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resins, esters, rubbers and cellulose etc. nitromethane
is used as high power fuel in racing automobiles.
reaction because it dissolves AlCl 3
property, that is, the tendency of primary, secondary
and tertiary amines to bind a proton, is due to the
unshared pair of electrons on the nitrogen. When a
proton is bound, positive ion is formed and originally
electrically neutral amine takes on the charge of the
proton. When ions are formed in this way, they are
called onium ions. The ion formed in case of amines
are substituted ammonium ions. The hydronium ion,
3
is also the onium ion, which belongs to the class
of oxonium ions.
of deecreasing basicity are ( CH 3
4
3
2
3
2
3
3
3
6
5
2
6
5
3
< Tertiary < Secondary amine, with reference to
hydronium ion, H 3 O
. In this case solvation factor
and steric effect alter, to some extent, the order of
basicity because of inductive effect alone.
trichloroacetic acid as the reference acid, the basicity
follows the order Tertiary < Secondary < Primary
amines. The solvation factor is absent but steric
effect upsets the inductive effect of alkyl groups.
1. Cyanide ion is
(a) Nucleophilic (b) Electrophilic
(c) Strongly acidic (d) Non-reactive and
neutral
2. Compounds containing both amino and COOH
groups are known as
(a) Diamines (b) Unknown
(c) Amino acids (d) Enzymes
3. Which of the following is
o
1 amine
(a) Ethylene diamine (b) Dimethyl amine
(c) Trimethyl amine (d) N- methyl aniline
3 9
represents [AMU 1988]
(a) Primary amine (b) Secondary amine
(c) Tertiary amine (d) All of these
3
2
|
3 2 2
( ).. CO. CH
NH
CH CCH is [MP PET/PMT 1988]
(a) Diacetone (b) Acetoneamine
(c) Diacetoneamine (d) Aminoacetone
6. A secondary amine is [KCET 1992]
(a) An organic compound with two
2
groups
(b) A compound with two carbon atoms and an
2
NH group
(c) A compound with an
2
group on the
carbon atom in number 2 position
(d) A compound in which two of the hydrogens of
3
NH have been replaced by organic groups
7. The structural formula of methyl aminomethane
is
[MP PMT 1991]
(a)
32 2
( CH ) CHNH (b) CH N
3 3
(c) CH NH
3 2
( ) (d)
3 2
8. 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, 3 pi bonds and 4 non-bonding
electrons
(d) 9 sigma bonds, 3 pi bonds and 2 non-bonding
electrons
9. Triaminobenzene is a [BHU 1996]
(a)
o
2 amine (b)
o
3 amine
(c)
o
1 amine (d) Quarternary salt
2 2 3
is a [RPET 2000]
(a) Secondary amine (b) Primary amine
(c) Tertiary amine (d) None of these
11. Leakage of which gas was responsible for the
Bhopal tragedy in 1984 [MP PET 2001]
(a) CH N C O
3
(b) CH C N S
3
(c)
3
CHCl (d) C HCOCl
6 5
12. Which of the following is not a nitro-derivative
[DCE 2004]
(a)
6 5 2
CHNO (b) CH CHONO
3 2
(c)
O
O
CH
CHCH N
3
|
3
(d)
6 4 2
13. Acetonitrile is: [MP PMT 2004]
(a) C HCN
2 5
(b) CHCN
3
(c) CHCOCN
3
(d) C HCHCN
6 5 2
14. In alkyl cyanide alkyl group attached with [BCECE 2005]
(a) C of CN group
(b) N of CN group
(c) Either C or N of CN group
(d) Both C and N of CN group
15. Number of isomeric primary amines obtained from
4 11
are [DPMT 2005]
(a) 3 (b) 4
(c) 5 (d) 6
1. Amides may be converted into amines by reaction
named after [CPMT 1974; MP PET 1992; CBSE PMT 1999]
(a) Perkin (b) Claisen
(c) Hoffmann (d) Kolbe
2. Reaction
NaOBr
CH CONH
3 2
gives
[CPMT 1983, 93, 97]
(a) CHBr
3
(b)
4
(c) CHCOBr
3
(d)
3 2
3. Acetamide is treated separately with the
following reagents. Which would give methyl
amine
[IIT 1983; CPMT 1988, 94; MP PET 1993;
MP PMT 1996; AIIMS 1998]
(a)
5
PCl (b)
2
NaOH Br
(c) Sodalime (d) Hot conc.
2 4
4. The amine formed from an amide by means of
bromine and alkali has
(a) Same number of C atoms as that of amide
(b) One less C atom than that of amide
(c) One more C atom than that of amide
(d) Two more C atoms than that of amide
Na CHOH
25
3
The compound X is [MP PMT 1983; BHU 1984]
(a)
3 2
CHCONH (b)
3 2 2
(c)
2 6
CH (d)
3 3
6. Ethylamine can be prepared by the action of
bromine and caustic potash on [CPMT 1994]
(a) Acetamide (b) Propionamide
(c) Formamide (d) Methyl cyanide
7. Ethylamine can be obtained by the [CPMT 1985]
(a) Action of
3
NH on ethyl iodide
(b) Action of
3
NH on ethyl alcohol
(c) Both (a) and (b)
(d) None of the above
8. Aniline is usually purified by
[CPMT 1983, 93; JIPMER 1997]
(a) Steam distillation (b) Simple distillation
(c) Vacuum distillation (d) Extraction with a
solvent
9. Reduction of nitroalkanes yields
(a) Acid (b) Alcohol
(c) Amine (d) Diazo compounds
10. Acetamide changes into methylamine by
(a) Hofmann bromamide reaction
(b) Hofmann reaction
(c) Friedel-Craft's reaction
(d) Hinsberg reaction
11. When methyl iodide is heated with ammonia, the
product obtained is
(a) Methylamine
(b) Dimethylamine
(c) Trimethylamine
(d) A mixture of the above three amines
12. Acetanilide can be prepared from aniline and
which of the following
(a) Ethanol (b) Acetaldehyde
(c) Acetone (d) Acetic anhydride
13. Reduction of nitroalkanes in neutral medium (e.g.
Zn / NHCl
4
) forms mainly
(a)
2
(b) R NHOH
(c) R N N Cl
(d) All of these
14. Nitrosobenzene can be prepared by oxidizing
aniline from
(a)
2 4
HSO (b)
2 5
(c)
2 3
(d)
2 2 7
KCrO
15. The Hinsberg's method is used for
(a) Preparation of primary amines
(b) Preparation of secondary amines
(c) Preparation of tertiary amines
(d) Separation of amine mixtures
16. Which one of the following compound gives a
secondary amine on reduction
(a) Nitromethane (b) Nitrobenzene
(c) Methyl isocyanide (d) Methyl cyanide
17. Chloropicrin is manufactured by the reaction
between Cl , NaOH
2
and
(a) Nitromethane (b) Nitroethane
(c) Nitrophenol (d) Nitrostyrene
18. In the reaction
2 2
[]
||
3
H O H
' X ' is
[MP PMT 1990]
(a) Isonitrile (b) Nitrile
(c) Nitrite (d) Oxime
19. When ethanol is mixed with ammonia and passed
over alumina the compound formed is [CBSE PMT 1990]
(a)
2 5 2
CHNH (b)
2 4
(c)
2 5 2 5
CHOCH (d)
3 3
20. Which of the following reactions does not yield an
amine
[CPMT 1989, 93]
(a)
3
RX NH
(c) (d)
38. Ethyl amine on heating with
2
CS in presence of
2
HgCl
forms [MP PET 2000]
(a) C HNCS
2 5
(b) C H S
2 52
(c) C H CS
2 52
( ) (d)
2 5 2
39. Which of the following reacts with NaNO HCl 2
to give phenol [MP PMT 2000]
(a)
6 5 2 3
(b) CH NH
3 2
(c)
3 2
CH NH (d)
6 5 2
40. Which of the following reactions give
2
[Roorkee 2000]
(a)
HCl
R C N H O
2
(b)
heat
4
RCOONH
(c)
3
R COCl NH
(d)
2 3
( RCO ) O NH
41. When chlorobenzene is treated with 3
NH in
presence of Cu O
2
in xylene at 570 K. The product
obtained is
[Pb. PMT 2000]
(a) Benzylamine (b) Diazonium salt
(c) Schiff’s base (d) Aniline
42. Nitrobenzene can be prepared from benzene by
using a mixture of conc.
3
HNO and conc.
2 4
In the nitrating mixture,
3
HNO acts as a [BHU 2001]
(a) Base (b) Acid
(c) Catalyst (d) Reducing agent
43. The rate determining step for the preparation of
nitrobenzene from benzene is [AIIMS 2001]
(a) Removal of
2
NO (b) Removal of
3
(c) Formation of
2
NO (d) Formation of
3
44. In this reaction
C HNH HCl NaNO X
6 5 2 2
. Product X is
[RPMT 2002; AFMC 2002]
(a) Aniline hydrochloride
(b) Nitro aniline
(c) Benzenediazonium chloride
(d) None of these
45. The diazonium salts are the reaction products in
presence of excess of mineral acid with nitrous
acid and [MP PET 2002]
(a) Primary aliphatic amine
(b) Secondary aromatic amine
(c) Primary aromatic amine
(d) Tertiary aliphatic amine
46. In acid medium nitrobenzene is reduced to aniline
as shown in the reaction
6 5 2 6 5 2 2
The reducing agent used in this reaction is …….
[Orissa JEE 2002]
(a)
4
LiAlH (b) Sn / HCl
(c) Na /alcohol (d) H / Ni
2
47. When aniline is treated with sodium nitrite and
hydrochloric acid at 0
o
C , it gives [Orissa JEE 2003]
(a) Phenol and
2
(b) Diazonium salt
(c) Hydrazo compound (d) No reaction takes
place
3 2 3
CH NO CH X
Sn HCl
the ‘ X ’ contain
[CPMT 2003]
(a)
2
(b) COOH
(c) CHO
(d) CH CO O
3 2
49. In the series of reaction
C H NH X Y N HCl
CHO
HNO
C
NaNO HCl
2
05
/
6 5 2
2
2 2
X and
Y are respectively [EAMCET 2003]
(a)
C H N N CH CHN Cl
6 5 6 5 6 5 2
,
(b)
6 5 2 6 5 6 5
C H N Cl , CH N N CH
(c)
6 5 2 6 5 2
C H N Cl , CH NO
(d)
6 5 2 6 6
50. Aromatic nitriles ( ArCN ) are not prepared by
reaction
[AIIMS 2004]
(a) ArX + KCN (b) ArN CuCN
2
(c)
2 2 5
ArCONH PO
(d)
2 2
ArCONH SOCl
51. An organic amino compound reacts with aqueous
nitrous acid at low temperature to produce an oily
nitroso amine. The compound is : [DCE
(a)
3 2
CHNH (b)
3 2 2
(c)
3 2 2 3
CHCHNH. CH CH (d)
3 23
52. Azo-dyes are prepared from : [BHU 2004; Pb. CET 2001]
(a) Aniline (b) Salicylic acid
(c) Benzaldehyde (d) Chlorobenzene
53. Gabriel's phthalimide synthesis is used for the
preparation of
[CPMT 1982; DPMT 1983]
(a) Primary aromatic amine (b) Secondary amine
(c) Primary aliphatic amine (d) Tertiary amine
54. For the preparation of p- nitroiodobenzene from p-
nitroaniline, the best method is [Orissa JEE 2005]
(a) NaNO / HCl
2
followed by KI
(b) NaNO / HCl
2
followed by CuCN
(c)
4
LiAlH followed by
2
(d)
4
NaBH
followed by
2
55. KCN reacts readily to give a cyanide with [J & K 2005]
(a) Ethyl alcohol (b) Ethyl bromide
(c) Bromobenzene (d) Chlorobenzene
1. Which of the following amine will not react with
nitrous acid to give nitrogen [NCE
(a)
3 2
CHNH (b)
3 2 2
(c)
3
3 2
|
CH
CH CH NH
(d) CH N
3 3
2. Which of the following compound is expected to
be most basic [NCERT 1982]
(a) Aniline (b) Methylamine
(c) Hydroxylamine (d) Ethylamine
3. Which of the following compounds is an amino
acid
[Manipal MEE 1995]
(a)
4
||
3 2
(b) OH
O
C
NH
CH CH
||
2
|
3
(c)
2
||
3 2
(d) Cl
O
C
NH
CH CH
||
2
|
3
4. Nitro group in nitrobenzene is a [MNR 1986]
(a) Ortho director (b) Meta director
(c) Para director (d) Ortho and para
director
5. The alkyl cyanides are
(a) Acidic (b) Basic
(c) Neutral (d) Amphoteric
6. The alkyl cyanides when hydrolysed to the
corresponding acid, the gas evolved is
(a)
2
N
(b)
2
(c)
3
NH (d)
2
7. Aniline when treated with 2
HNO and HCl at C
o
0
gives
[CPMT 1982, 89; RPMT 2000]
(a) Phenol (b) Nitrobenzene
(c) A diazo compound (d) None of these
8. Nitrosobenzene can be isolated from nitrobenzene
under
[DPMT 1982]
(a) Metal and acid
(b) Zn dust and NH Cl
4
(c) Alkaline sodium arsenite
(d) Cannot be isolated
9. Alkyl cyanides when react with Grignard reagent,
the product on hydrolysis found, is [MP PMT 1980]
(a) Aldehyde (b) Ketone
(c) Alcohol (d) Acid
10. The product formed when benzene is nitrated by
fuming nitric acid is [MP PMT 1979]
(a) m - dinitrobenzene (b) Nitrobenzene
(c) sym - trinitrobenzene (d) None of these
11. Ethyl amine undergoes oxidation in the presence
of
4
KMnO to form [CPMT 1985]
(a) An acid (b) An alcohol
(c) An aldehyde (d) A nitrogen oxide
12. Which of the following amines would undergo
diazotisation
(a) Primary aliphatic amines (b) Primary aro
(c) Both (a) and (b) (d) None of these
13. Reaction of primary amines with aldehyde yields
[NCERT 1984; Manipal MEE 1995]
(a) Amides (b) Aldimines
(c) Nitriles (d) Nitro compounds
14. When acetamide is treated with ,
2
HNO the gas is
evolved
[CPMT 1993]
(a)
2
(b)
2
(c)
2
N (d)
4
15. Nitrobenzene on nitration gives
[NCERT 1978; CPMT 1989]
(a) o - dinitrobenzene (b) p - dinitrobenzene
(c) m - dinitrobenzene (d) o - and p -
nitrobenzene
16. Reduction of alkyl nitrites yields
(a) Alcohol (b) Base
(c) Amine (d) Acid
17. When primary amines are treated with HCl , the
product obtained is
(a) An alcohol (b) A cyanide
(c) An amide (d) Ammonium salt
18. Which one is weakest base [BHU 1982; RPMT 2000]
(a) Ammonia (b) Methylamine
(c) Dimethylamine (d) Trimethylamine
19. Chloroform when treated with aniline and
alcoholic KOH gives [CPMT 1986; EAMCET 1992;
MP PMT 1997; Pb. PMT 1999]
(a) Phenyl cyanide (b) Phenyl isocyanide
(c) Chlorobenzene (d) Phenol
20. Which of following do not react with
2
(a) Primary nitroalkanes (b) Secondary
nitroalkanes
(c) Tertiary nitroalkanes(d) All of these
21. Primary amines can be distinguished from
secondary and tertiary amines by reacting with [CPMT 1983]
(a) Chloroform and alcoholic KOH
(b) Methyl iodide
(c) Chloroform alone
(d) Zinc dust
22. Which of following is not an usual method for
preparation of primary amine
(a) Hofmann's method (b) Curtius reaction
(c) Schmidt reaction (d) Friedel-Craft's
reaction
23. A solution of methyl amine
(a) Turns blue litmus red
(b) Turns red litmus blue
(c) Does not affect red or blue litmus
(d) Bleaches litmus
47. Nitrobenzene on reduction by zinc and NH Cl
4
gives
[CPMT 1989, 94; BHU 1996; Pb. PMT 1999]
(a) Aniline (b) Nitrosobenzene
(c) Hydrazobenzene (d) Phenylhydroxyl
amine
48. The decreasing order of the basic character of the
three amines and ammonia is [MP PET/PMT 1988; KCET 1990]
(a)
3 3 2 2 5 2 6 5 2
(b)
2 5 2 3 2 3 6 5 2
(c)
6 5 2 2 5 2 3 2 3
(d)
3 2 2 5 2 6 5 2 3
49. Correct order of increasing basicity is [CBSE PMT 1992]
(a) NH CHNH CH NH CHNH CH N
3 6 5 2 2 52 2 5 2 2 53
(b)
6 5 2 3 2 53 2 52 2 5 2
(c) C HNH NH CHNH CH N CH NH
6 5 2 3 2 5 2 2 53 2 52
(d) C HNH CH N NH CHNH CH NH
6 5 2 2 53 3 2 5 2 2 52
50. Among the following compounds nitrobenzene,
benzene, aniline and phenol, the strongest basic
behaviour in acid medium is exhibited by [KCET 1993]
(a) Phenol (b) Aniline
(c) Nitrobenzene (d) Benzene
51. Aniline on treatment with excess of bromine
water gives
[AFMC 1990; MP PMT 1991; RPMT 1997]
(a) Aniline bromide (b) o - bromoaniline
(c) p - bromoaniline (d) 2, 4, 6 -
tribromoaniline
52. Unpleasant smelling carbylamines are formed by
heating alkali and chloroform with [KCET 1987, 2000, 01]
(a) Any amine (b) Any aliphatic amine
(c) Any aromatic amine (d) Any primary amine
53. When an organic compound was treated with
sodium nitrite and hydrochloric acid in the ice
cold, nitrogen gas was evolved copiously. The
compound is [KCET 1986]
(a) A nitro compound
(b) A primary amine
(c) An aliphatic primary amine
(d) An aromatic primary amine
54. Aniline reacts with alkyl halide to give [KCET 1984]
(a) Amino compound
(b) Tertiary compound
(c) Quaternary ammonium compound
(d) Azomethane
55. Aniline on treatment with conc. 3
HNO conc.
2 4
HSO mixture yields [AIIMS 1992]
(a) o - and p-nitroanilines (b) m - nitroanilines
(c) A black tarry matter (d) No reaction
56. Which statement is not correct [MP PMT 1995]
(a) Amines form hydrogen bond
(b) Ethyl amine has higher boiling point than
propane
(c) Methyl amine is more basic than ammonia
(d) Dimethyl amine is less basic than methyl
amine
57. Which of the following is not used as an explosive
[MP PET 1996]
(a) Trinitrotoluene (b) Trinitrobenzene
(c) Picric acid (d) Nitrobenzene
58. Primary amines react with nitrous acid to yield
(a) Insoluble nitrite salts (b) Yellow oily layer
(c) Nitrogen gas (d) Azo dye
59. Which of the following has the smell of bitter
almonds
(a) Nitromethane (b) Nitroethane
(c) Nitrobenzene (d) Aniline
60. The reaction of
2
HNO with ' A ' gives quaternary
ammonium salt. A is [MP PMT 1997]
(a) Methyl amine (b) Dimethyl amine
(c) Trimethyl amine (d) Aniline
61. Reaction of nitrous acid with aliphatic primary
amine in the cold gives [MP PET/PMT 1998; CBSE PMT 1994]
(a) A diazonium salt (b) An alcohol
(c) A nitrite (d) A dye
62. In presence of acid, hydrolysis of methyl cyanide
gives
[MP PET/PMT 1998]
(a) Acetic acid (b) Methylamine
(c) Methyl alcohol (d) Formic acid
63. The amine which does not react with acetyl
chloride is or Which of the following cannot be
acetylated
[MP PET 1999; MP PMT 1999]
(a)
3 2
CHNH (b) CH NH
3 2
(c) CH N
3 3
( ) (d) None of these
64. The fusion of sodium with amine gives mainly
[MP PMT 1999; CPMT 2002]
(a) NaCN (b)
3
NaN
(c) NaSCN (d)
2
NaNO
65. Which of the following is most basic [MP PMT 1999]
(a)
6 5 2
CHNH (b) CH NH
3 2
(c) CH N
3 3
( ) (d)
3
66. In reaction
2
Boiling
Ether
3
HCl HO
the term Y is
[CBSE PMT 1999]
(a) Acetone (b) Ethylamine
(c) Acetaldehyde (d) Dimethylamine
67. The following compound can be classified as N - N
dimethyl propanamine, N - methyl aniline and
aniline
[Bihar MEE 1996]
(a) Primary, secondary, tertiary
(b) Primary, tertiary, secondary
(c) Secondary, tertiary, primary
(d) Tertiary, primary, secondary
(e) None of these
68. Which of the following compounds does not react
with
2
NaNO and HCl [KCET 1996]
(a) C HOH
6 5
(b)
6 5 2
(c)
3 3 2
(d)
33 2
69. In the reduction of nitrobenzene, which of the
following is the intermediate [CPMT 1999]
(a) C HN O
6 5
(b)
6 5 6 5
(c)
6 5 6 5
(d)
6 5 6 5
CH
O
C HN N
70. Aniline when treated with conc. 3
HNO gives
[KCET 1996]
(a) (b)
(c) (d)
71. Which one of the following is not a base [EAMCET 1997]
(a)
2 4
NH (b) NHOH
2
(c) CH N
3 3
( ) (d)
3
72. p- Nitrobromobenzene can be converted to p-
nitroaniline by using
2
NaNH. The reaction
proceeds through the intermediate named [Orissa JEE 2005]
(a) Carbocation (b) Carbanion
(c) Benzyne (d) Dianion
73. If methyl is alkyl group, then which order of
basicity is correct [RPMT 1997]
(a)
2 2 3 3
(b)
2 3 2 3
(c) RNH NH RNH RN
2 3 2 3
(d) NH RNH RNH RN
3 2 2 3
74. Which of the following has the minimum heat of
dissociation
[Roorkee Qualifying 1998]
(a)
3 3 3
(b)
3 3 3 2
(c) CH N BCH F
3 3 32
(d)
3 3 33
75. The major product (70% to 80%) of the reaction
between m - dinitrobenzene with NH HS
4
is
[AIIMS 1997]
(a) (b)
(c) (d)
76. Which one is less alkaline [CPMT 1997]
(a)
2
2
(b) CH O
3 2
(c)
6 5
2
NH (d) All of these
77. In the diazotisation of aniline with sodium nitrite
and hydrochloric acid, an excess of hydrochloric
acid is used primarily to [Pb. PMT 1998]
(a) Suppress the concentration of free aniline
available for coupling
(b) Suppress hydrolysis of phenol
(c) Insure a stoichiometric amount of nitrous acid
(d) Neutralize the base liberated
78. A primary amine can be converted to an alcohol
by the action of [CET Pune 1998]
(a) Alkali (b) Nitrous acid
(c) Reducing agent (d) Oxidising agent
79. Arrange the following in increasing order of
basicity CH NH CH NHCHNH CH N
3 2 32 6 5 2 33
(a)
3 3 32 3 2 6 5 2
(b)
3 3 32 3 2 6 5 2
(c) C HNH CH N CH NH CH NH
6 5 2 33 3 2 32
(d) C HNH CH N CHNH CH NH
6 5 2 33 3 2 32
80. In the reaction
CH CN CHMgI A B
H OH
/
3 3
2
The compound B is [KCET 1999]
(a) Acetic acid (b) Acetone
(c) Acetaldehyde (d) Ethyl alcohol
3
is known as acetonitrile because [AMU 1999]
(a) It contains an aceto group
(b) On hydrolysis it gives acetic acid
(c) Both (a) and (b)
(d) None of these
82. What is formed, when nitrobenzene is reduced
using zinc and alkali
[BHU 2000; AIIMS 2000; CBSE PMT 2000; MH CET 2003]
(a) Phenol (b) Aniline
(c) Nitrosobenzene (d) Hydrazobenzene
RCOCl Me NH A Me NH Cl
2 2 2
Here A is [RPET 2000]
(a)
Me
Me
RCON (b)
2
(c) RCONHMe (d) RCO NH
2
84. Decreasing order of basicity is [RPET 2000]
3 2
3 2 2
(3) Ph–
2 2
(a) 1 > 2 > 3 (b) 2 > 1 > 3
NO 2
NH 2
NH 2
NH 2
NO 2
NH 2
NO 2
NO 2
NO 2
NH 2
NO 2
NH 2
HS
NH 2
NH 2
HS
NO 2
O
O
(d) Hydrogen atoms attached to either carbon
atom or nitrogen atom
104. Hydrolysis of acetonitrile in acidic medium
produces
[CPMT 2003; RPMT 2003]
(a) CH CH OH
3 2
(b) CH COOH
3
(c) CH NC
3
(d)
3 3
105. Which has a pyramidal structure [UPSEAT 2003]
(a) Trimethylamine (b) Methanol
(c) Acetylene (d) Water
106. Ethyl amine on acetylation gives [BHU 2002; BVP 2003]
(a) N-ethyl acetamide
(b) Acetamide
(c) Methyl acetamide
(d) None
107. The refluxing of 3 2 3
( CH ) NCOCH with acid gives
[BHU 2002; BVP 2003]
(a) CH NH CHCOOH
3 2 3
(b)
3 2 4
(c)
3 3 2
(d) CH NH CHCOOH
3 2 3
108. p- chloro aniline and anilinium hydrogen chloride
can be distinguished by [UPSEAT 2003]
(a) Sandmaeyer reaction
(b) Carbyl amine reaction
(c) Hinsberg’s reaction
(d)
3
AgNO
H SO
2 4
Conc.
Product ‘ A ’ in above reaction is [RPMT 2003]
(a) (b)
(c) (d) None of these
110. Product obtained by electrolytic reduction of
nitrobenzene in presence of
2 4
HSO is [RPMT 2003]
(a) o - amino phenol (b) m - amino phenol
(c) p - amino phenol (d) None of these
HO
PPA
3
2
The product ‘ B ’ is [RPMT 2003]
(a) (b)
(c) (d)
112. Identify the product Z in the following reaction
AC O
C H NH
2
( )
6 5 2
X Y Z
Br CCl HOH
2 4
/
[Kerala (Med.) 2003]
(a) p - Bromoaniline (b) p -
Bromoacetophenone
(c) o - Bromoacetophenone (d) o - Bromoacetonilide
113. Benzaldehyde condenses with N , N -
dimethylaniline in presence of anhydrous
2
ZnCl
to give [Kerala (Med.) 2003]
(a) Michler’s ketone (b) Azo dye
(c) Malachite green (d) Buffer yellow
114. The correct order of reactivity towards the
electrophilic substitution of the compounds
aniline (I) benzene (II) and nitrobenzene (III) is [CBSE PMT 2003]
(a) I > II > III (b) III > II > I
(c) II > III > I (d) I < II > III
115. The final product C , obtained in this reaction
H
HO
CHCOOH
AcO Br
2
3
2 2
would be
[CBSE PMT 2003]
(a) (b)
(c) (d)
116. The correct order of increasing basic nature for
the bases
3 3 2
NH , CH NH and CH NH
3 2
( ) is [AIEEE 2003]
(a) CH NH NH CH NH
3 2 3 32
(b)
3 2 3 3 2
(c) NH CH NH CH NH
3 3 2 32
(d)
3 2 32 3
117. Nitrobenzene gives N - phenylhydroxylamine by
3
2
2
2
Br
3
3
3
2
3
Br
Br
[AIIMS 2003]
(a) Sn / HCl (b) H / Pd C
2
(c) Zn / NaOH (d) Zn NH Cl
4
118. Among the following the weakest base is [AIIMS 2003]
(a)
6 5 2 2
CHCH NH (b)
6 5 2 3
(c)
2 2 2
ONCH NH (d) CH NHCHO
3
119. The correct order of basicity of amines in water is
[Pb. CET 2003]
(a)
3 2 33 3 2
(b) CH NH CH NH CH N
3 2 32 33
(c)
3 3 32 3 2
(d) CH N CHNH CH NH
3 3 3 2 32
120. Complete the following reaction : [MHCET 2004]
2 2 4
(a)
3 4
[ RNH ] HSO (b)
2
3 2 4
[ RNH ] SO
(c)
2 2 4
RNH. HSO (d) No reaction
121. Which of the following compound reacts with
chloroform and a base to form phenyl isocyanide? [MHCET 2003]
(a) Phenol (b) Aniline
(c) Benzene (d) Nitro benzene
122. Which one doesn't liberate
3
NH when undergoes
hydrolysis [Orissa JEE 2005]
(a) Acetanilide (b) Acetonitrile
(c) Acetamide (d) Phenyl isocyanide
123. A nitrogen containing organic compound gave an
oily liquid on heating with bromine and
potassium hydroxide solution. On shaking the
product with acetic anhydride, an antipyretic
drug was obtained. The reactions indicate that the
starting compound is [KCET 2004]
(a) Aniline (b) Benzamide
(c) Acetamide (d) Nitrobenzene
124. Benzamide on reaction with
3
POCl gives [IIT-JEE 2004]
(a) Aniline (b) Chlorobenzene
(c) Benzyl amine (d) Benzonitrile
125. Among the following which one does not act as an
intermediate in Hofmann rearrangement [AIIMS 2005]
(a) RNCO (b)
RCO N
(c) RCONHBr
(d) RNC
126. Aniline reacts with which of these to form Schiff
base
[AFMC 2004]
(a) Acetic acid (b) Benzaldehyde
(c) Acetone (d)
3
127. Which of the following does not reduce Tollen’s
reagent
[Kerala PMT 2004]
(a) CHCHO
3
(b) C HNHOH
6 5
(c) HCOOH (d)
6 5 2
(e) None of these
128. Which one of the following compound is most
basic?
[UPSEAT 2004]
(a) (A) (b) (B)
(c) (C) (d) All are equally basic
129. Which one of the following methods is neither
meant for the synthesis nor for separation of
amines [AIEEE 2005]
(a) Hinsberg method (b) Hofmann method
(c) Wurtz reaction (d) Curtius reaction
130. Aniline in a set of reactions yielded a product D.
The structure of product D would be [CBSE PMT 2005]
(a)
6 5 2 2
CHCHNH (b)
6 5 2 3
(c) C HNHOH
6 5
(d) C HCHOH
6 5 2
131. Electrolytic reduction of nitrobenzene in weakly
acidic medium gives [CBSE PMT 2005]
(a) Aniline (b) Nitrosobenzene
(c) N - Phenylhydroxylamine (d) p- Hydroxylaniline
132. Among the following compounds ,
3 7 2
3 3 2
2 5 2
CHNH and ,
6 5 2
CHNH the least
basic compound is
(a)
3 7 2
CHNH (b)
3
(c)
3 2
CHNH (d)
6 5 2
(e)
2 5 2
133. The reduction of which of the following compound
would yield secondary amine? [DCE
(a) Alkyl nitrite
(b) Carbylamine
(c) Primary amine
(d) Secondary nitro compound
134. Azo dye is prepared by the coupling of phenol and
[Pb. CET 2000]
(a) Diazonium chloride
(b) o - nitro aniline
(c) Benzoic acid
(d) Chlorobenzene
NaNO HCl Cu CN HOH
( ) /
6 5 2
2 2 2 2
Z is identified as : [Pb. PMT 2004]
(a)
6 5 3
(b) C H COOH
6 5
(c)
6 5 2 2
|
O
|
HNO
Ni
CuCN H
HCl
NaNO
2 2 2
2
|
11. Which one of the following compounds when
heated with KOH and a primary amine gives
carbylamine test
[Orissa JEE 2005]
(a)
3
CHCl (b) CHCl
3
(c) CHOH
3
(d) CH CN
3
1. The compound
3
2
1
forms nitroso amines when the substituents are
[Roorkee 1999]
(a) R CH R R H
1 3 2 3
(b)
1 2 3 2 5
(c)
1 2 3 3
(d) R CH R CH R H
1 3 2 2 5 3
2. The action of nitrous acid on ethyl amine gives
[DPMT 1982; CPMT 1971, 89, 94;
MP PET 1993, 2001; RPMT 1997; Pb. PMT 1999]
(a) Ethane (b) Ammonia
(c) Ethyl acohol (d) Nitroethane
3. Aniline when diazotized in cold and then treated
with dimethyl aniline gives a coloured product.
Its structure would be [CBSE PMT 2004]
(a) CH N
3 2
(b) CH N
3 2
(c) CH NH
3
3
(d)
3
2
4. Indicate which nitrogen compound amongst the
following would undergo Hofmann's reaction (i.e.
reaction with
2
Br and strong KOH ) to furnish the
primary amine (
2
[CBSE PMT 1989]
(a)
3
||
NH. CH
O
R C (b)
4
||
(c)
2
||
NH
O
R C (d) NHOH
||
Heat
/
/
Intermediate
3 2 4
SnHCl
HNO HSO
[BHU 1995]
(a) (b)
(c) (d)
6. The correct order of basicities of the following
compounds is
3
( )
2
1
3 2 2 32
2
3
CH CH NH CH NH
NH
NH
CH C
2
||
3
CH C [IIT-JEE (Screening) 2001]
(a) 2 1 3 4 (b) 1 3 2 4
(c) 3 1 2 4 (d) 1 2 3 4
7. Which of the following would be most reactive
towards nitration [AMU 2000; UPSEAT 2002]
(a) Benzene (b) Nitro benzene
(c) Toluene (d) Chloro benzene
8. Aniline reacts with acetaldehyde to form
[MHCET 2004; AFMC 2004]
(a) Schiff's base (b) Carbylamine
(c) Immine (d) None of these
9. p- chloroaniline and anilinium hydrochloride can
be distinguished by [IIT-JEE 1998]
(a) Sandmeyer reaction (b)
3
NaHCO
(c)
3
AgNO
(d) Carbylamine test
In the above reaction ' X ' stands for
[CPMT 1986, 2001; MP PET 1992;
KCET (Engg./Med.) 2000]
(a)
2
NH (b)
2
SnCl
(c) Cl (d)
NH Cl
4
3
CHCl KOH
[BHU 2000; Pb. PMT 2000; Kerala 2003]
NH 2
NH 2
NH 2
NH 2
NO 2
NH 2
NH 2
2
Sn+HCl
2
(a) Phenyl isocyanide (b) Benzyl amine
(c) Benzyl chloride (d) None of these
12. The order of basic strength among the following
amines in benzene solution is [AIIMS 1991; RPMT 2002]
(a) CH NH CH N CH NH
3 2 33 32
(b) CH NH CHNH CH N
3 2 3 2 33
(c) CH NH CH NH CH N
3 2 32 33
(d) CH N CHNH CH NH
3 3 3 2 32
13. The refluxing of 32 3
( CH ) NCOCH with acid gives
[KCET 1996]
(a) CH NH CHCOOH
3 2 3
(b) CH OH CHCOOH
3 3
(c) CH NH CHCOOH
32 3
(d)
32 4
14. Order of basicity of ethyl amines is [MP PMT/PET 1988]
(a) Secondary > Primary > Tertiary
(b) Primary > Secondary > Tertiary
(c) Secondary > Tertiary > Primary
(d) Tertiary > Primary > Secondary
15. The following reaction is [KCET 1996]
(a) Nucleophilic substitution
(b) Electrophilic substitution
(c) Free radical substitution
(d) None of these
2
reacts with C HSOCl
6 5 2
in aqueous KOH
to
give a clear solution. On acidification a
precipitate is obtained which is due to the
formation of [Roorkee 2000]
(a)
SOCHOH
H
H
R N
2 6 5
|
|
(b)
R NSOCHK
2 6 5
(c)
2 6 5
(d)
6 5 2 2
17. If N and S are present in an organic compound
during Lassaigne test, then both changes into [CPMT 1997]
(a) NaS
2
and NaCN
(b) NaSCN
(c)
2 3
NaSO and NaCN
(d) NaS
2
and NaCNO
18. The strongest base among the following is
[AIIMS 2004; BHU 2004]
(a) (b)
(c) (d)
19. Nitroso amines( )
2
R N N O are soluble in water. On
heating them with concentrated
2 4
HSO they give
secondary amines. The reaction is called [AFMC 1998; AIIMS 1998; BHU 20
(a) Perkin's reaction
(b) Fittig's reaction
(c) Sandmeyer's reaction
(d) Liebermann's nitroso reaction
20. A primary amine is formed an amide by the
treatment of bromine and alkali. The primary
amine has : [BHU 2004]
(a) 1 carbon atom less than amide
(b) 1 carbon atom more than amide
(c) 1 hydrogen atom less than amide
(d) 1 hydrogen atom more than amide
21. The structural formula of Indigo dye is : [DPMT 2004]
(a)
(b)
(c)
(d)
22. Which of the following is the strongest base? [AIEEE 2004]
(a) (b)
(c) (d)
NO 2
+KOH (solid)
heat
OH
NO 2
+
OH
NO 2
2
2
2
C
||
O
N
H
|
|
||
2
N
3
2
3
2
2 2
giving an aminoazo or hydroxyazo
compounds is called coupling
reaction.
Reason : Condensation of diazonium salt
with phenol is carried out in weakly
acidic medium.
15. Assertion : Carbylamine reaction involves the
reaction between 1° amine and
chloroform in basic medium.
Reason : In carbylamine reaction,
2
group is converted into – NC group.
16. Assertion : MeN 3
reacts with
3
BF whereas
PhN
3
does not.
Reason : The electron pair on nitrogen atom
in PhN
3
is delocalised in the
benzene ring and is not available to
boron in
3
17. Assertion : p- Anisidine is weaker base than
aniline.
Reason :
3
OCH group in anisidine exerts – R
effect.
18. Assertion : Lower aldehydes and ketones are
soluble in water but the solubility
decreases as the molecular mass
increases.
Reason : Distinction between aldehydes and
ketones can be made by Tollen’s
test.
[AIIMS 1999]
19. Assertion : Aniline hydrogen sulphate on
heating forms a mixture of ortho
and para aminobenzene sulphonic
acids.
Reason : The sulphonic acid group is electron
withdrawing. [AIIMS 1996]
20. Assertion :
2 6 5 3
p ON CHCOCH
is prepared
by Friedel Crafts acylation of
nitrobenzene.
Reason : Nitrobenzene easily undergoes
electrophilic substitution reaction. [AIIMS 2005]
21. Assertion : Alkyl isocyanides in acidified water
give alkyl formamides.
Reason : In isocyanides, carbon first acts as a
nuclephile and then as an
electrophile.
[AIIMS 2005]
1 a 2 c 3 a 4 d 5 c
6 d 7 c 8 d 9 c 10 a
11 a 12 b 13 b 14 a 15 b
1 c 2 d 3 b 4 b 5 b
6 b 7 c 8 a 9 c 10 a
11 d 12 d 13 b 14 b 15 d
16 c 17 a 18 b 19 a 20 c
21 b 22 a 23 a 24 a 25 b
26 b 27 c 28 d 29 c 30 a
31 a 32 a 33 a 34 d 35 c
36 c 37 b 38 a 39 d 40 b,c
41 d 42 b 43 c 44 c 45 c
46 b 47 b 48 a 49 c 50 a
51 c 52 a 53 c 54 a 55 b
1 d 2 d 3 b 4 b 5 a
6 c 7 c 8 d 9 b 10 c
11 c 12 b 13 b 14 c 15 c
16 a 17 d 18 a 19 b 20 c
21 a 22 d 23 b 24 c 25 a
26 b 27 b 28 c 29 b 30 b
31 d 32 a 33 c 34 a 35 b
36 c 37 b 38 b 39 d 40 c
41 a 42 c 43 b 44 c 45 d
46 d 47 d 48 b 49 d 50 b
51 d 52 d 53 c 54 c 55 c
56 d 57 d 58 c 59 c 60 c
61 b 62 a 63 c 64 a 65 b
66 c 67 e 68 c 69 a 70 c
71 d 72 c 73 a 74 b 75 b
76 a 77 a 78 b 79 c 80 b
81 b 82 d 83 a 84 b 85 d
86 b 87 b 88 b 89 b 90 b
91 c 92 d 93 d 94 c 95 c
96 b 97 c 98 c 99 b 100 c
101 d 102 a 103 c 104 b 105 a
106 a 107 a 108 d 109 b 110 c
111 c 112 a 113 c 114 a 115 d
116 c 117 d 118 b 119 a 120 b
121 b 122 d 123 b 124 d 125 d
126 b 127 d 128 b 129 c 130 d
131 a 132 d 133 b 134 a 135 b
136 c 137 c 138 b 139 b 140 c
141 d 142 b 143 a
1 c 2 b 3 b 4 a 5 b
6 a 7 b 8 a 9 d 10 d
11 a
1 c 2 c 3 a 4 c 5 b
6 b 7 b 8 a 9 bc 10 a
11 a 12 b 13 c 14 a 15 a
16 c 17 b 18 c 19 d 20 a
21 c 22 d 23 a
25. (b)
C
NaNO HCl
o o
0 5
/
2
2
26. (b) CH CHCOOH CHCHCOCl SO HCl
SOCl
3 2 3 2 2
2
CH CHCOCl NH CHCHCONH HCl
3 2 3 3 2 2
2
Ethy l amine
3 2 2 2 3 2 2
CH CHCONH Br / NaOH CHCHNH CO
27. (c) 3 3 3 2
5 3
CH COOH CHCOCl CHCONH
PCl NH
3 2
CHNH
NaOBr
28. (d)
2
Br
HCl
NaNO
2
C HOH
2 5
Boiling
29. (c)
sec. amine
3 3 3
4
LiAlH
32. (a) CH CONH CHCHOH HO
Na ROH
3 2 3 2 2
33. (a) CHCl 3 KOH
3
KCl HO
2
35. (c) Methyl amine is the strongest base. 36. (c) C HNO H CHNH HO
H
2
Aniline
6 5 2
pt/
Nitrobenzene
6 5 2
2
38. (a) C HNH CS HgCl CHNCS 2 HCl HgS
2 5 2 2 2 2 5
39. (d)
HO
HCl
NaNO
C HNH CH NCl
3 2
6 5 2 6 5 2
C HOH N HCl
6 5 2
41. (d)
K
HO
C HCl NH
o
2
inxylene 570 chlorobenzene
6 5 3
C HNH CuCl HO
2 2 2
(Aniline)
6 5 2
44. (c) C HNH HCl NaNO CHNCl
6 5 2 2 6 5 2
46. (b) C HNO H CH NH HO
SnHCl
6 5 2 6 5 2 2
6 2
47. (b) C HNH CHNCl
NaNO HCl C
o
6 5 2
0
6 5 2
2
48. (a) CH NO H CHNH HO
HCl
Sn
3 2 3 2 2
49. (c)
O
HNO
C C
NaNO HCl
C HNH CHNCl
o o
2
2 2
(X)
6 5 2
0 5
/
6 5 2
C HNO N HCl
2
(Y)
6 5 2
50. (a) Halogen have – I and + M effect by which its
electron delocalized in benzene ring by
resonance & due to its – I effect its bonded
with benzene ring and cannot be substitute by
CN & show the inertness against KCN while
other option gives Aromatic nitrile
ArN CuCN ArCN N Cu
2 2
ArCONH ArCN
HO
PO
2
25
2
ArCONH SOCl ArCN SO 2 HCl
2 2 2
51. (c) Secondary amines gives oily nitrosomine with
nitrous acid.
3 22
oily
3 22 2
52. (a) When aniline is treated with
2
HNO at 0–5° C
then diazonium salt is formed and by the
coupling of diazonium salt and phenol azo
dyes are prepared.
54. (a) p - nitrobenzene from p- nitroaniline.
HCl C
NaNO
o
, 05
2
KI
55. (b) C HBr KCN CHCN KBr
2 5
alcohol
2 5
1. (d) Tertiary amine does not react with nitrous
acid because in it -H atom is absent.
2. (d) Due to +ve I.E. of alkyl group, N - atom of
amines acquires patrial – ve charge and thus
electron pair is easily donated.
3. (b) COOH
2
|
3
The compounds in which both amino( )
2
NH as
well as acidic (– COOH ) group is present is
called amino acid.
4. (b)
2
O N O
N NCl
2
Aniline
C
NaNO HCl
05
2
Benzene
diazonium chloride
Phenol
weaklyalkaline, OH
coupling
N NCl
N
Azo dye
Br
Br
Br
2
Br
2
Br Br
Br
NCl
2
Br Br
2
2
p-
nitroaniline
+
Cl
-
2
2
p-
nitroiodobenzene
Presence of
2
group decreases electron
density at o - and p - positions. Hence,
incoming electrophile goes to m position.
Therefore it is m-directing group.
6. (c) 3
Hy droly sis
2
R C N 2 HO R COOH NH
7. (c) +
Diazotization
0
2
C
o
HNO HCl + HO
2
9. (b) N Mg Br
R
R C N R Mg X R C
Alky lcy anide |
10. (c) +
fuming
3
2
11. (c)
Aldimine
3
[]
Ethy lamine
3 2 2
4
O
KMnO
Acetaldehyde
3
3
CH CHO
H O
12. (b) Only primary aromatic amines can undergo
diazotisation.
13. (b)
aldehy de
1 amine
2 2
R CH NH O CH R
o
2
Aldimine
2
14. (c) CH CO NH HNO CHCOOH N HO 2 2
Aceticacid
2 3
Acetamide
3 2
15. (c) +
2 4
conc.
conc.
3
H SO
2
group is meta directing group.
16. (a) R O N O H ROH NH HO
HCl
3 2
Alcohol
Sn/
Alkyl nitrite
17. (d)
Ethyl ammoniumchloride
3 2 2 3 2 3
CH CH NH HCl CH CH NH Cl
Amines are basic in nature they react with acid to
form salt.
18. (a)
least basic
Ammoniais
3
3 amine
33
1 amine
3 2
most basic
2 amineis
3 2
o
o o
19. (b) + CHCl 3 KOH
3
KCl HO
2
20. (c) Because in tertiary nitroalkanes H atom is
absent.
21. (a) Primary amine reacts with
3
CHCl and alc. KOH
to form isocyanide while secondary and
tertiary amines do not react.
22. (d) Friedel-craft’s reaction is used for the
preparation of alkyl benzene or acetophenone.
It is not a method to prepare amine.
23. (b)
3 2
(Litmus paper)
Red
CHNH
Blue
This litmus paper test shows basic nature of
amine.
24. (c) Presence of alkyl group increases electron
density on nitrogen atom due to +I effect.
Thus basic nature increases.
25. (a) Mustard oil reaction
2
Ethy l amine
3 2 2 2
HgCl
2
Ethy l isothiocy anate
3 2
28. (c)
Nitration
3 - nitro group can be introduced.
34. (a)
Nitroloicacid
2
||
1 nitro
2 2
2
HNO
o
(Bloodred)
2
||
N O Na
NaOH
35. (b)
N O
R CH NO R C NO
HNO
2
|
2 2 2
( ) ()
2
NaOH
Blue colour.
37. (b) CH CONH CH C N HO
PO
2
Acetonitrile
3
Acetamide
3 2
2 5
38. (b) CHCl CHNH 3 KOH
3 2 5 2
C HN C KCl HO
2
Ethy l isocy anide
2 5
39. (d)
3
Aceticacid
2 3
Methy lcy anide
3
40. (c)
CH CONH Br 4 KOH
2
( 2c)
3 2
CH NH KCO KBr HO
2 3 2
(1c)
3 2
41. (a) C H NH HONO CH N N O HO
2
Diethy lnitrosoamine
2 52 2 52
( ) (aq.) ( )
4 2. (c)
3 2 2
Reduction
3
Na EtOH
Hydrolysis
Br
R CO R NH Mg
3
Ketone
2
2
2
sym-trinitro benzene
2
Aniline
Phenyl isocyanide
2
2
2
1, 3, 5-trinitrobenzene
Nitrobenzen
e
m-dinitrobenzene
2
N NCl
Benzene diazonium
chloride
2
Aniline