Compounds Containing Nitrogen 269

"Q.93. Compound 'X with a molecular formula (4) The compounds A, B and C react with methyl
C,H,N did not react with Hinsberg's reagent, iodide to give finally quaternary ammonium
but reacted with one mole of CH,I to form a iodides. Only C gives carbylamines test while
salt. only A form yellow oily compounf on reaction
Ans: The structure of compound 'X' is
with nitrous acid. The compounds A, B and C
are respectively:
Structure IUPAC name (a) Butan-l-amine, N-Ethylethanamineand
N, N-Dimethylethanamine.
H
(b) N-Ethylethanamine, N, N- Dimethyletha-
H,C-N: N, N-Dimethylethanamine namine and Butan - I-amine

CH, c) N, N-Dimethylethanamine,
Since the compound 'X' does not react with N-Ethylethanamine and Butan-l-amine.

NaNO, and HCl i.e. nitrous acid (HO -

N = (d) N-Ethylethanamine, Butan-l-amineand
O), it must be a tertiary amine. N-Ethylethanamine
The
"(5) Which of the following amines is most basic in
tertiary amine reacts with one mole ofCH nature?
to 8ive a quaternary ammonium salt.
(a) 2,4-Dichloroaniline
(CH,)N-C
ethyldimethylamine
+
CH
methyliodide
(b) 2,4-Dimethylaniline
(c) 2,4-Dinitroaniline
I(CH)N CH]I
ethyltrimethyl ammonium iodide (d) 2,4-Dibromoaniline
"(6) How many moles of methyl iodide are required
Multiple Choice Questions to convert ethylamine, diethylamine and
triethylamine into quaternary salt, respectively?
Select and write the correct answer from the
(a) 1, 2 and 3 (6) 2, 3 and 1
given alternatives in each of the following:
(c) 3, 2 and 1 (d) 3, 1 and 2
"(1) Which of the following amines cannot be
(7) Which of the following amines does not
prepared by Gabriel phthalimide synthesis?
undergoe acetylation?
(a) sec-propylamine (a) -butylamine (b) ethylamine
(b) tert- butylamine (c) diethylamine (d) triethylamine
(c) 2-Phenylethylamine "(8) Acetoxime on catalytic reduction gives:
(d) N-Methylbenzylamine (a) acetic acid (b) acetic anhydride

"(2) Which of the following compounds has highest (c) ethylamine (d) isopropylamine
boiling point? 9) -Propylamine can be prepared by catalytic
reduction of:
(a) Ethane (b) Ethanoic acid
(c) Ethanol (d) Ethanamine (a) n-propyl cyanide (b) propionaldoxime
(c) acetoxime (d) nitroethane
"(3) ldentify the statement about the basic nature
of amines:
"(10) Identify the compound "B' in the following
series of reactions.
(a) Alkylamines are weaker bases than ammonia. Ethanenitrilealuh NaNO,/d B
(b) Arylamines are stronger bases than (a) CH,-CH, -C1 (b) CH, - CH, - NH,
alkylamines. (c) CH, - C H , - OH

(c) Secondary aliphatic amines are stronger

(d) CH,-CH,-CH,-OH
bases than primary aliphatic amines.
(11) Secondary nitroalkanes react with nitrous acid
(d) Tertiary aliphatic amines are weaker bases to form:
than arylamines. (a) red solution (b) blue solution
(c) green solution (d) yellow solution
 L
270 Master Key Chemistry- Part II (Std. X)

(12) Chloropicrin is used as: (23) IUPAC name of aniline is

(a) antiseptic (b) antibiotic (a) Phenyl amine (6) Amino benzene
(c) insecticide (d) anaesthetic (c) Benzyl amine (d) none of these
(13) The IUPAC name of CHNH, is
(a) methyl amine (b) amino methane NH
(c) methanamine (d) both b and c (24) TUPAC name ot
OL..Br is
(14) Amines are the derivatives of
(a) Acids (6) Ammonia (a) Meta-bromoaniline
(c) Alkanes (d) - NH, group
(b) 3-bromo benzenamine
(15) The structural formula of N-methyl amino
(c) Meta-bromo benzylamine
methane isS
(d) 3-bromo benzylamine
(a) (CH,),CHNH, (b) (CH,),N
(c) (CH)NH (d) CH,NH, (25) Which of the following is 1 amine?
(16) An Amine may contain (a) (CH,), CNH, (b) CH,NHCH,
(a) -NH, 8roup (b) >NHgroup (c) CH,NHCH (CH,),(d) CH,CH,), NCH,
(c)-N-group (d) All
(26) Which of the following is a secondary amine?
(17) Which of the following is a secondary amine?
(a) Dimethyl amine (b) Aniline (a) HN-NH, (b) CH-NH,
(c) isobutylamine (d) Secondary butylamine (c) (CH,), NCH, (d) CH- NH-CH,
(18) Which of the following is a secondary amine? (27) NHis

(a) C-NH (b) C

C-N-C
(a) Aliphatic 1°-amine
H (b) Aromatic 1°- amine
(c) C-N-C (d) c-N-c (c) Aliphatic 2°- amine
(d) Aromatic 2"- amine
(19) JUPAC name
of H,N-CH,-ÇH-CH, (28) Aniline can be industrially prepared from nitro

NH benzene by using
(a) Propane -1, 2- diamine (a) LiAlH (b) Na/ CH,OH
(6) Propanamine-1, 2 (c) Sn/HC (d) Fe, steam and HCl
c) Dipropane 1, 2 - amine
(29) The reducing agent used for preparing aniline
(d) Diamino 1, 2 Propane
from nitro benzene in the laboratory is
(20) TUPAC name of CH(CH,),NH, is
*********
(a) 1-Propanamine
(6) 2-Methyl ethanamine (a) LiAlH (b) Na/ CH,OH
(c) Iso-Propylamine (c) Sn/HCI (d) Fe, steam and H
(d) 2-Propylamine (30) Benzene diazonium chloride is the product of
(21) JUPAC name of C,H,-CH, -CH- NH, is aniline, when it is treated with
(a) 2-phenyl ethanamide (a) NaNO, and HCl at 0 - 5°C
(6) 2-phenyl ethanamine
(b) HO and HCI at 4"C
(c) 2-phenyl ethylamine
(c) CHNO, at 4°C
(d) 3>phenyl ethanamine
(22) Systematic name of H,N(O-CHO is (d) NaNO, at 4°C
(a) 4-amino benzene carbaldehyde (31) Anilinedissolve in HCI due to the formation of
(6) P-amino benzaldehyde (a) Anilinium chloride (b) o-chloro Aniline
(c) 3-amino benzaldehyde (c) Azodye (d) Chloretone
(d) 4-farmylamine
 L

Conpounds Containing Nitrogen 271

(32) CHNH, +CH,COCI X. Then, Xis (42) In the sulphonylation of aniline, the reagent is
(a) Acetanilide (b) Benzanilide
(a) So (b) SO,Cl
(c) Benzilidine aniline (d) Benzamide (c) so,ci (d) cH, SO,Ci
(33) Carbylamine reaction is a characteristic of (43) For the conversion of Aniline to N-Methyl
(a) RNH (b) RNH, aniline, the reagent used is
(c) CHNH - R
(d) RN (a) CHI (b) CHC
(34) Carbylamine reaction is given by: (c) CH (d) CHNH,
(a) aliphatic amines (b) aromatic amines (44) Which of the following compound will dissolve
(c) both aliphatic and aromatic primary amines in an alkali solution after it has undergone
(d) all secondary amines reaction with Hinsberg reagent?
(35) Aniline treated with
Br, in the
presence of H, (a) (C H,), NH (6) (CHs),NH
gives (c) CHNH, (d) CHNHC,H,
(b) NH (45) 2, 4, 6-tribromo aniline is a product of
(a) NH
(a) electrophilic addition on C.H,NH,
(6) electrophilic substitution CH,NH,
r (c) nucleophilic addition on CHNH,
(d) nucleophilic substitution on C.HNH,
(c) NH
NH (d) NH Br (46) Aniline undergoes condensation to form Schiff's
Br
base on reacting with
(a) acetyl chloride (b) Ammonia
Br Br
(C) Acetone (d) Benzaldehyde
(36) Acetanilide can be obtained by thefollowing Primary amines can be distinguished from other
(a) Benzoylation of aniline amines by the following test.
(b) Alkylation of nitro benzene (a) Tollen's (b) Schiff's
(c) Acetylation of aniline
(c) Carbyl amine (d) Fehling
(d) Reaction between acetaldehyde and aniline
(48) Ortho nitro aniline is a product of
(37) Aniline on heating with fuming sulphuric acid gives
(a) electrophilicsubstitution on CHNH-COCH,
(a) Aniline disulphate (b) Sulphuricacid (b) electrophilic substitution on CHNH,
(c) Aniline sulphate (c) nucleophilic addition on C,HNH,
(d) Aniline 2,4 disulphonic acid (d) nucleophilic substitution on CH,NH,
(38) Aniline treated with chloroform in the presence (49) Aniline does not take part in
of basic medium
gives (a) Friedel craft alkylation
(b) Friedel craft acylation
NC NH,OH CHO
(c) both (a) and (b)
(d) none of these
(50) Aniline is purified by
(39) Which is not a property of aniline?
(a) Steam distillation (b) Sublimation
(a) it is basic in nature
(c) Distillation (d) Hydrolysis
(6) it gives carbylamine
(51) Schiff's base is used as a
(c) it can react with alkylhalide
(d) it turns blue litmus red (a) oxidant (b) hydrolysing agent
(c) antichlor (d) antioxidant
(40) 1 mole of C,H,NHCH, can react with a
maximum of . moles of CHI. (52) The reaction:
CH,NH, CICOCH +

(a) (b) 3 (c) 2 (d) 1 CH,NHCOC, H, is called

(a) Friedel Crafts reaction
(41) Zwitter ion can be formed by
(6) Claisen condensation
(a) Acetanilide (b) Benzanilide (c) Hinsberg reaction
(c) Sulphanilicacid (d) Benzene sulphonamide (d) Schotten Baumann reaction
 L
272 Master Key Chemistry- Part lI (Std. Xl)

(53) Which of the following is least basic? (64) Aniline is less basic than
(a) CH, NH, (b) NH, (a) NH, (b) CH,NH,
(d) (CH,),N (c) N-methyl Aniline (d) All the above
(c)(CH,)NH
(54) Bromine water reacts with aniline to give (65) Among the following which is more basic
(a) o-bromoaniline (b) p-bromoaniline (a) n-butylamine (b) isobutylamine
(c) m-bromoaniline (c) Sec.butylamine (d) diethylamine
(d) symmetric tribromoaniline (66) Which of the following can react with an alkyl
(55) Arrange the following in the correct order of halide?
their basic character: (a) 1 amine (b) 2" amine
(d) All the above
(0) NH, (1) CH,NH, (u) C.H,NH, (c)3 amine
(a) Ill>Il>I (b) II > ll>1 (67) The substance with nauseating smell is
(c) II> I> IlI (d) I = II = I1 (a) C, H, CN (b) C, H, NO,
(56) In phenyl isocyanide, the carbons are (c) C, H, NH, (d) C, H, NC
(a) sp', sp (b) sp', sp (68) Aniline is obtained by
thedestructive distillation of
(c) sp,sp (d) sp* (a) Coal tar (b) Molasses
the in the correct order of (c) Indigo (d) Proteins
(57) Arrange following
their basic character (69) The reagent which gets attached to the nucleus
when added to aniline
() NH, () RNH, (I) RNH (IV) RN
(a) IV>I > l1>I (b) Ill> IV> II>I (a) CH (b) K (c) CH,COCI (d) Br,
(70) Which of the following is a mixed 2° amine?
(c) Ill>1I> V>I (d) I> Il> l > IV
Gabriel is used in the (a) Toluidine (b) N- Methylaniline
(58) phthalimide synthesis
preparation of (c) Dimethylamine
(d) Methyldiethyl amine
(a) 1 amine (b) 2° amine (c) 3° amine (d)4° amine
(71) Which of the following is the general formula of
(59) When acetamide reacts with Br, and caustic
amines?
soda, we get
(a) C,H (b) CHn2
(a) acetic acid (b) bromoacetic acid
(c) C,H2s3 (d) C,H,N
(c) ethylamine (d) CH,NH
(72) The general tormula of quaternary ammonium salt is
(60) The hybridization of nitrogen atom in amines is
(a) RNH (6) RNH
(a) P (b) sp (c) sp? (d) dsp (c) R,N (d) RN X
Hofmann's hypobromite reaction affords
(61) method of a
(73) The number of moles of hydrogen atoms
required to convert 1 mole of nitrobenzene to
(a) preparing a tertiary amine hydrozobenzene is
(6) preparing mixture of amines
a (a) 5 (b) 10 (c)4 (d) 8
(C) stepping down a series
Which be purified by steam
(d) stepping up a series (74) distillation?
ofthe following can

(62) Which of the following would undergo

(a) Nitro benzene (b) Aniline
Hofmann's reaction to give a primary amine?
(c) Both (a) and (b) (d) CH,OH
(75) How many primary amines are possible for the
(a) R- -C (b) RCONHCH, formula CH,,N?
(c) RCONH, (d) RCOOR (a) 1 (b) 2 (c) 3 (d) 4
(63) Steam distillation method is useful for the (76) The structure below
given represents
purification of

(a) Nitrobenzene (b) Benzene CH,

(c) Aniline CH-N-NH,
(d) Both Nitrobenzene and Aniline CH,
 L

Compounds Containing Nitrogen 273

(a) Quarternary ammonium salt (88) Aniline on heating with X' in the presence of
(b) Primary amine (c) Secondary amine KOH gives a product with very bad smell. Which
(d) Tertiary amine of the following is 'X?
(77)
C,HN cannot represent (a) CHC (6) CHCI,
(a) 1 amine (6) 2- amine (c) CHC1 (d) CH,CI
(c) 3amine (d) quaternary salt (89)
By which of the following reactions one can get
(78) Aniline is more basic than N-methyl aniline from aniline?
a) NH, (b) CH,NH, (a) Alkylation (b) Acetylation
(c) N-methyl aniline (d) P-nitroaniline (c) Benzoylation (d) Bromination
(79) Among the following, the strongest base is (90) Pure aniline is a
(a) C.HNH, (b) p- NO,-CH,NH, (a) brown coloured liquid
(c) m-NO-CHNH, (d) C.H,CH,NH, (b) colourless solid
(80) Which of the following is least basic? (c) colourless liquid
(a) cyanide (b) amine (c) amnonia (d) all (d) brown coloured solid
(81) Which of the following is the strongest base? (91) Tdentify Phenacetin from the following:
(a) Aniline (b) N-methyl aniline
(c) o-methyl aniline (d) Benzylamine
NHCOCH, NHCOCH,
(82) In the reaction of (a b) oc
"X' may be
CHOHZnc X; OCH,
(a) C.H,NH, (b) C,H,C
(c) c.HCHO (d) CH,coOH
NHCOCH, NHCOCH,
(83) In the reaction (d) (
CHNH, X;X is
oCH,
(a) CHN,CI
HC
(b) CH,CI
Oc.H
(92) On heating an aliphatic primary amine with
(c) C.H,OH (d) CH, chloroform and ethanolic potassium hydroxide,
(84) In the reaction of the organic compound formed is:

CHCI CH,NH,; * is
(a) an alkanol (b) an alkanediol
(a) Cu,O (b) ZnCl, (c) an alkyl cyanide (d) an alkyl isocyanide
(c) AlO, (d) ZnO
(85) Among the following the strongest base is
(93)
Considering the basic strength of amines in aqueous
solution, which one has the smallest K, value?
(a) CH,NH, (b) pyridine
(c) pyrrole (d) guanidine
(a) (CH),NH (b) CH,NH
(c) (CH,),N (d) CHNH,
(86) During the nitration of aniline, the amino group
(94) The major product of the reaction
IS protected by

(a) converting it to NO, group

(6) converting it to amide groupP NaNC/S0is:
(c) Acylation NH, OH
(d) Benzoylation
(87) NH, group is
(a) (b)
(a) only ortho director (b) only meta director OH
(c) only para director
(d) both ortho, para director (c) d)
274 Master Key Chemistry- Part l1 (Std. Xi)

(95) The final product formed when methyl amine is (31) Anilinium chloride (32) Acetanilide (33) RNH,
treated with NaNO, and HCl is: (34) Both aliphatic and aromatic primary amines
(a) Diazomethane (b) Methylalcohol
(c) Methylcyanide (d) Nitromethane NH,
Br Br
(96) Identify the compound 'B' in the following series
(35) OJ (36) Acetylation of aniline
of reaction. (Mar. 13)
NC
Fropanenitrile A B
alc
dil HC
(a) n-propyl chloride (b) n-propylamine
(37)
Aniline sulphate (38)
(O
(39) it turns blue litmus red (40)2 (41) Sulphanilic acid
(c) n-propyl alcohol (d) isopropyl alcohol
(97) Identify the weakest base amongst the
(42) C, H, So, CI (43)
CH (44) CH,NH,
(45) electrophilic substitution C, H, NH,
following
(a) p-methoxyaniline (b) o-toluidine (46) Benzaldehyde (47) Carbyl amine
(c) benzene-1, 4-diamine
(d) 4-aminobenzoic acid
(48)
electrophilicsubstitution on C,HNH-COCH,
(49) both (a) and (b) (50) Steam distillation
(98) What is the IUPAC name of (Oct. 14)
(51) antioxidant (52) Schotten Baumann reaction
(53) C, H NH, (54) symmetric tribromoaniline
OH
NH
(55) 11>I> II (56) sp?, sp (57) II1 > Il >
IV>I|
(58) 1° amine (59) CHNH, (60) sp'
(a) a-Aminobutanoic acid (b) 2-butyric acid
(c) a-Aminobutyric acid (61)stepping down a series (62) RCONH,
(d) 2-Aminobutanoic acid
(63) Both Nitrobenzene and Aniline(64) All the above
(65) diethylamine (66) All the above (67) C, H, NC
Answers (68) Indigo (69) Br, (70) N-Methylaniline
(1) N-Methylbenzylamine (2) Ethanoic acid (71) C,H23N (72) R,N°X (73) 5 (74) Both (a) and (b)
(3) Secondary aliphatic amines are stronger bases
than primary aliphatic amines (75) 4 (76)) Primary amine (77) quaternary salt

(4) N-Ethylethanamine, N, N- Dimethylethanamine (78) P-nitroaniline (79)CH,CH,NH, (80) cyanide

and Butan-l-amine
(81) Benzylamine (82) CHNH, (83) CH,OH
(5) 2,4-Dimethylaniline (6) 3, 2 and 1
(84) Cu,O (85) guanidine (86) Acylation
(7) triethylamine(8)isopropylamine
(9) propionaldoxime (10) CH, - CH,-OH
(87) Both ortho, para director (88)
CHC
(11) bluesolution (12) insecticide (13) both b and c NHCOCH,
(91)
(14) Ammonia (15) (CH,),NH (16) All (89) Alkylation (90)
colourlessliquid [O]
(17) Dimethyl amine (18) ocH
(92) an alkyl isocyanide (93) (CH,),NH
C-N-C

(19) Propane -1, 2- diamine (20) 1 Propanamine (95) Methylalcohol

(94)
(21) 2-phenylethanamine
(22) 4-amino benzene carbaldehyde
(96) n-propyl alcohol (97) 4-aminobenzoic acid
(23) Amino benzene (24) 3- bromo benzenamine (98) 2-Amiobutanoic acid
(25) (CH), CNH, (26) C,H-
NH-CH
(27) Aromatic 1°- amine (28) Fe + steam and HCl

(29) Sn/HCI (30) NaNO0, and HCl at 0-5°C