Test: Nitrogen Containing Compounds

1. The following reaction is [KCET 1996]

NO2 NO2 NO2
OH
heat
+ KOH (solid) → +

(a) Nucleophilic substitution (b) Electrophilic substitution OH (c) Free radical substitution (d) None of
these
2. Ethyl amine on acetylation gives [BHU 2002; BVP 2003]
(a) N-ethyl acetamide (b) Acetamide (c) Methyl acetamide (d) None of
these
3. Which one of the following reducing agents is likely to be the most effective in bringing about the following change
O
||
R − C NH 2 → RCH 2 NH 2 [AMU 2002]

(a) H 2 − Ni (b) NaBH 4 (c) LiAlH 4 (d) Na-alcohol

4. Benzaldehyde condenses with N, N-dimethylaniline in presence of anhydrous ZnCl 2 to give [Kerala (Med.) 2003]
(a) Michler’s ketone (b) Azo dye (c) Malachite green (d) Buffer
yellow
5. Which of the following compounds does not react with NaNO 2 and HCl [KCET 1996]

(a) C6 H 5OH (b) C6 H 5 NH 2 (c) (CH 3 )3 CNO 2 (d)

(CH 3 )3 CHNO 2
−
H 2O / H
6. In the reaction CH 3CN + CH 3 MgI → A   → B . The compound B is [KCET 1999]
(a) Acetic acid (b) Acetone (c) Acetaldehyde (d) Ethyl
alcohol
7. The reaction C 6 H 5 NH 2 + CHCl 3 + 3 KOH → C 6 H 5 NC + 3 KCl + 2H 2 O is known as [BHU 1996]
(a) Carbylamine reaction (b) Reimer-Tiemann reaction (c) Kolbe reaction (d) Hofmann’s
degradation
8. Bromination of aniline gives [RPMT 1997]
(a) o-bromoaniline (b) p-bromoaniline (c) o, p-bromoaniline (d) 2, 4, 6-
tribromoaniline
9. Aniline when treated with conc. HNO 3 gives [KCET 1996]
NH2 NH2 NH2 O NO2
NO2 NO2
(a) (b) (c) (d)

NH2 O
10. Hydrolysis of acetonitrile in acidic medium produces [CPMT 2003; RPMT 2003]
(a) CH 3CH 2OH (b) CH 3COOH (c) CH 3 NC (d)
CH 3COOCH 3
HNO PCl H . NH
11. The end product of the reactions is C2 H 5 NH 2  
2
→ A 
5
→ B  
2
→C [CPMT 1988, 89, 93; DCE 1999; JIPMER 2000]
(a) Ethyl cyanide (b) Ethyl amine (c) Methyl amine (d) Acetamide
12. What is formed, when nitrobenzene is reduced using zinc and alkali [BHU 2000; AIIMS 2000; CBSE PMT 2000]
(a) Phenol (b) Aniline (c) Nitrosobenzene (d)
Hydrozobenzene
13. Nitrosobenzene can be prepared by oxidising aniline from
(a) H 2SO 4 (b) H 2SO 5 (c) H 2SO 3 (d) K 2Cr2O7
14. Primary and secondary amines are distinguished by [AMU 1988; MP PMT 1996]
(a) Br2 / KOH (b) HClO4 (c) HNO 2 (d) NH 3
15. Which of the following compound is the strongest base [BHU 1999]
(a) Ammonia (b) Aniline (c) Methylamine (d) N-methyl
aniline
NH 2
16. The correct order of basicities of the following compounds is CH 3 − C CH 3 − CH 2 − NH 2 (CH 3 )2 NH
NH 2
1 2 3

O
||
CH 3 − C − NH 2
4

[IIT Screening 2001]

(a) 2 > 1 > 3 > 4 (b) 1 > 3 > 2 > 4 (c) 3 > 1 > 2 > 4 (d) 1 > 2 > 3 > 4
17. Decreasing order of basicity is [RPET 2000]
(1) CH 3CONH 2 (2) CH 3CH 2 NH 2 (3) Ph − CH 2CONH 2
(a) 1 > 2 > 3 (b) 2 > 1 > 3 (c) 3 > 2 > 1 (d) None of
these
18. Among the following, the strongest base is [UPSEAT 2000; IIT Screening 2000]
(a) C6 H 5 NH 2 (b) p − NO2C6 H 4 NH 2 (c) m − NO2 − C6 H 4 NH 2 (d)
C6 H 5CH 2 NH 2
19. Which of the following would be most reactive towards nitration [AMU 2000; UPSEAT 2002]
(a) Benzene (b) Nitro benzene (c) Toluene (d) Chloro
benzene
20. The decreasing order of the basic character of the three amines and ammonia is [MP PET/PMT 1988; KCET 1990]
(a) NH 3 > CH 3 NH 2 > C2 H 5 NH 2 > C6 H 5 NH 2 (b) C2 H 5 NH 2 > CH 3 NH 2 > NH 3 > C6 H 5 NH 2
(c) C6 H 5 NH 2 > C2 H 5 NH 2 > CH 3 NH 2 > NH 3 (d) CH 3 NH 2 > C2 H 5 NH 2 > C6 H 5 NH 2 > NH 3
21. The order of basic strength among the following amines in benzene solution is [AIIMS 1991; RPMT 2002]
(a) CH 3 NH 2 > (CH 3 )3 N > (CH 3 )2 NH (b) (CH 3 )2 NH > CH 3 NH 2 > (CH 3 )3 N
(c) CH 3 NH 2 > (CH 3 )2 NH > (CH 3 )3 N (d) (CH 3 )3 N > CH 3 NH 2 > (CH 3 )2 NH
22. A nitrogen containing organic compound on heating with chloroform and alcoholic KOH, evolved very unpleasant
smelling vapour. The compound could be [BHU 2000; BVP 2003]
(a) N, N-dimethyl amine (b) Nitrobenzene (c) Aniline (d) Benzamide
23. Strongest base is
H2N H2N H2N
(a) C = NH (b) C = NH 2⊕ (c) C=O (d)
H2N H2N H2N
H2N
C − OH
H2N ⊕

24. Arrange p-methylaniline (I), m-methylaniline (II), aniline (III) and o-methylaniline (IV) in decreasing order of basic
strength
(a) II > I > III > IV (b) IV > III > II > I (c) I > II > III > IV (d) III > II > I >
IV
25. Strongest base is
(a) CH 2 = CHCH 2 NH 2 (b) CH ≡ CCH 2 NH 2 (c) CH 3CH 2CH 2 NH 2 (d) NH2
26. Which of the following has the minimum heat of dissociation [Roorkee Qualifying 1998]
 (a) (CH 3 )3 N → BF3 (b) (CH 3 )3 N → B(CH 3 )F2 (c) (CH 3 )3 N → B(CH 3 )2 F (d)
(CH 3 )3 N → B(CH 3 )3
27. The major product (70% to 80%) of the reaction between m-dinitrobenzene with NH 4 HS is [AIIMS 1997]
NO2 NH2 NH2 NH2

(a) (b) (c) (d)

NO2 NO2 HS NO2 HS NH2
28. In the reaction C6 H 5 CHO + C6 H 5 NH 2 → C6 H 5 N = CHC 6 H 5 + H 2O , the compound C6 H 5 N = CHC 6 H 5 is known
as
[RPMT 2000; AIIMS 2002]
(a) Aldol (b) Schiff’s reagent (c) Schiff’s base (d) Benedict
reagent
29. Which of the following is not used as an explosive [MP PET 1996]
(a) Trinitrotoluene (b) Trinitrobenzene (c) Picric acid (d)
Nitrobenzene
30. Aniline when diazotized in cold and then treated with dimethyl aniline gives a codoured product its structure would be

(a) (CH3)2N N=N (b) (CH3)2N NH

(c) (CH3).NH N=N NHCH3 (d) CH3 N=N NH2

31. Which of the following is capable of forming a zwitter ion [JIPMER 2002]
(a) C6 H 5 − OH (b) C6 H 4 (NH 2 )2 (c) CH 2OH (d)
|
CH 2OH
H 2 N − CH 2 − COOH
32. In hydrolysis of aniline, the reagent used is [AFMC 1995]
(a) Dil. HCl (b) Acetyl chloride (c) CH 3OH (d) None of
these
33. Which of the following compound gives dye test [MP PET/PMT 1998]
(a) Aniline (b) Methylamine (c) Diphenylamine (d) Ethylamine
34. RNH 2 reacts with C6 H 5 SO 2Cl in aqueous KOH to give a clear solution. On acidification a precipitate is obtained
which is due to the formation of [Roorkee 2000]
H
|
(a) R − N + − SO 2C6 H 5OH − (b) R − N − SO 2C6 H 5 K + (c) R − NHSO 2C6 H 5 (d)
|
H
C6 H 5 SO 2 NH 2
35. Leakage of which gas was responsible for the Bhopal tragedy in 1984 [MP PET 2001]
(a) CH 3 − N = C = O (b) CH 3 − C − N = S (c) CHCl 3 (d)
C6 H 5COCl
36. Which of the following substance does not give iodoform test [BHU 2003]
(a) C6 H 5CN (b) RNH 2 (c) CH 3OH (d) All of these
37. Consider the following structure for the anilium ion
+
NH3 NH3

I II
 Which of the statements are correct regarding this structure
(a) It is not an acceptable canonical structure because it is nonaromatic
(b) It is not an acceptable canonical structure because here nitrogen has ten valence electrons
(c) It is an acceptable canonical structure
(d) It is not an acceptable canonical structure because carbonium ions are less stable than ammonium ions
38. Arrange p-toluidine (I), N, N-dimethyl-p-toluidine (II), p-nitroaniline (III) and aniline (IV) in order of decreasing basicity
(a) I > IV > III > II (b) I > II > III > IV (c) II > I > IV > III (d) III > I > II >
IV
39. Which of the following is azo-group
(a) – N = (b) – N = N – (c) – NH – (d) – CO – NH –
40. Which of following do not react with HNO 2
(a) Primary nitroalkanes (b) Secondary nitroalkanes (c) Tertiary nitroalkanes (d) All of these
41. During acetylation of amines what is replaced by acetyl groups [UPSEAT 2002]
(a) Hydrogen atom attached to nitrogen atom
(b) One or more hydrogen atoms attached to carbon atom
(c) One or more hydrogen atoms attached to nitrogen atom
(d) Hydrogen atoms attached to either carbon atom or nitrogen atom
42. In the explosive amatol, TNT is mixed with [CPMT 1988]
(a) Ammonium citrate (b) Ammonium nitrate (c) Ammonium oxalate (d) Ammonium
sulphate
43. Aniline is separated from a mixture by [UPSEAT 2000, 01]
(a) Fractional crystallization (b) Fractional distillation (c) Vacuum distillation (d) Steam
distillation
44. Hinsberg’s reagent is [MP PMT 2003]

(a) CONH2 (b) SO2Cl (c) CH3 COCl (d) COCl

45. Allyl isocyanide has [IIT 1995]

(a) 9 sigma bonds and 4 pi bonds
(b) 8 sigma bonds and 5 pi bonds
(c) 8 sigma bonds and 3 pi bonds and 4 non-bonding electrons
(d) 9 sigma bonds, 3 pi bonds and 2 non-bonding electrons
Answers:

1 a 11 b 21 b 31 d 41 c
2 a 12 d 22 c 32 a 42 b
3 c 13 b 23 a 33 a 43 d
4 c 14 c 24 a 34 c 44 b
5 c 15 c 25 c 35 a 45 d
6 b 16 b 26 a 36 d
7 a 17 b 27 b 37 b
8 d 18 d 28 c 38 a
9 c 19 c 29 d 39 b
10 b 20 b 30 a 40 c