Aakash Chapter- 13 (xii) Amines (2) Acetic acid

(3) Methylamine
(4) Ethane
(Classification and Nomenclature of Amines) -CONH2
CH3 I H Reduction -CH2NH2
1. CH3-C-N( is a In above reaction hybridisation state of carbon
IH changes from
CH3 2 (1) sp ~ sp
(1) Primary amine (3) sp2~sp3
(2) Secondary amine I--
(3) Tertiary amine (2) sp ~ sp3
(4) Ammonium salt (4) sp2~sp
2. The correct IUPAC name for · 10. A compound 'A' when treated with HNO3 (in
CH2=CH-CH2-NH-CH3 is presence of H2S04) gives compound B, which is
(1) Allyl methylamine then reduced with Sn and HCI to aniline. The
(2) 2-Amino4-pentene compound is
(3) 4-Aminopent-l -ene (1) Toluene
(4) N-Methylprop-2-en-1-amine (2) Benzene
3. The compound having the molecular formula C3H9N (3) Ethane
can .represent ( 4) Acetamide
4. (Physical and Chemical Properties)
(1) Trimethylamine 11. Amines are basic in character because they have
(2) n-propylamine (1) A lone pair of electrons on the nitrogen atom
(3) lsopropylamine (2) A hydroxyl group in the molecule
(4) All of these (3) Replaceable hydrogen atom
A secondary amine is (4) Saturated C atom
(1) A. compound with two -NH2 group 12. Which is most basic?
- (1) Benzylamine
(2) A' compound with two carbon atoms and a (2) Aniline
-NH2 group (3) Acetamide
' (4) o-methyl aniline
(~) A compound with a -NH2 gro~p on the carbon 13. Aliphatic amines are __ basic than NH3 but
atom in number two position aromatic amines are basic than NH3.
(4) A compound in which two of the hydrogens of (1) More, less
NH3 have been replaced by alkyl. or aryl (2) Less, more
groups (3) More, more
{Preparation of Ami.nes) · (4) None of these
5. Hoffmann bromamide degradation reaction is 14. Amongst the following , the strongest base in
shown by aqueous medium is
(1) Ar - NH2 (1) CH3NH2
(3) Ar- NO2 (3) (CH3hNH
(2) Ar- CONH2 (2) (CH3hN
(4) Ar - CH2NH2 (4) C6H5NHCH3
6. Best method for preparing primary amines from 15. Which of the following is the weakest Bronsted
alkyl halides withput changing the number of base?
carbon atoms in the chain is (1)@NH 2 0 (2)
(1) Hoffmann bromamide reaction I
(2) Gabriel phthalimide synthesis H
(3) Sandmeyer reaction NH2
(4) Reaction with NH3 (3) 6 (4) CH3NH2
7. Gabriel phthalimide reaction is used for the 16. The correct increasing order of basic strength for
preparation of the following compounds is
(1) Primary aromatic amines (I)
(2) Secondary amines (1) II < Ill < I
(3) Aliphatic primary amines (2) Ill < I < II
(4) Tertiary amines (3) 111 < II < I
8. When acetamide is treated with Br 2 and caustic (4) II < I < Ill
soda, then we get 17. Which of the following is the least basic?
9. 18.
- - •- ... (1) ~ (2) ~2
(1) Bromoacetic acid N02 OCH3
(3) ~2 (4) All are equally basic
CsH5 (4) C2H5CN
The decreasing order of the basic character of NH3, 27. An amine reacts with C6H5S02CI and the product
CH3NH2, C2H5NH2 and C6H5NH2 is is soluble in alkali, amine is
(1) NH3 > CH3NH2 > C2H5NH2 > C6H5NH2 (1) 1° amine
(2) C2H5NH2 > CH3NH2 > NH3 > C6H5NH2 (3) 3° amine
(3) C6H5NH2 > C2H5NH2 > CH3NH2 > NH3 (2) 2° amine
(4) CH3NH2 > C2H5NH2 > C6H5NH2 > NH3 (4) All of these
19. The one which is the least basic 28. Which would not react with benzene ufphonyl,
(1) NH3 chloride in aqueous NaOH?
(2) C6H5NH~ ( 1) Aniline (2) N, N--dimethylanlline
(3) (C5H5hN (3) p-toluidine (4) N•ethyf aniline
(4) (C5H5hNH 29. A mixture of 1 °, 2° and 3° amines can be
20. Strongest base is separated by Hinsberg's reagent whieh is
(1) CH2 = CH - CH2 - NH2 (1) Benzoyl chloride
(2) CH = C - GHz - NHz (2) Acetyl chloride
(3) CH3CH2CH2NH2 (3) Benzene sulphonyl chloride
NH2 (4) Benzyl chloride
(4) © 30. Bromine water reacts with aniline to give
21. CH3CH2NH2 Is more basic than CH3CONH2 ( 1) o-Bromoaniline
because (2) m-Bromoaniline
22. (3) p-Bromoaniline
23. (4) 2, 4, 6-Tribromoaniline
(1) Acetamlde Is amphoteric In character 31. Identify X in the series.
(2) In CH3CH2NH2 the electron pair on N-atom Is NHCOCH3 © HN03 •
delocallsed by resonance· H so > Intermediate
(3) In CH3CH2NH2 there is no resonance, while in 24
acetamide the lone pair of electrons on N-atom 32. 2, 4, 6-tribromo aniline is a product of
is delocalised and therefore less available for (1) Electrophilic addition on C6H5NH
protonation 2
(4) Acetamide is derivative of acid (2) Electrophilic substitution on C6H5NH
Which one is the most volatile? 2
(1) CH3CH2CH2NH2 (2) (CH3hN (3) Nucleophilic addition on C6H5NH2
CH (4) Nucteophilic substitution on C6H5NH2
(3) 2)NH (4) CH30H 33. Amines are highly soluble in
CH3 (1) CCl4
Aniline on reaction with acetyl chloride gives (3) Benzene
(1) Phenol (2) Acetamide .-
(3) Acetanilide (4) Benzene (2) Diethyl ether
24. The compound obtained by heating a mixture of a (4) Wat~r
primary amine and chloroform with ethanolic 34. Which one of the following. compounds gives dye
potassium hydroxide is test?
(1) An alkyl isocyanide (1) Aniline
(2) An alkyl halide (3) Diphenylamine
(3) An amide (2) Methylamine
(4) An amide and nitre compound (4) Ethylamine
25. A compound X has the molecular formula C7H7NO. 35. The strongest ortho-para and strongest meta
On treatment with Br2 and KOH, X gives an directing groups are respectively
amine Y. The latter gives carbylamine test. Y upon (1) -NO2 and -NH2
diazotisation and coupling with phenol gives an (2) -CONH2 and -NH2
azo dye. Thus X is · (3) -NH2 and -NO2
(1) C6H5CONH2 (4) -NH2 and CONH2
(3) C6H5COONH4 (Diazonium Salts)
(2) C6H5CH2NO 36. Which of the following forms a stable diazonium
(4) All of these salt at 273 - 278 K?
26. An organic compound (A) on reduction gave a (1) Ethylamine (2) Aniline
compound (8). Upon treatment with HN02, (B) (3) Dimethylamine (4) Benzylamine
gave ethyl alcohol and on warming with CHCl3 and 37. Reaction of nitrous acid with aliphatic primary
alcoholic KOH, (8) gave an offensive smell. The amine in the cold gives
compound (A) is (1) A diazonium salt
(1) CH3NH2 (3) A nitrite
(3) CH3CN (2) An alcohol
(2) CH3NC . (4) A dye
38. The gas evolved when methylamine reacts with (2) H,c-0- NO, and Q
nitrous acid is H3C· Br
39. Benzenediazonium chloride on reaction with water Asr (3) y and
gives ' N02
(1) Phenol (2) Aniline Asr (4) y and
(3) Benzylamine (4) Benzaldehyde NO
40. Benzenediazonium chloride on reaction with 3. Which one of the following is the strongest base?
phenol in weakly basic medium gives [NCERT Pg. 397]
(1) Diphenyl ether (1) Benzenamine
(2) p-Hydroxyazobenzene (3) N-Methylaniline
(3) Chlorobenzene (2) Phenylmethanamine
(4) Benzene (4) N,N-Dimethylaniline
41. When benzenediazonium chloride is heated with 4. Which of the following reactions gives Acetamide?
fluoro boric acid, fluorobenzene is formed. This [NCERT Pg. 400]
reaction is called (1) Hydrolysis of CH3CH2CH2CN
(1) Baiz Schiemann reaction (2) Heating CH3COOH with NH3 followed by
(2) Gattermann reaction further heating
(3) Sandmeyer reaction (3) Reaction of CH3CH2CN with LiAIH4 followed by
(4) Hofmann bromamide reaction H20
:, 42. Benzenediazonium chloride is reduced to benzene (4) Reaction of CH3CN with Na(Hg) and C2H50H
by 5. In the reaction [NCERT Pg. 406]
(1) Water N·cr 2
(2) Hypophosphorous acid V~ approAp riate orange dye
(3) Hypophosphdric acid pH range
(4) Phosphine Compound A pnd appropriate pH range,
43. Diazotisation can be carried out by the action of respectively, are
NaNO2 and dilute HCI at ice cold temperature on (1) H,ND '~ and pH = 4 to 5
(1) Aromatic secondary amine (2) H2N'D~ and pH = 9 to 1 O
(2) Aromatic primary amine (3) HO'~D and pH = 9 to 1O
(3) Aromatic nitro compound (4) HO'~D and pH= 4 to 5
(4) Aliphatic amine 6. Solubility of amines in water decreases with
44. When benzene diazonium chloride is treated with increase in molar mass of amines due to
cuprous chloride and HCI the product formed is [NCERT Pg. 395]
(1) Chlorobenzene (1) Formation of hydrogen bonds with water
(3) Phenol molecules
(2) Benzene (2) Increase in hydrophilic part
(4) Chloroazobenzene (3) Increase in size of the hydrophobic alkyl part
45. The end product (Z) of the following reaction is (4) Decrease in size of hydrophobic alkyl part
N+cr 7. CH3NHCH3 ·and (CH3 )3N can be chemically
l~80J2 CuCN distinguished by [NCERT Pg. 401]
(1) A cyanide (1) Carbylamine test (2) Benedict test
(2) A carboxylic acid (3) Hinsberg's reagent (4) Lucas test
(3) An amine 8. In the following reactions [NCERT Pg. 394]
(4) An arene Acetanilide D.
NaOH ) (Z) Dis
Ca0, 6 (1) 2-Bromoaniline
SECTION - B (2) 3-Bromoaniline
NCERT Based Questions (3) 4-Bromoaniline
1 . Consider the following reaction (4) 2, 4, 6-Tribromoaniline
Ethanamine--A_ _,.N- Ethylbenzamide Base 9. In the given set of reactions [NCERT Pg. 394]
A is [NCERT Pg. 400] Phthalimide -K-OH- B Et-Br C
(1) Q-cHO (2) Ph - Cl COONa /
(3) o+{Y ~
¢C,H. (amine) ~ COONa
Ph'-(CI Dis
(4) I (1) CH3NH2
0 (3) CH3CH2NHCH3
Cl (2) CH3CH2NH2
2. (4) (CH3)2NH
P and S, respectively are [NCERT Pg. 406] '1'1 • .. '...'. AAA.' --•• - •. ,
(1) O,N--0-- CH, and Q-COOH 10. Consider the following reaction [NCERT Pg. 406)
Br NH2
@NaNO/HCI PhOH/OH (4) Aniline
(O-S°C) ► A B (Major) 3. Amine is obtained as' major product in
Major product B is ()<CH, NH
(1) @-o-@ (1) Cl 3 ►
OH (2) CH -CH -CH-CH
(2) @-N=N-@ NaNH2
(3) ©-N = N-@--OH 3 2 I 3 NH3 ►
(4) @-N=N-o-@ Cl
11. When benzamide is treated with Br 2 in presence of 0
aqueous KOH then the end product formed is (3)
[NCERT Pg. 394] 06, NH2 II
(1) I : (2) 6 Br CH3-C-NH-CH3
yBr LiAIH
Br 4►
(3) 6 (4) 6 (4) All of these
Which among the following is most basic in 4. N-phenyl hydroxylamine is obtained when nitro
1 benzene is reacted with
12. (1) Sn/HCI
nature? [NCERT Pg. 397] (2) Zn/NH4CI/H20
(1) 0 (2) 0 N (3) As203'NaOH
I (4) Zn/NaOH
H ' .. , ..
NH2 0
(3) 0 (4) 6 5. KOH ► (A) R-X ► (B)
I 0
H The product (C) is
....,....,""' . ..., - --· ··r - - COOH
13. Which compound will not react with Hinsberg's (1)
reagent? . [NCERT Pg. 401) COOH
(2) 0 ~co,
I (2) ~C~H
H 0
14. When benzyl amine is treated with chloroform in II
presence of ethanolic potassium hydroxide solution (3) 'C)TC'-~H
then the product formed is [NCERT Pg. 401] ~c,..,-NH
CN NC II
(1) 6 (2) 6 0
CH2NC O,~/NH2 (3)@ (4) 6 (4)
15. The correct increasing order of basic strength for 0
the following compounds is [NCERT Pg. 397] ? NH
CH CH 'cS 3 ~-CH,@ 0
(I) 6. When methyl iodide treated with ammonia, the
(1) (Ill) < (II) < (I) product obtained is
(2) (II) < {Ill) < (I) (1) Methyl amine
(3) (II) < (I) < {Ill) (2) Dimethyl amine
(4) (I) < (111) < (II) (3) Trimethyl amine
(II) ( 111) (4) All of these
SECTION -A 7. C7H9N has how many isomeric forms that contain a
Objective Type Questions benzene ring
(Preparation of Amines) (1) 4
1. Which one of the following on reduction with lithium (2) 5
aluminium hydride yields a secondary amine? (3) 6
(1) Methyl isocyanide (4) 7
(2) Acetamide (Physical and Chemical Properties)
(3) Methyl cyanide 8. R-NH2 + CH3COCI ► A
(4) Nitroethane (excess)
2. The reaction of the benzyl chloride with sodium The product (A) will be
cyanide followed by reduction with hydrogen in the (1) RNHCOCH3
presence of nickel gives (2) RN(COCH3)2
(1) '3-phenyl ethylamine +
(2) N-isobutylaniline (3) RN(COCH3)3Cr
(3) Benzyl amine (4) R-CONH2
9. Arrange the following compound in decreasing order +IIa
of boiling point (3) H3N - CH - COOH , NH2 - CH - COO
(1) (CH3)3N < CH3NHC2H5 < C3H7NH2 < C3H7OH CH3 CH3 I _ + I
(2) (CH3hN < C3H7NH2 < C3H7OH < CH3NHC2H5 (4) NH2 - CH - COO , H3N - CH - COO17.
(3) C3H7NH2 < CH3NHC2H5 < (CH3hN < C3H7OH 4-Nitro-N, N-dimethyl benzenamine is
(4) (CH3hN < CH3NHC2H5 < C3H7OH < CH3H7NH2 (2)
10. Benzylamine and aniline can be distinguished by OH 3
(1) HN02 acid (3) (4)
(2) CHCl3/KOH N02
(3) Br2 water 18. ¢ (NH,J,S > (A) NaN02 I
(4) Schiff 's reagent HCI, 0°C (B)
11. Which of the following statements about primary N02
amines is 'False'? The above reaction sequence (D) is
· (1) Alkyl amines are stronger ·bases than COOH
ammonia (2) ¢
(2) Alkyl amines are stronger bases than aryl N02
amines COOH COOH
(3) Alkyl amines react with nitrous acid to produce (3) ¢ (4) ¢
alcohols NH2 COOH
(4) Aryl amines react with nitrous acid to produce N(CH,1
phenols 19_ @ HNO, A. The product A will be
12. The most reactive compound towards Hoffmann (2) O=@•
bromamide degradation is ~H,),
CONH2 CONH2 (4) ly
(1) $ (2) $ N=O
NO2 OCH3 20. Write the correct order of the following diazonium
CONH2 CONH2 cations for the coupling with phenol
(3) $ (4) $ 21.
CH3 © ~OCH 3
Cl CH3 N02
(Diazonium .Salts, Compounds Containing -N0 II Ill IV
2 (1) Ill> IV> I> II
, (2) II > I > IV> 111
-CN,-NC) (3) Ill > I > II > IV
13. Which product is formed, when acetonitrile is (4) II > IV> I> Ill
hydrolysed partially with cold concentrated HCI? Tautomerism is shown by
(1) Methyl cyanide (2) CH3 - CH2 - N02
(2) Acetic anhydrides (4) CH3-CH -OH
(3) Acetic acid I
(4) Acetamide CH3
14. Which of the follo~ing pair make fastest coupling 22. Which of the following is not a nitro derivative?
reaction in acidic medium? (1) C6H5 - N02
15. N02 (2) HO-@-No,
y~-- ~KCNA H20/H• 8 ► (3) CH3 - N = 0 • 0
Br (4) CH3CH2 - 0 - N = 0
The major product (8) is 23. Which attacking species is generated from nitrating
(1) $' mixture during the nitration of phenol?
COOH (1) NQ2
N02 (2)@i -
COOH (3) N02 free radical
COOH 24. Which of the following undergoes nitration most
roYCOOH easily?
(3) y (4) $ Br Br ~Cl
16. Alanine, the amino acid the respective structure at (3) ~
pH = 2 and pH = 1 O will be 25. Tertiary nitroalkane cannot tautomerise because
CH3 CH3 (1) Their tautomeric forms are highly unstable
I+I (2) They do not contain any multiple bond
(1) NH2 - CH -Coo-, H3N - CH - COOH (3) They do not have labile H atom
CH3 CH3 (4) They are not basic in nature
+ I ·+ I 26. Among the structures given below Which one
(2) H3N - CH - coo- , H3N - CH - COOH represents nitrolic acid?
CH3 CH3 N02
I (;{COOH
(2) R-C = NOH ~ + NH, strong hoating ,
(4) ~C = NOH COOH
27. The IUPAC name of NC - CH2CH2 - COOH is (;{COOH
(1) Butane nitrolic acid (1)~
(2) Carboxy propane nitrile CONH2
(3) 3-cyanopropanoic acid O(COOH
(4) 4-cyanobutanoic acid (3)
28. Which reactants are involved in Mendius reaction? ~
(1) RCN and Na/C2H50H NH2
(2) RCN and H20/HCI [NEET-2019]
(3) RCN and Zn/NH4CI 0 ~)WH
(4) RCN and SnCl4'HCI 0
.. 6. Nitration of aniline in strong acidic medium also
29. Stephen's reduction will convert ~ C #' N to gives m-nitroaniline because [NEET-2018]
(1) Ethanal (1) lnspite of substituents nitro group always goes
(3) Me COMe to only m-position.
(2) Et OH (2) In electrophilic substitution reactions amino
(4) Et CHO group is meta directive.
30. Methyl isocyanate, the poisonous gas which was (3) In acidic (strong) medium· aniline is present as
responsible for Bhopal tragedy in 1984, on alkaline anilinium ion.
hydrolysis gives (4) In absence of substituents nitro group always
(1) Methylamine goes to m-position.
(2) Methyl carbamic acid 7. The correct increasing order of basic strength for
(3) Ethyl amine the following compounds is [NEET-2017]
(4) Methyl cyanide (I)
H3o· NH3 (i) Br2 + KOH (1) 11 < Ill < I
31 · R - CN (Complete X ---z;-+ y (ii) H (2) Ill < I < II
3 (3) Ill < II < I
0•z (4) II< I< Ill
hydrolysis) CH3
Identify Z. (Ill)
(1) R-NH2 8. Which of the following reactions is appropriate for
0 converting acetamide to methanamine? [NEET-2017]
II (1) Carbylamine reaction
(3) R-C-NH2 (4) R-CN (2) Hoffmann hypobromamide reaction
Previous Years Questfons (3) Stephens reaction
1. Which of the · following 811'.line will give the (4) Gabriels phthalimide synthesis
carbylamine test? , [NEET-2020 (Phase-1)] 9. Which one of the following nitro-compounds does
N~ not react with nitrous acid? [NEET-{Phase-2)-2016)
(4) 6 H2
2. Reaction of propanamide with ethanolic sodium H3C C
hydroxide and bromine will give (1) '-...c/ "-No
[NEET-2020 (Phase-2)] Hz
(1) Aniline 2
(3) Methylamine CH3 I
(2) Ethylamine (4) H3Cyc,
(4) Propylamine H "-NO 2
3. The amine that reacts with Hinsberg's reagent to 0
give an alkali insoluble product is 10. A given nitrogen-containing aromatic compound A
[NEET-2019 (Odisha)] reacts with Sn/HCI, followed by HNO2 to give an
(2) CH3-CH-NH - CH-CH unstable compound 8. 8, on treatment with phenol,
II3 forms a beautiful coloured compound C with the
CH3 CH3 molecular formula C12H10N2O. The structure of
4. The correct order of the basic strength of methyl compound A is [NEET-(Phase-2)-2016]
substituted amines in aqueous solution is : (1) ONH,
[NEET-2019] (3) OCN
(1) (CH3)2NH > CH3NH2 > (CH3hN (2) ONO,
(2) (CH3hN > CH3NH2 > (CH3)2NH (4) OCONH,
(3) (CH3)aN > (CH3)2NH > CH3NH2 11. The product formed by the reaction of an aldehyde
(4) CH3NH2 > (CH3)2NH > (CH3)3N with a primary amine is [NEET-2016]
5. The major product of the following reaction Is: (1) Aromatic acid
(3) Ketone 2
(2) Schiff base A is
(4) Carboxylic acid (1) Cu2Cl2
12. The correct statement regarding the basicity of (2) H3P02 and H20
arylamines is [NEET-2016] (3) H+/H20
(1) Arylamines are generally more basic than (4) HgSO/H2S04
alkylamines, because the nitrogen atom in [NEET-2013]
arylamines is sp-hybridized 20. An organic compound (C3H9N) {A), when treated
(2) Arylamines are generally less basic than with nitrous acid, gave an alcohol and N
alkylamines because the nitrogen lone-pair 2
electrons are delocalized by interaction with the gas was
aromatic ring re electron system evolved. (A) on warming with CHC1
(3) Arylamines are generally more basic than 3
alkylamines because the nitrogen lone-pair and caustic
electrons are not delocalized by interaction potash gave {C) which on reduction gave
with the aromatic ring n electron system isopropylmethylamine. Predict the structure of (A)
(4) Arylatnines are generally more basic than (2) CH3CH2-NH-CH
alkylamines because of aryl group 3
13. The following reaction (3) CH3-N-CH3 I
is known by the name CH3
(1) Acetylation reaction [AIPMT (Mains)-2012)
(2) Schotten-Baumen reaction 21. Wh · t i the product obtained In the following
(3) Friedel-Craft's reaction @JN02
(4) Perkin's reaction reac t.1 0n: NRZn > ?
[Re-AIPMT-2015] 4
14. Method by which Aniline cannot be prepared is cl ......... ..
[Re-AIPMT-2015] ~Q NHOH
(1) Reduction of nitrobenzene with H/Pd in ethanol (2) ~
(2) Potassium salt of phthalimide treated with [AIPMT (Prellms)-2011]
chlorobenzene followed by hydrolysis with 22. Which of the following compounds is most basic ?
aqueous NaOH solution [AIPMT (Mains)-2011]
(3) Hydrolysis of phenylisocyanide with acidic (1) o~-COCHJ (2) 0 NH2
solution H
(4) Degradation of benzamide with bromine in 23. Acetamide is treated with the following reagents
alkaline solution separately. Which one of these would yield
15. The electrolytic reduction of nitrobenzene in methylamine? [AIPMT (Prelims)-2010]
strongly acidic medium produces [AIPMT-2015] (1) NaOH - Br2
(1) Aniline (2) Sodalime
(2) p-Aminophenol (3) Hot cone. H2SO4
(3) Azoxybenzene (4) PCl5
(4) Azobenzene 24. Which' of the following statements about primary
16. In the following reaction, the product (A) amines is 'False'? [AIPMT (Prelims)-2010]
+ (1) Alkyl amines are stronger bases than aryl
N=NCr NH2 ©·© ..!4 (A) amines
yellow dye (2) Alkyl amines react with nitrous acid to
is [AIPMT-2014] produce alcohols
(1) ON=N-NH-0 (3) Aryl amines react with nitrous acid to produce
17. Which of the following will be most stable phenols
diazonium (4) Alkyl amines are stronger bases than ammonia
salt RNiX-? [AIPMT-2014] 25. Anilfne in- a set of the following re ctJon yf Id
(4) C6H5 CH2 N; x- coloured product 'Y'
18. Nitrobenzene on reaction with cone. HNO/H2SO 4 J _N_a_N_o_ 2 _1H_c_r~ x N, N-dfme1hy1aniline ~ Y
at 80-100°C forms which one of the .following lSJ (273 - 278K)
products ? [NEET-2013] The structure of 'Y' would be
(1) 1,3-Dinitrobenzene [AIPMT (Prelims)-2010]
(2) 1,4-Dinitrobenzene CH3 CH3
(3) 1,2,4-Trinitrobenzene If
(4) 1,2-Dinitrobenzene (2) HN--@-NH-@-NH
N02 CH3 CH
19. In the reaction ~ A II3
~Br (4) HN-@-N=N-@-NH
eNCl8 26. Match the compounds given in List-I with their
characteristic reactions given in List-II. Select the (4) C6HSCHpH
correct option 32. The major organic product formed from the
List-I following
(Compounds) reaction
List-II (i) CH3NH2 ) .. .. • • .. • is
(Reactions) (ii) LiAIH4 (iii) Hp
a . CH3C~CH2CH2NH2 (i) AJkaline hydrolysis [AIPMT (Prelims)-2005]
b. CH3C = CH (ii) With KOH (alcohol) >--<O-NHCH3
and CHCs produces (3) OH
bad smell >--<NHCH3
c. CH3CH2COOC~ (iii) Gives white ppt. with (4) OH
ammoniacal AgN03 33. Electrolytic reduction of Nitrobenzene in weakly
d. CH3CH(OH)CH3 (rv) With Lucas reagent acidic medium gives [AIPMT (Prelims)-2005]
-cloudiness appears (1) Aniline
after 5 minutes (2) Nitrosobenzene
[AIPMT (Mains)-201 O] (3) N-phenylhydroxylamine
(1) a(ii), b(i). c(iv). d(iii) (4) p-Hydroxyaniline
(2) a(iii), b(ii), c(i), d(iv) Questions asked Prior' to Medical_ Ent. Exams. 2005
(3) a(ii). b(iii), c(i), d(iv) 34. Which of the following Is most baste In a solution of
(4) a(iv), b(ii), c(iii), d(i) carbon tetrachloride?
'.......... _. ._. . - --------- (1) NH3
27. Predict the product (2) CH3C~N~
@-NHCH, + NaNO,+HCl-----+Product (3) (CH3CH2~NH
[AIPMT (Prellms)-2009] (4) (CH3C~)3N
NHCH3 35. What will be the final product in the following
NHCH3 ~ reaction
(2) 0-NO+~ sequence?
~ NO (1) CH3CH2CONH2
OH (2) CH3CH2COBr
(3) @ilJ-CH, (3) CH3CH2NH2
28. In a reaction of aniline a coloured product C was (4) CH3CH2CH2NH2
obtained 36. The action of nitrous acid on an aliphatic primary
NH2 @-N(CH3 amine, gives
~ NaN02 B CH3 C (1) Secondary amine
~ HC/ Cold (3) Alcohol
A (2) Nitroalkane
The structure of C would be (4) Alkyl nitrite
[AIPMT (Prelims)-2008] 37. The compound obtained by heating a mixture of
(1) @-N=N-@-N(CH ethyl
3 amine and chloroform with ethanolic potassium
CH3 hydroxide (KOH) is
29. Which one of the following on reduction with (1) An amide
lithium (2) An amide and nitro compound
aluminium hydride yields a secondary amine ? (3) An ethyl isocyanide
[AIPMT (Prelims)-2007] (4) An alkyl halide
(1) Methyl cyanide 38. In the reaction,
(2) Nitroethane .., CH3CN +2H
(3) Methylisocyanide the term Y is
(4) Acetamide HCI ) X
30. Which of the following is more basic than aniline ? Ether
[AIPMT (Prelims)-20M] (1) Acetaldehyde
(1) Diphenylamine (3) Acetone
(2) Triphenylamine Boiling H20 > Y;
(3) p-Nitroaniline (2) Ethanamine
(4) Benzylamine (4) Dimethylamine
31. Aniline in a set of reactions yielded a product D. 39. Amides may be converted into amines by a reaction
®NH, named after
The structure of the product D would be (1) Hoffmann
(1) C6H5CH2NH2 (2) Cl~isen
(3) C6H5NHOH (3) Perkin
[AIPMT (Prelims)-2005] (4) Kekule
(2) C6H5NHCH2CH3 40. Diazo-coupling is U$eful to ptepare some
(1) Dyes (4) Frve
(2) Vitamins N02
(3) Pesticides 48. @. (NH,),S ► (A) _C_H_ 3~...;;;~-0-H-.(B) .
(4) Proteins N02
41. Aniline on nitration gives The product (B) is
NH2 NH2 ,......
(1) (2) 49.
N02 50.
N02 NH2 N02
NH2 (1) ~ (2) 191 NH2 Br NH Br 2
N02 NO2 NH2
(3) (4) All of these (3)
42. Aniline is reacted with bromine water and the ~NH,
resulting (4) ~ Br
product is tt~ated with an aqueous solution of sodium Br NH2
nitrite in presence of dilute hydrochloric acid. The The compound which can show tautomerism
compound so formed is converted into a (1) CH3CH2 - NO2
tetrafluoroborate which is subsequently heated dry. (3) CH3 - C - CH3
The final product is II
(1) p-bromoaniline 0
(2) p-bromofluorobenzene In the given reaction
(3) 1, 3, 5-tribromobenzene The product (C) is
(4) 2, 4, 6-tribromofluorobenzene OH (1)@
43. Phenyl isocyanides are prepared by which the (2) 1$)
following reaction? NH-@-OH
(1) Reimer-Tiemann reaction (2) CH3 -C-NH2
(2) Carbylamine reaction II
(3) Rosenmund's reaction 0
(4) Wurtz reaction (4) All of these
44. A Reduction B CHCl3/KOH C Reduction 1 . A cet a mlde
N- methyl aniline. (1) PCl5
Then Ais (3) N aOH
NH2 i s treated separately with the following r eagents.
(1) @ VVhic h one of these would g ive m ethylamine?
(2) ~' (2) Sodalime
(3) CH3NH2 (4) H o t cone. H 2SO 4
(4) 2 . Whic h is the best m e thod of preparing 2 ° amine?
NC .. @ 3.
- - --- (3)
45. The final product C, obtained in this reaction __N_H1; 1tO;..H__ --i► X L&AJH4
NH2 ln the above sequence Y is
CH3 ( 1 ) 3 ° amine
would be (3) 1 ° amine
NH2 COCH3 KCNSn/HCI
Br (4) C H C l 3 / K O H
(1) (2) )
Br S n/HC I
(3) (4) (2) 2 ° amine
CH3 CH3 (4) 2-nitropropane
46. Nitrobenzene can be prepared from benzene by using 4. C3H9N cannot represent
a mixture of cone. HN03 and cone. H2S04. In the (1) 1° amine
mixture, nitric acid acts as a/an (3) 3° amine
(1) Catalyst (2) 2° amine
(2) Reducing agent (4) Quaternary salt
(3) Acid 5. Which among the following gives 1 ° amine on
(4) Base reduction?
47. How many isomers of molecular formula C3H9N (1) CH3CH2NO2 (2) CH3CH2 - 0 - N = 0
will (3) C6H5 - N = NC6H5 (4) CH3CH2NC
liberate N2 gas on treatment with HN02? 6. Gabrial synthesis is used for the preparation of
(1) One (1) 1 ° aromatic amines
(2) Three (3) 2° amines
(3) Too (2) 1 ° aliphatic amines
(4) Tertiary amine (4) Schiffs bases
7. Which of the following reaction does not yield amine? 17. C2H5NH2 HNOz > A PCls > B NHa ) C end
(1) R-X + NH3 -- product in the given sequence is
(3) R- CN (1) C2H5CN
8. Piperidine is (3) C2H5NH2
(1) Homocyclic compound (2) CH3NH2
(3) Heterocyclic alicyclic compound (4) C~CONH2
9. Which of the following is 3° amine? 18. Primary and secondary amines can be distinguished
CH3 I by
(1) CH3 - C-CH3 I (1) Schiff s reagent
NH2 (2) Carbylamine reaction
(3) CH3 - y H -CH3 (3) Hofmann's bromamide reaction
NH2 (4) Biuret reaction
(2 19. Which of the following is the least basic?
Na/C2H5OH ) (4) 0
) R- CH= NOH I
(4) R - CONH2 H
(2) Heterocyclic aromatic compound 20. Which of the following amine does not react with
(4) Acyclic compound Hinsberg's reagent?
1 o. The most suitable reagent for the following CH3
conversion is I
Benzamide (2) H3C-C-CH3 I
(1) Br2 + KOH NH2
(3) Cone. HNO3 (4) CH3NH2
Reagent Benzylamine I EXERCISE I
(2) LiAIH4 21. During coupling reaction of benzene diazonium
(4) Aqueous KOH chloride and aniline, the pH of reaction medium should
NaCN X Ni/H2 ) y __ a_cetic_-4 z. be
anhydride approximately
Z in the above reaction sequence is (1) 1-2
(1) CH3CH2CH2NHCOCH3 (3) 4-5
(3) CH3CH2CH2CONHCH3 (2) 9-10
(2) CH3CH2CH2NH2 (4) 7-8
(4) CH3CH2CH2CONHCONH3 22. Which of the following reagent can be used to
12. Treatment of ethylamine and methyl magnesium convert benzene diazonium chloride to phenol?
halide produces a gaseous substance X. X is (2) dil. H2SO 4
(1) Ethane (2) Ammonia (4) All of these
(3) Methane (4) Propane 23. During preparation of arenediazonium salts the
• • • .. • • r"""\ excess of nitrous acid, if any, is removed by adding
13. The precipitate formed by mixing silver nitrate and (1) Aqueous Na2CO3
sodium chloride solution disappear on adding ethyl (3) Aq. NH2CONH2
amine. (2) Aqueous NaOH
It is due to the formation of (4) NH4OH
(1) C2H5CI 24. Which of the following aryl amines undergoes
(3) [Ag(C2H5NH2)i]CI diazotisation most readily? ·
14. lsopropylamine KMno, ) X H30 ' > Y. (1) No2-@-NH2
In the above sequence X and Y are respectively (3) CH,0-@-NH2
(1) Acetaldimine, Ethanal (2) c1-@-NH;
(2) C2H5NO2 (4) CH3-@-NH2
(4) CH3COCI 25. In order to prepare benzonitrile from C6H5N2CI, the
(2) Ethanal, Ketimine reagent required is
(3) Ketimine, Acetone (4) Acetone, Propan-2-ol (1) KCN in presence of zinc powder
15. Which of the following will not give dinitrogen gas (2) CuCN dissolved in KCN
with nitrous acid? (3) Ba(CN)2 and HCN
(1) Propanamine (4) Aqueous HCN
(3) Trimethyl amine
16. Ketones and 1 ° amine react to form
(1) Amides
(3) Urea
(2) Methanamine
(4) lsopropylamine
(2) Oximes