tt
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50.
(4-Bromoaniline)
51.
52.
N, N-Dimethylbenzenamine
53.
54.
no
55.
195 Amines
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56.
57.
58.
no
59.
(i)
(ii)
tt
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re ER
pu T
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d
60.
(i)
(ii)
no
61.
197 Amines
62.
tt
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63.
no
64.
)i()i(
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65. (i)
(ii)
Conversion (A) given below is same as in part (i) given above after that
reaction (B) can be carried out.
(A)
no
(B)
(i) (d)
(i) (b)
(ii) (c)
(ii) (a)
(iii) (a)
(iii) (d)
71. (ii)
72. (iv)
(iv) (b)
(iv) (c)
73. (i)
74. (iv)
199 Amines
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(A)
(B)
(B)
(C)
no
76.
(C)
(D)
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CH 3
77.
1. Sn-HCl
3. H2O/H+
2.
NO2
no
NHCOCH3
CH3
4.
5. H3PO2/H2O
NO 2
+
N2 Cl
201 Amines